U.S. patent application number 15/870229 was filed with the patent office on 2018-05-17 for composition for an organic optoelectric device.
The applicant listed for this patent is Young-Kyoung JO, Ho-Kuk JUNG, Dong-Min KANG, Eui-Su KANG, Gi-Wook KANG, Youn-Hwan KIM, Nam-Heon LEE, Jin-Hyun LUI, Soo-Hyun MIN, Jae-Jin OH, Yong-Tak YANG, Eun-Sun YU. Invention is credited to Young-Kyoung JO, Ho-Kuk JUNG, Dong-Min KANG, Eui-Su KANG, Gi-Wook KANG, Youn-Hwan KIM, Nam-Heon LEE, Jin-Hyun LUI, Soo-Hyun MIN, Jae-Jin OH, Yong-Tak YANG, Eun-Sun YU.
Application Number | 20180138418 15/870229 |
Document ID | / |
Family ID | 49766894 |
Filed Date | 2018-05-17 |
United States Patent
Application |
20180138418 |
Kind Code |
A1 |
MIN; Soo-Hyun ; et
al. |
May 17, 2018 |
COMPOSITION FOR AN ORGANIC OPTOELECTRIC DEVICE
Abstract
A composition includes a first host compound including moieties
represented by Chemical Formulae 1 to 3 that are sequentially
bonded with each other, and a second host compound including at
least one carbazole group with a substituent having hole
characteristics, ##STR00001##
Inventors: |
MIN; Soo-Hyun; (Suwon-si,
KR) ; KANG; Gi-Wook; (Suwon-si, KR) ; KANG;
Dong-Min; (Suwon-si, KR) ; KANG; Eui-Su;
(Suwon-si, KR) ; KIM; Youn-Hwan; (Suwon-si,
KR) ; YANG; Yong-Tak; (Suwon-si, KR) ; OH;
Jae-Jin; (Suwon-si, KR) ; LEE; Nam-Heon;
(Suwon-si, KR) ; LUI; Jin-Hyun; (Suwon-si, KR)
; YU; Eun-Sun; (Suwon-si, KR) ; JUNG; Ho-Kuk;
(Suwon-si, KR) ; JO; Young-Kyoung; (Suwon-si,
KR) |
|
Applicant: |
Name |
City |
State |
Country |
Type |
MIN; Soo-Hyun
KANG; Gi-Wook
KANG; Dong-Min
KANG; Eui-Su
KIM; Youn-Hwan
YANG; Yong-Tak
OH; Jae-Jin
LEE; Nam-Heon
LUI; Jin-Hyun
YU; Eun-Sun
JUNG; Ho-Kuk
JO; Young-Kyoung |
Suwon-si
Suwon-si
Suwon-si
Suwon-si
Suwon-si
Suwon-si
Suwon-si
Suwon-si
Suwon-si
Suwon-si
Suwon-si
Suwon-si |
|
KR
KR
KR
KR
KR
KR
KR
KR
KR
KR
KR
KR |
|
|
Family ID: |
49766894 |
Appl. No.: |
15/870229 |
Filed: |
January 12, 2018 |
Related U.S. Patent Documents
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Application
Number |
Filing Date |
Patent Number |
|
|
14106931 |
Dec 16, 2013 |
9893290 |
|
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15870229 |
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Current U.S.
Class: |
1/1 |
Current CPC
Class: |
C09K 2211/1007 20130101;
H01L 51/0072 20130101; C07D 209/86 20130101; C07D 409/04 20130101;
C09K 2211/185 20130101; H01L 51/0073 20130101; H01L 51/0067
20130101; C07D 405/04 20130101; H01L 51/5016 20130101; H01L
2251/5384 20130101; C09K 11/06 20130101; C07D 487/04 20130101; H01L
51/0054 20130101; H01L 51/0052 20130101; C09K 2211/1029
20130101 |
International
Class: |
H01L 51/00 20060101
H01L051/00; C07D 405/04 20060101 C07D405/04; C07D 409/04 20060101
C07D409/04; C07D 487/04 20060101 C07D487/04; C09K 11/06 20060101
C09K011/06; C07D 209/86 20060101 C07D209/86 |
Foreign Application Data
Date |
Code |
Application Number |
Jul 1, 2013 |
KR |
10-2013-0076669 |
Claims
1-12. (canceled)
13. A composition, comprising: a first host compound including
moieties represented by the following Chemical Formulae 1 to 3 that
are sequentially bonded with each other, and a second host compound
including at least one carbazole group with a substituent having
hole characteristics, ##STR00109## wherein, in the Chemical
Formulae 1 to 3, X.sup.1 may be *-Y.sup.1-ET, X.sup.2 may be
*-Y.sup.2-Ar.sup.1, ET may be a substituent for accepting an
electron when an electric field is applied, Ar.sup.1 may be a
substituted or unsubstituted C6 to C30 aryl group, a substituted or
unsubstituted C2 to C30 heteroaryl group, or a combination thereof,
Y.sup.1 and Y.sup.2 may each independently be a single bond, a
substituted or unsubstituted C1 to C20 alkylene group, a
substituted or unsubstituted C2 to C20 alkenylene group, a
substituted or unsubstituted C6 to C30 arylene group, a substituted
or unsubstituted C2 to C30 heteroarylene group, or a combination
thereof, L may be a substituted or unsubstituted C2 or C3
alkenylene group or a substituted or unsubstituted C6 to C20
arylene group, and R.sup.1 to R.sup.4 may each independently be
hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl
group, a substituted or unsubstituted C6 to C30 aryl group, a
substituted or unsubstituted C2 to C30 heteroaryl group, or a
combination thereof, wherein the second host compound is
represented by the following Chemical Formula 5: ##STR00110##
wherein, in the Chemical Formula 5, Ar.sup.4 is a substituted or
unsubstituted C6 to C30 aryl group, a substituted or unsubstituted
C2 to C30 heteroaryl group, or a combination thereof, Y.sup.5 is a
single bond, a substituted or unsubstituted C1 to C20 alkylene
group, a substituted or unsubstituted C2 to C20 alkenylene group, a
substituted or unsubstituted C6 to C30 arylene group, a substituted
or unsubstituted C2 to C30 heteroarylene group, or a combination
thereof, and R.sup.12 to R.sup.20 are each independently hydrogen,
deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a
substituted or unsubstituted C6 to C30 aryl group, a substituted or
unsubstituted C2 to C30 heteroaryl group, or a combination
thereof.
14. The composition as claimed in claim 13, wherein Ar.sup.4 is a
substituted or unsubstituted phenyl group, a substituted or
unsubstituted biphenyl group, a substituted or unsubstituted
terphenyl group, a substituted or unsubstituted naphthyl group, a
substituted or unsubstituted anthracenyl group, a substituted or
unsubstituted carbazolyl group, a substituted or unsubstituted
benzofuranyl group, a substituted or unsubstituted benzothiophenyl
group, a substituted or unsubstituted fluorenyl group, a
substituted or unsubstituted dibenzofuranyl group, a substituted or
unsubstituted dibenzothiophenyl group, or a combination
thereof.
15. The composition as claimed in claim 13, wherein the second host
compound is one of compounds listed in the following Group 6:
##STR00111## ##STR00112## ##STR00113## ##STR00114##
##STR00115##
16. The composition as claimed in claim 13, wherein the second host
compound is represented by the following Chemical Formula 6 and 7:
##STR00116## wherein, in the Chemical Formula 6 and 7, Ar.sup.5 is
a substituted or unsubstituted C6 to C30 aryl group, a substituted
or unsubstituted C2 to C30 heteroaryl group, or a combination
thereof, Y.sup.6 and Y.sup.7 are each independently a single bond,
a substituted or unsubstituted C1 to C20 alkylene group, a
substituted or unsubstituted C2 to C20 alkenylene group, a
substituted or unsubstituted C6 to C30 arylene group, a substituted
or unsubstituted C2 to C30 heteroarylene group, or a combination
thereof, and R.sup.21 to R.sup.38 are each independently hydrogen,
deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a
substituted or unsubstituted C6 to C30 aryl group, a substituted or
unsubstituted C2 to C30 heteroaryl group, or a combination
thereof.
17. The composition as claimed in claim 16, wherein Ar.sup.5 is a
substituted or unsubstituted phenyl group, a substituted or
unsubstituted biphenyl group, a substituted or unsubstituted
terphenyl group, a substituted or unsubstituted naphthyl group, a
substituted or unsubstituted anthracenyl group, a substituted or
unsubstituted carbazolyl group, a substituted or unsubstituted
benzofuranyl group, a substituted or unsubstituted benzothiophenyl
group, a substituted or unsubstituted fluorenyl group, a
substituted or unsubstituted dibenzothiophenyl group, a substituted
or unsubstituted dibenzofuranyl group, or a combination
thereof.
18. The composition as claimed in claim 16, wherein the second host
compound is one of compounds listed in the following Group 7:
##STR00117## ##STR00118## ##STR00119## ##STR00120## ##STR00121##
##STR00122##
19-25. (canceled)
Description
CROSS-REFERENCE TO RELATED APPLICATIONS
[0001] This is a divisional application based on pending
application Ser. No. 14/106,931, filed Dec. 16, 2013, the entire
contents of which is hereby incorporated by reference.
[0002] Korean Patent Application No. 10-2013-0076669, filed on Jul.
1, 2013, in the Korean Intellectual Property Office, and entitled:
"Composition and Organic Optoelectric Device and Display Device,"
is incorporated by reference herein in its entirety.
BACKGROUND
1. Field
[0003] Embodiments relate to a composition, an organic optoelectric
device, and a display device .
2. Description of the Related Art
[0004] An organic optoelectric device may be a device that converts
electrical energy into photoenergy or vice versa. An organic
optoelectric device may be classified as follows in accordance with
its driving principles. One is an electronic device where excitons
generated by photoenergy are separated into electrons and holes,
and the electrons and holes are transferred to separate electrodes
respectively and electrical energy is produced. Another is a light
emitting device to generate photoenergy from electrical energy by
supplying a voltage or a current to electrodes.
SUMMARY
[0005] Embodiments are directed to a composition including a first
host compound including moieties represented by the following
Chemical Formulae 1 to 3 that are sequentially bonded with each
other, and a second host compound including at least one carbazole
group with a substituent having hole characteristics,
##STR00002##
[0006] In the Chemical Formulae 1 to 3,
[0007] X.sup.1 may be *-Y.sup.1-ET,
[0008] X.sup.2 may be *-Y.sup.2-Ar.sup.1,
[0009] ET may be a substituent for accepting an electron when an
electric field is applied,
[0010] Ar.sup.1 may be a substituted or unsubstituted C6 to C30
aryl group, a substituted or unsubstituted C2 to C30 heteroaryl
group, or a combination thereof,
[0011] Y.sup.1 and Y.sup.2 may each independently be a single bond,
a substituted or unsubstituted C1 to C20 alkylene group, a
substituted or unsubstituted C2 to C20 alkenylene group, a
substituted or unsubstituted C6 to C30 arylene group, a substituted
or unsubstituted C2 to C30 heteroarylene group, or a combination
thereof,
[0012] L may be a substituted or unsubstituted C2 or C3 alkenylene
group or a substituted or unsubstituted C6 to C20 arylene group,
and
[0013] R.sup.1 to R.sup.4 may each independently be hydrogen,
deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a
substituted or unsubstituted C6 to C30 aryl group, a substituted or
unsubstituted C2 to C30 heteroaryl group, or a combination
thereof.
[0014] Embodiments are also directed to an organic optoelectric
device that includes an anode and a cathode facing each other, and
at least one organic layer interposed between the anode and the
cathode, the organic layer including the composition according to
an embodiment.
[0015] Embodiments are also directed to a display device including
the organic optoelectric device according to an embodiment.
BRIEF DESCRIPTION OF THE DRAWINGS
[0016] Features will become apparent to those of skill in the art
by describing in detail example embodiments with reference to the
attached drawings in which:
[0017] FIGS. 1 and 2 illustrate cross-sectional views of each
organic light emitting diode according to an example
embodiment.
DETAILED DESCRIPTION
[0018] Example embodiments will now be described more fully
hereinafter with reference to the accompanying drawings; however,
they may be embodied in different forms and should not be construed
as limited to the embodiments set forth herein. Rather, these
embodiments are provided so that this disclosure will be thorough
and complete, and will fully convey example implementations to
those skilled in the art. In the drawing figures, the dimensions of
layers and regions may be exaggerated for clarity of illustration.
Like reference numerals refer to like elements throughout.
[0019] As used herein, when a definition is not otherwise provided,
the term "substituted" refers to one substituted with a deuterium,
a halogen, a hydroxy group, an amino group, a substituted or
unsubstituted C1 to C30 amine group, a nitro group, a substituted
or unsubstituted C1 to C40 silyl group, a C1 to C30 alkyl group, a
C1 to C10 alkylsilyl group, a C3 to C30 cycloalkyl group, a C3 to
C30 heterocycloalkyl group, a C6 to C30 aryl group, a C6 to C30
heteroaryl group, a C1 to C20 alkoxy group, a fluoro group, a C1 to
C10 trifluoroalkyl group such as a trifluoromethyl group, and the
like, or a cyano group, instead of at least one hydrogen of a
substituent or a compound.
[0020] In addition, two adjacent substituents of the substituted
halogen, hydroxy group, an amino group, a substituted or
unsubstituted C1 to C20 amine group, a nitro group, a substituted
or unsubstituted C3 to C40 silyl group, C1 to C30 alkyl group, C1
to C10 alkylsilyl group, C3 to C30 cycloalkyl group, C3 to C30
heterocycloalkyl group, C6 to C30 aryl group, C6 to C30 heteroaryl
group, C1 to C20 alkoxy group, fluoro group, C1 to C10
trifluoroalkyl group such as trifluoromethyl group and the like, or
cyano group may be fused with each other to form a ring.
[0021] For example, the substituted C6 to C30 aryl group may be
fused with another adjacent substituted C6 to C30 aryl group to
form a substituted or unsubstituted fluorene ring.
[0022] In the present specification, when specific definition is
not otherwise provided, the term "hetero" refers to one including 1
to 3 hetero atoms selected from N, O, S, P, and Si, and remaining
carbons in one compound or substituent.
[0023] In the present specification, when a definition is not
otherwise provided, the term "alkyl group" may refer to an
aliphatic hydrocarbon group.
[0024] The alkyl group may refer to "a saturated alkyl" without any
double bond or triple bond.
[0025] The alkyl group may be a C1 to C30 alkyl group. More
specifically, the alkyl group may be a C1 to C20 alkyl group or a
C1 to C10 alkyl group. For example, a C1 to C4 alkyl group includes
1 to 4 carbon in alkyl chain, and may be selected from methyl,
ethyl, propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, and
t-butyl.
[0026] Specific examples of the alkyl group may be a methyl group,
an ethyl group, a propyl group, an isopropyl group, a butyl group,
an isobutyl group, a t-butyl group, a pentyl group, a hexyl group,
a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a
cyclohexyl group, and the like.
[0027] In the present specification, the term "aryl group" refers
to a substituent including all element of the cycle having
p-orbitals which form conjugation, and may be monocyclic,
polycyclic or fused ring polycyclic (i.e., rings sharing adjacent
pairs of carbon atoms) functional group.
[0028] As used herein, the term "heteroaryl group" may refer to
aryl group including at least one hetero atoms selected from N, O,
S, P, and Si and remaining carbons in one functional group.
[0029] The heteroaryl group may be a fused ring where each ring may
include the 1 to 3 heteroatoms.
[0030] More specifically, the substituted or unsubstituted C6 to
C30 aryl group and/or the substituted or unsubstituted C2 to C30
heteroaryl group may be a substituted or unsubstituted phenyl
group, a substituted or unsubstituted naphthyl group, a substituted
or unsubstituted anthracenyl group, a substituted or unsubstituted
phenanthryl group, a substituted or unsubstituted naphthacenyl
group, a substituted or unsubstituted pyrenyl group, a substituted
or unsubstituted biphenyl group, a substituted or unsubstituted
p-terphenyl group, a substituted or unsubstituted m-terphenyl
group, a substituted or unsubstituted chrysenyl group, a
substituted or unsubstituted triphenylenyl group, a substituted or
unsubstituted perylenyl group, a substituted or unsubstituted
indenyl group, a substituted or unsubstituted furanyl group, a
substituted or unsubstituted thiophenyl group, a substituted or
unsubstituted pyrrolyl group, a substituted or unsubstituted
pyrazolyl group, a substituted or unsubstituted imidazolyl group, a
substituted or unsubstituted triazolyl group, a substituted or
unsubstituted oxazolyl group, a substituted or unsubstituted
thiazolyl group, a substituted or unsubstituted oxadiazolyl group,
a substituted or unsubstituted thiadiazolyl group, a substituted or
unsubstituted pyridyl group, a substituted or unsubstituted
pyrimidinyl group, a substituted or unsubstituted pyrazinyl group,
a substituted or unsubstituted triazinyl group, a substituted or
unsubstituted benzofuranyl group, a substituted or unsubstituted
benzothiophenyl group, a substituted or unsubstituted
benzimidazolyl group, a substituted or unsubstituted indolyl group,
a substituted or unsubstituted quinolinyl group, a substituted or
unsubstituted isoquinolinyl group, a substituted or unsubstituted
quinazolinyl group, a substituted or unsubstituted quinoxalinyl
group, a substituted or unsubstituted naphthyridinyl group, a
substituted or unsubstituted benzoxazinyl group, a substituted or
unsubstituted benzthiazinyl group, a substituted or unsubstituted
acridinyl group, a substituted or unsubstituted phenazinyl group, a
substituted or unsubstituted phenothiazinyl group, a substituted or
unsubstituted phenoxazinyl group, a substituted or unsubstituted
fluorenyl group, a substituted or unsubstituted dibenzothiophenyl
group, a substituted or unsubstituted dibenzofuranyl group, a
substituted or unsubstituted carbazole group, or a combination
thereof, is not limited thereto.
[0031] In the specification, hole characteristics refer to
characteristics for donating an electron to form a hole when an
electric field is applied, and characteristics that hole formed in
the anode is easily injected into the emission layer and
transported in the emission layer due to conductive characteristics
according to HOMO level.
[0032] In addition, electron characteristics refer to
characteristics for accepting an electron when an electric field is
applied, and characteristics that electron formed in the cathode is
easily injected into the emission layer and transported in the
emission layer due to conductive characteristics according to LUMO
level.
[0033] Hereinafter, a composition according to an example
embodiment is described.
[0034] A composition according to the present example embodiment
includes a first host compound having electron characteristics and
a second host compound having hole characteristics.
[0035] According to the present example embodiment, the first host
compound includes a substituent having characteristics for
accepting an electron when an electric field is applied, that is,
electron characteristics, and includes moieties represented by the
Chemical Formulae 1 to 3 that are sequentially bonded with each
other.
##STR00003##
[0036] According to the present example embodiment, in the Chemical
Formulae 1 to 3,
[0037] X.sup.1 may be *-Y.sup.1-ET,
[0038] X.sup.2 may be *-Y.sup.2-Ar.sup.1,
[0039] ET may be a substituent for accepting an electron when an
electric field is applied,
[0040] Ar.sup.1 may be a substituted or unsubstituted C6 to C30
aryl group, a substituted or unsubstituted C2 to C30 heteroaryl
group, or a combination thereof,
[0041] Y.sup.1 and Y.sup.2 may each independently be a single bond,
a substituted or unsubstituted C1 to C20 alkylene group, a
substituted or unsubstituted C2 to C20 alkenylene group, a
substituted or unsubstituted C6 to C30 arylene group, a substituted
or unsubstituted C2 to C30 heteroarylene group, or a combination
thereof,
[0042] L may be a substituted or unsubstituted C2 or C3 alkenylene
group or a substituted or unsubstituted C6 to C20 arylene group,
and
[0043] R.sup.1 to R.sup.4 may each independently be hydrogen,
deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a
substituted or unsubstituted C6 to C30 aryl group, a substituted or
unsubstituted C2 to C30 heteroaryl group, or a combination
thereof.
[0044] In the Chemical Formulae 1 to 3, "*" indicates linking
points between Chemical Formula 1 and Chemical Formula 2, and
between Chemical Formula 2 and Chemical Formula 3.
[0045] ET may be, for example, a substituent for transporting an
electron, and may be, for example, a substituted or unsubstituted
pyridinyl group, a substituted or unsubstituted pyrimidinyl group,
a substituted or unsubstituted triazinyl group, a substituted or
unsubstituted pyrazinyl group, a substituted or unsubstituted
pyridazinyl group, a substituted or unsubstituted purinyl group, a
substituted or unsubstituted quinolinyl group, a substituted or
unsubstituted isoquinolinyl group, a substituted or unsubstituted
phthalazinyl group, a substituted or unsubstituted naphpyridinyl
group, a substituted or unsubstituted quinoxalinyl group, a
substituted or unsubstituted quinazolinyl group, a substituted or
unsubstituted acridinyl group, a substituted or unsubstituted
phenanthrolinyl group, a substituted or unsubstituted phenazinyl
group, a substituted or unsubstituted imidazolyl group, a
substituted or unsubstituted triazolyl group, a substituted or
unsubstituted tetrazolyl group, a substituted or unsubstituted
oxadiazolyl group, a substituted or unsubstituted oxatriazolyl
group, a substituted or unsubstituted thiatriazolyl group, a
substituted or unsubstituted benzimidazolyl group, a substituted or
unsubstituted benzotriazolyl group, or a combination thereof.
[0046] The ET may be a heteroaryl group including at least one
nitrogen atom. In an implementation, ET is not a carbazolyl
group.
[0047] According to an example embodiment, ET may be represented
by, for example. the following Chemical Formula 1a,
##STR00004##
[0048] According to the present example embodiment, in the Chemical
Formula 1a,
[0049] each X is independently N, C or CR.sup.a,
[0050] at least one of X is N, and
[0051] R.sup.5, R.sup.6, and R.sup.a are each independently
hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl
group, a substituted or unsubstituted C6 to C30 aryl group, a
substituted or unsubstituted C2 to C30 heteroaryl group, or a
combination thereof.
[0052] In an example embodiment, the ET may be one of the
substituents listed in the following Group 1,
##STR00005##
[0053] In the Group 1, R.sup.5 and R.sup.6 are the same as
described above.
[0054] In an example embodiment, the X.sup.1 may be, for example,
one of the substituents listed in the following Group 2,
##STR00006## ##STR00007## ##STR00008## ##STR00009## ##STR00010##
##STR00011## ##STR00012## ##STR00013## ##STR00014##
##STR00015##
[0055] For example, the moiety represented by the Chemical Formula
2 may be represented by one of the Chemical Formulae 2-1 to
2-3,
##STR00016##
[0056] According to an example embodiment, in the moiety
represented by the Chemical Formula 3, Ar.sup.1 may be, for
example, a substituted or unsubstituted phenyl group, a substituted
or unsubstituted biphenyl group, a substituted or unsubstituted
terphenyl group, a substituted or unsubstituted naphthyl group, a
substituted or unsubstituted anthracenyl group, a substituted or
unsubstituted carbazolyl group, a substituted or unsubstituted
benzofuranyl group, a substituted or unsubstituted benzothiophenyl
group, a substituted or unsubstituted fluorenyl group, substituted
unsubstituted dibenzofuranyl group, a substituted or unsubstituted
dibenzothiophenyl group, or a combination thereof.
[0057] For example, the X.sup.2 may be one of the substituents
listed in the following Group 3,
##STR00017## ##STR00018##
[0058] According to an example embodiment, the first host compound
may be, e.g., one of compounds listed in the following Group 4,
##STR00019## ##STR00020##
[0059] In the Group 4, X.sup.1 and X.sup.2 are the same as
described above.
[0060] The first host compound may be, for example, compounds
listed in the Tables 1 to 11.
TABLE-US-00001 TABLE 1 Cmpd No. Grp 4 X.sup.1 X.sup.2 1-1 5a-1 A-1
B-1 1-2 5a-1 A-2 B-1 1-3 5a-1 A-3 B-1 1-4 5a-1 A-4 B-1 1-5 5a-1 A-5
B-1 1-6 5a-1 A-6 B-1 1-7 5a-1 A-7 B-1 1-8 5a-1 A-8 B-1 1-9 5a-1 A-9
B-1 1-10 5a-1 A-10 B-1 1-11 5a-1 A-11 B-1 1-12 5a-1 A-12 B-1 1-13
5a-1 A-13 B-1 1-14 5a-1 A-14 B-1 1-15 5a-1 A-15 B-1 1-16 5a-1 A-16
B-1 1-17 5a-1 A-17 B-1 1-18 5a-1 A-18 B-1 1-19 5a-1 A-19 B-1 1-20
5a-1 A-20 B-1 1-21 5a-1 A-21 B-1 1-22 5a-1 A-22 B-1 1-23 5a-1 A-23
B-1 1-24 5a-1 A-24 B-1 1-25 5a-1 A-25 B-1 1-26 5a-1 A-26 B-1 1-27
5a-1 A-27 B-1 1-28 5a-1 A-28 B-1 1-29 5a-1 A-29 B-1 1-30 5a-1 A-30
B-1 1-31 5a-1 A-31 B-1 1-32 5a-1 A-32 B-1 1-33 5a-1 A-33 B-1 1-34
5a-1 A-34 B-1 1-35 5a-1 A-35 B-1 1-36 5a-1 A-36 B-1 1-37 5a-1 A-37
B-1 1-38 5a-1 A-38 B-1 1-39 5a-1 A-39 B-1 1-40 5a-1 A-40 B-1 1-41
5a-1 A-41 B-1 1-42 5a-1 A-42 B-1 1-43 5a-1 A-43 B-1 1-44 5a-1 A-44
B-1 1-45 5a-1 A-1 B-2 1-46 5a-1 A-2 B-2 1-47 5a-1 A-3 B-2 1-48 5a-1
A-4 B-2 1-49 5a-1 A-5 B-2 1-50 5a-1 A-6 B-2 1-51 5a-1 A-7 B-2 1-52
5a-1 A-8 B-2 1-53 5a-1 A-9 B-2 1-54 5a-1 A-10 B-2 1-55 5a-1 A-11
B-2 1-56 5a-1 A-12 B-2 1-57 5a-1 A-13 B-2 1-58 5a-1 A-14 B-2 1-59
5a-1 A-15 B-2 1-60 5a-1 A-16 B-2 1-61 5a-1 A-17 B-2 1-62 5a-1 A-18
B-2 1-63 5a-1 A-19 B-2 1-64 5a-1 A-20 B-2 1-65 5a-1 A-21 B-2 1-66
5a-1 A-22 B-2 1-67 5a-1 A-23 B-2 1-68 5a-1 A-24 B-2 1-69 5a-1 A-25
B-2 1-70 5a-1 A-26 B-2 1-71 5a-1 A-27 B-2 1-72 5a-1 A-28 B-2 1-73
5a-1 A-29 B-2 1-74 5a-1 A-30 B-2 1-75 5a-1 A-31 B-2 1-76 5a-1 A-32
B-2 1-77 5a-1 A-33 B-2 1-78 5a-1 A-34 B-2 1-79 5a-1 A-35 B-2 1-80
5a-1 A-36 B-2 1-81 5a-1 A-37 B-2 1-82 5a-1 A-38 B-2 1-83 5a-1 A-39
B-2 1-84 5a-1 A-40 B-2 1-85 5a-1 A-41 B-2 1-86 5a-1 A-42 B-2 1-87
5a-1 A-43 B-2 1-88 5a-1 A-44 B-3 1-89 5a-1 A-1 B-3 1-90 5a-1 A-2
B-3 1-91 5a-1 A-3 B-3 1-92 5a-1 A-4 B-3 1-93 5a-1 A-5 B-3 1-94 5a-1
A-6 B-3 1-95 5a-1 A-7 B-3 1-96 5a-1 A-8 B-3 1-97 5a-1 A-9 B-3 1-98
5a-1 A-10 B-3 1-99 5a-1 A-11 B-3 1-100 5a-1 A-12 B-3 1-101 5a-1
A-13 B-3 1-102 5a-1 A-14 B-3 1-103 5a-1 A-15 B-3 1-104 5a-1 A-16
B-3 1-105 5a-1 A-17 B-3 1-106 5a-1 A-18 B-3 1-107 5a-1 A-19 B-3
1-108 5a-1 A-20 B-3 1-109 5a-1 A-21 B-3 1-110 5a-1 A-22 B-3 1-111
5a-1 A-23 B-3 1-112 5a-1 A-24 B-3 1-113 5a-1 A-25 B-3 1-114 5a-1
A-26 B-3 1-115 5a-1 A-27 B-3 1-116 5a-1 A-28 B-3 1-117 5a-1 A-29
B-3 1-118 5a-1 A-30 B-3 1-119 5a-1 A-31 B-3 1-120 5a-1 A-32 B-3
1-121 5a-1 A-33 B-3 1-122 5a-1 A-34 B-3 1-123 5a-1 A-35 B-3 1-124
5a-1 A-36 B-3 1-125 5a-1 A-37 B-3 1-126 5a-1 A-38 B-3 1-127 5a-1
A-39 B-3 1-128 5a-1 A-40 B-3 1-129 5a-1 A-41 B-3 1-130 5a-1 A-42
B-3 1-131 5a-1 A-43 B-3 1-132 5a-1 A-44 B-3 1-133 5a-1 A-1 B-4
1-134 5a-1 A-2 B-4 1-135 5a-1 A-3 B-4 1-136 5a-1 A-4 B-4 1-137 5a-1
A-5 B-4 1-138 5a-1 A-6 B-4
TABLE-US-00002 TABLE 2 Cmpd No. Grp 4 X.sup.1 X.sup.2 1-139 5a-1
A-7 B-4 1-140 5a-1 A-8 B-4 1-141 5a-1 A-9 B-4 1-142 5a-1 A-10 B-4
1-143 5a-1 A-11 B-4 1-144 5a-1 A-12 B-4 1-145 5a-1 A-13 B-4 1-146
5a-1 A-14 B-4 1-147 5a-1 A-15 B-4 1-148 5a-1 A-16 B-4 1-149 5a-1
A-17 B-4 1-150 5a-1 A-18 B-4 1-151 5a-1 A-19 B-4 1-152 5a-1 A-20
B-4 1-153 5a-1 A-21 B-4 1-154 5a-1 A-22 B-4 1-155 5a-1 A-23 B-4
1-156 5a-1 A-24 B-4 1-157 5a-1 A-25 B-4 1-158 5a-1 A-26 B-4 1-159
5a-1 A-27 B-4 1-160 5a-1 A-28 B-4 1-161 5a-1 A-29 B-4 1-162 5a-1
A-30 B-4 1-163 5a-1 A-31 B-4 1-164 5a-1 A-32 B-4 1-165 5a-1 A-33
B-4 1-166 5a-1 A-34 B-4 1-167 5a-1 A-35 B-4 1-168 5a-1 A-36 B-4
1-169 5a-1 A-37 B-4 1-170 5a-1 A-38 B-4 1-171 5a-1 A-39 B-4 1-172
5a-1 A-40 B-4 1-173 5a-1 A-41 B-4 1-174 5a-1 A-42 B-4 1-175 5a-1
A-43 B-4 1-176 5a-1 A-44 B-4 1-177 5a-2 A-1 B-1 1-178 5a-2 A-2 B-1
1-179 5a-2 A-3 B-1 1-180 5a-2 A-4 B-1 1-181 5a-2 A-5 B-1 1-182 5a-2
A-6 B-1 1-183 5a-2 A-7 B-1 1-184 5a-2 A-8 B-1 1-185 5a-2 A-9 B-1
1-186 5a-2 A-10 B-1 1-187 5a-2 A-11 B-1 1-188 5a-2 A-12 B-1 1-189
5a-2 A-13 B-1 1-190 5a-2 A-14 B-1 1-191 5a-2 A-15 B-1 1-192 5a-2
A-16 B-1 1-193 5a-2 A-17 B-1 1-194 5a-2 A-18 B-1 1-195 5a-2 A-19
B-1 1-196 5a-2 A-20 B-1 1-197 5a-2 A-21 B-1 1-198 5a-2 A-22 B-1
1-199 5a-2 A-23 B-1 1-200 5a-2 A-24 B-1 1-201 5a-2 A-25 B-1 1-202
5a-2 A-26 B-1 1-203 5a-2 A-27 B-1 1-204 5a-2 A-28 B-1 1-205 5a-2
A-29 B-1 1-206 5a-2 A-30 B-1 1-207 5a-2 A-31 B-1 1-208 5a-2 A-32
B-1 1-209 5a-2 A-33 B-1 1-210 5a-2 A-34 B-1 1-211 5a-2 A-35 B-1
1-212 5a-2 A-36 B-1 1-213 5a-2 A-37 B-1 1-214 5a-2 A-38 B-1 1-215
5a-2 A-39 B-1 1-216 5a-2 A-40 B-1 1-217 5a-2 A-41 B-1 1-218 5a-2
A-42 B-1 1-219 5a-2 A-43 B-1 1-220 5a-2 A-44 B-1 1-221 5a-2 A-1 B-2
1-222 5a-2 A-2 B-2 1-223 5a-2 A-3 B-2 1-224 5a-2 A-4 B-2 1-225 5a-2
A-5 B-2 1-226 5a-2 A-6 B-2 1-227 5a-2 A-7 B-2 1-228 5a-2 A-8 B-2
1-229 5a-2 A-9 B-2 1-230 5a-2 A-10 B-2 1-231 5a-2 A-11 B-2 1-232
5a-2 A-12 B-2 1-233 5a-2 A-13 B-2 1-234 5a-2 A-14 B-2 1-235 5a-2
A-15 B-2 1-236 5a-2 A-16 B-2 1-237 5a-2 A-17 B-2 1-238 5a-2 A-18
B-2 1-239 5a-2 A-19 B-2 1-240 5a-2 A-20 B-2 1-241 5a-2 A-21 B-2
1-242 5a-2 A-22 B-2 1-243 5a-2 A-23 B-2 1-244 5a-2 A-24 B-2 1-245
5a-2 A-25 B-2 1-246 5a-2 A-26 B-2 1-247 5a-2 A-27 B-2 1-248 5a-2
A-28 B-2 1-249 5a-2 A-29 B-2 1-250 5a-2 A-30 B-2 1-251 5a-2 A-31
B-2 1-252 5a-2 A-32 B-2 1-253 5a-2 A-33 B-2 1-254 5a-2 A-34 B-2
1-255 5a-2 A-35 B-2 1-256 5a-2 A-36 B-2 1-257 5a-2 A-37 B-2 1-258
5a-2 A-38 B-2 1-259 5a-2 A-39 B-2 1-260 5a-2 A-40 B-2 1-261 5a-2
A-41 B-2 1-262 5a-2 A-42 B-2 1-263 5a-2 A-43 B-2 1-264 5a-2 A-44
B-2 1-265 5a-2 A-1 B-3 1-266 5a-2 A-2 B-3 1-267 5a-2 A-3 B-3 1-268
5a-2 A-4 B-3 1-269 5a-2 A-5 B-3 1-270 5a-2 A-6 B-3 1-271 5a-2 A-7
B-3 1-272 5a-2 A-8 B-3 1-273 5a-2 A-9 B-3 1-274 5a-2 A-10 B-3 1-275
5a-2 A-11 B-3 1-276 5a-2 A-12 B-3
TABLE-US-00003 TABLE 3 Cmpd No. Grp 4 X.sup.1 X.sup.2 1-277 5a-2
A-13 B-3 1-278 5a-2 A-14 B-3 1-279 5a-2 A-15 B-3 1-280 5a-2 A-16
B-3 1-281 5a-2 A-17 B-3 1-282 5a-2 A-18 B-3 1-283 5a-2 A-19 B-3
1-284 5a-2 A-20 B-3 1-285 5a-2 A-21 B-3 1-286 5a-2 A-22 B-3 1-287
5a-2 A-23 B-3 1-288 5a-2 A-24 B-3 1-289 5a-2 A-25 B-3 1-290 5a-2
A-26 B-3 1-291 5a-2 A-27 B-3 1-292 5a-2 A-28 B-3 1-293 5a-2 A-29
B-3 1-294 5a-2 A-30 B-3 1-295 5a-2 A-31 B-3 1-296 5a-2 A-32 B-3
1-297 5a-2 A-33 B-3 1-298 5a-2 A-34 B-3 1-299 5a-2 A-35 B-3 1-300
5a-2 A-36 B-3 1-301 5a-2 A-37 B-3 1-302 5a-2 A-38 B-3 1-303 5a-2
A-39 B-3 1-304 5a-2 A-40 B-3 1-305 5a-2 A-41 B-3 1-306 5a-2 A-42
B-3 1-307 5a-2 A-43 B-3 1-308 5a-2 A-44 B-3 1-309 5a-2 A-1 B-4
1-310 5a-2 A-2 B-4 1-311 5a-2 A-3 B-4 1-312 5a-2 A-4 B-4 1-313 5a-2
A-5 B-4 1-314 5a-2 A-6 B-4 1-315 5a-2 A-7 B-4 1-316 5a-2 A-8 B-4
1-317 5a-2 A-9 B-4 1-318 5a-2 A-10 B-4 1-319 5a-2 A-11 B-4 1-320
5a-2 A-12 B-4 1-321 5a-2 A-13 B-4 1-322 5a-2 A-14 B-4 1-323 5a-2
A-15 B-4 1-324 5a-2 A-16 B-4 1-325 5a-2 A-17 B-4 1-326 5a-2 A-18
B-4 1-327 5a-2 A-19 B-4 1-328 5a-2 A-20 B-4 1-329 5a-2 A-21 B-4
1-330 5a-2 A-22 B-4 1-331 5a-2 A-23 B-4 1-332 5a-2 A-24 B-4 1-333
5a-2 A-25 B-4 1-334 5a-2 A-26 B-4 1-335 5a-2 A-27 B-4 1-336 5a-2
A-28 B-4 1-337 5a-2 A-29 B-4 1-338 5a-2 A-30 B-4 1-339 5a-2 A-31
B-4 1-340 5a-2 A-32 B-4 1-341 5a-2 A-33 B-4 1-342 5a-2 A-34 B-4
1-343 5a-2 A-35 B-4 1-344 5a-2 A-36 B-4 1-345 5a-2 A-37 B-4 1-346
5a-2 A-38 B-4 1-347 5a-2 A-39 B-4 1-348 5a-2 A-40 B-4 1-349 5a-2
A-41 B-4 1-350 5a-2 A-42 B-4 1-351 5a-2 A-43 B-4 1-352 5a-2 A-44
B-4 1-353 5b-1 A-1 B-1 1-354 5b-1 A-2 B-1 1-355 5b-1 A-3 B-1 1-356
5b-1 A-4 B-1 1-357 5b-1 A-5 B-1 1-358 5b-1 A-6 B-1 1-359 5b-1 A-7
B-1 1-360 5b-1 A-8 B-1 1-361 5b-1 A-9 B-1 1-362 5b-1 A-10 B-1 1-363
5b-1 A-11 B-1 1-364 5b-1 A-12 B-1 1-365 5b-1 A-13 B-1 1-366 5b-1
A-14 B-1 1-367 5b-1 A-15 B-1 1-368 5b-1 A-16 B-1 1-369 5b-1 A-17
B-1 1-370 5b-1 A-18 B-1 1-371 5b-1 A-19 B-1 1-372 5b-1 A-20 B-1
1-373 5b-1 A-21 B-1 1-374 5b-1 A-22 B-1 1-375 5b-1 A-23 B-1 1-376
5b-1 A-24 B-1 1-377 5b-1 A-25 B-1 1-378 5b-1 A-26 B-1 1-379 5b-1
A-27 B-1 1-380 5b-1 A-28 B-1 1-381 5b-1 A-29 B-1 1-382 5b-1 A-30
B-1 1-383 5b-1 A-31 B-1 1-384 5b-1 A-32 B-1 1-385 5b-1 A-33 B-1
1-386 5b-1 A-34 B-1 1-387 5b-1 A-35 B-1 1-388 5b-1 A-36 B-1 1-389
5b-1 A-37 B-1 1-390 5b-1 A-38 B-1 1-391 5b-1 A-39 B-1 1-392 5b-1
A-40 B-1 1-393 5b-1 A-41 B-1 1-394 5b-1 A-42 B-1 1-395 5b-1 A-43
B-1 1-396 5b-1 A-44 B-1 1-397 5b-1 A-1 B-2 1-398 5b-1 A-2 B-2 1-399
5b-1 A-3 B-2 1-400 5b-1 A-4 B-2 1-401 5b-1 A-5 B-2 1-402 5b-1 A-6
B-2 1-403 5b-1 A-7 B-2 1-404 5b-1 A-8 B-2 1-405 5b-1 A-9 B-2 1-406
5b-1 A-10 B-2 1-407 5b-1 A-11 B-2 1-408 5b-1 A-12 B-2 1-409 5b-1
A-13 B-2 1-410 5b-1 A-14 B-2 1-411 5b-1 A-15 B-2 1-412 5b-1 A-16
B-2 1-413 5b-1 A-17 B-2 1-414 5b-1 A-18 B-2
TABLE-US-00004 TABLE 4 Cmpd No. Grp 4 X.sup.1 X.sup.2 1-415 5b-1
A-19 B-2 1-416 5b-1 A-20 B-2 1-417 5b-1 A-21 B-2 1-418 5b-1 A-22
B-2 1-419 5b-1 A-23 B-2 1-420 5b-1 A-24 B-2 1-421 5b-1 A-25 B-2
1-422 5b-1 A-26 B-2 1-423 5b-1 A-27 B-2 1-424 5b-1 A-28 B-2 1-425
5b-1 A-29 B-2 1-426 5b-1 A-30 B-2 1-427 5b-1 A-31 B-2 1-428 5b-1
A-32 B-2 1-429 5b-1 A-33 B-2 1-430 5b-1 A-34 B-2 1-431 5b-1 A-35
B-2 1-432 5b-1 A-36 B-2 1-433 5b-1 A-37 B-2 1-434 5b-1 A-38 B-2
1-435 5b-1 A-39 B-2 1-436 5b-1 A-40 B-2 1-437 5b-1 A-41 B-2 1-438
5b-1 A-42 B-2 1-439 5b-1 A-43 B-2 1-440 5b-1 A-44 B-2 1-441 5b-1
A-1 B-3 1-442 5b-1 A-2 B-3 1-443 5b-1 A-3 B-3 1-444 5b-1 A-4 B-3
1-445 5b-1 A-5 B-3 1-446 5b-1 A-6 B-3 1-447 5b-1 A-7 B-3 1-448 5b-1
A-8 B-3 1-449 5b-1 A-9 B-3 1-450 5b-1 A-10 B-3 1-451 5b-1 A-11 B-3
1-452 5b-1 A-12 B-3 1-453 5b-1 A-13 B-3 1-454 5b-1 A-14 B-3 1-455
5b-1 A-15 B-3 1-456 5b-1 A-16 B-3 1-457 5b-1 A-17 B-3 1-458 5b-1
A-18 B-3 1-459 5b-1 A-19 B-3 1-460 5b-1 A-20 B-3 1-461 5b-1 A-21
B-3 1-462 5b-1 A-22 B-3 1-463 5b-1 A-23 B-3 1-464 5b-1 A-24 B-3
1-465 5b-1 A-25 B-3 1-466 5b-1 A-26 B-3 1-467 5b-1 A-27 B-3 1-468
5b-1 A-28 B-3 1-469 5b-1 A-29 B-3 1-470 5b-1 A-30 B-3 1-471 5b-1
A-31 B-3 1-472 5b-1 A-32 B-3 1-473 5b-1 A-33 B-3 1-474 5b-1 A-34
B-3 1-475 5b-1 A-35 B-3 1-476 5b-1 A-36 B-3 1-477 5b-1 A-37 B-3
1-478 5b-1 A-38 B-3 1-479 5b-1 A-39 B-3 1-480 5b-1 A-40 B-3 1-481
5b-1 A-41 B-3 1-482 5b-1 A-42 B-3 1-483 5b-1 A-43 B-3 1-484 5b-1
A-44 B-3 1-485 5b-1 A-1 B-4 1-486 5b-1 A-2 B-4 1-487 5b-1 A-3 B-4
1-488 5b-1 A-4 B-4 1-489 5b-1 A-5 B-4 1-490 5b-1 A-6 B-4 1-491 5b-1
A-7 B-4 1-492 5b-1 A-8 B-4 1-493 5b-1 A-9 B-4 1-494 5b-1 A-10 B-4
1-495 5b-1 A-11 B-4 1-496 5b-1 A-12 B-4 1-497 5b-1 A-13 B-4 1-498
5b-1 A-14 B-4 1-499 5b-1 A-15 B-4 1-500 5b-1 A-16 B-4 1-501 5b-1
A-17 B-4 1-502 5b-1 A-18 B-4 1-503 5b-1 A-19 B-4 1-504 5b-1 A-20
B-4 1-505 5b-1 A-21 B-4 1-506 5b-1 A-22 B-4 1-507 5b-1 A-23 B-4
1-508 5b-1 A-24 B-4 1-509 5b-1 A-25 B-4 1-510 5b-1 A-26 B-4 1-511
5b-1 A-27 B-4 1-512 5b-1 A-28 B-4 1-513 5b-1 A-29 B-4 1-514 5b-1
A-30 B-4 1-515 5b-1 A-31 B-4 1-516 5b-1 A-32 B-4 1-517 5b-1 A-33
B-4 1-518 5b-1 A-34 B-4 1-519 5b-1 A-35 B-4 1-520 5b-1 A-36 B-4
1-521 5b-1 A-37 B-4 1-522 5b-1 A-38 B-4 1-523 5b-1 A-39 B-4 1-524
5b-1 A-40 B-4 1-525 5b-1 A-41 B-4 1-526 5b-1 A-42 B-4 1-527 5b-1
A-43 B-4 1-528 5b-1 A-44 B-4 1-529 5b-2 A-1 B-1 1-530 5b-2 A-2 B-1
1-531 5b-2 A-3 B-1 1-532 5b-2 A-4 B-1 1-533 5b-2 A-5 B-1 1-534 5b-2
A-6 B-1 1-535 5b-2 A-7 B-1 1-536 5b-2 A-8 B-1 1-537 5b-2 A-9 B-1
1-538 5b-2 A-10 B-1 1-539 5b-2 A-11 B-1 1-540 5b-2 A-12 B-1 1-541
5b-2 A-13 B-1 1-542 5b-2 A-14 B-1 1-543 5b-2 A-15 B-1 1-544 5b-2
A-16 B-1 1-545 5b-2 A-17 B-1 1-546 5b-2 A-18 B-1 1-547 5b-2 A-19
B-1 1-548 5b-2 A-20 B-1 1-549 5b-2 A-21 B-1 1-550 5b-2 A-22 B-1
1-551 5b-2 A-23 B-1 1-552 5b-2 A-24 B-1
TABLE-US-00005 TABLE 5 Cmpd No. Grp 4 X.sup.1 X.sup.2 1-553 5b-2
A-25 B-1 1-554 5b-2 A-26 B-1 1-555 5b-2 A-27 B-1 1-556 5b-2 A-28
B-1 1-557 5b-2 A-29 B-1 1-558 5b-2 A-30 B-1 1-559 5b-2 A-31 B-1
1-560 5b-2 A-32 B-1 1-561 5b-2 A-33 B-1 1-562 5b-2 A-34 B-1 1-563
5b-2 A-35 B-1 1-564 5b-2 A-36 B-1 1-565 5b-2 A-37 B-1 1-566 5b-2
A-38 B-1 1-567 5b-2 A-39 B-1 1-568 5b-2 A-40 B-1 1-569 5b-2 A-41
B-1 1-570 5b-2 A-42 B-1 1-571 5b-2 A-43 B-1 1-572 5b-2 A-44 B-1
1-573 5b-2 A-1 B-2 1-574 5b-2 A-2 B-2 1-575 5b-2 A-3 B-2 1-576 5b-2
A-4 B-2 1-577 5b-2 A-5 B-2 1-578 5b-2 A-6 B-2 1-579 5b-2 A-7 B-2
1-580 5b-2 A-8 B-2 1-581 5b-2 A-9 B-2 1-582 5b-2 A-10 B-2 1-583
5b-2 A-11 B-2 1-584 5b-2 A-12 B-2 1-585 5b-2 A-13 B-2 1-586 5b-2
A-14 B-2 1-587 5b-2 A-15 B-2 1-588 5b-2 A-16 B-2 1-589 5b-2 A-17
B-2 1-590 5b-2 A-18 B-2 1-591 5b-2 A-19 B-2 1-592 5b-2 A-20 B-2
1-593 5b-2 A-21 B-2 1-594 5b-2 A-22 B-2 1-595 5b-2 A-23 B-2 1-596
5b-2 A-24 B-2 1-597 5b-2 A-25 B-2 1-598 5b-2 A-26 B-2 1-599 5b-2
A-27 B-2 1-600 5b-2 A-28 B-2 1-601 5b-2 A-29 B-2 1-602 5b-2 A-30
B-2 1-603 5b-2 A-31 B-2 1-604 5b-2 A-32 B-2 1-605 5b-2 A-33 B-2
1-606 5b-2 A-34 B-2 1-607 5b-2 A-35 B-2 1-608 5b-2 A-36 B-2 1-609
5b-2 A-37 B-2 1-610 5b-2 A-38 B-2 1-611 5b-2 A-39 B-2 1-612 5b-2
A-40 B-2 1-613 5b-2 A-41 B-2 1-614 5b-2 A-42 B-2 1-615 5b-2 A-43
B-2 1-616 5b-2 A-44 B-2 1-617 5b-2 A-1 B-3 1-618 5b-2 A-2 B-3 1-619
5b-2 A-3 B-3 1-620 5b-2 A-4 B-3 1-621 5b-2 A-5 B-3 1-622 5b-2 A-6
B-3 1-623 5b-2 A-7 B-3 1-624 5b-2 A-8 B-3 1-625 5b-2 A-9 B-3 1-626
5b-2 A-10 B-3 1-627 5b-2 A-11 B-3 1-628 5b-2 A-12 B-3 1-629 5b-2
A-13 B-3 1-630 5b-2 A-14 B-3 1-631 5b-2 A-15 B-3 1-632 5b-2 A-16
B-3 1-633 5b-2 A-17 B-3 1-634 5b-2 A-18 B-3 1-635 5b-2 A-19 B-3
1-636 5b-2 A-20 B-3 1-637 5b-2 A-21 B-3 1-638 5b-2 A-22 B-3 1-639
5b-2 A-23 B-3 1-640 5b-2 A-24 B-3 1-641 5b-2 A-25 B-3 1-642 5b-2
A-26 B-3 1-643 5b-2 A-27 B-3 1-644 5b-2 A-28 B-3 1-645 5b-2 A-29
B-3 1-646 5b-2 A-30 B-3 1-647 5b-2 A-31 B-3 1-648 5b-2 A-32 B-3
1-649 5b-2 A-33 B-3 1-650 5b-2 A-34 B-3 1-651 5b-2 A-35 B-3 1-652
5b-2 A-36 B-3 1-653 5b-2 A-37 B-3 1-654 5b-2 A-38 B-3 1-655 5b-2
A-39 B-3 1-656 5b-2 A-40 B-3 1-657 5b-2 A-41 B-3 1-658 5b-2 A-42
B-3 1-659 5b-2 A-43 B-3 1-660 5b-2 A-44 B-3 1-661 5b-2 A-1 B-4
1-662 5b-2 A-2 B-4 1-663 5b-2 A-3 B-4 1-664 5b-2 A-4 B-4 1-665 5b-2
A-5 B-4 1-666 5b-2 A-6 B-4 1-667 5b-2 A-7 B-4 1-668 5b-2 A-8 B-4
1-669 5b-2 A-9 B-4 1-670 5b-2 A-10 B-4 1-671 5b-2 A-11 B-4 1-672
5b-2 A-12 B-4 1-673 5b-2 A-13 B-4 1-674 5b-2 A-14 B-4 1-675 5b-2
A-15 B-4 1-676 5b-2 A-16 B-4 1-677 5b-2 A-17 B-4 1-678 5b-2 A-18
B-4 1-679 5b-2 A-19 B-4 1-680 5b-2 A-20 B-4 1-681 5b-2 A-21 B-4
1-682 5b-2 A-22 B-4 1-683 5b-2 A-23 B-4 1-684 5b-2 A-24 B-4 1-685
5b-2 A-25 B-4 1-686 5b-2 A-26 B-4 1-687 5b-2 A-27 B-4 1-688 5b-2
A-28 B-4 1-689 5b-2 A-29 B-4 1-690 5b-2 A-30 B-4
TABLE-US-00006 TABLE 6 Cmpd No. Grp 4 X.sup.1 X.sup.2 1-691 5b-2
A-31 B-4 1-692 5b-2 A-32 B-4 1-693 5b-2 A-33 B-4 1-694 5b-2 A-34
B-4 1-695 5b-2 A-35 B-4 1-696 5b-2 A-36 B-4 1-697 5b-2 A-37 B-4
1-698 5b-2 A-38 B-4 1-699 5b-2 A-39 B-4 1-700 5b-2 A-40 B-4 1-701
5b-2 A-41 B-4 1-702 5b-2 A-42 B-4 1-703 5b-2 A-43 B-4 1-704 5b-2
A-44 B-4 1-705 5c-1 A-1 B-1 1-706 5c-1 A-2 B-1 1-707 5c-1 A-3 B-1
1-708 5c-1 A-4 B-1 1-709 5c-1 A-5 B-1 1-710 5c-1 A-6 B-1 1-711 5c-1
A-7 B-1 1-712 5c-1 A-8 B-1 1-713 5c-1 A-9 B-1 1-714 5c-1 A-10 B-1
1-715 5c-1 A-11 B-1 1-716 5c-1 A-12 B-1 1-717 5c-1 A-13 B-1 1-718
5c-1 A-14 B-1 1-719 5c-1 A-15 B-1 1-720 5c-1 A-16 B-1 1-721 5c-1
A-17 B-1 1-722 5c-1 A-18 B-1 1-723 5c-1 A-19 B-1 1-724 5c-1 A-20
B-1 1-725 5c-1 A-21 B-1 1-726 5c-1 A-22 B-1 1-727 5c-1 A-23 B-1
1-728 5c-1 A-24 B-1 1-729 5c-1 A-25 B-1 1-730 5c-1 A-26 B-1 1-731
5c-1 A-27 B-1 1-732 5c-1 A-28 B-1 1-733 5c-1 A-29 B-1 1-734 5c-1
A-30 B-1 1-735 5c-1 A-31 B-1 1-736 5c-1 A-32 B-1 1-737 5c-1 A-33
B-1 1-738 5c-1 A-34 B-1 1-739 5c-1 A-35 B-1 1-740 5c-1 A-36 B-1
1-741 5c-1 A-37 B-1 1-742 5c-1 A-38 B-1 1-743 5c-1 A-39 B-1 1-744
5c-1 A-40 B-1 1-745 5c-1 A-41 B-1 1-746 5c-1 A-42 B-1 1-747 5c-1
A-43 B-1 1-748 5c-1 A-44 B-1 1-749 5c-1 A-1 B-2 1-750 5c-1 A-2 B-2
1-751 5c-1 A-3 B-2 1-752 5c-1 A-4 B-2 1-753 5c-1 A-5 B-2 1-754 5c-1
A-6 B-2 1-755 5c-1 A-7 B-2 1-756 5c-1 A-8 B-2 1-757 5c-1 A-9 B-2
1-758 5c-1 A-10 B-2 1-759 5c-1 A-11 B-2 1-760 5c-1 A-12 B-2 1-761
5c-1 A-13 B-2 1-762 5c-1 A-14 B-2 1-763 5c-1 A-15 B-2 1-764 5c-1
A-16 B-2 1-765 5c-1 A-17 B-2 1-766 5c-1 A-18 B-2 1-767 5c-1 A-19
B-2 1-768 5c-1 A-20 B-2 1-769 5c-1 A-21 B-2 1-770 5c-1 A-22 B-2
1-771 5c-1 A-23 B-2 1-772 5c-1 A-24 B-2 1-773 5c-1 A-25 B-2 1-774
5c-1 A-26 B-2 1-775 5c-1 A-27 B-2 1-776 5c-1 A-28 B-2 1-777 5c-1
A-29 B-2 1-778 5c-1 A-30 B-2 1-779 5c-1 A-31 B-2 1-780 5c-1 A-32
B-2 1-781 5c-1 A-33 B-2 1-782 5c-1 A-34 B-2 1-783 5c-1 A-35 B-2
1-784 5c-1 A-36 B-2 1-785 5c-1 A-37 B-2 1-786 5c-1 A-38 B-2 1-787
5c-1 A-39 B-2 1-788 5c-1 A-40 B-2 1-789 5c-1 A-41 B-2 1-790 5c-1
A-42 B-2 1-791 5c-1 A-43 B-2 1-792 5c-1 A-44 B-2 1-793 5c-1 A-1 B-3
1-794 5c-1 A-2 B-3 1-795 5c-1 A-3 B-3 1-796 5c-1 A-4 B-3 1-797 5c-1
A-5 B-3 1-798 5c-1 A-6 B-3 1-799 5c-1 A-7 B-3 1-800 5c-1 A-8 B-3
1-801 5c-1 A-9 B-3 1-802 5c-1 A-10 B-3 1-803 5c-1 A-11 B-3 1-804
5c-1 A-12 B-3 1-805 5c-1 A-13 B-3 1-806 5c-1 A-14 B-3 1-807 5c-1
A-15 B-3 1-808 5c-1 A-16 B-3 1-809 5c-1 A-17 B-3 1-810 5c-1 A-18
B-3 1-811 5c-1 A-19 B-3 1-812 5c-1 A-20 B-3 1-813 5c-1 A-21 B-3
1-814 5c-1 A-22 B-3 1-815 5c-1 A-23 B-3 1-816 5c-1 A-24 B-3 1-817
5c-1 A-25 B-3 1-818 5c-1 A-26 B-3 1-819 5c-1 A-27 B-3 1-820 5c-1
A-28 B-3 1-821 5c-1 A-29 B-3 1-822 5c-1 A-30 B-3 1-823 5c-1 A-31
B-3 1-824 5c-1 A-32 B-3 1-825 5c-1 A-33 B-3 1-826 5c-1 A-34 B-3
1-827 5c-1 A-35 B-3 1-828 5c-1 A-36 B-3
TABLE-US-00007 TABLE 7 Cmpd No. Grp 4 X.sup.1 X.sup.2 1-829 5c-1
A-37 B-3 1-830 5c-1 A-38 B-3 1-831 5c-1 A-39 B-3 1-832 5c-1 A-40
B-3 1-833 5c-1 A-41 B-3 1-834 5c-1 A-42 B-3 1-835 5c-1 A-43 B-3
1-836 5c-1 A-44 B-3 1-837 5c-1 A-1 B-4 1-838 5c-1 A-2 B-4 1-839
5c-1 A-3 B-4 1-840 5c-1 A-4 B-4 1-841 5c-1 A-5 B-4 1-842 5c-1 A-6
B-4 1-843 5c-1 A-7 B-4 1-844 5c-1 A-8 B-4 1-845 5c-1 A-9 B-4 1-846
5c-1 A-10 B-4 1-847 5c-1 A-11 B-4 1-848 5c-1 A-12 B-4 1-849 5c-1
A-13 B-4 1-850 5c-1 A-14 B-4 1-851 5c-1 A-15 B-4 1-852 5c-1 A-16
B-4 1-853 5c-1 A-17 B-4 1-854 5c-1 A-18 B-4 1-855 5c-1 A-19 B-4
1-856 5c-1 A-20 B-4 1-857 5c-1 A-21 B-4 1-858 5c-1 A-22 B-4 1-859
5c-1 A-23 B-4 1-860 5c-1 A-24 B-4 1-861 5c-1 A-25 B-4 1-862 5c-1
A-26 B-4 1-863 5c-1 A-27 B-4 1-864 5c-1 A-28 B-4 1-865 5c-1 A-29
B-4 1-866 5c-1 A-30 B-4 1-867 5c-1 A-31 B-4 1-868 5c-1 A-32 B-4
1-869 5c-1 A-33 B-4 1-870 5c-1 A-34 B-4 1-871 5c-1 A-35 B-4 1-872
5c-1 A-36 B-4 1-873 5c-1 A-37 B-4 1-874 5c-1 A-38 B-4 1-875 5c-1
A-39 B-4 1-876 5c-1 A-40 B-4 1-877 5c-1 A-41 B-4 1-878 5c-1 A-42
B-4 1-879 5c-1 A-43 B-4 1-880 5c-1 A-44 B-4 1-881 5c-2 A-1 B-1
1-882 5c-2 A-2 B-1 1-883 5c-2 A-3 B-1 1-884 5c-2 A-4 B-1 1-885 5c-2
A-5 B-1 1-886 5c-2 A-6 B-1 1-887 5c-2 A-7 B-1 1-888 5c-2 A-8 B-1
1-889 5c-2 A-9 B-1 1-890 5c-2 A-10 B-1 1-891 5c-2 A-11 B-1 1-892
5c-2 A-12 B-1 1-893 5c-2 A-13 B-1 1-894 5c-2 A-14 B-1 1-895 5c-2
A-15 B-1 1-896 5c-2 A-16 B-1 1-897 5c-2 A-17 B-1 1-898 5c-2 A-18
B-1 1-899 5c-2 A-19 B-1 1-900 5c-2 A-20 B-1 1-901 5c-2 A-21 B-1
1-902 5c-2 A-22 B-1 1-903 5c-2 A-23 B-1 1-904 5c-2 A-24 B-1 1-905
5c-2 A-25 B-1 1-906 5c-2 A-26 B-1 1-907 5c-2 A-27 B-1 1-908 5c-2
A-28 B-1 1-909 5c-2 A-29 B-1 1-910 5c-2 A-30 B-1 1-911 5c-2 A-31
B-1 1-912 5c-2 A-32 B-1 1-913 5c-2 A-33 B-1 1-914 5c-2 A-34 B-1
1-915 5c-2 A-35 B-1 1-916 5c-2 A-36 B-1 1-917 5c-2 A-37 B-1 1-918
5c-2 A-38 B-1 1-919 5c-2 A-39 B-1 1-920 5c-2 A-40 B-1 1-921 5c-2
A-41 B-1 1-922 5c-2 A-42 B-1 1-923 5c-2 A-43 B-1 1-924 5c-2 A-44
B-1 1-925 5c-2 A-1 B-2 1-926 5c-2 A-2 B-2 1-927 5c-2 A-3 B-2 1-928
5c-2 A-4 B-2 1-929 5c-2 A-5 B-2 1-930 5c-2 A-6 B-2 1-931 5c-2 A-7
B-2 1-932 5c-2 A-8 B-2 1-933 5c-2 A-9 B-2 1-934 5c-2 A-10 B-2 1-935
5c-2 A-11 B-2 1-936 5c-2 A-12 B-2 1-937 5c-2 A-13 B-2 1-938 5c-2
A-14 B-2 1-939 5c-2 A-15 B-2 1-940 5c-2 A-16 B-2 1-941 5c-2 A-17
B-2 1-942 5c-2 A-18 B-2 1-943 5c-2 A-19 B-2 1-944 5c-2 A-20 B-2
1-945 5c-2 A-21 B-2 1-946 5c-2 A-22 B-2 1-947 5c-2 A-23 B-2 1-948
5c-2 A-24 B-2 1-949 5c-2 A-25 B-2 1-950 5c-2 A-26 B-2 1-951 5c-2
A-27 B-2 1-952 5c-2 A-28 B-2 1-953 5c-2 A-29 B-2 1-954 5c-2 A-30
B-2 1-955 5c-2 A-31 B-2 1-956 5c-2 A-32 B-2 1-957 5c-2 A-33 B-2
1-958 5c-2 A-34 B-2 1-959 5c-2 A-35 B-2 1-960 5c-2 A-36 B-2 1-961
5c-2 A-37 B-2 1-962 5c-2 A-38 B-2 1-963 5c-2 A-39 B-2 1-964 5c-2
A-40 B-2 1-965 5c-2 A-41 B-2 1-966 5c-2 A-42 B-2
TABLE-US-00008 TABLE 8 Cmpd No. Grp 4 X.sup.1 X.sup.2 1-967 5c-2
A-43 B-2 1-968 5c-2 A-44 B-2 1-969 5c-2 A-1 B-3 1-970 5c-2 A-2 B-3
1-971 5c-2 A-3 B-3 1-972 5c-2 A-4 B-3 1-973 5c-2 A-5 B-3 1-974 5c-2
A-6 B-3 1-975 5c-2 A-7 B-3 1-976 5c-2 A-8 B-3 1-977 5c-2 A-9 B-3
1-978 5c-2 A-10 B-3 1-979 5c-2 A-11 B-3 1-980 5c-2 A-12 B-3 1-981
5c-2 A-13 B-3 1-982 5c-2 A-14 B-3 1-983 5c-2 A-15 B-3 1-984 5c-2
A-16 B-3 1-985 5c-2 A-17 B-3 1-986 5c-2 A-18 B-3 1-987 5c-2 A-19
B-3 1-988 5c-2 A-20 B-3 1-989 5c-2 A-21 B-3 1-990 5c-2 A-22 B-3
1-991 5c-2 A-23 B-3 1-992 5c-2 A-24 B-3 1-993 5c-2 A-25 B-3 1-994
5c-2 A-26 B-3 1-995 5c-2 A-27 B-3 1-996 5c-2 A-28 B-3 1-997 5c-2
A-29 B-3 1-998 5c-2 A-30 B-3 1-999 5c-2 A-31 B-3 1-1000 5c-2 A-32
B-3 1-1001 5c-2 A-33 B-3 1-1002 5c-2 A-34 B-3 1-1003 5c-2 A-35 B-3
1-1004 5c-2 A-36 B-3 1-1005 5c-2 A-37 B-3 1-1006 5c-2 A-38 B-3
1-1007 5c-2 A-39 B-3 1-1008 5c-2 A-40 B-3 1-1009 5c-2 A-41 B-3
1-1010 5c-2 A-42 B-3 1-1013 5c-2 A-1 B-4 1-1014 5c-2 A-2 B-4 1-1015
5c-2 A-3 B-4 1-1016 5c-2 A-4 B-4 1-1017 5c-2 A-5 B-4 1-1018 5c-2
A-6 B-4 1-1019 5c-2 A-7 B-4 1-1020 5c-2 A-8 B-4 1-1021 5c-2 A-9 B-4
1-1022 5c-2 A-10 B-4 1-1023 5c-2 A-11 B-4 1-1024 5c-2 A-12 B-4
1-1025 5c-2 A-13 B-4 1-1026 5c-2 A-14 B-4 1-1027 5c-2 A-15 B-4
1-1028 5c-2 A-16 B-4 1-1029 5c-2 A-17 B-4 1-1030 5c-2 A-18 B-4
1-1031 5c-2 A-19 B-4 1-1032 5c-2 A-20 B-4 1-1033 5c-2 A-21 B-4
1-1034 5c-2 A-22 B-4 1-1035 5c-2 A-23 B-4 1-1036 5c-2 A-24 B-4
1-1037 5c-2 A-25 B-4 1-1038 5c-2 A-26 B-4 1-1039 5c-2 A-27 B-4
1-1040 5c-2 A-28 B-4 1-1041 5c-2 A-29 B-4 1-1042 5c-2 A-30 B-4
1-1043 5c-2 A-31 B-4 1-1044 5c-2 A-32 B-4 1-1045 5c-2 A-33 B-4
1-1046 5c-2 A-34 B-4 1-1047 5c-2 A-35 B-4 1-1048 5c-2 A-36 B-4
1-1049 5c-2 A-37 B-4 1-1050 5c-2 A-38 B-4 1-1051 5c-2 A-39 B-4
1-1052 5c-2 A-40 B-4 1-1053 5c-2 A-41 B-4 1-1054 5c-2 A-42 B-4
1-1055 5c-2 A-43 B-4 1-1056 5c-2 A-44 B-4 1-1059 5c-3 A-3 B-1
1-1060 5c-3 A-4 B-1 1-1061 5c-3 A-5 B-1 1-1062 5c-3 A-6 B-1 1-1063
5c-3 A-7 B-1 1-1064 5c-3 A-8 B-1 1-1065 5c-3 A-9 B-1 1-1066 5c-3
A-10 B-1 1-1067 5c-3 A-11 B-1 1-1068 5c-3 A-12 B-1 1-1069 5c-3 A-13
B-1 1-1070 5c-3 A-14 B-1 1-1071 5c-3 A-15 B-1 1-1072 5c-3 A-16 B-1
1-1073 5c-3 A-17 B-1 1-1074 5c-3 A-18 B-1 1-1075 5c-3 A-19 B-1
1-1076 5c-3 A-20 B-1 1-1077 5c-3 A-21 B-1 1-1078 5c-3 A-22 B-1
1-1079 5c-3 A-23 B-1 1-1080 5c-3 A-24 B-1 1-1081 5c-3 A-25 B-1
1-1082 5c-3 A-26 B-1 1-1083 5c-3 A-27 B-1 1-1084 5c-3 A-28 B-1
1-1085 5c-3 A-29 B-1 1-1086 5c-3 A-30 B-1 1-1087 5c-3 A-31 B-1
1-1088 5c-3 A-32 B-1 1-1089 5c-3 A-33 B-1 1-1090 5c-3 A-34 B-1
1-1091 5c-3 A-35 B-1 1-1092 5c-3 A-36 B-1 1-1093 5c-3 A-37 B-1
1-1094 5c-3 A-38 B-1 1-1095 5c-3 A-39 B-1 1-1096 5c-3 A-40 B-1
1-1097 5c-3 A-41 B-1 1-1098 5c-3 A-42 B-1 1-1099 5c-3 A-43 B-1
1-1100 5c-3 A-44 B-1 1-1101 5c-3 A-1 B-2
TABLE-US-00009 TABLE 9 Cmpd No. Grp 4 X.sup.1 X.sup.2 1-1105 5c-3
A-5 B-2 1-1106 5c-3 A-6 B-2 1-1107 5c-3 A-7 B-2 1-1108 5c-3 A-8 B-2
1-1109 5c-3 A-9 B-2 1-1110 5c-3 A-10 B-2 1-1111 5c-3 A-11 B-2
1-1112 5c-3 A-12 B-2 1-1113 5c-3 A-13 B-2 1-1114 5c-3 A-14 B-2
1-1115 5c-3 A-15 B-2 1-1116 5c-3 A-16 B-2 1-1117 5c-3 A-17 B-2
1-1118 5c-3 A-18 B-2 1-1119 5c-3 A-19 B-2 1-1120 5c-3 A-20 B-2
1-1121 5c-3 A-21 B-2 1-1122 5c-3 A-22 B-2 1-1123 5c-3 A-23 B-2
1-1124 5c-3 A-24 B-2 1-1125 5c-3 A-25 B-2 1-1126 5c-3 A-26 B-2
1-1127 5c-3 A-27 B-2 1-1128 5c-3 A-28 B-2 1-1129 5c-3 A-29 B-2
1-1130 5c-3 A-30 B-2 1-1131 5c-3 A-31 B-2 1-1132 5c-3 A-32 B-2
1-1133 5c-3 A-33 B-2 1-1134 5c-3 A-34 B-2 1-1135 5c-3 A-35 B-2
1-1136 5c-3 A-36 B-2 1-1137 5c-3 A-37 B-2 1-1138 5c-3 A-38 B-2
1-1139 5c-3 A-39 B-2 1-1140 5c-3 A-40 B-2 1-1141 5c-3 A-41 B-2
1-1142 5c-3 A-42 B-2 1-1143 5c-3 A-43 B-2 1-1144 5c-3 A-44 B-2
1-1145 5c-3 A-1 B-3 1-1146 5c-3 A-2 B-3 1-1147 5c-3 A-3 B-3 1-1148
5c-3 A-4 B-3 1-1149 5c-3 A-5 B-3 1-1150 5c-3 A-6 B-3 1-1151 5c-3
A-7 B-3 1-1152 5c-3 A-8 B-3 1-1153 5c-3 A-9 B-3 1-1154 5c-3 A-10
B-3 1-1155 5c-3 A-11 B-3 1-1156 5c-3 A-12 B-3 1-1157 5c-3 A-13 B-3
1-1158 5c-3 A-14 B-3 1-1159 5c-3 A-15 B-3 1-1160 5c-3 A-16 B-3
1-1161 5c-3 A-17 B-3 1-1162 5c-3 A-18 B-3 1-1163 5c-3 A-19 B-3
1-1164 5c-3 A-20 B-3 1-1165 5c-3 A-21 B-3 1-1166 5c-3 A-22 B-3
1-1167 5c-3 A-23 B-3 1-1168 5c-3 A-24 B-3 1-1169 5c-3 A-25 B-3
1-1170 5c-3 A-26 B-3 1-1171 5c-3 A-27 B-3 1-1172 5c-3 A-28 B-3
1-1173 5c-3 A-29 B-3 1-1174 5c-3 A-30 B-3 1-1175 5c-3 A-31 B-3
1-1176 5c-3 A-32 B-3 1-1177 5c-3 A-33 B-3 1-1178 5c-3 A-34 B-3
1-1179 5c-3 A-35 B-3 1-1180 5c-3 A-36 B-3 1-1181 5c-3 A-37 B-3
1-1182 5c-3 A-38 B-3 1-1183 5c-3 A-39 B-3 1-1184 5c-3 A-40 B-3
1-1185 5c-3 A-41 B-3 1-1186 5c-3 A-42 B-3 1-1187 5c-3 A-43 B-3
1-1188 5c-3 A-44 B-3 1-1189 5c-3 A-1 B-4 1-1190 5c-3 A-2 B-4 1-1191
5c-3 A-3 B-4 1-1192 5c-3 A-4 B-4 1-1193 5c-3 A-5 B-4 1-1194 5c-3
A-6 B-4 1-1195 5c-3 A-7 B-4 1-1196 5c-3 A-8 B-4 1-1197 5c-3 A-9 B-4
1-1198 5c-3 A-10 B-4 1-1199 5c-3 A-11 B-4 1-1200 5c-3 A-12 B-4
1-1201 5c-3 A-13 B-4 1-1202 5c-3 A-14 B-4 1-1203 5c-3 A-15 B-4
1-1204 5c-3 A-16 B-4 1-1205 5c-3 A-17 B-4 1-1206 5c-3 A-18 B-4
1-1207 5c-3 A-19 B-4 1-1208 5c-3 A-20 B-4 1-1209 5c-3 A-21 B-4
1-1210 5c-3 A-22 B-4 1-1211 5c-3 A-23 B-4 1-1212 5c-3 A-24 B-4
1-1213 5c-3 A-25 B-4 1-1214 5c-3 A-26 B-4 1-1215 5c-3 A-27 B-4
1-1216 5c-3 A-28 B-4 1-1217 5c-3 A-29 B-4 1-1218 5c-3 A-30 B-4
1-1219 5c-3 A-31 B-4 1-1220 5c-3 A-32 B-4 1-1221 5c-3 A-33 B-4
1-1222 5c-3 A-34 B-4 1-1223 5c-3 A-35 B-4 1-1224 5c-3 A-36 B-4
1-1225 5c-3 A-37 B-4 1-1226 5c-3 A-38 B-4 1-1227 5c-3 A-39 B-4
1-1228 5c-3 A-40 B-4 1-1229 5c-3 A-41 B-4 1-1230 5c-3 A-42 B-4
1-1231 5c-3 A-43 B-4 1-1232 5c-3 A-44 B-4 1-1233 5c-4 A-1 B-1
1-1234 5c-4 A-2 B-1 1-1235 5c-4 A-3 B-1 1-1236 5c-4 A-4 B-1 1-1237
5c-4 A-5 B-1 1-1238 5c-4 A-6 B-1 1-1239 5c-4 A-7 B-1 1-1240 5c-4
A-8 B-1 1-1241 5c-4 A-9 B-1 1-1242 5c-4 A-10 B-1
TABLE-US-00010 TABLE 10 Cmpd No. Grp 4 X.sup.1 X.sup.2 1-1243 5c-4
A-11 B-1 1-1244 5c-4 A-12 B-1 1-1245 5c-4 A-13 B-1 1-1246 5c-4 A-14
B-1 1-1247 5c-4 A-15 B-1 1-1248 5c-4 A-16 B-1 1-1249 5c-4 A-17 B-1
1-1250 5c-4 A-18 B-1 1-1251 5c-4 A-19 B-1 1-1252 5c-4 A-20 B-1
1-1253 5c-4 A-21 B-1 1-1254 5c-4 A-22 B-1 1-1255 5c-4 A-23 B-1
1-1256 5c-4 A-24 B-1 1-1257 5c-4 A-25 B-1 1-1258 5c-4 A-26 B-1
1-1259 5c-4 A-27 B-1 1-1260 5c-4 A-28 B-1 1-1261 5c-4 A-29 B-1
1-1262 5c-4 A-30 B-1 1-1263 5c-4 A-31 B-1 1-1264 5c-4 A-32 B-1
1-1265 5c-4 A-33 B-1 1-1266 5c-4 A-34 B-1 1-1267 5c-4 A-35 B-1
1-1268 5c-4 A-36 B-I 1-1269 5c-4 A-37 B-1 1-1270 5c-4 A-38 B-1
1-1271 5c-4 A-39 B-1 1-1272 5c-4 A-40 B-1 1-1273 5c-4 A-4I B-1
1-1274 5c-4 A-42 B-1 1-1275 5c-4 A-43 B-1 1-1276 5c-4 A-44 B-1
1-1277 5c-4 A-1 B-2 1-1278 5c-4 A-2 B-2 1-1279 5c-4 A-3 B-2 1-1280
5c-4 A-4 B-2 1-1281 5c-4 A-5 B-2 1-1282 5c-4 A-6 B-2 1-1283 5c-4
A-7 B-2 1-1284 5c-4 A-8 B-2 1-1285 5c-4 A-9 B-2 1-1286 5c-4 A-10
B-2 1-1287 5c-4 A-11 B-2 1-1288 5c-4 A-12 B-2 1-1289 5c-4 A-13 B-2
1-1290 5c-4 A-14 B-2 1-1291 5c-4 A-15 B-2 1-1292 5c-4 A-16 B-2
1-1293 5c-4 A-17 B-2 1-1294 5c-4 A-18 B-2 1-1295 5c-4 A-19 B-2
1-1296 5c-4 A-20 B-2 1-1297 5c-4 A-21 B-2 1-1298 5c-4 A-22 B-2
1-1299 5c-4 A-23 B-2 1-1300 5c-4 A-24 B-2 1-1301 5c-4 A-25 B-2
1-1302 5c-4 A-26 B-2 1-1303 5c-4 A-27 B-2 1-1304 5c-4 A-28 B-2
1-1305 5c-4 A-29 B-2 1-1306 5c-4 A-30 B-2 1-1307 5c-4 A-31 B-2
1-1308 5c-4 A-32 B-2 1-1309 5c-4 A-33 B-2 1-1310 5c-4 A-34 B-2
1-1311 5c-4 A-35 B-2 1-1312 5c-4 A-36 B-2 1-1313 5c-4 A-37 B-2
1-1314 5c-4 A-38 B-2 1-1315 5c-4 A-39 B-2 1-1316 5c-4 A-40 B-2
1-1317 5c-4 A-41 B-2 1-1318 5c-4 A-42 B-2 1-1319 5c-4 A-43 B-2
1-1320 5c-4 A-44 B-2 1-1321 5c-4 A-1 B-3 1-1322 5c-4 A-2 B-3 1-1323
5c-4 A-3 B-3 1-1324 5c-4 A-4 B-3 1-1325 5c-4 A-5 B-3 1-1326 5c-4
A-6 B-3 1-1327 5c-4 A-7 B-3 1-1328 5c-4 A-8 B-3 1-1329 5c-4 A-9 B-3
1-1330 5c-4 A-10 B-3 1-1331 5c-4 A-11 B-3 1-1332 5c-4 A-12 B-3
1-1333 5c-4 A-13 B-3 1-1334 5c-4 A-14 B-3 1-1335 5c-4 A-15 B-3
1-1336 5c-4 A-16 B-3 1-1337 5c-4 A-17 B-3 1-1338 5c-4 A-18 B-3
1-1339 5c-4 A-19 B-3 1-1340 5c-4 A-20 B-3 1-1341 5c-4 A-21 B-3
1-1342 5c-4 A-22 B-3 1-1343 5c-4 A-23 B-3 1-1344 5c-4 A-24 B-3
1-1345 5c-4 A-25 B-3 1-1346 5c-4 A-26 B-3 1-1347 5c-4 A-27 B-3
1-1348 5c-4 A-28 B-3 1-1349 5c-4 A-29 B-3 1-1350 5c-4 A-30 B-3
1-1351 5c-4 A-31 B-3 1-1352 5c-4 A-32 B-3 1-1353 5c-4 A-33 B-3
1-1354 5c-4 A-34 B-3 1-1355 5c-4 A-35 B-3 1-1356 5c-4 A-36 B-3
1-1357 5c-4 A-37 B-3 1-1358 5c-4 A-38 B-3 1-1359 5c-4 A-39 B-3
1-1360 5c-4 A-40 B-3 1-1361 5c-4 A-41 B-3 1-1362 5c-4 A-42 B-3
1-1363 5c-4 A-43 B-3 1-1364 5c-4 A-44 B-3 1-1365 5c-4 A-1 B-4
1-1366 5c-4 A-2 B-4 1-1367 5c-4 A-3 B-4 1-1368 5c-4 A-4 B-4 1-1369
5c-4 A-5 B-4 1-1370 5c-4 A-6 B-4 1-1371 5c-4 A-7 B-4 1-1372 5c-4
A-8 B-4 1-1373 5c-4 A-9 B-4 1-1374 5c-4 A-10 B-4 1-1375 5c-4 A-11
B-4 1-1376 5c-4 A-12 B-4 1-1377 5c-4 A-13 B-4 1-1378 5c-4 A-14 B-4
1-1379 5c-4 A-15 B-4 1-1380 5c-4 A-16 B-4
TABLE-US-00011 TABLE 11 Cmpd Grp No. 4 X.sup.1 X.sup.2 1-1381 5c-4
A-17 B-4 1-1382 5c-4 A-18 B-4 1-1383 5c-4 A-19 B-4 1-1384 5c-4 A-20
B-4 1-1385 5c-4 A-21 B-4 1-1386 5c-4 A-22 B-4 1-1387 5c-4 A-23 B-4
1-1388 5c-4 A-24 B-4 1-1389 5c-4 A-25 B-4 1-1390 5c-4 A-26 B-4
1-1391 5c-4 A-27 B-4 1-1392 5c-4 A-28 B-4 1-1393 5c-4 A-29 B-4
1-1394 5c-4 A-30 B-4 1-1395 5c-4 A-31 B-4 1-1396 5c-4 A-32 B-4
1-1397 5c-4 A-33 B-4 1-1398 5c-4 A-34 B-4 1-1399 5c-4 A-35 B-4
1-1400 5c-4 A-36 B-4 1-1401 5c-4 A-37 B-4 1-1402 5c-4 A-38 B-4
1-1403 5c-4 A-39 B-4 1-1404 5c-4 A-40 B-4 1-1405 5c-4 A-41 B-4
1-1406 5c-4 A-42 B-4 1-1407 5c-4 A-43 B-4 1-1408 5c-4 A-44 B-4
[0061] According to an example embodiment, the second host compound
is a compound having hole characteristics, and may show bipolar
characteristics along with the first host compound.
[0062] According to an example embodiment, the second host compound
may include at least one carbazole group with a substituent having
hole characteristics.
[0063] According to an example embodiment, the second host compound
may be represented by, for example, Chemical Formula 4,
##STR00021##
[0064] According to the present example embodiment, in the Chemical
Formula 4,
[0065] Ar.sup.2 and Ar.sup.3 are each independently a substituted
or unsubstituted C6 to C30 aryl group, a substituted or
unsubstituted C2 to C30 heteroaryl group, or a combination
thereof,
[0066] Y.sup.3 and Y.sup.4 are each independently a single bond, a
substituted or unsubstituted C1 to C20 alkylene group, a
substituted or unsubstituted C2 to C20 alkenylene group, a
substituted or unsubstituted C6 to C30 arylene group, a substituted
or unsubstituted C2 to C30 heteroarylene group, or a combination
thereof, and
[0067] R.sup.7 to R.sup.11 are each independently hydrogen,
deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a
substituted or unsubstituted C6 to C30 aryl group, a substituted or
unsubstituted C2 to C30 heteroaryl group, or a combination
thereof.
[0068] In the Chemical Formula 4, Ar.sup.2 and Ar.sup.3 are each
independently a substituent having hole characteristics, for
example, a substituted or unsubstituted phenyl group, a substituted
or unsubstituted biphenyl group, a substituted or unsubstituted
terphenyl group, a substituted or unsubstituted naphthyl group, a
substituted or unsubstituted anthracenyl group, a substituted or
unsubstituted carbazolyl group, a substituted or unsubstituted
benzofuranyl group, a substituted or unsubstituted benzothiophenyl
group, a substituted or unsubstituted fluorenyl group, a
substituted or unsubstituted dibenzothiophenyl group, a substituted
or unsubstituted dibenzofuranyl group, or a combination
thereof.
[0069] According to an example embodiment, a biscarbazole core of
the Chemical Formula 4 may be one of the groups listed in the Group
5.
[0070] According to an example embodiment, the *-Y.sup.3-Ar.sup.2,
*-Y.sup.4-Ar.sup.3 may be one of substituents listed in Group
3.
##STR00022## ##STR00023## ##STR00024##
[0071] According to an example embodiment, the second host compound
represented by the Chemical Formula 4 may be one of compound listed
in the following Tables 12 to 21,
TABLE-US-00012 TABLE 12 *--Y.sup.3-- *--Y.sup.4-- Cmpd No. Grp 5
Ar.sup.2 Ar.sup.3 2-1 C-1 B-1 B-1 2-2 C-1 B-1 B-2 2-3 C-1 B-1 B-3
2-4 C-1 B-1 B-4 2-5 C-1 B-1 B-5 2-6 C-1 B-1 B-6 2-7 C-1 B-1 B-7 2-8
C-1 B-1 B-8 2-9 C-1 B-1 B-9 2-10 C-1 B-1 B-10 2-11 C-1 B-1 B-11
2-12 C-1 B-1 B-12 2-13 C-1 B-2 B-2 2-14 C-1 B-2 B-3 2-15 C-1 B-2
B-4 2-16 C-1 B-2 B-5 2-17 C-1 B-2 B-6 2-18 C-1 B-2 B-7 2-19 C-1 B-2
B-8 2-20 C-1 B-2 B-9 2-21 C-1 B-2 B-10 2-22 C-1 B-2 B-11 2-23 C-1
B-2 B-12 2-24 C-1 B-3 B-3 2-25 C-1 B-3 B-4 2-26 C-1 B-3 B-5 2-27
C-1 B-3 B-6 2-28 C-1 B-3 B-7 2-29 C-1 B-3 B-8 2-30 C-1 B-3 B-9 2-31
C-1 B-3 B-10 2-32 C-1 B-3 B-11 2-33 C-1 B-3 B-12 2-34 C-1 B-4 B-4
2-35 C-1 B-4 B-5 2-36 C-1 B-4 B-6 2-37 C-1 B-4 B-7 2-38 C-1 B-4 B-8
2-39 C-1 B-4 B-9 2-40 C-1 B-4 B-10 2-41 C-1 B-4 B-11 2-42 C-1 B-4
B-12 2-43 C-1 B-5 B-5 2-44 C-I B-5 B-6 2-45 C-1 B-5 B-7 2-46 C-1
B-5 B-8 2-47 C-1 B-5 B-9 2-48 C-1 B-5 B-10 2-49 C-1 B-5 B-11 2-50
C-1 B-5 B-12 2-51 C-1 B-6 B-6 2-52 C-1 B-6 B-7 2-53 C-1 B-6 B-8
2-54 C-1 B-6 B-9 2-55 C-1 B-6 B-10 2-56 C-1 B-6 B-11 2-57 C-1 B-6
B-12 2-58 C-1 B-7 B-7 2-59 C-1 B-7 B-8 2-60 C-1 B-7 B-9 2-61 C-1
B-7 B-10 2-62 C-1 B-7 B-11 2-63 C-1 B-7 B-12 2-64 C-1 B-8 B-8 2-65
C-1 B-8 B-9 2-66 C-1 B-8 B-10 2-67 C-1 B-8 B-11 2-68 C-1 B-8 B-12
2-69 C-1 B-9 B-9 2-70 C-1 B-9 B-10 2-71 C-1 B-9 B-11 2-72 C-1 B-9
B-12 2-73 C-1 B-10 B-10 2-74 C-1 B-10 B-11 2-75 C-1 B-10 B-12 2-76
C-1 B-11 B-11 2-77 C-1 B-11 B-12 2-78 C-1 B-12 B-12 2-79 C-2 B-1
B-1 2-80 C-2 B-1 B-2 2-81 C-2 B-1 B-3 2-82 C-2 B-1 B-4 2-83 C-2 B-1
B-5 2-84 C-2 B-1 B-6 2-85 C-2 B-1 B-7 2-86 C-2 B-1 B-8 2-87 C-2 B-1
B-9 2-88 C-2 B-1 B-10 2-89 C-2 B-1 B-11 2-90 C-2 B-1 B-12 2-91 C-2
B-2 B-1 2-92 C-2 B-2 B-2 2-93 C-2 B-2 B-3 2-94 C-2 B-2 B-4 2-95 C-2
B-2 B-5 2-96 C-2 B-2 B-6 2-97 C-2 B-2 B-7 2-98 C-2 B-2 B-8 2-99 C-2
B-2 B-9 2-100 C-2 B-2 B-10 2-101 C-2 B-2 B-11 2-102 C-2 B-2 B-12
2-103 C-2 B-3 B-1 2-104 C-2 B-3 B-2 2-105 C-2 B-3 B-3 2-106 C-2 B-3
B-4 2-107 C-2 B-3 B-5 2-108 C-2 B-3 B-6 2-109 C-2 B-3 B-7 2-110 C-2
B-3 B-8 2-111 C-2 B-3 B-9 2-112 C-2 B-3 B-10 2-113 C-2 B-3 B-11
2-114 C-2 B-3 B-12 2-115 C-2 B-4 B-1 2-116 C-2 B-4 B-2 2-117 C-2
B-4 B-3 2-118 C-2 B-4 B-4 2-119 C-2 B-4 B-5 2-120 C-2 B-4 B-6 2-121
C-2 B-4 B-7 2-122 C-2 B-4 B-8 2-123 C-2 B-4 B-9 2-124 C-2 B-4 B-10
2-125 C-2 B-4 B-11 2-126 C-2 B-4 B-12 2-127 C-2 B-5 B-1 2-128 C-2
B-5 B-2 2-129 C-2 B-5 B-3 2-130 C-2 B-5 B-4 2-131 C-2 B-5 B-5 2-132
C-2 B-5 B-6
TABLE-US-00013 TABLE 13 *--Y.sup.3-- *--Y.sup.4-- Cmpd No. Grp 5
Ar.sup.2 Ar.sup.3 2-133 C-2 B-5 B-7 2-134 C-2 B-5 B-8 2-135 C-2 B-5
B-9 2-136 C-2 B-5 B-10 2-137 C-2 B-5 B-11 2-138 C-2 B-5 B-12 2-139
C-2 B-6 B-1 2-140 C-2 B-6 B-2 2-141 C-2 B-6 B-3 2-142 C-2 B-6 B-4
2-143 C-2 B-6 B-5 2-144 C-2 B-6 B-6 2-145 C-2 B-6 B-7 2-146 C-2 B-6
B-8 2-147 C-2 B-6 B-9 2-148 C-2 B-6 B-10 2-149 C-2 B-6 B-11 2-150
C-2 B-6 B-12 2-151 C-2 B-7 B-1 2-152 C-2 B-7 B-2 2-153 C-2 B-7 B-3
2-154 C-2 B-7 B-4 2-155 C-2 B-7 B-5 2-156 C-2 B-7 B-6 2-157 C-2 B-7
B-7 2-158 C-2 B-7 B-8 2-159 C-2 B-7 B-9 2-160 C-2 B-7 B-10 2-161
C-2 B-7 B-11 2-162 C-2 B-7 B-12 2-163 C-2 B-8 B-1 2-164 C-2 B-8 B-2
2-165 C-2 B-8 B-3 2-166 C-2 B-8 B-4 2-167 C-2 B-8 B-5 2-168 C-2 B-8
B-6 2-169 C-2 B-8 B-7 2-170 C-2 B-8 B-8 2-171 C-2 B-8 B-9 2-172 C-2
B-8 B-10 2-173 C-2 B-8 B-11 2-174 C-2 B-8 B-12 2-175 C-2 B-9 B-1
2-176 C-2 B-9 B-2 2-177 C-2 B-9 B-3 2-178 C-2 B-9 B-4 2-179 C-2 B-9
B-5 2-180 C-2 B-9 B-6 2-181 C-2 B-9 B-7 2-182 C-2 B-9 B-8 2-183 C-2
B-9 B-9 2-184 C-2 B-9 B-10 2-185 C-2 B-9 B-11 2-186 C-2 B-9 B-12
2-187 C-2 B-10 B-1 2-188 C-2 B-10 B-2 2-189 C-2 B-10 B-3 2-190 C-2
B-10 B-4 2-191 C-2 B-10 B-5 2-192 C-2 B-10 B-6 2-193 C-2 B-10 B-7
2-194 C-2 B-10 B-8 2-195 C-2 B-10 B-9 2-196 C-2 B-10 B-10 2-197 C-2
B-10 B-11 2-198 C-2 B-10 B-12 2-199 C-2 B-11 B-1 2-200 C-2 B-11 B-2
2-201 C-2 B-11 B-3 2-202 C-2 B-11 B-4 2-203 C-2 B-11 B-5 2-204 C-2
B-11 B-6 2-205 C-2 B-11 B-7 2-206 C-2 B-11 B-8 2-207 C-2 B-11 B-9
2-208 C-2 B-11 B-10 2-209 C-2 B-11 B-11 2-210 C-2 B-11 B-12 2-211
C-2 B-12 B-1 2-212 C-2 B-12 B-2 2-213 C-2 B-12 B-3 2-214 C-2 B-12
B-4 2-215 C-2 B-12 B-5 2-216 C-2 B-12 B-6 2-217 C-2 B-12 B-7 2-218
C-2 B-12 B-8 2-219 C-2 B-12 B-9 2-220 C-2 B-12 B-10 2-221 C-2 B-12
B-11 2-222 C-2 B-12 B-12 2-223 C-3 B-1 B-1 2-224 C-3 B-1 B-2 2-225
C-3 B-1 B-3 2-226 C-3 B-1 B-4 2-227 C-3 B-1 B-5 2-228 C-3 B-1 B-6
2-229 C-3 B-1 B-7 2-230 C-3 B-1 B-8 2-231 C-3 B-1 B-9 2-232 C-3 B-1
B-10 2-233 C-3 B-1 B-11 2-234 C-3 B-1 B-12 2-235 C-3 B-2 B-1 2-236
C-3 B-2 B-2 2-237 C-3 B-2 B-3 2-238 C-3 B-2 B-4 2-239 C-3 B-2 B-5
2-240 C-3 B-2 B-6 2-241 C-3 B-2 B-7 2-242 C-3 B-2 B-8 2-243 C-3 B-2
B-9 2-244 C-3 B-2 B-10 2-245 C-3 B-2 B-11 2-246 C-3 B-2 B-12 2-247
C-3 B-3 B-1 2-248 C-3 B-3 B-2 2-249 C-3 B-3 B-3 2-250 C-3 B-3 B-4
2-251 C-3 B-3 B-5 2-252 C-3 B-3 B-6 2-253 C-3 B-3 B-7 2-254 C-3 B-3
B-8 2-255 C-3 B-3 B-9 2-256 C-3 B-3 B-10 2-257 C-3 B-3 B-11 2-258
C-3 B-3 B-12 2-259 C-3 B-4 B-1 2-260 C-3 B-4 B-2 2-261 C-3 B-4 B-3
2-262 C-3 B-4 B-4 2-263 C-3 B-4 B-5 2-264 C-3 B-4 B-6
TABLE-US-00014 TABLE 14 *--Y.sup.3-- *--Y.sup.4-- Cmpd No. Grp 5
Ar.sup.2 Ar.sup.3 2-265 C-3 B-4 B-7 2-266 C-3 B-4 B-8 2-267 C-3 B-4
B-9 2-268 C-3 B-4 B-10 2-269 C-3 B-4 B-11 2-270 C-3 B-4 B-12 2-271
C-3 B-5 B-1 2-272 C-3 B-5 B-2 2-273 C-3 B-5 B-3 2-274 C-3 B-5 B-4
2-275 C-3 B-5 B-5 2-276 C-3 B-5 B-6 2-277 C-3 B-5 B-7 2-278 C-3 B-5
B-8 2-279 C-3 B-5 B-9 2-280 C-3 B-5 B-10 2-281 C-3 B-5 B-11 2-282
C-3 B-5 B-12 2-283 C-3 B-6 B-1 2-284 C-3 B-6 B-2 2-285 C-3 B-6 B-3
2-286 C-3 B-6 B-4 2-287 C-3 B-6 B-5 2-288 C-3 B-6 B-6 2-289 C-3 B-6
B-7 2-290 C-3 B-6 B-8 2-291 C-3 B-6 B-9 2-292 C-3 B-6 B-10 2-293
C-3 B-6 B-11 2-294 C-3 B-6 B-12 2-295 C-3 B-7 B-1 2-296 C-3 B-7 B-2
2-297 C-3 B-7 B-3 2-298 C-3 B-7 B-4 2-299 C-3 B-7 B-5 2-300 C-3 B-7
B-6 2-301 C-3 B-7 B-7 2-302 C-3 B-7 B-8 2-303 C-3 B-7 B-9 2-304 C-3
B-7 B-10 2-305 C-3 B-7 B-11 2-306 C-3 B-7 B-12 2-307 C-3 B-8 B-1
2-308 C-3 B-8 B-2 2-309 C-3 B-8 B-3 2-310 C-3 B-8 B-4 2-311 C-3 B-8
B-5 2-312 C-3 B-8 B-6 2-313 C-3 B-8 B-7 2-314 C-3 B-8 B-8 2-315 C-3
B-8 B-9 2-316 C-3 B-8 B-10 2-317 C-3 B-8 B-11 2-318 C-3 B-8 B-12
2-319 C-3 B-9 B-1 2-320 C-3 B-9 B-2 2-321 C-3 B-9 B-3 2-322 C-3 B-9
B-4 2-323 C-3 B-9 B-5 2-324 C-3 B-9 B-6 2-325 C-3 B-9 B-7 2-326 C-3
B-9 B-8 2-327 C-3 B-9 B-9 2-328 C-3 B-9 B-10 2-329 C-3 B-9 B-11
2-330 C-3 B-9 B-12 2-331 C-3 B-10 B-1 2-332 C-3 B-10 B-2 2-333 C-3
B-10 B-3 2-334 C-3 B-10 B-4 2-335 C-3 B-10 B-5 2-336 C-3 B-10 B-6
2-337 C-3 B-10 B-7 2-338 C-3 B-10 B-8 2-339 C-3 B-10 B-9 2-340 C-3
B-10 B-10 2-341 C-3 B-10 B-11 2-342 C-3 B-10 B-12 2-343 C-3 B-11
B-1 2-344 C-3 B-11 B-2 2-345 C-3 B-11 B-3 2-346 C-3 B-11 B-4 2-347
C-3 B-11 B-5 2-348 C-3 B-11 B-6 2-349 C-3 B-11 B-7 2-350 C-3 B-11
B-8 2-351 C-3 B-11 B-9 2-352 C-3 B-11 B-10 2-353 C-3 B-11 B-11
2-354 C-3 B-11 B-12 2-355 C-3 B-12 B-1 2-356 C-3 B-12 B-2 2-357 C-3
B-12 B-3 2-358 C-3 B-12 B-4 2-359 C-3 B-12 B-5 2-360 C-3 B-12 B-6
2-361 C-3 B-12 B-7 2-362 C-3 B-12 B-8 2-363 C-3 B-12 B-9 2-364 C-3
B-12 B-10 2-365 C-3 B-12 B-11 2-366 C-3 B-12 B-12 2-367 C-4 B-1 B-1
2-368 C-4 B-1 B-2 2-369 C-4 B-1 B-3 2-370 C-4 B-1 B-4 2-371 C-4 B-1
B-5 2-372 C-4 B-1 B-6 2-373 C-4 B-1 B-7 2-374 C-4 B-1 B-8 2-375 C-4
B-1 B-9 2-376 C-4 B-1 B-10 2-377 C-4 B-1 B-11 2-378 C-4 B-1 B-12
2-379 C-4 B-2 B-1 2-380 C-4 B-2 B-2 2-381 C-4 B-2 B-3 2-382 C-4 B-2
B-4 2-383 C-4 B-2 B-5 2-384 C-4 B-2 B-6 2-385 C-4 B-2 B-7 2-386 C-4
B-2 B-8 2-387 C-4 B-2 B-9 2-388 C-4 B-2 B-10 2-389 C-4 B-2 B-11
2-390 C-4 B-2 B-12 2-391 C-4 B-3 B-1 2-392 C-4 B-3 B-2 2-393 C-4
B-3 B-3 2-394 C-4 B-3 B-4 2-395 C-4 B-3 B-5 2-396 C-4 B-3 B-6
TABLE-US-00015 TABLE 15 *--Y.sup.3-- *--Y.sup.4-- Cmpd No. Grp 5
Ar.sup.2 Ar.sup.3 2-397 C-4 B-3 B-7 2-398 C-4 B-3 B-8 2-399 C-4 B-3
B-9 2-400 C-4 B-3 B-10 2-401 C-4 B-3 B-11 2-402 C-4 B-3 B-12 2-403
C-4 B-4 B-1 2-404 C-4 B-4 B-2 2-405 C-4 B-4 B-3 2-406 C-4 B-4 B-4
2-407 C-4 B-4 B-5 2-408 C-4 B-4 B-6 2-409 C-4 B-4 B-7 2-410 C-4 B-4
B-8 2-411 C-4 B-4 B-9 2-412 C-4 B-4 B-10 2-413 C-4 B-4 B-11 2-414
C-4 B-4 B-12 2-415 C-4 B-5 B-1 2-416 C-4 B-5 B-2 2-417 C-4 B-5 B-3
2-418 C-4 B-5 B-4 2-419 C-4 B-5 B-5 2-420 C-4 B-5 B-6 2-421 C-4 B-5
B-7 2-422 C-4 B-5 B-8 2-423 C-4 B-5 B-9 2-424 C-4 B-5 B-10 2-425
C-4 B-5 B-11 2-426 C-4 B-5 B-12 2-427 C-4 B-6 B-1 2-428 C-4 B-6 B-2
2-429 C-4 B-6 B-3 2-430 C-4 B-6 B-4 2-431 C-4 B-6 B-5 2-432 C-4 B-6
B-6 2-433 C-4 B-6 B-7 2-434 C-4 B-6 B-8 2-435 C-4 B-6 B-9 2-436 C-4
B-6 B-10 2-437 C-4 B-6 B-11 2-438 C-4 B-6 B-12 2-439 C-4 B-7 B-1
2-440 C-4 B-7 B-2 2-441 C-4 B-7 B-3 2-442 C-4 B-7 B-4 2-443 C-4 B-7
B-5 2-444 C-4 B-7 B-6 2-445 C-4 B-7 B-7 2-446 C-4 B-7 B-8 2-447 C-4
B-7 B-9 2-448 C-4 B-7 B-10 2-449 C-4 B-7 B-11 2-450 C-4 B-7 B-12
2-451 C-4 B-8 B-1 2-452 C-4 B-8 B-2 2-453 C-4 B-8 B-3 2-454 C-4 B-8
B-4 2-455 C-4 B-8 B-5 2-456 C-4 B-8 B-6 2-457 C-4 B-8 B-7 2-458 C-4
B-8 B-8 2-459 C-4 B-8 B-9 2-460 C-4 B-8 B-10 2-461 C-4 B-8 B-11
2-462 C-4 B-8 B-12 2-463 C-4 B-9 B-1 2-464 C-4 B-9 B-2 2-465 C-4
B-9 B-3 2-466 C-4 B-9 B-4 2-467 C-4 B-9 B-5 2-468 C-4 B-9 B-6 2-469
C-4 B-9 B-7 2-470 C-4 B-9 B-8 2-471 C-4 B-9 B-9 2-472 C-4 B-9 B-10
2-473 C-4 B-9 B-11 2-474 C-4 B-9 B-12 2-475 C-4 B-10 B-1 2-476 C-4
B-10 B-2 2-477 C-4 B-10 B-3 2-478 C-4 B-10 B-4 2-479 C-4 B-10 B-5
2-480 C-4 B-10 B-6 2-481 C-4 B-10 B-7 2-482 C-4 B-10 B-8 2-483 C-4
B-10 B-9 2-484 C-4 B-10 B-10 2-485 C-4 B-10 B-11 2-486 C-4 B-10
B-12 2-487 C-4 B-11 B-1 2-488 C-4 B-11 B-2 2-489 C-4 B-11 B-3 2-490
C-4 B-11 B-4 2-491 C-4 B-11 B-5 2-492 C-4 B-11 B-6 2-493 C-4 B-11
B-7 2-494 C-4 B-11 B-8 2-495 C-4 B-11 B-9 2-496 C-4 B-11 B-10 2-497
C-4 B-11 B-11 2-498 C-4 B-11 B-12 2-499 C-4 B-12 B-1 2-500 C-4 B-12
B-2 2-501 C-4 B-12 B-3 2-502 C-4 B-12 B-4 2-503 C-4 B-12 B-5 2-504
C-4 B-12 B-6 2-505 C-4 B-12 B-7 2-506 C-4 B-12 B-8 2-507 C-4 B-12
B-9 2-508 C-4 B-12 B-10 2-509 C-4 B-12 B-11 2-510 C-4 B-12 B-12
2-511 C-5 B-1 B-1 2-512 C-5 B-1 B-2 2-513 C-5 B-1 B-3 2-514 C-5 B-1
B-4 2-515 C-5 B-1 B-5 2-516 C-5 B-1 B-6 2-517 C-5 B-1 B-7 2-518 C-5
B-1 B-8 2-519 C-5 B-1 B-9 2-520 C-5 B-1 B-10 2-521 C-5 B-1 B-11
2-522 C-5 B-1 B-12 2-523 C-5 B-2 B-1 2-524 C-5 B-2 B-2 2-525 C-5
B-2 B-3 2-526 C-5 B-2 B-4 2-527 C-5 B-2 B-5 2-528 C-5 B-2 B-6
TABLE-US-00016 TABLE 16 *--Y.sup.3-- *--Y.sup.4-- Cmpd No. Grp 5
Ar.sup.2 Ar.sup.3 2-529 C-5 B-2 B-7 2-530 C-5 B-2 B-8 2-531 C-5 B-2
B-9 2-532 C-5 B-2 B-10 2-533 C-5 B-2 B-11 2-534 C-5 B-2 B-12 2-535
C-5 B-3 B-1 2-536 C-5 B-3 B-2 2-537 C-5 B-3 B-3 2-538 C-5 B-3 B-4
2-539 C-5 B-3 B-5 2-540 C-5 B-3 B-6 2-541 C-5 B-3 B-7 2-542 C-5 B-3
B-8 2-543 C-5 B-3 B-9 2-544 C-5 B-3 B-10 2-545 C-5 B-3 B-11 2-546
C-5 B-3 B-12 2-547 C-5 B-4 B-1 2-548 C-5 B-4 B-2 2-549 C-5 B-4 B-3
2-550 C-5 B-4 B-4 2-551 C-5 B-4 B-5 2-552 C-5 B-4 B-6 2-553 C-5 B-4
B-7 2-554 C-5 B-4 B-8 2-555 C-5 B-4 B-9 2-556 C-5 B-4 B-1 2-557 C-5
B-4 B-11 2-558 C-5 B-4 B-12 2-559 C-5 B-5 B-1 2-560 C-5 B-5 B-2
2-561 C-5 B-5 B-3 2-562 C-5 B-5 B-4 2-563 C-5 B-5 B-5 2-564 C-5 B-5
B-6 2-565 C-5 B-5 B-7 2-566 C-5 B-5 B-8 2-567 C-5 B-5 B-9 2-568 C-5
B-5 B-10 2-569 C-5 B-5 B-11 2-570 C-5 B-5 B-12 2-571 C-5 B-6 B-1
2-572 C-5 B-6 B-2 2-573 C-5 B-6 B-3 2-574 C-5 B-6 B-4 2-575 C-5 B-6
B-5 2-576 C-5 B-6 B-6 2-577 C-5 B-6 B-7 2-578 C-5 B-6 B-8 2-579 C-5
B-6 B-9 2-580 C-5 B-6 B-10 2-581 C-5 B-6 B-11 2-582 C-5 B-6 B-12
2-583 C-5 B-7 B-1 2-584 C-5 B-7 B-2 2-585 C-5 B-7 B-3 2-586 C-5 B-7
B-4 2-587 C-5 B-7 B-5 2-588 C-5 B-7 B-6 2-589 C-5 B-7 B-7 2-590 C-5
B-7 B-8 2-591 C-5 B-7 B-9 2-592 C-5 B-7 B-10 2-593 C-5 B-7 B-11
2-594 C-5 B-7 B-12 2-595 C-5 B-8 B-1 2-596 C-5 B-8 B-2 2-597 C-5
B-8 B-3 2-598 C-5 B-8 B-4 2-599 C-5 B-8 B-5 2-600 C-5 B-8 B-6 2-601
C-5 B-8 B-7 2-602 C-5 B-8 B-8 2-603 C-5 B-8 B-9 2-604 C-5 B-8 B-10
2-605 C-5 B-8 B-11 2-606 C-5 B-8 B-12 2-607 C-5 B-9 B-1 2-608 C-5
B-9 B-2 2-609 C-5 B-9 B-3 2-610 C-5 B-9 B-4 2-611 C-5 B-9 B-5 2-612
C-5 B-9 B-6 2-613 C-5 B-9 B-7 2-614 C-5 B-9 B-8 2-615 C-5 B-9 B-9
2-616 C-5 B-9 B-10 2-617 C-5 B-9 B-11 2-618 C-5 B-9 B-12 2-619 C-5
B-10 B-1 2-620 C-5 B-10 B-2 2-621 C-5 B-10 B-3 2-622 C-5 B-10 B-4
2-623 C-5 B-10 B-5 2-624 C-5 B-10 B-6 2-625 C-5 B-10 B-7 2-626 C-5
B-10 B-8 2-627 C-5 B-10 B-9 2-628 C-5 B-10 B-10 2-629 C-5 B-10 B-11
2-630 C-5 B-10 B-12 2-631 C-5 B-11 B-1 2-632 C-5 B-11 B-2 2-633 C-5
B-11 B-3 2-634 C-5 B-11 B-4 2-635 C-5 B-11 B-5 2-636 C-5 B-11 B-6
2-637 C-5 B-11 B-7 2-638 C-5 B-11 B-8 2-639 C-5 B-11 B-9 2-640 C-5
B-11 B-10 2-641 C-5 B-11 B-11 2-642 C-5 B-11 B-12 2-643 C-5 B-12
B-I 2-644 C-5 B-12 B-2 2-645 C-5 B-12 B-3 2-646 C-5 B-12 B-4 2-647
C-5 B-12 B-5 2-648 C-5 B-12 B-6 2-649 C-5 B-12 B-7 2-650 C-5 B-12
B-8 2-651 C-5 B-12 B-9 2-652 C-5 B-12 B-10 2-653 C-5 B-12 B-11
2-654 C-5 B-12 B-12 2-655 C-6 B-1 B-1 2-656 C-6 B-1 B-2 2-657 C-6
B-1 B-3 2-658 C-6 B-1 B-4 2-659 C-6 B-1 B-5 2-660 C-6 B-1 B-6
TABLE-US-00017 TABLE 17 *--Y.sup.3-- *--Y.sup.4-- Cmpd No. Grp 5
Ar.sup.2 Ar.sup.3 2-661 C-6 B-1 B-7 2-662 C-6 B-1 B-8 2-663 C-6 B-1
B-9 2-664 C-6 B-1 B-10 2-665 C-6 B-1 B-11 2-666 C-6 B-1 B-12 2-667
C-6 B-2 B-1 2-668 C-6 B-2 B-2 2-669 C-6 B-2 B-3 2-670 C-6 B-2 B-4
2-671 C-6 B-2 B-5 2-672 C-6 B-2 B-6 2-673 C-6 B-2 B-7 2-674 C-6 B-2
B-8 2-675 C-6 B-2 B-9 2-676 C-6 B-2 B-10 2-677 C-6 B-2 B-11 2-678
C-6 B-2 B-12 2-679 C-6 B-3 B-1 2-680 C-6 B-3 B-2 2-681 C-6 B-3 B-3
2-682 C-6 B-3 B-4 2-683 C-6 B-3 B-5 2-684 C-6 B-3 B-6 2-685 C-6 B-3
B-7 2-686 C-6 B-3 B-8 2-687 C-6 B-3 B-9 2-688 C-6 B-3 B-10 2-689
C-6 B-3 B-11 2-690 C-6 B-3 B-12 2-691 C-6 B-4 B-1 2-692 C-6 B-4 B-2
2-693 C-6 B-4 B-3 2-694 C-6 B-4 B-4 2-695 C-6 B-4 B-5 2-696 C-6 B-4
B-6 2-697 C-6 B-4 B-7 2-698 C-6 B-4 B-8 2-699 C-6 B-4 B-9 2-700 C-6
B-4 B-10 2-701 C-6 B-4 B-11 2-702 C-6 B-4 B-12 2-703 C-6 B-5 B-1
2-704 C-6 B-5 B-2 2-705 C-6 B-5 B-3 2-706 C-6 B-5 B-4 2-707 C-6 B-5
B-5 2-708 C-6 B-5 B-6 2-709 C-6 B-5 B-7 2-710 C-6 B-5 B-8 2-711 C-6
B-5 B-9 2-712 C-6 B-5 B-10 2-713 C-6 B-5 B-11 2-714 C-6 B-5 B-12
2-715 C-6 B-6 B-1 2-716 C-6 B-6 B-2 2-717 C-6 B-6 B-3 2-718 C-6 B-6
B-4 2-719 C-6 B-6 B-5 2-720 C-6 B-6 B-6 2-721 C-6 B-6 B-7 2-722 C-6
B-6 B-8 2-723 C-6 B-6 B-9 2-724 C-6 B-6 B-10 2-725 C-6 B-6 B-11
2-726 C-6 B-6 B-12 2-727 C-6 B-7 B-1 2-728 C-6 B-7 B-2 2-729 C-6
B-7 B-3 2-730 C-6 B-7 B-4 2-731 C-6 B-7 B-5 2-732 C-6 B-7 B-6 2-733
C-6 B-7 B-7 2-734 C-6 B-7 B-8 2-735 C-6 B-7 B-9 2-736 C-6 B-7 B-10
2-737 C-6 B-7 B-11 2-738 C-6 B-7 B-12 2-739 C-6 B-8 B-1 2-740 C-6
B-8 B-2 2-741 C-6 B-8 B-3 2-742 C-6 B-8 B-4 2-743 C-6 B-8 B-5 2-744
C-6 B-8 B-6 2-745 C-6 B-8 B-7 2-746 C-6 B-8 B-8 2-747 C-6 B-8 B-9
2-748 C-6 B-8 B-10 2-749 C-6 B-8 B-11 2-750 C-6 B-8 B-12 2-751 C-6
B-9 B-1 2-752 C-6 B-9 B-2 2-753 C-6 B-9 B-3 2-754 C-6 B-9 B-4 2-755
C-6 B-9 B-5 2-756 C-6 B-9 B-6 2-757 C-6 B-9 B-7 2-758 C-6 B-9 B-8
2-759 C-6 B-9 B-9 2-760 C-6 B-9 B-10 2-761 C-6 B-9 B-11 2-762 C-6
B-9 B-12 2-763 C-6 B-10 B-1 2-764 C-6 B-10 B-2 2-765 C-6 B-10 B-3
2-766 C-6 B-10 B-4 2-767 C-6 B-10 B-5 2-768 C-6 B-10 B-6 2-769 C-6
B-10 B-7 2-770 C-6 B-10 B-8 2-771 C-6 B-10 B-9 2-772 C-6 B-10 B-10
2-773 C-6 B-10 B-11 2-774 C-6 B-10 B-12 2-775 C-6 B-11 B-1 2-776
C-6 B-11 B-2 2-777 C-6 B-11 B-3 2-778 C-6 B-11 B-4 2-779 C-6 B-11
B-5 2-780 C-6 B-11 B-6 2-781 C-6 B-11 B-7 2-782 C-6 B-11 B-8 2-783
C-6 B-11 B-9 2-784 C-6 B-11 B-10 2-785 C-6 B-11 B-11 2-786 C-6 B-11
B-12 2-787 C-6 B-12 B-1 2-788 C-6 B-12 B-2 2-789 C-6 B-12 B-3 2-790
C-6 B-12 B-4 2-791 C-6 B-12 B-5 2-792 C-6 B-12 B-6
TABLE-US-00018 TABLE 18 *--Y.sup.3-- *--Y.sup.4-- Cmpd No. Grp 5
Ar.sup.2 Ar.sup.3 2-793 C-6 B-12 B-7 2-794 C-6 B-12 B-8 2-795 C-6
B-12 B-9 2-796 C-6 B-12 B-10 2-797 C-6 B-12 B-11 2-798 C-6 B-12
B-12 2-799 C-7 B-1 B-1 2-800 C-7 B-1 B-2 2-801 C-7 B-1 B-3 2-802
C-7 B-1 B-4 2-803 C-7 B-1 B-5 2-804 C-7 B-1 B-6 2-805 C-7 B-1 B-7
2-806 C-7 B-1 B-8 2-807 C-7 B-1 B-9 2-808 C-7 B-1 B-10 2-809 C-7
B-1 B-11 2-810 C-7 B-1 B-12 2-811 C-7 B-2 B-1 2-812 C-7 B-2 B-2
2-813 C-7 B-2 B-3 2-814 C-7 B-2 B-4 2-815 C-7 B-2 B-5 2-816 C-7 B-2
B-6 2-817 C-7 B-2 B-7 2-818 C-7 B-2 B-8 2-819 C-7 B-2 B-9 2-820 C-7
B-2 B-10 2-821 C-7 B-2 B-11 2-822 C-7 B-2 B-12 2-823 C-7 B-3 B-1
2-824 C-7 B-3 B-2 2-825 C-7 B-3 B-3 2-826 C-7 B-3 B-4 2-827 C-7 B-3
B-5 2-828 C-7 B-3 B-6 2-829 C-7 B-3 B-7 2-830 C-7 B-3 B-8 2-831 C-7
B-3 B-9 2-832 C-7 B-3 B-10 2-833 C-7 B-3 B-11 2-834 C-7 B-3 B-12
2-835 C-7 B-4 B-1 2-836 C-7 B-4 B-2 2-837 C-7 B-4 B-3 2-838 C-7 B-4
B-4 2-839 C-7 B-4 B-5 2-840 C-7 B-4 B-6 2-841 C-7 B-4 B-7 2-842 C-7
B-4 B-8 2-843 C-7 B-4 B-9 2-844 C-7 B-4 B-10 2-845 C-7 B-4 B-11
2-846 C-7 B-4 B-12 2-847 C-7 B-5 B-1 2-848 C-7 B-5 B-2 2-849 C-7
B-5 B-3 2-850 C-7 B-5 B-4 2-851 C-7 B-5 B-5 2-852 C-7 B-5 B-6 2-853
C-7 B-5 B-7 2-854 C-7 B-5 B-8 2-855 C-7 B-5 B-9 2-856 C-7 B-5 B-10
2-857 C-7 B-5 B-11 2-858 C-7 B-5 B-12 2-859 C-7 B-6 B-1 2-860 C-7
B-6 B-2 2-861 C-7 B-6 B-3 2-862 C-7 B-6 B-4 2-863 C-7 B-6 B-5 2-864
C-7 B-6 B-6 2-865 C-7 B-6 B-7 2-866 C-7 B-6 B-8 2-867 C-7 B-6 B-9
2-868 C-7 B-6 B-10 2-869 C-7 B-6 B-11 2-870 C-7 B-6 B-12 2-871 C-7
B-7 B-1 2-872 C-7 B-7 B-2 2-873 C-7 B-7 B-3 2-874 C-7 B-7 B-4 2-875
C-7 B-7 B-5 2-876 C-7 B-7 B-6 2-877 C-7 B-7 B-7 2-878 C-7 B-7 B-8
2-879 C-7 B-7 B-9 2-880 C-7 B-7 B-10 2-881 C-7 B-7 B-11 2-882 C-7
B-7 B-12 2-883 C-7 B-8 B-1 2-884 C-7 B-8 B-2 2-885 C-7 B-8 B-3
2-886 C-7 B-8 B-4 2-887 C-7 B-8 B-5 2-888 C-7 B-8 B-6 2-889 C-7 B-8
B-7 2-890 C-7 B-8 B-8 2-891 C-7 B-8 B-9 2-892 C-7 B-8 B-10 2-893
C-7 B-8 B-11 2-894 C-7 B-8 B-12 2-895 C-7 B-9 B-1 2-896 C-7 B-9 B-2
2-897 C-7 B-9 B-3 2-898 C-7 B-9 B-4 2-899 C-7 B-9 B-5 2-900 C-7 B-9
B-6 2-901 C-7 B-9 B-7 2-902 C-7 B-9 B-8 2-903 C-7 B-9 B-9 2-904 C-7
B-9 B-10 2-905 C-7 B-9 B-11 2-906 C-7 B-9 B-12 2-907 C-7 B-10 B-1
2-908 C-7 B-10 B-2 2-909 C-7 B-10 B-3 2-910 C-7 B-10 B-4 2-911 C-7
B-10 B-5 2-912 C-7 B-10 B-6 2-913 C-7 B-10 B-7 2-914 C-7 B-10 B-8
2-915 C-7 B-10 B-9 2-916 C-7 B-10 B-10 2-917 C-7 B-10 B-11 2-918
C-7 B-10 B-12 2-919 C-7 B-11 B-1 2-920 C-7 B-11 B-2 2-921 C-7 B-11
B-3 2-922 C-7 B-11 B-4 2-923 C-7 B-11 B-5 2-924 C-7 B-11 B-6
TABLE-US-00019 TABLE 19 *--Y.sup.3-- *--Y.sup.4-- Cmpd No. Grp 5
Ar.sup.2 Ar.sup.3 2-925 C-7 B-11 B-7 2-926 C-7 B-11 B-8 2-927 C-7
B-11 B-9 2-928 C-7 B-11 B-10 2-929 C-7 B-11 B-11 2-930 C-7 B-11
B-12 2-931 C-7 B-12 B-1 2-932 C-7 B-12 B-2 2-933 C-7 B-12 B-3 2-934
C-7 B-12 B-4 2-935 C-7 B-12 B-5 2-936 C-7 B-12 B-6 2-937 C-7 B-12
B-7 2-938 C-7 B-12 B-8 2-939 C-7 B-12 B-9 2-940 C-7 B-12 B-10 2-941
C-7 B-12 B-11 2-942 C-7 B-12 B-12 2-943 C-8 B-1 B-1 2-944 C-8 B-1
B-2 2-945 C-8 B-1 B-3 2-946 C-8 B-1 B-4 2-947 C-8 B-1 B-5 2-948 C-8
B-1 B-6 2-949 C-8 B-1 B-7 2-950 C-8 B-1 B-8 2-951 C-8 B-1 B-9 2-952
C-8 B-1 B-10 2-953 C-8 B-1 B-11 2-954 C-8 B-1 B-12 2-955 C-8 B-2
B-2 2-956 C-8 B-2 B-3 2-957 C-8 B-2 B-4 2-958 C-8 B-2 B-5 2-959 C-8
B-2 B-6 2-960 C-8 B-2 B-7 2-961 C-8 B-2 B-8 2-962 C-8 B-2 B-9 2-963
C-8 B-2 B-10 2-964 C-8 B-2 B-11 2-965 C-8 B-2 B-12 2-966 C-8 B-3
B-3 2-967 C-8 B-3 B-4 2-968 C-8 B-3 B-5 2-969 C-8 B-3 B-6 2-970 C-8
B-3 B-7 2-971 C-8 B-3 B-8 2-972 C-8 B-3 B-9 2-973 C-8 B-3 B-10
2-974 C-8 B-3 B-11 2-975 C-8 B-3 B-12 2-976 C-8 B-4 B-4 2-977 C-8
B-4 B-5 2-978 C-8 B-4 B-6 2-979 C-8 B-4 B-7 2-980 C-8 B-4 B-8 2-981
C-8 B-4 B-9 2-982 C-8 B-4 B-10 2-983 C-8 B-4 B-11 2-984 C-8 B-4
B-12 2-985 C-8 B-5 B-5 2-986 C-8 B-5 B-6 2-987 C-8 B-5 B-7 2-988
C-8 B-5 B-8 2-989 C-8 B-5 B-9 2-990 C-8 B-5 B-10 2-991 C-8 B-5 B-11
2-992 C-8 B-5 B-12 2-993 C-8 B-6 B-6 2-994 C-8 B-6 B-7 2-995 C-8
B-6 B-8 2-996 C-8 B-6 B-9 2-997 C-8 B-6 B-10 2-998 C-8 B-6 B-11
2-999 C-8 B-6 B-12 2-1000 C-8 B-7 B-7 2-1001 C-8 B-7 B-8 2-1002 C-8
B-7 B-9 2-1003 C-8 B-7 B-10 2-1004 C-8 B-7 B-11 2-1005 C-8 B-7 B-12
2-1006 C-8 B-8 B-8 2-1007 C-8 B-8 B-9 2-1008 C-8 B-8 B-10 2-1009
C-8 B-8 B-11 2-1010 C-8 B-8 B-12 2-1011 C-8 B-9 B-9 2-1012 C-8 B-9
B-10 2-1013 C-8 B-9 B-11 2-1014 C-8 B-9 B-12 2-1015 C-8 B-10 B-10
2-1016 C-8 B-10 B-11 2-1017 C-8 B-10 B-12 2-1018 C-8 B-11 B-11
2-1019 C-8 B-11 B-12 2-1020 C-8 B-12 B-12 2-1021 C-9 B-1 B-1 2-1022
C-9 B-1 B-2 2-1023 C-9 B-1 B-3 2-1024 C-9 B-1 B-4 2-1025 C-9 B-1
B-5 2-1026 C-9 B-1 B-6 2-1027 C-9 B-1 B-7 2-1028 C-9 B-1 B-8 2-1029
C-9 B-1 B-9 2-1030 C-9 B-1 B-10 2-1031 C-9 B-1 B-11 2-1032 C-9 B-1
B-12 2-1033 C-9 B-2 B-1 2-1034 C-9 B-2 B-2 2-1035 C-9 B-2 B-3
2-1036 C-9 B-2 B-4 2-1037 C-9 B-2 B-5 2-1038 C-9 B-2 B-6 2-1039 C-9
B-2 B-7 2-1040 C-9 B-2 B-8 2-1041 C-9 B-2 B-9 2-1042 C-9 B-2 B-10
2-1043 C-9 B-2 B-11 2-1044 C-9 B-2 B-12 2-1045 C-9 B-3 B-1 2-1046
C-9 B-3 B-2 2-1047 C-9 B-3 B-3 2-1048 C-9 B-3 B-4 2-1049 C-9 B-3
B-5 2-1050 C-9 B-3 B-6 2-1051 C-9 B-3 B-7 2-1052 C-9 B-3 B-8 2-1053
C-9 B-3 B-9 2-1054 C-9 B-3 B-10 2-1055 C-9 B-3 B-11 2-1056 C-9 B-3
B-12
TABLE-US-00020 TABLE 20 *--Y.sup.3-- *--Y.sup.4-- Cmpd No. Grp 5
Ar.sup.2 Ar.sup.3 2-1057 C-9 B-4 B-1 2-1058 C-9 B-4 B-2 2-1059 C-9
B-4 B-3 2-1060 C-9 B-4 B-4 2-1061 C-9 B-4 B-5 2-1062 C-9 B-4 B-6
2-1063 C-9 B-4 B-7 2-1064 C-9 B-4 B-8 2-1065 C-9 B-4 B-9 2-1066 C-9
B-4 B-10 2-1067 C-9 B-4 B-11 2-1068 C-9 B-4 B-12 2-1069 C-9 B-5 B-1
2-1070 C-9 B-5 B-2 2-1071 C-9 B-5 B-3 2-1072 C-9 B-5 B-4 2-1073 C-9
B-5 B-5 2-1074 C-9 B-5 B-6 2-1075 C-9 B-5 B-7 2-1076 C-9 B-5 B-8
2-1077 C-9 B-5 B-9 2-1078 C-9 B-5 B-10 2-1079 C-9 B-5 B-11 2-1080
C-9 B-5 B-12 2-1081 C-9 B-6 B-1 2-1082 C-9 B-6 B-2 2-1083 C-9 B-6
B-3 2-1084 C-9 B-6 B-4 2-1085 C-9 B-6 B-5 2-1086 C-9 B-6 B-6 2-1087
C-9 B-6 B-7 2-1088 C-9 B-6 B-8 2-1089 C-9 B-6 B-9 2-1090 C-9 B-6
B-10 2-1091 C-9 B-6 B-11 2-1092 C-9 B-6 B-12 2-1093 C-9 B-7 B-1
2-1094 C-9 B-7 B-2 2-1095 C-9 B-7 B-3 2-1096 C-9 B-7 B-4 2-1097 C-9
B-7 B-5 2-1098 C-9 B-7 B-6 2-1099 C-9 B-7 B-7 2-1100 C-9 B-7 B-8
2-1101 C-9 B-7 B-9 2-1102 C-9 B-7 B-10 2-1103 C-9 B-7 B-11 2-1104
C-9 B-7 B-12 2-1105 C-9 B-8 B-1 2-1106 C-9 B-8 B-2 2-1107 C-9 B-8
B-3 2-1108 C-9 B-8 B-4 2-1109 C-9 B-8 B-5 2-1110 C-9 B-8 B-6 2-1111
C-9 B-8 B-7 2-1112 C-9 B-8 B-8 2-1113 C-9 B-8 B-9 2-1114 C-9 B-8
B-10 2-1115 C-9 B-8 B-11 2-1116 C-9 B-8 B-12 2-1117 C-9 B-9 B-1
2-1118 C-9 B-9 B-2 2-1119 C-9 B-9 B-3 2-1120 C-9 B-9 B-4 2-1121 C-9
B-9 B-5 2-1122 C-9 B-9 B-6 2-1123 C-9 B-9 B-7 2-1124 C-9 B-9 B-8
2-1125 C-9 B-9 B-9 2-1126 C-9 B-9 B-10 2-1127 C-9 B-9 B-11 2-1128
C-9 B-9 B-12 2-1129 C-9 B-10 B-1 2-1130 C-9 B-10 B-2 2-1131 C-9
B-10 B-3 2-1132 C-9 B-10 B-4 2-1133 C-9 B-10 B-5 2-1134 C-9 B-10
B-6 2-1135 C-9 B-10 B-7 2-1136 C-9 B-10 B-8 2-1137 C-9 B-10 B-9
2-1138 C-9 B-10 B-10 2-1139 C-9 B-10 B-11 2-1140 C-9 B-10 B-12
2-1141 C-9 B-11 B-1 2-1142 C-9 B-11 B-2 2-1143 C-9 B-11 B-3 2-1144
C-9 B-11 B-4 2-1145 C-9 B-11 B-5 2-1146 C-9 B-11 B-6 2-1147 C-9
B-11 B-7 2-1148 C-9 B-11 B-8 2-1149 C-9 B-11 B-9 2-1150 C-9 B-11
B-10 2-1151 C-9 B-11 B-11 2-1152 C-9 B-11 B-12 2-1153 C-9 B-12 B-1
2-1154 C-9 B-12 B-2 2-1155 C-9 B-12 B-3 2-1156 C-9 B-12 B-4 2-1157
C-9 B-12 B-5 2-1158 C-9 B-12 B-6 2-1159 C-9 B-12 B-7 2-1160 C-9
B-12 B-8 2-1161 C-9 B-12 B-9 2-1162 C-9 B-12 B-10 2-1163 C-9 B-12
B-11 2-1164 C-9 B-12 B-12 2-1165 C-10 B-1 B-1 2-1166 C-10 B-1 B-2
2-1167 C-10 B-1 B-3 2-1168 C-10 B-1 B-4 2-1169 C-10 B-1 B-5 2-1170
C-10 B-1 B-6 2-1171 C-10 B-1 B-7 2-1172 C-10 B-1 B-8 2-1173 C-10
B-1 B-9 2-1174 C-10 B-1 B-10 2-1175 C-10 B-1 B-11 2-1176 C-10 B-1
B-12 2-1177 C-10 B-2 B-2 2-1178 C-10 B-2 B-3 2-1179 C-10 B-2 B-4
2-1180 C-10 B-2 B-5 2-1181 C-10 B-2 B-6 2-1182 C-10 B-2 B-7 2-1183
C-10 B-2 B-8 2-1184 C-10 B-2 B-9 2-1185 C-10 B-2 B-10 2-1186 C-10
B-2 B-11 2-1187 C-10 B-2 B-12 2-1188 C-10 B-3 B-3
TABLE-US-00021 TABLE 21 *--Y.sup.3-- *--Y.sup.4-- Cmpd No. Grp 5
Ar.sup.2 Ar.sup.3 2-1189 C-10 B-3 B-4 2-1190 C-10 B-3 B-5 2-1191
C-10 B-3 B-6 2-1192 C-10 B-3 B-7 2-1193 C-10 B-3 B-8 2-1194 C-10
B-3 B-9 2-1195 C-10 B-3 B-10 2-1196 C-10 B-3 B-11 2-1197 C-10 B-3
B-12 2-1198 C-10 B-4 B-4 2-1199 C-10 B-4 B-5 2-1200 C-10 B-4 B-6
2-1201 C-10 B-4 B-7 2-1202 C-10 B-4 B-8 2-1203 C-10 B-4 B-9 2-1204
C-10 B-4 B-10 2-1205 C-10 B-4 B-11 2-1206 C-10 B-4 B-12 2-1207 C-10
B-5 B-5 2-1208 C-10 B-5 B-6 2-1209 C-10 B-5 B-7 2-1210 C-10 B-5 B-8
2-1211 C-10 B-5 B-9 2-1212 C-10 B-5 B-10 2-1213 C-10 B-5 B-11
2-1214 C-10 B-5 B-12 2-1215 C-10 B-6 B-6 2-1216 C-10 B-6 B-7 2-1217
C-10 B-6 B-8 2-1218 C-10 B-6 B-9 2-1219 C-10 B-6 B-10 2-1220 C-10
B-6 B-11 2-1221 C-10 B-6 B-12 2-1222 C-10 B-7 B-7 2-1223 C-10 B-7
B-8 2-1224 C-10 B-7 B-9 2-1225 C-10 B-7 B-10 2-1226 C-10 B-7 B-11
2-1227 C-10 B-7 B-12 2-1228 C-10 B-8 B-8 2-1229 C-10 B-8 B-9 2-1230
C-10 B-8 B-10 2-1231 C-10 B-8 B-11 2-1232 C-10 B-8 B-12 2-1233 C-10
B-9 B-9 2-1234 C-10 B-9 B-10 2-1235 C-10 B-9 B-11 2-1236 C-10 B-9
B-12 2-1237 C-10 B-10 B-10 2-1238 C-10 B-10 B-11 2-1239 C-10 B-10
B-12 2-1240 C-10 B-11 B-11 2-1241 C-10 B-11 B-12 2-1242 C-10 B-12
B-12
[0072] According to an example embodiment, the second host compound
may be represented by the Chemical Formula 5,
##STR00025##
[0073] According to the present example embodiment, in the Chemical
Formula 5,
[0074] Ar.sup.4 is a substituted or unsubstituted C6 to C30 aryl
group, a substituted or unsubstituted C2 to C30 heteroaryl group,
or a combination thereof,
[0075] Y.sup.5 is a single bond, a substituted or unsubstituted C1
to C20 alkylene group, a substituted or unsubstituted C2 to C20
alkenylene group, a substituted or unsubstituted C6 to C30 arylene
group, a substituted or unsubstituted C2 to C30 heteroarylene
group, or a combination thereof, and
[0076] R.sup.12 to R.sup.20 are each independently hydrogen,
deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a
substituted or unsubstituted C6 to C30 aryl group, a substituted or
unsubstituted C2 to C30 heteroaryl group, or a combination
thereof.
[0077] According to an example embodiment, in the Chemical Formula
5, Ar.sup.4 may be a substituent having hole characteristics, for
example, a substituted or unsubstituted phenyl group, a substituted
or unsubstituted biphenyl group, a substituted or unsubstituted
terphenyl group, a substituted or unsubstituted naphthyl group, a
substituted or unsubstituted anthracenyl group, a substituted or
unsubstituted carbazolyl group, a substituted or unsubstituted
benzofuranyl group, a substituted or unsubstituted benzothiophenyl
group, a substituted or unsubstituted fluorenyl group, a
substituted or unsubstituted dibenzothiophenyl group, a substituted
or unsubstituted dibenzofuranyl group, or a combination
thereof.
[0078] According to an example embodiment, the second host compound
represented by the Chemical Formula 5 may be one of compounds
listed in the following Group 6,
##STR00026## ##STR00027## ##STR00028## ##STR00029##
##STR00030##
[0079] According to an example embodiment, the second host compound
may be represented by the Chemical Formula 6 and 7,
##STR00031##
[0080] According to the present example embodiment, in the Chemical
Formula 6 and 7,
[0081] Ar.sup.5 is a substituted or unsubstituted C6 to C30 aryl
group, a substituted or unsubstituted C2 to C30 heteroaryl group,
or a combination thereof,
[0082] Y.sup.6 and Y.sup.7 are each independently a single bond, a
substituted or unsubstituted C1 to C20 alkylene group, a
substituted or unsubstituted C2 to C20 alkenylene group, a
substituted or unsubstituted C6 to C30 arylene group, a substituted
or unsubstituted C2 to C30 heteroarylene group, or a combination
thereof, and
[0083] R.sup.21 to R.sup.38 are each independently hydrogen,
deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a
substituted or unsubstituted C6 to C30 aryl group, a substituted or
unsubstituted C2 to C30 heteroaryl group, or a combination
thereof.
[0084] According to an example embodiment, in the Chemical Formula
6, Ar.sup.5 may be a substituent having hole characteristics, for
example, a substituted or unsubstituted phenyl group, a substituted
or unsubstituted biphenyl group, a substituted or unsubstituted
terphenyl group, a substituted or unsubstituted naphthyl group, a
substituted or unsubstituted anthracenyl group, a substituted or
unsubstituted carbazolyl group, a substituted or unsubstituted
benzofuranyl group, a substituted or unsubstituted benzothiophenyl
group, a substituted or unsubstituted fluorenyl group, a
substituted or unsubstituted dibenzothiophenyl group, a substituted
or unsubstituted dibenzofuranyl group, or a combination
thereof.
[0085] According to an example embodiment, the second host compound
represented by the
[0086] Chemical Formula 6 and 7 may be one of compounds listed in
the following Group 7,
##STR00032## ##STR00033## ##STR00034## ##STR00035## ##STR00036##
##STR00037##
[0087] According to an example embodiment, the first host compound
is a compound having electron characteristics and the second host
compound is a compound having hole characteristics, and these two
may realize bipolar characteristics.
[0088] According to an example embodiment, the composition is
applied to an emission layer of an organic optoelectric device, and
thus good interface characteristics and hole and electron transport
capability may be improved.
[0089] The first host compound and the second host compound may be
included in a weight ratio of, for example, about 1:10 to about
10:1.
[0090] Within the range, when an emission layer is formed in an
appropriate weight ratio using electron transport capability of the
first host compound and hole transport capability of the second
host compound, bipolar characteristics may be realized and
efficiency and life-span may be improved.
[0091] The composition may further include at least one host
compound besides the first host compound and the second host
compound.
[0092] The composition may further include a dopant.
[0093] The dopant may be, for example, a red, green, or blue
dopant, for example, a phosphorescent dopant.
[0094] The dopant may be mixed with the first host compound and the
second host compound in a small amount to cause light emission, and
may be generally a material such as a metal complex that emits
light by multiple excitation into a triplet or more.
[0095] The dopant may be, for example, an inorganic, organic, or
organic/inorganic compound, and one or more kinds thereof may be
used.
[0096] Examples of the phosphorescent dopant may be an organic
metal compound including Ir, Pt, Os, Ti, Zr, Hf, Eu, Tb, Tm, Fe,
Co, Ni, Ru, Rh, Pd, or a combination thereof.
[0097] The phosphorescent dopant may be, for example, one of
compounds represented by the following Chemical Formulae A to C,
etc.
##STR00038##
[0098] According to an example embodiment, the composition may form
a film using a dry film-forming method such as chemical vapor
deposition.
[0099] Hereinafter, an organic optoelectric device to which the
composition according to an embodiment is applied is described.
[0100] The organic optoelectric device may be a device to convert
electrical energy into photoenergy or vice versa, and may be, for
example, an organic photoelectric device, an organic light emitting
diode, an organic solar cell, an organic photo-conductor drum,
etc.
[0101] An organic light emitting diode as one example of an organic
optoelectric device according to an embodiment will now be
described referring to drawings.
[0102] FIGS. 1 and 2 illustrate cross-sectional views of organic
light emitting diodes according to example embodiments.
[0103] Referring to FIG. 1, an organic optoelectric device 100
according to an example embodiment includes an anode 120 and a
cathode 110 facing each other, and an organic layer 105 interposed
between the anode 120 and cathode 110.
[0104] The anode 120 may be made of a conductor having a large work
function to help hole injection, and may be, for example, metal,
metal oxide, and/or a conductive polymer.
[0105] The anode 120 may be, for example, a metal nickel, platinum,
vanadium, chromium, copper, zinc, gold, and the like, or an alloy
thereof; metal oxide such as zinc oxide, indium oxide, indium tin
oxide (ITO), indium zinc oxide (IZO), and the like; a combination
of metal and oxide such as ZnO and Al or SnO.sub.2 and Sb; a
conductive polymer such as poly(3-methylthiophene),
poly(3,4-(ethylene-1,2-dioxy)thiophene) (PEDT), polypyrrole, and
polyaniline, etc.
[0106] The cathode 110 may be made of a conductor having a small
work function to help electron injection, and may be, for example,
metal, metal oxide and/or a conductive polymer.
[0107] The cathode 110 may be, for example, a metal or an alloy
thereof such as magnesium, calcium, sodium, potassium, titanium,
indium, yttrium, lithium, gadolinium, aluminum silver, tin, lead,
cesium, barium, and the like; a multi-layer structure material such
as LiF/Al, LiO.sub.2/Al, LiF/Ca, LiF/Al and BaF.sub.2/Ca, etc.
[0108] The organic layer 105 may include an emission layer 130
including the composition according to an embodiment. The emission
layer 130 may include, for example, the above composition.
[0109] Referring to FIG. 2, an organic light emitting diode 200
further includes a hole auxiliary layer 140 as well as an emission
layer 130.
[0110] The hole auxiliary layer 140 may further increase hole
injection and/or hole mobility between the anode 120 and emission
layer 130, and block electrons.
[0111] The hole auxiliary layer 140 may be, for example, a hole
transport layer (HTL), a hole injection layer (HIL), and/or an
electron blocking layer, and may include at least one layer.
[0112] In an example embodiment, an organic light emitting diode
may further include an electron transport layer (ETL), an electron
injection layer (EIL), a hole injection layer (HIL), and the like,
as an organic thin layer 105 in FIG. 1 or FIG. 2.
[0113] The organic light emitting diodes 100 and 200 may be
manufactured by, for example, forming an anode or a cathode on a
substrate, forming an organic layer in accordance with a dry
coating method such as evaporation, sputtering, plasma plating, and
ion plating; and forming a cathode or an anode thereon.
[0114] The organic light emitting diode may be applied to an
organic light emitting diode (OLED) display.
[0115] The following Examples and Comparative Examples are provided
in order to highlight characteristics of one or more embodiments,
but it will be understood that the Examples and Comparative
Examples are not to be construed as limiting the scope of the
embodiments, nor are the Comparative Examples to be construed as
being outside the scope of the embodiments. Further, it will be
understood that the embodiments are not limited to the particular
details described in the Examples and Comparative Examples.
[0116] Synthesis of Organic Compound
EXAMPLE 1
Synthesis of First Host Compound
[0117] A compound 1-705 as a specific example of the first compound
was synthesized through two steps according to the following
Reaction Scheme 1.
##STR00039##
[0118] First step; Synthesis of
11-phenyl-11,12-dihydroindolo[2,3-a]carbazole
[0119] 78.35 g (305.69 mmol) of
11,12-dihydroindolo[2,3-a]carbazole, 26.8 mL (254.74 mmol) of
bromobenzene, 26.93 g (280.22 mmol) of NaOt-Bu, and 7 g (7.64 mmol)
of Pd.sub.2(dba).sub.3 were suspended in 1400 mL of toluene, 3.64
mL (15.28 mmol) of P(t-Bu).sub.3 was added thereto, and the mixture
was refluxed and agitated for 12 hours.
[0120] Distilled water was added thereto for extraction, and an
organic layer produced therein was filtered with silica gel.
[0121] After removing an organic solution therefrom, a solid
product was recrystallized with dichloromethane and n-hexane,
obtaining 46.2 g of 11-phenyl-11,12-dihydroindolo [2,3-a]carbazole
(yield: 55%, LC Mass M+H.sup.+=333.13).
[0122] Second step; Synthesis of Compound 1-705
[0123] 46.2 g (138.99 mmol) of
11-phenyl-11,12-dihydroindolo[2,3-a]carbazole and 37.2 g (138.99
mmol) of 2-chloro-4,6-diphenyl-1,3,5-triazine, 16.03 g (166.79
mmol) of NaOt-Bu, and 7.63 g (8.34 mmol) of Pd.sub.2(dba).sub.3
were suspended in 500 mL of toluene, 12.2 mL (25.02 mmol) of
P(t-Bu).sub.3 was added thereto, and the mixture was refluxed and
agitated for 12 hours.
[0124] Subsequently, distilled water was added thereto for
extraction, and an organic layer produced therein was filtered with
silica gel.
[0125] After removing an organic solution therefrom, a solid
product was dissolved in a small amount of dichloromethane, the
solution was dropped in methanol for precipitation, and
dichloromethane and n-hexane were used for recrystallization,
obtaining 27.5 g of a compound 1-705 (a yield: 35%, LC Mass
M+H.sup.+=564.22).
EXAMPLES 2 to 6
Preparation of Compound
[0126] A compound was synthesized according to the same method as
Example 1 except for using two starting materials provided in the
following Table instead of the starting material (corresponding to
a starting material 1 in the following Table 22) and A-1
(corresponding to a starting material 2 in the following Table 22)
in Example 1,
TABLE-US-00022 TABLE 22 Yield (%) LC- Mass Ex- Starting material
Starting (M + amples 1 material 2 Product H.sup.+) 2 ##STR00040##
##STR00041## ##STR00042## 52% 563.22 3 ##STR00043## ##STR00044##
##STR00045## 48% 562.23 4 ##STR00046## ##STR00047## ##STR00048##
65% 564.21 5 ##STR00049## ##STR00050## ##STR00051## 61% 563.22 6
##STR00052## ##STR00053## ##STR00054## 59% 562.22
EXAMPLE 7
Synthesis of Second Host Compound [Chemical Formula 4]
[0127] A synthesis method is the same as the following Reaction
Scheme 2.
##STR00055##
[0128] First step; Synthesis of Compound 2-943
[0129] 9.97 g (30.95 mmol) of phenylcarbazolylbromide, 9.78 g
(34.05 mmol) of phenylcarbazolylboronic acid, and 12.83 g (92.86
mmol) of potassium carbonate, and 1.07 g (0.93 mmol) of
tetrakis-(triphenylphosphine)palladium (0) were suspended in 120 mL
of toluene and 50 mL of distilled water, and the suspended solution
was refluxed and agitated for 12 hours.
[0130] Dichloromethane and distilled water were used for
extraction, and an organic layer produced therein was filtered with
silica gel.
[0131] After removing an organic solution therefrom, a solid
product was recrystallized with dichloromethane and n-hexane,
obtaining 13.8 g of a compound represented by Chemical Formula
2-943 (yield: 92%, LC Mass M+H.sup.+=485.20).
EXAMPLES 8 to 14
Preparation of Compound
[0132] The following compounds 2-944, 2-946, 2-949, 2-655, 2-658,
2-511, and 2-514 were synthesized according to the same method as
Example 7 except for using starting materials provided in the
following Table instead of the phenylcarbazolylbromide
(corresponding to a starting material 1 in the following Table 23)
and the phenylcarbazolylboronic acid (corresponding to a starting
material 2 in the following Table 23) in Example 7,
TABLE-US-00023 TABLE 23 Starting Starting material Examples
material 1 2 8 ##STR00056## ##STR00057## 9 ##STR00058##
##STR00059## 10 ##STR00060## ##STR00061## 11 ##STR00062##
##STR00063## 12 ##STR00064## ##STR00065## 13 ##STR00066##
##STR00067## 14 ##STR00068## ##STR00069## Yield (%) Examples
Product LC-Mass (M + H.sup.+) 8 ##STR00070## 90% 561.23 9
##STR00071## 85% 637.27 10 ##STR00072## 82% 601.26 11 ##STR00073##
84% 485.19 12 ##STR00074## 80% 637.28 13 ##STR00075## 82% 485.19 14
##STR00076## 83% 637.27
EXAMPLE 15
Synthesis of Second Host Compound [Chemical Formula 5]
[0133] An intermediate product was synthesized through two steps as
shown in the following Reaction Scheme 3 referring to KR 1247626
(Cheil Industries, Inc., Registered Patent).
##STR00077##
[0134] A compound 3-1 represented by Chemical Formula 5 as a
specific example of a second host compound was synthesized
according to the following Reaction Scheme 4.
##STR00078##
[0135] First step; Synthesis of Compound 3-1
[0136] 10 g (24.66 mmol) of spirofluorenoindenocarbazole, 2.59 mL
(27.13 mmol) of bromobenzene, 4.74 g (49.32 mmol) of NaOt-Bu, and
0.23 g (0.25 mmol) of Pd.sub.2(dba).sub.3 were suspended in 100 mL
of toluene, 0.6 mL (2.47 mmol) of P(t-Bu).sub.3 was added thereto,
and the mixture was refluxed and agitated for 12 hours.
[0137] Dichloromethane and distilled water were used for
extraction, and an organic layer produced therein was filtered with
silica gel.
[0138] After removing an organic solution therein and performing
silica gel column with hexane: dichloromethane=8:2 (v/v), a solid
product was recrystallized with dichloromethane and n-hexane,
obtaining 10.9 g of a compound 3-1 (yield: 92%, LC Mass
M+H.sup.+=482.20).
EXAMPLE 16 to 20
Preparation of Compound
[0139] The following compounds 3-2, 3-5, 3-7, 3-11, and 3-14 were
obtained according to the same method as Example 15 except for
using each starting material provided in the following Table
instead of the spirofluorenoindenocarbazole (corresponding to a
starting material 1 in the following Table 24) and bromobenzene
(corresponding to a starting material 2 in the following Table 24)
in Example 15,
TABLE-US-00024 TABLE 24 Yield (%) LC- Mass Ex- Starting material
Starting (M + amples 1 material 2 Product H.sup.+) 16 ##STR00079##
##STR00080## ##STR00081## 90% 558.21 17 ##STR00082## ##STR00083##
##STR00084## 85% 572.20 18 ##STR00085## ##STR00086## ##STR00087##
87% 598.25 19 ##STR00088## ##STR00089## ##STR00090## 85% 647.25 20
##STR00091## ##STR00092## ##STR00093## 84% 647.24
EXAMPLE 21
Synthesis of Second Host Compound [Chemical Formulas 6 to 7]
[0140] A compound 4-1 represented by the following Reaction Scheme
5 as a specific example of a second host compound was synthesized
as follows.
##STR00094##
[0141] First step; Synthesis of Compound 4-1
[0142] 10 g (34.83 mmol) of phenylcarbazolylboronic acid, 11.77 g
(38.31 mmol) of 2-bromotriphenylene, 14.44 g (104.49 mmol) of
potassium carbonate, and 0.80 g (0.7 mmol) of
tetrakis-(triphenylphosphine)palladium (0) were suspended in 140 mL
of toluene and 50 mL of distilled water, and the suspended solution
was refluxed and agitated for 12 hours.
[0143] Dichloromethane and distilled water were used for
extraction, and an organic layer produced therein was filtered with
silica gel.
[0144] After removing an organic solution therefrom and performing
silica gel column with hexane: dichloromethane=7:3 (v/v), a solid
product was recrystallized with dichloromethane and n-hexane,
obtaining a compound 4-1 14.4 g (yield: 88%, LC Mass
M+H.sup.+=470.19).
EXAMPLES 22 to 25
Preparation of Compound
[0145] Compounds 4-2, 4-5, 4-8, and 4-15 were synthesized according
to the same method as Example 21 except for using starting
materials provided in the following Table instead of the
phenylcarbazolylboronic acid (corresponding to a starting material
1 in the following Table 25) and the 2-bromotriphenylene
(corresponding to a starting material 2 in the following Table 25)
in Example 21.
TABLE-US-00025 TABLE 25 Yield (%) LC- Mass Ex- Starting material (M
+ amples Starting material 1 2 Product H.sup.+) 22 ##STR00095##
##STR00096## ##STR00097## 89% 470.18 23 ##STR00098## ##STR00099##
##STR00100## 87% 622.25 24 ##STR00101## ##STR00102## ##STR00103##
85% 586.25 25 ##STR00104## ##STR00105## ##STR00106## 85% 470.19
##STR00107##
Example 26
Manufacture of Organic Light Emitting Diode
[0146] A 1000 .ANG.-thick ITO was used as an anode, and a 1000
.ANG.-thick aluminum (Al) was used as a cathode.
[0147] Specifically, an organic light emitting diode was
manufactured by manufacturing the anode by cutting an ITO glass
substrate having 15.OMEGA./cm.sup.2 of sheet resistance into a size
of 50 mm.times.50 mm.times.0.7 mm and cleaning with a ultrasonic
wave in acetone, isopropyl alcohol, and pure water respectively for
5 minutes, and with UV ozone for 30 minutes.
[0148] On the substrate upper, a 800 .ANG.-thick hole transport
layer (HTL) was formed by depositing
N4,N4'-di(naphthalen-1-yl)-N4,N4'-diphenylbiphenyl-4,4'-diamine
(NPB) (80 nm) with a vacuum degree of 650.times.10.sup.-7 Pa at a
deposition speed ranging from 0.1 to 0.3 nm/s.
[0149] Subsequently, a 300 .ANG.-thick emission layer was formed by
vacuum-depositing the compound 1-705 obtained under the same vacuum
deposition condition in Example 1 and the compound 2-943 according
to Example 7 in a weight ratio of 1:1 and, simultaneously, doping
the host with Ir(ppy).sub.3 as a phosphorescent dopant.
[0150] Herein, 10 wt % of the phosphorescent dopant was deposited
by adjusting a speed of depositing the phosphorescent dopant based
on 100 wt % of the total amount of the emission layer.
[0151] On the emission layer, a 50 .ANG.-thick hole-blocking layer
was formed by using
bis(2-methyl-8-quinolinolate)-4-(phenylphenolato)aluminum (BAlq)
under the same deposition condition.
[0152] Subsequently, a 250 .ANG.-thick electron transport layer
(ETL) was formed by depositing Alq3 under the same vacuum
deposition condition.
[0153] LiF and Al were sequentially deposited to form a cathode on
the electron transport layer (ETL), manufacturing an organic
photoelectric device.
[0154] The organic photoelectric device has a structure of ITO/NPB
(80 nm)/EML (a compound 1-705 (45 wt %)+a compound 2-943 (45 wt
%)+Ir(PPy)3 (10 wt %), 30 nm)/Balq (5 nm)/Alq3 (25 nm)/LiF (1
nm)/Al (100 nm).
EXAMPLE 27
[0155] An organic light emitting diode was manufactured according
to the same method as Example 26 except for depositing a compound
1-705 and a compound 2-943 in a weight ratio of 4:1 instead of the
compound 1-705 and the compound 2-943 in a weight ratio of 1:1 in
Example 26.
EXAMPLE 28
[0156] An organic light emitting diode was manufactured according
to the same method as Example 26 except for using a compound 1-705
and a compound 2-943 in a weight ratio of 1:4 instead of the
compound 1-705 and the compound 2-943 in a weight ratio of 1:1 in
Example 26.
EXAMPLE 29
[0157] An organic light emitting diode was manufactured according
to the same method as Example 26 except for using a compound 1-705
and a compound 3-1 in a weight ratio of 1:1 instead of the compound
1-705 and the compound 2-943 in a weight ratio of 1:1 in Example
26.
EXAMPLE 30
[0158] An organic light emitting diode was manufactured according
to the same method as Example 26 except for using a compound 1-705
and a compound 4-1 in a weight ratio of 1:1 instead of the compound
1-705 and the compound 2-943 in a weight ratio of 1:1 in Example
26.
EXAMPLE 31
[0159] An organic light emitting diode was manufactured according
to the same method as Example 30 except for using a compound 1-705
and a compound 4-1 in a weight ratio of 4:1 instead of the compound
1-705 and the compound 4-1 in a weight ratio of 1:1 in Example
30.
EXAMPLE 32
[0160] An organic light emitting diode was manufactured according
to the same method as Example 30 except for using a compound 1-705
and a compound 4-1 in a weight ratio of 1:4 instead of the compound
1-705 and the compound 4-1 in a weight ratio of 1:1 in Example
30.
EXAMPLE 33
[0161] An organic light emitting diode was manufactured according
to the same method as Example 30 except for using a compound 1-705
and a compound 4-15 in a weight ratio of 1:1 instead of the
compound 1-705 and the compound 4-1 in a weight ratio of 1:1 in
Example 30.
Comparative Example 1
[0162] An organic light emitting diode was manufactured according
to the same method as Example 26 except for only depositing a
compound 1-705 as a host instead of the compound 1-705 and the
compound 2-943 in a weight ratio of 1:1 in Example 26.
Comparative Example 2
[0163] An organic light emitting diode was manufactured according
to the same method as Example 26 except for only depositing a
compound 2-943 as a host instead of the compound 1-705 and the
compound 2-943 in a weight ratio of 1:1 in Example 26.
Comparative Example 3
[0164] An organic light emitting diode was manufactured according
to the same method as Example 29 except for only depositing a
compound 3-1 as a host instead of the compound 1-705 and the
compound 3-1 in a weight ratio of 1:1 in Example 29.
Comparative Example 4
[0165] An organic light emitting diode was manufactured according
to the same method as Example 30 except for only depositing a
compound 4-1 as a host instead of the compound 1-705 and the
compound 4-1 in a weight ratio of 1:1 in Example 30.
Comparative Example 5
[0166] An organic light emitting diode was manufactured according
to the same method as Example 26 except for depositing a compound
1-705 and a comparative compound having the following structure
formula, HOST-1, in a weight ratio of 1:1 instead of the compound
1-705 and the compound 2-943 in a weight ratio of 1:1 in Example
26.
##STR00108##
[0167] Evaluation
[0168] Current density and luminance changes depending on a voltage
and luminous efficiency of each organic light emitting diode
according to Examples 1 to 8 and Comparative Examples 1 to 5 were
measured.
[0169] The measurements were specifically performed in the
following method, and the results were provided in the following
Table 26.
[0170] (1) Measurement of Current Density Change Depending on
Voltage Change
[0171] Current values flowing in the unit device of the
manufactured organic light emitting diodes were measured for, while
increasing the voltage from 0 V to 10 V using a current-voltage
meter (Keithley 2400), and the measured current values were divided
by an area to provide the results.
[0172] (2) Measurement of Luminance Change Depending on Voltage
Change
[0173] Luminance of the manufactured organic light emitting diodes
was measured for luminance, while increasing the voltage from 0 V
to 10 V using a luminance meter (Minolta Cs-1000A).
[0174] (3) Measurement of Luminous Efficiency
[0175] Current efficiency (cd/A) at the same current density (10
mA/cm.sup.2) were calculated by using the luminance, current
density, and voltages (V) from the items 1) current density change
depending on voltage change and 2) luminance change depending on
voltage change.
[0176] (4) Measurement of Life-Span
[0177] Luminance (cd/m.sup.2) was maintained at 5000 cd/m.sup.2 and
a time at current efficiency (cd/A) decreases to 95% was
measured.
TABLE-US-00026 TABLE 26 95% life-span Driving Color (h) Compound
used in voltage (EL Efficiency @ 5000 emission layer (V) color)
(cd/A) cd/m.sup.2 Example 26 1-705 + 2-943 1:1 3.8 Green 52.9 260
Example 27 1-705 + 2-943 4:1 3.9 Green 37.1 330 Example 28 1-705 +
2-943 1:4 5.3 Green 24.5 40 Example 29 1-705 + 3-1 1:1 5.5 Green
25.2 70 Example 30 1-705 + 4-1 1:1 4.3 Green 26.3 340 Example 31
1-705 + 4-1 4:1 4.3 Green 36.8 360 Example 32 1-705 + 4-1 1:4 5.1
Green 45.3 300 Example 33 1-705 + 4-15 1:1 4.8 Green 24.1 230
Comparative 1-705 4.3 Green 24.2 240 Example 1 Comparative 2-943
7.1 Green 1.7 -- Example 2 Comparative 3-1 8.5 Green 25.6 --
Example 3 Comparative 4-1 7.9 Green 16.5 22 Example 4 Comparative
1-705 + HOST-1 1:1 5.0 Green 22.9 200 Example 5
[0178] From the Table 26, the organic light emitting diodes
according to Examples 26 to 33 showed remarkably improved luminous
efficiency and life-span compared with the organic light emitting
diodes according to Comparative Examples 1 to 3.
[0179] Specifically, the organic light emitting diodes according to
Example 30 to Example 32 showed improved efficiency and superbly
improved life-span compared with each comparative example,
Comparative Examples 1 and 4.
[0180] By way of summation and review, examples of an organic
optoelectric device may include an organic photoelectric device, an
organic light emitting diode, an organic solar cell, and an organic
photo-conductor drum, and the like. Among them, the organic light
emitting diode (OLED) has recently drawn attention due to an
increase in demand for flat panel displays. The organic light
emitting diode converts electrical energy into light by applying
current to an organic light emitting material, and has a structure
in which an organic layer is interposed between an anode and a
cathode. The organic layer may include an emission layer and an
auxiliary layer, and the auxiliary layer may include at least one
selected from, for example, a hole injection layer, a hole
transport layer, an electron blocking layer, an electron transport
layer, an electron injection layer, and a hole blocking layer,
which may help improve efficiency and stability of an organic light
emitting diode.
[0181] Performance of an organic light emitting diode may be
affected by characteristics of the organic layer, and among them,
may be mainly affected by characteristics of an organic material of
the organic layer.
[0182] Increasing hole and electron mobility, and simultaneously
increasing electrochemical stability of an organic material may be
useful for application of the organic light emitting diode to a
large-size flat panel display.
[0183] As described above, an embodiment provides a composition
that may help realize an organic optoelectric device having high
efficiency and long life-span. Efficiency and life-span may be
improved due to bipolar characteristics of the hole transportable
host and the electron transportable host.
[0184] Example embodiments have been disclosed herein, and although
specific terms are employed, they are used and are to be
interpreted in a generic and descriptive sense only and not for
purpose of limitation. In some instances, as would be apparent to
one of ordinary skill in the art as of the filing of the present
application, features, characteristics, and/or elements described
in connection with a particular embodiment may be used singly or in
combination with features, characteristics, and/or elements
described in connection with other embodiments unless otherwise
specifically indicated. Accordingly, it will be understood by those
of skill in the art that various changes in form and details may be
made without departing from the spirit and scope of the present
invention as set forth in the following claims.
* * * * *