U.S. patent application number 09/808019 was filed with the patent office on 2001-11-08 for liquid crystal composition and liquid crystal display element.
Invention is credited to Kubo, Yasuhiro, Nakagawa, Etsuo, Yanai, Motoki.
Application Number | 20010038091 09/808019 |
Document ID | / |
Family ID | 18590536 |
Filed Date | 2001-11-08 |
United States Patent
Application |
20010038091 |
Kind Code |
A1 |
Yanai, Motoki ; et
al. |
November 8, 2001 |
Liquid crystal composition and liquid crystal display element
Abstract
The present invention provides a liquid crystal composition
comprising the compounds represented by the following formulas (I)
and (II) 1 wherein each R.sup.1 independently represents an alkyl
group having 1-10 carbon atoms or an alkenyl group having 2-10
carbon atoms; each R.sup.2 independently represents an alkyl or
alkoxy group having 1-10 carbon atoms or an alkenyl group having
2-10 carbon atoms; Z.sup.1 and Z.sup.2 represent
--CH.sub.2SiH.sub.2--, a single bond or --CH.sub.2CH.sub.2--, with
the proviso that one of Z.sup.1 and Z.sup.2 represents
--CH.sub.2SiH.sub.2-- and the other represents a single bond or
--CH.sub.2CH.sub.2--; A.sup.1, A.sup.2 and A.sup.3 each
independently represent a ring including aromatic, alicyclic and
heterocyclic groups; m and n are each independently 0 or 1; and
Z.sup.3 and Z.sup.4 each independently represent a single bond,
--CH.sub.2CH.sub.2--, --CF.sub.2O-- or --OCF.sub.2--. The
composition has a suitable .DELTA.n, a low viscosity, a largely
negative .DELTA..epsilon. and a broad nematic liquid crystal phase
range while satisfying various properties required for liquid
crystal compositions for AM-LCD.
Inventors: |
Yanai, Motoki;
(Ichihara-shi, JP) ; Kubo, Yasuhiro;
(Ichihara-shi, JP) ; Nakagawa, Etsuo;
(Ichihara-shi, JP) |
Correspondence
Address: |
WENDEROTH, LIND & PONACK, L.L.P.
2033 K STREET N. W.
SUITE 800
WASHINGTON
DC
20006-1021
US
|
Family ID: |
18590536 |
Appl. No.: |
09/808019 |
Filed: |
March 15, 2001 |
Current U.S.
Class: |
252/299.63 ;
252/299.66; 428/1.1 |
Current CPC
Class: |
C09K 19/42 20130101;
C09K 19/406 20130101; Y10T 428/10 20150115; C09K 2323/00
20200801 |
Class at
Publication: |
252/299.63 ;
252/299.66; 428/1.1 |
International
Class: |
C09K 019/30; C09K
019/12 |
Foreign Application Data
Date |
Code |
Application Number |
Mar 15, 2000 |
JP |
2000-072064 |
Claims
What is claimed is:
1. A liquid crystal composition comprising Component I selected
from the group consisting of the compounds represented by formula
(I), Component II selected from the group consisting of the
compounds represented by formula (II) and Component III selected
from the group consisting of the compounds represented by formulas
(III-1) and (III-2) 16wherein each R.sup.1 independently represents
an alkyl group having 1-10 carbon atoms or an alkenyl group having
2-10 carbon atoms; each R.sup.2 independently represents an alkyl
or alkoxy group having 1-10 carbon atoms, or an alkenyl group
having 2-10 carbon atoms; Z.sup.1 and Z.sup.2 represent
--CH.sub.2SiH.sub.2--, a single bond or --CH.sub.2CH.sub.2--, with
the proviso that one of Z.sup.1 and Z.sup.2 represents
--CH.sub.2SiH.sub.2-- and the other represents a single bond or
--CH.sub.2CH.sub.2--; ring A.sup.1 represents a
trans-1,4-cyclohexylene group, or a 1,4-phenylene group in which
one or more hydrogen atoms may be substituted with fluorine atoms;
m is 0 or 1, with the proviso that when m is 0, Z.sup.2 represents
--CH.sub.2SiH.sub.2--; Z.sup.3 and Z.sup.4 each independently
represent a single bond, --CH.sub.2CH.sub.2--, --CF.sub.2O-- or
--OCF.sub.2--; rings A.sup.2 and A.sup.3 represent a
tetrahydropyran-2,5-diyl group, a trans-1,4-cyclohexylene group, a
cyclohexa-1-ene-1,4-diyl group, or a 1,4-phenylene group in which
one or more hydrogen atoms may be substituted with fluorine atoms;
n is 0 or 1; with the proviso that when n=0 and Z.sup.4 represents
a single bond or --CH.sub.2CH.sub.2--, then ring A.sup.3 represents
a tetrahydropyran-2,5-diyl group; when n=0 and Z.sup.4 represents
--CF.sub.2O-- or --OCF.sub.2--, then ring A.sup.3 represents a
trans-1,4-cyclohexylene group or a cyclohexa-1-ene-1,4-diyl group;
when n=1 and Z.sup.3 and Z.sup.4 each independently represent a
single bond or --CH.sub.2CH.sub.2--, then one of rings A.sup.2 and
A.sup.3 represents a tetrahydropyran-2,5-diyl group; when n=1 and
Z.sup.3 and/or Z.sup.4 represent --CF.sub.2O-- or --OCF.sub.2--,
then rings A.sup.2 and A.sup.3 represent a trans-1,4-cyclohexylene
group, a cyclohexa-1-ene-1,4-diyl group, or a 1,4-phenylene group
in which one or more hydrogen atoms may be substituted with
fluorine atoms; each R.sup.3 independently represents an alkyl
group having 1-10 carbon atoms or an alkenyl group having 2-10
carbon atoms, in which one --CH.sub.2-- may be substituted with
--O--; ring A.sup.4 represents a 1,4-phenylene group or a
trans-1,4-cyclohexylene group; ring A.sup.5 represents a
trans-1,4-cyclohexylene group, or a 1,4-phenylene group in which
one or more hydrogen atoms may be substituted with fluorine atoms;
p, q and s are each independently 0 or 1 with the proviso that
(p+q) is 0 or 1.
2. A liquid crystal composition as claimed in claim 1, which
comprises 3-80% by weight of Component I, 3-80% by weight of
Component II and 1-80% by weight of Component III.
3. A liquid crystal composition as claimed in claim 1, which
further comprises Component IV selected from the group consisting
of the compounds represented by formula (IV) 17wherein R.sup.4
represents an alkyl group having 1-10 carbon atoms or an alkenyl
group having 2-10 carbon atoms, R.sup.5 represents an alkyl or
alkoxy group having 1-10 carbon atoms or an alkenyl group having
2-10 carbon atoms, Z.sup.5 and Z.sup.6 each independently represent
a single bond or --CH.sub.2CH.sub.2--, ring A.sup.6 represents a
1,4-phenylene group or a trans-1,4-cyclohexylene group, and t is 0
or 1.
4. A liquid crystal composition as claimed in claim 1, wherein the
clearing point (Tc) is 60 to 100.degree. C., the refractive
anisotropy (.DELTA.n) is 0.06 to 0.12 and the dielectric anisotropy
(.DELTA..epsilon.) is -6 to -1.
5. A liquid crystal display element containing the liquid crystal
composition as claimed in claim 1.
Description
FIELD OF THE INVENTION
[0001] The present invention relates to a nematic liquid crystal
composition having a negative dielectric anisotropy and to a liquid
crystal display element containing the composition. More
particularly, it relates to a liquid crystal composition having a
negative dielectric anisotropy which is used for an active matrix
liquid crystal display element, and to a liquid crystal display
element containing the composition.
BACKGROUND OF THE INVENTION
[0002] A liquid crystal display (LCD) element consumes less
electric power, and can be downsized and save weight as compared
with a cathode ray tube (CRT) display. Therefore, several kinds of
liquid crystal display systems such as twist nematic (TN), super
twist nematic (STN) and thin film transistor (TFT) modes have been
put to practical use. Among them, an active matrix liquid crystal
display element (AM-LCD) has been the focus of interest as the most
expected system because of its advanced colorization and
minuteness.
[0003] A liquid crystal composition used in AM-LCD is required to
have the following properties:
[0004] 1) high voltage holding ratio to maintain high contrast of
the liquid crystal display element,
[0005] 2) broad nematic phase range to cope with various
environments,
[0006] 3) suitable refractive anisotropy (.DELTA.n) in accordance
with cell thickness, and
[0007] 4) suitable threshold voltage in accordance with drive
circuit.
[0008] A drive system of AM-LCD has mainly been TN mode in which
twist angle of alignment of liquid crystal molecules between upper
and lower electrode substrates is 90 degrees. However, it has a
difficulty in applying for wide view displays because of the narrow
view angle. Some modes for improving view angle have been proposed
as follows:
[0009] a) IPS display mode in which a liquid crystal display
element shows homogeneous alignment of liquid crystal molecules
when voltage is unimpressed and the molecules rotate at an angle of
45 to 90 degrees within the same plane when voltage is impressed
(R. Kiefer, B. Weber, F. Windscheid and G. Baur, In-Plane Switching
of Nematic Liquid Crystals, JAPAN DISPLAY '92, p. 547; and
[0010] b) VA display mode in which a liquid crystal display element
shows homeotropic alignment when voltage is unimpressed and then
shows horizontal alignment in one direction when voltage is
impressed (K. Ohmuro, S. Kataoka, T. Sasaki and Y. Koike,
Development of Super-High-Image-Quality Vertical-Alignment-Mode
LCD, SID 97 Digest, p. 845).
[0011] These display systems have characteristics of quick response
and high contrast in addition to the wide view angle. Further, they
have a remarkable characteristic that they can comprise a liquid
crystal composition having a negative dielectric anisotropy
(.DELTA..epsilon.).
[0012] These drive systems utilize an electrically controlled
birefringence mode. A product (.DELTA.n.d) of refractive anisotropy
(.DELTA.n) and cell thickness (d) should be, for example,
.DELTA.n.d=approx. 0.275 .mu.m so as to provide a suitable
contrast. Accordingly, a .DELTA.n value should be 0.05 to 0.13 so
as to obtain a cell thickness of 2 to 6 .mu.m. Since response time
is proportioned to viscosity of a liquid crystal composition
(hereinafter referred to as .eta.), a liquid crystal composition is
required to have a small .eta.. Further, threshold voltage
decreases as an absolute value of dielectric anisotropy
(hereinafter referred to as .DELTA..epsilon.) increases, and
therefore, a liquid crystal composition is required to have a
largely negative .DELTA..epsilon..
[0013] Such a liquid crystal composition has been studied for
various purposes, but is always required to be much more
improved.
SUMMARY OF THE INVENTION
[0014] An object of the present invention is to provide a liquid
crystal composition applicable for the display systems of the above
a) and b), which can realize a wide view angle, a suitable
.DELTA.n, and particularly a largely negative dielectric
anisotropy, a broad range of nematic liquid crystal phase, a high
voltage holding ratio and a low viscosity while satisfying various
properties required for a liquid crystal composition for the
AM-LCD.
[0015] The present inventors have studied liquid crystal
compositions comprising various kinds of liquid crystalline
compounds to solve the above problems, and found that the object
can be achieved by a liquid crystal composition comprising several
compounds as Components I to III, thus attaining the present
invention.
[0016] The first liquid crystal composition of the present
invention is described below in the items (1) and (2).
[0017] (1) A liquid crystal composition comprising Component I
selected from the group consisting of the compounds represented by
formula (I), Component II selected from the group consisting of the
compounds represented by formula (II) and Component III selected
from the group consisting of the compounds represented by formulas
(III-1) and (III-2) 2
[0018] wherein each R.sup.1 independently represents an alkyl group
having 1-10 carbon atoms or an alkenyl group having 2-10 carbon
atoms; each R.sup.2 independently represents an alkyl or alkoxy
group having 1-10 carbon atoms, or an alkenyl group having 2-10
carbon atoms; Z.sup.1 and Z.sup.2 represent --CH.sub.2SiH.sub.2--,
a single bond or --CH.sub.2CH.sub.2--, with the proviso that one of
Z.sup.1 and Z.sup.2 represents --CH.sub.2SiH.sub.2-- and the other
represents a single bond or --CH.sub.2CH.sub.2--; ring A.sup.1
represents a trans-1,4-cyclohexylene group, or a 1,4-phenylene
group in which one or more hydrogen atoms may be substituted with
fluorine atoms; m is 0 or 1, with the proviso that when m is 0,
Z.sup.2 represents --CH.sub.2SiH.sub.2--; Z.sup.3 and Z.sup.4 each
independently represent a single bond, --CH.sub.2CH.sub.2--,
--CF.sub.2O-- or --OCF.sub.2--; rings A.sup.2 and A.sup.3 represent
a tetrahydropyran-2,5-diyl group, a trans-1,4-cyclohexylene group,
a cyclohexa-1-ene-1,4-diyl group, or a 1,4-phenylene group in which
one or more hydrogen atoms may be substituted with fluorine atoms;
n is 0 or 1; with the proviso that when n=0 and Z.sup.4 represents
a single bond or --CH.sub.2CH.sub.2--, then ring A.sup.3 represents
a tetrahydropyran-2,5-diyl group; when n=0 and Z.sup.4 represents
--CF.sub.2O-- or --OCF.sub.2--, then ring A.sup.3 represents a
trans-1,4-cyclohexylene group or a cyclohexa-1-ene-1,4-diyl group;
when n=1 and Z.sup.3 and Z.sup.4 each independently represent a
single bond or --CH.sub.2CH.sub.2--, then one of rings A.sup.2 and
A.sup.3 represents a tetrahydropyran-2,5-diyl group; when n=1 and
Z.sup.3 and/or Z.sup.4 represent --CF.sub.2O-- or --OCF.sub.2--,
then rings A.sup.2 and A.sup.3 represent a trans-1,4-cyclohexylene
group, a cyclohexa-1-ene-1,4-diyl group, or a 1,4-phenylene group
in which one or more hydrogen atoms may be substituted with
fluorine atoms; each R.sup.3 independently represents an alkyl
group having 1-10 carbon atoms or an alkenyl group having 2-10
carbon atoms, in which one --CH.sub.2-- may be substituted with
--O--; ring A.sup.4 represents a 1,4-phenylene group or a
trans-1,4-cyclohexylene group; ring A.sup.5 represents a
trans-1,4-cyclohexylene group, or a 1,4-phenylene group in which
one or more hydrogen atoms may be substituted with fluorine atoms;
p, q and s are each independently 0 or 1 with the proviso that
(p+q) is 0 or 1.
[0019] (2) A liquid crystal composition as described in the above
item (1), which comprises 3-80% by weight of Component I, 3-80% by
weight of Component II and 1-80% by weight of Component III.
[0020] The second liquid crystal composition of the present
invention is described below in the item (3).
[0021] (3) A liquid crystal composition as described in the above
item (1) or (2), which further comprises Component IV selected from
the group consisting of the compounds represented by formula (IV)
3
[0022] wherein R.sup.4 represents an alkyl group having 1-10 carbon
atoms or an alkenyl group having 2-10 carbon atoms, R.sup.5
represents an alkyl or alkoxy group having 1-10 carbon atoms or an
alkenyl group having 2-10 carbon atoms, Z.sup.5 and Z.sup.6 each
independently represent a single bond or --CH.sub.2CH.sub.2--, ring
A.sup.6 represents a 1,4-phenylene group or a
trans-1,4-cyclohexylene group, and t is 0 or 1.
[0023] The third liquid crystal composition of the present
invention is described below in the item (4).
[0024] (4) A liquid crystal composition as described in any one of
the items (1) to (3), wherein the clearing point (Tc) is 60 to
100.degree. C., the refractive anisotropy (.DELTA.n) is 0.06 to
0.12 and the dielectric anisotropy (.DELTA..epsilon.) is -6 to
-1.
[0025] The liquid crystal display element of the present invention
is described below in the item (5).
[0026] (5) A liquid crystal display element containing the liquid
crystal composition as described in any one of the items (1) to
(4).
DETAILED DESCRIPTION OF THE INVENTION
[0027] Component I of the liquid crystal composition according to
the present invention comprises the compounds represented by
formula (I), wherein the clearing point (Tc) is in the range of -50
to 100.degree. C., the refractive anisotropy (.DELTA.n) is in the
range of 0.05 to 0.170, and the dielectric anisotropy
(.DELTA..epsilon.) is in the range of -6 to -3. It is superior in
heat stability and chemical stability, and plays a role of
decreasing the threshold voltage of a liquid crystal composition
for TFT which requires high reliability. However, when a
composition having a negative .DELTA..epsilon. is prepared only
from Component I, the composition may not have a high clearing
point (Tc) or a suitable .DELTA.n, and compatibility of the
composition at low temperature may be lowered.
[0028] Among the compounds represented by formula (I) as Component
I, the following compounds are preferable. In the formulas, R.sup.1
and R.sup.2 each have the same meaning as defined above. 4
[0029] Component II comprises the compounds represented by formula
(II), wherein the clearing point (Tc) is in the range of -20 to
160.degree. C., the refractive anisotropy (.DELTA.n) is in the
range of 0.05 to 0.170, and the dielectric anisotropy
(.DELTA..epsilon.) is in the range of -7 to -3. It is superior in
heat stability and chemical stability, and plays a role of
decreasing the threshold voltage of a liquid crystal composition
for TFT which requires high reliability. However, when a
composition having a negative .DELTA..epsilon. is prepared only
from Component II, compatibility of the composition at low
temperature may be unfavorably lowered.
[0030] Among the compounds represented by formula (II) as Component
II, the following compounds are preferable. In the formulas,
R.sup.1 and R.sup.2 each have the same meaning as defined above.
5
[0031] Component III comprises the compounds represented by
formulas (III-1) and (III-2).
[0032] The compound represented by formula (III-1) has a clearing
point (Tc) of 20 to 80.degree. C., a refractive anisotropy
(.DELTA.n) of 0.01 to 0.08 and a dielectric anisotropy
(.DELTA..epsilon.) of approx. -1 to 0 as well as a low viscosity.
It is superior in heat stability, chemical stability and
compatibility, and plays a role of reducing .DELTA.n and viscosity,
and adjusting .DELTA..epsilon. of the composition.
[0033] The compound represented by formula (III-2) has a clearing
point (Tc) of 140 to 260.degree. C., a refractive anisotropy
(.DELTA.n) of 0.10 to 0.20 and a dielectric anisotropy
(.DELTA..epsilon.) of approx. 0. It is superior in heat stability,
chemical stability and compatibility, and plays a role of adjusting
.DELTA..epsilon. as well as elevating the clearing point (Tc) of
the composition. That is, Component III can provide a composition
having a well-adjusted clearing point (Tc), refractive anisotropy
(.DELTA.n) and dielectric anisotropy (.DELTA..epsilon.), as well as
a low viscosity and an excellent compatibility at low
temperature.
[0034] Among the compounds represented by formulas (III-1) and
(III-2) as Component III, the following compounds are preferable.
In the formulas, R.sup.1 and R.sup.2 each have the same meaning as
defined above. 6
[0035] Any combination of several kinds of compounds selected from
Components I, II and III, respectively, can provide a liquid
crystal composition for AM-LCD having a suitable .DELTA.n, a low
viscosity, a largely negative dielectric anisotropy, a broad
nematic liquid crystal phase range and a high voltage holding ratio
(VHR). Further, it can provide a composition having a clearing
point (Tc) of 60 to 100.degree. C., a refractive anisotropy
(.DELTA.n) of 0.06 to 0.12, a dielectric anisotropy
(.DELTA..epsilon.) of -6 to -1, a low viscosity and a broad nematic
liquid crystal phase range.
[0036] Component IV comprises the compounds represented by formula
(IV), which has a clearing point (Tc) of -20 to 180.degree. C., a
refractive anisotropy (.DELTA.n) of 0.06 to 0.21 and a dielectric
anisotropy (.DELTA..epsilon.) of approx. -7 to -3. It is superior
in heat stability and chemical stability, and plays a role of
decreasing threshold voltage of a liquid crystal composition for
TFT which requires high reliability.
[0037] Any combination of several kinds of compounds selected from
Components I to IV, respectively, can provide the present liquid
crystal composition for AM-LCD having a suitable .DELTA.n, a
largely negative dielectric anisotropy, a low viscosity, a broad
nematic liquid crystal phase range and a high voltage holding ratio
(VHR).
[0038] In the liquid crystal composition of the present invention,
the amount of Component I is preferably from 3 to 80% by weight.
More preferably it is 5 to 75% by weight. If the amount is less
than 3% by weight, the liquid crystal composition may unfavorably
have the small absolute value of .DELTA..epsilon. (negative value)
and the elevated threshold voltage. If the amount is more than 80%
by weight, the compatibility at low temperature may unfavorably be
lowered.
[0039] The amount of Component II is preferably from 3 to 80% by
weight. More preferably it is 5 to 75% by weight. If the amount is
less than 3% by weight, the liquid crystal composition may
unfavorably have the small absolute value of .DELTA..epsilon.
(negative value). If the amount is more than 80% by weight, the
compatibility at low temperature may unfavorably be lowered.
[0040] The amount of Component III is preferably 80% by weight or
less. If the amount is more than 80% by weight, the liquid crystal
composition may unfavorably have the small absolute value of
.DELTA..epsilon. (negative value) and the elevated threshold
voltage.
[0041] The compounds contained as components in the liquid crystal
composition of the present invention can be synthesized by the
methods described in the following references.
[0042] Regarding the compounds represented by formula (III-1) as
Component III, JP-A 59-70624 and JP-A 60-16940 describe methods for
preparation of the compounds represented by formula (III-1-1), and
JP-A 54-27546 describes a method for preparation of the compounds
represented by formula (III-1-4), respectively.
[0043] Regarding the compounds represented by formula (III-2) as
Component III, JP-A 57-165328 describes a method for preparation of
the compounds represented by formula in (III-2-1).
[0044] Regarding the compounds represented by formula (II) as
Component II, the compounds having a pyran ring represented by
formulas (II-1) to (II-20) can be prepared by hydrosilylation (G.
A. Kraus et al., J. Org. Chem., 46, 2417 (1981), G. A. Kraus et
al., J. Chem. Soc., Chem. Commun., 1568, (1986)) of the compounds
obtained from aldehyde derivatives and bromoacetic esters by
Refomatsky reaction (M. W. RATHKE et al., J. O. C., 35 (11), 3966
(1970), J. F. RUPPERT et al., J. O. C., 39(2), 269 (1974)), the
method of P. PICARD et al. (Synthesis, 550 (1981)), the method of
Yamaguchi et al. (Tetrahedron Lett., 25(11), 1159 (1984)) and the
like.
[0045] Regarding the compounds represented by formulas (II-21) to
(II-43), the compounds represented by formulas (II-22), (II-23) and
(II-33) to (II-43) which have --OCF.sub.2--as a connecting group
can be obtained by reacting carboxylic acid derivatives with
phenols or alcohols, carrying out condensation reaction by
dehydration to synthesize compounds having an ester group as a
connecting group, and then reacting the resultant ester derivatives
with a publicly known sulfurization agent such as Lawson's reagent
to synthesize compounds having a thiocarbonyl group, followed by
fluorinating the compounds using fluorinating agents such as
hydrogen fluoride pyridine (M. Kuroboshi et al., Chem. Lett., 827,
1992) and diethylaminosulfur trifluoride (William H. Bunnelle et
al., J. Org. Chem. 1990, 55, 768).
[0046] The compounds represented by formulas (II-21), (II-24) to
(II-32) can be similarly synthesized.
[0047] JP-A 6-228037 describes a method for preparation of the
compounds represented by formula (IV) as Component IV.
[0048] The compounds represented by formula (I) as Component I can
be synthesized by the same procedure as the compounds represented
by formula (IV), and a preparation method of compounds having a
silicon bond between rings is described in WO 96/02103. Thus, each
of the compounds as the component of the present liquid crystal
composition can be synthesized according to the prior art.
[0049] The liquid crystal compositions of the present invention can
be prepared by conventional methods per se. Typically, various
components are mixed and dissolved with each other at high
temperature.
[0050] The liquid crystal compositions of the present invention can
also be used for guest-host (GH) mode displays with the addition of
dichromatic dyes such as merocyanine, styryl, azo, azomethine,
azoxy, quinophthalone, anthraquinone and tetrazine. The liquid
crystal compositions of the present invention can also be used for
NCAP which is produced by microencapsulating nematic liquid
crystals, or polymer dispersed liquid crystal display (PDLCD)
element which is typified by the polymer network liquid crystal
display (PNLCD) element in which a three-dimensional matrix is
formed in liquid crystals. The compositions can also be used with
the addition of at least one chiral compound. In addition, the
compositions can also be used for electrically controlled
birefringence (ECB) mode or dynamic scattering (DS) mode
displays.
[0051] The present invention will be described in detail by the
following examples, but not limited thereto. In examples and
comparative examples, all the composition ratios are indicated in
terms of percentage by weight and the compounds used are
represented by symbols as defined in Table 1. Property data of the
liquid crystal compositions are shown in terms of clearing point
(Tc), lower temperature limit of the nematic liquid crystal phase
(T.sub.L), refractive anisotropy at 25.degree. C. (.DELTA.n),
dielectric anisotropy at 25.degree. C. (.DELTA..epsilon.),
viscosity at 20.degree. C. (.eta..sub.20) and voltage holding ratio
at 25.degree. C. and 80.degree. C. (VHR(25.degree. C.) and
VHR(80.degree. C.)). T.sub.L was determined by the liquid crystal
phase after the composition was allowed to stand for 30 days in the
respective freezers at 0.degree. C., -10.degree. C., -20.degree.
C., -30.degree. C. and -40.degree. C.
.DELTA..epsilon.(=.epsilon..sub.PA-.epsilon..sub.PE) is obtained by
measuring .epsilon..sub.PA (dielectric constant in the direction
parallel to symmetrical axis) and .epsilon..sub.PE (dielectric
constant in the direction perpendicular to symmetrical axis) using
homeotropically aligned cells and homogeneously aligned cells.
Voltage holding ratios (VHR) at 25.degree. C. and 80.degree. C.
were measured by an area method using TN cell, in which a holding
period was 16.6 msec and PIA-5210 manufactured by Chisso
Corporation was used as an aligning film.
1TABLE 1 Method for Designating Compounds by Using Symbols 7 1)
Left Terminal Group R- Symbol 3) Bonding Group --Z.sub.1--,
--Z.sub.n-- Symbol C.sub.nH.sub.2n+1-- n- --CH.sub.2-- 1
C.sub.nH.sub.2n+1OC.sub.mH.s- ub.2m-- nOm- --SiH.sub.2-- Si
CH.sub.2.dbd.CH-- V- --C.sub.2H.sub.4-- 2
CH.sub.2.dbd.CHC.sub.nH.sub.2n-- Vn- --COO-- E
C.sub.nH.sub.2n+1CH.dbd.CHC.sub.mH.sub.2m-- nVm- --CF.sub.2O-- CF2O
--OCF.sub.2-- OCF2 2) Ring Structure --(A.sub.1)--, --(A.sub.n)--
Symbol 4) Right Terminal Group-X Symbol 8 H --C.sub.nH.sub.2n+1 -n
9 B --OC.sub.nH.sub.2n+1 --On 10 B(F) --COOCH.sub.3 --EMe 11
B(2F,3F) --C.sub.nH.sub.2nOC.sub.mH.sub.2m+1 -nOm 12 Dh 13 Ch 5)
Examples of Designation Example 1: V2-H1SiB(2F,3F)-O2 14 Example 2:
1O1-HBBH-4 15
[0052] JP-A 6-228037 discloses an example of compounds having a
negative .DELTA..epsilon. and compositions comprising them.
Compositions A and C, which were disclosed in Examples 26 and 27 of
the gazette, respectively, were prepared to measure the above
physical properties. Comparative Example 1 (Composition A)
2 3-HBB(2F,3F)-1O1 10.0% ZLI-1132 90.0%
[0053] (Commercially available liquid crystal compound produced by
Merck)
[0054] Tc=74.9.degree. C.
[0055] T.sub.L<-20.degree. C.
[0056] .DELTA.n=0.139
[0057] .DELTA..epsilon.=9.7
[0058] .eta..sub.20=29.2 mpa.multidot.s
[0059] VHR(25.degree. C.)=95.8%
[0060] VHR(80.degree. C.)=48.5%
[0061] The composition of Comparative Example 1 has a positive
.DELTA..epsilon. and a remarkably low voltage holding ratio
(VHR).
[0062] Comparative Example 2 (Composition C)
3 5-HHB(2F,3F)-1O1 10.0% ZLI-1132 90.0%
[0063] Tc=77.0.degree. C.
[0064] T.sub.L<-20.degree. C.
[0065] .DELTA.n=0.133
[0066] 66 .epsilon.=9.7
[0067] .eta..sub.20=29.1 mPa.multidot.s
[0068] VHR(25.degree. C.)=96.1%
[0069] VHR(80.degree. C.)=48.7%
[0070] The composition of Comparative Example 2 has a positive
.DELTA..epsilon. and a remarkably low voltage holding ratio
(VHR).
[0071] Since the compositions of Comparative Examples 1 and 2
contain a large amount of compounds having a cyano group, the
voltage holding ratio (VHR) of the composition becomes so small
that the composition cannot apply for AM-LCD, and .DELTA..epsilon.
is a positive value.
EXAMPLE 1
[0072] The composition comprising the following components was
prepared.
4 Component I 3-H1SiB(2F,3F)-O2 6.0% 5-H1SiB(2F,3F)-O2 5.0%
3-HH1SiB(2F,3F)-1 5.0% 2-HH1SiB(2F,3F)-O2 12.0% 3-HH1SiB(2F,3F)-O2
9.0% 3-HH1SiB(2F,3F)-O3 5.0% 3-HB1SiB(2F,3F)-O2 3.0% Component II
3-DhB(2F,3F)-O2 5.0% 3-HDhB(2F,3F)-O2 10.0% 5-HDhB(2F,3F)-O2 10.0%
5-HHCF2OB(2F,3F)-O2 10.0% 3-HHOCF2B(2F,3F)-O1 5.0%
3-HB(2F,3F)OCF2B(2F,3F)-O1 5.0% Component III 3-HH-4 4.0% 3-HB-O2
3.0% 3-HH-EMe 3.0%
[0073] The composition had the following physical properties:
[0074] Tc=75.0.degree. C.
[0075] T.sub.L<-20.degree. C.
[0076] .DELTA.n=0.096
[0077] .DELTA..epsilon.=-4.6
[0078] .eta..sub.20=37.8 mPa.multidot.s
[0079] VHR(25.degree. C.)=99.1%
[0080] VHR(80.degree. C.)=98.1%
[0081] The composition of Example 1 has an especially largely
negative .DELTA..epsilon. and a very large voltage holding ratio
(VHR) as compared with those of Comparative Examples 1 and 2.
Accordingly, it is suitable for the display systems of the above a)
and b).
EXAMPLE 2
[0082] The composition comprising the following components was
prepared.
5 Component I 3-H1SiB(2F,3F)-O2 12.0% 5-H1SiB(2F,3F)-O2 12.0%
2-HH1SiB(2F,3F)-O2 15.0% 3-HH1SiB(2F,3F)-O2 13.0%
3-HH1SiB(2F,3F)-O3 13.0% 3-H1SiHB(2F,3F)-O2 3.0% 3-H1SiBB(2F,3F)-O2
3.0% Component II 3-HDhB(2F,3F)-O2 4.0% 5-HDhB(2F,3F)-O2 4.0%
3-BDhB(2F,3F)-O2 3.0% Component III 3-HB-O2 4.0% 3-HHB-1 8.0%
3-HHB-O1 6.0%
[0083] The composition had the following physical properties:
[0084] Tc=60.1.degree. C.
[0085] T.sub.L<-20.degree. C.
[0086] .DELTA.n=0.098
[0087] .DELTA..epsilon.=-3.6
[0088] .eta..sub.20=31.0 mPa.multidot.s
[0089] VHR(25.degree. C.)=99.2%
[0090] VHR(80.degree. C.)=98.4%
EXAMPLE 3
[0091] The composition comprising the following components was
prepared.
6 Component I V-H1SiB(2F,3F)-O2 3.0% 3-H1SiB(2F,3F)-O2 9.0%
5-H1SiB(2F,3F)-O2 12.0% 3-HH1SiB(2F,3F)-1 5.0% 2-HH1SiB(2F,3F)-O2
15.0% 3-HH1SiB(2F,3F)-O2 10.0% 3-HH1SiB(2F,3F)-O3 15.0%
3-H2H1SiB(2F,3F)-O2 5.0% Component II 5-HHCF2OB(2F,3F)-O2 6.0%
5-HBCF2OB(2F,3F)-O2 5.0% Component III 3-HD-O2 4.0% 3-HEB-O1 3.0%
1O1-HBBH-4 4.0% 3-HBBH-3 4.0%
[0092] The composition had the following physical properties:
[0093] Tc=65.5.degree. C.
[0094] T.sub.L<-20.degree. C.
[0095] .DELTA.n=0.101
[0096] .DELTA..epsilon.=-3.5
[0097] .eta..sub.20=32.0 mPa.multidot.s
[0098] VHR(25.degree. C.)=99.0%
[0099] VHR(80.degree. C.)=98.4%
EXAMPLE 4
[0100] The composition comprising the following components was
prepared.
7 Component I 3-H1SiB(2F,3F)-O2 9.0% 5-H1SiB(2F,3F)-O2 9.0%
3-HH1SiB(2F,3F)-1 6.0% 2-HH1SiB(2F,3F)-O2 15.0% 3-HH1SiB(2F,3F)-O2
13.0% 3-HH1SiB(2F,3F)-O3 13.0% 3-HB1SiB(2F,3F)-O2 3.0%
3-H1SiBB(2F,3F)-O2 3.0% Component II 3-BDhB(2F,3F)-O2 6.0%
5-HHCF2OB(2F,3F)-O2 3.0% 5-HBCF2OB(2F,3F)-O2 3.0%
3-HB(2F,3F)OCF2B(2F,3F)-O1 4.0% Component III 3-HB-O2 5.0% 3-HHB-3
8.0%
[0101] The composition had the following physical properties:
[0102] Tc=60.2.degree. C.
[0103] T.sub.L<-20.degree. C.
[0104] .DELTA.n=0.100
[0105] .DELTA..epsilon.=-3.9
[0106] .eta..sub.20=30.0 mPa.multidot.s
[0107] VHR(25.degree. C.)=99.2%
[0108] VHR(80.degree. C.)=98.0%
EXAMPLE 5
[0109] The composition comprising the following components was
prepared.
8 Component I 3-H1SiB(2F,3F)-O2 6.0% 2-HH1SiB(2F,3F)-O2 3.0%
3-HH1StB(2F,3F)-O2 3.0% Component II 3-DhB(2F,3F)-O2 7.0%
3-Dh2B(2F,3F)-O2 3.0% 3-HDhB(2F,3F)-O2 10.0% 5-HDhB(2F,3F)-O2 10.0%
3-H2DhB(2F,3F)-O2 5.0% 3-BDhB(2F,3F)-O2 16.0% 5-BDhB(2F,3F)-O2
16.0% 3-DhHB(2F,3F)-O2 5.0% Component III 3-HH-4 3.0% 1O1-HH-3 3.0%
3-HB-O2 3.0% 3-HB-O4 4.0% 3-HEH-5 3.0%
[0110] The composition had the following physical properties:
[0111] Tc=75.5.degree. C.
[0112] T.sub.L<-20.degree. C.
[0113] .DELTA.n=0.102
[0114] .DELTA..epsilon.=-4.7
[0115] .eta..sub.20=40.7 mPa.multidot.s
EXAMPLE 6
[0116] The composition comprising the following components was
prepared.
9 Component I 3-H1SiB(2F,3F)-O2 6.0% 2-HH1SiB(2F,3F)-1 4.0%
3-HH1SiB(2F,3F)-O2 4.0% Component II 3-HCF2OB(2F,3F)-O2 3.0%
3-HOCF2B(2F,3F)-O2 3.0% 3-ChOCF2B(2F,3F)-O2 3.0%
3-HHCF2OB(2F,3F)-O1 5.0% 5-HHCF2OB(2F,3F)-O2 9.0%
3-HBCF2OB(2F,3F)-O2 7.0% 5-HBCF2OB(2F,3F)-O2 7.0%
3-HChOCF2B(2F,3F)-O1 14.0% 3-HHOCF2B(2F,3F)-O1 4.0%
3-HBOCF2B(2F,3F)-O1 4.0% 3-HOCF2B(2F,3F)B(2F,3F)-O1 4.0% Component
III 3-HH-4 5.0% 3-HB-O2 6.0% 3-HB-O4 4.0% 3-HH-EMe 4.0% 3-HHB-1
4.0%
[0117] The composition had the following physical properties:
[0118] Tc=80.1.degree. C.
[0119] T.sub.L<-20.degree. C.
[0120] .DELTA.n=0.094
[0121] .DELTA..epsilon.=-3.1
[0122] .eta..sub.20=36.1 mPa.multidot.s
EXAMPLE 7
[0123] The composition comprising the following components was
prepared.
10 Component I 3-H1SiB(2F,3F)-O2 5.0% 2-HH1SiB(2F,3F)-O2 4.0%
Component II 3-DhB(2F,3F)-O2 5.0% 3-HDhB(2F,3F)-O2 12.0%
5-HDhB(2F,3F)-O2 8.0% 3-BDhB(2F,3F)-O2 5.0% 5-BDhB(2F,3F)-O2 5.0%
3-DhB(2F,3F)B(2F,3F)-O2 4.0% 5-HHCF2OB(2F,3F)-O2 5.0%
5-HBCF2OB(2F,3F)-O2 6.0% 3-HCF2OHB(2F,3F)-O2 5.0%
3-HChOCF2B(2F,3F)-O1 5.0% 3-HCF2OBB(2F,3F)-O2 5.0%
3-HBOCF2B(2F,3F)-O1 5.0% 3-HB(2F,3F)OCF2B(2F,3F)-O1 5.0% Component
III 3-HH-4 8.0% 3-HB-O2 4.0% 3-HH-EMe 4.0%
[0124] The composition had the following physical properties:
[0125] Tc=94.0.degree. C.
[0126] T.sub.L<-20.degree. C.
[0127] .DELTA.n=0.099
[0128] .DELTA..epsilon.=-4.5
[0129] .eta..sub.20=42.0 mPa.multidot.s
EXAMPLE 8
[0130] The composition comprising the following components was
prepared.
11 Component I 3-H1SiB(2F,3F)-O2 5.0% V2-H1SiB(2F,3F)-O2 5.0%
2-HH1SiB(2F,3F)-O2 7.0% 3-HH1SiB(2F,3F)-V 3.0% 3-HH1SiB(2F,3F)-O2
12.0% 3-HH1SiB(2F,3F)-O3 7.0% 1V2-HH1SiB(2F,3F)-O2 5.0% Component
II 3-DhB(2F,3F)-O2 7.0% 3-HDhB(2F,3F)-O2 10.0% V2-HDhB(2F,3F)-O2
5.0% 5-HDhB(2F,3F)-O2 15.0% 3-BDhB(2F,3F)-O2 4.0% 5-BDhB(2F,3F)-O2
4.0% Component III 3-HH-4 3.0% 3-HB-O2 4.0% V-HHB-3 4.0%
[0131] The composition had the following physical properties:
[0132] Tc=72.8.degree. C.
[0133] T.sub.L<-20.degree. C.
[0134] .DELTA.n=0.104
[0135] .DELTA..epsilon.=-5.1
[0136] .eta..sub.20=38.3 mPa.multidot.s
[0137] VHR(25.degree. C.)=99.2%
[0138] VHR(80.degree. C.)=98.0%
EXAMPLE 9
[0139] The composition comprising the following components was
prepared.
12 Component I 3-H1SiB(2F,3F)-O2 5.0% 5-H1SiB(2F,3F)-O2 5.0%
2-HH1SiB(2F,3F)-O2 10.0% 3-HH1SiB(2F,3F)-O2 12.0%
3-HH1SiB(2F,3F)-03 12.0% Component II 3-HCF2OB(2F,3F)-O2 5.0%
5-HHCF2OB(2F,3F)-O2 12.0% 5-HBCF2OB(2F,3F)-O2 8.0%
3-HCF2OBB(2F,3F)-O2 4.0% 3-HChOCF2B(2F,3F)-O1 4.0%
3-HHOCF2B(2F,3F)-O1 4.0% 3-HB(2F,3F)OCF2B(2F,3F)-O2 8.0% Component
III V-HH-3 3.0% 3-HB-O2 4.0% 3-HH-EMe 4.0%
[0140] The composition had the following physical properties:
[0141] Tc=75.3.degree. C.
[0142] T.sub.L<-20.degree. C.
[0143] .DELTA.n=0.098
[0144] .DELTA..epsilon.=-3.9
[0145] .eta..sub.20=37.6 mPa.multidot.s
[0146] VHR(25.degree. C.)=99.0%
[0147] VHR(80.degree. C.)=98.3%
EXAMPLE 10
[0148] The composition comprising the following components was
prepared.
13 Component I 3-H1SiB(2F,3F)-O2 8.0% 5-H1SiB(2F,3F)-O2 8.0%
2-HH1SiB(2F,3F)-O2 10.0% 3-HH1SiD(2F,3F)-O2 12.0%
3-HH1SiB(2F,3F)-O3 10.0% Component II 3-DhB(2F,3F)-O2 5.0%
5-DhB(2F,3F)-O2 5.0% Component III 3-HH-4 4.0% 3-HEH-5 4.0% 3-HB-O2
8.0% 3-HEB-O3 4.0% 4-HEB-O1 4.0% 1O1-HBBH-4 6.0% 1O1-HBBH-5 6.0%
3-HBBH-3 3.0% 3-HBB(F)H-3 3.0%
[0149] The composition had the following physical properties:
[0150] Tc=84.3.degree. C.
[0151] T.sub.L<-20.degree. C.
[0152] .DELTA.n=0.098
[0153] .DELTA..epsilon.=-2.9
[0154] .eta..sub.20=30.0 mPa.multidot.s
EXAMPLE 11
[0155] The composition comprising the following components was
prepared.
14 Component I 3-H1SiB(2F,3F)-O2 5.0% 5-H1SiB(2F,3F)-O2 5.0%
2-HH1SiB(2F,3F)-O2 15.0% 3-HH1SiB(2F,3F)-O2 15.0%
3-HH1SiB(2F,3F)-O3 14.0% 3-H2H1SiB(2F,3F)-O2 5.0%
3-H1SiHB(2F,3F)-O2 5.0% Component II 3-HHCF2OB(2F,3F)-1 4.0%
3-HHCF2OB(2F,3F)-O2 6.0% 5-HHCF2OB(2F,3F)-O2 5.0% Component III
3-HB-O2 10.0% 3-HB-O4 4.0% 3-HEH-3 4.0% 3-HHB-1 3.0%
[0156] The composition had the following physical properties:
[0157] Tc=68.7.degree. C.
[0158] T.sub.L<-20.degree. C.
[0159] .DELTA.n=0.094
[0160] .DELTA..epsilon.=-3.6
[0161] .eta..sub.20=26.0 mPa.multidot.s
EXAMPLE 12
[0162] The composition comprising the following components was
prepared.
15 Component I 3-H1SiB(2F,3F)-O2 8.0% 5-H1SiB(2F,3F)-O2 8.0%
2-HH1SiB(2F,3F)-O2 10.0% 3-HH1SiB(2F,3F)-O2 12.0%
3-HH1SiB(2F,3F)-O3 6.0% 3-HB1SiB(2F,3F)-O2 4.0% Component II
3-HDhB(2F,3F)-O2 3.0% 3-BDhB(2F,3F)-O2 3.0% 5-HHCF2OB(2F,3F)-O2
3.0% 5-HBCF2OB(2F,3F)-O2 3.0% Component III 3-HB-O2 10.0% 3-HH-EMe
4.0% 3-HEB-O3 4.0% 4-HEB-O1 4.0% 3-HHB-3 4.0% 1O1-HBBH-4 7.0% The
other component 3-HHEBH-3 4.0% 3-HHEBH-5 3.0%
[0163] The composition had the following physical properties:
[0164] Tc=80.1.degree. C.
[0165] T.sub.L<-20.degree. C.
[0166] .DELTA.n=0.098
[0167] .DELTA..epsilon.=-2.6
[0168] .eta..sub.20=30.1 mPa.multidot.s
EXAMPLE 13
[0169] The composition comprisisng the following components was
prepared
16 Component I 3-H1SiB(2F,3F)-O2 5.0% 3-HH1SiB(2F,3F)-O2 5.0%
Component II 3-DhB(2F,3F)-O2 7.0% 3-HDhB(2F,3F)-O2 15.0%
5-HDhB(2F,3F)-O2 15.0% 3-BDhB(2F,3F)-O2 10.0% Component III 2-HH-3
5.0% 3-HH-4 5.0% 3-HB-O2 4.0% 3-HB-O4 5.0% 3-HEH-3 4.0% 3-HH-EMe
4.0% 3-HBBH-3 4.0% 3-HBB(F)H-5 4.0% The other component 3-HHEH-3
8.0%
[0170] The composition had the following physical properties:
[0171] Tc=91.5.degree. C.
[0172] T.sub.L<-20.degree. C.
[0173] .DELTA.n=0.089
[0174] .DELTA..epsilon.=-3.5
[0175] .eta..sub.20=32.7 mPa.multidot.s
EXAMPLE 14
[0176] The composition comprising the following components was
prepared.
17 Component I 3-H1SiB(2F,3F)-O2 6.0% 2-HH1SiB(2F,3F)-O2 6.0%
Component II 3-HCF2OB(2F,3F)-O2 5.0% 3-HOCF2B(2F,3F)-O2 5.0%
5-HHCF2OB(2F,3F)-O2 10.0% 3-HCF2OHB(2F,3F)-O2 5.0%
5-HBCF2OB(2F,3F)-O2 15.0% 5-HChOCF2E(2F,3F)-O1 5.0%
3-HBOCF2B(2F,3F)-O1 5.0% Component III 3-HH-4 12.0% 3-HB-O2 12.0%
3-HH-EMe 6.0% 3-HHB-3 8.0%
[0177] The composition had the following physical properties:
[0178] Tc=76.8.degree. C.
[0179] T.sub.L<-20.degree. C.
[0180] .DELTA.n=0.086
[0181] .DELTA..epsilon.=-2.6
[0182] .eta..sub.2032 26.8 mPa.multidot.s
EXAMPLE 15
[0183] The composition comprising the following components was
prepared.
18 Component I 2-HH1SiB(2F,3F)-O2 5.0% 3-HH1SiB(2F,3F)-O2 6.0%
Component II 3-HDhB(2F,3F)-O2 6.0% 5-HDhB(2F,3F)-O2 12.0%
3-DhH2B(2F,3F)-O2 6.0% 5-HHCF2OB(2F,3F)-O2 8.0% 5-HBCF2OB(2F,3F)-O2
8.0% 3-HChOCF2B(2F,3F)-O1 5.0% 3-HDOCF2B(2F,3F)-O1 5.0% Component
III 3-HH-4 12.0% V2-HH-4 5.0% 3-HB-O2 12.0% 2-HH-EMe 4.0% 3-HH-EMe
6.0%
[0184] The composition had the following physical properties:
[0185] Tc=87.5.degree. C.
[0186] T.sub.L<-20.degree. C.
[0187] .DELTA.n=0.087
[0188] .DELTA..epsilon.=-3.5
[0189] .eta..sub.20=29.5 mPa.multidot.s
EXAMPLE 16
[0190] The composition comprising the following components was
prepared.
19 Component I 3-H1SiB(2F,3F)-O2 5.0% 5-H1SiB(2F,3F)-O2 6.0%
2-HH1SiD(2F,3F)-O2 6.0% 3-HH1SiB(2F,3F)-O2 9.0% 3-HB1SiB(2F,3F)-O2
3.0% 3-H1SiHB(2F,3F)-O2 4.0% Component II 3-DhB(2F,3F)-O2 5.0%
3-HDhB(2F,3F)-O2 5.0% V-HDhB(2F,3F)-O2 5.0% 5-HDhB(2F,3F)-O2 11.0%
3-BDhB(2F,3F)-O2 5.0% Component III 2-HH-3 5.0% V-HH-5 10.0%
3-HB-O2 8.0% 3-HB-O4 4.0% V-HHB-3 3.0% 1O1-HBBH-5 6.0%
[0191] The composition had the following physical properties:
[0192] Tc=71.5.degree. C.
[0193] T.sub.L<-20.degree. C.
[0194] .DELTA.n=0.095
[0195] .DELTA..epsilon.=-3.5
[0196] .eta..sub.20=27.5 mPa.multidot.s
EXAMPLE 17
[0197] The composition comprising the following components was
prepared.
20 Component I 3-H1SiB(2F,3F)-O2 5.0% 5-H1SiB(2F,3F)-O2 5.0%
2-HH1SiB(2F,3F)-O2 10.0% 3-HH1SiB(2F,3F)-O2 12.0% Component II
3-HCF2OB(2F,3F)-O2 8.0% 3-HOCF2B(2F,3F)-O2 8.0% 5-HHCF2OB(2F,3F)-O2
4.0% 3-HChOCF2B(2F,3F)-O1 5.0% 3-HB(2F,3F)OCF2B(2F,3F)-O1 5.0%
Component III 2-HH-3 5.0% 3-HH-4 5.0% 3-HB-O2 8.0% 3-HB-O4 4.0%
3-HHB-3 5.0% 1O1-HBBH-5 6.0% The other component 3-HHEH-3 5.0%
[0198] The composition had the following physical properties:
[0199] Tc=65.2.degree. C.
[0200] T.sub.L<-20.degree. C.
[0201] .DELTA.n=0.084
[0202] .DELTA..epsilon.=-2.7
[0203] .eta..sub.20=24.6 mPa.multidot.s
EXAMPLE 18
[0204] The composition comprising the following components was
prepared.
21 Component I 3-H1SiB(2F,3F)-O2 5.0% 5-H1SiB(2F,3F)-O2 5.0%
2-HH1SiB(2F,3F)-O2 10.0% 3-HH1SiB(2F,3F)-O2 12.0% Component II
3-HDhB(2F,3F)-O2 8.0% 5-HDhB(2F,3F)-O2 8.0% 3-HOCF2B(2F,3F)-O2 8.0%
5-HHCF2OB(2F,3F)-O2 3.0% 5-HBCF2OB(2F,3F)-O2 5.0% Component III
2-HH-3 5.0% 3-HH-4 8.0% 3-HB-O2 8.0% 3-HEB-O3 4.0% 4-HEB-O1 4.0%
3-HHB-3 3.0% 1O1-HBBH-5 4.0%
[0205] The composition had the following physical properties:
[0206] Tc=68.1.degree. C.
[0207] T.sub.L<-20.degree. C.
[0208] .DELTA.n=0.086
[0209] .DELTA..epsilon.=-3.2
[0210] .eta..sub.20=26.8 mPa.multidot.s
EXAMPLE 19
[0211] The composition comprising the following components was
prepared.
22 Component I 2-HH1SiB(2F,3F)--O2 6.0% 3-HH1SiB(2F,3F)--O2 6.0%
Component II 3-HDhB(2F,3F)--O2 6.0% 5-HDhB(2F,3F)--O2 6.0%
Component III 2-HH-3 6.0% 3-HH-4 10.0% 3-HB--O2 16.0% 3-HB--O4 4.0%
2-HH--EMe 4.0% 3-HH--EMe 15.0% 3-HHB-1 8.0% 3-HHB-3 8.0% 3-HHB--O1
5.0%
[0212] The composition had the following physical properties:
[0213] Tc=80.4.degree. C.
[0214] T.sub.L<-20.degree. C.
[0215] .DELTA.n=0.077
[0216] .DELTA..epsilon.=-1.4
[0217] .eta..sub.20=14.3 mPa.multidot.s
EXAMPLE 20
[0218] The composition comprising the following components was
prepared.
23 Component I 3-H1SiB(2F,3F)--O2 7.0% 3-HH1SiB(2F,3F)--O2 7.0%
Component II 5-HHCF2OB(2F,3F)--O2 6.0% 5-HBCF2OB(2F,3F)--O2 4.0%
5-HChOCF2B(2F,3F)--O1 5.0% Component III 3-HH-4 12.0% 3-HB--O2
16.0% 3-HB--O4 4.0% 2-HH--EMe 5.0% 3-HH--EMe 16.0% 3-HHB-1 8.0%
3-HHB-3 10.0%
[0219] The composition had the following physical properties:
[0220] Tc=71.6.degree. C.
[0221] T.sub.L<-20.degree. C.
[0222] .DELTA.n=0.077
[0223] .DELTA..epsilon.=-1.1
[0224] .eta..sub.20=14.4 mPa.multidot.s
EXAMPLE 21
[0225] The composition comprising the following components was
prepared.
24 Component I 3-H1SiB(2F,3F)--O2 7.0% 3-HH1SiB(2F,3F)--O2 5.0%
3-HH1SiB(2F,3F)--O3 5.0% Component II 5-HDhB(2F,3F)--O3 6.0%
3-HCF2OB(2F,3F)--O2 5.0% 5-HBCF2OB(2F,3F)--O2 5.0% Component III
3-HH-4 12.0% 3-HB--O2 16.0% 2-HH--EMe 5.0% 3-HH--EMe 16.0% 3-HHB-1
8.0% 3-HHB-3 10.0%
[0226] The composition had the following physical properties:
[0227] Tc=68.3.degree. C.
[0228] T.sub.L<-20.degree. C.
[0229] .DELTA.n=0.076
[0230] .DELTA..epsilon.=-1.4
[0231] .eta..sub.20 32 15.3 mPa.multidot.s
EXAMPLE 22
[0232] The composition comprising the following components was
prepared.
25 Component I 2-HH1SiE(2F,3F)--O2 10.0% 3-HH1SiB(2F,3F)--O2 7.0%
3-HB1SiB(2F,3F)--O2 3.0% Component II 3-DhB(2F,3F)--O2 5.0%
3-HDhB(2F,3F)--O2 10.0% 5-HDhB(2F,3F)--O2 10.0% 3-BDhB(2F,3F)--O2
5.0% Component III 3-HH-4 8.0% 3-HB--O2 8.0% 3-HH--EMe 5.0% 3-HHB-3
4.0% 3-HBBH-3 5.0% Component IV 3-HB(2F,3F)--O2 5.0%
5-HB(2F,3F)--O2 5.0% 3-HBB(2F,3F)--O2 5.0% 3-HHB(2F,3F)--O2
5.0%
[0233] The composition had the following physical properties:
[0234] TC=90.3.degree. C.
[0235] T.sub.L<-20.degree. C.
[0236] .DELTA.n=0.100
[0237] .DELTA..epsilon.=-4.1
[0238] .eta..sub.20=33.3 mPa.multidot.s
EXAMPLE 23
[0239] The composition comprising the following components was
prepared.
26 Component I 3-H1SiB(2F,3F)--O2 6.0% 2-HH1SiB(2F,3F)--O2 6.0%
3-HH1SiB(2F,3F)--O2 6.0% Component II 3-HOCF2B(2F,3F)--O2 10.0%
5-HHCF2OB(2F,3F)--O2 10.0% 3-HChOCF2B(2F,3F)--O1 5.0% Component III
3-HH-4 8.0% 3-HH--EMe 5.0% 3-HHB-3 4.0% Component IV
3-HB(2F,3F)--O2 4.0% 3-H2B(2F,3F)--O2 4.0% 5-HB(2F,3F)--O2 8.0%
5-HBB(2F,3F)-3 4.0% 3-HBB(2F,3F)--O2 6.0% 3-H2BB(2F,3F)--O2 4.0%
3-HHB(2F,3F)--O2 6.0% V--HHB(2F,3F)--O2 4.0%
[0240] The composition had the following physical properties:
[0241] Tc=78.1.degree. C.
[0242] T.sub.L<-20.degree. C.
[0243] .DELTA.n=0.100
[0244] .DELTA..epsilon.=-3.8
[0245] .eta..sub.20=31.0 mPa.multidot.s
EXAMPLE 24
[0246] The composition comprising the following components was
prepared.
27 Component I 3-H1SiB(2F,3F)--O2 5.0% 5-H1SiB(2F,3F)--O2 5.0%
2-HH1SiB(2F,3F)--O2 10.0% 3-HH1SiB(2F,3F)--O2 10.0% Component II
3-HDhB(2F,3F)--O2 5.0% 5-HDhB(2F,3F)--O2 5.0% 3-HHCF2OB(2F,3F)--O2
5.0% 3-HBCF2OB(2F,3F)--O2 5.0% Component III 2-HH-5 4.0% 3-HH-4
4.0% 3-HB--O2 4.0% 3-HB--O4 4.0% 3-HHB-3 4.0% Component IV
3-HB(2F,3F)--O2 5.0% V-HB(2F,3F)--O2 5.0% 3-HBB(2F,3F)--O2 5.0%
V-HBB(2F,3F)--O2 5.0% 3-HHB(2F,3F)--O2 5.0% 5-HHB(2F,3F)--O2
5.0%
[0247] The composition had the following physical properties:
[0248] Tc=79.0.degree. C.
[0249] T.sub.L<-20.degree. C.
[0250] .DELTA.n=0.103
[0251] .DELTA..epsilon.=-4.1
[0252] .eta..sub.20=28.5 mPa.multidot.s
[0253] VHR(25.degree. C.)=99.1%
[0254] VHR(80.degree. C.)=97.9%
EXAMPLE 25
[0255] The composition comprising the following components was
prepared.
28 Component I 3-H1SiB(2F,3F)--O2 9.0% 5-H1SiB(2F,3F)--O2 8.0%
3-HH1SiB(2F,3F)--O2 12.0% 5-HH1SiB(2F,3F)--O2 6.0%
3-HH1SiB(2F,3F)--O3 12.0% Component II 3-HBOCF2B(2F,3F)--O2 16.0%
5-HBOCF2B(2F,3F)--O2 16.0% Component III 3-HH-4 11.0% 3-HB--O2
10.0%
[0256] The composition had the following physical properties:
[0257] Tc=62.3.degree. C.
[0258] T.sub.L<-20.degree. C.
[0259] .DELTA.n=0.095
[0260] .DELTA..epsilon.=-3.7
[0261] .eta..sub.20=28.6 mPa.multidot.s
[0262] VHR(25.degree. C.)=98.8%
[0263] VHR(80.degree. C.)=97.8%
EXAMPLE 26
[0264] The composition comprising the following components was
prepared.
29 Component I 3-H1SiB(2F,3F)--O2 10.0% 5-H1SiB(2F,3F)--O2 9.0%
3-HH1SiB(2F,3F)--O2 12.0% 5-HH1SiB(2F,3F)--O2 5.0%
3-HH1SiB(2F,3F)--O3 12.0% Component II 3-HHCF2OB(2F,3F)--O2 14.0%
5-HHCF2OB(2F,3F)--O2 14.0% Component III 3-HH-4 11.0% 3-HB--O2
13.0%
[0265] The composition had the following physical properties:
[0266] Tc=69.4.degree. C.
[0267] T.sub.L<-20.degree. C.
[0268] .DELTA.n=0.085
[0269] .DELTA..epsilon.=-3.4
[0270] .eta..sub.20=26.5 mPa.multidot.s
[0271] VHR(25.degree. C.)=99.0%
[0272] VHR(80.degree. C.)=98.2%
INDUSTRIAL APPLICABILITY
[0273] As shown in the Examples, the present invention provides a
liquid crystal composition which has a suitable An in accordance
with cell thickness, in particular a largely negative dielectric
anisotropy, a broad nematic liquid crystal phase range, a high
voltage holding ratio and a low viscosity while satisfying various
properties required for liquid crystal compositions for AM-LCD.
* * * * *