U.S. patent number RE34,737 [Application Number 07/696,929] was granted by the patent office on 1994-09-20 for dye transfer sheet for sublimation heat-sensitive transfer recording.
This patent grant is currently assigned to Matsushita Electric Industrial Co., Ltd., Mitsubishi Kasei Corporation. Invention is credited to Shuichi Maeda, Yukichi Murata, Toshio Niwa.
United States Patent |
RE34,737 |
Niwa , et al. |
September 20, 1994 |
Dye transfer sheet for sublimation heat-sensitive transfer
recording
Abstract
A dye transfer sheet for heat-sensitive transfer recording which
has an ink layer containing a sublimable dye formed on a base film,
said sublimable dye being of the formula: ##STR1## wherein --B
represents ##STR2## --Z.sup.1 and --Z.sup.2 each represents
hydrogen, alkyl optionally substituted by fluorine, alkoxy, halogen
or --NHB, K represents ##STR3## --R.sup.1, --R.sup.2, --R.sup.6 and
--R.sup.7 each represents hydrogen, C.sub.1 -C.sub.8 substituted or
unsubstituted alkyl, substituted or unsubstituted vinyl, allyl or
aryl, --R.sup.3, --R.sup.4 and --R.sup.5 each represents hydrogen
or methyl, --X represents hydrogen, alkyl optionally substituted by
fluorine, alkoxy, formylamino, alkylcarbonylamino optionally
substituted by fluorine, arylcarbonylamino or halogen, and --Y
represents hydrogen, alkyl optionally substituted by fluorine,
alkoxy or halogen.
Inventors: |
Niwa; Toshio (Yokohama,
JP), Murata; Yukichi (Sagamihara, JP),
Maeda; Shuichi (Saitama, JP) |
Assignee: |
Mitsubishi Kasei Corporation
(Tokyo, JP)
Matsushita Electric Industrial Co., Ltd. (Tokyo,
JP)
|
Family
ID: |
27577183 |
Appl.
No.: |
07/696,929 |
Filed: |
May 8, 1991 |
Related U.S. Patent Documents
|
|
|
|
|
|
|
Application
Number |
Filing Date |
Patent Number |
Issue Date |
|
|
749408 |
Jun 27, 1985 |
|
|
|
Reissue of: |
8268 |
Jan 29, 1987 |
04829047 |
May 9, 1989 |
|
|
Foreign Application Priority Data
|
|
|
|
|
Jul 11, 1984 [JP] |
|
|
59-143928 |
Jul 24, 1984 [JP] |
|
|
59-153742 |
Jul 30, 1984 [JP] |
|
|
59-160135 |
Aug 16, 1984 [JP] |
|
|
59-170740 |
Aug 30, 1984 [JP] |
|
|
59-181230 |
Dec 21, 1984 [JP] |
|
|
59-270495 |
Apr 12, 1985 [JP] |
|
|
60-78016 |
|
Current U.S.
Class: |
503/227;
428/211.1; 428/473.5; 428/474.4; 428/480; 428/913; 428/914 |
Current CPC
Class: |
B41M
5/39 (20130101); C09B 53/02 (20130101); Y10T
428/31725 (20150401); Y10T 428/31721 (20150401); Y10T
428/31786 (20150401); Y10T 428/24934 (20150115) |
Current International
Class: |
C09B
53/00 (20060101); C09B 53/02 (20060101); B41M
005/035 (); B41M 005/38 () |
Field of
Search: |
;8/471
;428/195,211,473.5,474.4,480,913,914 ;503/227 |
References Cited
[Referenced By]
U.S. Patent Documents
Foreign Patent Documents
|
|
|
|
|
|
|
2565528 |
|
Dec 1985 |
|
FR |
|
1148096 |
|
Jul 1986 |
|
JP |
|
1305442 |
|
Jan 1973 |
|
GB |
|
1445797 |
|
Aug 1976 |
|
GB |
|
1449378 |
|
Sep 1976 |
|
GB |
|
1449379 |
|
Sep 1976 |
|
GB |
|
1454830 |
|
Nov 1976 |
|
GB |
|
2161824A |
|
Jan 1986 |
|
GB |
|
Primary Examiner: Hess; B. Hamilton
Attorney, Agent or Firm: Oblon, Spivak, McClelland, Maier
& Neustadt
Parent Case Text
This application is a continuation-in-part application of U.S.
patent application Ser. No. 749,408 filed June 27, 1985.
Claims
What is claimed is:
1. A dye .[.and a binder.]. transfer sheet for heat-sensitive
transfer recording which has an ink layer containing a sublimable
dye .Iadd.and a binder .Iaddend.formed on a base film, said
sublimable dye being of the formula: ##STR575## wherein --B
represents ##STR576## each represents hydrogen, alkyl optionally
substituted by fluorine, alkoxy, halogen or --NHB, K represents
##STR577## --R.sup.1, --R.sup.2, .Iadd.and .Iaddend.--R.sup.6
.[.and --R.sup.7 .]. each represents hydrogen, C.sub.1 -C.sub.8
substituted or unsubstituted alkyl, substituted or unsubstituted
vinyl, allyl or aryl, --R.sup.3, --R.sup.4 and --R.sup.5 each
represents hydrogen or methyl, --X represents hydrogen, alkyl
optionally substituted by fluorine, alkoxy, formylamino,
alkylcarbonylamino optionally substituted by fluorine,
arylcarbonylamino or halogen, and --Y represents hydrogen, alkyl
optionally substituted by fluorine, alkoxy or halogen. .[.
2. The dye transfer sheet for heat-sensitive transfer recording
according to claim 1, wherein said dye is of the formula:
##STR578## wherein --X represents hydrogen, alkyl optionally
substituted by fluorine, alkoxy, formylamino, alkylcarbonylamino
optionally substituted by fluorine, arylcarbonylamino or halogen,
--Y represents hydrogen, alkyl optionally substituted by fluorine,
alkoxy or halogen, --Z.sup.5 and --Z.sup.6 each represents halogen,
alkyl optionally substituted by fluorine, alkoxy or halogen, and
--R.sup.8, --R.sup.9 and --R.sup.10 each represents hydrogen,
C.sub.1 -C.sub.8 substituted or unsubstituted alkyl, substituted or
unsubstituted vinyl, allyl or aryl..].
3. .[.The.]. .Iadd.A .Iaddend.dye transfer sheet for heat-sensitive
transfer recording .[.according to claim 1.]. .Iadd.which has an
ink layer containing a sublimable dye and a binder formed on a base
film.Iaddend., wherein said dye is of the formula: ##STR579##
wherein --X represents hydrogen, alkyl optionally substituted by
fluorine, alkoxy, formylamino, alkylcarbonylamino optionally
substituted by fluorine, arylcarbonylamino or halogen, --Z.sup.3,
--Z.sup.4 and --Y each represents hydrogen, alkyl optionally
substituted by fluorine, alkoxy or halogen, --R.sup.9 and
--R.sup.10 each represents hydrogen, C.sub.1 -C.sub.8 substituted
or unsubstituted alkyl, allyl or aryl, --B.sup.1 represents
##STR580## --R.sup.11 and --R.sup.12 each represents C.sub.1
-C.sub.8 substituted or unsubstituted alkyl or aryl.
4. The dye transfer sheet for heat-sensitive transfer recording
according to claim 1, wherein said dye is of the formula:
##STR581## wherein --B.sup.2 represents ##STR582## each represents
hydrogen, alkyl optionally substituted by fluorine, alkoxy,
halogen, or --NHB.sup.2, --K.sup.1 represents ##STR583##
--R.sup.13, --R.sup.14 and --R.sup.15 each represents C.sub.1
-C.sub.8 substituted or unsubstituted alkyl, --R.sup.3, --R.sup.4
and --R.sup.5 each represents hydrogen or methyl, --X represents
hydrogen, alkyl optionally substituted by fluorine, alkoxy,
formylamino, alkylcarbonylamino optionally substituted by fluorine,
arylcarbonylamino or halogen, and --Y represents hydrogen, alkyl
optionally substituted by fluorine, alkoxy or halogen.
5. .[.The.]. .Iadd.A .Iaddend.dye transfer sheet for heat-sensitive
transfer recording .[.according to claim 1.]., .Iadd.which has an
ink layer containing a sublimable dye and a binder formed on a base
film .Iaddend.wherein said dye is of the formula: ##STR584##
wherein --X represents hydrogen, alkyl optionally substituted by
fluorine, alkoxy, formylamino, alkylcarbonylamino optionally
substituted by fluorine, arylcarbonylamino or halogen, --Y
represents hydrogen, alkyl optionally substituted by fluorine,
alkoxy or halogen, --R.sup.16 and --R.sup.17 each represents
hydrogen or C.sub.1 -C.sub.8 substituted or unsubstituted alkyl,
--B.sup.2 and --B.sup.3 each represents ##STR585## and --R.sup.13
and --R.sup.14 each represents C.sub.1 -C.sub.8 substituted or
unsubstituted alkyl.
6. .[.The.]. .Iadd.A .Iaddend.dye transfer sheet for heat-sensitive
transfer recording .[.according to claim 1.]. .Iadd.which has an
ink layer containing a sublimable dye and a binder formed on a base
film.Iaddend., wherein said dye is of the formula: ##STR586##
wherein --X.sup.1 represents hydrogen, methyl, methoxy,
formylamino, acetylamino, propionylamino, chlorine, bromine, iodine
or fluorine, --Y.sup.1 represents hydrogen, methoxy, ethoxy,
chlorine, bromine, iodine, fluorine or methyl, --A-- represents
--CO-- or --COO--, --R.sup.18 represents substituted or
unsubstituted vinyl, --R.sup.9 and --R.sup.10 each represents
hydrogen, C.sub.1 -C.sub.8 substituted or unsubstituted alkyl,
allyl or aryl, and --Z.sup.7 and --Z.sup.8 each represents
hydrogen, alkyl optionally substituted by fluorine, alkoxy, halogen
or --NH--A--R.sup.18.
7. .[.The.]. .Iadd.A .Iaddend.dye transfer sheet for heat-sensitive
transfer recording .[.according to claim 1.]. .Iadd.which has an
ink layer containing a sublimable dye and a binder formed on a base
film.Iaddend., wherein said dye is of the formula: ##STR587##
wherein.Iadd.: .Iaddend.--R.sup.19 represents hydrogen, C.sub.1
-C.sub.8 straight-chain or branched-chain alkyl, allyl, vinyl,
methylvinyl, C.sub.3 -C.sub.8 alkoxyalkyl, aralkyl, cyclohexyl,
thienyl, trifluoromethyl or aryl, --A-- represents .[.--CO-- or.].
--COO--, --Y.sup.1 represents hydrogen, methoxy, ethoxy, chlorine,
bromine, iodine, fluorine or methyl, --Z.sup.9 and --Z.sup.10 each
represents hydrogen, methyl, trifluoromethyl, methoxy, ethoxy,
chlorine, bromine .[.or --NH--A--R.sup.19 .]., --X.sup.1 represents
hydrogen, methyl, methoxy, formylamino, acetylamino,
propionylamino, chlorine, bromine, iodine or fluorine, and
--R.sup.20 and --R.sup.21 each represents hydrogen, C.sub.1
-C.sub.8 straight-chain or branched-chain alkyl, C.sub.3 -C.sub.8
alkoxyalkyl, C.sub.2 -C.sub.4 hydroxyalkyl, C.sub.1 -C.sub.8
halogenated alkyl, .beta.-cyanoethyl, alkenyl, methylalkenyl or
tetrahydrofurfuryl.
8. .[.The.]. .Iadd.A .Iaddend.dye transfer sheet for heat-sensitive
transfer recording .[.according to claim 1.]. .Iadd.which has an
ink layer containing a sublimable dye and a binder formed on a base
film.Iaddend., wherein said dye is of the formula: ##STR588##
wherein.Iadd.: .Iaddend.--R.sup.22, --R.sup.23 and --R.sup.24 each
represents C.sub.1 -C.sub.8 straight-chain or branched-chain alkyl
or alkenyl, --A-- represents .[.--CO-- or.]. --COO--, --X.sup.2,
.[.--Y.sup.2,.]. --Z.sup.11 and --Z.sup.12 each represents
hydrogen, methyl, methoxy, or chlorine.Iadd., and Y.sup.2
represents methyl, methoxy or chlorine.Iaddend..
9. The dye transfer sheet for heat-sensitive transfer recording
according to claim .[.1.]. .Iadd.138.Iaddend., wherein said dye is
of the formula: ##STR589## wherein.Iadd.: .Iaddend.--X.sup.1
represents hydrogen, methyl, methoxy, formylamino, acetylamino,
propionylamino, chlorine, bromine, iodine or fluorine, --Y.sup.1
represents hydrogen, methoxy, ethoxy, chlorine, bromine, iodine,
fluorine or methyl, and --R.sup.8, --R.sup.9 and --R.sup.10 each
represents hydrogen, C.sub.1 -C.sub.8 substituted or unsubstituted
alkyl, allyl or aryl.
10. .[.The.]. .Iadd.A .Iaddend.dye transfer sheet for
heat-sensitive transfer recording .[.according to claim 1.].
.Iadd.which has an ink layer containing a sublimable dye and a
binder formed on a base film.Iaddend., wherein said dye is of the
formula: ##STR590## wherein R.sup.8 represents C.sub.1 -C.sub.4
alkyl, CF.sub.3, --CH.dbd.CH.sub.2, --C(CH.sub.3).dbd.CH.sub.2 or
--CH.dbd.CHCH.sub.3, R.sup.6 represents C.sub.1 -C.sub.6 alkyl,
C.sub.3 -C.sub.8 alkoxyalkyl, C.sub.2 -C.sub.3 hydroxyalkyl,
--C.sub.2 H.sub.4 CN, --C.sub.2 H.sub.4 Cl, ##STR591## X represents
hydrogen, .[.--CH.sub.3,.]. --NHCOCH.sub.3, --NHCHO or
--NHCOC.sub.2 H.sub.5, Z.sup.1 and Z.sup.2 each represents
hydrogen, --CH.sub.3, --Cl, --OCH.sub.3, --NHCOCH.sub.3,
--NHCOC.sub.2 H.sub.5 or --NHCOCH.dbd.CH.sub.2.
11. .[.The.]. .Iadd.A .Iaddend.dye transfer sheet for
heat-sensitive transfer recording .[.according to claim 1.].
.Iadd.which has an ink layer containing a sublimable dye and a
binder formed on a base film.Iaddend., wherein said dye is of the
formula: ##STR592## wherein R.sup.1 represents C.sub.1 -C.sub.4
alkyl or C.sub.7 -C.sub.8 aralkyl, R.sup.6 and R.sup.7 each
represents --CH.sub.3, --C.sub.2 H.sub.5 or --C.sub.2 H.sub.4 OH, X
represents hydrogen or --CH.sub.3, Z.sup.1 and Z.sup.2 each
represents hydrogen, --CH.sub.3, --Cl, --NHCOOCH.sub.3 or
--NHCOOC.sub.2 H.sub.5.
12. The dye transfer sheet for heat-sensitive .Iadd.dye
.Iaddend.transfer recording according to claim .[.1.].
.Iadd.138.Iaddend., wherein said dye is of the formula: ##STR593##
wherein R.sup.6, R.sup.7 and R.sup.8 each represents C.sub.1
-C.sub.4 alkyl.
13. The dye transfer sheet for heat-sensitive .Iadd.dye
.Iaddend.transfer recording according to claim .[.1.].
.Iadd.138.Iaddend., wherein said dye is of the formula:
##STR594##
14. The dye transfer sheet for heat-sensitive .Iadd.dye
.Iaddend.transfer recording according to claim .[.1.].
.Iadd.138.Iaddend., wherein said dye is a mixture of a dye
.[.[A].]. .Iadd.(A) .Iaddend.of the formula ##STR595## wherein
R.sup.25, R.sup.26 and R.sup.27 each represents C.sub.1 -C.sub.8
straight-chain or branched-chain alkyl and a dye .[.[B].].
.Iadd.(B) .Iaddend.of the formula: ##STR596## wherein R.sup.28,
R.sup.29 and R.sup.27 each represents C.sub.1 -C.sub.8 .[.each
represents.]. straight-chain or branched-chain alkyl.
15. The dye transfer sheet for heat-sensitive transfer recording
according to claim 14, wherein the dye [A] accounts for 5-95% by
weight and the dye [B] accounts for 95-5% by weight.
16. The dye transfer sheet for heat-sensitive transfer recording
according to claim 14, wherein R.sup.25 and R.sup.28 each
represents C.sub.1 -C.sub.4 straight chain or branched-chain alkyl,
and R.sup.26, R.sup.27, R.sup.29 and R.sup.30 each represents
C.sub.1 -C.sub.4 straight-chain alkyl.
17. The dye transfer sheet for heat-sensitive transfer recording
according to claim 14, wherein the mixture comprises a dye of the
structural formula: ##STR597## and a dye of the structural formula:
##STR598##
18. The dye transfer sheet for heat-sensitive transfer recording
according to claim 1, wherein the base film is .[.of.]. a tissue
paper.
19. The dye transfer sheet for heat-sensitive transfer recording
according to claim 1, wherein the base film is a flim of a
polyester, polyamide or polyimide.
20. The dye transfer sheet for heat-sensitive transfer recording
according to claim 19, wherein the base film is a film of a
polyethylene terephthalate or polyimide.
21. The dye transfer sheet for heat-sensitive transfer recording
according to claim 1, wherein the base film is a plastic film
providing a heat-resistive layer on a back face thereof.
22. The dye transfer sheet for heat-sensitive transfer recording
according to claim 1, wherein the base film has a thickness of 3 to
50 .mu.m.
23. The dye transfer sheet for heat-sensitive transfer recording
according to claim 1, wherein the ink layer has a thickness of 0.1
to 5 .mu.m.
24. The dye transfer sheet for heat-sensitive transfer recording
according to claim 1, wherein the ink layer is formed on the base
film with an ink which is prepared by dissolving or dispersing
.[.the dye of the formula [I].]. .Iadd.said dye .Iaddend.together
with a binder in a water or an organic solvent followed by drying
thereof. .Iadd.
25. The dye transfer sheet for heat-sensitive transfer recording
according to claim 3, wherein the base film is a tissue paper.
.Iaddend. .Iadd.26. The dye transfer sheet for heat-sensitive
transfer recording according to claim 3, wherein the base film is a
film of a polyester, polyamide or polyimide. .Iaddend. .Iadd.27.
The dye transfer sheet for heat-sensitive transfer recording
according to claim 26, wherein the base film is a film of a
polyethylene terephthalate or polyimide. .Iaddend. .Iadd.28. The
dye transfer sheet for heat-sensitive transfer recording according
to claim 3, wherein the base film is a plastic film providing a
heat-resistive layer on a back face thereof. .Iaddend. .Iadd.29.
The dye transfer sheet for heat-sensitive transfer recording
according to claim 3, wherein the base
film has a thickness of 3 to 50 .mu.m. .Iaddend. .Iadd.30. The dye
transfer sheet for heat-sensitive transfer recording according to
claim 3, wherein the ink layer has a thickness of 0.1 to 5 .mu.m.
.Iaddend. .Iadd.31. The dye transfer sheet for heat-sensitive
transfer recording according to claim 3, wherein the ink layer is
formed in the base film with an ink which is prepared by dissolving
or dispersing said dye together with a binder in a water or an
organic solvent followed by drying thereof. .Iaddend. .Iadd.32. The
dye transfer sheet for heat-sensitive transfer recording according
to claim 5, wherein the base film is a tissue paper. .Iaddend.
.Iadd.33. The dye transfer sheet for heat-sensitive transfer
recording according to claim 5, wherein the base film is a film of
a polyester, polyamide or polyimide. .Iaddend. .Iadd.34. The dye
transfer sheet for heat-sensitive transfer recording according to
claim 33, wherein the base film is a film of a polyethylene
terephthalate or polyimide. .Iaddend. .Iadd.35. The dye transfer
sheet for heat-sensitive transfer recording according to claim 5,
wherein the base film is a plastic film providing a heat-resistive
layer on a back face thereof. .Iaddend. .Iadd.36. The dye transfer
sheet for heat-sensitive transfer recording according to claim 5,
wherein the base film has a thickness of 3
to 50 .mu.m. .Iaddend. .Iadd.37. The dye transfer sheet for
heat-sensitive transfer recording according to claim 5, wherein the
ink layer has a thickness of 0.1 to 5 .mu.m. .Iaddend. .Iadd.38.
The dye transfer sheet for heat-sensitive transfer recording
according to claim 5, wherein the ink layer is formed in the base
film with an ink which is prepared by dissolving or dispersing said
dye together with a binder in a water or an organic solvent
followed by drying thereof. .Iaddend. .Iadd.39. The dye transfer
sheet for heat-sensitive transfer recording according to claim 6,
wherein the base film is a tissue paper. .Iaddend. .Iadd.40. The
dye transfer sheet for heat-sensitive transfer recording according
to claim 6, wherein the base film is a film of a polyester,
polyamide or polyimide. .Iaddend. .Iadd.41. The dye transfer sheet
for heat-sensitive transfer recording according to claim 40,
wherein the base film is a film of a polyethylene terephthalate or
polyimide. .Iaddend. .Iadd.42. The dye transfer sheet for
heat-sensitive transfer recording according to claim 6, wherein the
base film is a plastic film providing a heat-resistive layer on a
back face thereof. .Iaddend. .Iadd.43. The dye transfer sheet for
heat-sensitive transfer recording according to claim 6, wherein the
base film has a thickness of 3 to 50 .mu.m. .Iaddend.
.Iadd. The dye transfer sheet for heat-sensitive transfer recording
according to claim 6, wherein the ink layer has a thickness of 0.1
to 5 .mu.m. .Iaddend. .Iadd.45. The dye transfer sheet for
heat-sensitive transfer recording according to claim 6, wherein the
ink layer is formed in the base film with an ink which is prepared
by dissolving or dispersing said dye together with a binder in a
water or an organic solvent followed by drying thereof. .Iaddend.
.Iadd.46. The dye transfer sheet for heat-sensitive transfer
recording according to claim 7, wherein the base film is a tissue
paper. .Iaddend. .Iadd.47. The dye transfer sheet for
heat-sensitive transfer recording according to claim 7, wherein the
base film is a film of a polyester, polyamide or polyimide.
.Iaddend. .Iadd.48. The dye transfer sheet for heat-sensitive
transfer recording according to claim 47, wherein the base film is
a film of a polyethylene terephthalate or polyimide. .Iaddend.
.Iadd.49. The dye transfer sheet for heat-sensitive transfer
recording according to claim 7, wherein the base film is a plastic
film providing a heat-resistive layer on a back face thereof.
.Iaddend. .Iadd.50. The dye transfer sheet for heat-sensitive
transfer recording according to claim 7, wherein the base film has
a
thickness of 3 to 50 .mu.m. .Iaddend. .Iadd.51. The dye transfer
sheet for heat-sensitive transfer recording according to claim 7,
wherein the ink layer has a thickness of 0.1 to 5 .mu.m. .Iaddend.
.Iadd.52. The dye transfer sheet for heat-sensitive transfer
recording according to claim 7, wherein the ink layer is formed in
the base film with an ink which is prepared by dissolving or
dispersing said dye together with a binder in a water or an organic
solvent followed by drying thereof. .Iaddend. .Iadd.53. The dye
transfer sheet for heat-sensitive transfer recording according to
claim 8, wherein the base film is a tissue paper. .Iaddend.
.Iadd.54. The dye transfer sheet for heat-sensitive transfer
recording according to claim 8, wherein the base film is a film of
a polyester, polyamide or polyimide. .Iaddend. .Iadd.55. The dye
transfer sheet for heat-sensitive transfer recording according to
claim 54, wherein the base film is a film of a polyethylene
terephthalate or polyimide. .Iaddend. .Iadd.56. The dye transfer
sheet for heat-sensitive transfer recording according to claim 8,
wherein the base film is a plastic film providing a heat-sensitive
layer on a back face thereof. .Iaddend. .Iadd.57. The dye transfer
sheet for heat-sensitive transfer recording according to claim 8,
wherein the base film has a thickness of 3 to 50 .mu.m.
.Iaddend.
.Iadd. The dye transfer sheet for heat-sensitive transfer recording
according to claim 8, wherein the ink layer has a thickness of 0.1
to 5 .mu.m. .Iaddend. .Iadd.59. The dye transfer sheet for
heat-sensitive transfer recording according to claim 8, wherein the
ink layer is formed in the base film with an ink which is prepared
by dissolving or dispersing said dye together with a binder in a
water or an organic solvent followed by drying thereof. .Iaddend.
.Iadd.60. The dye transfer sheet for heat-sensitive transfer
recording according to claim 10, wherein the base film is a tissue
paper. .Iaddend. .Iadd.61. The dye transfer sheet for
heat-sensitive transfer recording according to claim 10, wherein
the base film is a film of a polyester, polyamide or polyimide.
.Iaddend. .Iadd.62. The dye transfer sheet for heat-sensitive
transfer recording according to claim 61, wherein the base film is
a film of a polyethylene terephthalate or polyimide. .Iaddend.
.Iadd.63. The dye transfer sheet for heat-sensitive transfer
recording according to claim 10, wherein the base film is a plastic
film providing a heat-resistive layer on a back face thereof.
.Iaddend. .Iadd.64. The dye transfer sheet for heat-sensitive
transfer recording according to claim 10, wherein the base film has
a
thickness of 3 to 50 .mu.m. .Iaddend. .Iadd.65. The dye transfer
sheet for heat-sensitive transfer recording according to claim 10,
wherein the ink layer has a thickness of 0.1 to 5 .mu.m. .Iaddend.
.Iadd.66. The dye transfer sheet for heat-sensitive transfer
recording according to claim 10, wherein the ink layer is formed in
the base film with an ink which is prepared by dissolving or
dispersing said dye together with a binder in a water or an organic
solvent followed by drying thereof. .Iaddend. .Iadd.67. The dye
transfer sheet for heat-sensitive transfer recording according to
claim 11, wherein the base film is a tissue paper. .Iaddend.
.Iadd.68. The dye transfer sheet for heat-sensitive transfer
recording according to claim 11, wherein the base film is a film of
a polyester, polyamide or polyimide. .Iaddend. .Iadd.69. The dye
transfer sheet for heat-sensitive transfer recording according to
claim 68, wherein the base film is a film of a polyethylene
terephthalate or polyimide. .Iaddend. .Iadd.70. The dye transfer
sheet for heat-sensitive transfer recording according to claim 11,
wherein the base film is a plastic film providing a heat-resistive
layer on a back face thereof. .Iaddend. .Iadd.71. The dye transfer
sheet for heat-sensitive transfer recording according to claim 11,
wherein the base film has a thickness of 3 to 50 .mu.m.
.Iaddend.
.Iadd.72. The dye transfer sheet for heat-sensitive transfer
recording according to claim 11, wherein the ink layer has a
thickness of 0.1 to 5 .mu.m. .Iaddend. .Iadd.73. The dye transfer
sheet for heat-sensitive transfer recording according to claim 11,
wherein the ink layer is formed in the base film with an ink which
is prepared by dissolving or dispersing said dye together with a
binder in a water or an organic solvent followed
by drying thereof. .Iaddend. .Iadd.74. A dye transfer sheet for
heat-sensitive transfer recording which has an ink layer containing
a sublimable dye and a binder formed on the base film, said
sublimable dye being of the formula: ##STR599## wherein: Q is
--CO--; Z.sup.a and Z.sup.b are each independently hydrogen,
methyl, trifluoromethyl, trifluoroethyl, methoxy, ethoxy, chlorine,
or bromine, wherein Z.sup.a and Z.sup.b are not both hydrogen;
X.sup.a is hydrogen, methyl, methoxy, trifluoromethyl, chlorine,
iodine, bromine, fluorine, formylamino, or propionylamino; Y.sup.a
is hydrogen, methyl, methoxy, chlorine, bromine or fluorine;
R.sup.a is C.sub.2 -C.sub.8 alkyl, C.sub.1 -C.sub.8 substituted
alkyl, allyl, or phenyl; and R.sup.b and R.sup.c are each
independently hydrogen or C.sub.1 -C.sub.8 substituted or
unsubstituted alkyl, wherein R.sup.b and R.sup.c are not both
hydrogen.
.Iaddend. .Iadd.75. The dye transfer sheet for heat-sensitive
transfer recording according to claim 74, wherein the base film is
a tissue paper. .Iaddend. .Iadd.76. The dye transfer sheet for
heat-sensitive transfer recording according to claim 74, wherein
the base film is a film of a polyester, polyamide or polyimide.
.Iaddend. .Iadd.77. The dye transfer sheet for heat-sensitive
transfer recording according to claim 76, wherein the base film is
a film of a polyethylene terephthalate or polyimide. .Iaddend.
.Iadd.78. The dye transfer sheet for heat-sensitive transfer
recording according to claim 74, wherein the base film is a plastic
film providing a heat-sensitive layer on a back face thereof.
.Iaddend. .Iadd.79. The dye transfer sheet for heat-sensitive
transfer recording according to claim 74, wherein the base film has
a thickness of 3 to 50
.mu.m. .Iaddend. .Iadd.80. The dye transfer sheet for
heat-sensitive transfer recording according to claim 74, wherein
the ink layer has a thickness of 0.1 to 5 .mu.m. .Iaddend.
.Iadd.81. The dye transfer sheet for heat-sensitive transfer
recording according to claim 74, wherein the ink layer is formed in
the base film with an ink which is prepared by dissolving or
dispersing said dye together with a binder in a water or an
organic solvent followed by drying thereof. .Iaddend. .Iadd.82. The
dye transfer sheet for heat-sensitive transfer recording which has
an ink layer containing a sublimable dye and a binder formed on a
base film, said sublimable dye being of the formula: ##STR600##
wherein: Q is --CO--O--; Z.sup.a and Z.sup.b are each independently
hydrogen, methyl, or chlorine; X.sup.a is methyl, chlorine,
bromine, trifluoromethyl, or hydrogen; Y.sup.a is hydrogen,
chlorine, methyl, or methoxy; R.sup.a is C.sub.1 -C.sub.8 alkyl,
phenyl, or C.sub.1 -C.sub.8 alkoxyalkyl; and R.sup.b and R.sup.c
are each independently C.sub.1 -C.sub.8 alkyl, phenethyl, or
hydrogen, wherein R.sup.b and R.sup.c are
not both hydrogen. .Iaddend. .Iadd.83. The dye transfer sheet for
heat-sensitive transfer recording according to claim 82, wherein
the base
film is a tissue paper. .Iaddend. .Iadd.84. The dye transfer sheet
for heat-sensitive transfer recording according to claim 82,
wherein the base film is a film of a polyester, polyamide or
polyimide. .Iaddend. .Iadd.85. The dye transfer sheet for
heat-sensitive transfer recording according to claim 84, wherein
the base film is a film of a polyethylene terephthalate or
polyimide. .Iaddend. .Iadd.86. The dye transfer sheet for
heat-sensitive transfer recording according to claim 82, wherein
the base film is a plastic film providing a heat-resistive layer on
a back face thereof. .Iaddend. .Iadd.87. The dye transfer sheet for
heat-sensitive transfer recording according to claim 82, wherein
the base film has a
thickness of 3 to 50 .mu.m. .Iaddend. .Iadd.88. The dye transfer
sheet for heat-sensitive transfer recording according to claim 82,
wherein the ink layer has a thickness of 0.1 to 5 .mu.m. .Iaddend.
.Iadd.89. The dye transfer sheet for heat-sensitive transfer
recording according to claim 82, wherein the ink layer is formed in
the base film with an ink which is prepared by dissolving or
dispersing said dye together with a binder in a water or an organic
solvent followed by drying thereof. .Iaddend.
.Iadd. The dye transfer sheet for heat-sensitive transfer recording
which has an ink layer containing a sublimable dye and a binder
formed on the base film, said sublimable dye being a member
selected from the group consisting of ##STR601##
.Iadd.91. The dye transfer sheet for heat-sensitive transfer
recording according to claim 90, wherein the base film is a tissue
paper. .Iaddend. .Iadd.92. The dye transfer sheet for
heat-sensitive transfer recording according to claim 90, wherein
the base film is a film of a polyester, polyamide or polyimide.
.Iaddend. .Iadd.93. The dye transfer sheet for heat-sensitive
transfer recording according to claim 92, wherein the base film is
a film of a polyethylene terephthalate or polyimide. .Iaddend.
.Iadd.94. The dye transfer sheet for heat-sensitive transfer
recording according to claim 90, wherein the base film is a plastic
film providing a heat-resistive layer on a back face thereof.
.Iaddend. .Iadd.95. The dye transfer sheet for heat-sensitive
transfer recording according to claim 90, wherein the base film has
a thickness of 3 to 50
.mu.m. .Iaddend. .Iadd.96. The dye transfer sheet for
heat-sensitive transfer recording according to claim 90, wherein
the ink layer has a thickness of 0.1 to 5 .mu.m. .Iaddend.
.Iadd.97. The dye transfer sheet for heat-sensitive transfer
recording according to claim 90, wherein the ink layer is formed in
the base film with an ink which is prepared by dissolving or
dispersing said dye together with a binder in a water or an
organic solvent followed by drying thereof. .Iaddend. .Iadd.98. A
dye transfer sheet for heat-sensitive transfer recording which has
an ink layer containing a sublimable dye and a binder formed on the
base film, wherein said dye is of the formula: ##STR602## wherein:
--J.sup.1 and --J.sup.2 each independently represents hydrogen;
alkyl; alkyl substituted by fluorine; alkoxy; or halogen, wherein
--J.sup.1 and --J.sup.2 are not both hydrogen, --.alpha. represents
hydrogen or methyl, --Q.sup.2 and --Q.sup.3 each independently
represents hydrogen, C.sub.1 -C.sub.8 substituted or unsubstituted
alkyl, allyl or aryl, and --Q.sup.1 represents C.sub.2 -C.sub.8
alkyl, C.sub.1 -C.sub.8
substituted alkyl, allyl or aryl. .Iaddend. .Iadd.99. The dye
transfer sheet for heat-sensitive transfer recording according to
claim 98, wherein
the base film is a tissue paper. .Iaddend. .Iadd.100. The dye
transfer sheet for heat-sensitive transfer recording according to
claim 99, wherein the base film is a plastic film providing a
heat-resistive layer on a back face thereof. .Iaddend. .Iadd.101.
The dye transfer sheet for heat-sensitive transfer recording
according to claim 99, wherein the base
film has a thickness of 3 to 50 .mu.m. .Iaddend. .Iadd.102. The dye
transfer sheet for heat-sensitive transfer recording according to
claim 99, wherein the ink layer has a thickness of 0.1 to 5 .mu.m.
.Iaddend. .Iadd.103. The dye transfer sheet for heat-sensitive
transfer recording according to claim 99, wherein the ink layer is
formed in the base film with an ink which is prepared by dissolving
or dispersing said dye together with a binder in a water or an
organic solvent followed by drying
thereof. .Iaddend. .Iadd.104. The dye transfer sheet for
heat-sensitive transfer recording according to claim 99, wherein
the ink layer has a thickness of 0.1 to 5 .mu.m. .Iaddend.
.Iadd.105. The dye transfer sheet for heat-sensitive transfer
recording according to claim 99, wherein the ink layer is formed in
the base film with an ink which is prepared by dissolving or
dispersing said dye together with a binder in a water or an
organic solvent followed by drying thereof. .Iaddend. .Iadd.106.
The dye transfer sheet for heat-sensitive transfer recording
according to claim 98, wherein the base film is a film of a
polyester, polyamide or polyimide. .Iaddend. .Iadd.107. The dye
transfer sheet for heat-sensitive transfer recording according to
claim 106, wherein the base film is a film
of a polyethylene terephthalate or polyimide. .Iaddend. .Iadd.108.
The dye transfer sheet for heat-sensitive transfer recording which
has an ink layer containing a sublimable dye and a binder formed on
the base film, wherein said dye is of the formula: ##STR603##
wherein: --J.sup.1 and --J.sup.2 each independently represents
hydrogen; alkyl; alkyl substituted by fluorine; alkoxy; or halogen,
wherein --J.sup.1 and --J.sup.2 are not both hydrogen, --.alpha.
represents hydrogen or methyl, one of --Q.sup.5 and --Q.sup.6
represents C.sub.3 -C.sub.8 alkyl, C.sub.1 -C.sub.8 substituted
alkyl, allyl or aryl, and the other of --Q.sup.5 and --Q.sup.6
represents hydrogen, C.sub.1 -C.sub.8 substituted or unsubstituted
alkyl, allyl or aryl, and --Q.sup.4 represents hydrogen, C.sub.1
-C.sub.8 substituted alkyl, allyl or aryl.
.Iaddend. .Iadd.109. The dye transfer sheet for heat-sensitive
transfer recording according to claim 108, wherein the base film is
a tissue paper. .Iaddend. .Iadd.110. The dye transfer sheet for
heat-sensitive transfer recording according to claim 108, wherein
the base film is a film of a polyester, polyamide or polyimide.
.Iaddend. .Iadd.111. The dye transfer sheet for heat-sensitive
transfer recording according to claim 110, wherein the base film is
a film of a polyethylene terephthalate or polyimide. .Iaddend.
.Iadd.112. The dye transfer sheet for heat-sensitive transfer
recording according to claim 108, wherein the base film is a
plastic film providing a heat-resistive layer on a back face
thereof. .Iaddend. .Iadd.113. The dye transfer sheet for
heat-sensitive transfer recording according to claim 108, wherein
the base film has a thickness of
3 to 50 .mu.m. .Iaddend. .Iadd.114. The dye transfer sheet for
heat-sensitive transfer recording according to claim 108, wherein
the ink layer has a thickness of 0.1 to 5 .mu.m. .Iaddend.
.Iadd.115. The dye transfer sheet for heat-sensitive transfer
recording according to claim 108, wherein the ink layer is formed
in the base film with an ink which is prepared by dissolving or
dispersing said dye together with a binder in a water or an organic
solvent followed by drying thereof. .Iaddend.
.Iadd. . The dye transfer sheet for heat-sensitive transfer
recording which has an ink layer containing a sublimable dye and a
binder formed on the base film, wherein said dye is of the formula:
##STR604## wherein: --J.sup.3 represents hydrogen; alkyl, alkyl
substituted by fluorine; alkoxy; or halogen, --J.sup.4 represents
alkyl having more than 2 carbon atoms; alkyl substituted by
fluorine; alkoxy; or halogen, --.alpha. represents hydrogen or
methyl, and --Q.sup.4, --Q.sup.2 and --Q.sup.3 each independently
represents hydrogen, C.sub.1 -C.sub.8
substituted or unsubstituted alkyl, allyl or aryl. .Iaddend.
.Iadd.117. The dye transfer sheet for heat-sensitive transfer
recording according to claim 116, wherein the base film is a tissue
paper. .Iaddend. .Iadd.118. The dye transfer sheet for
heat-sensitive transfer recording according to claim 116, wherein
the base film is a film of a polyester, polyamide or polyimide.
.Iaddend. .Iadd.119. The dye transfer sheet for heat-sensitive
transfer recording according to claim 118, wherein the base film is
a film of a polyethylene terephthalate or polyimide. .Iaddend.
.Iadd.120. The dye transfer sheet for heat-sensitive transfer
recording according to claim 116, wherein the base film is a
plastic film providing a heat-resistive layer on a back face
thereof. .Iaddend. .Iadd.121. The dye transfer sheet for
heat-sensitive transfer recording according to claim 116, wherein
the
base film has a thickness of 3 to 50 .mu.m. .Iaddend. .Iadd.122.
The dye transfer sheet for heat-sensitive transfer recording
according to claim 116, wherein the ink layer has a thickness of
0.1 to 5 .mu.m. .Iaddend. .Iadd.123. The dye transfer sheet for
heat-sensitive transfer recording according to claim 116, wherein
the ink layer is formed in the base film with an ink which is
prepared by dissolving or dispersing said dye together with a
binder in a water or an organic solvent followed by drying
thereof. .Iaddend. .Iadd.124. The dye transfer sheet for
heat-sensitive transfer recording which has an ink layer containing
a sublimable dye and a binder formed on the base film, wherein said
dye is of the formula: ##STR605## wherein: --J.sup.1 and --J.sup.2
each independently represents hydrogen; alkyl, alkyl substituted by
fluorine; alkoxy; or halogen, wherein --J.sup.1 and --J.sup.2 are
not both hydrogen, --Q.sup.4, --Q.sup.2 and --Q.sup.3 each
independently represents hydrogen, C.sub.1 -C.sub.8 substituted or
unsubstituted alkyl, allyl or aryl, --L represents hydrogen; alkyl
having more than 2 carbon atoms; alkyl substituted by fluorine;
alkoxy; formylamino; alkylcarbonylamino, alkylcarbonylamino
substituted by fluorine; arylcarbonylamino; or halogen, provided
that
--Q.sup.4 is not methyl, when --L is hydrogen. .Iaddend. .Iadd.125.
The dye transfer sheet for heat-sensitive transfer recording
according to claim 124, wherein the base film is a tissue paper.
.Iaddend. .Iadd.126. The dye transfer sheet for heat-sensitive
transfer recording according to claim 124, wherein the base film is
a film of a polyester, polyamide or polyimide. .Iaddend. .Iadd.127.
The dye transfer sheet for heat-sensitive transfer recording
according to claim 126, wherein the base film is a film of a
polyethylene terephthalate or polyimide. .Iaddend. .Iadd.128. The
dye transfer sheet for heat-sensitive transfer recording according
to claim 124, wherein the base film is a plastic film providing a
heat-resistive layer on a back face thereof. .Iaddend. .Iadd.129.
The dye transfer sheet for heat-sensitive transfer recording
according to claim 124, wherein the
base film has a thickness of 3 to 50 .mu.m. .Iaddend. .Iadd.130.
The dye transfer sheet for heat-sensitive transfer recording which
has an ink layer containing a sublimable dye and a binder formed on
the base film, wherein said dye is of the formula: ##STR606##
wherein: --J.sup.5 represents hydrogen; alkyl, alkyl substituted by
fluorine; alkoxy; bromine; iodine; or fluorine, and --Q.sup.4,
--Q.sup.2 and --Q.sup.3 each independently represents hydrogen,
C.sub.1 -C.sub.8
substituted or unsubstituted alkyl, allyl, or aryl. .Iaddend.
.Iadd.131. The dye transfer sheet for heat-sensitive transfer
recording according to claim 130, wherein the base film is a tissue
paper. .Iaddend. .Iadd.132. The dye transfer sheet for
heat-sensitive transfer recording according to claim 130, wherein
the base film is a film of a polyester, polyamide or polyimide.
.Iaddend. .Iadd.133. The dye transfer sheet for heat-sensitive
transfer recording according to claim 132, wherein the base film is
a film of a polyethylene terephthalate or polyimide. .Iaddend.
.Iadd.134. The dye transfer sheet for heat-sensitive transfer
recording according to claim 130, wherein the base film is a
plastic film providing a heat-resistive layer on a back face
thereof. .Iaddend. .Iadd.135. The dye transfer sheet for
heat-sensitive transfer recording according to claim 130, wherein
the
base film has a thickness of 3 to 50 .mu.m. .Iaddend. .Iadd.136.
The dye transfer sheet for heat-sensitive transfer recording
according to claim 130, wherein the ink layer has a thickness of
0.1 to 5 .mu.m. .Iaddend. .Iadd.137. The dye transfer sheet for
heat-sensitive transfer recording according to claim 130, wherein
the ink layer is formed in the base film with an ink which is
prepared by dissolving or dispersing said dye together with a
binder in a water or an organic solvent followed by drying
thereof. .Iaddend. .Iadd.138. A dye transfer sheet for
heat-sensitive transfer recording which has an ink layer containing
a sublimable dye and a binder formed on a base film, said
sublimable dye being of the formula: ##STR607## where --R.sup.d,
--R.sup.e and --R.sup.f each represents hydrogen, C.sub.1 -C.sub.8
substituted or unsubstituted alkyl, allyl or aryl, --X.sup.b
represents hydrogen, alkyl, alkyl substituted by fluorine, alkoxy,
formylamino, alkylcarbonylamino, alkylcarbonylamino substituted by
fluorine, arylcarbonylamino, arylcarbonylamino substituted by
fluorine, arylcarbonylamino or halogen, and --Y.sup.6 represents
hydrogen, alkyl,
alkyl substituted by fluorine, alkoxy or halogen. .Iaddend.
.Iadd.139. The dye transfer sheet for heat-sensitive transfer
recording according to claim 138, wherein the base film is a tissue
paper. .Iaddend. .Iadd.140. The dye transfer sheet for
heat-sensitive transfer recording according to claim 138, wherein
the base film is a film of a polyester, polyamide or polyimide.
.Iaddend. .Iadd.141. The dye transfer sheet for heat-sensitive
transfer recording according to claim 140, wherein the base film is
a film of a polyethylene terephthalate or polyimide. .Iaddend.
.Iadd.142. The dye transfer sheet for heat-sensitive transfer
recording according to claim 138, wherein the base film is a
plastic film providing a heat-resistive layer on a back face
thereof. .Iaddend. .Iadd.143. The dye transfer sheet for
heat-sensitive transfer recording according to claim 138, wherein
the
base film has a thickness of 3 to 50 .mu.m. .Iaddend. .Iadd.144.
The dye transfer sheet for heat-sensitive transfer recording
according to claim 138, wherein the ink layer has a thickness of
0.1 to 5 .mu.m. .Iaddend. .Iadd.145. The dye transfer sheet for
heat-sensitive transfer recording according to claim 138, wherein
the ink layer is formed in the base film with an ink which is
prepared by dissolving or dispersing said dye together with a
binder in a water or an organic solvent followed by drying
thereof. .Iaddend. .Iadd.146. A dye transfer sheet for
heat-sensitive transfer recording which has an ink layer containing
a sublimable dye and a binder formed on the base film, said
sublimable dye being of the formula: ##STR608## wherein: Q is
--CO--; Z.sup.a and Z.sup.b are each independently hydrogen,
methyl, trifluoromethyl, trifluoroethyl, methoxy, ethoxy, chlorine,
or bromine, wherein Z.sup.a and Z.sup.b are not both hydrogen;
X.sup.a is hydrogen, methyl, methoxy, trifluoromethyl, chlorine,
iodine, bromine, fluorine, formylamino, or propionylamino; Y.sup.a
is hydrogen, methyl, methoxy, chlorine, bromine or fluorine;
R.sup.a is C.sub.1 -C.sub.8 unsubstituted or substituted alkyl,
allyl, trifluoromethyl, or phenyl; and either of R.sup.b and
R.sup.c is C.sub.1 -C.sub.8 substituted alkyl and the rest of them
is hydrogen or C.sub.1 -C.sub.8 substituted or
unsubstituted alkyl. .Iaddend. .Iadd.147. The dye transfer sheet
for heat-sensitive transfer recording according to claim 146,
wherein the base film is a tissue paper. .Iaddend. .Iadd.148. The
dye transfer sheet for heat-sensitive transfer recording according
to claim 146, wherein the base film is a film of a polyester,
polyamide or polyimide. .Iaddend. .Iadd.149. The dye transfer sheet
for heat-sensitive transfer recording according to claim 148,
wherein the base film is a film of a polyethylene terephthalate or
polyimide. .Iaddend. .Iadd.150. The dye transfer sheet for
heat-sensitive transfer recording according to claim 146, wherein
the base film is a plastic film providing a heat-resistive layer on
a back face thereof. .Iaddend. .Iadd.151. The dye transfer sheet
for heat-sensitive transfer recording according to claim 146,
wherein the base
film has a thickness of 3 to 50 .mu.m. .Iaddend. .Iadd.152. The dye
transfer sheet for heat-sensitive transfer recording according to
claim 146, wherein the ink layer has a thickness of 0.1 to 5 .mu.m.
.Iaddend. .Iadd.153. The dye transfer sheet for heat-sensitive
transfer recording according to claim 146, wherein the ink layer is
formed in the base film with an ink which is prepared by dissolving
or dispersing said dye together with a binder in a water or an
organic solvent followed by drying
thereof. .Iaddend. .Iadd.154. The dye transfer sheet for
heat-sensitive transfer recording which has an ink layer containing
a sublimable dye and a binder formed on the base film, said
sublimable dye being of the formula: ##STR609## wherein: Q is
--CO--; Z.sup.a is hydrogen, methyl, trifluoromethyl,
trifluoroethyl, methoxy, ethoxy, chlorine, or bromine, Z.sup.b is
ethyl, trifluoromethyl, trifluoroethyl, methoxy, ethoxy, chlorine,
or bromine, wherein Z.sup.a and Z.sup.b are not both hydrogen;
X.sup.a is hydrogen, methyl, methoxy, trifluoromethyl, chlorine,
iodine, bromine, fluorine, formylamino, or propionylamino; Y.sup.a
is hydrogen, methyl, methoxy, chlorine, bromine or fluorine;
R.sup.a is C.sub.1 -C.sub.8 unsubstituted or substituted alkyl,
allyl, trifluoromethyl, or phenyl; and R.sup.b and R.sup.c are each
independently hydrogen or C.sub.1 -C.sub.8 substituted or
unsubstituted alkyl, wherein R.sup.b and R.sup.c are not both
hydrogen.
.Iaddend. .Iadd.155. The dye transfer sheet for heat-sensitive
transfer recording according to claim 154, wherein the base film is
a tissue paper. .Iaddend. .Iadd.156. The dye transfer sheet for
heat-sensitive transfer recording according to claim 154, wherein
the base film is a film of a polyester, polyamide, or polyimide.
.Iaddend. .Iadd.157. The dye transfer sheet for heat-sensitive
transfer recording according to claim 156, wherein the base film is
a film of a polyethylene terephthalate or polyimide. .Iaddend.
.Iadd.158. The dye transfer sheet for heat-sensitive transfer
recording according to claim 154, wherein the base film is a
plastic film providing a heat-resistive layer on a back face
thereof. .Iadd.159. The dye transfer sheet for heat-sensitive
transfer recording according to claim 154, wherein the base film
has a thickness of 3 to 50
.mu.m. .Iaddend. .Iadd.160. The dye transfer sheet for
heat-sensitive transfer recording according to claim 154, wherein
the ink layer has a thickness of 0.1 to 5 .mu.m. .Iaddend.
.Iadd.161. The dye transfer sheet for heat-sensitive transfer
recording according to claim 154, wherein the ink layer is formed
in the base film with an ink which is prepared by dissolving or
dispersing said dye together with a binder in a water or an
organic solvent followed by drying thereof. .Iaddend. .Iadd.162.
The dye transfer sheet for heat-sensitive transfer recording which
has an ink layer containing a sublimable dye and a binder formed on
the base film, said sublimable dye being of the formula: ##STR610##
wherein: Q is --CO--; Z.sup.a and Z.sup.b are each independently
hydrogen, methyl, trifluoromethyl, trifluoroethyl, methoxy, ethoxy,
chlorine, or bromine, and Z.sup.a and Z.sup.b are not both
hydrogen; X.sup.a is ethyl, methoxy, trifluoromethyl, chlorine,
iodine, bromine, fluorine, formylamino, or propionylamino; Y.sup.a
is hydrogen; R.sup.a is C.sub.1 -C.sub.8 unsubstituted or
substituted alkyl, allyl, trifluoromethyl, or phenyl; and R.sup.b
and R.sup.c are each independently hydrogen or C.sub.1 -C.sub.8
substituted or unsubstituted alkyl, wherein R.sup.b and R.sup.c
are not both hydrogen. .Iaddend. .Iadd.163. The dye transfer sheet
for heat-sensitive transfer recording according to claim 162,
wherein the base film is a tissue paper. .Iaddend. .Iadd.164. The
dye transfer sheet for heat-sensitive transfer recording according
to claim 162, wherein the base film is a film of a polyester,
polyamide or polyimide. .Iaddend. .Iadd.165. The dye transfer sheet
for heat-sensitive transfer recording according to claim 164,
wherein the base film is a film of a polyethylene terephthalate or
polyimide. .Iaddend. .Iadd.166. The dye transfer sheet for
heat-sensitive transfer recording according to claim 162, wherein
the base film is a plastic film providing a heat-resistive layer on
a back face thereof. .Iaddend. .Iadd.167. The dye transfer sheet
for heat-sensitive transfer recording according to claim 162,
wherein the base
film has a thickness of 3 to 50 .mu.m. .Iaddend. .Iadd.168. The dye
transfer sheet for heat-sensitive transfer recording according to
claim 162, wherein the ink layer has a thickness of 0.1 to 5 .mu.m.
.Iaddend. .Iadd.169. The dye transfer sheet for heat-sensitive
transfer recording according to claim 162, wherein the ink layer is
formed in the base film with an ink which is prepared by dissolving
or dispersing said dye together with a binder in a water or an
organic solvent followed by drying thereof. .Iaddend.
Description
BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to a dye transfer sheet for use in
sublimation heat-sensitive transfer recording.
2. Description of the Prior Art
Heretofore, techniques for color recording facsimile printers,
copying machines, television images etc. have been sought, and
color recording techniques by electron photography, ink-jet
process, heat-sensitive transfer etc. have been under study.
The heat-sensitive transfer recording process is considered more
advantageous as compared with other processes since the maintenance
and operation of the device are easier and the device and
expendable supplies are less expensive.
The heat-sensitive transfer process is roughly classified into two
processes, that is, a molten heat-sensitive transfer recording
process which comprises heating a transfer sheet having a
heat-melting ink layer formed on a base film by a heat-sensitive
head to melt said ink thereby transfer recording onto a recording
body, and a sublimation heat-sensitive transfer recording process
which comprises heating a transfer sheet having an ink layer
containing a sublimable dye formed on a base film to sublime the
dye thereby transfer recording onto a recording body.
And, said sublimation heat-sensitive transfer recording process is
believed suitable for full color recording since it is possible to
control the amount of the dye to be sublimed and transferred by
controlling the energy applied to the heat-sensitive head and hence
gradation expression is easy.
In general, full color recording is conducted by using tricolor
dyes, that is, a cyan color dye, a magenta dye and a yellow color
dye, and sometimes, four color dyes, that is, these three plus a
black color dye, but in order to obtain full color recording having
good color reproducibility, the following requirements must be
satisfied: the respective dyes easily sublime under the operational
conditions of the heat-sensitive recording head, do not undergo
thermal decomposition under the operational conditions of the
heat-sensitive recording head, have preferred hues for color
reproduction, have great molecular absorption coefficients, are
stable against light, moisture, chemicals etc., are easily
sythesized, have excellent adaptability to inks, etc.
However, no conventional cyan dye has satisfied the above
requirements.
Accordingly, one object of this invention aims to provide cyan
color dyes which fulfill such requirements that they easily sublime
under the operational conditions of the heat-sensitive recording
head, do not undergo thermal decomposition under the operational
conditions of the heat-sensitive recording head, are stable against
light, are easily synthesized, are readily and uniformly dissolved
or dispersed to prepare an ink of a high concentration, etc.
Another object of this invention is to provide a dye transfer sheet
which has an ink layer containing such cyan color dyes coated on a
base film.
SUMMARY OF THE INVENTION
The gist of this invention resides in a dye transfer sheet for
heat-sensitive transfer recording which has an ink layer containing
a sublimable dye coated on a base film, said sublimable dye being
of the formula [I]. ##STR4## wherein --B represents ##STR5##
--Z.sup.1 and --Z.sup.2 each represents hydrogen, alkyl optionally
substituted by fluorine, alkoxy, halogen or --NHB, K represents
##STR6## --R.sup.1, --R.sup.2, --R.sup.6 and --R.sup.7 each
represents hydrogen C.sub.1 -C.sub.8 substituted or unsubstituted
alkyl, substituted or unsubstituted vinyl, allyl or aryl,
--R.sup.3, --R.sup.4 and --R.sup.5 each represents hydrogen or
methyl, --X represents hydrogen, alkyl optionally substituted by
fluorine, alkoxy, formylamino, alkylcarbonylamino optionally
substituted by fluorine, arylcarbonylamino or halogen, and --Y
represents hydrogen, alkyl optionally substituted by fluorine,
alkoxy or halogen.
DETAILED DESCRIPTION OF THE INVENTION
Of the dyes for heat-sensitive transfer recording of the above
formula [I] of this invention, those of the formulae [II]-[IX]
shown below are preferred dyes for heat-sensitive transfer
recording. ##STR7## wherein --X.sup.1 represents hydrogen, methyl,
methoxy, formylamino, acetylamino, propionylamino, chlorine,
bromine, iodine or fluorine, --Y.sup.1 represents hydrogen,
methoxy, ethoxy, chlorine, bromine, iodine, fluorine or methyl, and
--R.sup.8, --R.sup.9 and --R.sup.10 each represents hydrogen,
C.sub.1 -C.sub.8 substituted or unsubstituted alkyl, allyl or aryl;
##STR8## wherein --X, --Y, --R.sup.9 and --R.sup.10 are as defined
above, --B.sup.1 represents ##STR9## --Z.sup.3 and --Z.sup.4 each
represents hydrogen, alkyl optionally substituted by fluorine,
alkoxy or halogen, and --R.sup.11 and --R.sup.12 each represents
C.sub.1 -C.sub.8 substituted or unsubstituted alkyl or aryl.
In the above formula [III], examples of the substituents for the
substituted alkyl include alkoxy, hydroxy, aryl etc. Of the dyes of
the above formula [III], especially preferred are those wherein
--X, --Y, --Z.sup.3 and --Z.sup.4 are each hydrogen, methyl,
methoxy, ethoxy, chlorine, bromine or trifluoromethyl, --R.sup.9
and --R.sup.10 are each hydrogen, hydroxyalkyl, aralkyl or C.sub.1
-C.sub.6 alkyl, --B.sup.1 is ##STR10## and --R.sup.11 and
--R.sup.12 are each C.sub.1 -C.sub.4 alkyl. ##STR11## wherein --X,
--Y, --R.sup.8, --R.sup.9 and --R.sup.10 are as defined above, and
--Z.sup.5 and --Z.sup.6 each represents alkyl optionally
substituted by fluorine, alkoxy or halogen.
In the above formula [IV], examples of the substituents for the
substituted alkyl represented by --R.sup.8, --R.sup.9 and
--R.sup.10 include alkoxy, alkoxyalkoxy, aryl, aryloxy,
tetrahydrofurfuryl, alkylcarbonyloxy, alkoxycarbonyl,
alkoxycarbonyloxy, hydroxy, cyano, halogen etc. Of the dyes of the
above formula [IV], especially preferred are those wherein --X and
--Y are each hydrogen, methyl, methoxy, ethoxy, chlorine, bromine
or trifluoromethyl, --Z.sup.5 and --Z.sup.6 are each methyl,
methoxy, ethoxy, chlorine, bromine or trifluoromethyl, --R.sup.8 is
C.sub.1 -C.sub.6 alkyl, trifluoromethyl, perfluoroethyl or
perfluoropropyl, and --R.sup.9 and --R.sup.10 are each hydrogen,
hydroxyalkyl, aralkyl or C.sub.1 -C.sub.6 alkyl. ##STR12## wherein
--Z.sup.1 and --Z.sup.2 are as defined above, --B.sup.2 represents
##STR13## each represents C.sub.1 -C.sub.8 substituted or
unsubstituted alkyl.
In the above formula [V], examples of the substituents for the
substituted alkyl represented by --R.sup.13, --R.sup.14 and
--R.sup.15 include halogen, vinyl, alkoxy etc. Of the dyes of the
above formula [V], especially preferred are those wherein --B.sup.2
is ##STR14## --Z.sup.1 and --Z.sup.2 are each hydrogen, methyl,
trifluoromethyl, methoxy, chlorine, bromine, ##STR15## --R.sup.13,
--R.sup.14 and --R.sup.15 are each C.sub.1 -C.sub.6 alkyl,
trifluoromethyl, perfluoroethyl or perfluoropropyl, --R.sup.3,
--R.sup.4 and --R.sup.5 are each hydrogen or methyl, and --X and
--Y are each hydrogen, methyl, trifluoromethyl, methoxy, ethoxy,
chlorine or bromine. ##STR16## wherein --B.sup.2, --X and --Y are
as defined above, --B.sup.3 is as defined for --B.sup.2, and
--R.sup.16 and --R.sup.17 are each hydrogen or C.sub.1 -C.sub.8
substituted for unsubstituted alkyl. In the above formula [IV],
examples of the substituents for the substituted alkyl represented
by --R.sup.13, --R.sup.14, --R.sup.16 and --R.sup.17 include
halogen, alkoxy, vinyl, hydroxy, aryl etc. Of the dyes of the above
formula [VI], especially preferred are those wherein --X and --Y
are each hydrogen, methyl, methoxy, ethoxy, chlorine, bromine or
trifluoromethyl, --R.sup.16 and --R.sup.17 are each hydrogen,
hydroxyalkyl, aralkyl or C.sub.1 -C.sub.6 alkyl, --B.sup.2 and
--B.sup.3 are each ##STR17## and --R.sup.13 and --R.sup.14 are each
C.sub.1 -C.sub.4 alkyl or halogenated alkyl. ##STR18##
wherein --X.sup.1, --Y.sup.1, --R.sup.9 and --R.sup.10 are as
defined above, and --Z.sup.7 and --Z.sup.8 each represents
hydrogen, alkyl optionally substituted by fluorine, alkoxy, halogen
or --NH--A--R.sup.18 wherein --R.sup.18 represents substituted or
unsubstituted vinyl, and --A-- represents --CO-- or --COO--.
##STR19## wherein --X.sup.1, --Y.sup.1 and --A are as defined
above, --Z.sup.9 and --Z.sup.10 each represents hydrogen, methyl,
trifluoromethyl, methoxy, ethoxy, chlorine, bromine or
--NH--A--R.sup.19 wherein --R.sup.19 represents hydrogen, C.sub.1
-C.sub.8 straight-chain or branched-chain alkyl, allyl, vinyl,
methylvinyl, C.sub.3 -C.sub.8 alkoxyalkyl, aralkyl, cyclohexyl,
thienyl, trifluoromethyl or aryl, and --R.sup.20 and --R.sup.21
each represents hydrogen, C.sub.1 -C.sub.8 straight-chain or
branched-chain alkyl, C.sub.3 -C.sub.8 alkoxyalkyl, C.sub.2
-C.sub.4 hydroxyalkyl, C.sub.1 -C.sub.8 halogenated alkyl,
.beta.-cyanoethyl, alkenyl, methylalkenyl or tetrahydrofurfuryl.
##STR20## wherein --A-- is as defined above, --X.sup.2, --Y.sup.2,
--Z.sup.11 and --Z.sup.12 each represents hydrogen, methyl, methoxy
or chlorine, and --R.sup.22, --R.sup.23 and --R.sup.24 each
represents C.sub.1 -C.sub.8 straight-chain or branched-chain alkyl
or alkenyl.
Among those dyes above mentioned, more preferred dyes for
heat-sensitive transfer recording are shown as the following
formulae [X] and [XI]. ##STR21## wherein R.sup.8 represents C.sub.1
-C.sub.4 alkyl, CF.sub.3, --CH.dbd.CH.sub.2,
--C(CH.sub.3).dbd.CH.sub.2 or --CH.dbd.CHCH.sub.3, R.sup.6
represents C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.8 alkoxyalkyl,
C.sub.2 -C.sub.3 hydroxyalkyl, --C.sub.2 H.sub.4 CN, --C.sub.2
H.sub.4 Cl, ##STR22## X represents hydrogen, --CH.sub.3,
--NHCOCH.sub.3, --NHCHO or --NHCOC.sub.2 H.sub.5, Z.sup.1 and
Z.sup.2 each represents hydrogen, --CH.sub.3, --Cl, --OCH.sub.3,
--NHCOCH.sub.3, --NHCOC.sub.2 H.sub.5 or --NHCOCH.dbd.CH.sub.2.
##STR23## wherein R.sup.1 represents C.sub.1 -C.sub.4 alkyl or
C.sub.7 -C.sub.8 aralkyl. R.sup.6 and R.sup.7 each represents
--CH.sub.3, --C.sub.2 H.sub.5 or --C.sub.2 H.sub.4 OH, X represents
hydrogen or --CH.sub.3, Z.sup.1 and Z.sup.2 each represents
hydrogen, --CH.sub.3, --Cl, --NHCOOCH.sub.3 or --NHCOOC.sub.2
H.sub.5. Most preferable dyes are of the following formula [XIII].
##STR24## wherein R.sup.6, R.sup.7 and R.sup.8 each represents
C.sub.1 -C.sub.4 alkyl.
Further, the dyes to be used in the preparation of the dye transfer
sheet of this invention may be used in combination.
For example, there may be used mixtures of dyes [A] of the
following formula [XIII]. ##STR25## wherein R.sup.25, R.sup.26 and
R.sup.27 each represents C.sub.1 -C.sub.8 straight-chain or
branched-chain alkyl and dyes [B]of the following formula [XIV]:
##STR26## wherein R.sup.28, R.sup.29 and R.sup.30 each represents
C.sub.1 -C.sub.8 straight-chain or branched-chain alkyl.
In the above general formula [XIII] and [XIV], preferred
combinations are those wherein R.sup.25 and R.sup.28 are each
C.sub.1 -C.sub.4 straight-chain or branched-chain alkyl, and
R.sup.26, R.sup.27, R.sup.29 and R.sup.30 are each C.sub.1 -C.sub.4
straight-chain alkyl, and especially preferred is a mixture of a
dye of the following structural formula: ##STR27## and a dye of the
following structural formula: ##STR28##
The mixing ratio (by weight) of these dyes is suitably such that
the former ranges from 5 to 95% and the latter ranges from 95 to
5%, especially preferably the former ranges from 30 to 70% and the
latter ranges from 70 to 30%.
The dyes for heat-sensitive transfer recording of the above general
formula [I] of this invention may be produced by, for example, the
following process:
That is, a phenol of the following general formula [a]: ##STR29##
wherein --B, --Z.sup.1 and --Z.sup.2 are as defined above and an
aniline of the following general formula [b]:
wherein --K is as defined above are heated in the presence of
silver nitrate, thereby a dye for heat-sensitive transfer recording
of the above formula [I]of this invention may be produced.
For applying the dyes of the formula [I] to prepare the dye
transfer sheet of this invention in the sublimation heat-sensitive
transfer recording process, the dye may be dissolved, or dispersed
in a fine particle form, in a medium together with a binder to
prepare an ink, then said ink is coated on a base film and dried,
thereby a transfer sheet is prepared.
As the binder for the preparation of the ink, there may be used
water-soluble resins such as cellulosic type, acrylic acid type,
starch type etc.; resins soluble in water or organic solvents, such
as acrylic resins, methacrylic resins, polystyrene, polycarbonates,
polysulfones, polyether sulfones, polyvinylbutyral, ethyl
cellulose, acetyl cellulose etc.; and the like. In the case of the
resin soluble in organic solvents, it may be used not only as a
solution in an organic solvent but also in the form of an aqueous
dispersion.
Examples of the medium for the preparation of the ink include, in
addition to water, organic solvents, for example, alcohols such as
methyl alcohol, isopropyl alcohol, isobutyl alcohol etc.;
cellosolves such as methyl cellosolve, ethyl cellosolve etc.;
aromatics such as toluene, xylene, chlorobenzene etc.; ester such
as ethyl acetate, butyl acetate etc., ketones such as acetone,
methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone etc.;
chlorine type solvents such as methylene chloride, chloroform,
trichloroethylene etc.; ethers such as tetrahydrofuran, dioxane
etc., N,N-dimethylformamide, N-methylpyrrolidone etc.
As a base film according to the present invention, the film should
satisfy the properties such that the film is dense and thin in
order to improve a thermal conductivity; is excellent in heat
resistant; has smooth and lubricating surface in order to coat a
uniform transfer layer thereover and in order to intimately contact
with a thermal head; protects ink to be blotted onto the back face
of the film, so forth.
As an embodiment of the base film used for the transfer sheet,
tissue paper such as condenser paper, glassine paper, etc. and a
film of a plastic having good heat resistance, e.g. polyesters,
polyamides, polyimides etc. are suitable, and the thickness of said
base film is suitably in the range of 3-50 .mu.m. Among such films,
those of polyethylene terephthalate and polyimide are more
preferred.
As the method for coating the ink on the base film, it may be
conducted by using a reverse roll coater, a gravure coater, a rod
coater, an air doctor coater etc., and the thickness of the ink
coated layer after drying may suitably be in the range of 0.1-5
.mu.m (Yuji Harazaki, published from Maki Shoten in 1979, "Coating
Method").
The dye transfer sheet of the present invention basically comprises
a color layer containing the aforementioned dye on the surface of
the base film and optionally may further comprise a heat-resisting
and lubricating layer on the back face of the base film in order to
improve running characteristics and heat-resisting properties.
These heat-resisting and lubrication layer may be provided by
coating the back face of the base film with an inactive inorganic
compound such as fine silica powder, etc.; and additives such as a
lubricant; incorporated with resins such as epoxy type, acryl type,
urethane type, polycarbonate type, etc.
Since the dyes for heat-sensitive transfer recording of the above
formula [I] of this invention have a brilliant cyan color, they are
suitable for obtaining full color recording having good color
reproduciblity by combining with appropriate magenta and yellow
color dyes, and further since they easily sublime and have great
molecular absorption coefficients, it is possible to obtain
recording having a high color density at a high speed without
imposing much burden on the heat-sensitive heat. Further, since
they are stable against heat, light, moisture, chemicals, etc.,
they do not undergo thermal decomposition during transfer recording
and also the obtained recording has excellent storage stability.
Furthermore, since the dyes of the above formula [I] are good in
solubility in organic solvents and dispersibility in water, it is
easy to prepare a uniformly dissolved or dispersed ink of a high
concentration, and by using such an ink, a transfer sheet of this
invention on which the dye has been uniformly coated at a high
concentration may be obtained. Therefore, by using such a transfer
sheet of this invention, recording having excellent uniformity and
color density may be obtained.
Still further, where a mixture of the dyes of the above general
formula [XIII] and [XIV] is used, since the dyes do not separate
when an ink of a high concentration is prepared or the ratio to the
binder is increased, it is possible to prepare a more uniformly
dissolved ink at a high concentration as compared with the cases
where the respective dyes are used singly, and by using such an
ink, a transfer sheet of this invention on which the mixed dye has
been uniformly coated at high concentration may be obtained. In
addition, by using this transfer sheet of this invention cyan color
transfer recording having neither unevenness of the image nor
abrasion staining may be obtained.
This invention is more particularly described by the following
examples, but it should be noted that this invention be not
restricted by these examples.
EXAMPLE 1
(i) Preparation of an Ink
______________________________________ ##STR30##
______________________________________ Above dye 10 g Polysulfone
resin* 10 g Chlorobenzene 80 g Total 100 g
______________________________________ *UDEL P1700 (trade name)
produced by Nissan Chemicals Industries Ltd.
The mixture of the above composition was treated by a paint
conditioner for 10 minutes to prepare an ink. The dye and the resin
had been completely dissolved and thus it was possible to obtain an
ink in a uniform solution.
(ii) Preparation of a Transfer Sheet
The aforsaid ink was coated on a polyimide film (15 .mu.m thick)
using a bar coated (produced by RK Print Coat Instruments Co., (No.
1) and dried in air, to obtain a transfer sheet.
(iii) Transfer Recording
The ink coated surface of the aforesaid transfer sheet was
overlapped with a recording body, and recording was effected using
a heat-sensitive head under the following conditions thereby it was
possible to obtain uniform brilliant cyan color recording having a
high color density of 1.40.
______________________________________ Recording Conditions
______________________________________ Linear density of main
scanning and .4 dots/mm minor scanning: Recording electric power:
0.6 W/dot Heating time of the head: 10 m sec.
______________________________________
The recording body was produced by coating a liquid prepared by
mixing 10 g of an aqueous dispersion of 34% by weight of a
saturated polyester (produced by Toyo Spinning Co., Ltd., VYLONAL
MD-1200, trade name) and 1 g of silica (produced by Nippon Silica
Industry Co., Ltd., Nipsil E220A, trade name) on a wood free paper
sheet (200 .mu.m thick) using a bar coater (produced by RK Print
Coat Instruments Co., No. 3) and thereafter drying.
The color density was measured by using a densitometer Model RD-514
manufactured by Macbeth Co., U.S.A. (filter: latten No. 25).
A light fastness test was conducted on the obtained recording using
a carbon arc fade-o-meter (manufactured by Suga Tester Co., Ltd.)
at a black panel temperature of 63.+-.2.degree. C. to find that
there was hardly decoloration or change in color after exposure to
light for 40 hours.
The dye used in this example was produced as follows:
3.0 g of acetamidophenol of the following structural formula:
##STR31## and 4.3 of a compound of the following structural
formula: ##STR32## were added to 150 ml of ethanol, stirred at room
temperature, and then a solution of 3.4 g of silver nitrate in 15
ml of water was added dropwise. Thereafter, 15 ml of a 28% ammonia
water was added thereto, further a solution of 10.5 g of silver
nitrate in 10 ml of water was added dropwise, and the reaction was
effected at 30.degree.-40.degree. C. for 3 hours. After completion
of the reaction, it was extracted with chloroform, the solvent was
distilled off, and the residue was purified by column
chromatography, to obtain 5.2 g (yield 80% based on the theoretical
yield) of a purified product of an indoaniline type dye of the
following structural formula: ##STR33## The dye thus obtained had a
melting point of 128.degree.-130.degree. C. and a maximum
absorption wavelength (chloroform) of 656 nm.
EXAMPLE 2
Preparation of the ink, preparation of the transfer sheet and
transfer recording were carried out according to the procedures
described in Example 1 except that the dye used in Example 1 was
replaced by the dyes set forth in Table 1 respectively, thereby
brilliant cyan color recording having the color density set forth
in Table 1 was obtained in each case.
TABLE 1
__________________________________________________________________________
Maximum Color Absorption Density Wavelength of the (Chloroform) No.
Structural Formula of the Dye Recording (nm)
__________________________________________________________________________
2-1 ##STR34## 1.40 636 2-2 ##STR35## 1.40 626 2-3 ##STR36## 1.40
637 2-4 ##STR37## 1.40 638 2-5 ##STR38## 1.35 639 2-6 ##STR39##
1.35 639 2-7 ##STR40## 1.40 636 2-8 ##STR41## 1.40 637 2-9
##STR42## 1.40 638 2-10 ##STR43## 1.40 636 2-11 ##STR44## 1.40 636
2-12 ##STR45## 1.40 656 2-13 ##STR46## 1.40 656 2-14 ##STR47## 1.40
656 2-15 ##STR48## 1.40 657 2-16 ##STR49## 1.35 658 2-17 ##STR50##
1.35 632 2-18 ##STR51## 1.35 632 2-19 ##STR52## 1.40 632 2-20
##STR53## 1.30 660 2-21 ##STR54## 1.30 658 2-22 ##STR55## 1.30 660
2-23 ##STR56## 1.35 632 2-24 ##STR57## 1.35 661 2-25 ##STR58## 1.35
657 2-26 ##STR59## 1.35 658 2-27 ##STR60## 1.25 656 2-28 ##STR61##
1.25 675 2-29 ##STR62## 1.40 630 2-30 ##STR63## 1.35 630 2-31
##STR64## 1.35 630 2-32 ##STR65## 1.35 652 2-33 ##STR66## 1.35 633
2-34 ##STR67## 1.35 652 2-35 ##STR68## 1.35 633 2-36 ##STR69## 1.30
626 2-37 ##STR70## 1.30 651 2-38 ##STR71## 1.25 620 2-39 ##STR72##
1.30 625 2-40 ##STR73## 1.40 633 2-41 ##STR74## 1.30 652 2-42
##STR75## 1.40 623 2-43 ##STR76## 1.35 636 2-44 ##STR77## 1.35 636
2-45 ##STR78## 1.30 636 2-46 ##STR79## 1.30 632 2-47 ##STR80## 1.40
633 2-48 ##STR81## 1.30 635 2-49 ##STR82## 1.30 626 2-50 ##STR83##
1.40 636 2-51 ##STR84## 1.30 636 2-52 ##STR85## 1.30 630 2-53
##STR86## 1.30 630 2-54 ##STR87## 1.30 630 2-55 ##STR88## 1.30 631
2-56 ##STR89## 1.30 633 2-57 ##STR90## 1.30 633 2-58 ##STR91## 1.20
657 2-59 ##STR92## 1.20 670 2-60 ##STR93## 1.20 620 2-61 ##STR94##
1.40 634 2-62 ##STR95## 1.40 625 2-63 ##STR96## 1.40 653 2-64
##STR97## 1.40 653 2-65 ##STR98## 1.40 634 2-66 ##STR99## 1.40 634
2-67 ##STR100## 1.40 653 2-68 ##STR101## 1.35 635 2-69 ##STR102##
1.35 636 2-70 ##STR103## 1.30 656 2-71 ##STR104## 1.35 635 2-72
##STR105## 1.40 636 2-73 ##STR106## 1.40 656
__________________________________________________________________________
EXAMPLE 3
Preparation of the ink, preparation of the transfer sheet and
transfer recording were carried out according to the procedures
described in Example 1 except that the dye used in Example 1 was
replaced by a dye of the following structural formula: ##STR107##
thereby it was possible to obtain uniform brilliant cyan color
recording having a high color density of 1.40.
A light fastness test was conducted on the obtained recording
according to the procedures described in Example 1 to find that
there was hardly decoloration or change in color after exposure to
light for 40 hours. Further, the transfer sheet and the recording
were both stable against heat and moisture, and were excellent in
dark place storability.
The dye used in this example was produced as follows:
150 ml of ethanol was added to 3.7 g of 2-methylsulfonylaminophenol
of the following structural formula: ##STR108## and 5.24 g of a
compound of the following structural formula: ##STR109## stirred at
room temperature, and then a solution of 3.4 g of silver nitrate in
15 ml of water was added dropwise. 15 ml of a 28% ammonia water was
added thereto, further a solution of 1.5 g of silver nitrate in 10
ml of water was added dropwise, and the reaction was effected at
30.degree.-40.degree. C. for 3 hours. After completion of the
reaction, it was extracted with chloroform, the solvent was
distilled off, and the residue was purified by column
chromatography using chloroform to obtain 5.27 g (yield 76% based
on the theoretical yield) of a purified product of an indoaniline
type dye of the following structural formula: ##STR110## The dye
thus obtained had a melting pont of 135.degree.-137.degree. C. and
a maximum absorption wavelength (chloroform) of 640 nm.
EXAMPLE 4
Preparation of the ink, preparation of the transfer sheet and
transfer recording were carried out according to the procedures
described in Example 1 except that the dye used in Example 1 was
replaced by the dyes set forth in Table 2 respectively, thereby
brilliant cyan color recording having the color density set forth
in Table 2 was obtained in each case.
The results of a light fastness test on the obtained recording and
a dark place storability test on the transfer sheet and the
recording were both good.
TABLE 2
__________________________________________________________________________
Maximum Color Absorption Density Wavelength of the (Chloroform) No.
Structural Fromula of the dye Recording (nm)
__________________________________________________________________________
4-1 ##STR111## 1.40 660 4-2 ##STR112## 1.35 645 4-3 ##STR113## 1.40
662 4-4 ##STR114## 1.35 663 4-5 ##STR115## 1.35 664 4-6 ##STR116##
1.30 665 4-7 ##STR117## 1.35 626 4-8 ##STR118## 1.40 640 4-9
##STR119## 1.40 641 4-10 ##STR120## 1.35 642 4-11 ##STR121## 1.30
606 4-12 ##STR122## 1.30 636 4-13 ##STR123## 1.30 620 4-14
##STR124## 1.30 655 4-15 ##STR125## 1.40 649 4-16 ##STR126## 1.30
639 4-17 ##STR127## 1.30 635 4-18 ##STR128## 1.30 619 4-19
##STR129## 1.30 654 4-20 ##STR130## 1.30 638 4-21 ##STR131## 1.25
653 4-22 ##STR132## 1.25 652 4-23 ##STR133## 1.35 656 4-24
##STR134## 1.35 640 4-25 ##STR135## 1.40 636 4-26 ##STR136## 1.35
620 4-27 ##STR137## 1.35 656 4-28 ##STR138## 1.35 636 4-29
##STR139## 1.30 653 4-30 ##STR140## 1.30 633 4-31 ##STR141## 1.35
634 4-32 ##STR142## 1.35 653 4-33 ##STR143## 1.35 633 4-34
##STR144## 1.30 633 4-35 ##STR145## 1.30 653 4-36 ##STR146## 1.30
653 4-37 ##STR147## 1.30 654 4-38 ##STR148## 1.30 633 4-39
##STR149## 1.30 632 4-40 ##STR150## 1.25 631 4-41 ##STR151## 1.30
634 4-42 ##STR152## 1.30 632 4-43 ##STR153## 1.25 632 4-44
##STR154## 1.30 642 4-45 ##STR155## 1.30 638 4-46 ##STR156## 1.30
638 4-47 ##STR157## 1.30 637 4-48 ##STR158## 1.30 637 4-49
##STR159## 1.30 636 4-50 ##STR160## 1.30 636 4-51 ##STR161## 1.25
636 4-52 ##STR162## 1.20 658 4-53 ##STR163## 1.20 662 4-54
##STR164## 1.25 643 4-55 ##STR165## 1.25 641 4-56 ##STR166## 1.25
641 4-57 ##STR167## 1.25 642 4-58 ##STR168## 1.30 630 4-59
##STR169## 1.30 630 4-60 ##STR170## 1.25 667 4-61 ##STR171## 1.35
650 4-62 ##STR172## 1.35 648 4-63 ##STR173## 1.30 646 4-64
##STR174## 1.30 643 4-65 ##STR175## 1.30 644 4-66 ##STR176## 1.30
643 4-67 ##STR177## 1.25 664 4-68 ##STR178## 1.25 663 4-69
##STR179## 1.25 662 4-70 ##STR180## 1.20 660 4-71 ##STR181## 1.20
642 4-72 ##STR182## 1.25 636 4-73 ##STR183## 1.20 634 4-74
##STR184## 1.20 635 4-75 ##STR185## 1.15 650 4-76 ##STR186## 1.30
634 4-77 ##STR187## 1.35 632 4-78 ##STR188## 1.25 643 4-79
##STR189## 1.20 638 4-80 ##STR190## 1.15 636 4-81 ##STR191## 1.35
630 4-82 ##STR192## 1.20 634 4-83 ##STR193## 1.25 594 4-84
##STR194## 1.30 635 4-85 ##STR195## 1.30 624 4-86 ##STR196## 1.25
626 4-87 ##STR197## 1.30 624 4-88 ##STR198## 1.30 650 4-89
##STR199## 1.25 665 4-90 ##STR200## 1.35 646 4-91 ##STR201## 1.35
643 4-92 ##STR202## 1.20 619 4-93 ##STR203## 1.20 633
__________________________________________________________________________
EXAMPLES 5
Preparation of the ink, preparation of the transfer sheet and
transfer recording were carried out according to the procedures
described in Example 1 except that the dye used in Example 1 was
replaced by a dye of the following structural formula: ##STR204##
thereby it was possible to obtain uniform brilliant cyan color
recording having a high color density of 1.40.
A light fastness test was conducted on the obtained recording,
according to the procedures described in Example 1, to find that
there was hardly decoloration or change in color after exposure to
light for 40 hours. Further, the transfer sheet and the recording
were both stable against heat and moisture, and were excellent in
dark place storability.
The dye used in this example was produced as follows:
150 ml of ethanol was added to 3.28 g of 5-methyl-2-acetamidophenol
of the following structural formula: ##STR205## and 5.24 g of a
sulfate salt of a compound of the following structural formula:
##STR206## stirred at room temperature, and then a solution of 3.4
g of silver nitrate in 15 ml of water was added dropwise. 15 ml of
a 28% ammonia water was added thereto, further a solution of 10.5 g
of silver nitrate in 10 ml of water was added dropwise, and the
reaction was effected at 30.degree.-40.degree. C. for 3 hours.
After completion of the reaction, it was extracted with chloroform,
the solvent was distilled off, and the residue was purified by
column chromatography using chloroform to obtain 5.6 g (yield 82%
based on the theoretical yield) of a purified product of an
indoaniline type dye of the following structural formula:
##STR207## The maximum absorption wavelength of the above dye was
637 nm (chloroform).
EXAMPLE 6
Preparation of the ink, preparation of the transfer sheet and
transfer recording were carried out according to the procedures
described in Example 1 except that the dye used in Example 1 was
replaced by the dyes set forth in Table 3 respectively, thereby
brilliant cyan color recording having the color density set forth
in Table 3 was obtained in each case.
The results of a light fastness test on the obtained recording and
a dark place storability test on the transfer sheet and the
recording were both good.
TABLE 3
__________________________________________________________________________
Maximum Absorption Color Density Wavelength (Chloroform) No.
Structural Formula of the Dye of the Recording (nm)
__________________________________________________________________________
6-1 ##STR208## 1.35 658 6-2 ##STR209## 1.35 628 6-3 ##STR210## 1.35
639 6-4 ##STR211## 1.35 640 6-5 ##STR212## 1.30 641 6-6 ##STR213##
1.30 641 6-7 ##STR214## 1.35 638 6-8 ##STR215## 1.35 639 6-9
##STR216## 1.35 640 6-10 ##STR217## 1.35 638 6-11 ##STR218## 1.35
638 6-12 ##STR219## 1.30 657 6-13 ##STR220## 1.30 657 6-14
##STR221## 1.30 657 6-15 ##STR222## 1.30 658 6-16 ##STR223## 1.25
659 6-17 ##STR224## 1.25 633 6-18 ##STR225## 1.25 633 6-19
##STR226## 1.30 633 6-20 ##STR227## 1.20 661 6-21 ##STR228## 1.20
699 6-22 ##STR229## 1.20 661 6-23 ##STR230## 1.30 633 6-24
##STR231## 1.20 662 6-25 ##STR232## 1.15 678 6-26 ##STR233## 1.15
678 6-27 ##STR234## 1.15 657 6-28 ##STR235## 1.15 676 6-29
##STR236## 1.25 631 6-30 ##STR237## 1.25 631 6-31 ##STR238## 1.25
629 6-32 ##STR239## 1.25 651 6-33 ##STR240## 1.25 634 6-34
##STR241## 1.30 654 6-35 ##STR242## 1.30 635 6-36 ##STR243## 1.25
628 6-37 ##STR244## 1.25 653 6-38 ##STR245## 1.20 622 6-39
##STR246## 1.25 627 6-40 ##STR247## 1.30 635 6-41 ##STR248## 1.25
654 6-42 ##STR249## 1.30 625 6-43 ##STR250## 1.25 638 6-44
##STR251## 1.25 638 6-45 ##STR252## 1.25 638 6-46 ##STR253## 1.26
634 6-47 ##STR254## 1.35 635 6-48 ##STR255## 1.25 636 6-49
##STR256## 1.25 628 6-50 ##STR257## 1.35 638 6-51 ##STR258## 1.25
638 6-52 ##STR259## 1.25 631 6-53 ##STR260## 1.25 632 6-54
##STR261## 1.25 632 6-55 ##STR262## 1.25 633 6-56 ##STR263## 1.20
653 6-57 ##STR264## 1.20 654 6-58 ##STR265## 1.10 678 6-59
##STR266## 1.10 690 6-60 ##STR267## 1.10 640 6-61 ##STR268## 1.35
636 6-62 ##STR269## 1.35 627 6-63 ##STR270## 1.35 655 6-64
##STR271## 1.35 626 6-65 ##STR272## 1.35 636 6-66 ##STR273## 1.35
655 6-67 ##STR274## 1.35 648 6-68 ##STR275## 1.20 660 6-69
##STR276## 1.10 647 6-70 ##STR277## 1.30 646
__________________________________________________________________________
EXAMPLE 7
Preparation of the ink, preparation of the transfer sheet and
transfer recording were carried out according to the procedures
described in Example 1 except that the dye used in Example 1 was
replaced by a dye of the following structural formula: ##STR278##
thereby it was possible to obtain uniform brilliant cyan color
recording having a high color density. The color density of the
obtained recording was 1.25.
A light fastness test was conducted on the obtained recording
according to the procedures described in Example 1, to find that
there was hardly decoloration or change in color after exposure to
light for 40 hours. Further, the transfer sheet and the obtained
recording were both stable against heat and moisture, and were
excellent in dark place storability.
The dye used in this example was produced as follows:
3.0 g of 2-acetamidophenol of the following structural formula:
##STR279## and 5.1 g of a compound of the following structural
formula: ##STR280## were added to 200 ml of methanol, stirred at
room temperature, and then a solution of 3.4 g of silver nitrate in
15 ml of water was added dropwise. 15 ml of a 28% ammonia water was
added thereto, further a solution of 10.5 g of silver nitrate in 10
ml of water was added dropwise, and the reaction was effected at
30.degree.-40.degree. C. for 3 hours. After completion of the
reaction, it was extracted with chloroform, the solvent was
distilled off, and the residue was purified by column
chromatography using chloroform to obtain 5.3 g (yield 73% based on
the theoretical yield) of a purified product of an indoaniline type
dye of the following structural formula: ##STR281## The maximum
absorption wavelength of the above dye was 652 nm (chloroform).
EXAMPLE 8
Preparation of the ink, preparation of the transfer sheet and
transfer recording were carried out according to the procedures
described in Example 1 except that the dye used in Example 1 was
placed by the dyes set forth in Table 4 respectively, thereby
brilliant cyan color recording having the color density set forth
in Table 4 was obtained in each case.
The results of a light fastness test on the obtained recording and
a dark place storability test on the transfer sheet and the
recording were both good.
TABLE 4
__________________________________________________________________________
Maximum Absorption Color Density Wavelength (Chloroform) No.
Structural Formula of the Dye of the Recording (nm)
__________________________________________________________________________
8-1 ##STR282## 1.25 646 8-2 ##STR283## 1.20 648 8-3 ##STR284## 1.20
646 8-4 ##STR285## 1.25 650 8-5 ##STR286## 1.25 614 8-6 ##STR287##
1.15 672 8-7 ##STR288## 1.20 653 8-8 ##STR289## 1.20 653 8-9
##STR290## 1.10 653 8-10 ##STR291## 1.10 653 8-11 ##STR292## 1.25
655 8-12 ##STR293## 1.10 653 8-13 ##STR294## 1.10 653 8-14
##STR295## 1.10 654 8-15 ##STR296## 1.15 657 8-16 ##STR297## 1.10
657 8-17 ##STR298## 1.30 620 8-18 ##STR299## 1.30 621 8-19
##STR300## 1.30 621 8-20 ##STR301## 1.25 621 8-21 ##STR302## 1.25
622 8-22 ##STR303## 1.30 636 8-23 ##STR304## 1.30 637 8-24
##STR305## 1.30 637 8-25 ##STR306## 1.30 623 8-26 ##STR307## 1.30
624 8-27 ##STR308## 1.30 624 8-28 ##STR309## 1.25 624 8-29
##STR310## 1.25 625 8-30 ##STR311## 1.30 638 8-31 ##STR312## 1.30
639 8-32 ##STR313## 1.30 639 8-33 ##STR314## 1.15 660 8-34
##STR315## 1.10 662 8-35 ##STR316## 1.10 661 8-36 ##STR317## 1.10
659 8-37 ##STR318## 1.10 661 8-38 ##STR319## 1.15 661 8-39
##STR320## 1.10 661 8-40 ##STR321## 1.10 661 8-41 ##STR322## 1.15
663 8-42 ##STR323## 1.15 665 8-43 ##STR324## 1.20 656 8-44
##STR325## 1.20 657 8-45 ##STR326## 1.15 658 8-46 ##STR327## 1.05
680 8-47 ##STR328## 1.05 660 8-48 ##STR329## 1.05 661 8-49
##STR330## 1.15 620 8-50 ##STR331## 1.15 634 8-51 ##STR332## 1.30
630 8-52 ##STR333## 1.20 642 8-53 ##STR334## 1.20 643 8-54
##STR335## 1.20 618 8-55 ##STR336## 1.20 618 8-56 ##STR337## 1.30
625 8-57 ##STR338## 1.10 657 8-58 ##STR339## 1.10 656 8-59
##STR340## 1.05 652 8-60 ##STR341## 1.25 645 8-61 ##STR342## 1.20
646 8-62 ##STR343## 1.15 640 8-63 ##STR344## 1.25 628
__________________________________________________________________________
EXAMPLE 9
Preparation of the ink, preparation of the transfer sheet and
transfer recording were carried out according to the procedures
described in Example 1 except that the dye used in Example 1 was
replaced by a dye of the following structural formula: ##STR345##
thereby it was possible to obtain uniform brilliant cyan color
reproducing having a high color density of 1.30.
A light fastness test was conducted on the obtained recording
according to the procedures described in Example 1 to find that
there was hardly decoloration or change in color after exposure to
light for 40 hours. Further, the transfer sheet and the recording
were both stable against heat and moisture, and were excellent in
dark place storability.
The dye used in this example was produced as follows:
300 ml of ethanol was added to 4.1 g of 2,5-bisacetamidophenol of
the following structural formula: ##STR346## and 5.3 g of a
compound of the following structural formula: ##STR347## stirred at
room temperature, and then a solution of 3.4 g of silver nitrate in
15 ml of water was added dropwise. 15 ml of a 28% ammonia water was
added thereto, further a solution of 10.5 g of silver nitrate in 10
ml of water was added dropwise, and the reaction was effected at
30.degree.-40.degree. C. for 3 hours. After completion of the
reaction, it was extracted with chloroform, the solvent was
distilled off, and the residue was purified by column
chromatography using chloroform to obtain 5.7 g (yield 78% based on
the theoretical yield) of a purified product of an indoaniline type
dye of the following structural formula: ##STR348## The mass
spectrum of the above dye was m/e=368, and its maximum absorption
wavelength was 634 nm (chloroform).
EXAMPLE 10
Preparation of the ink, preparation of the transfer sheet and
transfer recording were carried out according to the procedures
described in Example 1 except that the dye used in Example 1 was
replaced by the dyes set forth in Table 5 respectively, thereby
brilliant cyan color recording having the color density set forth
in Table 5 was obtained in each case.
The results of a light fastness test on the obtained recording and
a dark place storability test on the transfer sheet and the
recording were both good.
TABLE 5
__________________________________________________________________________
Color Maximum Density Absorption of the Wavelength No. Structural
Formula of the Dye Recording (Chloroform (nm)
__________________________________________________________________________
10-1 ##STR349## 1.30 654 10-2 ##STR350## 1.30 655 10-3 ##STR351##
1.25 640 10-4 ##STR352## 1.25 656 10-5 ##STR353## 1.20 657 10-6
##STR354## 1.15 658 10-7 ##STR355## 1.25 620 10-8 ##STR356## 1.30
635 10-9 ##STR357## 1.25 636 10-10 ##STR358## 1.25 637 10-11
##STR359## 1.30 635 10-12 ##STR360## 1.30 644 10-13 ##STR361## 1.25
630 10-14 ##STR362## 1.15 630 10-15 ##STR363## 1.10 650 10-16
##STR364## 1.15 634 10-17 ##STR365## 1.10 654 10-18 ##STR366## 1.30
638 10-19 ##STR367## 1.25 622 10-20 ##STR368## 1.30 658 10-21
##STR369## 1.25 642 10-22 ##STR370## 1.25 638 10-23 ##STR371## 1.25
657 10-24 ##STR372## 1.25 638 10-25 ##STR373## 1.25 658 10-26
##STR374## 1.30 638 10-27 ##STR375## 1.30 658 10-28 ##STR376## 1.25
639 10-29 ##STR377## 1.25 659 10-30 ##STR378## 1.20 657 10-31
##STR379## 1.20 637 10-32 ##STR380## 1.20 637 10-33 ##STR381## 1.20
658 10-34 ##STR382## 1.20 658 10-35 ##STR383## 1.20 637 10-36
##STR384## 1.20 658 10-37 ##STR385## 1.15 657 10-38 ##STR386## 1.15
636 10-39 ##STR387## 1.15 636 10-40 ##STR388## 1.10 656 10-41
##STR389## 1.10 636 10-42 ##STR390## 1.10 636 10-43 ##STR391## 1.15
636 10-44 ##STR392## 1.15 657 10-45 ##STR393## 1.30 635 10-46
##STR394## 1.30 655 10-47 ##STR395## 1.30 634 10-48 ##STR396## 1.30
654 10-49 ##STR397## 1.30 658 10-50 ##STR398## 1.30 638 10-51
##STR399## 1.25 635 10-52 ##STR400## 1.30 635 10-53 ##STR401## 1.25
636 10-54 ##STR402## 1.25 636 10-55 ##STR403## 1.25 636 10-56
##STR404## 1.25 656 10-57 ##STR405## 1.20 656 10-58 ##STR406## 1.20
657 10-59 ##STR407## 1.20 635 10-60 ##STR408## 1.30 636 10-61
##STR409## 1.25 638 10-62 ##STR410## 1.25 638 10-63 ##STR411## 1.20
638 10-64 ##STR412## 1.20 638 10-65 ##STR413## 1.20 638 10-66
##STR414## 1.30 620 10-67 ##STR415## 1.15 672 10-68 ##STR416## 1.15
670 10-69 ##STR417## 1.20 628 10-70 ##STR418## 1.15 628 10-71
##STR419## 1.20 627 10-72 ##STR420## 1.15 627 10-73 ##STR421## 1.15
671 10-74 ##STR422## 1.10 635 10-75 ##STR423## 1.15 638 10-76
##STR424## 1.10 653 10-77 ##STR425## 1.10 657 10-78 ##STR426## 1.20
663 10-79 ##STR427## 1.20 665 10-80 ##STR428## 1.20 663 10-81
##STR429## 1.10 658 10-82 ##STR430## 1.10 648 10-83 ##STR431## 1.15
620 10-84 ##STR432## 1.15 635 10-85 ##STR433## 1.10 616
__________________________________________________________________________
EXAMPLE 11
Preparation of the ink, preparation of the transfer sheet and
transfer recording were carried out according to the procedure
described in Example 1 except that the dye used in Example 1 was
replaced by a dye of the following structural formula: ##STR434##
thereby it was possible to obtain uniform brilliant cyan color
recording having a high color density of 1.40.
Further, a light fastness test was conducted on the obtained
recording according to the procedures described in Example 1 to
find that there was hardly decoloration or change in color after
exposure to light for 40 hours.
The dye used in this example was produced as follows:
3.1 g of phenol compound of the following structural formula:
##STR435## and 4.3 g of a compound of the following structural
formula: ##STR436## were added to 150 ml of ethanol, stirred at
room temperature, and then a solution of 3.4 g of silver nitrate in
15 ml of water was added dropwise. Thereafter, 15 ml of a 28%
ammonia water was added thereto, further a solution of 10.5 g of
silver nitrate in 10 ml of water was added dropwise, and the
reaction was effected at 30.degree.-40.degree. C. for 3 hours.
After completion of the reaction, it was extracted with chloroform,
the solvent was distilled off, and then the residue was purified by
column chromatography using chloroform, to obtain a purified
product of an indoaniline compound of the following structural
formula: ##STR437## The maximum absorption wavelength (chloroform)
of this product was 659 nm.
EXAMPLE 12
The indoaniline compounds set forth in Table 6 below were produced
according to the procedures described in Example 11. The maximum
absorption wavelength (chloroform) of each obtained indoaniline
compound is shown in Table 6.
Preparation of the ink, preparation of the transfer sheet and
transfer recording were carried out according to the procedures
described in Example 1 except that the dye used in Example 1 was
replaced by the indoaniline compounds set forth in Table 6 as the
dyes respectively, thereby it was possible to obtain uniform
brilliant cyan color recording having the color density set forth
in Table 6 in each case.
A light fastness test was conducted on the obtained recording
according to the procedures described in Example 1 to find that
there was hardly decoloration or change in color.
TABLE 6
__________________________________________________________________________
Maximum Color Absorption Density Wavelength of the (Chloroform) No.
Structural Formula of the Dye Recording (nm)
__________________________________________________________________________
12-1 ##STR438## 1.40 639 12-2 ##STR439## 1.40 629 12-3 ##STR440##
1.40 640 12-4 ##STR441## 1.40 641 12-5 ##STR442## 1.35 642 12-6
##STR443## 1.35 642 12-7 ##STR444## 1.40 623 12-8 ##STR445## 1.40
639 12-9 ##STR446## 1.40 639 12-10 ##STR447## 1.40 633 12-11
##STR448## 1.40 659 12-12 ##STR449## 1.40 659 12-13 ##STR450## 1.40
653 12-14 ##STR451## 1.40 643 12-15 ##STR452## 1.35 635 12-16
##STR453## 1.35 635 12-17 ##STR454## 1.35 635 12-18 ##STR455## 1.30
663 12-19 ##STR456## 1.30 661 12-20 ##STR457## 1.30 663 12-21
##STR458## 1.35 635 12-22 ##STR459## 1.35 664 12-23 ##STR460## 1.35
660 12-24 ##STR461## 1.35 661 12-25 ##STR462## 1.30 659 12-26
##STR463## 1.30 678 12-27 ##STR464## 1.35 633 12-28 ##STR465## 1.35
633 12-29 ##STR466## 1.35 633 12-30 ##STR467## 1.35 655 12-31
##STR468## 1.35 636 12-32 ##STR469## 1.35 655 12-33 ##STR470## 1.30
629 12-34 ##STR471## 1.30 654 12-35 ##STR472## 1.30 624 12-36
##STR473## 1.30 628 12-37 ##STR474## 1.35 636 12-38 ##STR475## 1.35
655 12-39 ##STR476## 1.30 629 12-40 ##STR477## 1.40 639 12-41
##STR478## 1.30 633 12-42 ##STR479## 1.30 633 12-43 ##STR480## 1.30
633 12-44 ##STR481## 1.30 633 12-45 ##STR482## 1.30 634 12-46
##STR483## 1.30 636 12-47 ##STR484## 1.30 636 12-48 ##STR485## 1.20
623 12-49 ##STR486## 1.40 640 12-50 ##STR487## 1.40 661 12-51
##STR488## 1.40 631 12-52 ##STR489## 1.30 660 12-53 ##STR490## 1.30
665 12-54 ##STR491## 1.25 681 12-55 ##STR492## 1.20 660 12-56
##STR493## 1.35 634 12-57 ##STR494## 1.20 634 12-58 ##STR495## 1.25
631 12-59 ##STR496## 1.30 654 12-60 ##STR497## 1.30 637 12-61
##STR498## 1.25 641 12-62 ##STR499## 1.25 661 12-63 ##STR500## 1.25
641 12-64 ##STR501## 1.25 660 12-65 ##STR502## 1.25 632 12-66
##STR503## 1.30 639 12-67 ##STR504## 1.25 632 12-68 ##STR505## 1.25
632
__________________________________________________________________________
EXAMPLE 13
(i) Preparation of an Ink
______________________________________ ##STR506## [A.sup.1 ]
##STR507## [B.sup.1 ] Mixing ratio
______________________________________ ##STR508## 7 g 7 g (50%)
(50%) Polysulfone resin 10 g (UDEL P-1700) Chlorobenzene 50 g Total
74 g ______________________________________
The mixture of the above composition was treated by a paint
conditioner for 10 minutes to prepare an ink. The dye and the resin
had been completely dissolved and thus it was possible to obtain an
ink in a uniform solution of a high concentration.
(ii) Preparation of a Transfer Sheet
The aforesaid ink was coated on a polyimide film (15 .mu.m thick)
using a bar coater (produced by RK Print Coat Instruments Co., No.
1) and dried in hot air at 60.degree. C., thereby there was no
separation of the dye and it was possible to obtain a uniformly
coated transfer sheet.
(iii) Transfer Recording
Transfer recording was conducted according to the transfer
recording procedures described in Example 1 using the transfer
sheet obtained above and the recording body described in Example 1,
thereby it was possible to obtain uniform brilliant cyan color
recording having a high color density of 1.80 without unevenness in
the image.
A light fastness test was conducted on the obtained recording
according to the procedures described in Example 1 to find that
there was hardly decoloration or change in color after exposure to
light for 40 hours.
COMPARATIVE EXAMPLES 1 & 2
Inks were prepared by procedures similar to those described in
Example 13 except that 14 g of the mixed dye used in Example 13 was
replaced by 14 g of the dye [A.sup.1 ] alone (Comparative Example
1) and 14 g of the dye [B.sup.1 ] alone (Comparative Example 2)
respectively. With each ink, a part of the ink did not dissolve and
thus remained undissolved. Each ink was coated on a base film and
dried, but there was remarkable separation of the dye, and thus a
non-uniform transfer sheet was merely obtained. Thereafter,
transfer recording was conducted using each obtained transfer
sheet, but there was only obtained cyan color transfer recording
with unevenness of the image and also distinct abrasion
staining.
EXAMPLE 14
Preparation of the ink, preparation of the transfer sheet and
transfer recording were carried out according to the procedures
described in Example 13 except that the mixed dye used in Example
13 was replaced by the mixed dye set forth in Table 7, and as a
result, it was possible to prepare inks of high concentrations, to
obtain uniformly coated transfer sheets without separation of any
ink and to obtain cyan color recording having the high color
density set forth in Table 7.
TABLE 7 ______________________________________ Color Mixing Density
Ratio of the No. Structural Formula of the Dye (%) Recording
______________________________________ 14-1 ##STR509## 45 1.80
##STR510## 55 14-2 ##STR511## 40 1.80 ##STR512## 60 14-3 ##STR513##
60 1.80 ##STR514## 40 14-4 ##STR515## 70 1.75 ##STR516## 30 14-5
##STR517## 50 1.75 ##STR518## 50 14-6 ##STR519## 50 1.80 ##STR520##
50 14-7 ##STR521## 55 1.80 ##STR522## 45 14-8 ##STR523## 60 1.80
##STR524## 40 14-9 ##STR525## 70 1.75 ##STR526## 30 14-10
##STR527## 60 1.80 ##STR528## 40 14-11 ##STR529## 40 1.80
##STR530## 60 14-12 ##STR531## 45 1.80 ##STR532## 55 14-13
##STR533## 50 1.80 ##STR534## 50 14-14 ##STR535## 40 1.80
##STR536## 60 14-15 ##STR537## 55 1.80 ##STR538## 45 14-16
##STR539## 50 1.70 ##STR540## 50 14-17 ##STR541## 40 1.70
##STR542## 60 14-18 ##STR543## 60 1.70 ##STR544## 40 14-19
##STR545## 55 1.75 ##STR546## 45 14-20 ##STR547## 40 1.75
##STR548## 60 14-21 ##STR549## 50 1.75 ##STR550## 50 14-22
##STR551## 60 1.70 ##STR552## 40 14-23 ##STR553## 45 1.65
##STR554## 55 14-24 ##STR555## 25 1.80 ##STR556## 25 (14-24)
##STR557## 25 ##STR558## 25
______________________________________
EXAMPLE 15
(i) Preparation of the Ink
______________________________________ ##STR559## [A.sup.2 ]
##STR560## [B.sup.2 ] Mixing ratio
______________________________________ [A.sup.2 ] 7 g (50%) Mixed
dye [B.sup.2 ] 7 g (50%) Cellulose acetate* 10 g Methyl ethyl
ketone 50 g Total 74 g ______________________________________ *L-30
(trade name) produced by Daimel Ltd.
The mixture of the above composition was treated by a paint
conditioner for 10 minutes to prepare an ink. The dye and the resin
had been completely dissolved and thus it was possible to obtain an
ink in a uniform solution of a high concentration.
(ii) Preparation of a Transfer Sheet
The aforesaid ink was coated on a condenser paper sheet using a bar
coater (produced by RK Print Coat Instruments Co., No. 1) and dried
in hot air at 60.degree. C., thereby there was no separation of the
dye and it was possible to obtain a uniformly coated transfer
sheet.
(ii) Transfer Recording
Transfer recording was conducted according to the procedures
described in Example 1 using the transfer sheet obtained above and
the recording body described in Example 1, thereby it was possible
to obtain uniform brilliant cyan color recording having a high
color density of 1.80 without unevenness of the image.
COMPARATIVE EXAMPLES 3 & 4
Inks were prepared by procedures similar to those described in
Example 15 except that 14 g of the mixed dye used in Example 15 was
replaced by 14 g of the dye [A.sup.2 ]alone (Comparative Example 3)
and 14 g of the dye [B.sup.2 ]alone (Comparative Example 4)
respectively. The obtained inks showed remarkable separation of the
dye and gave non-uniform transfer sheets. Using these transfer
sheets, transfer recording was conducted, but there was merely
obtained cyan color transfer recording having much unevenness of
the image and also distinct abrasion staining.
EXAMPLE 16
(i) Preparation of an Ink
______________________________________ ##STR561## [A.sup.3 ]
##STR562## [B.sup.3 ] Mixing ratio
______________________________________ [A.sup.3 ] 6 g (60%) Mixed
dye [B.sup.3 ] 4 g (40%) Ethyl cellulose* 10 g Methyl ethyl ketone
50 g Total 70 g ______________________________________ *Produced by
Hercules, Inc.
The mixture of the above composition was treated by a paint
conditioner for 10 minutes to prepare an ink. The dye and the resin
had been completely dissolved and thus it was possible to obtain an
ink in a uniform solution of a high concentration.
(ii) Preparation of a Transfer Sheet
The aforesaid ink was coated on a condenser paper sheet using a bar
coater (produced by RK Print Coat Instruments Co., No. 1) and dried
in hot air at 60.degree. C., thereby there was no separation of the
dye and it was possible to obtain a uniformly coated transfer
sheet.
(iii) Transfer Recording
Transfer recording was conducted according to the procedures
described in Example 1 using the transfer sheet obtained above and
the recording body described in Example 1, thereby it was possible
to obtain uniform brilliant cyan color recording having a high
color density of 1.70 without unevenness of the image.
COMPARATIVE EXAMPLES 5 & 6
Inks were prepared by procedures similar to those described in
Example 16 except that 10 g of the mixed dye used in Example 16 was
replaced by 10 g of the dye [A.sup.3 ] alone (Comparative Example
5) and 10 g of the dye [B.sup.3 ] alone (Comparative Example 6)
respectively. Each obtained ink showed remarkable separation of the
ink, and the obtained sheets were non-uniform sheets. Thereafter,
using these transfer sheets, transfer recording was conducted
merely to obtain cyan color transfer recording with unevenness of
the image and distinct abrasion staining.
EXAMPLE 17
A preparation of a transfer sheet according to the Example 1, a
paragraph (ii) was repeated except that a polyethylene
terephthalate film (6 .mu.m thick), a back face of which was
treated so as to provide heat-resisting and lubricating properties,
was used as a base film in place of a polyimide film.
A transfer recording according to Example 1, paragraph (iii) was
effected using the transfer sheet, thus formed, to obtain uniform
brilliant cyan color recording having a high color density of
1.50.
The heat-resisting and lubricating treatments were effected by
coating a polyethylene terephthalate film with a solution
comprising 8 parts by weight of a polycarbonate resin, 1 part by
weight of a phosphate ester type surfactant and 91 parts by weight
of toluene followed by drying thereof. A thickness of dried
heat-resisting and lubricating film was about 0.5 .mu.m.
EXAMPLE 18
Preparation of the transfer sheet and transfer recording according
to Example 17 were repeated except that the dyes set forth in Table
8 were used in the place of the dye used in the Example 17, thereby
brilliant cyan color recording having the color density set forth
in Table 8 was obtained in each case.
TABLE 8 ______________________________________ Color Density of the
No. Structural Formula of the Dye Recording
______________________________________ ##STR563## 1.50 2 ##STR564##
1.50 3 ##STR565## 1.40 4 ##STR566## 1.50 5 ##STR567## 1.50 6
##STR568## 1.50 7 ##STR569## 1.50 8 ##STR570## 1.50 9 ##STR571##
1.45 10 ##STR572## 1.40 11 ##STR573## 1.40 12 ##STR574## 1.40
______________________________________
While the invention has been described in detail and with
references to specific embodiment thereof, it will be apparent to
one skilled in the art that various changes and modifications can
be made therein without departing from the spirit and scope
thereof.
* * * * *