US4977134A
Expired / Lapsed
US
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Thermal transfer imaging using sulfonylaminoanthraquinone dyes
Assignee: Eastman Kodak Co
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Filing: 1989-07-21
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Granted: 1990-12-11
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Expires: 2009-07-21
Abstract
Abstract Alkylsulfonylamino- and arylsulfonylaminoanthraquinone dyes are useful for thermal dye transfer imaging, when employed in dye donor sheets. These dyes give images having excellent light and heat fastness.
Inventors
- 👤 Susan K. Jongewaard
- 👤 Terrance P. Smith
- 👤 Louis M. Leichter
- 👤 Krzysztof A. Zaklika
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 15:27
CPC Classifications
B; B41; B41M; B41M5/00; B41M5/26; B41M5/28; B41M5/382; B41M5/385; B41M5/3852; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10S428/914; Y10T; Y10T428/00; Y10T428/26; Y10T428/266
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
247 words
A thermal dye transfer imaging element comprising a continuous layer of at least one anthraquinone dye in a polymeric binder, said dye comprising up to 99% by weight of the total weight of dye and binder, said continuous layer being bonded to a substrate said dye having the general structure: ##STR4## where R 1 is selected from R 9 , R 9 alkyl of 1 to 20 carbon atoms, or alkyl of 1 to 20 carbon atoms substituted with one or more of fluoro, chloro, bromo, hydroxy, amino, and alkoxy, alkythio, and monoalkylamino and dialkylamino each with alkyl groups of 1 to 10 carbon atoms, R 10 is aryl of 5 to 20 carbon atoms, or aryl of 5 to 20 carbon atoms substituted with one or more of R 9 , fluoro, chloro, bromo, nitro, sulfonyl, cyano, carbonyl, hydroxy, amino, and R 9 O--, R 9 S--, R 9 NH--, and R 9 R 9 N--, R 2 to R 8 are independently selected from hydrogen, fluoro, chloro, bromo, nitro, cyano, R 12 SO 2 NH--, R 11 NH--, R 11 O--, R 11 S--, R 11 (CO)O--, R 11 (CO)NH--, R 11 CO--, R 9 O(CO)--, R 10 O(CO)--, R 11 R 11 N(CO)--, R 11 SO 2 --, and R 11 R 11 NSO 2 --, and groups R 11 are independently selected from hydrogen, R 9 and R 10 , and R 12 is independently selected from R 9 and R 10 .
Claim 2
Dependent Claim
247 words
A thermal dye transfer imaging element comprising a continuous layer of at least one anthraquinone dye in a polymeric binder, said dye comprising up to 99% by weight of the total weight of dye and binder, said continuous layer being bonded to a substrate said dye having the general structure: ##STR4## where R 1 is selected from R 9 , R 9 alkyl of 1 to 20 carbon atoms, or alkyl of 1 to 20 carbon atoms substituted with one or more of fluoro, chloro, bromo, hydroxy, amino, and alkoxy, alkythio, and monoalkylamino and dialkylamino each with alkyl groups of 1 to 10 carbon atoms, R 10 is aryl of 5 to 20 carbon atoms, or aryl of 5 to 20 carbon atoms substituted with one or more of R 9 , fluoro, chloro, bromo, nitro, sulfonyl, cyano, carbonyl, hydroxy, amino, and R 9 O--, R 9 S--, R 9 NH--, and R 9 R 9 N--, R 2 to R 8 are independently selected from hydrogen, fluoro, chloro, bromo, nitro, cyano, R 12 SO 2 NH--, R 11 NH--, R 11 O--, R 11 S--, R 11 (CO)O--, R 11 (CO)NH--, R 11 CO--, R 9 O(CO)--, R 10 O(CO)--, R 11 R 11 N(CO)--, R 11 SO 2 --, and R 11 R 11 NSO 2 --, and groups R 11 are independently selected from hydrogen, R 9 and R 10 , and R 12 is independently selected from R 9 and R 10 .
Claim 3
Dependent Claim
23 words
A thermal dye transfer element according to claim 1 in which R 1 is an alkyl group free of vinyl and halogen substituents.
Claim 4
Dependent Claim
17 words
A thermal dye transfer element according to claim 1 in which R 1 is an alkyl moiety.
Claim 5
Dependent Claim
299 words
A process for thermal dye transfer imaging comprising the steps of placing the continuous layer of an element comprising a continuous layer of at least one anthraquinone dye in a polymeric binder, said dye comprising up to 99% by weight of the total weight of dye and binder, said continuous layer being bonded to a substrate, said dye having the general structure: ##STR5## Where R 1 is selected from R 9 and R 10 , R 9 is alkyl of 1 to 20 carbon atoms, or alkyl of 1 to 20 carbon atoms substituted with one or more of fluoro, chloro, bromo, hydroxy, amino and alkoxy, alkythio, and monoalkylamino and dialkylamino each with alkyl groups of 1 to 10 carbon atoms, R 10 is aryl of 5 to 20 carbon atoms, or aryl of 5 to 20 carbon atoms substituted with one or more of R 9 , fluoro, chloro, bromo, nitro, sulfonyl, cyano, carbonyl, hydroxy, amino and R 9 O--, R 9 S--, R 9 NH--, and R 9 R 9 N--, R 2 to R 8 are independently selected from hydrogen, fluoro, chloro, bromo, nitro, cyano, R 12 SO 2 NH--, R 11 NH--, R 11 O--, R 11 S--, R 11 (CO)O--, R 11 (CO)NH--, R 11 CO--, R 9 O(CO)--, R 10 O(CO)--, R 11 R 11 N(CO)--, R 11 SO 2 --, and R 11 R 11 NSO 2 --, and groups R 11 are independently selected from hydrogen, R 9 and R 10 , and R 12 is independently selected from R 9 and R 10 against a receptor sheet and imagewise heating the substrate so as to transfer said dye to said receptor sheet at a temperature of 400° C. or less with a transfer time of from 1 to 100 milliseconds.
Claim 6
Dependent Claim
299 words
A process for thermal dye transfer imaging comprising the steps of placing the continuous layer of an element comprising a continuous layer of at least one anthraquinone dye in a polymeric binder, said dye comprising up to 99% by weight of the total weight of dye and binder, said continuous layer being bonded to a substrate, said dye having the general structure: ##STR5## Where R 1 is selected from R 9 and R 10 , R 9 is alkyl of 1 to 20 carbon atoms, or alkyl of 1 to 20 carbon atoms substituted with one or more of fluoro, chloro, bromo, hydroxy, amino and alkoxy, alkythio, and monoalkylamino and dialkylamino each with alkyl groups of 1 to 10 carbon atoms, R 10 is aryl of 5 to 20 carbon atoms, or aryl of 5 to 20 carbon atoms substituted with one or more of R 9 , fluoro, chloro, bromo, nitro, sulfonyl, cyano, carbonyl, hydroxy, amino and R 9 O--, R 9 S--, R 9 NH--, and R 9 R 9 N--, R 2 to R 8 are independently selected from hydrogen, fluoro, chloro, bromo, nitro, cyano, R 12 SO 2 NH--, R 11 NH--, R 11 O--, R 11 S--, R 11 (CO)O--, R 11 (CO)NH--, R 11 CO--, R 9 O(CO)--, R 10 O(CO)--, R 11 R 11 N(CO)--, R 11 SO 2 --, and R 11 R 11 NSO 2 --, and groups R 11 are independently selected from hydrogen, R 9 and R 10 , and R 12 is independently selected from R 9 and R 10 against a receptor sheet and imagewise heating the substrate so as to transfer said dye to said receptor sheet at a temperature of 400° C. or less with a transfer time of from 1 to 100 milliseconds.
Claim 7
Dependent Claim
66 words
A thermal dye transfer imaging element comprising a continuous layer of at least one anthraquinone dye in a binder bonded to a substrate, said dye having a central nucleus of the formula: ##STR6## wherein R is NR'SO 2 R" and R' is H or alkyl group of 1 to 4 carbon atoms and R" is selected from the group consisting of alkyl group, and heterocyclic group.
Claim 8
Dependent Claim
66 words
A thermal dye transfer imaging element comprising a continuous layer of at least one anthraquinone dye in a binder bonded to a substrate, said dye having a central nucleus of the formula: ##STR6## wherein R is NR'SO 2 R" and R' is H or alkyl group of 1 to 4 carbon atoms and R" is selected from the group consisting of alkyl group, and heterocyclic group.
Claim 9
Dependent Claim
58 words
A process for thermal dye transfer imaging comprising the steps of placing the continuous layer of the element of claim 5 against a receptor sheet and imagewise heating the substrate so as to transfer said dye to said receptor sheet at a temperature of 400° C. or less with a transfer time of from 1 to 100 milliseconds.
Claim 10
Dependent Claim
290 words
A thermal dye transfer imaging element comprising a continuous layer of at least one anthraquinone dye in a polymeric binder, said dye comprising up to 99% by weight of the total weight of dye and binder, said continuous layer being bonded to a substrate and said dye having he general structure: ##STR7## where R 1 is selected from R 9 , R 9 is alkyl of 1 to 20 carbon atoms, or alkyl of 1 to 20 carbon atoms substituted with one or more of fluoro, chloro, bromo, hydroxy, amino, and alkoxy, alkylthio, and monoalkylamino and dialkylamino each with alkyl groups of 1 to 10 carbon atoms, R 10 is aryl of 5 to 20 carbon atoms, or aryl of 5 to 20 carbon atoms substituted with one or more of R 9 , fluoro, chloro, bromo, nitro, sulfonyl, cyano, carbonyl, hydroxy, amino, and R 9 O--, R 9 S--, R 9 NH--, and R 9 R 9 N--, R 2 to R 8 are independently selected from hydrogen, fluoro, chloro, bromo, nitro, cyano, R 12 SO 2 NH--, R 11 NH--, R 11 O--, R 11 S--, R 11 (CO)O--, R 11 (CO)NH--, R 11 CO--, R 9 O(CO)--, R 10 O(CO)--, R 11 R 11 N(CO)--, R 11 SO 2 --, and R 11 R 11 NSO 2 --, and groups R 11 are independently selected from hydrogen, R 9 and R 10 , and R 12 is independently selected from R 9 and R 10 . ##STR8## wherein R 1 is an alkyl group comprising two or more carbon atoms, and does not have a halogen substituent on the carbon alpha to the sulfur atom; R 2 -R 4 may be any group other than auxochromic groups.
Claim 11
Dependent Claim
290 words
A thermal dye transfer imaging element comprising a continuous layer of at least one anthraquinone dye in a polymeric binder, said dye comprising up to 99% by weight of the total weight of dye and binder, said continuous layer being bonded to a substrate and said dye having he general structure: ##STR7## where R 1 is selected from R 9 , R 9 is alkyl of 1 to 20 carbon atoms, or alkyl of 1 to 20 carbon atoms substituted with one or more of fluoro, chloro, bromo, hydroxy, amino, and alkoxy, alkylthio, and monoalkylamino and dialkylamino each with alkyl groups of 1 to 10 carbon atoms, R 10 is aryl of 5 to 20 carbon atoms, or aryl of 5 to 20 carbon atoms substituted with one or more of R 9 , fluoro, chloro, bromo, nitro, sulfonyl, cyano, carbonyl, hydroxy, amino, and R 9 O--, R 9 S--, R 9 NH--, and R 9 R 9 N--, R 2 to R 8 are independently selected from hydrogen, fluoro, chloro, bromo, nitro, cyano, R 12 SO 2 NH--, R 11 NH--, R 11 O--, R 11 S--, R 11 (CO)O--, R 11 (CO)NH--, R 11 CO--, R 9 O(CO)--, R 10 O(CO)--, R 11 R 11 N(CO)--, R 11 SO 2 --, and R 11 R 11 NSO 2 --, and groups R 11 are independently selected from hydrogen, R 9 and R 10 , and R 12 is independently selected from R 9 and R 10 . ##STR8## wherein R 1 is an alkyl group comprising two or more carbon atoms, and does not have a halogen substituent on the carbon alpha to the sulfur atom; R 2 -R 4 may be any group other than auxochromic groups.
Claim 12
Dependent Claim
24 words
The thermal dye transfer imaging element of claim 7 wherein no more than two of R 2 to R 8 are other than hydrogen.
Claim 13
Dependent Claim
20 words
The thermal dye transfer imaging layer of claim 7 wherein said dye is free of ionic or ionizable, water-solubilizing groups.
Claim 14
Dependent Claim
20 words
The thermal dye transfer imaging layer of claim 7 wherein said substrate has a thickness of less than 12 microns.
Claim 15
Dependent Claim
95 words
A thermal dye transfer imaging element comprising a continuous layer of at least one anthraquinone dye in a polymeric binder, said dye comprising up to 99% by weight of the total weight of dye and binder, said continuous layer being bonded to a substrate and said dye having a central nucleus of the formula: ##STR9## where R 1 is an alkyl group conprising two or more carbon atoms, and does not have a halogen substituent on the carbon alpha to the sulfur atom; R 2 -R 4 may be any group other than auxochromic groups.
Claim 16
Dependent Claim
95 words
A thermal dye transfer imaging element comprising a continuous layer of at least one anthraquinone dye in a polymeric binder, said dye comprising up to 99% by weight of the total weight of dye and binder, said continuous layer being bonded to a substrate and said dye having a central nucleus of the formula: ##STR9## where R 1 is an alkyl group conprising two or more carbon atoms, and does not have a halogen substituent on the carbon alpha to the sulfur atom; R 2 -R 4 may be any group other than auxochromic groups.
Claim 17
Dependent Claim
17 words
A thermal dye transfer imaging element as recited in claim 11 wherein said R 1 is alkyl.
Claim 18
Dependent Claim
24 words
The thermal dye transfer imaging element of claim 12 wherein no more than two of R 2 to R 4 are other than hydrogen.
Claim 19
Dependent Claim
20 words
The thermal dye transfer imaging element of claim 13 wherein said dye is free of ionic or ionizable, water-solubilizing groups.
Claim 20
Dependent Claim
20 words
The thermal dye transfer imaging layer of claim 14 wherein said substrate has a thickness of less than 12 microns.
References Cited (Backward Citations)
US3484342A
Cited
US3617173A
Cited
GB1424203A
Cited
JPS5140197A
Cited
JPS5337942A
Cited
US4201821A
Cited
US4369038A
Cited
US4682983A
Cited
US4808568A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-12-10 | 1994-06-11 | 1994-12-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-12-10 | 1998-06-11 | 1998-12-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-12-10 | 2002-06-11 | 2002-12-11 | $7700.00 | Window Closed / Lapsed |