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US4948776A
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Infrared absorbing chalcogenopyrylo-arylidene dyes for dye-donor element used in laser-induced thermal dye transfer
Assignee: Eastman Kodak Co
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Filing: 1989-06-16
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Granted: 1990-08-14
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Expires: 2009-06-16
Abstract
Abstract A dye-donor element for laser-induced thermal dye transfer comprising a support having thereon a dye layer and an infrared-absorbing material which is different from the dye in the dye layer, and wherein the infrared-absorbing material is a chalcogenopyrylo-arylidene dye. In a preferred embodiment, the chalcogenopyrylo-arylidene dye has the following formula: ##STR1## wherein: R 1 and R 2 each independently represents hydrogen, halogen, cyano, alkoxy, aryloxy, acyloxy, aryloxycarbonyl, alkoxycarbonyl, sulfonyl, carbamoyl, acyl, acylamido, alkylamino, arylamino or a substituted or unsubstituted alkyl, aryl or hetaryl group; or any of R 1 and R 2 may be joined together or with an adjacent aromatic ring to complete a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; R 3 and R 6 each independently represents R 1 or the atoms necessary to complete a 5- to 7-membered fused substituted or unsubstituted carbocyclic or heterocyclic ring; R 4 and R 5 each independently represents a substituted or unsubstituted alkyl or cycloalkyl group having from 1 to about 6 carbon atoms or an aryl or hetaryl group having from about 5 to about 10 atoms; or R 4 and R 5 may be joined together or to the carbon atom of the adjacent aromatic ring at a position ortho to the position of attachment of the anilino nitrogen to form, along with the nitrogen to which they are attached, a 5- to 7-membered heterocyclic ring; Y is oxygen, sulfur, selenium or tellurium with the methine chain being joined ortho or para to Y; X is a monovalent anion; n and m are 4; and p is 1-3, with the proviso that when Y is oxygen, then p is 2 or 3.
Inventors
- 👤 Steven Evans
- 👤 Charles D. DeBoer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 09:22
CPC Classifications
B; B41; B41M; B41M5/00; B41M5/26; B41M5/40; B41M5/46; B41M5/465; B41M5/382; B41M5/392; Y; Y10; Y10S; Y10S428/00; Y10S428/913; Y10S428/914; Y10S430/00; Y10S430/146; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31786
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
272 words
In a dye-donor element for laser-induced thermal dye transfer comprising a support having thereon a dye layer and an infrared-absorbing material which is different from the dye in said dye layer, the improvement wherein said infrared-absorbing material is a chalcogenopyrylo-arylidene dye having the following formula: ##STR6## wherein: R 1 and R 2 each independently represents hydrogen, halogen, cyano, alkoxy, aryloxy, acyloxy, aryloxycarbonyl, alkoxycarbonyl, sulfonyl, carbamoyl, acyl, acylamido, alkylamino, arylamino or a substituted or unsubstituted alkyl, aryl or hetaryl group; or any of R 1 and R 2 may be joined together or with an adjacent aromatic ring to complete a 5- to 7-membered substituted or unsubstituted carboxylic or heterocyclic ring; R 3 and R 6 each independently represents R 1 or the atoms necessary to complete a 5- to 7-membered fused substituted or unsubstituted carbocyclic or heterocyclic ring; R 4 and R 5 each independently represents a substituted or unsubstituted alkyl or cycloalkyl group having from 1 to about 6 carbon atoms or an aryl or hetaryl group having from about 5 to about 10 atoms; or R 4 and R 5 may be joined together or to the carbon atom of the adjacent aromatic ring at a position ortho to the position of attachment of the anilino nitrogen to form, along with the nitrogen to which they are attached, a 5- to 7-membered heterocyclic ring; Y is oxygen, sulfur, selenium or tellurium with the methine chain being joined ortho or para to Y; X is a monovalent anion; n and m are 4; and p is 1-3, with the proviso that when Y is oxygen, the p is 2 or 3.
Claim 2
Dependent Claim
272 words
In a dye-donor element for laser-induced thermal dye transfer comprising a support having thereon a dye layer and an infrared-absorbing material which is different from the dye in said dye layer, the improvement wherein said infrared-absorbing material is a chalcogenopyrylo-arylidene dye having the following formula: ##STR6## wherein: R 1 and R 2 each independently represents hydrogen, halogen, cyano, alkoxy, aryloxy, acyloxy, aryloxycarbonyl, alkoxycarbonyl, sulfonyl, carbamoyl, acyl, acylamido, alkylamino, arylamino or a substituted or unsubstituted alkyl, aryl or hetaryl group; or any of R 1 and R 2 may be joined together or with an adjacent aromatic ring to complete a 5- to 7-membered substituted or unsubstituted carboxylic or heterocyclic ring; R 3 and R 6 each independently represents R 1 or the atoms necessary to complete a 5- to 7-membered fused substituted or unsubstituted carbocyclic or heterocyclic ring; R 4 and R 5 each independently represents a substituted or unsubstituted alkyl or cycloalkyl group having from 1 to about 6 carbon atoms or an aryl or hetaryl group having from about 5 to about 10 atoms; or R 4 and R 5 may be joined together or to the carbon atom of the adjacent aromatic ring at a position ortho to the position of attachment of the anilino nitrogen to form, along with the nitrogen to which they are attached, a 5- to 7-membered heterocyclic ring; Y is oxygen, sulfur, selenium or tellurium with the methine chain being joined ortho or para to Y; X is a monovalent anion; n and m are 4; and p is 1-3, with the proviso that when Y is oxygen, the p is 2 or 3.
Claim 3
Dependent Claim
9 words
The element of claim 1 wherein Y is sulfur.
Claim 4
Dependent Claim
10 words
The element of claim 1 wherein R 1 is dimethylaminophenyl.
Claim 5
Dependent Claim
10 words
The element of claim 1 wherein R 3 is phenyl.
Claim 6
Dependent Claim
14 words
The element of claim 1 wherein R 4 and R 5 are both methyl.
Claim 7
Dependent Claim
19 words
The element of claim 1 wherein said dye layer comprises sequential repeating areas of cyan, magenta and yellow dye.
Claim 8
Dependent Claim
303 words
In a process of forming a laser-induced thermal dye transfer image comprising (a) imagewise-heating by means of a laser a dye-donor element comprising a support having thereon a dye layer and an infrared-absorbing material which is different from the dye in said dye layer, and (b) transferring a dye image to a dye-receiving element to form said laser-induced thermal dye transfer image, the improvement wherein said infrared-absorbing material is a chalcogenopyrylo-arylidene dye having the following formula: ##STR7## wherein: R 1 and R 2 each independently represents hydrogen, halogen, cyano, alkoxy, aryloxy, acyloxy, aryloxycarbonyl, alkoxycarbonyl, sulfonyl, carbamoyl, acyl, acylamido, alkylamino, arylamino or a substituted or unsubstituted alkyl, aryl or hetaryl group; or any of R 1 and R 2 may be joined together or with an adjacent aromatic ring to complete a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; R 3 and R 6 each independently represents R 1 or the atoms necessary to complete a 5- to 7-membered fused substituted or unsubstituted carbocyclic or heterocyclic ring; R 4 and R 5 each independently represents a substituted or unsubstituted alkyl or cycloalkyl group having from 1 to about 6 carbon atoms or an aryl or hetaryl group having from about 5 to about 10 atoms; or R 4 and R 5 may be joined together or to the carbon atom of the adjacent aromatic ring at a position ortho to the position of attachment of the anilino nitrogen to form, along with the nitrogen to which they are attached, a 5- to 7-membered heterocyclic ring; Y is oxygen, sulfur, selenium or tellurium with the methine chain being joined ortho or para to Y; X is a monovalent anion; n and m are 4; and p is 1-3, with the proviso that when Y is oxygen, then p is 2 or 3.
Claim 9
Dependent Claim
303 words
In a process of forming a laser-induced thermal dye transfer image comprising (a) imagewise-heating by means of a laser a dye-donor element comprising a support having thereon a dye layer and an infrared-absorbing material which is different from the dye in said dye layer, and (b) transferring a dye image to a dye-receiving element to form said laser-induced thermal dye transfer image, the improvement wherein said infrared-absorbing material is a chalcogenopyrylo-arylidene dye having the following formula: ##STR7## wherein: R 1 and R 2 each independently represents hydrogen, halogen, cyano, alkoxy, aryloxy, acyloxy, aryloxycarbonyl, alkoxycarbonyl, sulfonyl, carbamoyl, acyl, acylamido, alkylamino, arylamino or a substituted or unsubstituted alkyl, aryl or hetaryl group; or any of R 1 and R 2 may be joined together or with an adjacent aromatic ring to complete a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; R 3 and R 6 each independently represents R 1 or the atoms necessary to complete a 5- to 7-membered fused substituted or unsubstituted carbocyclic or heterocyclic ring; R 4 and R 5 each independently represents a substituted or unsubstituted alkyl or cycloalkyl group having from 1 to about 6 carbon atoms or an aryl or hetaryl group having from about 5 to about 10 atoms; or R 4 and R 5 may be joined together or to the carbon atom of the adjacent aromatic ring at a position ortho to the position of attachment of the anilino nitrogen to form, along with the nitrogen to which they are attached, a 5- to 7-membered heterocyclic ring; Y is oxygen, sulfur, selenium or tellurium with the methine chain being joined ortho or para to Y; X is a monovalent anion; n and m are 4; and p is 1-3, with the proviso that when Y is oxygen, then p is 2 or 3.
Claim 10
Dependent Claim
9 words
The process of claim 7 wherein Y is sulfur.
Claim 11
Dependent Claim
10 words
The process of claim 7 wherein R 1 is dimethylaminophenyl.
Claim 12
Dependent Claim
19 words
The process of claim 7 wherein R 3 is phenyl and R 4 and R 5 are both methyl.
Claim 13
Dependent Claim
41 words
The process of claim 7 wherein said support is poly(ethylene terephthalate) which is coated with sequential repeating areas of cyan, magenta and yellow dye, and said process steps are sequentially performed for each color to obtain a three-color dye transfer image.
Claim 14
Dependent Claim
311 words
In a thermal dye transfer assemblage comprising: (a) a dye-donor element comprising a support having a dye layer and an infrared-absorbing material which is different from the dye in said dye layer, and (b) a dye-receiving element comprising a support having thereon a dye image-receiving layer, said dye-receiving element being in a superposed relationship with said dye-donor element so that said dye layer is adjacent to said dye image-receiving layer, the improvement wherein said infrared-absorbing material is a chalcogenopyrylo-arylidene dye having the following formula: ##STR8## wherein: R 1 and R 2 each independently represents hydrogen, halogen, cyano, alkoxy, aryloxy, acyloxy, aryloxycarbonyl, alkoxycarbonyl, sulfonyl, carbamoyl, acyl, acylamido, alkylamino, arylamino or a substituted or unsubstituted alkyl, aryl or hetaryl group; or any of R 1 and R 2 may be joined together or with an adjacent aromatic ring to complete a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; R 3 and R 6 each independently represents R 1 or the atoms necessary to complete a 5- to 7-membered fused substituted or unsubstituted carbocyclic or heterocyclic ring; R 4 and R 5 each independently represents a substituted or unsubstituted alkyl or cycloalkyl group having from 1 to about 6 carbon atoms or an aryl or hetaryl group having from about 5 to about 10 atoms; or R 4 and R 5 may be joined together or to the carbon atom of the adjacent aromatic ring at a position ortho to the position of attachment of the anilino nitrogen to form, along with the nitrogen to which they are attached, a 5- to 7-membered heterocyclic ring; Y is oxygen, sulfur, selenium or tellurium with the methine chain being joined ortho or para to Y; X is a monovalent anion; n and m are 4; and p is 1-3, with the proviso that when Y is oxygen, then p is 2 or 3.
Claim 15
Dependent Claim
311 words
In a thermal dye transfer assemblage comprising: (a) a dye-donor element comprising a support having a dye layer and an infrared-absorbing material which is different from the dye in said dye layer, and (b) a dye-receiving element comprising a support having thereon a dye image-receiving layer, said dye-receiving element being in a superposed relationship with said dye-donor element so that said dye layer is adjacent to said dye image-receiving layer, the improvement wherein said infrared-absorbing material is a chalcogenopyrylo-arylidene dye having the following formula: ##STR8## wherein: R 1 and R 2 each independently represents hydrogen, halogen, cyano, alkoxy, aryloxy, acyloxy, aryloxycarbonyl, alkoxycarbonyl, sulfonyl, carbamoyl, acyl, acylamido, alkylamino, arylamino or a substituted or unsubstituted alkyl, aryl or hetaryl group; or any of R 1 and R 2 may be joined together or with an adjacent aromatic ring to complete a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; R 3 and R 6 each independently represents R 1 or the atoms necessary to complete a 5- to 7-membered fused substituted or unsubstituted carbocyclic or heterocyclic ring; R 4 and R 5 each independently represents a substituted or unsubstituted alkyl or cycloalkyl group having from 1 to about 6 carbon atoms or an aryl or hetaryl group having from about 5 to about 10 atoms; or R 4 and R 5 may be joined together or to the carbon atom of the adjacent aromatic ring at a position ortho to the position of attachment of the anilino nitrogen to form, along with the nitrogen to which they are attached, a 5- to 7-membered heterocyclic ring; Y is oxygen, sulfur, selenium or tellurium with the methine chain being joined ortho or para to Y; X is a monovalent anion; n and m are 4; and p is 1-3, with the proviso that when Y is oxygen, then p is 2 or 3.
Claim 16
Dependent Claim
9 words
The assemblage of claim 12 wherein Y is sulfur.
Claim 17
Dependent Claim
10 words
The assemblage of claim 12 wherein R 1 is dimethylaminophenyl.
Claim 18
Dependent Claim
10 words
The assemblage of claim 12 wherein R 3 is phenyl.
Claim 19
Dependent Claim
14 words
The assemblage of claim 12 wherein R 4 and R 5 are both methyl.
Claim 20
Dependent Claim
29 words
The assemblage of claim 12 wherein said support of the dye-donor element comprises poly(ethylene terephthalate) and said dye layer comprises sequential repeating areas of cyan, magenta and yellow dye.
References Cited (Backward Citations)
GB2083726A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-08-13 | 1994-02-12 | 1994-08-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-08-13 | 1998-02-12 | 1998-08-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-08-13 | 2002-02-12 | 2002-08-14 | $7700.00 | Window Closed / Lapsed |