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US4948778A Expired / Lapsed US ⏱️ 0.0 years remaining

Infrared absorbing oxyindolizine dyes for dye-donor element used in laser-induced thermal dye transfer

Assignee: Eastman Kodak Co
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Filing: 1989-06-20
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Granted: 1990-08-14
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Expires: 2009-06-20
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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 an oxyindolizine dye. In a preferred embodiment, the oxyindolizine dye has the following formula: ##STR1## wherein R 1 and R 2 each independently represents a substituted or unsubstituted alkyl group having from 1 to about 6 carbon atoms or an aryl, cycloalkyl or hetaryl group having from about 5 to about 10 atoms; R 3 , R 4 , R 5 , R 6 and R 7 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 two of said R 3 , R 4 , R 5 , R 6 and R 7 groups may be combined with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; Y represents oxygen, sulfur, selenium, tellurium, nitrogen or phosphorus; A and Z each independently represents hydrogen or the atoms necessary to complete a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring, with the proviso that Z may be a ring only when Y is nitrogen or phosphorus; n is 0 to 2, with the proviso that n is 1 or 2 when Y is oxygen, sulfur, selenium or tellurium; and X is a monovalent anion.

Inventors

  • 👤 Charles D. DeBoer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 21:27
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 241 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 an oxyindolizine dye having the following formula: ##STR8## wherein: R 1 and R 2 each independently represents a substituted or unsubstituted alkyl group having from 1 to about 6 carbon atoms or an aryl, cycloalkyl or hetaryl group having from about 5 to about 10 atoms; R 3 , R 4 , R 5 , R 6 and R 7 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 two of said R 3 , R 4 , R 5 , R 6 and R 7 groups may be combined with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; Y represents oxygen, sulfur, selenium, tellurium, nitrogen or phosphorus; A and Z each independently represents hydrogen or the atoms necessary to complete a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring, with the proviso that Z may be a ring only when Y is nitrogen or phosphorus; n is 0 to 2, with the proviso that n is 1 or 2 when Y is oxygen, sulfur, selenium or tellurium; and X is a monovalent anion.
Claim 2
Dependent Claim 241 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 an oxyindolizine dye having the following formula: ##STR8## wherein: R 1 and R 2 each independently represents a substituted or unsubstituted alkyl group having from 1 to about 6 carbon atoms or an aryl, cycloalkyl or hetaryl group having from about 5 to about 10 atoms; R 3 , R 4 , R 5 , R 6 and R 7 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 two of said R 3 , R 4 , R 5 , R 6 and R 7 groups may be combined with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; Y represents oxygen, sulfur, selenium, tellurium, nitrogen or phosphorus; A and Z each independently represents hydrogen or the atoms necessary to complete a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring, with the proviso that Z may be a ring only when Y is nitrogen or phosphorus; n is 0 to 2, with the proviso that n is 1 or 2 when Y is oxygen, sulfur, selenium or tellurium; and X is a monovalent anion.
Claim 3
Dependent Claim 16 words
The element of claim 1 wherein R 1 and R 2 are each methyl or phenyl.
Claim 4
Dependent Claim 11 words
The element of claim 1 wherein Y is oxygen or nitrogen.
Claim 5
Dependent Claim 17 words
The element of claim 1 wherein A represents the atoms necessary to complete a 6-membered heterocyclic ring.
Claim 6
Dependent Claim 26 words
The element of claim 1 wherein R 3 , R 4 , R 5 , R 6 , and R 7 each represent hydrogen or phenyl.
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 272 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 an oxyindolizine dye having the following formula: ##STR9## wherein: R 1 and R 2 each independently represents a substituted or unsubstituted alkyl group having from 1 to about 6 carbon atoms or an aryl, cycloalkyl or hetaryl group having from about 5 to about 10 atoms; R 3 , R 4 , R 5 , R 6 and R 7 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 two of said R 3 , R 4 , R 5 , R 6 and R 7 groups may be combined with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; Y represents oxygen, sulfur, selenium, tellurium, nitrogen or phosphorus; A and Z each independently represents hydrogen or the atoms necessary to complete a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring, with the proviso that Z may be a ring only when Y is nitrogen or phosphorus; n is 0 to 2, with the proviso that n is 1 or 2 when Y is oxygen, sulfur, selenium or tellurium; and X is a monovalent anion.
Claim 9
Dependent Claim 272 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 an oxyindolizine dye having the following formula: ##STR9## wherein: R 1 and R 2 each independently represents a substituted or unsubstituted alkyl group having from 1 to about 6 carbon atoms or an aryl, cycloalkyl or hetaryl group having from about 5 to about 10 atoms; R 3 , R 4 , R 5 , R 6 and R 7 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 two of said R 3 , R 4 , R 5 , R 6 and R 7 groups may be combined with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; Y represents oxygen, sulfur, selenium, tellurium, nitrogen or phosphorus; A and Z each independently represents hydrogen or the atoms necessary to complete a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring, with the proviso that Z may be a ring only when Y is nitrogen or phosphorus; n is 0 to 2, with the proviso that n is 1 or 2 when Y is oxygen, sulfur, selenium or tellurium; and X is a monovalent anion.
Claim 10
Dependent Claim 16 words
The process of claim 7 wherein R 1 and R 2 are each methyl or phenyl.
Claim 11
Dependent Claim 11 words
The process of claim 7 wherein Y is oxygen or nitrogen.
Claim 12
Dependent Claim 17 words
The process of claim 7 wherein A represents the atoms necessary to complete a 6-membered heterocyclic ring.
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 281 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 an oxyindolizine dye having the following formula: ##STR10## wherein: R 1 and R 2 each independently represents a substituted or unsubstituted alkyl group having from 1 to about 6 carbon atoms or an aryl, cycloalkyl or hetaryl group having from about 5 to about 10 atoms; R 3 , R 4 , R 5 , R 6 and R 7 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 two of said R 3 , R 4 , R 5 , R 6 and R 7 groups may be combined with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; Y represents oxygen, sulfur, selenium, tellurium, nitrogen or phosphorus; A and Z each independently represents hydrogen or the atoms necessary to complete a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring, with the proviso that Z may be a ring only when Y is nitrogen or phosphorus; n is 0 to 2, with the proviso that n is 1 or 2 when Y is oxygen, sulfur, selenium or tellurium; and X is a monovalent anion.
Claim 15
Dependent Claim 281 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 an oxyindolizine dye having the following formula: ##STR10## wherein: R 1 and R 2 each independently represents a substituted or unsubstituted alkyl group having from 1 to about 6 carbon atoms or an aryl, cycloalkyl or hetaryl group having from about 5 to about 10 atoms; R 3 , R 4 , R 5 , R 6 and R 7 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 two of said R 3 , R 4 , R 5 , R 6 and R 7 groups may be combined with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; Y represents oxygen, sulfur, selenium, tellurium, nitrogen or phosphorus; A and Z each independently represents hydrogen or the atoms necessary to complete a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring, with the proviso that Z may be a ring only when Y is nitrogen or phosphorus; n is 0 to 2, with the proviso that n is 1 or 2 when Y is oxygen, sulfur, selenium or tellurium; and X is a monovalent anion.
Claim 16
Dependent Claim 16 words
The assemblage of claim 12 wherein R 1 and R 2 are each methyl or phenyl
Claim 17
Dependent Claim 11 words
The assemblage of claim 12 wherein Y is oxygen or nitrogen.
Claim 18
Dependent Claim 17 words
The assemblage of claim 12 wherein A represents the atoms necessary to complete a 6-membered heterocyclic ring.
Claim 19
Dependent Claim 26 words
The assemblage of claim 12 wherein R 3 , R 4 , R 5 , R 6 , and R 7 each represent hydrogen or phenyl.
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
US4577024A 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

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