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US4942141A Expired / Lapsed US ⏱️ 0.0 years remaining

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

Assignee: Eastman Kodak Co
•
Filing: 1989-06-16
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Granted: 1990-07-17
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Expires: 2009-06-16
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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 a squarylium dye. In a preferred embodiment, the squarylium dye has the following formula: ##STR1## wherein: R 1 , R 2 , R 3 and R 4 each independently represents hydrogen, hydroxy, 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 said R 1 , R 2 , R 3 or R 4 groups may be combined with R 5 , R 6 , R 7 or R 8 or with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; R 5 , R 6 , R 7 and R 8 each independently represents hydrogen, 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 5 and R 6 or R 7 and R 8 may be joined together to form a 5- to 7-membered substituted or unsubstituted nitrogen-containing heterocyclic ring; and n and m are each independently 1 to 4.

Inventors

  • 👤 Charles D. DeBoer
  • 👤 Steven Evans

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 09:54
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; Y10S430/145; Y10S430/146; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31786

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 225 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 squarylium dye which is located in said dye layer and has the following formula: ##STR5## wherein: R 1 , R 2 , R 3 and R 4 each independently represents hydrogen, hydroxy, 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 said R 1 , R 2 , R 3 or R 4 groups may be combined with R 5 , R 6 , R 7 or R 8 or with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; R 5 , R 6 , R 7 and R 8 each independently represents hydrogen, 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 5 and R 6 or R 7 and R 8 may be joined together to form a 5- to 7-membered substituted or unsubstituted nitrogen-containing heterocyclic ring; and n and m are each independently 1 to 4.
Claim 2
Dependent Claim 225 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 squarylium dye which is located in said dye layer and has the following formula: ##STR5## wherein: R 1 , R 2 , R 3 and R 4 each independently represents hydrogen, hydroxy, 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 said R 1 , R 2 , R 3 or R 4 groups may be combined with R 5 , R 6 , R 7 or R 8 or with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; R 5 , R 6 , R 7 and R 8 each independently represents hydrogen, 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 5 and R 6 or R 7 and R 8 may be joined together to form a 5- to 7-membered substituted or unsubstituted nitrogen-containing heterocyclic ring; and n and m are each independently 1 to 4.
Claim 3
Dependent Claim 20 words
The element of claim 1 wherein R 5 , R 6 , R 7 and R 8 are each ethyl.
Claim 4
Dependent Claim 41 words
The element of claim 1 wherein R 5 and R 6 are joined together to form a 5- to 7-membered nitrogen-containing heterocyclic ring and R 7 and R 8 are joined together to form a 5- to 7-membered nitrogen-containing heterocyclic ring.
Claim 5
Dependent Claim 19 words
The element of claim 1 wherein R 1 and R 2 are joined together to form a benzene ring.
Claim 6
Dependent Claim 33 words
The element of claim 1 wherein R 1 and R 5 are joined together to form an indole ring and R 4 and R 7 are joined together to form an indolium ring.
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 256 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 squarylium dye which is located in said dye layer and has the following formula: ##STR6## wherein: R 1 , R 2 , R 3 and R 4 each independently represents hydrogen, hydroxy, 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 said R 1 , R 2 , R 3 or R 4 groups may be combined with R 5 , R 6 , R 7 or R 8 or with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; R 5 , R 6 , R 7 and R 8 each independently represents hydrogen, 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 5 and R 6 or R 7 and R 8 may be joined together to form a 5- to 7-membered substituted or unsubstituted nitrogen-containing heterocyclic ring; and n and m are each independently 1 to 4.
Claim 9
Dependent Claim 256 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 squarylium dye which is located in said dye layer and has the following formula: ##STR6## wherein: R 1 , R 2 , R 3 and R 4 each independently represents hydrogen, hydroxy, 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 said R 1 , R 2 , R 3 or R 4 groups may be combined with R 5 , R 6 , R 7 or R 8 or with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; R 5 , R 6 , R 7 and R 8 each independently represents hydrogen, 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 5 and R 6 or R 7 and R 8 may be joined together to form a 5- to 7-membered substituted or unsubstituted nitrogen-containing heterocyclic ring; and n and m are each independently 1 to 4.
Claim 10
Dependent Claim 20 words
The process of claim 7 wherein R 5 , R 6 , R 7 and R 8 are each ethyl.
Claim 11
Dependent Claim 41 words
The process of claim 7 wherein R 5 and R 6 are joined together to form a 5- to 7-membered nitrogen-containing heterocyclic ring and R 7 and R 8 are joined together to form a 5- to 7-membered nitrogen-containing heterocyclic ring.
Claim 12
Dependent Claim 19 words
The process of claim 8 wherein R 1 and R 2 are joined together to form a benzene 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 265 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 squarylium dye which is located in said dye layer and has the following formula: ##STR7## wherein: R 1 , R 2 , R 3 and R 4 each independently represents hydrogen, hydroxy, 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 said R 1 , R 2 , R 3 or R 4 groups may be combined with R 5 , R 6 , R 7 or R 8 or with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; R 5 , R 6 , R 7 and R 8 each independently represents hydrogen, 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 5 and R 6 or R 7 and R 8 may be joined together to form a 5- to 7-membered substituted or unsubstituted nitrogen-containing heterocyclic ring; and n and m are each independently 1 to 4.
Claim 15
Dependent Claim 265 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 squarylium dye which is located in said dye layer and has the following formula: ##STR7## wherein: R 1 , R 2 , R 3 and R 4 each independently represents hydrogen, hydroxy, 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 said R 1 , R 2 , R 3 or R 4 groups may be combined with R 5 , R 6 , R 7 or R 8 or with each other to form a 5- to 7-membered substituted or unsubstituted carbocyclic or heterocyclic ring; R 5 , R 6 , R 7 and R 8 each independently represents hydrogen, 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 5 and R 6 or R 7 and R 8 may be joined together to form a 5- to 7-membered substituted or unsubstituted nitrogen-containing heterocyclic ring; and n and m are each independently 1 to 4.
Claim 16
Dependent Claim 20 words
The assemblage of claim 12 wherein R 5 , R 6 , R 7 and R 8 are each ethyl.
Claim 17
Dependent Claim 41 words
The assemblage of claim 12 wherein R 5 and R 6 are joined together to form a 5- to 7-membered nitrogen-containing heterocyclic ring and R 7 and R 8 are joined together to form a 5- to 7-membered nitrogen-containing heterocyclic ring.
Claim 18
Dependent Claim 19 words
The assemblage of claim 12 wherein R 1 and R 2 are joined together to form a benzene ring.
Claim 19
Dependent Claim 33 words
The assemblage of claim 12 wherein R 1 and R 5 are joined together to form an indole ring and R 4 and R 7 are joined together to form an indolium ring.
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
JPS63319191A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-07-16 1994-01-15 1994-07-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-07-16 1998-01-15 1998-07-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-07-16 2002-01-15 2002-07-17 $7700.00 Window Closed / Lapsed

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