Claims
- 1. An orange dye-donor element for thermal dye transfer comprising a support having thereon a dye layer comprising a mixture of a pink dye and a first and second yellow dye dispersed in a polymeric binder, said pink dye having the formula A: ##STR13## wherein: R.sup.1, R.sup.2 and R.sup.3 each independently represents a substituted or unsubstituted alkyl group having from 1 to about 10 carbon atoms; a substituted or unsubstituted cycloalkyl group having from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; or a substituted or unsubstituted hetaryl group of from about 5 to about 10 atoms;
- X represents C(CH.sub.3).sub.2, S, O or NR.sub.1 ; and
- Y represents the atoms necessary to complete a 5- or 6-membered ring which may be fused to another ring system;
- said first yellow dye having the formula E having the structure: ##STR14## wherein: R.sup.8, R.sup.9 and R.sup.10 each independently represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atom; a cycloalkyl group of from about 5 to about 7 carbon atoms; or a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms, such as phenyl, naphthyl, p-tolyl, m-chlorophenyl, p-methoxyphenyl, m-bromophenyl, o-tolyl, etc.;
- or R.sup.8 and R.sup.9 can be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring, such as a pyrrolidine or morpholine ring;
- or either or both of R.sup.8 and R.sup.9 can be joined to the carbon atom of the benzene ring at a position ortho to the position of attachment of the anilino nitrogen to form a 5- or 6-membered ring, thus forming a polycyclic system such as 1,2,3,4-tetrahydroquinoline, julolidine,2,3-dihydroindole, or benzomorpholine;
- R.sup.11 represents a substituted or unsubstituted alkoxy group having from1 to about 10 carbon atoms, such as methoxy, ethoxy, methoxyethoxy or 2-cyanoethoxy; a substituted or unsubstituted aryloxy group having from about 6 to about 10 carbon atoms, such as phenoxy, m-chlorophenoxy, or naphthoxy; NHR.sup.8 ; NR.sup.8 R.sup.9 ;
- each W independently represents a substituted or unsubstituted alkyl group having from 1 to about 10 carbon atoms; alkoxy having from 1 to about 10 carbon atoms; halogen; or two adjacent W's together represent the atoms necessary to complete a 5- or 6-membered ring, thus forming a fused ring system; and
- n represents an integer from 0 to 2;
- said second yellow dye having the formula F or G, said formula F having the structure: ##STR15## wherein: R.sup.12 represents methyl or a substituted or unsubstituted alkoxy group having from 1 to about 10 carbon atoms; a substituted or unsubstituted aryloxy group having from about 6 to about 10 carbon atoms;
- R.sup.13 represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atom; a cycloalkyl group of from about 5 to about 7 carbon atoms; or a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms;
- R.sup.14 and R.sup.15 each independently represents hydrogen or a substituted or unsubstituted alkyl or alkoxy group having from 1 to about 4 carbon atoms; and
- said formula G having the structure: ##STR16## wherein: R.sup.17, R.sup.18 and R.sup.19 each independently represents the same groups as R.sup.1, R.sup.2 and R.sup.3 above;
- R.sup.16 represents any of the groups for R.sup.17, R.sup.18 and R.sup.19 or represents the atoms which when taken together with Z forms a 5- or 6-membered ring;
- Z represents hydrogen; a substituted or unsubstituted alkyl group having from 1 to about 10 carbon atoms; alkoxy; halogen; or represents the atoms which when taken together with R.sup.16 forms a 5- or 6-membered ring;
- each W independently represents a substituted or unsubstituted alkyl group having from 1 to about 10 carbon atoms; alkoxy having from 1 to about 10 carbon atoms; halogen; or two adjacent W's together represent the atoms necessary to complete a 5- or 6-membered ring, thus forming a fused ring system; and
- n represents an integer from 0 to 2.
- 2. The element of claim 1 wherein said dye-donor element contains an infrared-absorbing dye in said dye layer.
- 3. The element of claim 1 wherein in formula A, R.sup.1 is butyl, R.sup.2 is 2-methoxyethyl, R.sup.3 is methyl, X represents C(CH.sub.3).sub.2 and Y is a 6-membered aromatic ring.
- 4. The element of claim 1 wherein in formula E, R.sup.8 and R.sup.9 are each ethyl, R.sup.10 is phenyl and R.sup.11 is dimethylamino.
- 5. The element of claim 1 wherein in formula F, R.sup.13 is phenyl, R.sup.12 is methyl, R.sup.14 is 3-methoxy and R.sup.15 is 4-methoxy.
- 6. The element of claim 1 wherein in formula G, R.sup.16 is benzyl, R.sup.17 is ethyl, R.sup.18 is hydrogen, R.sup.19 is benzyl, Z is hydrogen and n is 0.
- 7. A process of forming an orange dye transfer image comprising imagewise-heating an orange dye-donor element comprising a support having thereon a dye layer comprising a mixture of dyes dispersed in a polymeric binder, and transferring a dye image to a dye-receiving element to form said orange dye transfer image, said orange dye-donor element comprising a support having thereon a dye layer comprising a mixture of a pink dye and at least one yellow dye dispersed in a polymeric binder, said pink dye having the formula A: ##STR17## wherein: R.sup.1, R.sup.2 and R.sup.3 each independently represents a substituted or unsubstituted alkyl group having from 1 to about 10 carbon atoms; a substituted or unsubstituted cycloalkyl group having from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; or a substituted or unsubstituted hetaryl group of from about 5 to about 10 atoms;
- X represents C(CH.sub.3).sub.2, S, O or NR.sub.1 ; and
- Y represents the atoms necessary to complete a 5- or 6-membered ring which may be fused to another ring system;
- said at least one yellow dye being chosen such that a solid area orange dye transfer image has a hue angle in CIELAB color space of from about 40 to about 70 degrees.
- 8. A process of forming a dye transfer image comprising imagewise-heating an orange dye-donor element comprising a support having thereon a dye layer comprising a mixture of dyes dispersed in a polymeric binder, and transferring a dye image to a dye-receiving element to form said dye transfer image, said orange dye-donor element comprising a support having thereon a dye layer comprising a mixture of a pink dye and a first and second yellow dye dispersed in a polymeric binder, said pink dye having the formula A: ##STR18## wherein: R.sup.1, R.sup.2 and R.sup.3 each independently represents a substituted or unsubstituted alkyl group having from 1 to about 10 carbon atoms; a substituted or unsubstituted cycloalkyl group having from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; or a substituted or unsubstituted hetaryl group of from about 5 to about 10 atoms;
- X represents C(CH.sub.3).sub.2, S, O or NR.sub.1 ; and
- Y represents the atoms necessary to complete a 5- or 6-membered ring which may be fused to another ring system;
- said first yellow dye having the formula E having the structure: ##STR19## wherein: R.sup.8, R.sup.9 and R.sup.10 each independently represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atom; a cycloalkyl group of from about 5 to about 7 carbon atoms; or a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms, such as phenyl, naphthyl, p-tolyl, m-chlorophenyl, p-methoxyphenyl, m-bromophenyl, o-tolyl, etc.;
- or R.sup.8 and R.sup.9 can be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring, such as a pyrrolidine or morpholine ring;
- or either or both of R.sup.8 and R.sup.9 can be joined to the carbon atom of the benzene ring at a position ortho to the position of attachment of the anilino nitrogen to form a 5- or 6-membered ring, thus forming a polycyclic system such as 1,2,3,4-tetrahydroquinoline, julolidine,2,3-dihydroindole, or benzomorpholine;
- R.sup.11 represents a substituted or unsubstituted alkoxy group having from1 to about 10 carbon atoms, such as methoxy, ethoxy, methoxyethoxy or 2-cyanoethoxy; a substituted or unsubstituted aryloxy group having from about 6 to about 10 carbon atoms, such as phenoxy, m-chlorophenoxy, or naphthoxy; NHR.sup.8 ; NR.sup.8 R.sup.9 ;
- each W independently represents a substituted or unsubstituted alkyl group having from 1 to about 10 carbon atoms; alkoxy having from 1 to about 10 carbon atoms; halogen; or two adjacent W's together represent the atoms necessary to complete a 5- or 6-membered ring, thus forming a fused ring system; and
- n represents an integer from 0 to 2;
- said second yellow dye having the formula F or G, said formula F having the structure: ##STR20## wherein: R.sup.12 represents methyl or a substituted or unsubstituted alkoxy group having from 1 to about 10 carbon atoms; a substituted or unsubstituted aryloxy group having from about 6 to about 10 carbon atoms;
- R.sup.13 represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atom; a cycloalkyl group of from about 5 to about 7 carbon atoms; or a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms;
- R.sup.14 and R.sup.15 each independently represents hydrogen or a substituted or unsubstituted alkyl or alkoxy group having from 1 to about 4 carbon atoms; and
- said formula G having the structure: ##STR21## wherein: R.sup.17, R.sup.18 and R.sup.19 each independently represents the same groups as R.sup.1, R.sup.2 and R.sup.3 above;
- R.sup.16 represents any of the groups for R.sup.17, R.sup.18 and R.sup.19 or represents the atoms which when taken together with Z forms a 5- or 6-membered ring;
- Z represents hydrogen; a substituted or unsubstituted alkyl group having from 1 to about 10 carbon atoms; alkoxy; halogen; or represents the atoms which when taken together with R.sup.16 forms a 5- or 6-membered ring;
- each W independently represents a substituted or unsubstituted alkyl group having from 1 to about 10 carbon atoms; alkoxy having from 1 to about 10 carbon atoms; halogen; or two adjacent W's together represent the atoms necessary to complete a 5- or 6-membered ring, thus forming a fused ring system; and
- n represents an integer from 0 to 2.
- 9. The process of claim 8 wherein said dye-donor element contains an infrared-absorbing dye in said dye layer.
- 10. The process of claim 8 wherein in formula A, R.sup.1 is butyl, R.sup.2 is 2-methoxyethyl, R.sup.3 is methyl, X represents C(CH.sub.3).sub.2 and Y is a 6-membered aromatic ring.
- 11. The process of claim 8 wherein in formula E, R.sup.8 and R.sup.9 are each ethyl, R.sup.10 is phenyl and R.sup.11 is dimethylamino.
- 12. The process of claim 8 wherein in formula F, R.sup.13 is phenyl, R.sup.12 is methyl, R.sup.14 is 3-methoxy and R.sup.15 is 4-methoxy.
- 13. The process of claim 8 wherein in formula G, R.sup.16 is benzyl, R.sup.17 is ethyl, R.sup.18 is hydrogen, R.sup.19 is benzyl, Z is hydrogen and n is 0.
- 14. A thermal dye transfer assemblage comprising:
- a) an orange dye-donor element comprising a support having thereon a dye layer comprising a mixture of dyes dispersed in a polymeric binder, 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 orange dye-donor element so that said dye layer is in contact with said dye image-receiving layer, said orange dye-donor element comprising a support having thereon a dye layer comprising a mixture of a pink dye and a first and second yellow dye dispersed in a polymeric binder, said pink dye having the formula A: ##STR22## wherein: R.sup.1, R.sup.2 and R.sup.3 each independently represents a substituted or unsubstituted alkyl group having from 1 to about 10 carbon atoms; a substituted or unsubstituted cycloalkyl group having from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; or a substituted or unsubstituted hetaryl group of from about 5 to about 10 atoms;
- X represents C(CH.sub.3).sub.2, S, O or NR.sub.1 ; and
- Y represents the atoms necessary to complete a 5- or 6-membered ring which may be fused to another ring system;
- said first yellow dye having the formula E having the structure: ##STR23## wherein: R.sup.8, R.sup.9 and R.sup.10 each independently represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atom; a cycloalkyl group of from about 5 to about 7 carbon atoms; or a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms, such as phenyl, naphthyl, p-tolyl, m-chlorophenyl, p-methoxyphenyl, m-bromophenyl, o-tolyl, etc.;
- or R.sup.8 and R.sup.9 can be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring, such as a pyrrolidine or morpholine ring;
- or either or both of R.sup.8 and R.sup.9 can be joined to the carbon atom of the benzene ring at a position ortho to the position of attachment of the anilino nitrogen to form a 5- or 6-membered ring, thus forming a polycyclic system such as 1,2,3,4-tetrahydroquinoline, julolidine,2,3-dihydroindole, or benzomorpholine;
- R.sup.11 represents a substituted or unsubstituted alkoxy group having from1 to about 10 carbon atoms, such as methoxy, ethoxy, methoxyethoxy or 2-cyanoethoxy; a substituted or unsubstituted aryloxy group having from about 6 to about 10 carbon atoms, such as phenoxy, m-chlorophenoxy, or naphthoxy; NHR.sup.8 ; NR.sup.8 R.sup.9 ;
- each W independently represents a substituted or unsubstituted alkyl group having from 1 to about 10 carbon atoms; alkoxy having from 1 to about 10 carbon atoms; halogen; or two adjacent W's together represent the atoms necessary to complete a 5- or 6-membered ring, thus forming a fused ring system; and
- n represents an integer from 0 to 2;
- said second yellow dye having the formula F or G, said formula F having the structure: ##STR24## wherein: R.sup.12 represents methyl or a substituted or unsubstituted alkoxy group having from 1 to about 10 carbon atoms; a substituted or unsubstituted aryloxy group having from about 6 to about 10 carbon atoms;
- R.sup.13 represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atom; a cycloalkyl group of from about 5 to about 7 carbon atoms; or a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms;
- R.sup.14 and R.sup.15 each independently represents hydrogen or a substituted or unsubstituted alkyl or alkoxy group having from 1 to about 4 carbon atoms; and
- said formula G having the structure: ##STR25## wherein: R.sup.17, R.sup.18 and R.sup.19 each independently represents the same groups as R.sup.1, R.sup.2 and R.sup.3 above;
- R.sup.16 represents any of the groups for R.sup.17, R.sup.18 and R.sup.19 or represents the atoms which when taken together with Z forms a 5- or 6-membered ring;
- Z represents hydrogen; a substituted or unsubstituted alkyl group having from 1 to about 10 carbon atoms; alkoxy; halogen; or represents the atoms which when taken together with R.sup.16 forms a 5- or 6-membered ring;
- each W independently represents a substituted or unsubstituted alkyl group having from 1 to about 10 carbon atoms; alkoxy having from 1 to about 10 carbon atoms; halogen; or two adjacent W's together represent the atoms necessary to complete a 5- or 6-membered ring, thus forming a fused ring system; and
- n represents an integer from 0 to 2.
- 15. The assemblage of claim 14 wherein said dye-donor element contains an infrared-absorbing dye in said dye layer.
- 16. The assemblage of claim 14 wherein in formula A, R.sup.1 is butyl, R.sup.2 is 2-methoxyethyl, R.sup.3 is methyl, X represents C(CH.sub.3).sub.2 and Y is a 6-membered aromatic ring.
- 17. The assemblage of claim 14 wherein in formula E, R.sup.8 and R.sup.9 are each ethyl, R.sup.10 is phenyl and R.sup.11 is dimethylamino.
- 18. The assemblage of claim 14 wherein in formula F, R.sup.13 is phenyl, R.sup.12 is methyl, R.sup.14 is 3-methoxy and R.sup.15 is 4-methoxy.
- 19. The assemblage of claim 14 wherein in formula G, R.sup.16 is benzyl, R.sup.17 is ethyl, R.sup.18 is hydrogen, R.sup.19 is benzyl, Z is hydrogen and n is 0.
CROSS REFERENCE TO RELATED APPLICATIONS
Reference is made to commonly-assigned copending U.S. patent application Ser. No. 09/418,287, filed Oct. 14, 1999, entitled "Orange Dye Mixture for Thermal Color Proofing", of Chapman et al.;
Copending U.S. patent application Ser. No. 09/418,339, filed Oct. 14, 1999, entitled "Orange Dye Mixture for Thermal Color Proofing", of Chapman et al.;
Copending U.S. patent application Ser. No. 09/418,234, filed Oct. 14, 1999, entitled "Orange Dye Mixture for Thermal Color Proofing", of Chapman et al.; and
Copending U.S. patent application Ser. No. 09/418,233, filed Oct. 14, 1999, entitled "Pink Dye for Thermal Color Proofing", of Chapman et al.
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