← Back to Patent Explorer
US5264320A Expired / Lapsed US ⏱️ 0.0 years remaining

Mixture of dyes for black dye donor thermal color proofing

Assignee: Eastman Kodak Co
•
Filing: 1991-09-06
•
Granted: 1993-11-23
•
Expires: 2011-09-06
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract A black dye-donor element for thermal dye transfer comprising a support having thereon a dye layer comprising a mixture of at least one cyan, magenta and yellow dyes dispersed in a polymeric binder, at least one of the cyan dyes having the formula: ##STR1## and at least one of the yellow dyes having the formula: ##STR2## and at least one of the magenta dyes having the formula:

Inventors

  • 👤 Steven Evans
  • 👤 Derek D. Chapman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 06:16
CPC Classifications
B; B41; B41M; B41M5/00; B41M5/26; B41M5/382; B41M5/385; B41M5/3858; G; G03; G03F; G03F3/00; G03F3/10; G03F3/108; B41M5/3854; B41M5/388; B41M5/39

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 888 words
A black dye-donor element for thermal dye transfer comprising a support having thereon a dye layer comprising a mixture of at least one cyan, magenta and yellow dyes dispersed in a polymeric binder, said mixture approximating a hue match of the black SWOP Color Reference, at least one of the cyan dyes having the formula: ##STR36## wherein: R 1 and R 2 each independently represents hydrogen; 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 or a substituted or unsubstituted allyl group; with the proviso that R 1 and R 2 cannot both be hydrogen; or R 1 and R 2 can be joined together to form, along with the nitrogen to which they are attached, a 5- to 7-membered heterocyclic ring; or either or both of R 1 and R 2 can be combined with an R 3 to form a 5- to 7-membered heterocyclic ring; each R 3 independently represents substituted or unsubstituted alkyl, cycloalkyl or allyl as described above for R 1 and R 2 , alkoxy, aryloxy, halogen, thiocyano, acylamido, ureido, alkylsulfonamido, arylsulfonamido, alkylthio, arylthio or trifluoromethyl; or any two of R 3 may be combined together to form a 5- or 6-membered carbocyclic or heterocyclic ring; or one or two of R 3 may be combined with either or both of R 1 and R 2 to complete a 5- to 7-membered ring; m is an integer of from 0 to 4; R 4 represents hydrogen or an electron withdrawing group; R 5 represents an electron withdrawing group, a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms or a substituted or unsubstituted hetaryl group having from about 5 to about 10 atoms; R 6 and R 7 each independently represents an electron withdrawing group; and R 6 and R 7 may be combined to form the residue of an active methylene compound; and at least one of the yellow dyes having the formula: ##STR37## wherein: R 8 , R 9 and R 11 each independently represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; or a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; or R 8 and R 9 can be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring; or either or both of R 8 and R 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; R 10 represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; carbamoyl; or alkoxycarbonyl; R 12 represents 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; NHR 13 ; NR 13 R 14 or the atoms necessary to complete a 6-membered ring fused to the benzene ring; R 13 and R 14 each independently represents any of the groups for R 8 ; or R 13 and R 14 may be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring; n is a positive integer from 1 to 5; and G represents a substituted or unsubstituted alkyl or alkoxy group of from 1 to about 10 carbon atoms; halogen; aryloxy; or represents the atoms necessary to complete a 5- or 6-membered ring, thus forming a fused ring system; and at least one of the magenta dyes having the formula: ##STR38## wherein: R 15 and R 16 each independently represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; an allyl group; or a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms; or R 15 and R 16 can be joined together to form, along with the nitrogen to which they are attached, a 5- or 6-membered heterocyclic ring; or either or both of R 15 and R 16 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; J represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms; or NHA, where A is an acyl or sulfonyl radical; Q represents cyano, thiocyanato, alkylthio or alkoxycarbonyl; R 17 represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; alkylthio or halogen; and p is a positive integer from 1 to 5.
Claim 2
Dependent Claim 888 words
A black dye-donor element for thermal dye transfer comprising a support having thereon a dye layer comprising a mixture of at least one cyan, magenta and yellow dyes dispersed in a polymeric binder, said mixture approximating a hue match of the black SWOP Color Reference, at least one of the cyan dyes having the formula: ##STR36## wherein: R 1 and R 2 each independently represents hydrogen; 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 or a substituted or unsubstituted allyl group; with the proviso that R 1 and R 2 cannot both be hydrogen; or R 1 and R 2 can be joined together to form, along with the nitrogen to which they are attached, a 5- to 7-membered heterocyclic ring; or either or both of R 1 and R 2 can be combined with an R 3 to form a 5- to 7-membered heterocyclic ring; each R 3 independently represents substituted or unsubstituted alkyl, cycloalkyl or allyl as described above for R 1 and R 2 , alkoxy, aryloxy, halogen, thiocyano, acylamido, ureido, alkylsulfonamido, arylsulfonamido, alkylthio, arylthio or trifluoromethyl; or any two of R 3 may be combined together to form a 5- or 6-membered carbocyclic or heterocyclic ring; or one or two of R 3 may be combined with either or both of R 1 and R 2 to complete a 5- to 7-membered ring; m is an integer of from 0 to 4; R 4 represents hydrogen or an electron withdrawing group; R 5 represents an electron withdrawing group, a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms or a substituted or unsubstituted hetaryl group having from about 5 to about 10 atoms; R 6 and R 7 each independently represents an electron withdrawing group; and R 6 and R 7 may be combined to form the residue of an active methylene compound; and at least one of the yellow dyes having the formula: ##STR37## wherein: R 8 , R 9 and R 11 each independently represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; or a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; or R 8 and R 9 can be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring; or either or both of R 8 and R 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; R 10 represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; carbamoyl; or alkoxycarbonyl; R 12 represents 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; NHR 13 ; NR 13 R 14 or the atoms necessary to complete a 6-membered ring fused to the benzene ring; R 13 and R 14 each independently represents any of the groups for R 8 ; or R 13 and R 14 may be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring; n is a positive integer from 1 to 5; and G represents a substituted or unsubstituted alkyl or alkoxy group of from 1 to about 10 carbon atoms; halogen; aryloxy; or represents the atoms necessary to complete a 5- or 6-membered ring, thus forming a fused ring system; and at least one of the magenta dyes having the formula: ##STR38## wherein: R 15 and R 16 each independently represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; an allyl group; or a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms; or R 15 and R 16 can be joined together to form, along with the nitrogen to which they are attached, a 5- or 6-membered heterocyclic ring; or either or both of R 15 and R 16 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; J represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms; or NHA, where A is an acyl or sulfonyl radical; Q represents cyano, thiocyanato, alkylthio or alkoxycarbonyl; R 17 represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; alkylthio or halogen; and p is a positive integer from 1 to 5.
Claim 3
Dependent Claim 19 words
The element of claim 1 wherein R 4 , R 6 and R 7 in formula I are cyano.
Claim 4
Dependent Claim 28 words
The element of claim 1 wherein R 1 in formula I is C 2 H 5 , C 2 H 4 OH, or n-C 3 H 7 .
Claim 5
Dependent Claim 22 words
The element of claim 1 wherein R 2 in formula I is C 2 H 5 or n-C 3 H 7 .
Claim 6
Dependent Claim 24 words
The element of claim 1 wherein R 3 in formula I is hydrogen, OC 2 H 5 , CH 3 or NHCOCH 3 .
Claim 7
Dependent Claim 25 words
The element of claim 1 wherein R 5 in formula I is p-C 6 H 4 Cl, m-C 6 H 4 NO 2 or naphthyl.
Claim 8
Dependent Claim 36 words
The element of claim 1 wherein in formula II, R 11 is phenyl, R 12 is ethoxy or NHR 13 , wherein R 13 is methyl or phenyl, n is 1 and R 10 is hydrogen.
Claim 9
Dependent Claim 23 words
The element of claim 1 wherein in formula II, R 12 is O and completes a 6-membered ring fused to the benzene ring.
Claim 10
Dependent Claim 36 words
The element of claim 1 wherein in formula II, R 12 is NR 13 R 14 , wherein each R 13 and R 14 is methyl or R 13 is ethyl and R 14 is phenyl.
Claim 11
Dependent Claim 42 words
The element of claim 1 wherein in formula II, R 12 is NR 13 R 14 , wherein R 13 and R 14 are joined together to form, along with the nitrogen to which they are attached, a pyrrolidine or morpholine ring.
Claim 12
Dependent Claim 41 words
The element of claim 1 wherein in formula III, R 15 is C 2 H 5 , R 16 is CH 2 C 6 H 5 , Q is CN, R 17 is CH 3 and J is 3-NHCOCH 3 .
Claim 13
Dependent Claim 43 words
The element of claim 1 wherein in formula III, R 15 is CH 3 CO 2 C 2 H 4 , R 16 is C 2 H 5 , Q is CN, R 17 is CH 3 and J is 3-CH 3 .
Claim 14
Dependent Claim 17 words
The element of claim 1 wherein said dye-donor element contains an infrared-absorbing dye in said dye layer.
Claim 15
Dependent Claim 891 words
In a process of forming a dye transfer image comprising imagewise-heating a black dye-donor element comprising a support having thereon a dye layer comprising a mixture of at least one cyan, magenta and yellow dyes dispersed in a polymeric binder, the improvement wherein said mixture approximates a hue match of the black SWOP Color Reference and at least one of the cyan dyes has the formula: ##STR39## wherein: R 1 and R 2 each independently represents hydrogen; 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 or a substituted or unsubstituted allyl group; with the proviso that R 1 and R 2 cannot both be hydrogen; or R 1 and R 2 can be joined together to form, along with the nitrogen to which they are attached, a 5- to 7-membered heterocyclic ring; or either or both of R 1 and R 2 can be combined with an R 3 to form a 5-to 7-membered heterocyclic ring; each R 3 independently represents substituted or unsubstituted alkyl, cycloalkyl or allyl as described above for R 1 and R 2 , alkoxy, aryloxy, halogen, thiocyano, acylamido, ureido, alkylsulfonamido, arylsulfonamido, alkylthio, arylthio or trifluoromethyl; or any two or R 3 may be combined together to form a 5-or 6-membered carbocyclic or heterocyclic ring; or one or two of R 3 may be combined with either or both of R 1 and R 2 to complete a 5- to 7-membered ring; m is an integer of from 0 to 4; R 4 represents hydrogen or an electron withdrawing group; R 5 represents an electron withdrawing group, a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms or a substituted or unsubstituted hetaryl group having from about 5 to about 10 atoms; R 6 and R 7 each independently represents an electron withdrawing group; and R 6 and R 7 may be combined to form the residue of an active methylene compound; and at least one of the yellow dyes has the formula: ##STR40## wherein: R 8 , R 9 and R 11 each independently represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; or a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; or R 8 and R 9 can be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring; or either or both of R 8 and R 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; R 10 represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; carbamoyl; or alkoxycarbonyl; R 12 represents 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; NHR 13 ; NR 13 R 14 or the atoms necessary to complete a 6-membered ring fused to the benzene ring; R 13 and R 14 each independently represents any of the groups for R 8 ; or R 13 and R 14 may be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring; n is a positive integer from 1 to 5; and G represents a substituted or unsubstituted alkyl or alkoxy group of from 1 to about 10 carbon atoms necessary to complete a 5- or 6-membered ring, thus forming a fused ring system; and at least one of the magenta dyes has the formula: ##STR41## wherein: R 15 and R 16 each independently represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; an allyl group; or a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms; or R 15 and R 16 can be joined together to form, along with the nitrogen to which they are attached, a 5- or 6-membered heterocyclic ring; or either or both of R 15 and R 16 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; J represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms; or NHA, where A is an acyl or sulfonyl radical; Q represents cyano, thiocyanato, alkylthio or alkoxycarbonyl; R 17 represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; alkylthio or halogen; and p is a positive integer from 1 to 5.
Claim 16
Dependent Claim 891 words
In a process of forming a dye transfer image comprising imagewise-heating a black dye-donor element comprising a support having thereon a dye layer comprising a mixture of at least one cyan, magenta and yellow dyes dispersed in a polymeric binder, the improvement wherein said mixture approximates a hue match of the black SWOP Color Reference and at least one of the cyan dyes has the formula: ##STR39## wherein: R 1 and R 2 each independently represents hydrogen; 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 or a substituted or unsubstituted allyl group; with the proviso that R 1 and R 2 cannot both be hydrogen; or R 1 and R 2 can be joined together to form, along with the nitrogen to which they are attached, a 5- to 7-membered heterocyclic ring; or either or both of R 1 and R 2 can be combined with an R 3 to form a 5-to 7-membered heterocyclic ring; each R 3 independently represents substituted or unsubstituted alkyl, cycloalkyl or allyl as described above for R 1 and R 2 , alkoxy, aryloxy, halogen, thiocyano, acylamido, ureido, alkylsulfonamido, arylsulfonamido, alkylthio, arylthio or trifluoromethyl; or any two or R 3 may be combined together to form a 5-or 6-membered carbocyclic or heterocyclic ring; or one or two of R 3 may be combined with either or both of R 1 and R 2 to complete a 5- to 7-membered ring; m is an integer of from 0 to 4; R 4 represents hydrogen or an electron withdrawing group; R 5 represents an electron withdrawing group, a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms or a substituted or unsubstituted hetaryl group having from about 5 to about 10 atoms; R 6 and R 7 each independently represents an electron withdrawing group; and R 6 and R 7 may be combined to form the residue of an active methylene compound; and at least one of the yellow dyes has the formula: ##STR40## wherein: R 8 , R 9 and R 11 each independently represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; or a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; or R 8 and R 9 can be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring; or either or both of R 8 and R 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; R 10 represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; carbamoyl; or alkoxycarbonyl; R 12 represents 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; NHR 13 ; NR 13 R 14 or the atoms necessary to complete a 6-membered ring fused to the benzene ring; R 13 and R 14 each independently represents any of the groups for R 8 ; or R 13 and R 14 may be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring; n is a positive integer from 1 to 5; and G represents a substituted or unsubstituted alkyl or alkoxy group of from 1 to about 10 carbon atoms necessary to complete a 5- or 6-membered ring, thus forming a fused ring system; and at least one of the magenta dyes has the formula: ##STR41## wherein: R 15 and R 16 each independently represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; an allyl group; or a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms; or R 15 and R 16 can be joined together to form, along with the nitrogen to which they are attached, a 5- or 6-membered heterocyclic ring; or either or both of R 15 and R 16 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; J represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms; or NHA, where A is an acyl or sulfonyl radical; Q represents cyano, thiocyanato, alkylthio or alkoxycarbonyl; R 17 represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; alkylthio or halogen; and p is a positive integer from 1 to 5.
Claim 17
Dependent Claim 17 words
The process of claim 14 wherein said dye-donor element contains an infrared-absorbing dye in said dye layer.
Claim 18
Dependent Claim 932 words
In a thermal dye transfer assemblage comprising: a) a black dye-donor element comprising a support having thereon a dye layer comprising a mixture of cyan, yellow and magenta 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 black dye-donor element so that said dye layer is in contact with said dye image-receiving layer, the improvement wherein said mixture approximates a hue match of the black SWOP Color Reference and at least one of the cyan dyes has the formula: ##STR42## wherein: R 1 and R 2 each independently represents hydrogen; 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 or a substituted or unsubstituted allyl group; with the proviso that R 1 and R 2 cannot both be hydrogen; or R 1 and R 2 can be joined together to form, along with the nitrogen to which they are attached, a 5- to 7-membered heterocyclic ring; or either or both of R 1 and R 2 can be combined with an R 3 to form a 5- to 7-membered heterocyclic ring; each R 3 independently represents substituted or unsubstituted alkyl, cycloalkyl or allyl as described above for R 1 and R 2 , alkoxy, aryloxy, halogen, thiocyano, acylamido, ureido, alkylsulfonamido, arylsulfonamido, alkylthio, arylthio or trifluoromethyl; or any two of R 3 may be combined together to form a 5- or 6-membered carbocyclic or heterocyclic ring; or one or two of R 3 may be combined with either or both of R 1 and R 2 to complete a 5- to 7-membered ring; m is an integer of from 0 to 4; R 4 represents hydrogen or an electron withdrawing group; R 5 represents an electron withdrawing group, a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms or a substituted or unsubstituted hetaryl group having from about 5 to about 10 atoms; R 6 and R 7 each independently represents an electron withdrawing group; and R 6 and R 7 may be combined to form the residue of an active methylene compound; and at least one of the yellow dyes has the formula: ##STR43## wherein R 8 , R 9 and R 11 each independently represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; or a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; or R 8 and R 9 can be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring; or either or both of R 8 and R 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; R 10 represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; carbamoyl; or alkoxycarbonyl; R 12 represents 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; NHR 13 ; NR 13 R 14 or the atoms necessary to complete a 6-membered ring fused to the benzene ring; R 13 and R 14 each independently represents any of the groups for R 8 ; or R 13 and R 14 may be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring; n is a positive integer from 1 to 5; and G represents a substituted or unsubstituted alkyl or alkoxy group of from 1 to about 10 carbon atoms; halogen; aryloxy; or represents the atoms necessary to complete a 5- or 6-membered ring, thus forming a fused ring system; and at least one of the magenta dyes has the formula; ##STR44## wherein: R 15 and R 16 each independently represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; an allyl group; or a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms; or R 15 R 16 can be joined together to form, along with the nitrogen to which they are attached, a 5- or 6-membered heterocyclic ring; or either or both of R 15 and R 16 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; J represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms; or NHA, where A is an acyl or sulfonyl radical; Q represents cyano, thiocyanato, alkylthio or alkoxycarbonyl; R 17 represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; alkylthio or halogen; and p is a positive integer from 1 to 5.
Claim 19
Dependent Claim 932 words
In a thermal dye transfer assemblage comprising: a) a black dye-donor element comprising a support having thereon a dye layer comprising a mixture of cyan, yellow and magenta 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 black dye-donor element so that said dye layer is in contact with said dye image-receiving layer, the improvement wherein said mixture approximates a hue match of the black SWOP Color Reference and at least one of the cyan dyes has the formula: ##STR42## wherein: R 1 and R 2 each independently represents hydrogen; 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 or a substituted or unsubstituted allyl group; with the proviso that R 1 and R 2 cannot both be hydrogen; or R 1 and R 2 can be joined together to form, along with the nitrogen to which they are attached, a 5- to 7-membered heterocyclic ring; or either or both of R 1 and R 2 can be combined with an R 3 to form a 5- to 7-membered heterocyclic ring; each R 3 independently represents substituted or unsubstituted alkyl, cycloalkyl or allyl as described above for R 1 and R 2 , alkoxy, aryloxy, halogen, thiocyano, acylamido, ureido, alkylsulfonamido, arylsulfonamido, alkylthio, arylthio or trifluoromethyl; or any two of R 3 may be combined together to form a 5- or 6-membered carbocyclic or heterocyclic ring; or one or two of R 3 may be combined with either or both of R 1 and R 2 to complete a 5- to 7-membered ring; m is an integer of from 0 to 4; R 4 represents hydrogen or an electron withdrawing group; R 5 represents an electron withdrawing group, a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms or a substituted or unsubstituted hetaryl group having from about 5 to about 10 atoms; R 6 and R 7 each independently represents an electron withdrawing group; and R 6 and R 7 may be combined to form the residue of an active methylene compound; and at least one of the yellow dyes has the formula: ##STR43## wherein R 8 , R 9 and R 11 each independently represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; or a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; or R 8 and R 9 can be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring; or either or both of R 8 and R 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; R 10 represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; a substituted or unsubstituted allyl group; carbamoyl; or alkoxycarbonyl; R 12 represents 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; NHR 13 ; NR 13 R 14 or the atoms necessary to complete a 6-membered ring fused to the benzene ring; R 13 and R 14 each independently represents any of the groups for R 8 ; or R 13 and R 14 may be joined together to form, along with the nitrogen to which they are attached, a 5-or 6-membered heterocyclic ring; n is a positive integer from 1 to 5; and G represents a substituted or unsubstituted alkyl or alkoxy group of from 1 to about 10 carbon atoms; halogen; aryloxy; or represents the atoms necessary to complete a 5- or 6-membered ring, thus forming a fused ring system; and at least one of the magenta dyes has the formula; ##STR44## wherein: R 15 and R 16 each independently represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a cycloalkyl group of from about 5 to about 7 carbon atoms; an allyl group; or a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms; or R 15 R 16 can be joined together to form, along with the nitrogen to which they are attached, a 5- or 6-membered heterocyclic ring; or either or both of R 15 and R 16 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; J represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a substituted or unsubstituted aryl group having from about 6 to about 10 carbon atoms; or NHA, where A is an acyl or sulfonyl radical; Q represents cyano, thiocyanato, alkylthio or alkoxycarbonyl; R 17 represents hydrogen; a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms; a substituted or unsubstituted aryl group of from about 6 to about 10 carbon atoms; alkylthio or halogen; and p is a positive integer from 1 to 5.
Claim 20
Dependent Claim 17 words
The assemblage of claim 16 wherein said dye-donor element contains an infrared-absorbing dye in said dye layer.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-11-22 1997-05-24 1997-11-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-11-22 2001-05-24 2001-11-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-11-22 2005-05-24 2005-11-23 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag