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Photographic elements incorporating chelated-metal quenching compounds

Assignee: Eastman Kodak Co
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Filing: 1975-07-01
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Granted: 1977-09-27
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Expires: 1995-07-01
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Abstract

Abstract A photographic element is disclosed containing one or more hydrophilic coatings thereon including an organic dye or precursor thereof dispersed in a water-immiscible solvent therefor. The solvent additionally includes therein a chelated-metal compound, termed a quenching compound, having a spectrophotometric absorption peak bathochromic relative to the absorption peak of the compound to be stabilized.

Inventors

  • 👤 Wendell F. Smith, Jr
  • 👤 George A. Reynolds

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 14:57
CPC Classifications
G; G03; G03C; G03C1/00; G03C1/76; G03C1/815; G03C1/8155; C; C09; C09K; C09K15/00; C09K15/04; C09K15/32

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 192 words
A photographic element comprised of a support and containing one or more hydrophilic coatings thereon, at least one of which is radiation-sensitive, and at least one of said hydrophilic coatings including an organic dye selected from azine dyes, oxazine dyes, thiazine dyes, anthraquinone dyes, azo dyes, azomethine dyes, cyanine dyes, diphenylmethane dyes, triphenylmethane dyes, formazan dyes, induline dyes, indigoid dyes, phthalein dyes and pyronine dyes or a precursor of such a dye, dispersed in a water-immiscible solvent therefor, wherein the improvement comprises a stabilizing amount of a chelated-metal quenching compound incorporated within said water-immiscible solvent for said organic dye or dye precursor; said quenching compound having its longest wavelength absorption peak bathochromic to the longest wavelength absorption peak of said organic dye and having a structure selected from the group consisting of ##STR19## wherein: M is nickel, cobalt, copper, palladium or platinum; X and X' are independently selected from the group consisting of sulfur and oxygen; Cat + is a cation; and A is ##STR20## wherein: R is hydrogen or alkyl, and R 1 and R 2 are independently selected from the group consisting of hydrogen, phenyl, substituted phenyl, nitrile and alkyl.
Claim 2
Dependent Claim 192 words
A photographic element comprised of a support and containing one or more hydrophilic coatings thereon, at least one of which is radiation-sensitive, and at least one of said hydrophilic coatings including an organic dye selected from azine dyes, oxazine dyes, thiazine dyes, anthraquinone dyes, azo dyes, azomethine dyes, cyanine dyes, diphenylmethane dyes, triphenylmethane dyes, formazan dyes, induline dyes, indigoid dyes, phthalein dyes and pyronine dyes or a precursor of such a dye, dispersed in a water-immiscible solvent therefor, wherein the improvement comprises a stabilizing amount of a chelated-metal quenching compound incorporated within said water-immiscible solvent for said organic dye or dye precursor; said quenching compound having its longest wavelength absorption peak bathochromic to the longest wavelength absorption peak of said organic dye and having a structure selected from the group consisting of ##STR19## wherein: M is nickel, cobalt, copper, palladium or platinum; X and X' are independently selected from the group consisting of sulfur and oxygen; Cat + is a cation; and A is ##STR20## wherein: R is hydrogen or alkyl, and R 1 and R 2 are independently selected from the group consisting of hydrogen, phenyl, substituted phenyl, nitrile and alkyl.
Claim 3
Dependent Claim 23 words
A photographic element according to claim 1 wherein the longest wavelength absorption peak of the chelated-metal quenching compound is above about 600 nm.
Claim 4
Dependent Claim 31 words
A photographic element according to claim 1 wherein the longest wavelength absorption peak of the chelated-metal quenching compound is in the range of from about 800 nm to about 1200 nm.
Claim 5
Dependent Claim 11 words
A photographic element according to claim 1 wherein M is nickel.
Claim 6
Dependent Claim 14 words
A photographic element according to claim 1 wherein X and X' are both sulfur.
Claim 7
Dependent Claim 16 words
A photographic element according to claim 1 wherein the quenching efficiency is greater than about 2.0.
Claim 8
Dependent Claim 29 words
A photographic element according to claim 1 wherein the organic dye is selected from the group consisting of anthraquinone dyes, azine dyes, azo dyes, azomethine dyes and formazan dyes.
Claim 9
Dependent Claim 15 words
A photographic element according to claim 1 wherein the organic dye is an azomethine dye.
Claim 10
Dependent Claim 200 words
A photographic element comprised of a support and containing one or more hydrophilic coatings thereon, at least one of which is a radiation-sensitive silver halide emulsion, and at least one of said hydrophilic coatings including a photographic color coupler capable of forming an imaging dye selected from azo dyes and azomethine dyes upon reaction with an oxidized primary aromatic amine developing agent, said coupler being dispersed in a water-immiscible coupler solvent, wherein the improvement comprises at least 0.25 micro mole of a chelated-metal quenching compound per gram of coupler solvent having its longest wavelength absorption peak above about 600 nm and bathochromic to the longest wavelength absorption peak of said imaging dye and, in the presence of said imaging dye, providing a quenching efficiency greater than 1.0; said chelated-metal quenching compound having a structure selected from the group consisting of ##STR21## wherein: M is nickel, cobalt, copper, palladium or platinum; X and X' are independently selected from the group consisting of sulfur and oxygen; Cat + is a cation; and A is ##STR22## wherein: R is hydrogen or alkyl, and R 1 and R 2 are independently selected from the group consisting of hydrogen, phenyl, substituted phenyl, nitrile and alkyl.
Claim 11
Dependent Claim 200 words
A photographic element comprised of a support and containing one or more hydrophilic coatings thereon, at least one of which is a radiation-sensitive silver halide emulsion, and at least one of said hydrophilic coatings including a photographic color coupler capable of forming an imaging dye selected from azo dyes and azomethine dyes upon reaction with an oxidized primary aromatic amine developing agent, said coupler being dispersed in a water-immiscible coupler solvent, wherein the improvement comprises at least 0.25 micro mole of a chelated-metal quenching compound per gram of coupler solvent having its longest wavelength absorption peak above about 600 nm and bathochromic to the longest wavelength absorption peak of said imaging dye and, in the presence of said imaging dye, providing a quenching efficiency greater than 1.0; said chelated-metal quenching compound having a structure selected from the group consisting of ##STR21## wherein: M is nickel, cobalt, copper, palladium or platinum; X and X' are independently selected from the group consisting of sulfur and oxygen; Cat + is a cation; and A is ##STR22## wherein: R is hydrogen or alkyl, and R 1 and R 2 are independently selected from the group consisting of hydrogen, phenyl, substituted phenyl, nitrile and alkyl.
Claim 12
Dependent Claim 18 words
A photographic element according to claim 9 wherein said color coupler is a yellow-, magenta- or cyan-dye-forming coupler.
Claim 13
Dependent Claim 25 words
A photographic element according to claim 10 wherein said hydrophilic layer in which said color coupler is dispersed in a radiation-sensitive silver halide emulsion layer.
Claim 14
Dependent Claim 29 words
A photographic element according to claim 9 wherein said dye-forming coupler is capable of forming an azomethine dye when reacted with an oxidized primary amine silver halide developing agent.
Claim 15
Dependent Claim 21 words
A photographic element according to claim 9 wherein said color coupler is a yellow-dye-forming coupler containing at least one ketomethylene group.
Claim 16
Dependent Claim 16 words
A photographic element according to claim 9 wherein said color coupler is a 5-pyrazolone magenta-dye-forming coupler.
Claim 17
Dependent Claim 17 words
A photographic element according to claim 9 wherein said color coupler is phenolic or α-naphtholic cyan-dye-forming coupler.
Claim 18
Dependent Claim 16 words
A photographic element according to claim 9 wherein the quenching efficiency is greater than about 2.0.
Claim 19
Dependent Claim 160 words
A photographic element comprised of a support and containing at least one radiation-sensitive gelatino-silver halide emulsion coating thereon, said emulsion having incorporated therein a subtractive primary azomethine dye-forming coupler dispersed in a high-boiling water-immiscible coupler solvent, wherein the improvement comprises from about 2.5 to 250 micromoles of a chelated-nickel quenching compound per gram of coupler solvent incorporated within said coupler solvent; said quenching compound having its longest wavelength absorption peak in the range of from about 800 nm to about 1200 nm and bathochromic to the longest wavelength absorption peak of said azomethine dye and, in the presence of said azomethine dye providing a quenching efficiency greater than 2.0; said chelated-nickel quenching compound having a structure selected from the group consisting of ##STR23## wherein: Cat + is a cation; and A is ##STR24## wherein R is hydrogen or alkyl, and R 1 and R 2 are independently selected from the group consisting of hydrogen, phenyl, substituted phenyl, nitrile and alkyl.
Claim 20
Dependent Claim 160 words
A photographic element comprised of a support and containing at least one radiation-sensitive gelatino-silver halide emulsion coating thereon, said emulsion having incorporated therein a subtractive primary azomethine dye-forming coupler dispersed in a high-boiling water-immiscible coupler solvent, wherein the improvement comprises from about 2.5 to 250 micromoles of a chelated-nickel quenching compound per gram of coupler solvent incorporated within said coupler solvent; said quenching compound having its longest wavelength absorption peak in the range of from about 800 nm to about 1200 nm and bathochromic to the longest wavelength absorption peak of said azomethine dye and, in the presence of said azomethine dye providing a quenching efficiency greater than 2.0; said chelated-nickel quenching compound having a structure selected from the group consisting of ##STR23## wherein: Cat + is a cation; and A is ##STR24## wherein R is hydrogen or alkyl, and R 1 and R 2 are independently selected from the group consisting of hydrogen, phenyl, substituted phenyl, nitrile and alkyl.
Claim 21
Dependent Claim 15 words
A photographic element according to claim 17 wherein the quenching efficiency is greater than 5.0.
Claim 22
Dependent Claim 22 words
A photographic element according to claim 17 wherein said azomethine dye-forming coupler is a yellow-dye-forming coupler containing at least one ketomethylene group.
Claim 23
Dependent Claim 18 words
A photographic element according to claim 17 wherein said azomethine dye-forming coupler is a 5-pyrazolone magenta-dye forming coupler.

References Cited (Backward Citations)

US2888346A Cited
US3244524A Cited
US3214463A Cited
US3215530A Cited
US3310575A Cited
US3296191A Cited
US3314794A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-09-26 1981-03-28 1981-09-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-09-26 1985-03-28 1985-09-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-09-26 1989-03-28 1989-09-27 $7700.00 Window Closed / Lapsed

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