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US4245018A Expired / Lapsed US ⏱️ 0.0 years remaining

Method for stabilizing organic substrate materials including photographic dye images to light and a color diffusion transfer material

Assignee: Fujifilm Holdings Corp
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Filing: 1979-07-11
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Granted: 1981-01-13
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Expires: 1999-07-11
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Abstract

Abstract The light stability of organic substrate materials such as photographic dyes is improved by the copresence of at least one of the complexes shown by following formulae I, II, III, or IV ##STR1## wherein M represents Cu, Co, Ni, Pd or Pt; R 1 , R 2 , R 3 and R 4 each represents a hydrogen atom, a halogen atom, a cyano group or an alkyl group, an aryl group, a cycloalkyl group or a heterocyclic group bonded directly or through a divalent connecting group to the carbon atom of a benzene ring; or R 1 and R 2 ; R 2 and R 3 ; or R 3 and R 4 combine to represent the non-metallic atoms necessary to complete a 6-membered ring; R 5 and R 8 each represents a hydrogen atom, an alkyl group, or an aryl group; R 6 represents a hydrogen atom, an alkyl group, an aryl group, or a hydroxyl group; R 7 represents an alkyl group or an aryl group; and Z represents the non-metallic atoms necessary to complete a 5-membered or 6-membered ring.

Inventors

  • 👤 Hiroshi Hara
  • 👤 Kotaro Nakamura
  • 👤 Yoshiaki Suzuki

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 14:03
CPC Classifications
G; G03; G03C; G03C8/00; G03C8/24; G03C8/246; G03C7/00; G03C7/30; G03C7/392; G03C7/39208; G03C7/39284

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 293 words
An element comprising an organic substrate material which is stabilized against the action of light and comprises the combination of at least one of the complexes represented by following formulae I, II, III, or IV with at least one organic substrate material in an amount effective to stabilize the substrate material to light; ##STR16## wherein M represents Cu, Co, Ni, Pd, or Pt; R 1 , R 2 , R 3 , or R 4 each represents a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an aryl group, a cycloalkyl group, or a heterocyclic group, each of which can be bonded directly or through a divalent connecting group to the carbon atom of a benzene ring, or R 1 and R 2 ; R 2 and R 3 ; or R 3 and R 4 combine to represent the non-metallic atoms necessary to complete a 6-membered ring; R 5 and R 8 each represents a hydrogen atom, an alkyl group, or an aryl group; R 6 represents a hydrogen atom, an alkyl group, an aryl group, or a hydroxyl group; R 7 represents an alkyl group or an aryl group; and Z represents the non-metallic atoms necessary to complete a 5-membered ring or a 6-membered ring, wherein said organic substrate material is a photographically useful dye or fluorescent whitening agent having an absorption maximum at about 300 nm to about 800 nm and wherein said dye is an anthraquinone dye, a quinoneimine dye, an azo dye, a methine dye, a polymethine dye, an indoamine dye, an indophenol dye, or a formazan dye, said at least one compound of formulae I to IV not adversely affecting color hue or color purity of the photographically useful dye or fluorescent whitening agent.
Claim 2
Dependent Claim 293 words
An element comprising an organic substrate material which is stabilized against the action of light and comprises the combination of at least one of the complexes represented by following formulae I, II, III, or IV with at least one organic substrate material in an amount effective to stabilize the substrate material to light; ##STR16## wherein M represents Cu, Co, Ni, Pd, or Pt; R 1 , R 2 , R 3 , or R 4 each represents a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an aryl group, a cycloalkyl group, or a heterocyclic group, each of which can be bonded directly or through a divalent connecting group to the carbon atom of a benzene ring, or R 1 and R 2 ; R 2 and R 3 ; or R 3 and R 4 combine to represent the non-metallic atoms necessary to complete a 6-membered ring; R 5 and R 8 each represents a hydrogen atom, an alkyl group, or an aryl group; R 6 represents a hydrogen atom, an alkyl group, an aryl group, or a hydroxyl group; R 7 represents an alkyl group or an aryl group; and Z represents the non-metallic atoms necessary to complete a 5-membered ring or a 6-membered ring, wherein said organic substrate material is a photographically useful dye or fluorescent whitening agent having an absorption maximum at about 300 nm to about 800 nm and wherein said dye is an anthraquinone dye, a quinoneimine dye, an azo dye, a methine dye, a polymethine dye, an indoamine dye, an indophenol dye, or a formazan dye, said at least one compound of formulae I to IV not adversely affecting color hue or color purity of the photographically useful dye or fluorescent whitening agent.
Claim 3
Dependent Claim 23 words
The method of claim 1, wherein at least one of said complexes exists in a medium containing the dye or fluorescent whitening agent.
Claim 4
Dependent Claim 16 words
The element of claim 2 wherein said at least one organic substrate material is said dye.
Claim 5
Dependent Claim 33 words
The element of claim 2 wherein said dye is a photographic dye image formed from a dye-forming coupler, a DDR coupler, a DRR compound, a dye developer, or a silver dye bleaching process.
Claim 6
Dependent Claim 36 words
The element of claim 4 wherein said dye-forming coupler is a benzoylacetanilide or an α-pivalylacetanilide yellow dye-forming coupler, a 5-pyrazolone, indazolone, pyrazolinobenzimidazole, pyrazolo-s-triazole, or cyanoacetylcumarone magenta dye-forming coupler; or a phenol or naphthol cyan dye-forming couplers.
Claim 7
Dependent Claim 26 words
The element of claim 1 wherein said complex is represented by the formula I and R 5 is hydrogen and R 6 is hydrogen or hydroxy.
Claim 8
Dependent Claim 44 words
The element of claim 6 wherein at least one of R 1 , R 2 , R 3 and R 4 in formula I is an alkyl group bonded directly or through an oxygen atom to the carbon atom of the said benzene ring.
Claim 9
Dependent Claim 35 words
The element of claim 6 wherein the sum of the carbon atoms in R 1 , R 2 , R 3 , R 4 and R 7 in general formula I is at least 4.
Claim 10
Dependent Claim 126 words
The element of claim 1 wherein said complex is represented by the formula IIa. ##STR17## wherein M represents Cu, Co, Ni, Pd, or Pt; R 1 , R 2 , R 3 and R 4 each represents a hydrogen atom, a halogen atom, a cyano group or an alkyl group, an aryl group, a cycloalkyl group, or a heterocyclic group bonded directly or through a divalent connecting group to the carbon atom of a benzene ring; or R 1 and R 2 ; R 2 and R 3 ; or R 3 and R 4 combine to represent the non-metallic atoms necessary to complete a 6-membered ring; R 5 represents a hydrogen atom, an alkyl group, or an aryl group; and n represents 2 or 3.
Claim 11
Dependent Claim 45 words
The element of claim 9 wherein at least one of R 1 , R 2 , R 3 and R 4 in the formula IIa is an alkyl group bonded directly or through an oxygen atom to the carbon atom of the said benzene ring.
Claim 12
Dependent Claim 34 words
The element of claim 9 wherein the sum of the carbon atoms in R 1 , R 2 , R 3 , R 4 and R 5 in formula (IIa) is at least 4.
Claim 13
Dependent Claim 21 words
The element of claim 1 wherein said complex is represented by the formula III where R 6 is hydrogen or hydroxy.
Claim 14
Dependent Claim 28 words
The element of claim 1 wherein said complex is represented by the formula IV and Z is --CH 2 CH 2 -- or --CH 2 CH 2 CH--.
Claim 15
Dependent Claim 31 words
The element of claim 1, wherein Z is represented by the following formulae (a), (b), (c), (d) or (e): ##STR18## wherein R 9 represents a hydrogen atom or an alkyl group.
Claim 16
Dependent Claim 291 words
A color photographic material comprising at least one exposed and developed silver halide emulsion and a mordant layer which contains a photographic dye image, wherein at least one layer containing a photographic dye image or an adjacent layer contains a compound of the formulae (I), (II), (III) or (IV) in an amount which stabilizes the photographic dye image to light; ##STR19## wherein M represents Cu, Co, Ni, Pd, or Pt; R 1 , R 2 , R 3 , or R 4 each represents a hydrogen atom, a halogen atom, a cyano group or an alkyl group, an aryl group, a cycloalkyl group, or a heterocyclic group, each of which can be bonded directly or through a divalent connecting group to the carbon atom of a benzene ring, or R 1 and R 2 ; R 2 and R 3 ; or R 3 and R 4 combine to represent the non-metallic atoms necessary to complete a 6-membered ring; R 5 and R 8 each represents a hydrogen atom, an alkyl group, or an aryl group; R 6 represents a hydrogen atom, an alkyl group, an aryl group, or a hydroxyl group, R 7 represents an alkyl group or an aryl group; and Z represents the non metallic atoms necessary to complete a 5-membered ring or a 6-membered ring, wherein said photographic dye image comprises a dye having an absorption maximum at about 300 nm to about 800 nm and wherein said dye is an anthraquinone dye, a quinoneimine dye, an azo dye, a methine dye, a polymethine dye, an indoamine dye, an indophenol dye, or a formazan dye, said compound of the formulae (I) to (IV) not adversely affecting the color hue or color purity of the photographic dye image.
Claim 17
Dependent Claim 291 words
A color photographic material comprising at least one exposed and developed silver halide emulsion and a mordant layer which contains a photographic dye image, wherein at least one layer containing a photographic dye image or an adjacent layer contains a compound of the formulae (I), (II), (III) or (IV) in an amount which stabilizes the photographic dye image to light; ##STR19## wherein M represents Cu, Co, Ni, Pd, or Pt; R 1 , R 2 , R 3 , or R 4 each represents a hydrogen atom, a halogen atom, a cyano group or an alkyl group, an aryl group, a cycloalkyl group, or a heterocyclic group, each of which can be bonded directly or through a divalent connecting group to the carbon atom of a benzene ring, or R 1 and R 2 ; R 2 and R 3 ; or R 3 and R 4 combine to represent the non-metallic atoms necessary to complete a 6-membered ring; R 5 and R 8 each represents a hydrogen atom, an alkyl group, or an aryl group; R 6 represents a hydrogen atom, an alkyl group, an aryl group, or a hydroxyl group, R 7 represents an alkyl group or an aryl group; and Z represents the non metallic atoms necessary to complete a 5-membered ring or a 6-membered ring, wherein said photographic dye image comprises a dye having an absorption maximum at about 300 nm to about 800 nm and wherein said dye is an anthraquinone dye, a quinoneimine dye, an azo dye, a methine dye, a polymethine dye, an indoamine dye, an indophenol dye, or a formazan dye, said compound of the formulae (I) to (IV) not adversely affecting the color hue or color purity of the photographic dye image.
Claim 18
Dependent Claim 32 words
The color photographic material of claim 15, wherein said dye image is formed from a dye-forming coupler, a DDR coupler, a DRR compound, a dye developer or a silver dye bleaching process.
Claim 19
Dependent Claim 28 words
The color photographic material of claim 15, wherein said complex is represented by the formula I where R 5 is hydrogen and R 6 is hydrogen or hydroxy.
Claim 20
Dependent Claim 47 words
The color photographic material of claim 17, wherein at least one of R 1 , R 2 , R 3 and R 4 in the formula (I) is an alkyl group bonded directly or through an oxygen atom to the carbon atom of the said benzene ring.
Claim 21
Dependent Claim 36 words
The color photographic material of claim 18, wherein the sum of the carbon atoms in R 1 , R 2 , R 3 , R 4 and R 7 in formula (I) is at least 4.
Claim 22
Dependent Claim 127 words
The color photographic material of claim 15, wherein said complex is represented by the formula (IIa) ##STR20## wherein M represents Cu, Co, Ni, Pd, or Pt; R 1 , R 2 , R 3 and R 4 each represents a hydrogen atom, a halogen atom, a cyano group or an alkyl group, an aryl group, a cycloalkyl group, or a heterocyclic group bonded directly or through a divalent connecting group to the carbon atom of a benzene ring; or R 1 and R 2 ; R 2 and R 3 ; or R 3 and R 4 combine to represent the non-metallic atoms to complete a 6-membered ring; R 5 represents a hydrogen atom, an alkyl group, or an aryl group; and n represents 2 or 3.
Claim 23
Dependent Claim 47 words
The color photographic material of claim 20, wherein at least one of R 1 , R 2 , R 3 and R 4 in the formula (IIa) is an alkyl group bonded directly or through an oxygen atom to the carbon atom of the said benzene ring.
Claim 24
Dependent Claim 36 words
The color photographic material of claim 21, wherein the sum of the carbon atoms in R 1 , R 2 , R 3 , R 4 and R 5 in formula (IIa) is at least 4.
Claim 25
Dependent Claim 23 words
The color photographic material of claim 15, wherein said complex is represented by the formulae (III) and R 6 is hydrogen or hydroxy.
Claim 26
Dependent Claim 32 words
The color photographic material of claim 15, wherein said complex is represented by the formula (IV) where Z is --CH 2 CH 2 -- or --CH 2 CH 2 CH 2 --.
Claim 27
Dependent Claim 40 words
The color photographic material of claim 15, wherein said dye is formed from a benzoylacetanilide or an α-pivalylacetanilide yellow dye forming coupler, a 5-pyrazolone, indazolone, pyrazolinobenzimidazole, pyrazolo-s-triazole, or cyanoacetylcumarone magenta dye-forming coupler, or a phenol or naphthol cyan dye-forming coupler.
Claim 28
Dependent Claim 37 words
The color photographic material of claim 15, wherein said material is a diffusion transfer color photographic material comprising a photosensitive element and an image-receiving element wherein said image-receiving element has therein a mordanting layer containing said complex.
Claim 29
Dependent Claim 15 words
The element of claim 1 further comprising at least one photographic silver halide emulsion layer.

References Cited (Backward Citations)

US2615860A Cited
US3361712A Cited
US3361710A Cited
US4050938A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-01-13 1984-07-14 1985-01-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-01-13 1988-07-14 1989-01-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-01-13 1992-07-14 1993-01-13 $7700.00 Window Closed / Lapsed

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