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US4801516A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of processing silver halide color photographic material using a developer comprising a hydroxylamine and an antifoggant

Assignee: Fujifilm Corp
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Filing: 1987-06-24
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Granted: 1989-01-31
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Expires: 2007-06-24
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Abstract

Abstract There is provided a method of processing a silver halide color photographic material which comprises processing the silver halide color photographic material with a color developer containing an aromatic primary amine color developing agent and a specific hydroxylamine compound. According to this method the stability of a color developer is improved so that the increased fogging problem in continuous processing is lessened and the processing time is shortened.

Inventors

  • 👤 Takatoshi Ishikawa
  • 👤 Morio Yagihara

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 21:22
CPC Classifications
G; G03; G03C; G03C7/00; G03C7/30; G03C7/407; G03C7/413

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 233 words
A method of processing a silver halide color photographic material, which comprises imagewise exposing a silver halide color photographic material to light and then processing the silver halide color photographic material with a color developing containing (i) an aromatic primary amine color developing agent, (ii) a hydroxylamine compound represented by formula (I): ##STR12## wherein R 1 and R 2 each represent an unsubstituted or substituted alkyl, alkenyl or aryl group and may optionally be joined together to form a nitrogen-containing heterocyclic ring together with the associated nitrogen atom, and (iii) at least one compound selected from the group consisting of formulae (II-a), (II-b) and (II-c): ##STR13## wherein R 3 , R 4 , R 5 and R 6 , which may be the same or different, each represent a hydrogen atom; an unsubstituted or substituted alkyl, aryl or amino group; a hydroxyl group; an alkoxy group; an alkylthio group; a carbamoyl group which may optionally be substituted; a halogen atom; a cyano group; a carboxyl group; an alkoxycarbonyl group, or a heterocyclic group; and R 3 and R 4 and R 5 may optionally form a 5 or 6-membered ring in combination, with the proviso that at least one of R 3 and R 5 represents a hydroxyl group, Z--S--M formula (II-c) wherein M represents a hydrogen atom, cation or --S--Z, and Z represents a heterocyclic group containing at least one nitrogen atom.
Claim 2
Independent Claim 233 words
A method of processing a silver halide color photographic material, which comprises imagewise exposing a silver halide color photographic material to light and then processing the silver halide color photographic material with a color developing containing (i) an aromatic primary amine color developing agent, (ii) a hydroxylamine compound represented by formula (I): ##STR12## wherein R 1 and R 2 each represent an unsubstituted or substituted alkyl, alkenyl or aryl group and may optionally be joined together to form a nitrogen-containing heterocyclic ring together with the associated nitrogen atom, and (iii) at least one compound selected from the group consisting of formulae (II-a), (II-b) and (II-c): ##STR13## wherein R 3 , R 4 , R 5 and R 6 , which may be the same or different, each represent a hydrogen atom; an unsubstituted or substituted alkyl, aryl or amino group; a hydroxyl group; an alkoxy group; an alkylthio group; a carbamoyl group which may optionally be substituted; a halogen atom; a cyano group; a carboxyl group; an alkoxycarbonyl group, or a heterocyclic group; and R 3 and R 4 and R 5 may optionally form a 5 or 6-membered ring in combination, with the proviso that at least one of R 3 and R 5 represents a hydroxyl group, Z--S--M formula (II-c) wherein M represents a hydrogen atom, cation or --S--Z, and Z represents a heterocyclic group containing at least one nitrogen atom.
Claim 3
Dependent Claim 17 words
The method as claimed in claim 1, wherein the color developer is substantially free of benzyl alcohol.
Claim 4
Dependent Claim 38 words
The method as claimed in claim 1, wherein the silver halide color photographic material has at least one layer of a silver halide emulsion containing silver halide grains which contain at least 60 mole % of silver chloride.
Claim 5
Dependent Claim 26 words
The method as claimed in claim 1, wherein at least one of R 1 and R 2 is a group having one or more further substitutents.
Claim 6
Dependent Claim 71 words
The method as claimed in claim 4, wherein the substituent or the groups represented by each of R 1 and R 2 is a halogen atom, aryl group, alkoxy group, aryloxy group, sulfonyl group, sulfonamido group, sulfamoyl group, carbamoyl group, amido group, ureido group, alkoxycarbonylamino group, aryloxycarbonylamino group, alkoxycarbonyl group, aryloxycarbonyl group, cyano group, hydroxyl group, carboxyl group, sulfo group, nitro group, amino group, alkylthio group, arylthio group, or heterocyclic group.
Claim 7
Dependent Claim 37 words
The method as claimed in claim 4, wherein the substituent or R 1 and R 2 is a hydroxyl group, alkoxy group, sulfonyl group, amido group carboxyl group, cyano group, sulfo group, nitro group, or amino group.
Claim 8
Dependent Claim 17 words
The method as claimed in claim 1, wherein R 1 and R 2 have 1-10 carbon atoms.
Claim 9
Dependent Claim 39 words
The method as claimed in claim 1, wherein the nitrogen-containing heterocyclic ring which is formed when R 1 and R 2 are joined together is a piperidiyl group, pyrrolidinyl groupl, N-alkylpiperazyl group, morpholinyl group, indolinyl group or benztriazolyl group.
Claim 10
Dependent Claim 25 words
The method as claimed in claim 1, wherein the hydroxylamine compound is included in an amount of 0.1-20 g per liter of the color developer.
Claim 11
Dependent Claim 34 words
The method as claimed in claim 1, wherein the compounds of the general formula (IIa), (IIb) and (IIc) are each included in an amount of 5 mg-3 g per liter of the color developer.
Claim 12
Dependent Claim 15 words
The method as claimed in claim 1, wherein the color developer does not contain hydroxylamine.
Claim 13
Dependent Claim 19 words
The method as claimed in claim 1, wherein the color developer has a pH in the range of 9-11.
Claim 14
Dependent Claim 20 words
The method as claimed in claim 1, wherein the color developer further comprises 0-5 g/l of sulfite as a preservative.
Claim 15
Dependent Claim 16 words
The method as claimed in claim 1, wherein the color developer is free of benzyl alcohol.
Claim 16
Dependent Claim 52 words
The method as claimed in claim 5, wherein the substituents are selected from the group consisting of fluorine, chlorine, bromine, phenyl, p-chlorophenyl, methoxy, ethoxy, methoxyethoxy, phenoxy, methanesulfonyl, p-toluenesulfonyl, methanesulfonamido, benzenesulfonamido, diethylsulfamoyl, unsubstituted sulfamoyl, unsubstituted carbamoyl, diethylcarbamoyl, acetamido, benzamido, methylureido, phenylureido, methoxycarbonylamino, phenoxycarbonylamino, methoxycarbonyl, phenoxycarbonyl, unsubstituted amino, diethylamino, methylthio, phenylthio, morpholinyl and pyridyl.
Claim 17
Dependent Claim 38 words
The method as claimed in claim 1, wherein the compound of formula (I) is a salt of an acid selected from the group consisting of hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, oxalic acid and acetic acid.
Claim 18
Dependent Claim 29 words
The method as claimed in claim 1, wherein the compound of formula (I) is present in an amount of 0.1 to 20 g per liter of the color developer.
Claim 19
Dependent Claim 119 words
The method as claimed in claim 1, wherein R 3 , R 4 , R 5 and R 6 may be the same or different and represent a substituted or unsubstituted alkyl group which has 1-20 carbon atoms in a cyclic or branched form, an unsubstituted or substituted monocyclic or bicyclic aryl group, an alkoxy group having 1-20 carbon atoms, an alkylthio group having 1-6 carbon atoms, a carbamoyl group which optionally has one or more aliphatic or aromatic groups as a substituent, an alkoxycarbonyl group having 2-20 carbon atoms, or a heterocyclic group containing a 5 or 6-membered ring having one or more hetero atoms selected from the group consisting of nitrogen, oxygen, sulfur atoms and combinations thereof.
Claim 20
Dependent Claim 72 words
The method as claimed in claim 1, wherein unsubstituted alkyl groups are selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, hexyl, cyclohexyl, cyclopentylmethyl, octyl, dodecyl, tridecyl and heptadecyl; the substituted alkyl groups are selected from the group consisting of monocyclic and bicyclic aryl groups, heterocyclic groups, halogen atoms, carboxyl groups, alkoxycarbonyl groups having 2-6 carbon atoms, alkoxy groups having not more than 20 carbon atoms and hydroxyl groups.
Claim 21
Dependent Claim 115 words
The method as claimed in claim 1, wherein the substituted alkyl group is selected from the group consisting of benzyl, phenethyl, chloromethyl, 2-chloroethyl, trifluoromethyl, carboxymethyl, 2-carboxyethyl, 2-(methoxycarbonyl)ethyl, ethoxycarbonylmethyl, 2-methoxyethyl, hydroxymethyl and 2-hydroxyethyl; the unsubstituted aryl group is a phenyl group or a naphthyl group; the substituted aryl group contains substituents selected from the group consisting of alkyl group having 1-4 carbon atoms, halogen atoms, nitro groups, carboxyl groups, alkoxycarbonyl groups having 2-6 carbon atoms, hydroxyl groups and alkoxy groups having 1-6 carbon atoms; the amino group represented by each of R 3 , R 4 , R 5 and R 6 have a substituent selected from the group consisting of alkyl groups and acyl groups.
Claim 22
Dependent Claim 130 words
The method as claimed in claim 1, wherein the carbamoyl group represented by each of R 3 , R 4 , R 5 and R 6 contains as substituent or substituents one or more alkyl groups having 1-20 carbon atoms, monocyclic or bicyclic aryl groups; the alkoxycarbonyl group represented by each of R 3 , R 4 , R 5 and R 6 is a methoxycarbonyl group, ethoxycarbonyl group or a butoxycarbonyl group; the heterocyclic group represented by each of R 3 , R 4 , R 5 and R 6 is a monocyclic or a fused bicyclic or tricyclic ring; and a ring formed by R 3 and R 4 or by R 4 and R 5 is a cyclopentane, cyclohexane, cyclohexene, benzene, furan, pyrrolidine or a thiophene ring.
Claim 23
Dependent Claim 43 words
The method as claimed in claim 1, wherein R 6 is a substituted alkyl group represented by the following formula ##STR14## wherein R 3 , R 4 and R 5 have the same meaning as defined above and n represents 2 or 4.
Claim 24
Dependent Claim 50 words
The method as claimed in claim 1, wherein the heterocyclic group represented by Z in formula (II-c) is a fused group selected from the group consisting of imidazole, triazole, tetrazole, thiazole, oxazole, selenazole, benzimidazole, benzoxazole, benzthiazole, thiadiazole, oxadiazole, benzselenazole, pyrazole, pyrimidine, triazine, pyridine, naphthothiazole, naphthoimidazole, naphthoxazole, azabenzimidazole, purine and azaindenes.
Claim 25
Dependent Claim 64 words
The method as claimed in claim 1, wherein the heterocyclic groups are substituted by substituents selected from the group consisting of alkyl groups, alkenyl groups, aralkyl groups, aryl groups, heterocyclic groups, halogen atoms, mercapto, cyano, carboxyl, sulfo, hydroxyl, carbamoyl, sulfamoyl, amino groups, nitro groups, alkoxy groups, aryloxy groups, acryl groups, acylamino groups, substituted amino groups, alkyl-thio groups, aryl-thio groups, alkoxycarbonyl groups and aryloxycarbonyl groups.
Claim 26
Dependent Claim 19 words
The method as claimed in claim 1, wherein the aromatic primary amine color developing agent is a p-phenylenediamine derivative.
Claim 27
Dependent Claim 33 words
The method as claimed in claim 1, wherein the aromatic primary amine color developing agent is present in an amount of about 0.1 g to about 20 g per liter of color developer.
Claim 28
Dependent Claim 22 words
The method as claimed in claim 1, wherein the compound represented by formula (I) is selected from the group consisting of ##STR15##
Claim 29
Dependent Claim 22 words
The method as claimed in claim 1, wherein the compound represented by formula (I) is selected from the group consisting of ##STR16##
Claim 30
Dependent Claim 16 words
The method as claimed in claim 1, wherein the compound represented by formula (I) is ##STR17##
Claim 31
Dependent Claim 17 words
The method as claimed in claim 4, wherein R 1 and R 2 both have a substituent.
Claim 32
Dependent Claim 20 words
The method as claimed in claim 6, wherein the substituent or R 1 and R 2 is an alkoxy group.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-01-31 1992-08-01 1993-01-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-01-31 1996-08-01 1997-01-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-01-31 2000-08-01 2001-01-31 $7700.00 Window Closed / Lapsed

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