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EP0119860A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Pyrazolo magenta couplers used in silver halide photography

Assignee: Fujifilm Holdings Corp
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Filing: 1984-03-19
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Granted: —
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Expires: 2004-03-19
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Abstract

Abstract A magenta-forming photographic coupler is a pyrazolo triazolo of general formula. where R 1 + R 2 are each H, halogen or various aliphatic or cyclic substituents; X is H or a coupling releasable group; or R 1 , R 2 or X may form a bis-coupler; or R, or R 2 may link to a vinyl group of a vinyl monomer to form a polymer coupler. 72 specific couplers are shown, and six synthesis methods. The coupler may be in a silver halide emulsion layer of a photographic material or in a primary amine color developing solution. The material may include other magenta couplers, and/or a phenoxy derivative as a dye stabilizer. Color development produces good magenta image free from subsidiary yellow absorptions.

Inventors

  • 👤 Tadahisa Sato
  • 👤 Toshio Kawagishi
  • 👤 Nobuo Furutachi

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-29 06:23
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/14; C07D231/38; C07D487/00; C07D487/02; C07D487/04; C09; C09B; C09B55/00; G; G03; G03C; G03C7/00; G03C7/30; G03C7/305; G03C7/30511; G03C7/30517; G03C7/30529; G03C7/32; G03C7/36; G03C7/38; G03C7/381; G03C7/382; G03C7/3825; G03C7/3835

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 147 words
A method of forming a color image, comprising developing a silver halide photographic light-sensitive material with a developing solution containing an aromatic primary amine, characterised in that it is performed in the presence of a coupler represented by general formula (I.) and/or a polymer coupler having a repeating unit derived from a vinyl monomer containing in its molecule a moiety represented by general formula (I) wherein R 1 and R 2 are each a hydrogen atom or a substituent; and X is a hydrogen atom or a group capable of being released upon coupling ; R 1 , R 2 and X may each be a divalent group for forming a bis-coupler, and R 1 or R 2 may be a simple bond or a linking group through which the moiety represented by the general formula (I) is bonded to the vinyl group of a vinyl monomer.
Claim 2
Independent Claim 147 words
A method of forming a color image, comprising developing a silver halide photographic light-sensitive material with a developing solution containing an aromatic primary amine, characterised in that it is performed in the presence of a coupler represented by general formula (I.) and/or a polymer coupler having a repeating unit derived from a vinyl monomer containing in its molecule a moiety represented by general formula (I) wherein R 1 and R 2 are each a hydrogen atom or a substituent; and X is a hydrogen atom or a group capable of being released upon coupling ; R 1 , R 2 and X may each be a divalent group for forming a bis-coupler, and R 1 or R 2 may be a simple bond or a linking group through which the moiety represented by the general formula (I) is bonded to the vinyl group of a vinyl monomer.
Claim 3
Dependent Claim 109 words
A method as claimed in Claim 1, wherein R 1 and R 2 are each a hydrogen atom, a halogen atom, an aliphatic residue, an aryl group, a heterocyclic group, a cyano group, an alkoxy group, an aryloxy group, an acylamino group, an anilino group, a ureido group, a sulfamoylamino group, an alkylthio group, an arylthio group, an alkoxycarbonylamino group, a sulfonamido group, a carbamoyl group, a sulfamoyl group, a sulfonyl group, a heterocyclicoxy group, an acyloxy group, a carbamoyloxy group, a silyloxy group, an aryloxycarbonylamino group, an imido group, a heterocyclicthio group, a sulfinyl group, a phosphonyl group, an aryloxycarbonyl group, an acyl group or an alkoxycarbonyl group.
Claim 4
Dependent Claim 91 words
A method as claimed in Claim 2, wherein the aliphatic residue represented by R I or R 2 is a straight chain or branched chain alkyl group having from I to 32 carbon atoms, an aralkyl group, an alkenyl group, an alkinyl group or a cycloalkyl group and each of which may be substituted with a substituent bonded through an oxygen atom, a nitrogen atom, a sulfur atom or a carbonyl group, a hydroxy group, an amino group, a nitro group, a carboxy group, a cyano group or a halogen atom.
Claim 5
Dependent Claim 81 words
A method as claimed in Claim 1,2 or 3, wherein a divalent group for forming a bis-coupler represented by R 1 or R 2 is a substituted or unsubstituted alkenylene group, a substituted or unsubstituted phenylene group, a group of the formula -NHCO-R 3 -CONH- (wherein R 3 represents a substituted or unsubstituted alkylene group or a substituted or unsubstituted phenylene group) or a group of the formula -S-R 3 -S- (wherein R 3 has the same meaning as defined above).
Claim 6
Dependent Claim 44 words
A method as claimed in Claim 1, 2 or 3,wherein a linking group represented by R 1 or R 2 is a substituted or unsubstituted alkylene group, a substituted or unsubstituted phenylene group, -NHCO-, -CONH-, -0-, -OCO-, an aralkylene group or a combination thereof.
Claim 7
Independent Claim 57 words
A method of forming a color image as claimed in Claim I or 2, wherein X is a halogen atom, a carboxy group or a group capable of being released upon coupling which is bonded to the carbon atom of the coupling position through an oxygen atom, a nitrogen atom, a carbon atom or a sulfur atom.
Claim 8
Independent Claim 40 words
A method as claimed in any preceding claim., wherein the polymer coupler is a copolymer containing a repeating unit derived from a non-color-forming ethylenic monomer which does not couple with the oxidation product of an aromatic primary amine developing agent.
Claim 9
Dependent Claim 65 words
A method as claimed in Claim 7, wherein the non-color-forming monomer is an acrylic acid, an ester of acrylic acid, an amide of acrylic acid, a vinyl ester, an acrylonitrile, a methacrylonitrile, an aromatic vinyl compound, itaconic acid, citraconic acid, crotonic acid, vinylidene chloride, a vinyl alkyl ether, maleic acid, maleic anhydride, an ester of maleic acid, N-vinyl-2-pyrrolidone, N-vinyl pyridine or 2- or 4-vinyl pyridine.
Claim 10
Independent Claim 176 words
A method as claimed in any preceding Claim, wherein the color image is formed in the presence also of a compound represented by the following general formula: wherein R 10 represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group; R 11 , R 12' R 14 and R 15 each represents a hydrogen atom, a hydroxy group, an alkyl group, an aryl group, an alkoxy group or an acylamino group; R 13 represents an alkyl group, a hydroxy group, an aryl group or an alkoxy group; R 10 and R 11 may be linked with each other to form a 5-membered or 6-membered ring and in such a case R 13 represents a hydroxy group or an alkoxy group; R 10 and R 11 may be linked with each other to form a methylenedioxy ring; and R 13 and R 14 may be linked with each other to complete a 5-membered hydrocarbon ring and in such a case R 10 represents an alkyl group, an aryl group or a heterocyclyl group.
Claim 11
Independent Claim 40 words
A method as claimed in any preceding Claims, wherein the coupler is present in the silver halide photographic light-sensitive material in an amount of from 2 x 10 -3 to 5 x 10 -1 mole per mole of silver halide.
Claim 12
Independent Claim 34 words
A method as claimed in any preceding Claim , wherein the coupler is present in the developing solution in an amount of from 0.001 to 0.1 mole per 1,000 ml of the developing solution.
Claim 13
Dependent Claim 62 words
A silver halide photographic light-sensitive material comprising a support having thereon a silver halide emulsion layer containing a coupler, represented by the general formula ( I ) and/or a polymer coupler having a repeating unit derived from a vinyl monomer containing a part represented by general formula (I) in its molecule, as defined in any of Claims 1 to 8 or 10.
Claim 14
Dependent Claim 42 words
A silver halide photographic light-sensitive material as claimed in Claim 12, wherein the coupler is present in the silver halide emulsion layer in an amount from from 2 x 10- 3 to 5 x 10 -1 mole per mole of silver halide.
Claim 15
Dependent Claim 42 words
A pyrazolotriazole coupler, represented by general formula (I) and/or a polymer coupler having a repeating unit derived from a vinyl monomer containing in its molecule a moiety represented by general formula (I), as defined in any of Claims 1 to 8 .

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