US4308343A
Expired / Lapsed
US
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Process and material for forming color photographic image
Assignee: Fujifilm Holdings Corp
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Filing: 1980-09-05
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Granted: 1981-12-29
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Expires: 2000-09-05
Abstract
Abstract A process for forming a color photographic image comprising processing a silver halide color photographic light-sensitive material in the presence of a magenta coupler represented by the formula (I) ##STR1## wherein R represents an acylamino group, an anilino group or a ureido group; Ar represents a substituted or unsubstituted aryl group; X represents a non-metallic divalent group forming a saturated or unsaturated 5-membered or 6-membered heterocyclic ring together with the nitrogen atom; and Y represents an acyl group or a sulfonyl group. The 2-equivalent magenta coupler represented by the formula (I) is stable to chemicals and has a good solubility to an organic solvent which is employed to incorporate couplers into a photographic light-sensitive material. A photographic light-sensitive material comprising a support having thereon at least one silver halide emulsion layer containing the 2-equivalent magenta coupler represented by the formula (I) is also disclosed.
Inventors
- 👤 Seiji Ichijima
- 👤 Nobuo Furutachi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 11:56
CPC Classifications
G; G03; G03C; G03C7/00; G03C7/30; G03C7/32; G03C7/36; G03C7/38; G03C7/384; C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/14; C07D231/44; C07D231/52
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
206 words
A process for forming a color photographic image comprising processing a silver halide color photographic light-sensitive material in the presence of a magenta coupler represented by the formula (I) ##STR9## wherein R represents an acylamino group, an anilino group or a ureido group; Ar represents a substituted or unsubstituted aryl group; the ##STR10## group forms a heterocyclic group represented by the formula (IV), (V) or (VI) ##STR11## wherein R 2 , R 3 and R 4 each represents a hydrogen atom, a halogen atom, a nitro group, a nitroso group, an acylamino group, a sulfonamido group, a urethane group, a diacylamino group, a ureido group, an alkylthio group, an alkylsulfonyl group, an alkoxy group, an alkylcarbonyl group, an alkoxycarbonyl group, a sulfamoyl group, a sulfo group, a hydroxy group, an acyloxycarbonyl group, an arylthio group, an aryloxy group, a carbamoyl group, a cyano group, an anilino group, an arylsulfonyl group, an aryloxycarbonyl group, an alkyl group having from 1 to 35 carbon atoms, an alkenyl group, a cycloalkyl group, an aralkyl group, an aryl group or a heterocyclic group; or R 2 and R 4 together, or R 3 and R 4 together for a ring; and Y represents an acyl group or a sulfonyl group.
Claim 2
Dependent Claim
206 words
A process for forming a color photographic image comprising processing a silver halide color photographic light-sensitive material in the presence of a magenta coupler represented by the formula (I) ##STR9## wherein R represents an acylamino group, an anilino group or a ureido group; Ar represents a substituted or unsubstituted aryl group; the ##STR10## group forms a heterocyclic group represented by the formula (IV), (V) or (VI) ##STR11## wherein R 2 , R 3 and R 4 each represents a hydrogen atom, a halogen atom, a nitro group, a nitroso group, an acylamino group, a sulfonamido group, a urethane group, a diacylamino group, a ureido group, an alkylthio group, an alkylsulfonyl group, an alkoxy group, an alkylcarbonyl group, an alkoxycarbonyl group, a sulfamoyl group, a sulfo group, a hydroxy group, an acyloxycarbonyl group, an arylthio group, an aryloxy group, a carbamoyl group, a cyano group, an anilino group, an arylsulfonyl group, an aryloxycarbonyl group, an alkyl group having from 1 to 35 carbon atoms, an alkenyl group, a cycloalkyl group, an aralkyl group, an aryl group or a heterocyclic group; or R 2 and R 4 together, or R 3 and R 4 together for a ring; and Y represents an acyl group or a sulfonyl group.
Claim 3
Dependent Claim
40 words
A process as in claim 1, wherein R represents an acylamino group selected from the group consisting of an acetamido group, a benzamido group, a 3-[α-(2,4-di-tert-amylphenoxy)butyramido]benzamido group, a 3-[α-(2,4-di-tert-amylphenoxy)acetamido]benzamido group, a 3-[α-(3-pentadecylphenoxy)butyramido]benzamido group, an γ-(2,4-di-tert-amylphenoxy)butyramido group, and an α-(3-pentadecylphenoxy)butyramido group.
Claim 4
Dependent Claim
46 words
A process as in claim 1, wherein R represents an anilino group selected from the group consisting of an anilino group, a 2-chloroanilino group, a 2,4-dichloroanilino group, a 2-chloro-5-tetradecanamidoanilino group, a 2-chloro-5-(2-octadecenylsuccinimido)anilino group, a 2-chloro-5-[α-(3-tert-butyl-4-hydroxy)tetradecanamido]anilino group, a 2-chloro-5-tetradecyloxycarbonylanilino group, a 2-chloro-5-(N-tetradecylsulfamoyl)anilino group, and a 2,4-dichloro-5-tetradecyloxyanilino group.
Claim 5
Dependent Claim
34 words
A process as in claim 1, wherein R represents a ureido group selected from the group consisting of a 3-[(2,4-di-tertamylphenoxy)acetamido]phenylureido group, a phenylureido group, a methylureido group, an octadecylureido group, and a 3-tetradecanamidophenylureido group.
Claim 6
Dependent Claim
129 words
A process as in claim 1, wherein Ar is an aryl group having one or more substituents selected from the group consisting of an alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group, a cycloalkenyl group, a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a urethane group, a sulfonamido group, a heterocyclic group, an arylsulfonyl group, an alkylsulfonyl group, an arylthio group, an alkylthio group, an alkylamino group, a dialkylamino group, an anilino group, an N-alkylanilino group, an N-arylanilino group, an N-acylanilino group, a hydroxy group and a mercapto group.
Claim 7
Dependent Claim
33 words
A process as in claim 1, wherein Ar represents a phenyl group in which at least one of the ortho-positions is substituted with an alkyl group, an alkoxy group or a halogen atom.
Claim 8
Dependent Claim
64 words
A process as in claim 1, wherein said --O--Y group is represented by the formula (II) or (III) ##STR12## wherein R 1 represents an alkyl group having from 1 to 18 carbon atoms, an alkenyl group, a cycloalkyl group, an aralkyl group, an alkylamino group, a dialkylamino group, an anilino group, an alkoxy group or an aryloxy group; and n represents 1 or 2.
Claim 9
Dependent Claim
142 words
A process as in claim 7, wherein R 1 may have one or more substituents selected from the group consisting of a halogen atom, a nitro group, a cyano group, a thiocyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, a urethane group, a thiourethane group, a sulfonamide group, a heterocyclic group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylsulfonyl group, an alkylsulfonyl group, an arylthio group, an alkylthio group, an alkylsulfinyl group, an arylsulfinyl group, an alkylamino group, a dialkylamino group, an anilino group, an N-alkylanilino group, an N-arylanilino group, an N-acylanilino group, a hydroxy group and a mercapto group.
Claim 10
Dependent Claim
20 words
A process as in claim 1, wherein said magenta coupler is present in a silver halide color photographic light-sensitive material.
Claim 11
Dependent Claim
16 words
A process as in claim 1 which comprises bleach-fixing said color photographic material after color development.
Claim 12
Dependent Claim
209 words
A color photographic light-sensitive material comprising a support having thereon at least one silver halide emulsion layer, and including at least one layer containing a magenta coupler represented by the formula (I) ##STR13## wherein R represents an acylamino group, an anilino group or a ureido group; Ar represents a substituted or unsubstituted aryl group; the ##STR14## group forms a heterocyclic group represented by the formula (IV), (V) or (VI) ##STR15## wherein R 2 , R 3 and R 4 each represents a hydrogen atom, a halogen atom, a nitro group, a nitroso group, an acylamino group, a sulfonamido group, a urethane group, a diacylamino group, a ureido group, an alkylthio group, an alkylsulfonyl group, an alkoxy group, an alkylcarbonyl group, an alkoxycarbonyl group, a sulfamoyl group, a sulfo group, a hydroxy group, an acyloxycarbonyl group, an arylthio group, an aryloxy group, a carbamoyl group, a cyano group, an anilino group, an arylsulfonyl group, an aryloxycarbonyl group, an alkyl group having from 1 to 35 carbon atoms, an alkenyl group, a cycloalkyl group, an aralkyl group, an aryl group or a heterocyclic group; or R 2 and R 4 together, or R 3 and R 4 together form a ring; and Y represents an acyl group or a sulfonyl group.
Claim 13
Dependent Claim
209 words
A color photographic light-sensitive material comprising a support having thereon at least one silver halide emulsion layer, and including at least one layer containing a magenta coupler represented by the formula (I) ##STR13## wherein R represents an acylamino group, an anilino group or a ureido group; Ar represents a substituted or unsubstituted aryl group; the ##STR14## group forms a heterocyclic group represented by the formula (IV), (V) or (VI) ##STR15## wherein R 2 , R 3 and R 4 each represents a hydrogen atom, a halogen atom, a nitro group, a nitroso group, an acylamino group, a sulfonamido group, a urethane group, a diacylamino group, a ureido group, an alkylthio group, an alkylsulfonyl group, an alkoxy group, an alkylcarbonyl group, an alkoxycarbonyl group, a sulfamoyl group, a sulfo group, a hydroxy group, an acyloxycarbonyl group, an arylthio group, an aryloxy group, a carbamoyl group, a cyano group, an anilino group, an arylsulfonyl group, an aryloxycarbonyl group, an alkyl group having from 1 to 35 carbon atoms, an alkenyl group, a cycloalkyl group, an aralkyl group, an aryl group or a heterocyclic group; or R 2 and R 4 together, or R 3 and R 4 together form a ring; and Y represents an acyl group or a sulfonyl group.
Claim 14
Dependent Claim
43 words
A color photographic light-sensitive material as in claim 11, wherein R represents an acylamino group selected from the group consisting of an acetamido group, a benzamido group, a 3-[α-(2,4-di-tert-amylphenoxy)butyramido]benzamido group, a 3-[α-(2,4-di-tert-amylphenoxy)acetamido]benzamido group, a 3-[α-(3-pentadecylphenoxy)butyramido]benzamido group, an γ-(2,4-di-tert-amylphenoxy)butyramido group, and an α-(3-pentadecylphenoxy)butyramido group.
Claim 15
Dependent Claim
49 words
A color photographic light-sensitive material as in claim 11, wherein R represents an anilino group selected from the group consisting of an anilino group, a 2-chloroanilino group, at 2,4-dichloroanilino group, a 2-chloro-5-tetradecanamidoanilino group, a 2-chloro-5-[2-octadecenylsuccinimido]anilino group, a 2-chloro-5-[α-(3-tert-butyl-4-hydroxy)tetradecanamido]anilino group, a 2-chloro-5-tetradecyloxycarbonylanilino group, a 2-chloro-5-(N-tetradecylsulfamoyl)anilino group, and a 2,4-dichloro-5-tetradecyloxyanilino group.
Claim 16
Dependent Claim
37 words
A color photographic light-sensitive material as in claim 11, wherein R represents a ureido group selected from the group consisting of a 3-[(2,4-di-tert-amylphenoxy)acetamido]phenylureido group, a phenylureido group, a methylureido group, an octadecylureido group, or a 3-tetradecanamidophenylureido group.
Claim 17
Dependent Claim
132 words
A color photographic light-sensitive material as in claim 11, wherein Ar is an alkyl group having one or more substituents selected from the group consisting of an alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group, a cycloalkenyl group, a halogen atom, a nitro group, a cyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a urethane group, a sulfonamido group, a heterocyclic group, an arylsulfonyl group, an alkylsulfonyl group, an arylthio group, an alkylthio group, an alkylamino group, a dialkylamino group, an anilino group, an N-alkylanilino group, an N-arylanilino group, an N-acylanilino group, a hydroxy group and a mercapto group.
Claim 18
Dependent Claim
36 words
A color photographic light-sensitive material as in claim 11, wherein Ar represents a phenyl group in which at least one of the ortho-positions is substituted with an alkyl group, an alkoxy group or a halogen atom.
Claim 19
Dependent Claim
67 words
A color photographic light-sensitive material as in claim 11, wherein said --O--Y group is represented by the formula (II) or (III) ##STR16## wherein R 1 represents an alkyl group having from 1 to 18 carbon atoms, an alkenyl group, a cycloalkyl group, an aralkyl group, an alkylamino group, a dialkylamino group, an anilino group, an alkoxy group or an aryloxy group; and n represents 1 or 2.
Claim 20
Dependent Claim
145 words
A color photographic light-sensitive material as in claim 17, wherein R 1 may have one or more substituents selected from the group consisting of a halogen atom, a nitro group, a cyano group, a thiocyano group, an aryl group, an alkoxy group, an aryloxy group, a carboxy group, an alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfo group, an acyloxy group, a sulfamoyl group, a carbamoyl group, an acylamino group, a diacylamino group, a ureido group, a thioureido group, a urethane group, a thiourethane group, a sulfonamido group, a heterocyclic group, an arylsulfonyloxy group, an alkylsulfonyloxy group, an arylsulfonyl group, an alkylsulfonyl group, an arylthio group, an alkylthio group, an alkylsulfinyl group, an arylsulfinyl group, an alkylamino group, a dialkylamino group, an anilino group, an N-alkylanilino group, an N-arylanilino group, an N-acylanilino group, a hydroxy group and a mercapto group.
Claim 21
Dependent Claim
21 words
A color photographic light-sensitive material as in claim 11, wherein said magenta coupler is present in a silver halide emulsion layer.
Claim 22
Dependent Claim
22 words
A color photographic light-sensitive material as in claim 19, wherein said silver halide emulsion layer is a green-sensitive silver halide emulsion layer.
Claim 23
Dependent Claim
53 words
A color photographic light-sensitive material as in claim 20 comprising a support having thereon at least one blue-sensitive silver halide emulsion layer containing a yellow color forming coupler, said green-sensitive silver halide emulsion layer containing said magenta color forming coupler and a red-sensitive silver halide emulsion layer containing a cyan color forming coupler.
Claim 24
Dependent Claim
16 words
A color photographic light-sensitive material as in claim 21, wherein said color forming couplers are non-diffusible.
Claim 25
Dependent Claim
23 words
A color photographic light-sensitive material as in claim 11, wherein Ar or R contains a hydrophobic group containing at least 8 carbon atoms.
Claim 26
Dependent Claim
41 words
A color photographic light-sensitive material as in claim 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, or 23, wherein the concentration of the magenta coupler is from 2×10 -3 to 5×10 -1 mol per mol of silver.
Claim 27
Dependent Claim
41 words
A color photographic light-sensitive material as in claim 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, or 23, wherein the concentration of the magenta coupler is from 1×10 -2 to 5×10 -1 mole per mol of silver.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-12-28 | 1985-06-29 | 1985-12-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-12-28 | 1989-06-29 | 1989-12-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-12-28 | 1993-06-29 | 1993-12-29 | $7700.00 | Window Closed / Lapsed |