Diffusable dye-releasing compounds which are cleavable upon oxidation
AssigneeEastman Kodak Company
InventorsJames J. Krutak, Sr., Jan R. Haase, Richard A. Landholm
Life of this patent
Estimating the term…
Abstract
Novel azo magenta dye-providing compounds and photographic elements containing such compounds are described. The present compounds contain a carrier moiety which, as a function of oxidation under alkaline conditions, provides a substance having a mobility different than that of the starting compound.
Claims83
A photosensitive element comprising a support having thereon at least one photosensitive silver halide emulsion layer and one of said layers having associated therewith a magenta image dye-providing compound having a formula as follows:
- ##SPC31##
- wherein:
- Car represents a ballasted carrier moiety which, as a function of oxidation of said compound under alkaline conditions, cleaves off from said compound releasing a diffusible dye;
- m and q each represent an integer having a value of 0 or 1;
- X represents a bivalent linking group of the formula --R.sup.2 --L.sub.n --R.sup.2.sub.p -- where each R.sup.2 can be the same or different and each represents an alkylene radical having 1 to about 8 carbon atoms;
- a phenylene radical;
- or a phenylene radical substituted with chloro, bromo, cyano, nitro, methoxy, methyl, carboxy, or sulfo;
- L represents a bivalent radical selected from oxy, carbonyl, carboxamido, carbamoyl, sulfonamido, sulfamoyl, sulfinyl or sulfonyl;
- n is an integer having a value of 0 or 1;
- p is 1 when n equals 1 and p is 1 or 0 when n equals 0 or when q is 0, Car-X- may represent Car-alkylene-SO.sub.2 --, Car-C.sub.6 H.sub.4 CH.sub.2 SO.sub.2 --, or Car-phenylene-SO.sub.2 --, provided that the carbon content of X does not exceed 14 carbon atoms;
- R represents a hydrogen atom, or an alkyl radical having 1 to about 6 carbon atoms;
- J represents a bivalent radical selected from sulfonyl or carbonyl;
- Q is in the 5- or 8-position relative to G and represents a hydroxy radical or a radical having the formula --NHCOR.sup.3 or --NHSO.sub.2 R.sup.3 wherein R.sup.3 is an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 6 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
- benzyl, phenyl, or a phenyl radical substituted with carboxy, cyano, chloro, methoxy, methyl or sulfamoyl;
- G represents a hydroxy radical, a salt thereof, or a hydrolyzable acyloxy group having the formula:
- ##EQU21## wherein R.sup.4 is an alkyl radical having 1 to about 18 carbon atoms, a phenyl radical or phenyl radical substituted with chloro or nitro;
- r represents an integer having a value of 1 or 2;
- Z represents a cyano radical, a trifluoromethyl radical, fluorosulfonyl, a carboxy radical, a carboxylic acid ester having the formula --COOR.sup.4 wherein R.sup.4 is as described previously, a nitro radical in the 2- or 3-position relative to the azo linkage, a fluoro, chloro or bromo atom, an alkylsulfonyl radical having 1 to 7 carbon atoms, alkylsulfonyl radical having 1 to about 8 carbon atoms substituted with hydroxy, phenyl, cyano, sulfamoyl, carboxy or sulfo;
- a phenylsulfonyl radical;
- a phenylsulfonyl radical substituted with sulfamoyl, carboxy, fluorosulfonyl or methoxy;
- an alkylcarbonyl having 2 to about 5 carbon atoms, a sulfamoyl radical having the formula --SO.sub.2 NR.sup.5 R.sup.6 wherein R.sup.5 represents hydrogen, an alkyl radical having 1 to about 8 carbon atoms;
- R.sup.6 represents hydrogen, an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 6 carbon atoms substituted with hydroxy, cyano, fluorosulfonyl, carboxy or sulfo;
- a benzyl radical, a phenyl radical, a phenyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
- an alkylcarbonyl having 2 to about 7 carbon atoms, phenylcarbonyl, an alkylsulfonyl having 1 to about 6 carbon atoms, alkylsulfonyl having 1 to about 6 carbon atoms substituted with cyano or hydroxy;
- phenylsulfonyl or methoxyphenylsulfonyl;
- or R.sup.5 and R.sup.6 taken together with the nitrogen atom to which they are bonded may represent morpholino or piperidino;
- a carbamoyl radical having the formula --CON(R.sup.5).sub.2 wherein each R.sup.5 can be the same or different and is as described previously;
- Z.sup.1 represents hydrogen or Z;
- R.sup.1 represents a hydrogen atom, an alkyl radical having 1 to about 4 carbon atoms, an alkyl radical having 1 to about 4 carbon atoms substituted with cyano, hydroxy or methoxy;
- an alkoxy radical having 1 to about 4 carbon atoms, or a halogen atom;
- D represents a cyano radical, a sulfo radical, fluorosulfonyl, a halogen atom, a --SO.sub.3 -phenyl or a --SO.sub.3 -phenyl radical substituted with hydroxy, chloro, carboxy, sulfamoyl, methyl or methoxy;
- alkylsulfonyl radical having 1 to about 8 carbon atoms, an alkylsulfonyl radical having 1 to about 8 carbon atoms substituted with chloro, fluoro, hydroxy, phenyl, cyano, a phenylsulfonyl or phenylsulfonyl radical substituted with carboxy, fluorosulfonyl or methoxy;
- an alkylsulfinyl radical having 1 to about 8 carbon atoms or alkylsulfinyl radical having 1 to about 8 carbon atoms substituted with cyano, phenyl, hydroxy or sulfamoyl;
- a phenylsulfinyl radical or phenylsulfinyl radical substituted with sulfo or fluorosulfonyl;
- a sulfamoyl radical having the formula --SO.sub.2 NR.sup.5 R.sup.6, a carbamoyl radical having the formula --CON(R.sup.5).sub.2 wherein each R.sup.5 and R.sup.6 is as described previously for Z,
- with the proviso that there be no more than one sulfo radical and no more than one carboxy radical present in said compound.
A photosensitive element comprising a support having thereon at least one photosensitive silver halide emulsion layer and one of said layers having associated therewith a magenta image dye-providing compound having a formula as follows:
- ##SPC32##
- wherein:
- Car represents a ballasted carrier moiety which as a function of oxidation of said compound under alkaline conditions cleaves off from said compound releasing a diffusible dye;
- G represents hydroxy, ##EQU23## R.sup.1 represents hydrogen or chloro;
- R.sup.3 represents an alkyl radical having 1 to about 4 carbon atoms;
- D represents an alkylsulfonyl radical having 1 to about 5 carbon atoms, benzylsulfonyl, a sulfamoyl radical having the formula --SO.sub.2 NHR.sup.6 wherein R.sup.6 is an alkyl radical having 1 to about 8 carbon atoms.
A photosensitive element comprising a support having thereon at least one photosensitive silver halide emulsion layer and one of said layers having associated therewith a magenta image dye-providing compound having a formula as follows:
- ##SPC33##
- wherein:
- Car represents a ballasted carrier moiety which as a function of oxidation of said compound under alkaline conditions cleaves off from said compound releasing a diffusible dye;
- G represents hydroxy, ##EQU24## D represents --SO.sub.2 NHCH.sub.3 or --SO.sub.2 NHC.sub.4 H.sub.9 t;
- R.sup.1 represents hydrogen or chloro;
- Z represents 5-sulfamoyl when R.sup.1 is 2-chloro;
- and when R.sup.1 is hydrogen Z represents 4-sulfamoyl, 3-methylsulfonyl or 3-nitro.
A photosensitive element comprising a support having thereon at least one photosensitive silver halide emulsion layer and one of said layers having associated therewith a magenta image dyeproviding compound having a formula as follows:
- ##SPC34## wherein:
- Car represents a ballasted carrier moiety which as a function of oxidation of said compound under alkaline conditions, cleaves off from said compound releasing a diffusible dye and having the formula ##SPC35##
- wherein:
- Ball represents an organic ballasting group of such size and configuration as to render said compound nondiffusible during development in an alkaline processing composition;
- Y represents the carbon atoms necessary to complete a benzene or naphthalene nucleus;
- m and q each represent an integer having a value of 0 or 1;
- X represents a bivalent linking group of the formula --R.sup.2 --L.sub.n --R.sup.2.sub.p -- where each R.sup.2 can be the same or different and each represents an alkylene radical having 1 to about 8 carbon atoms;
- a phenylene radical;
- or a phenylene radical substituted with chloro, bromo, cyano, nitro, methoxy, methyl, carboxy, or sulfo;
- L represents a bivalent radical selected from oxy, carbonyl, carboxamido, carbamoyl, sulfonamido, sulfamoyl, sulfinyl or sulfonyl;
- n is a integer having a value of 0 or 1;
- p is 1 when n equals 1 and p is 1 or 0 when n equals 0 or when q is 0, Car-X- may represent Car-alkylene--SO.sub.2 --, Car-C.sub.6 H.sub.4 CH.sub.2 SO.sub.2 --, or Car-phenylene--SO.sub.2 --, provided that the carbon content of X does not exceed 14 carbon atoms;
- R represents a hydrogen atom, or an alkyl radical having 1 to about 6 carbon atoms;
- J represents a bivalent radical selected from sulfonyl or carbonyl;
- Q is in the 5- or 8-position relative to G and represents a hydroxy radical or a radical having the formula --NHCOR.sup.3 or --NHSO.sub.2 R.sup.3 wherein R.sup.3 is an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 6 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
- benzyl, phenyl, or a phenyl radical substituted with carboxy, cyano, chloro, methoxy, methyl or sulfamoyl;
- G represents a hydroxy radical, a salt thereof, or a hydrolyzable acyloxy group having the formula:
- ##EQU25## wherein R.sup.4 is an alkyl radical having 1 to about 18 carbon atoms, a phenyl radical or phenyl radical substituted with chloro or nitro;
- r represents an integer having a value of 1 or 2;
- Z represents a cyano radical, a trifluoromethyl radical, fluorosulfonyl, a carboxy radical, a carboxylic acid ester having the formula --COOR.sup.4 wherein R.sup.4 is as described previously, a nitro radical in the 2- or 3-position relative to the azo linkage, a fluoro, chloro or bromo atom, an alkylsulfonyl radical having 1 to 7 carbon atoms, alkylsulfonyl radical having 1 to about 8 carbon atoms substituted with hydroxy, phenyl, cyano, sulfamoyl, carboxy, or sulfo;
- a phenylsulfonyl radical;
- a phenylsulfonyl radical substituted with sulfamoyl, carboxy, fluorosulfonyl or methoxy an alkylcarbonyl having 2 to about 5 carbon atoms, a sulfamoyl radical having the formula --SO.sub.2 NR.sup.5 R.sup.6 wherein R.sup.5 represents hydrogen, an alkyl radical having 1 to about 8 carbon atoms;
- R.sup.6 represents hydrogen, an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 6 carbon atoms substituted with hydroxy, cyano, fluorosulfonyl, carboxy or sulfo;
- a benzyl radical, a phenyl radical, a phenyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
- an alkylcarbonyl having 2 to about 7 carbon atoms, phenylcarbonyl, an alkylsulfonyl having 1 to about 6 carbon atoms, alkylsulfonyl having 1 to about 6 carbon atoms substituted with cyano or hydroxy;
- phenylsulfonyl or methoxyphenylsulfonyl;
- or R.sup.5 and R.sup.6 taken together with the nitrogen atom to which they are bonded may represent morpholino or piperidino;
- a carbamoyl radical having the formula --CON(R.sup.5).sub.2 wherein each R.sup.5 can be the same or different and is as described previously;
- Z.sup.1 represents hydrogen or Z;
- R.sup.1 represents a hydrogen atom, an alkyl radical having 1 to about 4 carbon atoms, an alkyl radical having 1 to about 4 carbon atoms substituted with cyano, hydroxy or methoxy;
- an alkoxy radical having 1 to about 4 carbon atoms, or a halogen atom;
- D represents a cyano radical, a sulfo radical, fluorosulfonyl, a halogen atom, a --SO.sub.3 --phenyl or a --SO.sub.3 --phenyl radical substituted with hydroxy, chloro, carboxy, sulfamoyl, methyl or methoxy;
- alkylsulfonyl radical having 1 to about 8 carbon atoms an alkylsulfonyl radical having 1 to about 8 carbon atoms substituted with chloro, fluoro, hydroxy, phenyl, cyano, a phenylsulfonyl or phenylsulfonyl radical substituted with carboxy, fluorosulfonyl or methoxy;
- an alkylsulfinyl radical having 1 to about 8 carbon atoms or alkylsulfinyl radical having 1 to about 8 carbon atoms substituted with cyano, phenyl, hydroxy or sulfamoyl;
- a phenylsulfinyl radical or phenylsulfinyl radical substituted with sulfo or fluorosulfonyl;
- a sulfamoyl radical having the formula --SO.sub.2 NR.sup.5 R.sup.6, a carbamoyl radical having the formula --CON(R.sup.5).sub.2 wherein each R.sup.5 and R.sup.6 is as described previously for Z,
- with the proviso that there be no more than one sulfo radical and no more than one carboxy radical present in said compound.
A photosensitive element comprising a support having thereon at least one photosensitive silver halide emulsion layer and one of said layers having associated therewith a magenta image dye-providing compound having a formula as follows:
- ##SPC36##
- wherein:
- Car represents a ballasted carrier moiety which as a function of oxidation of said compound under alkaline conditions cleaves off from said compound relesing a diffusible dye and having the formula ##SPC37##
- wherein:
- Ball represents an organic ballasting group of such size and configuration as to render said compound nondiffusible during development in an alkaline processing composition;
- Y represents the carbon atoms necessary to complete a benzene or naphthalene nucleus;
- R.sup.1 represents hydrogen or chloro;
- R.sup.3 represents an alkyl radical having 1 to about 4 carbon atoms;
- D represents an alkylsulfonyl radical having 1 to about 5 carbon atoms, benzylsulfonyl, a sulfamoyl radical having the formula --SO.sub.2 NHR.sup.6 wherein R.sup.6 is an alkyl radical having 1 to about 8 carbon atoms.
A photosensitive element comprising a support having thereon at least one photosensitive silver halide emulsion layer and one of said layers having associated therewith a magenta image dye-providing compound having a formula as follows:
- ##SPC39##
- wherein:
- Car represents a ballasted carrier moiety which as a function of oxidation of said compound under alkaline conditions cleaves off from said compound releasing a diffusible dye and having the formula ##SPC40##
- wherein:
- Ball represents an organic ballasting group of such size and configuration to render said compound nondiffusible during development in an alkaline processing composition;
- Y represents the carbon atoms necessary to complete a benzene or naphthalene nucleus;
- D represents --SO.sub.2 NHCH.sub.3 or --SO.sub.2 NHC.sub.4 H.sub.9 t;
- R.sup.1 represents hydrogen or chloro;
- Z represents 5-sulfamoyl when R.sup.1 is 2-chloro;
- and
- when R.sup.1 is hydrogen Z represents 4-sulfamoyl, 3-methylsulfonyl or 3-nitro.
A photosensitive element comprising a support having thereon a layer containing a red-sensitive silver halide emulsion having associated therewith a cyan image dye-providing material, a layer containing a green-sensitive silver halide emulsion having associated therewith a magenta image dye-providing material, and a layer containing a blue-sensitive silver halide emulsion material having associated therewith a yellow image dye-providing material, said magenta image dye-providing material having a formula as follows:
- ##SPC42##
- wherein:
- Car represents a ballasted carrier moiety which, as a function of oxidation of said compound under alkaline conditions, cleaves off from said compound releasing a diffusible dye;
- m and q each represent an integer having a value of 0 or 1;
- X represents a bivalent linking group of the formula --R.sup.2 --L.sub.n --R.sup.2.sub.p -- where each R.sup.2 can be the same or different and each represents an alkylene radical having 1 to about 8 carbon atoms;
- a phenylene radical;
- or a phenylene radical substituted with chloro, bromo, cyano, nitro, methoxy, methyl, carboxy or sulfo;
- L represents a bivalent radical selected from oxy, carbonyl, carboxamido, carbamoyl, sulfonamido, sulfamoyl, sulfinyl or sulfonyl;
- n is an integer having a value of 0 or 1;
- p is 1 when n equals 1 and p is 1 or 0 when n equals 0 or when q is 0, Car-X- may represent Car-alkylene--SO.sub.2 --, Car-C.sub.6 H.sub.4 CH.sub.2 SO.sub.2 --, or Car-phenylene-SO.sub.2 --, provided that the carbon content of X does not exceed 14 carbon atoms;
- R represents a hydrogen atom, or an alkyl radical having 1 to about 6 carbon atoms;
- J represents a bivalent radical selected from sulfonyl or carbonyl;
- Q is in the 5- or 8-position relative to G and represents a hydroxy radical or a radical having the formula --NHCOR.sup.3 or --NHSO.sub.2 R.sup.3 wherein R.sup.3 is an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 6 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
- benzyl, phenyl, or a phenyl radical substituted with carboxy, cyano, chloro, methoxy, methyl or sulfamoyl;
- G represents a hydroxy radical, a salt thereof, or a hydrolyzable acyloxy group having the formula:
- ##EQU29## wherein R.sup.4 is an alkyl radical having 1 to about 18 carbon atoms, a phenyl radical or phenyl radical substituted with chloro or nitro;
- r represents an integer having a value of 1 or 2;
- Z represents a cyano radical, a trifluoromethyl radical, fluorosulfonyl, a carboxy radical, a carboxylic acid ester having the formula --COOR.sup.4 wherein R.sup.4 is as described previously, a nitro radical in the 2- or 3-position relative to the azo linkage, a fluoro, chloro or bromo atom, an alkylsulfonyl radical having 1 to 7 carbon atoms, alkylsulfonyl radical having 1 to about 8 carbon atoms substituted with hydroxy, phenyl, cyano, sulfamoyl, carboxy or sulfo;
- a phenylsulfonyl radical;
- a phenylsulfonyl radical substituted with sulfamoyl, carboxy, fluorosulfonyl or methoxy;
- an alkylcarbonyl having 2 to about 5 carbon atoms, a sulfamoyl radical having the formula --SO.sub.2 NR.sup.5 R.sup.6 wherein R.sup.5 represents hydrogen, an alkyl radical having 1 to about 8 carbon atoms;
- R.sup.6 represents hydrogen, an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 6 carbon atoms substituted with hydroxy, cyano, fluorosulfonyl, carboxy or sulfo;
- a benzyl radical, a phenyl radical, a phenyl radical substituted with hydroxy, sulfonyl sulfamoyl, carboxy or sulfo;
- an alkylcarbonyl having 2 to about 7 carbon atoms, phenylcarbonyl, an alkylsulfonyl having 1 to about 6 carbon atoms, alkylsulfonyl having 1 to about 6 carbon atoms substituted with cyano or hydroxy;
- phenylsulfonyl or methoxyphenylsulfonyl;
- or R.sup.5 and R.sup.6 taken together with the nitrogen atom to which they are bonded may represent morpholino or piperidino;
- a carbamoyl radical having the formula --CON(R.sup.5).sub.2 wherein each R.sup.5 can be the same or different and is as described previously;
- Z.sup.1 represents hydrogen or Z;
- R.sup.1 represents a hydrogen atom, an alkyl radical having 1 to about 4 carbon atoms, an alkyl radical having 1 to about 4 carbon atoms substituted with cyano, hydroxy or methoxy;
- an alkoxy radical having 1 to about 4 carbon atoms, or a halogen atom;
- D represents a cyano radical, a sulfo radical, fluorosulfonyl, a halogen atom, a --SO.sub.3 -phenyl or a --SO.sub.3 -phenyl radical substituted with hydroxy, chloro, carboxy, sulfamoyl, methyl or methoxy;
- alkylsulfonyl radical having 1 to about 8 carbon atoms, an alkylsulfonyl radical having 1 to about 8 carbon atoms substituted with chloro, fluoro, hydroxy, phenyl, cyano, a phenylsulfonyl or phenylsulfonyl radical substituted with carboxy, fluorosulfonyl or methoxy;
- an alkylsulfinyl radical having 1 to about 8 carbon atoms or alkylsulfinyl radical having 1 to about 8 carbon atoms substituted with cyano, phenyl, hydroxy or sulfamoyl;
- a phenylsulfinyl radical or phenylsulfinyl radical substituted with sulfo or fluorosulfonyl;
- a sulfamoyl radical having the formula --SO.sub.2 NR.sup.5 R.sup.6, a carbamoyl radical having the formula --CON(R.sup.5).sub.2 wherein each R.sup.5 and R.sup.6 is as described previously for Z,
- with the proviso that there be no more than one sulfo radical and no more than one carboxy radical present in said compound.
A photosensitive element comprising a support having thereon a layer containing a red-sensitive silver halide emulsion having associated therewith a cyan image dye-providing material, a layer containing a green-sensitive silver halide emulsion having associated therewith a magenta image dye-providing material, and a layer containing a blue-sensitive silver halide emulsion having associated therewith a yellow image dye-providing material, said magenta image dye-providing material having a formula as follows ##SPC45##
- wherein:
- Car represents a ballasted carrier moiety which as a function of oxidation of said compound under alkaline conditions, cleaves off from said compound releasing a diffusible dye and having the formula ##SPC46##
- wherein:
- Ball represents an organic ballasting group of such size and configuration as to render said compound nondiffusible during development in an alkaline processing composition;
- Y represents the carbon atoms necessary to complete a benzene or naphthalene nucleus;
- m and q each represent an integer having a value of 0 or 1;
- X represents a bivalent linking group of the formula --R.sup.2 --L.sub.n --R.sup.2.sub.p -- where each R.sup.2 can be the same or different and each represents an alkylene radical having 1 to about 8 carbon atoms;
- a phenylene radical;
- or a phenylene radical substituted with chloro, bromo, cyano, nitro, methoxy, methyl, carboxy or sulfo;
- L represents a bivalent radical selected from oxy, carbonyl, carboxamido, carbamoyl, sulfonamido, sulfamoyl, sulfinyl or sulfonyl;
- n is an integer having a value of 0 or 1;
- p is 1 when n equals 1 and p is 1 or 0 when n equals 0 or when q is 0, Car-X- may represent Car-alkylene-SO.sub.2 --, Car-C.sub.6 H.sub.4 CH.sub.2 SO.sub.2 --, or Car-phenylene-SO.sub.2 -, provided that the carbon content of X does not exceed 14 carbon atoms;
- R represents a hydrogen atom, or an alkyl radical having 1 to about 6 carbon atoms;
- J represents a bivalent radical selected from sulfonyl or carbonyl;
- Q is in the 5- or 8-position relative to G and represents a hydroxy radical or a radical having the formula --NHCOR.sup.3 or --NHSO.sub.2 R.sup.3 wherein R.sup.3 is an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 6 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
- benzyl, phenyl, or a phenyl radical substituted with carboxy, cyano, chloro, methoxy, methyl or sulfamoyl;
- G represents a hydroxy radical, a salt thereof, or a hydrolyzable acyloxy group having the formula:
- ##EQU31## wherein R.sup.4 is an alkyl radical having 1 to about 18 carbon atoms, a phenyl radical or phenyl radical substituted with chloro or nitro;
- r represents an integer having a value of 1 or 2;
- Z represents a cyano radical, a trifluoromethyl radical, fluorosulfonyl, a carboxy radical, a carboxylic acid ester having the formula --COOR.sup.4 wherein R.sup.4 is as described previously, a nitro radical in the 2- or 3-position relative to the azo linkage, a fluoro, chloro or bromo atom, an alkylsulfonyl radical having 1 to 7 carbon atoms, alkylsulfonyl radical having 1 to about 8 carbon atoms substituted with hydroxy, phenyl, cyano, sulfamoyl, carboxy, or sulfo;
- a phenylsulfonyl radical;
- a phenylsulfonyl radical substituted with sulfamoyl, carboxy, fluorocsulfonyl or methoxy;
- an alkylcarbonyl having 2 to about 5 carbon atoms, a sulfamoyl radical having the formula --SO.sub.2 NR.sup.5 R.sup.6 wherein R.sup.5 represents hydrogen, an alkyl radical having 1 to about 8 carbon atoms;
- R.sup.6 represents hydrogen, an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 6 carbon atoms substituted with hydroxy, cyano, fluorosulfonyl, carboxy or sulfo;
- a benzyl radical, a phenyl radical, a phenyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
- an alkylcarbonyl having 2 to about 7 carbon atoms, phenylcarbonyl, an alkylsulfonyl having 1 to about 6 carbon atoms, alkylsulfonyl having 1 to about 6 carbon atoms substituted with cyano or hydroxy;
- phenylsulfonyl or methoxyphenylsulfonyl, or R.sup.5 and R.sup.6 taken together with the nitrogen atom to which they are bonded may represent morpholino or piperidino;
- a carbamoyl radical having the formula --CON(R.sup.5).sub.2 wherein each R.sup.5 can be the same or different and is as described previously;
- Z.sup.1 represents hydrogen or Z;
- R.sup.1 represents a hydrogen atom, an alkyl radical having 1 to about 4 carbon atoms, an alkyl radical having 1 to about 4 carbon atoms substituted with cyano, hydroxy or methoxy;
- an alkoxy radical having 1 to about 4 carbon atoms, or a halogen atom;
- D represents a cyano radical, a sulfo radical, a fluorosulfonyl, a halogen atom, a --SO.sub.3 -phenyl or a --SO.sub.3 -phenyl radical substituted with hydroxy, chloro, carboxy, sulfamoyl, methyl or methoxy;
- alkylsulfonyl radical having 1 to about 8 carbon atoms an alkylsulfonyl radical having 1 to about 8 carbon atoms substituted with chloro, fluoro, hydroxy, phenyl, cyano, a phenylsulfonyl or phenylsulfonyl radical substituted with carboxy, fluorosulfonyl or methoxy;
- an alkylsulfinyl radical having 1 to about 8 carbon atoms or alkylsulfinyl radical having 1 to about 8 carbon atoms substituted with cyano, phenyl, hydroxy or sulfamoyl;
- a phenylsulfinyl radical or phenylsulfinyl radical substituted with sulfo or fluorosulfonyl;
- a sulfamoyl radical having the formula --SO.sub.2 NR.sup.5 R.sup.6, a carbamoyl radical having the formula --CON(R.sup.5).sub.2 wherein each R.sup.5 and R.sup.6 is as described previously for Z,
- with the proviso that there be no more than one sulfo radical and no more than one carboxy radical present in said compound.
A photographic film unit which is adapted to be processed by passing said unit between a pair of juxtaposed pressure applying members comprising:
- a. a photosensitive element comprising a support having thereon at least one photosensitive silver halide emulsion layer and one of said layers having associated therewith a magenta image dye-providing compound;
- b. a dye image-receiving layer which is positioned on the same side of the support as the silver halide emulsion layer;
- and
- c. means for discharging an alkaline processing composition within said film unit;
- said film unit containing a silver halide developing agent and said compound having a formula as follows:
- ##SPC51##
- wherein:
- Car represnts a ballasted carrier moiety which, as a function of oxidation of said compound under alkaline conditions, cleaves off from said compound releasing a diffusible dye;
- m and q represent an integer having a value of 0 or 1;
- X represents a bivalent linking group of the formula --R.sup.2 --L.sub.n --R.sup.2.sub.p -- where each R.sup.2 can be the same or different and each represents an alkylene radical having 1 to about 8 carbon atoms;
- a phenylene radical;
- or a phenylene radical substituted with chloro, bromo, cyano, nitro, methoxy, methyl, ethyl, carboxyl, sulfo or amino;
- L represents a bivalent radical selected from oxy, carbonyl, carboxamido, carbamoyl, sulfonamido, sulfamoyl, sulfinyl or sulfonyl;
- n is an integer having a value of 0 or 1;
- p is 1 when n equals 1 and p is 1 or 0 when n equals 0 or when q is 0, Car-X-- may represent Car-alkylene-SO.sub.2 --, Car-C.sub.6 H.sub.4 CH.sub.2 SO.sub.2 --, or Car-phenylene-SO.sub.2 --, provided that the carbon content of X does not exceed 14 carbon atoms;
- R represents a hydrogen atom, or an alkyl radical having 1 to about 6 carbon atoms;
- J represents a bivalent radical selected from sulfonyl or carbonyl;
- Q is in the 5- or 8-position relative to G and represents a hydroxy radical or a radical having the formula --NHCOR.sup.3 or --NHSO.sub.2 R.sup.3 wherein R.sup.3 is an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 6 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
- benzyl, phenyl, or a phenyl radical substituted with carboxy, cyano, chloro, methoxy, methyl or sulfamoyl;
- G represents a hydroxy radical, a salt thereof, or a hydrolyzable acyloxy group having the formula:
- ##EQU35## wherein R.sup.4 is an alkyl radical having 1 to about 18 carbon atoms, a phenyl radical or phenyl radical substituted with chloro or nitro;
- r represents an integer having a value of 1 or 2;
- Z represents a cyano radical, a trifluoromethyl radical, fluorosulfonyl, a carboxy radical, a carboxylic acid ester having the formula --COOR.sup.4 wherein R.sup.4 is as described previously a nitro radical in the 2- or 3-position relative to the azo linkage, a fluoro, chloro or bromo atom, an alkylsulfonyl radical having 1 to 7 carbon atoms, alkylsulfonyl radical having 1 to about 8 carbon atoms substituted with hydroxy, phenyl, cyano, sulfamoyl, carboxy, fluorosulfonyl or sulfo;
- a phenylsulfonyl radical;
- a phenylsulfonyl radical substituted with sulfamoyl, carboxy, fluorosulfonyl or methoxy;
- an alkylcarbonyl having 2 to about 5 carbon atoms, a sulfamoyl radical having the formula --SO.sub.2 NR.sup.5 R.sup.6 wherein R.sup.5 represents hydrogen, an alkyl radical having 1 to about 8 carbon atoms;
- R.sup.6 represents hydrogen, an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 6 carbon atoms substituted with hydroxy, cyano, fluorosulfamoyl, carboxy or sulfo;
- a benzyl radical, a phenyl radical, a phenyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
- an alkylcarbonyl having 2 to about 7 carbon atoms, phenylcarbonyl, an alkylsulfonyl having 1 to about 6 carbon atoms, alkylsulfonyl having 1 to about 6 carbon atoms substituted with cyano or hydroxy;
- phenylsulfonyl or methoxyphenylsulfonyl;
- or R.sup.5 and R.sup.6 taken together with the nitrogen atom to which they are bonded may represent morpholino or piperidino;
- a carbamoyl radical having the formula --CON(R.sup.5).sub.2 wherein each R.sup.5 can be the same or different and is as described previously;
- Z.sup.1 represents hydrogen or Z;
- R.sup.1 represents a hydrogen atom, an alkyl radical having 1 to about 4 carbon atoms, an alkyl radical having 1 to about 4 carbon atoms substituted with cyano, hydroxy or methoxy;
- an alkoxy radical having 1 to about 4 carbon atoms, or a halogen atom;
- D represents a cyano radical, a sulfo radical, fluorosulfonyl, a halogen atom, a --SO.sub.3 -phenyl or a --SO.sub.3 -phenyl radical substituted with hydroxy, chloro, carboxy, sulfamoyl, methyl or methoxy;
- alkylsulfonyl radical having 1 to about 8 carbon atoms an alkylsulfonyl radical having 1 to about 8 carbon atoms substituted with chloro, fluoro, hydroxy, phenyl, cyano, a phenylsulfonyl or phenylsulfonyl radical substituted with carboxy, fluorosulfonyl or methoxy;
- an alkylsulfinyl radical having 1 to about 8 carbon atoms or alkylsulfinyl radical having 1 to about 8 carbon atoms substituted with cyano, phenyl, hydroxy or sulfamoyl;
- a phenylsulfinyl radical or phenylsulfinyl radical substituted with sulfo or fluorosulfonyl;
- a sulfamoyl radical having the formula --SO.sub.2 NR.sup.5 R.sup.6, a carbamoyl radical having the formula --CON(R.sup.5).sub.2 wherein each R.sup.5 and R.sup.6 is as described previously for Z,
- with the proviso that there be no more than one sulfo radical and no more than one carboxy radical present in said compound.
A photographic film unit which is adapted to be processed by passing said unit between a pair of juxtaposed pressure-applying members comprising:
- a. a photosensitive element comprising a support having thereon at least one photosensitive silver halide emulsion layer and one of said layers having associated therewith a magenta image dye-providing compound;
- b. a dye image-receiving layer which is positioned on the same side of the support as the silver halide emulsion layer;
- and
- c. means for discharging an alkaline processing composition within said film unit;
- said film unit containing a silver halide developing agent and said compound having a formula as follows:
- ##SPC54##
- wherein:
- Car represents a ballasted carrier moiety which as a function of oxidation of said compound under alkaline conditions, cleaves off from said compound releasing a diffusible dye and having the formula ##SPC55##
- wherein:
- Ball represents an organic ballasting group of such size and configuration as to render said compound nondiffusible during development in an alkaline processing composition;
- Y represents the carbon atoms necessary to complete a benzene or naphthalene nucleus;
- sulfonyl radical having 1 to about 8 carbon atoms substituted with hydroxy, phenyl, cyano, sulfamoyl, carboxy, fluorosulfonyl or sulfo;
- a phenylsulfonyl radical;
- a phenylsulfonyl radical substituted with sulfamoyl, carboxy, fluorosulfonyl or methoxy;
- an alkylcarbonyl having 2 to about 5 carbon atoms, a sulfamoyl radical having the formula --SO.sub.2 NR.sup.5 R.sup.6 wherein R.sup.5 represents hydrogen, an alkyl radical having 1 to about 8 carbon atoms;
- R.sup.6 represents hydrogen, an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 6 carbon atoms substituted with hydroxy, cyano, fluorosulfamoyl, carboxy or sulfo;
- a benzyl radical, a phenyl radical, a phenyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
- an alkylcarbonyl having 2 to about 7 carbon atoms, phenylcarbonyl, an alkylsulfonyl having 1 to about 6 carbon atoms, alkylsulfonyl having 1 to about 6 carbon atoms substituted with cyano or hydroxy;
- phenylsulfonyl or methoxyphenylsulfonyl;
- or R.sup.5 and R.sup.6 taken together with the nitrogen atom to which they are bonded may represent morpholino or piperidino;
- a carbamoyl radical having the formula --CON(R.sup.5).sub.2 wherein each R.sup.5 can be the same or different and is as described previously;
- Z.sup.1 represents hydrogen or Z;
- R.sup.1 represents a hydrogen atom, an alkyl radical having 1 to about 4 carbon atoms, an alkyl radical having 1 to about 4 carbon atoms substituted with cyano, hydroxy or methoxy;
- an alkoxy radical having 1 to about 4 carbon atoms, or a halogen atom;
- D represents a cyano radical, a sulfo radical, fluorosulfonyl, a halogen atom, a --SO.sub.3 -phenyl or a --SO.sub.3 -phenyl radical substituted with hydroxy, chloro, carboxy, sulfamoyl, methyl or methoxy;
- alkylsulfonyl radical having 1 to about 8 carbon atoms, an alkylsulfonyl radical having 1 to about 8 carbon atoms substituted with chloro, fluoro, hydroxy, phenyl, cyano, a phenylsulfonyl or phenylsulfonyl radical substituted with carboxy, fluorosulfonyl or methoxy;
- an alkylsulfinyl radical having 1 to about 8 carbon atoms or alkylsulfinyl radical having 1 to about 8 carbon atoms substituted with cyano, phenyl, hydroxy or sulfamoyl;
- a phenylsulfinyl radical or phenylsulfinyl radical substituted with sulfo or fluorosulfonyl;
- a sulfamoyl radical having the formula --SO.sub.2 NR.sup.5 R.sup.6, a carbamoyl radical having the formula --CON(R.sup.5).sub.2 wherein each R.sup.5 and R.sup.6 is as described previously for Z,
- with the proviso that there be no more than one sulfo radical and no more than one carboxy radical present in said compound.
Dependencies are inferred from the claim text.