Photographic materials with ballasted, alkali cleavable azo dyes

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 cyan image dye-providing compound having a formula as follows:

• ##SPC44##
• 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;
• 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, provided that when p is 1 the carbon content of the sum of both R.sup.2 radicals 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;
• m and q each represent an integer having a value of 0 or 1;
• Q represents a hydrogen atom, 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 4 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
• benzyl, phenyl, or a phenyl radical substituted with carboxy, chloro, methyl, methoxy or sulfamoyl;
• G represents a hydroxy radical, a salt thereof, or a hydrolyzable acyloxy group having the formula:
• ##EQU22## wherein R.sup.4 is an alkyl radical having 1 to about 18 carbon atoms, phenyl or phenyl substituted with chloro or nitro;
• D represents a halogen atom, a cyano radical, a nitro radical, a trifluoromethyl radical, an alkyl radical having 1 to about 6 carbon atoms, an alkoxy radical having 1 to about 6 carbon atoms, a carboxy radical, a carboxylic acid ester having the formula -COOR.sup.4 wherein R.sup.4 is as described previously, a fluorosulfonyl radical, a -SO.sub.3 -phenyl radical or a -SO.sub.3 -phenyl radical substituted with hydroxy, chloro, carboxy, sulfamoyl, methyl or methoxy;
• a sulfo radical, a sulfamoyl radical having the formula -SO.sub.2 NR.sup.5 R.sup.6 wherein R.sup.5 represents hydrogen or an alkyl group having 1 to about 6 carbon atoms and R.sup.6 represents hydrogen, an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 4 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
• a benzyl radical, a phenyl radical, a phenyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
• an alkyl carbonyl radical having 1 to about 8 carbon atoms, or a phenyl carbonyl radical, with the proviso that the carbon content of the sum of R.sup.5 and R.sup.6 not exceed 14 carbon atoms;
• a carbamoyl radical of the formula -CON(R.sup.5).sub.2 wherein each R.sup.5 can be the same or different and is as described previously;
• an alkylsulfonyl radical having 1 to about 8 carbon atoms;
• an alkylsulfonyl radical having 1 to about 6 carbon atoms substituted with hydroxy, phenyl, cyano, sulfamoyl, carboxy or sulfo;
• a phenylsulfonyl radical;
• a phenylsulfonyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
• or D can represent a substituent having the formula ##SPC45##
• provided that the ##SPC46##
• substituent on the naphthalene nucleus of Formula I is replaced by an M group or the ##SPC47##
• substituent on the naphthalene nucleus of Formula II is replaced by a Q group wherein Car, X, J, R, q and m are as described previously.
• E represents a hydrogen atom, a halogen atom, a nitro radical, a cyano radical or a trifluoromethyl radical;
• M represents a hydrogen atom, a carboxy radical, a carboxylic acid ester having the formula -COOR.sup.4 wherein R.sup.4 is as described previously, a sulfo radical, 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 R.sup.5 and R.sup.6 are as described previously, an alkylsulfonyl radical having 1 to about 8 carbon atoms;
• an alkylsulfonyl radical having 1 to about 6 carbon atoms substituted with cyano or hydroxy;
• a phenylsulfonyl radical or a phenylsulfonyl radical substituted with sulfamoyl, carboxy, fluorosulfonyl or methoxy;
• 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 cyan image dye-providing material 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;
• 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, provided that when p is 1 the carbon content of the sum of both R.sup.2 radicals 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;
• m and q each represent an integer having a value of 0 or 1;
• Q represents a hydrogen atom, 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 4 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
• benzyl, phenyl, or a phenyl radical substituted with carboxy, chloro, methyl, methoxy 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, phenyl or phenyl substituted with chloro or nitro;
• D represents a halogen atom, a cyano radical, a nitro radical, a trifluoromethyl radical, an alkyl radical having 1 to about 6 carbon atoms, an alkoxy radical having 1 to about 6 carbon atoms, a carboxy radical, a carboxylic acid ester having the formula --COOR.sup.4 wherein R.sup.4 is as described previously, a fluorosulfonyl radical, a --SO.sub.3 -phenyl radical or a --SO.sub.3 -phenyl radical substituted with hydroxy, chloro, carboxy, sulfamoyl, methyl or methoxy;
• a sulfo radical, a sulfamoyl radical having the formula -SO.sub.2 NR.sup.5 R.sup.6 wherein R.sup.5 represents hydrogen or an alkyl group having 1 to about 6 carbon atoms and R.sup.6 represents hydrogen, an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 4 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
• a benzyl radical, a phenyl radical, a phenyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
• an alkyl carbonyl radical having 1 to about 8 carbon atoms, or a phenyl carbonyl radical, with the proviso that the carbon content of the sum of R.sup.5 and R.sup.6 not exceed 14 carbon atoms;
• 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;
• an alkylsulfonyl radical having 1 to about 8 carbon atoms;
• an alkylsulfonyl radical having 1 to about 6 carbon atoms substituted with hydroxy, phenyl, cyano, sulfamoyl, carboxy or sulfo;
• a phenylsulfonyl radical;
• a phenylsulfonyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
• or D can represent a substituent having the formula Car-[X-(NR-J).sub.q ].sub.m - or Car-X-J-, provided that the Car-[X-(NR-J).sub.q ].sub.m - substituent on the naphthalene nucleus of Formula I is replaced by an M group or the Car-X-J-NH- substituent on the naphthalene nucleus of Formula II is replaced by a Q group wherein Car, X, J, R, q and m are as described previously.
• E represents a hydrogen atom, a halogen atom, a nitro radical, a cyano radical or a trifluoromethyl radical;
• M represents a hydrogen atom, a carboxy radical, a carboxylic acid ester having the formula -COOR.sup.4 wherein R.sup.4 is as described previously, a sulfo radical, 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 R.sup.5 and R.sup.6 are as described previously, an alkylsulfonyl radical having 1 to about 8 carbon atoms;
• an alkylsulfonyl radical having 1 to about 6 carbon atoms substituted with cyano or hydroxy;
• a phenylsulfonyl radical or a phenylsulfonyl radical substituted with sulfamoyl, carboxy, fluorosulfonyl or methoxy;
• 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 cyan image dye-providing material having a formula as follows:

• ##SPC56##
• 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;
• 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, provided that when p is 1 the carbon content of the sum of both R.sup.2 radicals 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;
• m and q each represent an integer having a value of 0 or 1;
• Q represents a hydrogen atom, 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 4 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
• benzyl, phenyl, or a phenyl radical substituted with carboxy, chloro, methyl, methoxy or sulfamoyl;
• G represents a hydroxy radical, a salt thereof, or a hydrolyzable acyloxy group having the formula:
• ##EQU27## wherein R.sup.4 is an alkyl radical having 1 to about 18 carbon atoms, phenyl or phenyl substituted with chloro or nitro;
• D represents a halogen atom, a cyano radical, a nitro radical, a trifluoromethyl radical, an alkyl radical having 1 to about 6 carbon atoms, an alkoxy radical having 1 to about 6 carbon atoms, a carboxy radical, a carboxylic acid ester having the formula -COOR.sub.4 wherein R.sup.4 is as described previously, a fluorosulfonyl radical, a -SO.sub.3 -phenyl radical or a -SO.sub.3 -phenyl radical substituted with hydroxy, chloro, carboxy, sulfamoyl, methyl or methoxy;
• a sulfo radical, a sulfamoyl radical having the formula -SO.sub.2 NR.sup.5 R.sup.6 wherein R.sup.5 represents hydrogen or an alkyl group having 1 to about 6 carbon atoms and R.sup.6 represents hydrogen, an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 4 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
• a benzyl radical, a phenyl radical, a phenyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
• an alkyl carbonyl radical having 1 to about 8 carbon atoms, or a phenyl carbonyl radical, with the proviso that the carbon content of the sum of R.sup.5 and R.sup.6 not exceed 14 carbon atoms;
• a carbamoyl radical of the formula -CON(R.sup.5).sub.2 wherein each R.sup.5 can be the same or different and is as described previously;
• an alkylsulfonyl radical having 1 to about 8 carbon atoms;
• an alkylsulfonyl radical having 1 to about 6 carbon atoms substituted with hydroxy, phenyl, cyano, sulfamoyl, carboxy or sulfo;
• a phenylsulfonyl radical;
• a phenylsulfonyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
• or D can represent a substituent having the formula ##SPC57##
• provided that the ##SPC58##
• substituent on the naphthalene nucleus of Formula I is replaced by an M group or the ##SPC59##
• substituent on the naphthalene nucleus of Formula II is replaced by a Q group wherein Car, X, J, R, q and m are as described previously.
• E represents a hydrogen atom, a halogen atom, a nitro radical, a cyano radical or a trifluoromethyl radical;
• M represents a hydrogen atom, a carboxy radical, a carboxylic acid ester having the formula -COOR.sub.4 wherein R.sup.4 is as described previously, a sulfo radical, a sulfamoyl radical having the formula -SO.sub.2 NR.sup.5 R.sup.6, a carbamoyl radical having the formula -CON(R.sub.5).sub.2 wherein R.sup.5 and R.sup.6 are as described previously, an alkylsulfonyl radical having 1 to about 8 carbon atoms;
• an alkylsulfonyl radical having 1 to about 6 carbon atoms substituted with cyano or hydroxy;
• a phenylsulfonyl radical or a phenylsulfonyl radical substituted with sulfamoyl, carboxy, fluorosulfonyl or methoxy;
• 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 cyan 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:
• ##SPC66##
• 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;
• X represents a bivalent linking group of the formula -R.sup.2 -L.sub.n -R.sup.2.sub.p - were 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, provided that when p is 1 the carbon content of the sum of both R.sup.2 radicals 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;
• m and q each represent an integer having a value of 0 or 1;
• Q represents a hydrogen atom, 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 4 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
• benzyl, phenyl, or a phenyl radical substituted with carboxy, chloro, methyl, methoxy or sulfamoyl;
• G represents a hydroxy radical, a salt thereof, or a hydrolyzable acyloxy group having the formula:
• ##EQU30## wherein R.sup.4 is an alkyl radical having 1 to about 18 carbon atoms, phenyl or phenyl substituted with chloro or nitro;
• D represents a halogen atom, a cyano radical, a nitro radical, a trifluoromethyl radical, an alkyl radical having 1 to about 6 carbon atoms, an alkoxy radical having 1 to about 6 carbon atoms, a carboxy radical, a carboxylic acid ester having the formula -COOR.sup.4 wherein R.sup.4 is as described previously, a fluorosulfonyl radical, a -SO.sub.3 -phenyl radical or a -SO.sub.3 -phenyl radical substituted with hydroxy, chloro, carboxy, sulfamoyl, methyl or methoxy;
• a sulfo radical, a sulfamoyl radical having the formula -SO.sub.2 NR.sup.5 R.sup.6 wherein R.sup.5 represents hydrogen or an alkyl group having 1 to about 6 carbon atoms and R.sup.6 represents hydrogen, an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 4 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
• a benzyl radical, a phenyl radical, a phenyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
• an alkyl carbonyl radical having 1 to about 8 carbon atoms, or a phenyl carbonyl radical, with the proviso that the carbon content of the sum of R.sup.5 and R.sup.6 not exceed 14 carbon atoms;
• 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;
• an alkylsulfonyl radical having 1 to about 8 carbon atoms;
• an alkylsulfonyl radical having 1 to about 6 carbon atoms substituted with hydroxy, phenyl, cyano, sulfamoyl, carboxy or sulfo;
• a phenylsulfonyl radical;
• a phenylsulfonyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
• or D can represent a substituent having the formula Car-[X-(NR-J).sub.q].sub.m - or Car-X-J-, provided that the Car-[X-(NR-J).sub.q].sub.m - substituent on the naphthalene nucleus of Formula I is replaced by an M group or the Car-X-J-NH- substituent on the naphthalene nucleus of Formula II is replaced by a Q group wherein Car, X, J, R, q and m are as described previously.
• E represents a hydrogen atom, a halogen atom, a nitro radical, a cyano radical or a trifluoromethyl radical;
• M represents a hydrogen atom, a carboxy radical, a carboxylic acid ester having the formula -COOR.sup.4 wherein R.sup.4 is as described previously, a sulfo radical, 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 R.sup.5 and R.sup.6 are as described previously, an alkylsulfonyl radical having 1 to about 8 carbon atoms;
• an alkylsulfonyl radical having 1 to about 6 carbon atoms substituted with cyano or hydroxy;
• a phenylsulfonyl radical or a phenylsulfonyl radical substituted with sulfamoyl, carboxy, fluorosulfonyl or methoxy;
• 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 pressureapplying 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 cyan 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:
• ##SPC68##
• 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;
• 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, provided that when p is 1 the carbon content of the sum of both R.sup.2 radicals 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;
• m and q each represent an integer having a value of 0 or 1;
• Q represents a hydrogen atom, 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 4 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
• benzyl, phenyl, or a phenyl radical substituted with carboxy, chloro, methyl, methoxy 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, phenyl or phenyl substituted with chloro or nitro;
• D represents a halogen atom, a cyano radical, a nitro radical, a trifluoromethyl radical, an alkyl radical having 1 to about 6 carbon atoms, an alkoxy radical having 1 to about 6 carbon atoms, a carboxy radical, a carboxylic acid ester having the formula -COOR.sup.4 wherein R.sup.4 is as described previously, a fluorosulfonyl radical, a -SO.sub.3 -phenyl radical or a -SO.sub.3 -phenyl radical substituted with hydroxy, chloro, carboxy, sulfamoyl, methyl or methoxy;
• a sulfo radical, a sulfamoyl radical having the formula -SO.sub.2 NR.sup.5 R.sup.6 wherein R.sup.5 represents hydrogen or an alkyl group having 1 to about 6 carbon atoms and R.sup.6 represents hydrogen, an alkyl radical having 1 to about 6 carbon atoms, an alkyl radical having 1 to about 4 carbon atoms substituted with hydroxy, cyano, sulfamoyl, carboxy or sulfo;
• a benzyl radical, a phenyl radical, a phenyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
• an alkyl carbonyl radical having 1 to about 8 carbon atoms, or a phenyl carbonyl radical, with the proviso that the carbon content of the sum of R.sup.5 and R.sup.6 not exceed 14 carbon atoms;
• a carbamoyl radical of the formula -CON(R.sup.5).sub.2 wherein each R.sup.5 can be the same or different and is as described previously;
• an alkylsulfonyl radical having 1 to about 8 carbon atoms;
• an alkylsulfonyl radical having 1 to about 6 carbon atoms substituted with hydroxy, phenyl, cyano, sulfamoyl, carboxy or sulfo;
• a phenylsulfonyl radical;
• a phenylsulfonyl radical substituted with hydroxy, sulfonyl, sulfamoyl, carboxy or sulfo;
• or D can represent a substituent having the formula ##SPC69##
• provided that the ##SPC70##
• substituent on the naphthalene nucleus of Formula I is replaced by an M group or the ##SPC71##
• substituent on the naphthalene nucleus of formula II is replaced by a Q group wherein Car, X, J, R, q and m are as described previously.
• E represents a hydrogen atom, a halogen atom, a nitro radical, a cyano radical or a trifluoromethyl radical;
• M represents a hydrogen atom, a carboxy radical, a carboxylic acid ester having the formula -COOR.sup.4 wherein R.sup.4 is as described previously, a sulfo radical, 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 R.sup.5 and R.sup.6 are as described previously, an alkylsulfonyl radical having 1 to about 8 carbon atoms;
• an alkylsulfonyl radical having 1 to about 6 carbon atoms substituted with cyano or hydroxy;
• a phenylsulfonyl radical or a phenylsulfonyl radical substituted with sulfamoyl, carboxy, fluorosulfonyl or methoxy;
• with the proviso that there be no more than one sulfo radical and no more than one carboxy radical present in said compound.