Nondiffusible 6-arylazo-2-amino-3-pyridinol dye-releasing compounds

Claim 2

A nondiffusible compound having a releasable 6-arylazo-2-amino-3-pyridinol dye moiety or precursor thereof, said compound containing in the ortho position of the arylazo moiety a ballasted carrier moiety attached thereto either through a sulfonamido linking group or through the oxygen of a ##STR24## which said ballasted carrier moiety contains, and wherein said ballasted carrier moiety will release said diffusible 6-arylazo-2-amino-3-pyridinol dye or precursor thereof under alkaline conditions.

Claim 3

The compound of claim 1 which has the formula: ##STR25## wherein: (a) X represents a bivalent linking group of the formula --R 1 --L n --R 1 p -- where each R 1 can be the same or different and each represents alkylene having 1 to about 8 carbon atoms; phenylene; or substituted phenylene having 6 to about 9 carbon atoms; (b) L represents a bivalent radical selected from oxy, imino, carbonyl, carboxamido, carbamoyl, sulfonamido, ureylene, sulfamoyl, sulfinyl or sulfonyl; (c) n is an integer of 0 or 1; (d) 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 1 radicals does not exceed 14 carbon atoms; (e) R represents hydrogen, hydrolyzable acyl having the formula --COR 3 or --COOR 3 , wherein R 3 is alkyl or substituted alkyl having 1 to about 4 carbon atoms or aryl or substituted aryl having 6 to about 8 carbon atoms, or hydrolyzable alkanesulfonyl having 1 to about 4 carbon atoms; (f) each R 2 represents hydrogen, alkyl or substituted alkyl having 1 to about 6 carbon atoms or aryl or substituted aryl having 6 to about 8 carbon atoms; (g) CAR represents said ballasted carrier moiety; (h) t is an integer of 0 or 1, with the proviso that when t is 0 then CAR contains a ##STR26## and is attached to the phenyl group through the oxygen of said ##STR27## and (i) G represents hydroxy or a precursor thereof.

Claim 4

The compound of claim 2 wherein the phenyl group is substituted with a nitro group para to the azo linkage and each R 2 is H.

Claim 5

The compound of claim 2 wherein CAR is a group having the formula: (Ballast-Carrier)-- wherein: (a) Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during development in an alkaline processing composition; and (b) Carrier is an oxidizable acyclic, carbocyclic or heterocyclic moiety.

Claim 6

The compound of claim 4 wherein the Carrier moiety contains atoms according to the following configuration: a (--C═C).sub.b -- wherein: b is a positive integer of 1 to 2; and a represents the radicals OH, SH, NH--, or hydrolyzable precursors thereof.

Claim 7

The compound of claim 2 wherein CAR is a group having the formula: ##STR28## wherein: (a) Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during development in an alkaline processing composition; (b) D is OR 4 or NHR 5 wherein R 4 is hydrogen or a hydrolyzable moiety and R 5 is hydrogen or substituted or unsubstituted alkyl of 1 to 22 carbon atoms; (c) Y represents the atoms necessary to complete a benzene nucleus, a naphthalene nucleus, or a 5 to 7 membered heterocyclic ring; and (d) j is a positive integer of 1 to 2 and is 2 when D is OR 4 or when R 5 is hydrogen or alkyl of less than 8 carbon atoms.

Claim 8

The compound of claim 6 wherein D is OH, j is 2, Y is a naphthalene nucleus, R is H, each R 2 is H, X is phenylene, and the phenyl group is substituted with a nitro group para to the azo linkage.

Claim 9

The compound of claim 2 wherein said CAR will release said diffusible 6-arylazo-2-amino-3-pyridinol dye or precursor thereof as an inverse function of development of a silver halide emulsion layer under alkaline conditions.

Claim 10

The compound of claim 8 wherein said CAR is a group having the formula: ##STR29## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during said development in an alkaline processing composition; W 1 represents at least the atoms necessary to complete a quinone nucleus; r is a positive integer of 1 or 2; R 6 is alkyl having 1 to about 40 carbon atoms or aryl having 6 to about 40 carbon atoms; and k is a positive integer of 1 to 2 and is 2 when R 6 has less than 8 carbon atoms.

Claim 11

The compound of claim 8 wherein said CAR is a group having the formula: ##STR30## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during said development in an alkaline processing composition; W 2 represents at least the atoms necessary to complete a benzene nucleus; and R 7 is alkyl having 1 to about 4 carbon atoms.

Claim 12

The compound of claim 8 wherein said CAR is a group having the formula: ##STR31## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during said development in an alkaline processing composition; W 2 represents at least the atoms necessary to complete a benzene nucleus; and R 7 is alkyl having 1 to about 4 carbon atoms.

Claim 13

The compound of claim 8 wherein said CAR is a group having the formula: ##STR32## wherein: Ballast is an organic ballasting radical of such molecular size and configuration as to render said compound nondiffusible in a photographic element during said development in an alkaline processing composition; W 2 represents at least the atoms necessary to complete a benzene nucleus; r is a positive integer of 1 or 2; R 6 is alkyl having 1 to about 40 carbon atoms or aryl having 6 to about 40 carbon atoms; k is a positive integer of 1 to 2 and is 2 when R 6 has less than 8 carbon atoms; and K is OH or a hydrolyzable precursor thereof.

Claim 14

The compound of claim 1 wherein said dye-releasing compound is: ##STR33##

Claim 15

The compound of claim 1 wherein said dye-releasing compound is: ##STR34##