Photographic products and processes employing novel nondiffusible pyridylazonaphthol dye-releasing compounds

Claim 2

A nondiffusible compound having a releasable 4-alkoxy-2-(5-nitro-2-pyridylazo)-1-naphthol dye moiety, said compound containing a ballasted carrier moiety which is capable of releasing said diffusible azo dye under alkaline conditions, the alkyl of said alkoxy group being an alkyl or substituted alkyl group of 1 to about 8 carbon atoms.

Claim 3

The compound of claim 1 which has the formula: ##STR22## wherein: G is a hydroxy group, a salt thereof, or a hydrolyzable precursor thereof; or a group which together with ##STR23## is CAR, said CAR being attached to the naphthalene group through the oxygen of said ##STR24## group; R is an alkyl or substituted alkyl group of 1 to about 8 carbon atoms or CAR; Car represents said ballasted carrier moiety; and t is 1, except when R is CAR or when G is a group which together with ##STR25## is CAR, in which case t is 0.

Claim 4

The compound of claim 2 wherein t is 0, R is CAR and G is OH.

Claim 5

The compound of claim 2 wherein G is hydroxy; or an acyloxy group having the formula --OCOR 1 , --OCOOR 1 , or --OCON(R 1 ) 2 , wherein R 1 is an alkyl group having 1 to about 8 carbon atoms or an aryl group having 6 to about 12 carbon atoms; or a group which together with ##STR26## is CAR, said CAR group being attached to the naphthalene group through the oxygen of said ##STR27## group.

Claim 6

The compound of claim 2 wherein said CAR is a group having the formula: (Ballast-Carrier-Link)-- 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) Carrier is an oxidiable acyclic, carbocyclic or heterocyclic moiety; and (c) Link represents a group which upon oxidation of said carrier moiety is capable of being hydrolytically cleaved to release said diffusible azo dye.

Claim 7

The compound of claim 5 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 8

The compound of claim 2 wherein said 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 2 or NHR 3 wherein R 2 is hydrogen or a hydrolyzable moiety and R 3 is hydrogen or a substituted or unsubstituted alkyl group 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; (d) j is a positive integer of 1 to 2 and is 2 when D is OR 2 or when R 3 is hydrogen or an alkyl group of less than 8 carbon atoms; and (e) L is a linking group which is [X--(NR 4 --J) q ] m -- or X--J--NR 4 -- wherein: (i) X represents a bivalent linking group of the formula --R 5 --L' n --R 5 p -- where each R 5 can be the same or different and each represents an alkylene radical having 1 to about 8 carbon atoms; a phenylene radical; or a substituted phenylene radical having 6 to about 9 carbon atoms; (ii) L' represents a bivalent radical selected from oxy, carbonyl, carboxamido, carbamoyl, sulfonamido, ureylene, sulfamoyl, sulfinyl or sulfonyl; (iii) n is an integer of 0 or 1; (iv) 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 5 radicals does not exceed 14 carbon atoms; (v) R 4 represents a hydrogen atom, or an alkyl radical having 1 to about 6 carbon atoms; (vi) J represents a bivalent radical selected from sulfonyl or carbonyl; (vii) q represents an integer of 0 or 1; and (viii) m represents an integer of 0, 1 and 2.

Claim 9

The compound of claim 7 wherein D is OH, j is 2, Y is a naphthalene nucleus, G is OH, t is 0 and R is CAR.

Claim 10

The compound of claim 2 wherein said CAR is capable of releasing said diffusible azo dye as an inverse function of development of a silver halide emulsion layer under alkaline conditions.

Claim 11

The compound of claim 9 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 an alkyl radical having 1 to about 40 carbon atoms or an aryl radical having 6 to about 40 carbon atoms; and k is a positive integer of 1 to 2 and is 2 when R 6 is a radical of less than 8 carbon atoms.

Claim 12

The compound of claim 9 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 an alkyl radical having 1 to about 4 carbon atoms.

Claim 13

The compound of claim 9 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 an alkyl radical having 1 to about 4 carbon atoms.

Claim 14

The compound of claim 9 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 an alkyl radical having 1 to about 40 carbon atoms or an aryl radical having 6 to about 40 carbon atoms; k is a positive integer of 1 to 2 and is 2 when R 6 is a radical of less than 8 carbon atoms; and K is OH or a hydrolyzable precursor thereof.

Claim 15

The compound of claim 1 which has the formula: ##STR33##

Claim 16

The compound of claim 1 which has the formula: ##STR34##

Claim 17

A coordination complex of a polyvalent metal ion and a compound having the following formula: ##STR35## wherein: R 8 is an alkyl or substituted alkyl group of 1 to about 8 carbon atoms.

Claim 18

A coordination complex of a polyvalent metal ion and a compound having the following formula: ##STR35## wherein: R 8 is an alkyl or substituted alkyl group of 1 to about 8 carbon atoms.

Claim 19

The complex of claim 16 wherein the metal ion is nickel (II), copper (II), zinc (II), platinum (II), palladium (II) or cobalt (II).

Claim 20

A photographic element comprising a support having thereon a coordination complex of a polyvalent metal ion and a compound having the following formula: ##STR36## wherein: R 8 is an alkyl or substituted alkyl group of 1 to about 8 carbon atoms.

Claim 21

A photographic element comprising a support having thereon a coordination complex of a polyvalent metal ion and a compound having the following formula: ##STR36## wherein: R 8 is an alkyl or substituted alkyl group of 1 to about 8 carbon atoms.

Claim 22

The photographic element of claim 18 wherein the metal ion is nickel (II), copper (II), zinc (II), platinum (II), palladium (II) or cobalt (II).