Sulfonamido dye releasing compounds in photographic elements

Claim 2

In a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye-releasing compound, said compound comprising a benzene nucleus containing the necessary substituents to provide a phenol group, a naphthol group or an aniline group, said compound having a ballast group which renders said compound nondiffusible during development in an alkaline processing composition, said compound having a dye or dye-precursor moiety attached to said benzene nucleus through a sulfonamido linkage, said ballast group being a separate and distinct moiety from said dye or dye-precursor moiety, the improvement wherein said sulfonamido linkage is a cleavable linkage that is oxidizable to a sulfonimide linkage so that the diffusible moiety: .sup.⊖ HN--SO.sub.2 --Col, wherein Col is a dye or dye-precursor, is released upon alkaline hydrolysis of the resulting oxidized compound.

Claim 3

The element of claim 1 wherein said dye-releasing compound is a sulfonamidonaphthol.

Claim 4

The element of claim 1 wherein said Col is an azo dye.

Claim 5

In a photographic element comprising a support having thereon a red-sensitive silver halide emulsion layer having associated therewith cyan dye-releasing compound, a green-sensitive silver halide emulsion layer having associated therewith magenta dye-releasing compound, and a blue-sensitive silver halide emulsion layer having associated therewith yellow dye-releasing compound, each of said dye-releasing compounds comprising a benzene nucleus containing the necessary substituents to provide a phenol group, a naphthol group or an aniline group, each of said dye-releasing compounds having a ballast group which renders said compound nondiffusible during development in an alkaline processing composition, each of said dye-releasing compounds having a dye or dye-precursor moiety attached to said benzene nucleus through a sulfonamido linkage, said ballast group being a separate and distinct moiety from said dye or dye-precursor moiety, the improvement wherein said sulfonamido linkage is a cleavable linkage that is oxidizable to a sulfonimide linkage so that the diffusible moiety: .sup.⊖ HN--SO.sub.2 --Col, wherein Col is a dye or dye-precursor, is released upon alkaline hydrolysis of the resulting oxidized compound.

Claim 6

In a photographic element comprising a support having thereon a red-sensitive silver halide emulsion layer having associated therewith cyan dye-releasing compound, a green-sensitive silver halide emulsion layer having associated therewith magenta dye-releasing compound, and a blue-sensitive silver halide emulsion layer having associated therewith yellow dye-releasing compound, each of said dye-releasing compounds comprising a benzene nucleus containing the necessary substituents to provide a phenol group, a naphthol group or an aniline group, each of said dye-releasing compounds having a ballast group which renders said compound nondiffusible during development in an alkaline processing composition, each of said dye-releasing compounds having a dye or dye-precursor moiety attached to said benzene nucleus through a sulfonamido linkage, said ballast group being a separate and distinct moiety from said dye or dye-precursor moiety, the improvement wherein said sulfonamido linkage is a cleavable linkage that is oxidizable to a sulfonimide linkage so that the diffusible moiety: .sup.⊖ HN--SO.sub.2 --Col, wherein Col is a dye or dye-precursor, is released upon alkaline hydrolysis of the resulting oxidized compound.

Claim 7

In a process for producing a photographic image in color, comprising: (a) imagewise-exposing a photographic element comprising a support having thereon a red-sensitive silver halide emulsion layer having associated therewith cyan dye-releasing compound, a green-sensitive silver halide emulsion layer having associated therewith magenta dye-releasing compound, and a blue-sensitive silver halide emulsion layer having associated therewith yellow dye-releasing compound, each of said dye-releasing compounds comprising a benzene nucleus containing the necessary substituents to provide a phenol group, a naphthol group or an aniline group, each of said dye-releasing compounds having a ballast group which renders said compound nondiffusible during development in an alkaline processing composition, each of said dye-releasing compounds having a dye or dye-precursor moiety attached to said benzene nucleus through a sulfonamido linkage, said ballast group being a separate and distinct moiety from said dye or dye-precursor moiety; and (b) treating said photographic element with an alkaline processing composition in the presence of a silver halide developing agent to effect development of said exposed silver halide emulsion layers, thereby forming in the respective layers an imagewise pattern of oxidized developing agent; the improvement wherein said sulfonamido linkage is a cleavable linkage that is oxidizable to a sulfonimide linkage so that the diffusible moiety: .sup.⊖ HN--SO.sub.2 --Col, wherein Col is a dye or dye-precursor, is released upon alkaline hydrolysis of the resulting oxidized compound; (i) said imagewise patterns of oxidized developing agent causing imagewise cross-oxidation of said dye-releasing compounds to oxidize said sulfonamido linkage to said sulfonimide linkage; (ii) said imagewise-oxidized dye-releasing compounds then cleaving as a result of alkaline hydrolysis at said sulfonimide linkage to provide an .sup.⊖ HN--SO 2 -- solubilizing group on said Col, thereby releasing said diffusible moiety .sup.⊖ HN--SO 2 --Col in imagewise distribution; and (iii) at least a portion of said imagewise distribution of said diffusible moiety diffusing out of said element.

Claim 8

In a process for producing a photographic image in color, comprising: (a) imagewise-exposing a photographic element comprising a support having thereon a red-sensitive silver halide emulsion layer having associated therewith cyan dye-releasing compound, a green-sensitive silver halide emulsion layer having associated therewith magenta dye-releasing compound, and a blue-sensitive silver halide emulsion layer having associated therewith yellow dye-releasing compound, each of said dye-releasing compounds comprising a benzene nucleus containing the necessary substituents to provide a phenol group, a naphthol group or an aniline group, each of said dye-releasing compounds having a ballast group which renders said compound nondiffusible during development in an alkaline processing composition, each of said dye-releasing compounds having a dye or dye-precursor moiety attached to said benzene nucleus through a sulfonamido linkage, said ballast group being a separate and distinct moiety from said dye or dye-precursor moiety; and (b) treating said photographic element with an alkaline processing composition in the presence of a silver halide developing agent to effect development of said exposed silver halide emulsion layers, thereby forming in the respective layers an imagewise pattern of oxidized developing agent; the improvement wherein said sulfonamido linkage is a cleavable linkage that is oxidizable to a sulfonimide linkage so that the diffusible moiety: .sup.⊖ HN--SO.sub.2 --Col, wherein Col is a dye or dye-precursor, is released upon alkaline hydrolysis of the resulting oxidized compound; (i) said imagewise patterns of oxidized developing agent causing imagewise cross-oxidation of said dye-releasing compounds to oxidize said sulfonamido linkage to said sulfonimide linkage; (ii) said imagewise-oxidized dye-releasing compounds then cleaving as a result of alkaline hydrolysis at said sulfonimide linkage to provide an .sup.⊖ HN--SO 2 -- solubilizing group on said Col, thereby releasing said diffusible moiety .sup.⊖ HN--SO 2 --Col in imagewise distribution; and (iii) at least a portion of said imagewise distribution of said diffusible moiety diffusing out of said element.

Claim 9

In a process for producing a photographic transfer image in a dye image-receiving layer comprising: (a) imagewise-exposing a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye-releasing compound, said compound comprising a benzene nucleus containing the necessary substituents to provide a phenol group, a naphthol group or an aniline group, said compound having a ballast group which renders said compound nondiffusible during development in an alkaline processing composition, said compound having a dye or dye-precursor moiety attached to said benzene nucleus through a sulfonamido linkage, said ballast group being a separate and distinct moiety from said dye or dye-precursor moiety; and (b) treating said photographic element with an alkaline processing composition in the presence of a silver halide developing agent to effect development of said exposed silver halide emulsion, thereby forming an imagewise pattern of oxidized developing agent; the improvement wherein said sulfonamido linkage is a cleavable linkage that is oxidizable to a sulfonimide linkage so that the diffusible moiety: .sup.⊖ NH--SO.sub.2 --Col, wherein Col is a dye or dye-precursor, is released upon alkaline hydrolysis of the resulting oxidized compound; (i) said imagewise pattern of oxidized developing agent thus causing imagewise cross-oxidation of said dye-releasing compound to oxidize said sulfonamido cleavage linkage to said sulfonimide linkage; (ii) said imagewise-oxidized dye-releasing compound then cleaving as a result of alkaline hydrolysis at said sulfonimide linkage to provide an .sup.⊖ HN--SO 2 --solubilizing group on said Col, thereby releasing said diffusible moiety .sup.⊖ HN--SO 2 --Col in imagewise distribution; and (iii) at least a portion of said imagewise distribution of diffusible .sup.⊖ HN--SO 2 --Col then diffusing to said dye image-receiving layer to provide said transfer image.

Claim 10

In a process for producing a photographic transfer image in a dye image-receiving layer comprising: (a) imagewise-exposing a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye-releasing compound, said compound comprising a benzene nucleus containing the necessary substituents to provide a phenol group, a naphthol group or an aniline group, said compound having a ballast group which renders said compound nondiffusible during development in an alkaline processing composition, said compound having a dye or dye-precursor moiety attached to said benzene nucleus through a sulfonamido linkage, said ballast group being a separate and distinct moiety from said dye or dye-precursor moiety; and (b) treating said photographic element with an alkaline processing composition in the presence of a silver halide developing agent to effect development of said exposed silver halide emulsion, thereby forming an imagewise pattern of oxidized developing agent; the improvement wherein said sulfonamido linkage is a cleavable linkage that is oxidizable to a sulfonimide linkage so that the diffusible moiety: .sup.⊖ NH--SO.sub.2 --Col, wherein Col is a dye or dye-precursor, is released upon alkaline hydrolysis of the resulting oxidized compound; (i) said imagewise pattern of oxidized developing agent thus causing imagewise cross-oxidation of said dye-releasing compound to oxidize said sulfonamido cleavage linkage to said sulfonimide linkage; (ii) said imagewise-oxidized dye-releasing compound then cleaving as a result of alkaline hydrolysis at said sulfonimide linkage to provide an .sup.⊖ HN--SO 2 --solubilizing group on said Col, thereby releasing said diffusible moiety .sup.⊖ HN--SO 2 --Col in imagewise distribution; and (iii) at least a portion of said imagewise distribution of diffusible .sup.⊖ HN--SO 2 --Col then diffusing to said dye image-receiving layer to provide said transfer image.

Claim 11

In a process for producing a photographic image in color comprising: (a) imagewise-exposing a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye-releasing compound, said compound comprising a benzene nucleus containing the necessary substituents to provide a phenol group, a naphthol group or an aniline group, said compound having a ballast group which renders said compound nondiffusible during development in an alkaline processing composition, said compound having a dye or dye-precursor moiety attached to said benzene nucleus through a sulfonamido linkage, said ballast group being a separate and distinct moiety from said dye or dye-precursor moiety; and (b) treating said photographic element with an alkaline processing composition in the presence of a silver halide developing agent to effect development of said exposed silver halide emulsion, thereby forming an imagewise pattern of oxidized developing agent; the improvement wherein said sulfonamido linkage is a cleavable linkage that is oxidizable to a sulfonimide linkage so that the diffusible moiety: .sup.⊖ HN--SO.sub.2 --Col, wherein Col is a dye or dye-precursor, is released upon alkaline hydrolysis of the resulting oxidized compound; (i) said imagewise pattern of oxidized developing agent thus causing imagewise cross-oxidation of said dye-releasing compound to oxidize said sulfonamido cleavage linkage to said sulfonimide linkage; (ii) said imagewise-oxidized dye-releasing compound then cleaving as a result of alkaline hydrolysis at said sulfonimide linkage to provide an .sup.⊖ HN--SO 2 --solubilizing group on said Col, thereby releasing said diffusible moiety .sup.⊖ HN--SO 2 --Col in imagewise distribution; and (iii) at least a portion of said imagewise distribution of diffusible .sup.⊖ HN--SO 2 --Col then diffusing out of said element.

Claim 12

In a process for producing a photographic image in color comprising: (a) imagewise-exposing a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye-releasing compound, said compound comprising a benzene nucleus containing the necessary substituents to provide a phenol group, a naphthol group or an aniline group, said compound having a ballast group which renders said compound nondiffusible during development in an alkaline processing composition, said compound having a dye or dye-precursor moiety attached to said benzene nucleus through a sulfonamido linkage, said ballast group being a separate and distinct moiety from said dye or dye-precursor moiety; and (b) treating said photographic element with an alkaline processing composition in the presence of a silver halide developing agent to effect development of said exposed silver halide emulsion, thereby forming an imagewise pattern of oxidized developing agent; the improvement wherein said sulfonamido linkage is a cleavable linkage that is oxidizable to a sulfonimide linkage so that the diffusible moiety: .sup.⊖ HN--SO.sub.2 --Col, wherein Col is a dye or dye-precursor, is released upon alkaline hydrolysis of the resulting oxidized compound; (i) said imagewise pattern of oxidized developing agent thus causing imagewise cross-oxidation of said dye-releasing compound to oxidize said sulfonamido cleavage linkage to said sulfonimide linkage; (ii) said imagewise-oxidized dye-releasing compound then cleaving as a result of alkaline hydrolysis at said sulfonimide linkage to provide an .sup.⊖ HN--SO 2 --solubilizing group on said Col, thereby releasing said diffusible moiety .sup.⊖ HN--SO 2 --Col in imagewise distribution; and (iii) at least a portion of said imagewise distribution of diffusible .sup.⊖ HN--SO 2 --Col then diffusing out of said element.

Claim 13

The process of claim 7 wherein said dye-releasing compound is a sulfonamidonaphthol.

Claim 14

The process of claim 7 wherein said Col is an azo dye.