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US 4,287,292 AGranted
Photographic products and processes employing novel nondiffusible 6-arylazo-3-pyridinol magenta dye-releasing compounds and precursors thereof
AssigneeEastman Kodak Company
InventorsDerek D. Chapman, James A. Reczek
Life of this patent
Estimating the term…
Abstract
Photographic elements, diffusion transfer assemblages and processes are described which employ a novel nondiffusible compound having a releasable 6-arylazo-3-pyridinol magenta dye moiety or precursor thereof having the formula: ##STR1## wherein: (a) R represents hydroxy or amino; (b) R.sup.1 represents hydrogen, a hydrolyzable moiety or CAR; (c) G represents carboxy; a hydrolyzable ester or a sulfamoyl group; (d) CAR represents a ballasted carrier moiety capable of releasing the diffusible 6-arylazo-3-pyridinol dye moiety or precursor thereof under alkaline conditions; and (e) n is 0, 1 or 2, with the proviso that when n is 0, then R.sup.1 is CAR.
Claims31
In a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer, said emulsion layer having associated therewith a dye image-providing material, the improvement wherein said dye image-providing material is a nondiffusible compound having a releasable 6-arylazo-3-pyridinol magenta dye moiety or precursor thereof, said compound having the formula:
- ##STR37## wherein:
- (a) R represents hydroxy or amino;
- (b) R.sup.1 represents hydrogen, a hydrolyzable moiety or CAR;
- (c) G represents carboxy;
- a hydrolyzable ester group having the formula COOR.sup.2, wherein R.sup.2 is an alkyl or substituted alkyl group having 1 to about 8 carbon atoms or an aryl or substituted aryl group having 6 to about 10 carbon atoms;
- or a sulfamoyl group having the formula SO.sub.2 NHR.sup.3 wherein R.sup.3 represents hydrogen, alkyl or substituted alkyl having 1 to about 8 carbon atoms, aryl or substituted aryl having 6 to about 10 carbon atoms, or an acyl group having 1 to about 8 carbon atoms;
- (d) CAR represents a ballasted carrier moiety capable of releasing said diffusible 6-arylazo-3-pyridinol magenta dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions;
- and
- (e) n is 0, 1 or 2, with the proviso that when n is 0, then R.sup.1 is CAR;
- and wherein the phenyl ring illustrated above may not be substituted with a nitro group.
7 more elements
In a photographic assemblage comprising:
- (a) a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material;
- and
- (b) a dye image-receiving layer;
- the improvement wherein said dye image-providing material is a nondiffusible compound having a releasable 6-arylazo-3-pyridinol magenta dye moiety or precursor thereof, said compound having the formula ##STR47## wherein:
- (a) R represents hydroxy or amino;
- (b) R.sup.1 represents hydrogen, a hydrolyzable moiety or CAR;
- (c) G represents carboxy;
- a hydrolyzable ester group having the formula COOR.sup.2, wherein R.sup.2 is an alkyl or substituted alkyl group having 1 to about 8 carbon atoms or an aryl or substituted aryl group having 6 to about 10 carbon atoms;
- or a sulfamoyl group having the formula SO.sub.2 NHR.sup.3 wherein R.sup.3 represents hydrogen, alkyl or substituted alkyl having 1 to about 8 carbon atoms, aryl or substituted aryl having 6 to about 10 carbon atoms, or an acyl group having 1 to about 8 carbon atoms;
- (d) CAR represents a ballasted carrier moiety capable of releasing said diffusible 6-arylazo-3-pyridinol magenta dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions;
- and
- (e) n is 0, 1 or 2, with the proviso that when n is 0, then R.sup.1 is CAR;
- and wherein the phenyl ring illustrated above may not be substituted with a nitro group.
10 more elements
In a photographic assemblage comprising:
- (a) a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a dye image-providing material;
- (b) a dye image-receiving layer;
- and
- (c) an alkaline processing composition and means for discharging same within said assemblage;
- said assemblage containing a silver halide developing agent;
- the improvement wherein said dye image-providing material is a nondiffusible compound having a releasable 6-arylazo-3-pyridinol magenta dye moiety or precursor thereof, said compound having the formula:
- ##STR48## wherein:
- (a) R represents hydroxy or amino;
- (b) R.sup.1 represents hydrogen, a hydrolyzable moiety or CAR;
- (c) G represents carboxy;
- a hydrolyzable ester group having the formula COOR.sup.2, wherein R.sup.2 is an alkyl or substituted alkyl group having 1 to about 8 carbon atoms or an aryl or substituted aryl group having 6 to about 10 carbon atoms;
- or a sulfamoyl group having the formula SO.sub.2 NHR.sup.3 wherein R.sup.3 represents hydrogen, alkyl or substituted alkyl having 1 to about 8 carbon atoms, aryl or substituted aryl having 6 to about 10 carbon atoms, or an acyl group having 1 to about 8 carbon atoms;
- (d) CAR represents a ballasted carrier moiety capable of releasing said diffusible 6-arylazo-3-pyridinol magenta dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions;
- and
- (e) n is 0, 1 or 2, with the proviso that when n is 0, then R.sup.1 is CAR;
- and wherein the phenyl ring illustrated above may not be substituted with a nitro group.
13 more elements
In an integral photographic assemblage comprising:
- (a) a photosensitive element comprising a transparent support having thereon the following layers in sequence:
- a dye image-receiving layer, an alkaline solution-permeable, light-reflective layer, an alkaline solution-permeable, opaque layer, a red-sensitive silver halide emulsion layer having a ballasted cyan dye releaser associated therewith, a green-sensitive silver halide emulsion layer having a ballasted magenta dye releaser associated therewith, and a blue-sensitive silver halide emulsion layer having a ballasted yellow dye releaser associated therewith;
- (b) a transparent sheet superposed over said blue-sensitive silver halide emulsion layer and comprising a transparent support having thereon, in sequence, a neutralizing layer and a timing layer;
- and
- (c) a rupturable container containing an alkaline processing composition and an opacifying agent which is so positioned during processing of said assemblage that compressive force applied to said container will effect a discharge of the container's contents between said transparent sheet and said blue-sensitive silver halide emulsion layer;
- said assemblage containining a silver halide developing agent;
- the improvement wherein said ballasted magenta dye releaser is a nondiffusible compound having a releasable 6-arylazo-3-pyridinol magenta dye moiety or precursor thereof, said compound having the formula:
- ##STR49## wherein:
- (a) R represents hydroxy or amino;
- (b) R.sup.1 represents hydrogen, a hydrolyzable moiety or CAR;
- (c) G represents carboxy;
- a hydrolyzable ester group having the formula COOR.sup.2, wherein R.sup.2 is an alkyl or substituted alkyl group having 1 to about 8 carbon atoms or an aryl or substituted aryl group having 6 to about 10 carbon atoms;
- or a sulfamoyl group having the formula SO.sub.2 NHR.sup.3 wherein R.sup.3 represents hydrogen, alkyl or substituted alkyl having 1 to about 8 carbon atoms, aryl or substituted aryl having 6 to about 10 carbon atoms, or an acyl group having 1 to about 8 carbon atoms;
- (d) CAR represents a ballasted carrier moiety capable of releasing said diffusible 6-arylazo-3-pyridinol magenta dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions;
- and
- (e) n is 0, 1 or 2, with the proviso that when n is 0, then R.sup.1 is CAR;
- and wherein the phenyl ring illustrated above may not be substituted with a nitro group.
14 more elements
A process for producing a photographic transfer image in color in an imagewise-exposed photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer, said emulsion layer having associated therewith a nondiffusible compound having a releasable 6-arylazo-3-pyridinol magenta dye moiety or precursor thereof, said compound having the formula:
- ##STR50## wherein:
- (a) R represents hydroxy or amino;
- (b) R.sup.1 represents hydrogen, a hydrolyzable moiety or CAR;
- (c) G represents carboxy;
- a hydrolyzable ester group having the formula COOR.sup.2, wherein R.sup.2 is an alkyl or substituted alkyl group having 1 to about 8 carbon atoms or an aryl or substituted aryl group having 6 to about 10 carbon atoms;
- or a sulfamoyl group having the formula SO.sub.2 NHR.sup.3 wherein R.sup.3 represents hydrogen, alkyl or substituted alkyl having 1 to about 8 carbon atoms, aryl or substituted aryl having 6 to about 10 carbon atoms, or an acyl group having 1 to about 8 carbon atoms;
- (d) CAR represents a ballasted carrier moiety capable of releasing said diffusible 6-arylazo-3-pyridinol magenta dye moiety or precursor thereof as a function of development of said silver halide emulsion layer under alkaline conditions;
- and
- (e) n is 0, 1 or 2, with the proviso that when n is 0, then R.sup.1 is CAR;
- and wherein the phenyl ring illustrated above may not be substituted with a nitro group;
- said process comprising:
- (a) treating said photographic element with an alkaline processing composition in the presence of a silver halide developing agent to effect development of each of the exposed silver halide emulsion layers;
- (b) said dye-releasing compound then releasing said diffusible 6-arylazo-3-pyridinol magenta dye or precursor thereof imagewise as a function of said development of each of said silver halide emulsion layers;
- (c) at least a portion of said imagewise distribution of said 6-arylazo-3-pyridinol magenta dye or precursor thereof diffusing to a dye image-receiving layer;
- and
- (d) contacting said imagewise distribution of said 6-arylazo-3-pyridinol magenta dye or precursor thereof with metal ions, thereby forming a metal-complexed, 6-arylazo-3-pyridinol dye transfer image.
13 more elements
Dependencies are inferred from the claim text.