Identified Dye Image Forming Compound Other Than Colorless Color Developer Or Dye Mordant Containing Or Identified Organic Solvent For An Incorporated Ingredient Patents (Class 430/222)
  • Patent number: 4554243
    Abstract: A silver halide photographic light-sensitive material is described which comprises a support having thereon a light-sensitive silver halide emulsion layer, wherein the photographic light-sensitive material therein contains a blocked photographic agent capable of releasing a photographically useful agent and the blocked photographic agent has a carbonyl group or thiocarbonyl group to which a hydrogen atom or a carbon atom is directly bonded and is substituted with a photographically useful group which is capable of being released upon an intramolecular nucleophilic attack by the oxygen atom in the carbonyl group or the sulfur atom in the thiocarbonyl group.The precursor of photographic agent is completely stable during storage prior to use of the photographic light-sensitive material, and releases a photographic agent at a desired time upon the processing of the photographic light-sensitive material. The precursor also exhibits its function to a substantial degree in a relatively low pH range.
    Type: Grant
    Filed: May 25, 1984
    Date of Patent: November 19, 1985
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Mitsunori Ono, Isamu Itoh
  • Patent number: 4548888
    Abstract: Photographic elements, diffusion transfer assemblages, coordination complexes and processes are described which employ a novel nondiffusible hydrazone compound capable of releasing at least one diffusible yellow dye or dye precursor thereof having the formula: ##STR1## wherein: (a) Z.sup.1 and Z.sup.2 each independently represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic ring;(b) CAR represents a ballasted carrier moiety capable of releasing the diffusible yellow dye moiety or precursor thereof as a function of development;(c) R represents hydrogen, an alkyl or substituted alkyl group of from 1 to about 12 carbon atoms, an aryl or substituted aryl group of from about 6 to about 12 carbon atoms, a substituted or unsubstituted 5- or 6-membered aromatic heterocyclic ring, or CAR, and(d) n is 0, 1 or 2, with the proviso that when n is 0, then R is CAR.
    Type: Grant
    Filed: November 7, 1984
    Date of Patent: October 22, 1985
    Assignee: Eastman Kodak Company
    Inventor: Michael W. Crawley
  • Patent number: 4535051
    Abstract: Photographic products and processes for the imagewise generation of a dye from a color shifted dye precursor of a preformed image dye, said precursor having at least one ##STR1## group, wherein R is hydrogen, alkyl, provided that the .alpha.- carbon does not have a hydrogen atom attached thereto, aryl such as phenyl or substituted phenyl, e.g. p-nitrophenyl, or heterocyclic such as pyridine; R.sub.1 -R.sub.6 are hydrogen, alkyl, preferably having from 1 to 6 carbon atoms, or aryl; n is 0 or 1; and T is a moiety containing a thiazolidin-2-yl group which upon silver-assisted cleavage of said thiazolidin-2-yl group results in the formation of a ##STR2## group, which may be protonated under the reaction conditions, followed by cleavage of said ##STR3## which cleavage is anchimerically assisted or accelerated by said ##STR4## to provide after protonation, an ##STR5## group in a dye chromophore. In a preferred embodiment the precursor is a substantially colorless compound.
    Type: Grant
    Filed: August 27, 1984
    Date of Patent: August 13, 1985
    Assignee: Polaroid Corporation
    Inventors: Myron S. Simon, David P. Waller
  • Patent number: 4524124
    Abstract: Monoazo dyes corresponding to the following formula ##STR1## are suitable for use as light-stable cyan image dyes stable to reducing agents for the dye diffusion transfer process.In the above formula:Q represents the remainder of the molecule required to complete a fused benzene or thiophene ring, which contains additional electron acceptor groups, or to complete a fused pyridine, pyrimidine, pyridazine, pyrazine or thiazole ring;G represents --OH, acyloxy;R.sup.1 represents H or one or two identical or different radicals selected from the group consisting of halogen, acyl, acylamino and --CN;Y represents H, --OH, an amino group optionally substituted by alkyl or aryl, a cyclic amino group or a group of the formula --NH--SO.sub.2 --R.sup.2 ;R.sup.2 represents alkyl, aryl, an amino group optionally substituted twice by alkyl or a cyclic amino group;n=0, 1 or 2.
    Type: Grant
    Filed: June 18, 1984
    Date of Patent: June 18, 1985
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Peter Bergthaller, Rudolf Stolzenburg, Paul Marx, Rainer Hamprecht
  • Patent number: 4524123
    Abstract: Azo dyes corresponding to the formula (II): ##STR1## wherein G represents a group capable of forming a 5-membered chelate ring and R.sup.5 represents aryl or a thienyl group, combined with metal ions, in particular copper or nickel ions, to form stable azo dye-metal complexes which have advantageous spectral properties. They are therefore particularly suitable for the production of highly light-fast cyan images, e.g. by the Ink-Jet process, in which they may be used directly in the form of colored inks, or by the dye diffusion transfer process, in which they are released image-wise from corresponding dye-releasers in the course of development and transferred to a dye-absorbent layer.
    Type: Grant
    Filed: March 27, 1984
    Date of Patent: June 18, 1985
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Gunther Schenk, Peter Bergthaller, Holger Heidenreich, Gerhard Wolfrum
  • Patent number: 4524122
    Abstract: Photographic elements and diffusion transfer assemblages employing a nondiffusible compound capable of releasing at least one diffusible cyan dye moiety, and having the formula: ##STR1## wherein: (a) J represents SO.sub.2 or CO,(b) R represents a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms or a substituted or unsubstituted aryl group of from 6 to about 12 carbon atoms,(c) G represents a hydroxy group, a salt thereof, or a hydrolyzable precursor thereof,(d) CAR represents a ballasted carrier moiety, and(e) D.sup.1, D.sup.2, and D.sup.3 each independently represents H or one or more electron-withdrawing groups selected from --SO.sub.2 Y.sup.1, --CONY.sup.1 Y.sup.2, --Cl, --COY.sup.1, --C.tbd.N and --SO.sub.2 NY.sup.1 Y.sup.2, where Y.sup.1 and Y.sup.2 each independently represents hydrogen, a substituted or unsubstituted alkyl group of from 1 to about 10 carbon atoms or a substituted or unsubstituted aryl group of from 6 to about 12 carbon atoms.
    Type: Grant
    Filed: September 26, 1984
    Date of Patent: June 18, 1985
    Assignee: Eastman Kodak Company
    Inventors: Lynda D. Weber, Paul B. Merkel, Harold C. Warren, III
  • Patent number: 4521506
    Abstract: Azo dyes corresponding to the formula (I): ##STR1## wherein R.sup.1 represents a releasable group, R.sup.2 represents H, halogen or sulphonyl, R.sup.3 and R.sup.4 represent H or groups not capable of chelate formation, and Q represents a group for completing a phenyl or naphthyl group,combine with nickel ions to form stable azo dye-metal complexes which have advantageous spectral properties. They are therefore particularly suitable for the production of highly light-fast magenta images, e.g. by the ink jet process, in which they may be used directly in the form of colored inks, or by the dye diffusion transfer process, in which they are released imagewise from suitable dye-releasers in the course of development and transferred to a dye-receptive layer.
    Type: Grant
    Filed: June 5, 1984
    Date of Patent: June 4, 1985
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Rudolf Stolzenburg, Peter Bergthaller, Gerhard Wolfrum, Jurgen Strauss
  • Patent number: 4520095
    Abstract: A photographic light-sensitive element having at least one light-sensitive silver halide layer and a dye image forming non-diffusible material which, upon a redox reaction under alkaline conditions releases a diffusible cyan dye or precursor thereof wherein said material is ##STR1## wherein Car represents a carrier component having at least on Ball group as a part thereof which alone or together with other such groups in said Car renders said compound non-diffusible during development in alkaline processing solution, said Car being capable of releasing from said compound a diffusible dye or the precursor thereof as the result of a redox reaction under alkaline conditions:R represents a hydrogen atom or an alkyl group having from 1 to 3 carbon atoms;R.sup.1 is ##STR2## wherein R.sup.2 and R.sup.3 are independently selected from a hydrogen atom, or an alkyl, a cycloalkyl or an aryl group having from 1 to 30 carbon atoms, and R.sup.2 and R.sup.
    Type: Grant
    Filed: October 4, 1983
    Date of Patent: May 28, 1985
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Tatsuhiko Kobayashi, Satoru Ikeuchi, Kazumasa Watanabe, Shunji Suginaka
  • Patent number: 4517286
    Abstract: A color diffusion transfer process light-sensitive element is disclosed. The element is comprised of a support having coated thereon a light-sensitive silver halide emulsion layer which is associated with a dye image-providing compound. The dye image-providing compound is dispersed in a copresent state with a compound represented by the general formula (I): ##STR1## wherein the substituents within the general formula (I) are defined within the specification. The element has improved maximum image density and by utilizing the compound of the general formula (I) it is possible to obtain improved dispersion stability.
    Type: Grant
    Filed: December 2, 1983
    Date of Patent: May 14, 1985
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yasuhiro Noguchi, Masakazu Morigaki
  • Patent number: 4506001
    Abstract: A photographic recording material is disclosed. The material is comprised of a transparent support base and a number of layers positioned on that base. A dye ligand or a dye ligand-forming substance is positioned on the base and is associated with a light-sensitive silver halide emulsion. In addition, the material contains a mordant layer, an alkaline processing composition, and a means for releasing the composition throughout the photographic recording material in an integrated manner or as a different system. The mordant layer contains a coordination polymer composed of a ligand represented by a general formula (I) defined within the application and a metal ion. The invention makes it possible to immobilize a metal ion using inexpensive, easily available metal-chelatable ligands.
    Type: Grant
    Filed: April 3, 1984
    Date of Patent: March 19, 1985
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shinji Sakaguchi, Hisashi Okamura, Shigeru Nakamura
  • Patent number: 4493885
    Abstract: A color photographic element for the diffusion transfer process comprising a support having thereon at least one photosensitive silver halide emulsion layer, the silver halide emulsion layer having associated therewith a dye releasing redox compound or a dye releasing coupler and the dye releasing redox compound or the dye releasing coupler releasing a diffusible metal complex having coordinated therewith a dye or a dye precursor and a cyclic or straight or branched chain multidenate ligand by reaction with the oxidation product of a developing agent.
    Type: Grant
    Filed: May 10, 1983
    Date of Patent: January 15, 1985
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shinsaku Fujita, Yukio Maekawa, Shigetoshi Ono
  • Patent number: 4481277
    Abstract: This invention is concerned with producing color images of improved quality in photographic processes employing silver ion assisted cleavage reactions to provide a dye image by scavenging, i.e., rendering inert substantially all of the silver ion and/or soluble silver complex in the photographic system when image formation is substantially complete.
    Type: Grant
    Filed: February 2, 1983
    Date of Patent: November 6, 1984
    Assignee: Polaroid Corporation
    Inventor: William J. Pfingston
  • Patent number: 4469773
    Abstract: A coupler containing in the coupling position a carbamoyloxy group ##STR1## upon oxidative coupling, releases a carbamic acid fragment that, in turn, is capable of thermally releasing ammonia or an amine. Such a carbamoyloxy substituted coupler and carbamic acid fragment are useful in imaging such as in photothermography and thermography. Ammonia or an amine released from the carbamic acid fragment enables imaging in imaging materials that are responsive to ammonia or an amine. The carbamoyloxy substituted coupler also generally is a dye-forming coupler that reacts with the oxidized form of a color developing agent to form a dye. An image is produced in an exposed photothermographic material comprising the carbamoyloxy substituted coupler by thermal development. An image is produced in a thermographic material comprising the carbamoyloxy substituted coupler and a color developing agent by imagewise heating the thermographic material.
    Type: Grant
    Filed: June 15, 1983
    Date of Patent: September 4, 1984
    Assignee: Eastman Kodak Company
    Inventors: Anthony Adin, Csaba A. Kovacs, Delwyn E. Machiele
  • Patent number: 4468448
    Abstract: This invention relates to photographic processes and products for forming an image in dye from a colorless precursor of a preformed image dye which is substituted with a moiety comprising a 1,3-sulfur-nitrogen group that undergoes cleavage in the presence of silver ion and/or soluble silver complex, which moiety maintains said precursor in its colorless form at least until the 1,3-sulfur-nitrogen group undergoes cleavage imagewise to correspond to the imagewise distribution of silver ion and/or soluble silver complex made available as a function of development.
    Type: Grant
    Filed: June 2, 1983
    Date of Patent: August 28, 1984
    Assignee: Polaroid Corporation
    Inventor: Howard G. Rogers
  • Patent number: 4468451
    Abstract: This invention relates to photographic processes and products for forming an image in dye from a colorless precursor of a preformed image dye which is substituted with a moiety comprising a 1,3-sulfur-nitrogen group, said 1,3-sulfur-nitrogen group (a) being capable of undergoing cleavage in the presence of silver ion and/or soluble silver complex, and (b) possessing an amide substituent on the carbon atom in the 2-position that undergoes an intramolecularly accelerated cleavage reaction following the cleavage of said 1,3-sulfur-nitrogen group, which moiety maintains said precursor in its colorless form at least until the 1,3-sulfur-nitrogen group undergoes said cleavage. In a further embodiment, the cleavage of the amide substituent following the cleavage of the 1,3-sulfur-nitrogen group is used to provide an imagewise distribution of a photographically useful reagent, which reagent may be, for example, a photographically active reagent.
    Type: Grant
    Filed: June 2, 1983
    Date of Patent: August 28, 1984
    Assignee: Polaroid Corporation
    Inventor: James W. Foley
  • Patent number: 4468449
    Abstract: This invention relates to photographic processes and products for forming an image in dye from a colorless precursor of a preformed image dye which is substituted with a moiety containing a thiazolidinyl group, said thiazolidinyl group (a) being capable of undergoing cleavage imagewise in the presence of an imagewise distribution of silver ion and/or soluble silver complex and (b) possessing a substituent on the carbon atom in the 2-position that undergoes a .beta.-elimination reaction upon said imagewise cleavage, which moiety maintains the precursor in its colorless form at least until said thiazolidinyl group undergoes said cleavage. In a further embodiment, an imagewise distribution of a photographically useful reagent, which reagent may be, for example, a photographically active reagent, is released as a carbamic acid by a .beta.-elimination reaction following the cleavage of a thiazolidinyl group whereby said reagent is provided with a solubilizing group at least during the initial stages of processing.
    Type: Grant
    Filed: June 2, 1983
    Date of Patent: August 28, 1984
    Assignee: Polaroid Corporation
    Inventors: Roberta R. Arbree, James W. Foley, Frank A. Meneghini
  • Patent number: 4468450
    Abstract: This invention relates to photographic processes and products for forming an image in dye from a colorless precursor of a preformed image dye which is substituted with a moiety containing a thiazolidinyl group, said thiazolidinyl group (a) being capable of undergoing cleavage imagewise in the presence of an imagewise distribution of silver ion and/or soluble silver complex and (b) possessing a substituent on the carbon atom in the 2-position which upon cleavage of said thiazolidinyl group, undergoes a .beta.-elimination reaction followed by an intramolecularly accelerated nucleophilic displacement reaction, which moiety maintains the precursor in its colorless form at least until said thiazolidinyl group undergoes said cleavage. In a further embodiment, this sequence of reactions is used to release an imagewise distribution of a photographically useful reagent which reagent may be, for example, a photographically active reagent.
    Type: Grant
    Filed: June 2, 1983
    Date of Patent: August 28, 1984
    Assignee: Polaroid Corporation
    Inventors: Frank A. Meneghini, Paul S. Palumbo
  • Patent number: 4468452
    Abstract: A color diffusion transfer photographic element comprising a support having provided thereon a layer containing a dye-providing material associated with a light-sensitive silver halide emulsion, wherein said dye-providing material is a metal chelate compound represented by the following general formula (I) or (II): ##STR1## wherein M.sup.I represents a monovalent, divalent, or trivalent cation; X represents a monovalent, divalent, or trivalent anion; Z and Z.sup.2 each represents an aromatic carbon ring nucleus or heterocyclic ring nucleus having 5 to 7 carbon atoms; G represents a chelating group; Z.sup.1 represents an aromatic carbon ring nucleus or heterocyclic nucleus composed of 5 to 7 atoms; said nucleus having (a) a nitrogen atom, or (b) a carbon atom bonded to a chelating group at the position adjacent to the position bonded to the azo group; Z.sup.3 represents an electron attractive group; Z.sup.
    Type: Grant
    Filed: March 24, 1983
    Date of Patent: August 28, 1984
    Assignee: Fuji Photo Film Company, Limited
    Inventors: Shigeru Nakamura, Shigetoshi Ono, Seiji Suzuki, Hirohisa Suzuki
  • Patent number: 4458011
    Abstract: The present invention relates to compounds of the type comprising a ballasting group which renders said compounds substantially fast to diffusion in hydrophilic colloid media and at least one photographically useful group which is chemically linked to said ballasting group, and to photographic elements containing at least one compound of the type referred to.The ballasting groups in the compounds according to the present invention are derived from mono- or di-esters or -ethers of glycerol. The linkage between ballasting group and photographically useful group can be realized via acid chlorides which are derived from the above-said glycerol derivatives.
    Type: Grant
    Filed: October 29, 1982
    Date of Patent: July 3, 1984
    Assignee: AGFA-Gevaert, N.V.
    Inventors: Christian C. Van de Sande, Jan J. Vandewalle, Marcel J. Monbaliu, Raphael K. Van Poucke
  • Patent number: 4446219
    Abstract: In a photographic material suitable for use as image receptor element for the dye diffusion transfer process, a dyeable layer arranged on a layer support contains nickel chelates of a 2,2'-bisphenol corresponding to one of the general formulae I and II as metallizing agents for the formation of colored complexes of organic colorless or colored complex formers. The chelatizable image dyes which are transferred image-wise into the dye absorbent layer in the process of development give rise to the corresponding nickel complexes which have improved light stability. ##STR1## X=S, ##STR2## or --SO.sub.2 --; R.sup.1 =a hydrocarbon group optionally attached through --O-- or a halogen or R.sup.4 ;R.sup.2 =hydrogen, halogen, alkyl or alkoxy, alkenyl a condensed benzene ring or R.sup.4 if R.sup.1 does not denote a group R.sup.4 ;R.sup.3 =R.sup.2 or ##STR3## R.sup.4 =--CO--O--R.sup.5, ##STR4## --NH--CO--R.sup.2 or --NH--SO.sub.2 --R.sup.9 ; R.sup.5 =alkyl, aralkyl or cycloalkyl;R.sup.6, R.sup.
    Type: Grant
    Filed: August 9, 1982
    Date of Patent: May 1, 1984
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Peter Bergthaller, Jurgen Strauss
  • Patent number: 4425422
    Abstract: A method for the formation of a color photographic image comprising exposure and development of a photographic element, said photographic element comprising at least one silver halide emulsion layer, a compound capable of releasing a diffusible azo dye compound during development, and at least one mordant layer arranged on a support. The color image formation is effected by the reaction of multivalent metallic ions with an azo dye compound having the formula: ##STR1## wherein G.sup.1 is an alkoxy or a thioalkoxy metallic chelating group; G.sup.2 is a metallic chelating group in which an oxygen atom is involved in the chelate formation; and Z.sup.1 and Z.sup.2 each is a group of atoms necessary to form an aromatic carbocyclic ring or a heterocyclic ring. The azo dye compound and the metallic ions form a metal complex by coordination of the azo group and the G.sup.1 and G.sup.2 groups of the azo dye compound with the multivalent metallic ions.
    Type: Grant
    Filed: May 6, 1982
    Date of Patent: January 10, 1984
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Tawara Komamura, Jiro Takahashi, Ryuichiro Kobayashi
  • Patent number: 4420550
    Abstract: Photographic elements, diffusion transfer assemblages, coordination complexes and processes are described which employ a novel nondiffusible compound capable of releasing at least one diffusible magenta dye moiety comprising a 4-(2-heterocyclylazo)phenol having a heterocyclic ring fused thereto, the compound having the formula: ##STR1## wherein: (a) X represents the atoms necessary to complete a 5- or 6-membered heterocyclic ring;(b) Y represents the atoms necessary to complete a 5- or 6-membered heterocyclic fused ring;(c) CAR represents a ballasted carrier moiety capable of releasing the diffusible magenta dye moiety as a function of development of a silver halide emulsion layer under alkaline conditions;(d) R represents a hydroxy group, a salt thereof, or a hydrolyzable precursor thereof, or CAR which is linked to the dye moiety through an oxygen atom thereon; and(e) n is 0, 1 or 2, with the proviso that when n is 0, then R is CAR which is linked to the dye moiety through an oxygen atom thereon.
    Type: Grant
    Filed: January 17, 1983
    Date of Patent: December 13, 1983
    Assignee: Eastman Kodak Company
    Inventors: Steven Evans, James K. Elwood
  • Patent number: 4419435
    Abstract: Photographic elements, diffusion transfer assemblages, coordination complexes and processes are described which employ a novel nondiffusible compound capable of releasing at least one diffusible cyan dye moiety comprising a 6-heterocyclylazo-3-pyridinol, the compound having the formula: ##STR1## wherein: (a) Y represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic fused ring;(b) CAR represents a ballasted carrier moiety capable of releasing the diffusible cyan dye moiety as a function of development of a silver halide emulsion layer under alkaline conditions;(c) R represents a hydroxy group, a salt thereof, or a hydrolyzable precursor thereof, or CAR which is linked to the dye moiety through an oxygen atom thereon; and(d) n is 0, 1 or 2 with the proviso that when n is 0, then R is CAR which is linked to the dye moiety through an oxygen atom thereon.
    Type: Grant
    Filed: January 17, 1983
    Date of Patent: December 6, 1983
    Assignee: Eastman Kodak Company
    Inventors: James A. Reczek, James K. Elwood
  • Patent number: 4416979
    Abstract: A photographic light-sensitive element for a color diffusion transfer process which has a silver halide emulsion layer and also employs a nondiffusible cyan dye releasing compound. The compound is capable of releasing a diffusible metallic complex which forms an azo dye under alkaline conditions as a function of the development of the silver halide in said silver halide emulsion layer.
    Type: Grant
    Filed: May 6, 1982
    Date of Patent: November 22, 1983
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Jiro Takahashi, Tawara Komamura, Ryuichiro Kobayashi
  • Patent number: 4407931
    Abstract: Photographic elements, diffusion transfer assemblages, coordination complexes and processes are described which employ a novel nondiffusible compound having a releasable yellow dye moiety or precursor thereof, the compound having the formula: ##STR1## wherein: (a) X represents the atoms necessary to complete a 5- or 6-membered aromatic heterocyclic fused ring;(b) Z represents alkyl, substituted alkyl, aryl or substituted aryl;(c) R represents CN or J--L;(d) J represents a bivalent ##STR2## group; (e) L represents alkyl, substituted alkyl, aryl, substituted aryl, or can be taken together with Z to complete a carbonyl-containing 5- or 6-membered heterocyclic or carbocyclic ring;(f) Z.sup.
    Type: Grant
    Filed: June 28, 1982
    Date of Patent: October 4, 1983
    Assignee: Eastman Kodak Company
    Inventor: Steven Evans
  • Patent number: 4396698
    Abstract: A loaded polymer latex composition is disclosed. The composition comprises an aqueous polymer latex whose dispersed phase is made up of a specified cross-linked quaternary salt polymer loaded with a specified hydrophobic substance. The latex composition can be advantageously employed as a mordant polymer in a photographic element for a color diffusion transfer process. Use of the latex improves light resistance without lowering the maximum densities of the film images.
    Type: Grant
    Filed: June 8, 1982
    Date of Patent: August 2, 1983
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yukio Karino, Masakazu Morigaki, Shinji Sakaguchi
  • Patent number: 4386150
    Abstract: Diffusion transfer photographic color processes and products are described utilizing novel image dye-providing materials which provide image dyes having the chromophoric system represented by the formula ##STR1## wherein X is ##STR2## or --SO.sub.2 --R.sub.1 ; Z is H, alkyl or aryl; R is H, alkyl or aryl; DYE is any dye moiety; R.sub.1 is H, alkyl, aryl, --NH.sub.2, --NHR.sub.2, --N(R.sub.2).sub.2 or --OR.sub.2 ; R.sub.2 is H, alkyl or aryl; and m is 1 or 2. The image dye providing material includes a diffusion control moiety such as a hydroquinonyl group or a precursor thereof and may be diffusible or nondiffusible as a function of the diffusion control moiety.
    Type: Grant
    Filed: December 18, 1981
    Date of Patent: May 31, 1983
    Assignee: Polaroid Corporation
    Inventors: Stephen R. Herchen, Gary N. Widiger
  • Patent number: 4386149
    Abstract: A photographic dye diffusion transfer process is provided which operates by imagwise release of a dye.The dye diffuses to a receiving layer and is mordanted there to give a dye image. The dyes are released from a compound of the formula D--E--F--BAL by reductive cleavage.D is a group which contains the residue of diffusible dye, BAL is a ballasting group which renders the compound containing it substantive to the layer in which it is present, D and E being joined by any type of chemical bond and E and F represent a single or double bond system which links D and BAL and which has a reduction potential above -200 mV measured against a standard hydrogen electrode at a pH of less than 3 and which bond can be reductively cleaved at a pH of less than 3 by a reducing agent which is able to act as a pH below 3.
    Type: Grant
    Filed: February 13, 1981
    Date of Patent: May 31, 1983
    Assignee: Ciba-Geigy AG
    Inventors: Leslie F. A. Mason, Rainer Kitzing, Brian R. D. Whitear, William E. Long, Glenn P. Wood, David L. R. Reeves
  • Patent number: 4368258
    Abstract: In the process for preparing impregnated polymer latex compositions by impregnating a hydrophobic substance in dispersed polymer particles in an aqueous polymer latex, the improvement comprises impregnating said hydrophobic substance, wherein the impregnation is effected by mixing said hydrophobic substance which is solid state, a water-miscible organic solvent and aqueous polymer latex wherein a polymer of the polymer latex is prepared from ethene monomers and containing at least one hydrophilic group.
    Type: Grant
    Filed: March 11, 1981
    Date of Patent: January 11, 1983
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Mitsuto Fujiwhara, Syunji Matsuo, Tsuneo Wada, Naoto Abe, Toyoaki Masukawa, Akio Iijima, Keiji Oishi
  • Patent number: 4368260
    Abstract: A photographic light-sensitive element which comprises on a support a light-sensitive silver halide emulsion layer and having associated therewith a non-diffusible compound capable of, under alkaline condition, releasing a diffusible azo dye, said compound having the formula (1), ##STR1## wherein X represents a group of atoms necessary to complete a naphthalene ring or a benzene ring, G.sup.1 represents a hydroxy group, a salt thereof or a hydrolyzable precursor thereof, G.sup.2 represents a carboxy group, a salt thereof or a hydrolyzable precursor thereof, a hydroxy group, a salt thereof or a hydrolyzable precursor thereof, R.sup.1 is a hydrogen atom, an alkyl group or an aryl group, R.sup.2 is a hydrogen atom, an alkyl group or an aryl group, R.sup.2 represents a hydrogen atom, a halogen atom, an alkyl group, a carboxy group, a carbamoyl group or an amino group, each of which group may be substituted, R.sup.
    Type: Grant
    Filed: December 23, 1981
    Date of Patent: January 11, 1983
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Tawara Komamura, Jiro Takahashi, Ryuichiro Kobayashi
  • Patent number: 4367278
    Abstract: A color photographic light-sensitive material comprising a support having thereon at least one light-sensitive silver halide emulsion layer having associated therewith a compound encompassed by one of two general formulae which are specifically disclosed. The compound associated with the silver halide emulsion layer is an azo dye image-forming compound which provides a yellow dye image having excellent transferability and light fastness. The azo dye image forming compound is particularly suitable for use in a photographic material for a color diffusion transfer process. The disclosed material is capable of providing a transferred dye image with a high maximum image density (D.sub.max), a low minimum background density (D.sub.min), a good gradation and excellent color hue.
    Type: Grant
    Filed: May 6, 1981
    Date of Patent: January 4, 1983
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Tooru Harada, Yasuhiro Noguchi
  • Patent number: 4360581
    Abstract: Electron donor compounds of the formula I are effective to reduce non-diffusing reducible color providing compounds which when reduced release under the photographic development conditions a diffusible dye.R.sup.1 (--L.sup.1 .dbd.L.sup.2).sub.n --NH--SO.sub.2 --X (I)in whichL.sup.1, L.sup.2 represent methine groups which may be part of a carbocyclic or heterocyclic ringR.sup.1 represents --OR.sup.2, --SR.sup.2 or --NHR.sup.3R.sup.2 represents H or a hydrolysable groupR.sup.3 represents H, alkyl, aryl, acyl including a group that together with L.sup.1 completes a ringn=1 or 2X represents a non-colored organic group.
    Type: Grant
    Filed: November 19, 1980
    Date of Patent: November 23, 1982
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Heinrich Odenwalder, Hans Vetter, Wilhelmus Janssens, Jan Jaeken
  • Patent number: 4358527
    Abstract: Photographic elements and diffusion transfer assemblages are described which employ a nondiffusible compound having a releasable azo dye moiety or precursor thereof having the following formula: ##STR1## wherein: (a) each Z and Z' represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms; each Z' having, in a position adjacent to the point of attachment to the azo linkage, either (i) a nitrogen atom in the ring of the nucleus which acts as a chelating site, or (ii) a carbon atom in the ring of the nucleus having directly attached thereto a nitrogen atom which acts as a chelating site;(b) G is a metal chelating group;(c) each CAR is a ballasted carrier moiety;(d) Me is a polyvalent, hexacoordinate metal ion; and(e) each n is 0 or 1, with the proviso that at least one n is 1.
    Type: Grant
    Filed: November 23, 1981
    Date of Patent: November 9, 1982
    Assignee: Eastman Kodak Company
    Inventors: Joseph Bailey, David Clarke, Linda G. Johnston
  • Patent number: 4358532
    Abstract: A photographic element containing a compound represented by formula (I) ##STR1## wherein G represents --OR.sup.1 or --NHR.sup.2, R.sup.1 represents hydrogen or a hydrolyzable moiety, R.sup.2 represents hydrogen or an alkyl group containing from 1 to 50 carbon atoms, Z represents a photographically useful group, A represents an atomic group forming an aromatic ring, Ball represents an organic immobilizing group on the aromatic ring, which cntains from 8 to 50 carbon atoms, m represents an integer of 1 or 2, X represents a divalent organic group, Nu represents a nucleophilic group, and n represents an integer of 1 or 2, and X with the nucleophilic group Nu is capable of forming a 5- to 12-membered ring by oxidation having an electrophilic center at the carbon atom substituted by the --NHSO.sub.2 Z group.
    Type: Grant
    Filed: July 15, 1981
    Date of Patent: November 9, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Koichi Koyama, Shinsaku Fujita
  • Patent number: 4358526
    Abstract: A photographic light-sensitive sheet for the color diffusion transfer process which comprises a support having thereon at least one light-sensitive silver halide emulsion layer having associated therewith a compound represented by the following general formula (I): ##STR1## wherein X.sup.1 represents --J--NR.sup.2 -- or --NR.sup.2 --J-- wherein R.sup.2 represents a hydrogen atom or an alkyl group, and J represents --SO.sub.2 -- or --CO--; R.sup.1 represents an alkyl group; X.sup.2 represents --R.sup.3 --L).sub.k (R.sup.4).sub.e -- wherein R.sup.3 and R.sup.4, which may be the same or different, each represents an alkylene group, a substituted alkylene group, a phenylene group or a substituted phenylene group, L represents --O--, --CO--, --SO.sub.2 NH--, --CONH--, --NHSO.sub.2 --, --NHCO--, --SO.sub.2 -- or --SO--, k represents 0 or 1, and e represents 1 when k is 1, or 1 or 0 when k is 0, provided that when X.sup.2 bonds to X.sup.1, X.sup.1 bonds to R.sup.
    Type: Grant
    Filed: August 18, 1981
    Date of Patent: November 9, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shinsaku Fujita, Isamu Itoh, Shigetoshi Ono, Tooru Harada, Yoshinobu Yoshida
  • Patent number: 4358525
    Abstract: Photographically useful compounds such as photographic reagents and photographic dyes are blocked with a grouping which, under alkaline conditions, is cleaved from the compound by an intramolecular nucleophilic displacement reaction. The compounds are resistant to unblocking under storage conditions, but are uniformly unblocked under conditions encountered during photographic processing.
    Type: Grant
    Filed: August 12, 1981
    Date of Patent: November 9, 1982
    Assignee: Eastman Kodak Company
    Inventors: Jared B. Mooberry, William C. Archie, Jr.
  • Patent number: 4357411
    Abstract: Photographic elements, diffusion transfer assemblages and processes are described which employ a novel nondiffusible compound having a releasable, 2-(2-pyridylazo)-4,5-bis(tertiary amino)phenol black dye moiety or precursor thereof, such as: ##STR1## wherein: (a) R represents hydrogen, a hydrolyzable moiety or CAR;(b) R.sup.1 and R.sup.2 each independently represents an alkyl group of 1 to about 6 carbon atoms, CAR, or can be taken together with the nitrogen atom to which they are attached to complete a 5- or 6-membered heterocyclic ring;(c) R.sup.3 and R.sup.4 each independently represents an alkyl group of 1 to about 6 carbon atoms, CAR, or can be taken together with the nitrogen to which they are attached to complete a 5- or 6-membered heterocyclic ring;(d) CAR represents a ballasted carrier moiety capable of releasing the diffusible black 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 at least one of R, R.sup.1, R.sup.2, R.sup.
    Type: Grant
    Filed: July 13, 1981
    Date of Patent: November 2, 1982
    Assignee: Eastman Kodak Company
    Inventor: Norman W. Kalenda
  • Patent number: 4357412
    Abstract: Photographic elements, diffusion transfer assemblages and processes are described which employ a novel nondiffusible compound having a releasable, bridged, azoaminophenol magenta dye moiety or precursor thereof having the formula: ##STR1## wherein: (a) R represents hydrogen, a hydrolyzable moiety or CAR;(b) R.sup.1 represents hydrogen;(c) R.sup.2 represents an alkyl group of 1 to about 6 carbon atoms or CAR; or R.sup.1 and R.sup.2 represent an alkylene group which can be taken together with the atoms to which they are attached to complete a 5- or 6-membered heterocyclic ring;(d) R.sup.3 represents an alkyl group of 1 to about 6 carbon atoms or CAR;(e) R.sup.4 represents hydrogen; or R.sup.3 and R.sup.
    Type: Grant
    Filed: July 13, 1981
    Date of Patent: November 2, 1982
    Assignee: Eastman Kodak Company
    Inventors: Richard B. Anderson, Norman W. Kalenda
  • Patent number: 4357410
    Abstract: Photographic elements, diffusion transfer assemblages and processes are described which employ a novel nondiffusible compound having a releasable, pyridylazo(dialkylamino)phenol magenta dye moiety or precursor thereof, having the formula: ##STR1## wherein: (a) R represents hydrogen, a hydrolyzable moiety, or may be taken together with the NHSO.sub.2 group to which it is attached to form CAR;(b) R.sup.1 represents hydrogen, a hydrolyzable moiety or CAR;(c) R.sup.2 and R.sup.3 each independently represents hydrogen, CAR, an alkyl group of 1 to about 6 carbon atoms, or they can be taken together with the nitrogen to which they are attached to form a 5- or 6-membered heterocyclic ring, or one of R.sup.2 and R.sup.3 can be an aryl group having from 6 to about 10 carbon atoms; and(d) CAR represents a ballasted carrier moiety capable of releasing the diffusible magenta dye moiety or precursor thereof under alkaline conditions;with the proviso that at least one of R, R.sup.1, R.sup.2 and R.sup.3 is CAR.
    Type: Grant
    Filed: July 13, 1981
    Date of Patent: November 2, 1982
    Assignee: Eastman Kodak Company
    Inventors: Richard B. Anderson, Norman W. Kalenda
  • Patent number: 4353974
    Abstract: A process for the production of a photographic image which comprises(a) imagewise exposing a photographic assembly which comprises at least during a silver halide developing step, in order optionally a supercoat layer, at least one silver halide emulsion layer, a layer containing a layer substantive hydroxypyridone azamethine compound of the general formula ##STR1## wherein R.sub.1 is hydrogen or an optionally substituted alkyl, aralkyl, cycloalkyl, aryl, amino or heterocyclic radical, Y represents hydrogen or hydroxy, --CN, --COOR.sup.1, --CONR.sup.1 R.sup.2 or --COR.sup.1 or an optionally substituted alkyl, aralkyl, cycloalkyl, aryl or heterocyclic radical and Z is hydrogen or is --CN, --COOR.sup.3, --CONR.sup.3 R.sup.4, --SO.sub.3 H, --SO.sub.3.sup.- or --COR.sup.3, where R.sup.1, R.sup.2, R.sup.3 and R.sup.
    Type: Grant
    Filed: February 23, 1981
    Date of Patent: October 12, 1982
    Assignee: Ciba-Geigy AG
    Inventors: Terence C. Webb, Patrick D. P. Thomas, William E. Long
  • Patent number: 4346161
    Abstract: Photographic elements, diffusion transfer assemblages and processes are described which employ a novel nondiffusible compound having a releasable 6-(2-thienylazo)-3-pyridinol cyan dye moiety or precursor thereof, the compound containing:(a) in the 3-position of the thienylazo moiety a carboxy group, a salt thereof or a hydrolyzable precursor thereof; and(b) a ballasted carrier moiety which is capable of releasing the diffusible 6-(2-thienylazo)-3-pyridinol dye moiety or precursor thereof under alkaline conditions.
    Type: Grant
    Filed: April 29, 1981
    Date of Patent: August 24, 1982
    Assignee: Eastman Kodak Company
    Inventors: James J. Krutak, Robert J. Maleski, William H. Moore
  • Patent number: 4339523
    Abstract: A new method to produce photographic images is provided which comprises:(a) imagewise exposing a photographic assembly which contains at least during the silver halide developing step, in order optionally a supercoat layer, at least one silver halide emulsion layer, a layer containing a substantive azamethine compound and a photobase, there being optionally one or more interlayers between each of said components(b) treating the exposed photographic assembly with an aqueous processing bath so as to provide in the silver halide emulsion layer or layers a solution or dispersion of a bleach developer compound, thereby to develop the latent silver image in the silver halide emulsion(s), and(c) in the non-latent image areas allowing the bleach developer compound to diffuse in a counter-imagewise manner from the silver halide emulsion layer (s) to the layer containing substantive azamethine compound and there to bleach the compound to form a dye image.
    Type: Grant
    Filed: March 21, 1980
    Date of Patent: July 13, 1982
    Assignee: Ciba-Geigy AG
    Inventors: Alexander Psaila, Katerina Kessler
  • Patent number: 4323635
    Abstract: A color photographic material suitable for processing with an alkaline solution in the presence of a developing agent is described, comprising a support and, in sequence, the following five layers:(1) a first emulsion layer containing an internal latent image forming direct reversal silver halide emulsion that is selectively sensitive to light in a first spectral region;(2) a first color material layer containing a ballasted dye releasing redox compound that provides a dye image that selectively absorbs light in the first spectral region;(3) an intermediate layer containing a ballasted reducing agent that captures an oxidized developing agent or electron transfer agent;(4) a second emulsion layer containing an internal latent image forming direct reversal silver halide emulsion that is selectively sensitive to light in a second spectral region; and(5) a second color material layer containing a ballasted dye releasing redox compound that provides a dye image that selectively absorbs light in the second spectra
    Type: Grant
    Filed: November 6, 1980
    Date of Patent: April 6, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Yasushi Oishi
  • Patent number: 4310619
    Abstract: A color photographic material and a method of forming a color photographic image which utilizes a 5-pyrazolone magenta coupler shown by the following general formula (I): ##STR1## wherein R represents an acylamino group, an anilino group or a ureido group; R.sub.1, R.sub.2 and R.sub.3, which may be the same or different, each represents a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, an aralkyl group, an alkoxy group, an aryloxy group, a carboxy group, an aryl group or a heterocyclic group (which groups may be substituted) and R.sub. and R.sub.2 may combine to form a 2-indazolyl group, provided that R.sub.1, R.sub.2 and R.sub.3 are not hydrogen atoms at the same time; and Ar represents a phenyl group which may be substituted with one or more halogen atoms, alkyl groups, alkoxy groups or cyano groups.
    Type: Grant
    Filed: March 3, 1980
    Date of Patent: January 12, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Seiji Ichijima, Yoshiharu Yabuki, Toshiyuki Watanabe, Nobuo Furutachi
  • Patent number: 4287292
    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.
    Type: Grant
    Filed: August 1, 1980
    Date of Patent: September 1, 1981
    Assignee: Eastman Kodak Company
    Inventors: Derek D. Chapman, James A. Reczek
  • Patent number: 4284709
    Abstract: A process for incorporating photographic additives which are sparingly soluble to insoluble in water into a free-flowing, aqueous preparation which contains a hydrophilic colloid and is used to prepare photographic layers, by mixing the photographic additives with a combination of at least one non-ionic alkylphenol/alkylene oxide or diphenolmethane/alkylene oxide adduct and at least one anionic esterification product of these adducts and, optionally, a water-immiscible solvent and then finely dispersing this mixture in an aqueous solution of the hydrophilic colloid, which solution contains further water-soluble or dispersed water-insoluble constituents optionally.Spontaneous emulsions of the photographic additives with good fine dispersion are obtained in this way without high expenditure of mechanical energy. The emulsions are suitable for the preparation of photographic layers, which are used in photographic materials with improved characteristics.
    Type: Grant
    Filed: May 8, 1980
    Date of Patent: August 18, 1981
    Assignee: Ciba-Geigy Aktiengesellschaft
    Inventor: Ivan Tomka
  • Patent number: 4278750
    Abstract: Novel electron donor precursors have the structure: ##STR1## where: R is an alkali labile group;Y is an aliphatic or aromatic group; andZ is an electron withdrawing group.The compounds are useful in photographic elements, film units and processes to provide electrons to immobile compounds which must accept at least one electron before releasing a diffusible dye or photographic reagent.
    Type: Grant
    Filed: September 6, 1979
    Date of Patent: July 14, 1981
    Assignee: Eastman Kodak Company
    Inventor: Chung Y. Chen
  • Patent number: 4278757
    Abstract: A silver halide photographic light-sensitive material having a hydrophilic organic colloid layer containing a dispersion of a substantially water-insoluble photographic additive dissolved in a phosphoric acid ester represented by the following general formula (I): ##STR1## wherein R.sub.1 represents a saturated alicyclic group; and R.sub.2 and R.sub.3, which may be the same or different, each represents a saturated alicyclic group, an alkyl group or an aryl group.
    Type: Grant
    Filed: August 10, 1979
    Date of Patent: July 14, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yasuo Mukunoki, Masakazu Yoneyama, Jiro Yamaguchi, Hideki Naito, Jun Sasaki
  • Patent number: 4275145
    Abstract: A method for dispersing an oil-soluble photographic additive into a hydrophilic colloid composition is disclosed wherein a solution of an oil-soluble photographic additive in an organic solvent or the melted oil-soluble photographic additive is dispersed in a hydrophilic colloid containing an anionic surface active agent and lecithin together with a gelatin derivative.
    Type: Grant
    Filed: December 11, 1979
    Date of Patent: June 23, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Takeshi Mikami
  • Patent number: 4271254
    Abstract: A new method to produce photographic images is provided which comprises(a) imagewise exposing a photographic assembly which contains at least during the silver halide developing step, in order optionally a supercoat layer, at least one silver halide emulsion layer, a layer containing a modifiable image substance and a photobase, there being optionally one or more interlayers between each of said components(b) treating the exposed photographic assembly with an aqueous processing bath so as to provide in the silver halide emulsion layer or layers a solution or dispersion of an image substance modifying/silver halide developing compound (dymodev compound), thereby to develop the latent silver image in the silver halide emulsion(s), and(c) in the non-latent image areas allowing the dymodev compound to diffuse in a counter-imagewise manner from the silver halide emulsion layer(s) to the layer containing the modifiable image substance and there to modify reductively the image substance.
    Type: Grant
    Filed: December 31, 1979
    Date of Patent: June 2, 1981
    Assignee: Ciba-Geigy AG
    Inventors: Leslie F. A. Mason, Robert S. Cook, David Kilcast, Matthias Schellenberg, Christoph Chylewski