Coupler With Coupling-off Ballast, Dye Or Dye Precursor Moiety Patents (Class 430/226)
  • Patent number: 4511649
    Abstract: A silver halide color photographic light-sensitive material comprising a support having thereon at least one silver halide emulsion layer is described, the color photographic light-sensitive material containing a coupler having at the coupling position thereof a group represented by formula (I) ##STR1## wherein Z represents an oxygen atom or a sulfur atom; R.sub.1 and R.sub.2 each represents a halogen atom, an alkyl group, an aryl group, an aralkyl group, an alkoxy group, an aryloxy group, a cyano group, a nitro group, a hydroxy group, a carboxy group, an alkoxycarbonyl group, an aryloxycarbonyl group, an alkylsulfonamido group, an arylsulfonamido group, an alkylsulfamoyl group, an arylsulfamoyl group, an acylamino group, an amino group, an alkylcarbamoyl group, an arylcarbamoyl group, an alkylsulfonyl group, an arylsulfonyl group, an alkylcarbonyl group or an arylcarbonyl group; X.sub.
    Type: Grant
    Filed: May 21, 1984
    Date of Patent: April 16, 1985
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Akira Ogawa, Momotoshi Tsuda
  • Patent number: 4507380
    Abstract: A heat-developable color photographic material is disclosed. The material is comprised of a support having thereon a layer containing at least a photographic silver halide and the photographic material containing an organic silver salt oxidizing agent, a reducing agent, a[hydrophobic]binder and a dye releasing compound which releases a diffusible dye upon heat development. The material is characterized by a support capable of receiving a released dye or a support having thereon a layer composed of an organic high molecular weight compound which is capable of receiving a released dye. The heat-developable color photographic material can easily provide a clear and stable color image by imagewise exposure to light and a heat development procedure. A process for forming a color image using the heat-developable color photographic material is also disclosed.
    Type: Grant
    Filed: June 17, 1982
    Date of Patent: March 26, 1985
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hideki Naito, Hiroshi Hara, Kozo Sato, Yoshiharu Yabuki
  • Patent number: 4504568
    Abstract: A dye-forming photothermographic element comprises in a binder, in reactive association,(a) photographic silver halide,(b) an image forming combination comprising(i) a reducible organic silver salt with(ii) a reducing agent selected from the group consisting of p-phenylenediamine, p-aminophenol, sulfonamidophenol, sulfonamidoaniline and hydrazone developing agents, and(c) a coupler which is capable of forming an image dye by reaction with the oxidized form of the reducing agent.In such a photothermographic element improvements are provided wherein the coupler has attached to the carbon atom at the coupling position either (A) a group --S--Dye, wherein Dye represents an image dye, or a blocked or shifted form thereof, and any necessary linking group, or (B) a moiety --S--Z, wherein Z represents atoms linking the sulfur atom to another position in the coupler. The exposed dye-forming photothermographic element is capable of forming a dye image by merely heating the element.
    Type: Grant
    Filed: February 2, 1984
    Date of Patent: March 12, 1985
    Assignee: Eastman Kodak Company
    Inventors: Bernard A. Clark, Michael J. Simons, Colin Holstead
  • 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: 4483914
    Abstract: A heat-developable color photographic material is disclosed. The material is comprised of a support having thereon a layer containing at least a light-sensitive silver halide, an organic silver salt oxidizing agent, a hydrophilic binder, a reducing agent for the silver halide and/or the organic silver salt oxidizing agent and a dye releasing compound which is capable of bonding to an oxidized product of the reducing agent and releasing a hydrophilic dye. The heat-developable color photographic material can easily provide a clear and stable color image by imagewise exposure to light and a heat development procedure. A method of forming a color image using the heat-developable color photographic material is also disclosed.
    Type: Grant
    Filed: November 4, 1982
    Date of Patent: November 20, 1984
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hideki Naito, Hiroshi Hara, Kozo Sato
  • Patent number: 4474867
    Abstract: A diffusion transfer heat-developable color photographic material comprising a support having thereon a layer containing at least a light-sensitive silver halide, and the photographic material containing an organic silver salt oxidizing agent, a reducing agent, a hydrophobic binder and a dye releasing coupler which releases a diffusible dye upon heat development. The diffusion transfer heat-developable color photographic material can provide a stable color image by imagewise exposure to light and heat development procedure. A method of forming a color image using the diffusion transfer heat-developable color photographic material is also disclosed.
    Type: Grant
    Filed: May 12, 1982
    Date of Patent: October 2, 1984
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hideki Naito, Hiroshi Hara, Toshiaki Aono, Kozo Sato
  • 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: 4461827
    Abstract: Metal complexes, particularly copper and nickel complexes, of azo dyes corresponding to formula suitable for use as magenta-colored image dyes for the production of colored images by the dye diffusion transfer process. The dyes are linked (in non-metallized form) to a carrier radical provided with a ballast group as so-called color-providing compounds which are associated with a photosensitive silver halide emulsion layer. During development, the metallizable dyes are released imagewise and, after diffusion into an image-receiving layer, are converted into the corresponding metal complexes. ##STR1## In formula II, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 represent H, F, Cl, Br, --CN, --NO.sub.2, --CF.sub.3, --OCH.sub.3, --SCF.sub.3, alkyl, alkoxy, alkylthio, acylamino, alkyl sulphonyl, aryl sulphonyl, --CO--X or --SO.sub.2 Y; or two adjacent radicals from the group of radicals R.sup.1 to R.sup.4 together represent a fused benzene ring;R.sup.
    Type: Grant
    Filed: January 3, 1983
    Date of Patent: July 24, 1984
    Assignee: AGFA-Gevaert Aktiengesellschaft
    Inventors: Peter Bergthaller, Gunther Schenk, Gerhard Wolfrum
  • Patent number: 4455363
    Abstract: A heat-developable color photographic material comprising a support having thereon at least a light-sensitive silver halide, an organic silver salt oxidizing agent, a hydrophilic binder, a reducing agent for the silver halide and/or the organic silver salt oxidizing agent and a magenta color image forming polymer coupler latex which is capable of forming a diffusible dye upon coupling with an oxidized product of the reducing agent and which is a homopolymer or copolymer having a repeating unit derived from a monomer coupler represented by the following general formula (I): ##STR1## wherein R.sub.1 represents hydrogen, a lower alkyl group containing from 1 to 4 carbon atoms or a chlorine atom; R.sub.2 and R.sub.
    Type: Grant
    Filed: March 2, 1983
    Date of Patent: June 19, 1984
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hideki Naito, Hiroshi Hara, Morio Yagihara
  • Patent number: 4433050
    Abstract: A direct positive type light sensitive silver halide photographic material is disclosed. At least one layer containing an unfogged internal latent image type silver halide emulsion, is provided on a support, and an internal latent image type silver halide emulsion having fog centers in silver halide grains, is incorporated in said layer or in another constituent layer of the photographic material. A dye image forming substance may be incorporated in the same layer or in a separate layer to form a color diffusion transfer type light sensitive photograhic material. The photographic materials present a positive image having a high maximum density and a low minimum density.
    Type: Grant
    Filed: September 9, 1981
    Date of Patent: February 21, 1984
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Takao Abe, Satoru Hohnishi
  • 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: 4420556
    Abstract: Granularity of silver halide photographic materials is reduced by employing a coupler which yields a dye of such mobility that controlled image smearing occurs.
    Type: Grant
    Filed: September 10, 1981
    Date of Patent: December 13, 1983
    Assignee: Eastman Kodak Company
    Inventors: Robert E. Booms, Colin Holstead
  • Patent number: 4418143
    Abstract: Azo dyes of formula II are released on development from dye releasers which are associated with a light-sensitive silver halide emulsion layer. The azo dyes are chelatable and form with metal ions blue or cyan dye-metal-complex image dyes. ##STR1## In the formula A.sup.1 and A.sup.2 represent electronegative substituents whose meta-sigma values .sigma..sub.m (according to D. H. McDaniel and H. C. Brown in J. Org. Chem. 23, 420 et seq (1958) conform to at least one of the following three relationships:1. .sigma..sub.m (A.sup.1), .sigma..sub.m (A.sup.2) +0.332. .sigma..sub.m (A.sup.1) +.sigma..sub.m (A.sup.2) +0.75;3. .sigma..sub.m (A.sup.1) +0.33 and A.sup.2 represents--SO.sub.2.sup.XX represents H, --OH, --NH.sub.
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: November 29, 1983
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Peter Bergthaller, Gunther Schenk, Gerhard Wolfrum, Hans-Volker Runzheimer, Holger Heidenreich
  • 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: 4396710
    Abstract: Cyan images may be prepared by the dye diffusion transfer process, using dye-releasers which on development release diffusible dyes capable of forming light-fast cyan metal-dye-complexes particularly with copper or nickel ions. As also the dye-releasers are capable of complexation, cyan images can be prepared not only from the released dyes but also from the dye-releasers ("retained image"). Released dyes and dye-releasers of the present invention contain a chromophor of the following formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, each represents --H, --F, --Cl, --Br, --CN, --NO.sub.2, --CF.sub.3, --OCF.sub.3, --SCF.sub.3, alkyl, alkoxy, alkylthio, acylamino, alkylsulfonyl, arylsulfonyl, --CO--X or --SO.sub.2 --Y or two adjacent groups R.sup.1 -R.sup.4 together constitute a condensed benzene ring which may contain further substituents;R.sup.5 represents hydrogen or a substituent having an electron donor character;R.sup.
    Type: Grant
    Filed: April 12, 1982
    Date of Patent: August 2, 1983
    Assignee: Afga-Gevaert Aktiengesellschaft
    Inventors: Peter Bergthaller, Gunther Schenk, Gerhard Wolfrum, Hans-Volker Runzheimer
  • 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: 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: 4368251
    Abstract: A photographic light-sensitive sheet containing at least one light-sensitive silver halide emulsion layer, with at least one of said emulsion layers being associated with a compound represented by the following general formula (I) or (II): ##STR1## wherein B.sub.1 represents a hydrogen atom or an alkyl group, etc.; B.sub.2 represents a hydrogen atom, an alkyl group, an acyl group, an alkylsulfonyl group, etc.; D.sub.1 and D.sub.2 may be the same or different and each represents a hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, etc., provided that D.sub.2 does not represent an alkoxy-substituted alkoxy group; E.sub.1 and E.sub.2 may be the same or different and each represents a hydrogen atom, a cyano group, halogen atom, an alkyl group, an alkoxy group, a sulfonamido group, a carbonamido group, a sulfamoyl group, a carbamoyl group, etc., provided that E.sub.2 does not represent an alkoxy-substituted alkoxy group; R.sup.1 represents an alkylene group containing two or more carbon atoms; R.sup.
    Type: Grant
    Filed: April 16, 1980
    Date of Patent: January 11, 1983
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shigetoshi Ono, Shinsaku Fujita
  • 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: 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: 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: 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: 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: 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: 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: 4340661
    Abstract: A photographic light sensitive sheet for color diffusion transfer process which comprises a light sensitive silver halide emulsion layer associated with a novel azo dye-providing compound containing a --OR.sup.1 --O--R.sup.2 moiety as an indispensable substituent wherein R.sup.1 represents an alkylene group having 2 or more carbon atoms and R.sup.2 represents an alkyl group or a substituted alkyl group.
    Type: Grant
    Filed: April 3, 1980
    Date of Patent: July 20, 1982
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shigetoshi Ono, Shinsaku Fujita
  • 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: 4264701
    Abstract: Diffusion transfer color processes and products are disclosed employing image-dye providing materials providing magenta image dyes having the chromophoric system represented by the formula ##STR1## wherein each R is the same or different and is an alkyl group, and each X is the same or different and is hydrogen or an alkyl group (including substituted alkyl). The dye image-providing material includes a diffusion control moiety, such as a hydroquinonyl group, and may be diffusible or nondiffusible as a function of the diffusion control moiety.
    Type: Grant
    Filed: April 24, 1980
    Date of Patent: April 28, 1981
    Assignee: Polaroid Corporation
    Inventors: Louis Locatell, Jr., Howard G. Rogers, Ruth C. Bilofsky, Ronald F. Cieciuch, Charles M. Zepp
  • Patent number: 4255511
    Abstract: A direct positive light-sensitive silver halide photographic material comprising a support having thereon a layer containing a compound represented by the formula (I): ##STR1## wherein R.sub.1 represents an aliphatic residue or an aromatic residue; R.sub.2 represents a hydrogen atom, an aliphatic residue, or an aromatic residue; X.sub.1 and X.sub.2, which may be the same or different, each represents a divalent aromatic residue; and Y represents --R--, --O--R or --S--R-- wherein R represents a divalent aliphatic residue and the O or S is bonded to X.sub.1. The compound is particularly effective in combination with a diffusible dye releasing dye image providing compound having an o-hydroxyarylsulfamoyl group.
    Type: Grant
    Filed: April 4, 1979
    Date of Patent: March 10, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shigeo Hirano, Keiichi Adachi, Nobuyuki Tsujino
  • Patent number: 4250243
    Abstract: In a photographic element for the color diffusion transfer process including a neutralizing system for reducing the pH of an aqueous alkaline developing solution which comprises a neutralizing layer and a timing layer, wherein the timing layer is positioned on or under the neutralizing layer in direct or indirect contact therewith such that the aqueous alkaline developing solution reaches the neutralizing layer through the timing layer, the improvement which comprises the timing layer comprising a polymer latex which is produced by emulsion polymerization of (1) each of (A) at least one monomer selected from the group consisting of ethylene-type monomers having at least a free carboxylic acid group, a free sulfonic acid group or a free phosphoric acid group or a salt thereof, (B) at least one monomer selected from the group consisting of monomers represented by the following general formula (1) ##STR1## wherein X is a hydrogen atom, a methyl group or a --COOR.sup.
    Type: Grant
    Filed: September 14, 1979
    Date of Patent: February 10, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Takashi Yoshida, Shinji Sakaguchi
  • Patent number: 4248772
    Abstract: Novel azo compounds of the general formula(E).sub.n.sbsb.1 (A).sub.n.sbsb.2 --(R.sub.1).sub.n.sbsb.3 --N.dbd.N--BALare provided, wherein A is a charged group which may be positively or negatively charged, E is a counter ion which carries a charge of opposite sign to that carried by A, BAL represents a ballasting group attached to the azo group via an aromatic or heterocyclic ring which may be further substituted, and R.sub.1 is an optionally substituted aromatic or heterocyclic ring which is present unless A is a charged heterocylic group, and n.sub.1 and n.sub.2 are each 1 or 2, and n.sub.3 is 0 or 1.The compounds are useful in the photographic field, especially in the photographic dye diffusion transfer process for the production of photographic images.
    Type: Grant
    Filed: February 23, 1979
    Date of Patent: February 3, 1981
    Assignee: Ciba-Geigy AG
    Inventor: William E. Long
  • Patent number: 4245028
    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 with at least one of said silver halide emulsion layers having associated therewith a compound represented by the following general formula (I): ##STR1## wherein Q represents a cyano group, a trifluoromethyl group or a carbamoyl group represented by the formula --CONR.sup.3 R.sup.4 wherein R.sup.3 represents a hydrogen atom or an alkyl group; R.sup.4 represents a hydrogen atom, an alkyl group, an aralkyl group or an aryl group; and R.sup.3 and R.sup.4 may combine directly or through an oxygen atom to form a ring; M represents a hydrogen atom, an alkyl group, an alkoxy group, a sulfamoyl group represented by the formula --SO.sub.2 NR.sup.3 R.sup.4, wherein R.sup.3 and R.sup.4 are as defined above, a group represented by the formula --COOR.sup.5 wherein R.sup.
    Type: Grant
    Filed: February 21, 1979
    Date of Patent: January 13, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shinsaku Fujita, Tooru Harada, Katsusuke Endo
  • Patent number: 4216146
    Abstract: Novel azo(hydrazo)-anthraquinone compounds and their preparation are provided.These compounds are of the general formula ##STR1## where R is hydrogen or at least one substituent, T.sub.1 is hydrogen, an hydroxy or alkoxy group or an amino or substituted amino group, R.sub.1 is hydrogen or halogen, an alkoxy, an amino or substituted amino group, an aryl or substituted aryl group, or a group conferring solubility in water and R.sub.2 is a group which comprises an azo linkage and a ballasting group or is a group which completes the hydrazo link and which comprises a ballasting group. The new compounds are useful in the photographic field, especially in the photographic dye diffusion transfer process for the production of photographic images.
    Type: Grant
    Filed: February 23, 1979
    Date of Patent: August 5, 1980
    Assignee: Ciba-Geigy AG
    Inventors: Rainer Kitzing, Brian R. D. Whitear, William E. Long, David L. R. Reeves, Glenn P. Wood
  • Patent number: 4207104
    Abstract: Photographic elements, diffusion transfer assemblages and processes are described which employ a novel nondiffusible compound having a releasable 2-(2-heterocyclylazo)-1-naphthol dye moiety which contains a nitrogen atom adjacent to the point of attachment to the azo linkage. The compound contains a ballasted carrier moiety which is capable of releasing the diffusible azo dye under alkaline conditions. The dye is transferred imagewise to an image-receiving layer where it is contacted with metal ions to form a metal-complexed azo dye transfer image of excellent stability.
    Type: Grant
    Filed: January 9, 1979
    Date of Patent: June 10, 1980
    Assignee: Eastman Kodak Company
    Inventors: Derek D. Chapman, E-Ming Wu
  • Patent number: 4205987
    Abstract: Photographic elements, film units and processes are described wherein certain ballasted di-2,5-sulfonamidophenols are used to scavenge oxidized electron transfer agents in color image transfer materials. The scavenger compounds can be located in an emulsion layer, a dye image-providing material layer or an interlayer.
    Type: Grant
    Filed: November 15, 1978
    Date of Patent: June 3, 1980
    Assignee: Eastman Kodak Company
    Inventors: Wayne F. Erikson, Robert E. Ross
  • Patent number: 4204993
    Abstract: Photographic elements, diffusion transfer assemblages and processes are described which employ a novel nondiffusible compound having a releasable 6-arylazo-2-amino-3-pyridinol dye moiety or precursor thereof. The compound contains 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 ##STR1## which said ballasted carrier moiety contains, the ballasted carrier moiety being capable of releasing the diffusible 6-arylazo-2-amino-3-pyridinol dye or precursor thereof under alkaline conditions. The dye is transferred imagewise to an image-receiving layer, where it is contacted with metal ions to form a metal-complexed 6-arylazo-2-amino-3-pyridinol dye transfer image of excellent stability.
    Type: Grant
    Filed: January 16, 1979
    Date of Patent: May 27, 1980
    Assignee: Eastman Kodak Company
    Inventor: Derek D. Chapman
  • Patent number: 4201578
    Abstract: Hydroquinone esters are incorporated in or behind a timing layer with a high activation energy to release a competing developer upon contact with a processing composition.
    Type: Grant
    Filed: October 30, 1978
    Date of Patent: May 6, 1980
    Assignee: Eastman Kodak Company
    Inventor: Thomas I. Abbott
  • Patent number: 4199354
    Abstract: Photographic elements, processes for forming images in photographic elements and new compounds are disclosed. Generally, the invention relates to immobile compounds which can be used to provide positive images from negative recording-developing photographic materials such as negative silver halide emulsions. The compounds contain a photographically useful group such as a dye or dye precursor and are capable of releasing said photographically useful group under alkaline conditions, and are also capable of reaction with an oxidized silver halide developing agent before substantial release of said photographically useful group occurs, to provide a reaction product having a substantially lower rate of release of said photograhically useful group.
    Type: Grant
    Filed: December 20, 1974
    Date of Patent: April 22, 1980
    Assignee: Eastman Kodak Company
    Inventors: Jerald C. Hinshaw, Paul B. Condit
  • Patent number: 4199355
    Abstract: Photographic elements, processes for forming images in photographic elements and new compounds are disclosed. Generally, the invention relates to improved immobile compounds which can be used to provide positive images from negative recording-developing photographic materials such as negative silver halide emulsions. The compounds contain a photographically useful group such as a dye or dye precursor and are capable of releasing said photographically useful group under alkaline conditions, and are also capable of reaction with an oxidized silver halide developing agent before substantial release of said photographically useful group occurs, to provide a reaction product having a substantially lower rate of release of said photographically useful group.
    Type: Grant
    Filed: June 24, 1975
    Date of Patent: April 22, 1980
    Assignee: Eastman Kodak Company
    Inventors: Jerald C. Hinshaw, Paul B. Condit
  • Patent number: 4182886
    Abstract: Pyridone dyestuffs of the formula ##STR1## are provided wherein R.sub.1 is hydrogen or an optionally substituted alkyl, aralkyl, cycloalkyl, aryl or heterocyclic radical or an optionally substituted amino group, R.sub.2, R.sub.3, R.sub.4 each independently represent hydrogen, halogen, alkoxy, or optionally substituted alkyl or cycloalkyl, R.sub.5 and R.sub.6 each independently represent hydrogen or an optionally substituted alkyl, aralkyl, cycloalkyl, aryl or heterocyclic radical or R.sub.5 and R.sub.6, R.sub.3 and R.sub.5 and R.sub.4 and R.sub.6 form heterocyclic rings, Y is hydrogen or hydroxy, --CN, --COOR.sub.7, --CONR.sub.7 R.sub.8 or --COR.sub.7 or an optionally substituted alkyl, aralkyl, cycloalkyl, aryl or heterocyclic radical, and Z represents --CN, --COOR.sub.9, --CONR.sub.9 R.sub.10, --SO.sub.3 H, --SO.sub.3 .crclbar. or --COR.sub.9, where R.sub.7, R.sub.8, R.sub.9 and R.sub.
    Type: Grant
    Filed: February 21, 1978
    Date of Patent: January 8, 1980
    Assignee: Ciba-Geigy Aktiengesellschaft
    Inventors: Rainer Kitzing, John G. V. Scott, Terence C. Webb, Graham Evans
  • Patent number: 4182630
    Abstract: Two-equivalent pivalylacetanilide couplers having attached to the reactive methylene thereof a 5-membered (simple) or 6-membered (simple or condensed) heterocyclic nucleus through nitrogen atoms respectively in 1 position and 3 position thereof, said 5-membered nucleus including nitrogen atoms in 2 and 4 positions respectively bonded through double bonds to carbon atoms in 3 and 5 positions thereof and said 6-membered heterocyclic nucleus being chosen within the class including 1,2,3-benzotriazine-4-(3H)-one, 1,3-benzodiazine-4-(3H)-one and pyrimidine-4-(3H)-one nucleus.
    Type: Grant
    Filed: June 23, 1975
    Date of Patent: January 8, 1980
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Andrea Quaglia