Substituted At Coupling Position With Other Than Hydrogen Patents (Class 430/389)
  • Patent number: 9328077
    Abstract: Compounds and compositions comprising compounds that activate pyruvate kinase M2 (PKM2) are described herein. Also described herein are methods of using the compounds that activate PKM2 in the treatment of cancer.
    Type: Grant
    Filed: December 21, 2011
    Date of Patent: May 3, 2016
    Assignee: AGIOS PHARMACEUTICALS, INC
    Inventors: Francesco G. Salituro, Jeffrey O. Saunders
  • Patent number: 7183044
    Abstract: A silver halide color photographic light-sensitive material, having at least one each of blue-, green-, and red-sensitive emulsion layers containing yellow, magenta, and cyan couplers, respectively, on a support; wherein said blue-sensitive emulsion layer contains at least one coupler of formula (I); and wherein the light-sensitive material satisfies expression a-1) and/or b-1): wherein, Q forms a 5- to 7-membered ring with the —N?C—N(R1)—; R1 and R2 each are a substituent; m is 0 to 5; and X is a hydrogen atom, or a coupling split-off group; a-1): 0.5?Dmax(UV)/Dmin(UV)?1.1 wherein Dmax(UV)/Dmin(UV) is the smallest of the value in a wavelength range of 340 to 450 nm; b-1): 1300?(B-C)/A?20000 wherein B is yellow Dmax, C is yellow Dmin; and A is an amount mol/m2 of the coupler of formula (I).
    Type: Grant
    Filed: October 21, 2004
    Date of Patent: February 27, 2007
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroyuki Yoneyama, Akira Ikeda, Shin Soejima, Kiyoshi Takeuchi, Naoto Matsuda
  • Patent number: 7175976
    Abstract: A silver halide color photographic light-sensitive material comprising at least one yellow color developable light-sensitive silver halide emulsion layer, at least one magenta color developable light-sensitive silver halide emulsion layer, and at least one cyan color developable light-sensitive silver halide emulsion layer, each of which is provided on a support: which comprises at least one yellow coupler of formula (I) and at least one cyan coupler of formula (A); wherein Q represents a group of non-metal atoms that form a 5- to 7-membered ring in combination with —N?C—N(R1)-, each of R1 and R2 represents a substituent, m represents an integer of 0 to 5, and X represents a hydrogen atom or a group capable of being split-off upon a coupling reaction; wherein R11 and R12 each represent an alkyl group or an aryl group, J represents an alkylene group, and X represents a hydrogen atom or a group that can split off upon a coupling reaction.
    Type: Grant
    Filed: October 21, 2004
    Date of Patent: February 13, 2007
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroyuki Yoneyama, Yasuaki Deguchi, Naoto Ohshima, Kiyoshi Takeuchi, Akira Ikeda, Naoto Matsuda
  • Patent number: 6887657
    Abstract: A silver halide color photographic photosensitive material, which containes at least one specific compound containing at least one alkenylcarbonyl group, in at least one layer on a support; and an image-forming method using the same.
    Type: Grant
    Filed: May 11, 2004
    Date of Patent: May 3, 2005
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Nobuo Seto, Toshiyuki Makuta, Hidekazu Sakai, Hiroyuki Yoneyama, Tomonori Ichinose
  • Publication number: 20040180302
    Abstract: A method for forming images on a silver halide color photographic photosensitive material having a substrate and photographic structural layers thereon, including, at least three silver halide color photosensitive layers having different photosensitive regions, respectively, and at least one non-photosensitive hydrophilic colloid layer is disclosed. At least one of the photosensitive layers contains 90 mol % or more of silver chloride. Shortly after the silver halide color photographic photosensitive material has been scan-exposed with laser beams, the material is rapid-processed with a low replenishing amount.
    Type: Application
    Filed: February 13, 2004
    Publication date: September 16, 2004
    Applicant: FUJI PHOTO FILM CO., LTD.
    Inventors: Naoto Ohshima, Akito Yokozawa, Naoya Shibata
  • Patent number: 6780573
    Abstract: The invention relates to a color silver halide photographic element comprising a light-sensitive silver halide emulsion layer, said silver halide emulsion being in reactive association with an amino acid compound according to Formula (I): wherein: COUP is a moiety that reacts with oxidized developer to release the amino acid timing group but does not substantially contribute any density in the visible region to the element after processing is complete; n is 0 or 1; R1 is an alkyl or alkenyl group of 4 carbon atoms or more or an aryl group with 10 carbon atoms or more; R2 is an alkyl or aryl group so the sum total of carbon atoms in R1 and R2 together are at least 5; and PUG is a photographically useful group.
    Type: Grant
    Filed: May 30, 2003
    Date of Patent: August 24, 2004
    Assignee: Eastman Kodak Company
    Inventors: Stephen P. Singer, Christopher W. Grote, Robert C. Stewart, Janet N. Younathan, Jerrold N. Poslusny
  • Publication number: 20040058284
    Abstract: A silver halide color photographic light-sensitive material, having at least one each of blue-, green-, and red-sensitive emulsion layers containing yellow, magenta, and cyan couplers, respectively, on a support;
    Type: Application
    Filed: February 28, 2003
    Publication date: March 25, 2004
    Applicant: FUJI PHOTO FILM CO., LTD.
    Inventors: Hiroyuki Yoneyama, Akira Ikeda, Shin Soejima, Kiyoshi Takeuchi, Naoto Matsuda
  • Patent number: 6426178
    Abstract: The invention relates to a photographic element for forming neutral images comprising a cyan dye-forming coupler, a magenta dye-forming coupler of formula wherein Ra and Rb represents H or a substituent; X is hydrogen or a coupling-off group; Za, Zb, and Zc are a substituted methine group, ═N—, ═C—, or —NH—; and yellow dye-forming coupler of formula,  wherein R5 is an alkoxy group with more than one carbon atom, aryloxy, anilino, arylthio, alkylthio, or dialkylamino groups linked to the anilide phenyl ring by oxygen, sulfur or nitrogen; R6 is selected from hydrogen, halogen, alkoxycarbonyl(—CO2R), carbamoyl(—CONRR′), carbonamido(—NRCOR′), sulfonate(—OSO2R), sulfamoyl (—SO2NRR′), sulfonamido(—NRSO2R′), or sulfonyl(—SO2R); R and R′ may be hydrogen, alkyl or aryl groups; q is 1 to 4; R7 is alkyl, cyclic, or multicyclic alky, aryl, heterocyclic, heteroaromatic, and
    Type: Grant
    Filed: August 7, 2000
    Date of Patent: July 30, 2002
    Assignee: Eastman Kodak Company
    Inventors: Michael R. Roberts, Kurt M. Schroeder, Frank D. Coms
  • Publication number: 20020076661
    Abstract: The present invention provides a system of a digital color proof in which consistent images are obtained while minimizing density variation in spite of various variations of conditions due to the use of a silver halide light-sensitive color material, specifically, the present invention provides a method for forming proof images similar to printed images in terms of various characteristics such as the paper quality of silver halide light-sensitive materials, the dot gain, and the density.
    Type: Application
    Filed: September 20, 2001
    Publication date: June 20, 2002
    Applicant: KONICA CORPORATION
    Inventors: Tomonori Kawamura, Shigeo Tanaka, Satoshi Nishino, Hirohide Ito, Naohito Naraoka, Naoyo Suzuki, Shinya Watanabe, Masataka Takimoto, Hideaki Sakata, Junichi Tanabe, Tetsuya Taniguchi, Naoki Nozaki, Yasushi Okubo, Koji Daifuku, Katsuji Kondo, Toshitsugu Suzuki
  • Patent number: 6361931
    Abstract: Disclosed is a color photographic element comprising a yellow dye-forming coupler having formula I: wherein: B is a substituent containing 6 or more carbon atoms; L is a linking group bonded to the anilide ring by a carbon, sulfur, or oxygen atom; R is a substituent and n is 0-3; X is a solubilizing group containing an acidic proton; Y is a substituent; and Z is selected from the group consisting of H, chloro, an alkoxy group and an aryloxy group. The element provides an improved combination of reactivity and stability.
    Type: Grant
    Filed: December 22, 2000
    Date of Patent: March 26, 2002
    Assignee: Eastman Kodak Company
    Inventors: Barbara B. Lussier, Michael J. Proseus, Brian Thomas
  • Patent number: 6242609
    Abstract: A method for manufacturing a color coupler used in a silver halide photographic light-sensitive material using an ammonium trihalide. Said method for manufacturing the color coupler comprising the following step: a step for halogenating a coupling position of a four equivalent coupler using a halogenating agent, wherein said halogenating agent is said ammonium trihalide.
    Type: Grant
    Filed: April 7, 1999
    Date of Patent: June 5, 2001
    Assignee: Konica Corporation
    Inventor: Fumio Ishii
  • Patent number: 6057087
    Abstract: Disclosed is a photographic element comprising a silver halide emulsion layer having associated therewith a dye-forming coupler having Formula 1 ##STR1## wherein: X is hydrogen or a coupling-off group, and Y and Z are independently selected hydrogen or a substituent;R.sup.1 is a substituent; andeach R is an independently selected substituent with at least one R substituent located in the 2- or 5-position, and n is 1 to 3;provided that substituents may join to form a ring.
    Type: Grant
    Filed: April 29, 1998
    Date of Patent: May 2, 2000
    Assignee: Eastman Kodak Company
    Inventors: Thomas R. Welter, James H. Reynolds
  • Patent number: 6015658
    Abstract: The invention disclosed is a photographic element comprising a silver halide emulsion layer having associated therewith a dye-forming coupler having Formula 1 wherein:X is hydrogen or a coupling-off group;Y and Z are each independently selected hydrogen or a substituent;R.sup.1 is a substituent; andeach R is an independently selected substituent located at any position other than the acylacetamido position, and n is 2 or 3;provided that substituents may join to form a ring.
    Type: Grant
    Filed: April 29, 1998
    Date of Patent: January 18, 2000
    Assignee: Eastman Kodak Company
    Inventors: Thomas R. Welter, James H. Reynolds
  • Patent number: 5998107
    Abstract: Disclosed is a photographic element comprises a silver halide emulsion layer having associated therewith a 3-indoloylacetanilide yellow dye-forming coupler of structure I, below: wherein:R.sub.1 is an alkyl or phenyl group;R.sub.2 is a phenyl, t-butyl, cyclohexyl or naphthyl group;X is a halogen atom or an alkoxy or alkyl group;each R.sub.3 is in the para position or either meta position relative to the anilino nitrogen and is individually selected from the group consisting of halogen atoms, and alkyl, phenyl, alkoxy, phenoxy, carbamoyl, sulfamoyl, carbonamido, sulfonamido, alkylsulfonyl, arylsulfonyl, alkoxycarbonyl, aryloxycarbonyl, acyloxy, sulfoxyl, sulfonyloxy, alkylthio, acyl and cyano groups;n is 1, 2 or 3;R.sub.4 is hydrogen or an alkyl group;R.sub.5 is hydrogen or an alkyl, alkylthio, alkoxycarbonyl or aryloxycarbonyl group; andeach R.sub.6 is individually a halogen atom or an alkyl or alkoxy group and m is 0 to 4;provided that two substituents may join to form a ring.
    Type: Grant
    Filed: April 29, 1998
    Date of Patent: December 7, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, David A. Steele, Jerrold N. Poslusny, Thomas R. Welter
  • Patent number: 5998106
    Abstract: Disclosed is a photographic element comprising a silver halide emulsion layer having associated therewith a 3-indoloylacetanilide yellow dye-forming coupler of structure I, below: ##STR1## wherein: R.sub.1 is an alkyl or phenyl group;R.sub.2 is a phenyl, t-butyl, cyclohexyl or naphthyl group;X is a halogen atom or an alkoxy or alkyl group;each R.sub.3 is in the para position or either meta position relative to the anilino nitrogen and is individually selected from the group consisting of halogen atoms, and alkyl, phenyl, alkoxy, phenoxy, carbamoyl, sulfamoyl, carbonamido, sulfonamido, alkylsulfonyl, arylsulfonyl, alkoxycarbonyl, aryloxycarbonyl, acyloxy, sulfoxyl, sulfonyloxy, alkylthio, acyl and cyano groups; and n is 1, 2 or 3;R.sub.4 is a hydrogen atom or an alkyl group:R.sub.5 is a hydrogen atom or an alkyl group; andeach R.sub.6 is individually a halogen atom, an alkyl group or an alkoxy group and m is 0-4;provided that substituents may join to form a ring.
    Type: Grant
    Filed: April 29, 1998
    Date of Patent: December 7, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, David A. Steele, Jerrold N. Poslusny, Thomas R. Welter
  • Patent number: 5994038
    Abstract: The invention provides a photographic element, comprising a support bearing at least one silver halide emulsion and at least one 3-indoloylacetanilide yellow dye-forming DIR coupler of structure I, below: ##STR1## wherein: R.sub.1 is an alkyl or phenyl group;R.sub.2 is a phenyl, t-butyl, cyclohexyl or naphthyl group;X is a halogen atom or an alkoxy or alkyl group;each R.sub.3 is in the para position or either meta position relative to the anilino nitrogen and is individually selected from the group consisting of halogen atoms, and alkyl, phenyl, alkoxy, phenoxy, carbamoyl, sulfamoyl, carbonamido, sulfonamido, alkylsulfonyl, arylsulfonyl, alkoxycarbonyl, aryloxycarbonyl, acyloxy, sulfoxyl, sulfonyloxy, alkylthio, acyl and cyano groups;n is 1, 2 or 3;R.sub.4 contains at least two carbon atoms and is an alkylthio group or a carbonamido group represented by --NHCOR.sub.5, wherein R.sub.5 contains at least four carbon atoms and is an alkyl, phenyl, alkoxy or phenoxy group;each R.sub.
    Type: Grant
    Filed: April 29, 1998
    Date of Patent: November 30, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, Jerrold N. Poslusny, David A. Steele, Thomas R. Welter
  • Patent number: 5851748
    Abstract: The invention provides a photographic element comprising a silver halide emulsion layer having associated therewith a yellow dye-forming coupler having the formula: ##STR1## wherein X, Y, Z, W are independently selected from the group consisting of H, alkyl, aryl, halogen, alkoxy and aryloxy groups, provided that X and W may join to form a saturated ring;Each A is selected from the group consisting of halogen, alkoxy and aryloxy groups;m is an integer from 1 to 3;each B is independently selected from the group consisting of --C(O)OR.sub.2 and --NHSO.sub.2 R.sub.3 wherein R.sub.2 and R.sub.3 are independently selected from the group consisting of alkyl and aryl groups;n is an integer from 1 to 3; andR.sub.1 is a substituent group.
    Type: Grant
    Filed: December 12, 1996
    Date of Patent: December 22, 1998
    Assignee: Eastman Kodak Company
    Inventors: Ping-Wah Tang, Stanley W. Cowan, David J. Decker, Thomas A. Rosiek
  • Patent number: 5834167
    Abstract: A photographic element comprising a light sensitive silver halide emulsion layer having associated therewith an open chain .alpha.-carbonyl acetanilide yellow dye-forming coupler having the formula: ##STR1## wherein R.sub.1 is selected from the group consisting of alkyl, aryl, heterocyclic, and amino groups, provided that R.sub.1 may form a ring bonded to another carbon atom which is a member of Ring "A";each R.sub.
    Type: Grant
    Filed: June 25, 1997
    Date of Patent: November 10, 1998
    Assignee: Eastman Kodak Company
    Inventors: Barbara B. Lussier, John DiCillo
  • Patent number: 5747227
    Abstract: A method of forming colored images is disclosed. A silver halide color photographic photosensitive material which contains at least one yellow coupler represented by formula (I) in a yellow color forming silver halide emulsion layer which is established on a support is exposed using a scanning exposure system in which the exposure time per picture element is shorter than 10.sup.-4 seconds and then subjected to color development processing: ##STR1## wherein A represents ##STR2## X represents an organic group which is required to form, along with the nitrogen atom, a nitrogen containing heterocyclic ring, Y represents an aromatic group or a heterocyclic group, and Z represents a group which is eliminated on reaction of the coupler represented by formula (I) with an oxidation product of a developing agent.The method provides high quality hard copy both cheaply and quickly by means of a scanning exposure using high density light such as lasers for example.
    Type: Grant
    Filed: September 15, 1994
    Date of Patent: May 5, 1998
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Kiyoshi Kawai
  • Patent number: 5723263
    Abstract: A multicolor negative photographic element comprises a support bearing a blue light-sensitive silver halide emulsion first layer and a green light-sensitized silver halide emulsion second layer wherein said second layer contains a dye sensitized to green light and wherein said first layer has associated therewith a hue correction coupler which upon coupling with oxidized developer produces a dye having a maximum absorbance in the range of 460 to 510 nm. so that the element has a D480/D440 density ratio which is greater than that exhibited by the element without the hue correction coupler. The invention also encompasses a blue sensitive silver halide emulsion layer associated with the hue correction coupler and a method of forming an image in the photographic element of the invention.
    Type: Grant
    Filed: November 12, 1996
    Date of Patent: March 3, 1998
    Assignee: Eastman Kodak Company
    Inventors: Stephen Paul Singer, Paul Barrett Merkel, Jeffrey Walter Schmoeger
  • Patent number: 5677114
    Abstract: A photographic element comprises a light sensitive silver halide emulsion layer having associated therewith an open chain .alpha.-carbonyl acetanilide yellow dye-forming coupler having the formula: ##STR1## wherein R.sub.1 is selected from the group consisting of alkyl, aryl, heterocyclic, and amino groups, provided that R.sub.1 may form a ring bonded to another carbon atom which is a member of Ring "A";each R.sub.2 is independently selected from the group consisting of those substituents having a Hammett's sigma value of 0 or less, and m is from 0 to 4;each R.sub.3 and R.sub.4 for each of the n carbon atoms is independently selected from the group consisting of hydrogen, alkoxy, aryl, heterocyclic, aryloxy, and alkyl groups, and n is 0 to 16;each R.sub.5 is independently selected from the group consisting of amino, alkyl groups, and groups linked to the "B" ring by oxygen or sulfur, and p is 1 to 3, provided that two R.sub.
    Type: Grant
    Filed: July 15, 1996
    Date of Patent: October 14, 1997
    Assignee: Eastman Kodak Company
    Inventors: Barbara Boland Lussier, John DiCillo
  • Patent number: 5674667
    Abstract: The present invention provides a photographic element comprising a silver halide emulsion layer having associated therewith a dye-forming coupler of formula (I): ##STR1## wherein X is H or a coupling-off group, R and R.sup.1 are independently selected from H and substituent groups; Y and Z are independently selected from H and alkyl, aryl or heteroaryl groups; provided that Y and Z taken together with the nitrogen atom may form a 5-10 membered heterocyclic ring group which may contain one or more further heteroatoms selected from N, O and S.
    Type: Grant
    Filed: June 24, 1996
    Date of Patent: October 7, 1997
    Assignee: Eastman Kodak Company
    Inventors: Bernard Arthur Clark, Hamish McNab, Craig Cameron Sommerville
  • Patent number: 5573892
    Abstract: Compounds of the formula I are suitable as photographic yellow couplers ##STR1## In formula I, Z.sub.1, Z.sub.2 mean residues to complete 5-, 6- or 7-membered rings of an aromatic or heteroaromatic nature; these rings may be substituted with substituents R.sup.1, R.sup.2, R.sup.3 and R.sup.4 ;X means H or a substituent which is released under chromogenic development conditions.
    Type: Grant
    Filed: October 25, 1995
    Date of Patent: November 12, 1996
    Assignee: AGFA-Gevaert AG
    Inventor: G unther Schenk
  • Patent number: 5545513
    Abstract: A multilayered color photographic element contains a support having coated thereon photographic silver halide emulsion layers including at least three layers each having the same spectral sensitivity but having, respectively, the most, mid, and least light sensitivity wherein the most and mid sensitive layers are contiguous and the most sensitive layer is extremely starved of image dye-forming coupler.
    Type: Grant
    Filed: June 11, 1993
    Date of Patent: August 13, 1996
    Assignee: Eastman Kodak Company
    Inventor: Larry D. Edwards
  • Patent number: 5541040
    Abstract: Disclosed is a positive type color light sensitive material comprising a support having thereon a mainly yellow image forming layer, a mainly magenta image forming layer and a mainly cyan image forming layer;wherein, when an exposure quantity-gives minimum density of +0.2 on a first layer selected from said three layer after developing in the main spectra sensitivity region of the first layer, a second layer selected from said three layers is given lower density with said exposure than a density without said exposure.The positive type color light sensitive material is capable of providing a color proof improved in the approximation degrees of an image quality to a printed printer.
    Type: Grant
    Filed: January 25, 1995
    Date of Patent: July 30, 1996
    Assignee: Konica Corporation
    Inventors: Susumu Okawauchi, Yasuo Tosaka, Yoshiyuki Nonaka, Keiichi Hoshino
  • Patent number: 5512103
    Abstract: The invention provides a cyan color producing silver halide emulsion layer or a magenta color producing silver halide emulsion layer wherein said at least one layer has an exposure range of at least 0.6 log E from the point where the instantaneous contrast is 1.0 and wherein the instantaneous contrast of said layer increases as a function of increasing exposure over at least 70 percent of said exposure range.
    Type: Grant
    Filed: January 19, 1995
    Date of Patent: April 30, 1996
    Assignee: Eastman Kodak Company
    Inventors: James L. Edwards, Eric L. Bell, Benjamin T. Chen, Richard L. Parton
  • Patent number: 5508149
    Abstract: A silver halide color photographic light-sensitive material for use in preparing a color proof image from a halftone image information is provided, comprising a support having thereon blue-sensitive, green-sensitive and red-sensitive silver halide emulsion layers, in which at least one of the silver halide emulsion layers comprises silver halide grains having a silver chloride content of not less than 80 mol % and of which the reflection densities, when unprocessed, at wavelengths of 450, 550 and 700 nm each are not less than 0.8.
    Type: Grant
    Filed: December 15, 1994
    Date of Patent: April 16, 1996
    Assignee: Konica Corporation
    Inventors: Satoshi Masumi, Shun Takada
  • Patent number: 5470696
    Abstract: A photographic element comprising a support, at least one photosensitive silver halide layer and associated therewith a color coupler of the general formula (1) or (2): ##STR1## wherein A and B represent the same or different electron-withdrawing group,X is H or a group which splits off on coupling with oxidized color developer,R is an alkyl, cycloalkyl, aryl or heterocyclic which may be substituted, --COR.sup.1, --CSR.sup.1, SOR.sup.1, SO.sub.2 R.sup.1, --NHCOR.sup.1, --CONHR.sup.1, --COOR.sup.1, --COSR.sup.1, --NHSO.sub.2 R.sup.1 wherein R.sup.1 is an alkyl, cycloalkyl, or aryl group any of which are optionally substituted,and wherein two or more of A, B, R, and X optionally form part of a ring,Link is a linking group andn is 0, 1 or 2.
    Type: Grant
    Filed: June 1, 1993
    Date of Patent: November 28, 1995
    Assignee: Eastman Kodak Company
    Inventor: Hugh M. Williamson
  • Patent number: 5460925
    Abstract: A photographic element comprises a support, at least one photosensitive silver halide layer and in or adjacent said silver halide layer a color coupler of one of the general formulas: ##STR1## wherein R.sup.1 is a group substantially without any electron-withdrawing capability,R.sup.2 is a substituent not incompatible with the function of the compound,R.sup.3 is an alkyl, aryl or heterocyclic group any of which may be substituted,provided that R.sup.1 and R.sup.2 or R.sup.1 and R.sup.3 may together form a cyclic group containing at least one heteroatom, andX is a coupling-off group.The invention also provides a coupler composition, a dye composition, and a method of forming an image in the element of the invention.
    Type: Grant
    Filed: May 4, 1994
    Date of Patent: October 24, 1995
    Assignee: Eastman Kodak Company
    Inventor: Philip A. Allway
  • Patent number: 5455149
    Abstract: Yellow azomethine dyes of particularly elevated stability are obtained from yellow couplers of the formula I by chromogenic development ##STR1## In formula I Q means a residue to complete a 4-pyrimidone ring;X means a residue which is eliminable on chromogenic development;R.sup.1 means alkyl with 1 to 6 C atoms;R.sup.2 means halogen, --CF.sub.3, alkyl, aryl, alkoxy, aryloxy, alkylthio, arylthio, acylamino, sulphonamido, sulphuramido, carbamoyl, alkoxycarbonyl, sulphonyl, sulphamoyl or a heterocyclic residue, wherein two adjacent residues R.sup.2 may complete a ring;n means an integer from 1 to 4.
    Type: Grant
    Filed: August 19, 1994
    Date of Patent: October 3, 1995
    Assignee: Agfa-Gevaert, AG
    Inventor: Peter Bergthaller
  • Patent number: 5445924
    Abstract: There is disclosed a method for forming a color image using a silver halide color photographic material having three silver halide photosensitive layers on a support, comprising, in a cyan color-forming coupler-containing photosensitive layer, a cyan dye-forming coupler represented by formula (I) or (II), wherein said photographic material is exposed by a scanning exposure system and then is subjected to color development processing: ##STR1## wherein Za and Zb each represent --C(R.sub.3).dbd. or --N.dbd., provided that one of Za and Zb represents --N.dbd. and the other represents --C(R.sub.3).dbd.; R.sub.1 and R.sub.2 each represent an electron-attracting group; R.sub.3 represents a hydrogen atom or a substituent; and X represents a hydrogen atom or a coupling-off group, provided that R.sub.1, R.sub.2, R.sub.3, or X may be a divalent group, to form a dimer or higher polymer, or to bond to a polymer chain to form a homopolymer or copolymer.
    Type: Grant
    Filed: February 19, 1993
    Date of Patent: August 29, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Kiyoshi Kawai
  • Patent number: 5427898
    Abstract: Novel yellow dye-forming couplers, and photographic elements, emulsions and processes for developing images utilizing the novel couplers, are disclosed. The novel couplers include (a) an acyl acetanilide in which the acyl group has a monocyclic or multicyclic carbon center attached to the carbonyl moiety, and (b) an aryloxy coupling-off group at the coupling position of the acylacetanilide, the coupling-off group having in the ortho position a polarizable substituent.
    Type: Grant
    Filed: September 19, 1994
    Date of Patent: June 27, 1995
    Assignee: Eastman Kodak Company
    Inventors: Ping W. Tang, Philip T. S. Lau, Stanley W. Cowan, Terrence Mungal
  • Patent number: 5399474
    Abstract: Disclosed is a light-sensitive silver halide color photographic material having at least one silver halide emulsion layer on a support, which comprises a two-equivalent yellow coupler represented by the following formula: ##STR1## wherein R.sup.1 and R.sup.2 each represent an alkyl group or a cycloalkyl group; L represents an alkylene group; X represents a divalent linking group; R.sup.3 represents an unsubstituted alkyl group or cycloalkyl group; n represents 0 or 1; and Z represents >C(R.sup.4)R.sup.5 or >NR.sup.4 where R.sup.4 and R.sup.5 each represent a hydrogen atom or a substituent,being contained in at least one of the above silver halide emulsion layers.
    Type: Grant
    Filed: July 11, 1994
    Date of Patent: March 21, 1995
    Assignee: Konica Corporation
    Inventors: Atsushi Tomotake, Yutaka Kaneko
  • Patent number: 5380625
    Abstract: A method for processing a silver halide color photographic material, which comprises processing an image-wise exposed silver halide color photographic material comprising at least one silver halide emulsion layer and containing an N,N-substituted malondiamide type coupler with a color developer containing an aromatic primary amine color developing agent represented by the following general formula (D) or (E): ##STR1## In a preferred embodiment, the photographic light-sensitive material contains a cyan coupler represented by the following general formula (C): ##STR2##
    Type: Grant
    Filed: February 5, 1993
    Date of Patent: January 10, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiji Mihayashi, Masato Taniguchi, Naoki Saito
  • Patent number: 5376508
    Abstract: Disclosed is a method for forming a silver halide color photographic image comprising:exposing a silver halide color photographic light-sensitive material for photographing which comprises a support and provided thereon at least one blue-sensitive silver halide emulsion layer (B layer), at least one green-sensitive silver halide emulsion layer (G layer) and at least one red-sensitive silver halide emulsion layer (R layer) to light to obtain a latent image; processing said latent image to obtain a color negative image;printing said color negative image on a silver halide color photographic light-sensitive material for printing which comprises a support and provided thereon a yellow color-forming layer (Y layer), a magenta color-forming layer (M layer) and a cyan color-forming layer (C layer) to obtain a color photographic image; wherein:(A) the spectral sensitivity distribution of the G layer S.sub.G (.lambda.) has a maximum value at a certain point .lambda..sub.
    Type: Grant
    Filed: September 20, 1993
    Date of Patent: December 27, 1994
    Assignee: Konica Corporation
    Inventors: Yoshitaka Yamada, Satoru Shimba, Hiroshi Shimazaki
  • Patent number: 5372920
    Abstract: A multilayered color photographic element contains a support having coated thereon photographic silver halide emulsion layers including at least one blue-sensitive and at least three red-sensitive silver halide emulsion layers, said red-sensitive layers respectively being most, mid, and least red-sensitive relative to each other, said most and mid red-sensitive layers being contiguous, and the most red-sensitive layer being a coupler starved layer, which element comprises:(a) a yellow image dye-forming coupler and substantially no development inhibitor releasing coupler in the most red-sensitive layer; and(b) at least one development inhibitor releasing coupler in the mid red-sensitive layer.
    Type: Grant
    Filed: June 11, 1993
    Date of Patent: December 13, 1994
    Assignee: Eastman Kodak Company
    Inventor: Larry D. Edwards
  • Patent number: 5362617
    Abstract: A light-sensitive material comprising a support provided thereon at least one layer containing a coupler represented by the following Formula (I): ##STR1## wherein A represents a group represented by the following Formula (a), (b) or (c): ##STR2## wherein the groups are as defined in the specification provided that at least one of the groups represented by A, B and Z has at least one of the partial structures represented by the following Formulas (P-I) to (P-V): ##STR3## wherein the substituent groups are as defined in the specification.
    Type: Grant
    Filed: May 12, 1993
    Date of Patent: November 8, 1994
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masakazu Morigaki, Kohzaburoh Yamada, Nobuo Seto, Yasuhiro Yoshioka
  • Patent number: 5346809
    Abstract: A method of photographic color image formation is disclosed. The method gives a color photographic image having high preservability under a condition with a lowered replenishing amount of developer. The method comprises the following steps;(1) imagewise exposing to light a silver halide color photographic light-sensitive material which comprises a support having thereon a silver halide emulsion layer,(2) developing the exposed light-sensitive material with a color developer,(3) bleach-fixing the developed light-sensitive material with a bleach-fixer, and(4) washing the bleach-fixed light-sensitive material, In the above method, the silver halide emulsion layer contains a specified yellow coupler having a molecular weight of not more than 800 and a specified antifungal agent. The developing step is carried out for a time not more than 25 seconds and developer is replenished with a developer replenisher in a ratio of from 20 ml to 150 ml per square meter of light-sensitive material developed the developer.
    Type: Grant
    Filed: December 15, 1992
    Date of Patent: September 13, 1994
    Assignee: Konica Corporation
    Inventors: Shun Takada, Satoshi Masumi
  • Patent number: 5340703
    Abstract: A method of processing a silver halide light-sensitive photographic material in which a replenishing amount of a color developer is not more than 1000 ml/m.sup.2 and the material contains a coupler represented by formula I: ##STR1## The processing method of the invention can provides effects that even when treated with processing solution of low replenishing amount, a sensitive material suppresses deterioration in whiteness of non-image area and reproduces yellow close to that of a printing ink.
    Type: Grant
    Filed: September 1, 1992
    Date of Patent: August 23, 1994
    Assignee: Konica Corporation
    Inventors: Satoshi Masumi, Shun Takada
  • Patent number: 5338654
    Abstract: A silver halide color photographic material containing at least one coupler compound of the formula (1) in at least one hydrophilic colloid layer which is provided on a support:R.sup.1 OCOCHXCONR.sup.2 R.sup.3 (1)where R.sup.1 represents a branched alkyl group including a cyclic alkyl group and a cyclic alkyl-substituted alkyl group, an aryl group or a heterocyclic group; R.sup.2 represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group; R.sup.3 represents an alkyl group, an aryl group or a heterocyclic group; X represents a group which splits off from the coupler compound when the coupler compound is reacted with an oxidation product of an aromatic primary amine developing agent; and R.sup.2 and R.sup.3 may be bonded to each other to form a ring. The coupler has a high dye-forming rate to give a dye having a high color density and a high color fastness. The material has improved sharpness and color fastness and an elevated sensitivity.
    Type: Grant
    Filed: May 10, 1993
    Date of Patent: August 16, 1994
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Naoki Saito, Takayoshi Kamio, Seiji Ichijima, Keiji Mihayashi
  • Patent number: 5328812
    Abstract: A dye image-forming method comprising color developing an image wise exposed silver halide color photographic material comprising a support having thereon a layer containing an acylacetamide yellow coupler having an acyl group represented by a following formula (YI) ##STR1## wherein R.sub.1 represents a monovalent group; Q represents a group of atoms necessary to form 3- or 5-membered hydrocarbon ring or a 3- to 5-membered heterocylcic ring; provided that R.sub.1 is not a hydrogen atom and is not combined with Q to form a ring; with a developing solution containing at least one aromatic primary amine color developing agent represented by formula (D) or (E): ##STR2## wherein R.sub.4 represents a linear or branched alkyl group having 1 to 6 carbon atoms or a linear or branched hydroxyalkyl group having 3 to 6 carbon atoms; R.sub.5 represents a linear or branched alkylene group having 3 to 6 carbon atoms or a linear or branched hydroxyalkylene group having 3 to 6 carbon atoms; R.sub.
    Type: Grant
    Filed: February 18, 1993
    Date of Patent: July 12, 1994
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Akimitsu Haijima, Masato Taniguchi
  • Patent number: 5318884
    Abstract: Photographic silver halide materials and processes employ at least one coupler having a coupling-off group which includes a carbocyclic or heterocyclic ring which bears a silyl substituent on at least one of its ring carbon atoms and is attached via another of its ring atoms either directly or through a linking group or atom to the coupling position of the coupler. The silyl substituent bears three groups which are independently aromatic groups, heterocyclic groups, aliphatic groups or additional silyl groups bonded through a linking atom to the silicon atom in said silyl substituent.
    Type: Grant
    Filed: December 7, 1992
    Date of Patent: June 7, 1994
    Assignee: Eastman Kodak Company
    Inventor: Sundaram Krishnamurthy
  • Patent number: 5296339
    Abstract: A method for processing an imagewise exposed silver halide color photographic material comprising color developing the silver halide color photographic material with a color developer and then processing the photographic material with a processing solution having bleaching activity, in which the photographic material contains a coupler represented by the following general formula (I) and the replenishment rate of the color developer is not more than 600 ml/m.sup.2 of photographic material: ##STR1## wherein R.sup.1 represents a group of nonmetallic atoms necessary for forming a 5-membered unsaturated heterocyclic ring together with a ##STR2## R.sup.2 represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aromatic group or a heterocyclic group; R.sup.3 represents an alkyl group, an alkenyl group, an alkynyl group, an aromatic group, an alkoxy group, an aryloxy group, a heterocyclic oxy group or ##STR3## wherein R.sup.4 and R.sup.
    Type: Grant
    Filed: February 28, 1992
    Date of Patent: March 22, 1994
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yoshihiro Fujita, Keiji Mihayashi
  • Patent number: 5264330
    Abstract: There is disclosed a method for processing a silver halide color photographic material containing a yellow coupler represented by formula (Y) with a color developer containing an aromatic primary amine color developing agent and a polymer of vinyl alcohol or vinyl pyrrolidone series. The disclosure described provides a method for development processing wherein yellow stain and processing nonuniformity in a running processing can be prevented effectively.
    Type: Grant
    Filed: March 13, 1991
    Date of Patent: November 23, 1993
    Assignee: Fuji Photo Film Co. Ltd.
    Inventors: Kazuaki Yoshida, Takatoshi Ishikawa
  • Patent number: 5260182
    Abstract: The present invention relates to a silver halide color photographic photosensitive material comprising a support having thereon at least one silver halide emulsion layer, wherein a yellow dye forming coupler which is represented by formula (1) indicated below and/or a yellow dye forming coupler which can be represented by formula (2) indicated below are included in said silver halide emulsion layer, and the size distribution of the silver halide grains in said silver halide emulsion layer is mono-disperse: ##STR1## wherein X.sub.1 and X.sub.2 each represent an alkyl gorup, an aryl group or a heterocyclic group, X.sub.3 represents an organic residual group which, together with >N--, forms a nitrogen containing heterocyclic group, Y represent an aryl group or a heterocyclic group, and Z represents a group which is released when the coupler represented by formulae (1) and (2) reacts with the oxidized form of the developing agent.
    Type: Grant
    Filed: March 3, 1992
    Date of Patent: November 9, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Satoshi Nagaoka, Akira Ogawa
  • Patent number: 5219716
    Abstract: Disclosed are a light-sensitive silver halide photographic material characterized in that the light-sensitive silver halide photographic material is processed with a color developer in an amount of 20 to 150 ml/m.sup.2 replenished and contains a yellow coupler represented by the formula (Y-1) shown below: ##STR1## wherein R.sub.1 represents alkyl, cycloalkyl or aryl group; R.sub.2 an alkyl, cycloalkyl, aryl or acyl group; R.sub.3 is a group substitutable on benzene ring; n is 0 or 1; X.sub.1 represents a group eliminable during coupling with the oxidized product of a developing agent; and Y.sub.1 an organic groupand a method for processing the same.
    Type: Grant
    Filed: October 26, 1990
    Date of Patent: June 15, 1993
    Assignee: Konica Corporation
    Inventors: Shun Takada, Takahiro Ogawa
  • Patent number: 5215877
    Abstract: Disclosed are a yellow coupler represented by the following formula (I) and a light-sensitive silver halide color photographic material having at least one silver halide emulsion layer on a support, which comprises a two-equivalent yellow coupler represented by the following formula (I) being contained in at least one of the above silver halide emulsion layers: ##STR1## wherein R.sub.1 represents an alkyl group or a cycloalkyl group; R.sub.2 represents an alkyl group, a cycloalkyl group or an aryl group; R.sub.3 represents a straight unsubstituted alkyl group having 8 to 20 carbon atoms; X represents >NR.sub.4, --O-- or --S(O).sub.n --; Y represents >NR.sub.5 or ##STR2## where R.sub.4 and R.sub.5 each represent an alkyl group, a cycloalkyl group or an aryl group; and R.sub.6 and R.sub.7 each represent hydrogen atom, --OR.sub.8, ##STR3## and --S(O).sub.P R.sub.8 (where R.sub.8 represents an alkyl group, a cycloalkyl group and an aryl group; R.sub.
    Type: Grant
    Filed: August 21, 1991
    Date of Patent: June 1, 1993
    Assignee: Konica Corporation
    Inventors: Atsushi Tomotake, Noboru Mizukura
  • Patent number: 5215872
    Abstract: A method of processing a silver halide color photographic material is disclosed, comprising a support having provided thereon at least one light-sensitive emulsion layer, which comprises the steps of color developing the material with a developer to which a replenisher is added and bleaching the developed material, wherein the material contains a coupler represented by the following general formula (I) and the amount of replenisher added to the color developer is 600 ml or less per m.sup.2 of the material: ##STR1## wherein A represents a coupler group, and when A is a phenol or naphthol coupler group, n is 1, and when A is any other coupler group, n is 0; and R represents an alkyl group having from 1 to 4 carbon atoms, or a pyridyl group. Images having excellent photographic characteristics are obtained by the method even though the amount of the replenisher is reduced.
    Type: Grant
    Filed: April 16, 1991
    Date of Patent: June 1, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masatoshi Goto, Keiji Mihayashi
  • Patent number: 5192646
    Abstract: A method of forming color in a silver halide photographic element wherein the silver halide is sensitized with a dye involves reacting an oxidized developing agent with a phenol or naphthol cyan dye-forming coupler or an acylacetamide yellow dye-forming coupler in a sulfoxide coupler solvent. The sulfoxide solvent reduces sensitizer dye staining with the cyan or yellow dye-forming coupler in processed photographic materials (films and papers) due to retained sensitizing dye.
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: March 9, 1993
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, Edward Schofield, Tienteh Chen
  • Patent number: 5190848
    Abstract: The invention provides a photographic coupler of the formula (I) ##STR1## wherein R.sup.1 and R.sup.2 are substituted or unsubstituted aryl groups, and R.sup.3 is a substituted or unsubstituted alkyl or aryl group. The couplers in accordance with the present invention provide image dyes of improved quality.
    Type: Grant
    Filed: December 10, 1990
    Date of Patent: March 2, 1993
    Assignee: Eastman Kodak Company
    Inventor: Michael W. Crawley