Substituted At Coupling Position With Other Than Hydrogen Patents (Class 430/389)
  • Patent number: 5188926
    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 carbonamide coupler solvent. The carbonamide 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: February 23, 1993
    Assignee: Eastman Kodak Company
    Inventors: Edward Schofield, Paul B. Merkel, Tienteh Chen
  • Patent number: 5178993
    Abstract: A method for rapidly processing a silver halide color photographic material is disclosed, comprising a support having at least one red-sensitive silver halide emulsion layer containing a cyan coupler, at least one green-sensitive silver halide emulsion layer containing a magenta coupler and at least one blue-sensitive silver halide emulsion layer containing a yellow coupler, wherein the photographic material contains a yellow colored cyan coupler, the total processing time for the photographic material is 8 minutes or less, and the processing solution having a bleaching ability for the photographic material contains an oxidizing agent having a redox potential of 150 mV or more. The rapid processing method yields excellent color reproducibility and the photographic material processed by the method has excellent resistance to fading.
    Type: Grant
    Filed: February 28, 1991
    Date of Patent: January 12, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yoshihiro Fujita, Keiji Mihayashi
  • Patent number: 5122614
    Abstract: Poly(ethylene glycol)-N-succinimide carbonate and its preparation are disclosed. Polyethylene glycol (PEG) is converted into its N-succinimide carbonate derivative. This form of the polymer reacts readily with amino groups of proteins in aqueous buffers. The modified proteins have PEG-chains grafted onto the polypeptide backbone by means of stable, hydrolysis-resistant urethane (carbamate) linkages.
    Type: Grant
    Filed: April 19, 1990
    Date of Patent: June 16, 1992
    Assignee: Enzon, Inc.
    Inventor: Shmuel Zalipsky
  • Patent number: 5100773
    Abstract: There is disclosed the silver halide light-sensitive color photographic material having an excellent dispersing stability in a silver halide emulsion, a satisfactory color formability and a sufficient maximum color density, and capable of providing a high reactivity or a high quality image, wherein the photographic material contains at least one selected from the couplers represented by Formulas I and II: ##STR1##
    Type: Grant
    Filed: November 27, 1989
    Date of Patent: March 31, 1992
    Assignee: Konica Corporation
    Inventors: Atsushi Tomotake, Shuji Kida, Mayumi Tomotake, Fumio Ishii
  • Patent number: 5070003
    Abstract: There is disclosed a method for processing a silver halide color photographic material with a color developer containing at least one aromatic primary amine color-developing agent. In the method a silver halide color photographic material having at least one of the layers of which contains a silver halide emulsion of a high chloride comprising 80 mol % or over of silver chloride and the total coating amount of silver of which is 0.75 g/m.sup.2 or below is processed, after exposure to light, with a color developer containing a specified amount of chloride ions and bromide ions. The silver halide color photographic material contains at least one of yellow couplers specified.
    Type: Grant
    Filed: October 3, 1989
    Date of Patent: December 3, 1991
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hideaki Naruse, Kazuaki Yoshida
  • Patent number: 5066574
    Abstract: A silver halide photographic light-sensitive material which contains a noble 2-equivalent yellow coupler having an excellent color forming property and an improved dispersion stability in emulsion is disclosed.
    Type: Grant
    Filed: October 1, 1990
    Date of Patent: November 19, 1991
    Assignee: Konica Corporation
    Inventors: Toru Kubota, Mayumi Tomotake, Hidenobu Ohya, Atsushi Tomotake, Noboru Mizukura
  • Patent number: 5063143
    Abstract: A process for forming a color image wherein a color photographic material is developed with a processing solution containing a solvent for the silver halide in the presence of an aromatic primary amino color devloping agent. The color photographic material comprises, on a support, at least one layer containing (1) a coupler capable of forming a dye by reaction with an oxidized aromatic primary amino color developing agent and having a dye covering power of at least 0.75 and (2) a silver chlorobromide emulsion or silver chlorobromide emulsion containing at least 90 molar % of silver chloride.
    Type: Grant
    Filed: April 9, 1990
    Date of Patent: November 5, 1991
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Takeshi Hirose, Akira Abe, Kiyoshi Nakazyo
  • Patent number: 5063142
    Abstract: A process for processing a silver halide color photographic material is disclosed, which comprises color developing and bleach-fixing the silver halide color photographic material, and then processing by at least one of washing the material with water and stabilizing the material, the silver halide color photographic material comprising a support having thereon at least one emulsion layer comprising a high silver chloride emulsion having a silver chloride content of 80 mol % or more and a used bleach-fixing solution which has been already used for the bleach-fixing, having a silver ion concentration of 0.02 mol/liter or more being used as a bleach-fixing solution for replenishment.
    Type: Grant
    Filed: May 21, 1990
    Date of Patent: November 5, 1991
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Takatoshi Ishikawa
  • Patent number: 5024925
    Abstract: A method of forming a color image which comprises subjecting a silver halide color reversal photographic material to imagewise exposure and then to color reversal processing, said color reversal photographic material comprising a support having provided thereon at least one red-sensitive emulsion layer, at least one green-sensitive emulsion layer and at least one blue-sensitive emulsion layer wherein the emulsion layers have an average silver iodide content of up to 5 mol %, and wherein the peak sensitivity of the red layer is in a range between 615 and 640 nm, wherein on the shorter wavelength side, 80% of the peak is in a range between 600 and 633 nm, 50% of the peak is in a range between 585 and 625 nm and 25% of the peak is in a range between 570 and 615 nm, and wherein on the longer wavelength side, 80% of the peak is in a range between 620 and 648 nm, 50% of the peak is in a range between 625 and 655 nm and 25% of the peak is in a range between 630 and 665 nm, wherein the wavelength difference between t
    Type: Grant
    Filed: July 21, 1989
    Date of Patent: June 18, 1991
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Naoyasu Deguchi
  • Patent number: 4994361
    Abstract: A silver halide color photographic light-sensitive material is disclosed in which a novel yellow coupler represented by the following Formula I is contained. ##STR1## wherein R.sub.1 is a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group; R.sub.2 and R.sub.3 are each a hydrogen atom, a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group; X is a hydrogen atom, a halogen atom, an alkoxy group or an alkylamino group; Y, B.sub.1 and B.sub.2 are each a substituent; and m and n are each an integer of zero to 3.
    Type: Grant
    Filed: November 27, 1989
    Date of Patent: February 19, 1991
    Assignee: Konica Corporation
    Inventors: Atsushi Tomotake, Shuji Kida, Mayumi Tomotake, Fumio Ishii
  • Patent number: 4978605
    Abstract: A non-diffusible, yellow dye image-forming benzoylacetanilide coupler having an aryloxy coupling-off group where (a) the benzoyl group comprises a substituent R.sup.1 O-- wherein R.sup.1 is an alicyclic or aliphatic, unsubstituted or substituted, branched or unbranched hydrocarbon group; and, (b) at least one of the benzoyl group and acetanilide group comprise a substituent that comprises a branched alkyl group containing at least 4 carbon atoms wherein the alkyl chains are uninterrupted or interrupted by hetero atoms or groups, enables improved solubility in coupler solvents in a photographic material, and the yellow dyes resulting from such couplers upon oxidative coupling have improved light stability. Such couplers are advantageous in photographic silver halide elements and processes.
    Type: Grant
    Filed: January 6, 1989
    Date of Patent: December 18, 1990
    Assignee: Eastman Kodak Company
    Inventor: Siu C. Tsoi
  • Patent number: 4973545
    Abstract: A photographic coupler containing an aryloxysilyl group (--X--O--Y) wherein X is substituted or unsubstituted arylene and Y is a silyl group) is useful in photographic silver halide elements and processes. Such a photographic coupler enables improved dispersibility and improved photographic properties.
    Type: Grant
    Filed: September 14, 1989
    Date of Patent: November 27, 1990
    Assignee: Eastman Kodak Company
    Inventor: Christopher P. Moore
  • Patent number: 4873179
    Abstract: A method for processing a silver halide color photographic material which comprises, after color development of a silver halide color photographic material comprising a support having thereon at least one light-sensitive silver halide emulsion layer and at least one compound capable of releasing, upon a reaction with an oxidation product of a developing agent, a compound which is capable of releasing a development inhibitor upon a reaction with another molecule of an oxidation product of a developing agent, treating said photographic material with a liquid having a fixing ability, followed by processing thereof while replenishing washing water or a stabilizing solution in an amount of from 2 to 50 times the amount carried over from the preceding bath per unit area of the silver halide color photographic material.
    Type: Grant
    Filed: May 20, 1987
    Date of Patent: October 10, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Akira Abe, Keiji Mihayashi, Seiji Ichijima
  • Patent number: 4857440
    Abstract: Photographic compound (A) capable of releasing a photographically useful group by means of intramolecular nucleophilic displacement exhibits increased resistance to hydrolysis when the compound contains in a coupling position a coupling-off group represented by the formula: ##STR1## wherein Q, R.sub.q, R.sub.1, R.sub.2, R.sub.3, n and PUG are as defined in the application. Such a compound (A) is useful in a photographic silver halide material and process.
    Type: Grant
    Filed: June 30, 1988
    Date of Patent: August 15, 1989
    Assignee: Eastman Kodak Company
    Inventors: William J. Begley, Michael J. Carmody, John M. Buchanan
  • Patent number: 4855222
    Abstract: Dye images of high color yield and high gradation are obtained with a color photographic recording material containing 2-equivalent yellow couplers corresponding to formula I, particularly in modern rapid processing methods or in developers free from benzyl alcohol. ##STR1## R.sup.1, R.sup.2 (same or different) represent hydrogen, alkyl or halogen; R.sup.3 represents alkoxyalkyl or an alkyl radical substituted by a heterocyclic group containing at least one oxygen atom;R.sup.4 represents alkyl or aryl;R.sup.5 represents halogen or alkoxy;R.sup.6 represents hydrogen, alkoxy, amino, acylamino or carbamoyl;represents alkoxy, acylamino, carbalkoxy, carbamoyl or sulfamoyl.
    Type: Grant
    Filed: November 18, 1988
    Date of Patent: August 8, 1989
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Gunter Renner, Erich Wolff, Heinz Wiesen, Werner Liebe
  • Patent number: 4842994
    Abstract: A silver halide photographic material is described, comprising a support having provided thereon at least one silver halide photographic emulsion layer and comprising a bleach accelerator-releasing coupler, wherein said bleach accelerator-releasing coupler is represented by formula (I)A--(TIME).sub.n --S--X--(Y).sub.m --(Z)l]a (I)wherein A represents a coupler residual group; TIME represents a timing group; n represents 0 or 1; X represents a cyclic aliphatic group or a saturated heterocyclic group; Y represents an aliphatic group having from 1 to 8 carbon atoms which may contain a group of --O--, a group of --S--, a group of --COO--, a group of --CO--, a group of ##STR1## a group of ##STR2## a group of --SO.sub.2 --or a group of ##STR3## in its chain; m represents an integer of from 0 to 3, and when m represents 2 or more, the two or more Y groups may be the same or different; Z represents a group of --OH, a group of --COOM, a group of --SO.sub.
    Type: Grant
    Filed: November 12, 1987
    Date of Patent: June 27, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kei Sakanoue, Seiji Ichijima
  • Patent number: 4840884
    Abstract: A new photographic coupler comprises a coupling-off group bonded to the coupler at the coupling position represented by the formula:--L--NR.sup.1 --DYEwherein L is a linking group; NR.sup.1 is a substituted nitrogen atom bonded to DYE that together with NR.sup.1 is a releasable dye comprising an electrically neutral chromophore. Such a coupler enables dye hue stabilization without mordanting the dye formed. Such a new coupler is useful in a photographic silver halide element and process to provide increased dye density, higher contrast dye images, and lower pH sensitivity upon processing.
    Type: Grant
    Filed: October 19, 1987
    Date of Patent: June 20, 1989
    Assignee: Eastman Kodak Company
    Inventors: Jared B. Mooberry, Stephen P. Singer
  • Patent number: 4828970
    Abstract: There is disclosed a method for processing a light-sensitive silver halide color photographic material in which a light-sensitive silver halide color photographic material having at least one silver halide emulsion layer is exposed imagewise to light and then subjected to processing including at least a color development treatment or a color development treatment followed by a bleach-fixing treatment, the improvement wherein said at least one silver halide emulsion layer is a silver halide emulsion layer in which not less than 80 mole % of the total silver halide in the layer is silver chloride and the pH value of the bleach-fixing solution used in said bleach-fixing treatment is in the range of 4.5 to 6.8.
    Type: Grant
    Filed: April 15, 1987
    Date of Patent: May 9, 1989
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Satoru Kuse, Shigeharu Koboshi
  • Patent number: 4824773
    Abstract: A silver halide color photographic material comprising a support having thereon at least a silver halide emulsion layer containing a compound represented by formula (I) ##STR1## wherein R.sup.1 and R.sup.2 each represents a hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, an alkoxycarbonyl group, a carbamoyl group, a carbonamido group, a sulfonamido group, or a sulfamoyl group; R.sup.3 represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, or a carbonamido group; X represents a halogen atom or an alkoxy group; R.sup.4 represents a carbamoyl group, an alkylsulfonyl group, an arylsulfonyl group, or a sulfamoyl group; R.sup.5 represents a hydrogen atom, a halogen atom, a halogen-substituted alkyl group, a nitro group, a cyano group, a carbamoyl group, a sulfamoyl group, an alkylsulfonyl group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an alkoxy group, an aryloxy group, a carbonamido group, or a sulfonamido group; provided that at least one of said R.
    Type: Grant
    Filed: April 23, 1987
    Date of Patent: April 25, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shingo Sato, Yoshisada Nakamura, Koji Tamoto
  • Patent number: 4824771
    Abstract: Novel photographic acetanilide dye-forming couplers comprise a group comprising a stabilizer moiety represented by the formula: ##STR1## wherein R.sup.2 is halogen or alkoxy having 1 to 4 carbon atoms; R.sup.3 is hydrogen, halogen, alkyl or alkoxy; R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are individually alkyl; ##STR2## R.sup.8 and R.sup.9 are individually hydrogen or alkyl; R.sup.10 is hydrogen, alkyl or aryl; and X is a linking group. Such couplers provide advantageous stability in dyes formed from the couplers. These couplers are useful in photographic silver halide materials and processes.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: April 25, 1989
    Assignee: Eastman Kodak Company
    Inventors: Paul R. Buckland, John D. Goddard
  • Patent number: 4822724
    Abstract: In a reversal process for the formation of color photographic images which consists of a black and white development (first development) to obtain a first negative image, followed by exposure and/or uniform fogging of the residual silver halide and a further processing (including a second color development), to obtain a second visible (in transparency) color positive image, of a silver halide color multilayer material which comprises, coated on a support base, one or more red-sensitive silver halide emulsion layers associated with dispersed non-diffusing hydrophobic cyan couplers, one or more green-sensitive silver halide emulsion layers associated with dispersed non-diffusing hydrophobic magenta couplers and one or more blue-sensitive silver halide emulsion layers associated with dispersed non-diffusing hydrophobic yellow couplers, the improvement which consists of the reversal development of said magenta-forming layer being performed in the absence of a significant presence of oil.
    Type: Grant
    Filed: December 11, 1987
    Date of Patent: April 18, 1989
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Agostino Baldassarri, Marco Loiacano, Giuseppe Loviglio
  • Patent number: 4783397
    Abstract: A silver halide color photographic material comprising a support having coated thereon at least one light-sensitive silver halide emulsion layer containing a yellow coupler represented by formula (I): ##STR1## wherein R.sub.1 represents a substituted or unsubstituted tertiary alkyl or aryl group; R.sub.2 represents a chlorine atom or an alkoxy group; R.sub.3 represents a substituted or unsubstituted alkyl or aryl group; R.sub.4 represents a chlorine atom when R.sub.1 represents a tertiary alkyl group or represents a hydrogen atom or a chlorine atom when R.sub.1 represents an aryl group, and a process for forming yellow images using the same. The material can be processed by a developer solution that contains no benzyl alcohol.
    Type: Grant
    Filed: December 29, 1986
    Date of Patent: November 8, 1988
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Akira Ogawa, Toshiyuki Watanabe
  • Patent number: 4758501
    Abstract: Novel photographic acetanilide dye-forming couplers comprise a group comprising a stabilizer moiety represented by the formula: ##STR1## wherein R is halogen or alkoxy having 1 to 4 carbon atoms; R.sub.1 is hydrogen, halogen, alkyl or alkoxy; R.sub.2 and R.sub.3 are individually alkyl; and, X is a linking group. Such couplers provide advantageous stability in dyes formed from the couplers. These couplers are useful in photographic silver halide materials and processes.
    Type: Grant
    Filed: June 5, 1987
    Date of Patent: July 19, 1988
    Assignee: Eastman Kodak Company
    Inventors: Paul R. Buckland, Siu C. Tsoi
  • Patent number: 4738917
    Abstract: A method for processing a silver halide photographic material by processing a silver halide color photographic light-sensitive material containing at least a silver halide emulsion layer comprising a silver halide grain essentially consisting of silver chlorobromide and a binder having a swelling rate of T 1/2 of 2 sec. to 30 sec. The color developer contains a n-hydroxyalkyl-p-phenylenediamine derivative at a temperature not less than 30.degree. C. for a time not more than 150 sec. The time and temperature are effective to process the silver halide color photographic light-sensitive material without decreasing the stability of the resulting dye image.
    Type: Grant
    Filed: May 15, 1986
    Date of Patent: April 19, 1988
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Shigeharu Koboshi, Satoru Kuse, Kazuhiro Kobayashi, Masao Ishikawa, Masayuki Kurematsu
  • Patent number: 4591548
    Abstract: Cyan dye-forming 6-hydroxy-2H-1,4-benzoxazin-3-(4H)-one couplers, preferably cyan dye-forming couplers corresponding to the general formula: ##STR1## wherein R represents hydrogen or R'"--X--NH, R' represents hydrogen or a substituted or unsubstituted alkyl group, R" represents hydrogen or R.sup.iv --X--, X represents a member selected from the group consisting of --CO--, --SO.sub.2 --, --OCOCO--, --NHCO--, R'" and R.sup.iv represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group and Y and Z, the same or different, represent hydrogen, halogen and a substituted or unsubstituted alkyl or alkoxy group,are described for use in silver halide color photographic processes and elements.
    Type: Grant
    Filed: July 15, 1985
    Date of Patent: May 27, 1986
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Ivano Delprato
  • Patent number: 4587207
    Abstract: A color image-forming process is described, comprising developing an exposed silver halide light-sensitive material with an aromatic primary amine color developing agent in the presence of an .alpha.-acyl-.alpha.-unsubstituted or substituted phenoxyacetanilide type yellow coupler having a sulfamoyl group in an m-position of the acetanilido group with respect to the amino group.
    Type: Grant
    Filed: September 26, 1984
    Date of Patent: May 6, 1986
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Momotoshi Tsuda, Jun Arakawa
  • 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: 4404274
    Abstract: A photographic light-sensitive element comprising a support and having thereon at least one silver halide emulsion layer containing an .alpha.-diacylamino substituted (aliphatic acyl) acetamide yellow dye forming coupler and a method for forming yellow dye images which comprises processing a silver halide photographic emulsion with an aromatic primary amino developing agent in the presence of an .alpha.-diacylamino substituted (aliphatic acyl) acetamide compound are disclosed. The coupler is an excellent two-equivalent coupler.
    Type: Grant
    Filed: April 6, 1981
    Date of Patent: September 13, 1983
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Atsuaki Arai, Yasushi Oishi, Akio Okumura, Kiyoshi Nakazyo
  • Patent number: 4401752
    Abstract: Couplers of good reactivity contain an aryloxy coupling-off group having in an ortho position a polarizable carbonyl, sulfonyl or phosphinyl substituent group which is free of photographic dye groups and photographic reagent groups.
    Type: Grant
    Filed: November 23, 1981
    Date of Patent: August 30, 1983
    Assignee: Eastman Kodak Company
    Inventor: Philip T. S. Lau
  • Patent number: 4356258
    Abstract: A photographic acylacetanilide yellow coupler having at the acyl or anilide portion thereof a moiety represented by --X--Y--Z where X represents --NHCO-- or --CONH-- radical, Y represents a divalent organic radical, Z represents ##STR1## wherein R.sub.1 is an alkyl or aryl radical, and a color photographic material containing an acylacetanilide yellow coupler.
    Type: Grant
    Filed: November 21, 1980
    Date of Patent: October 26, 1982
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Tugumoto Usui, Katsunori Kato, Tamotsu Kojima
  • Patent number: 4338393
    Abstract: Photographic magenta dye-forming couplers have the general formula: ##STR1## wherein: A represents the atoms necessary to complete, with the nitrogen atom to which it is attached, a magenta dye-forming coupler moiety whose coupling position is inactivated by the --CHR.sup.1 R.sup.2 group;CHR.sup.1 R.sup.2 is a blocking group which, upon reaction with oxidized color developing agent, is detached from the coupler moiety to yield a mobile reaction product;R.sup.1 is alkyl--O--CO--, alkyl--CO--, aryl--O--CO--, aryl--CO--, --COOH, --NO.sub.2 or --CN andR.sup.2 is a group specified for R.sup.1 or aryl--NHCO--.These couplers can be incorporated in photographic elements, emulsions and processing compositions.
    Type: Grant
    Filed: February 4, 1981
    Date of Patent: July 6, 1982
    Assignee: Eastman Kodak Company
    Inventors: Joseph Bailey, John Cook
  • Patent number: 4315069
    Abstract: Color photographic material is described in which a yellowish image is formed which can be used to print black and white prints. Also present in the layer is a small amount of a more reactive coupler which produces a colored image to which black and white paper is not sensitive. This more reactive coupler reduces the fog in the highlight areas.Most preferably small amounts of other couplers are present which result in a green or brown image which makes it easier for the operator to focus the image.
    Type: Grant
    Filed: September 11, 1980
    Date of Patent: February 9, 1982
    Assignee: Ciba Geigy AG
    Inventors: John G. V. Scott, Anthony K. Harvey
  • Patent number: 4314023
    Abstract: A photographic yellow coupler having a general formula selected from the group consisting of (I), (II) and (III) ##STR1## wherein A is a yellow coupler residue defined by removing one hydrogen atom of a active methylene group from a yellow coupler having the active methylene group; Q is a group having a formula selected from the group consisting of ##STR2## and ##STR3## (where X and Y are individually a hydrogen atom or an alkyl, acyl, aryl or aralkyl group; Z is a hydrogen atom or an alkyl, aryl or aralkyl group; and R.sub.1 and R.sub.2 are individually a hydrogen atom or an alkyl, aryl or aralkyl group or both of R.sub.1 and R.sub.2 together may form a benzylidene group or a cycloalkyl group); and Q' is a group of the formula --CH.sub.2 --CH.sub.2 -- or ##STR4## (wherein R.sub.3 is a hydrogen or halogen atom or an alkoxy group; R.sub.4 is a hydrogen or halogen atom, an amino, acylamino, ureido, lower alkyl, alkoxy or hydroxy group; and R.sub.4 and R.sub.5 are individually a lower alkyl group).
    Type: Grant
    Filed: November 24, 1980
    Date of Patent: February 2, 1982
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Tamotsu Kojima, Hiroyuki Imamura, Mitsuto Fujiwhara, Wataru Fujimatsu, Takaya Endo
  • Patent number: 4310618
    Abstract: Novel dye-forming couplers have the structure: ##STR1## wherein: Z represents the atoms to complete, with the attached oxygen atom, the same or different 5-pyrazolone dye-forming coupler moiety, phenol dye-forming coupler moiety or naphthol dye-forming coupler moiety, the * in the ring completed by Z representing the coupling position;R is hydrogen or a coupling-off group;Bl is a blocking group removable, during development, from the coupler moiety completed by Z to which it is directly attached; andn is an integer of 2 to 4.
    Type: Grant
    Filed: May 30, 1980
    Date of Patent: January 12, 1982
    Assignee: Eastman Kodak Company
    Inventors: Jose M. Fernandez, Joseph P. Pepe
  • Patent number: 4304845
    Abstract: The present invention relates to a process for forming a yellow color image which requires contacting exposed silver halide grain with a developer in the presence of a particular yellow coupler.
    Type: Grant
    Filed: June 20, 1980
    Date of Patent: December 8, 1981
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Wataru Fujimatsu, Shui Sato, Tamotsu Kojima, Shigemasa Itoh, Takaya Endo
  • Patent number: 4294900
    Abstract: A process for producing a multicolor optical filter by exposing a multilayer color photographic material comprising:(1) a silver halide emulsion layer containing a colored coupler (1b) which has one of cyan, magenta or yellow colors and which forms a dye of one of the other two colors than the color of the colored coupler by a coupling reaction with the oxidation product of an aromatic primary amine color developing agent, and(2) a silver halide emulsion layer containing (i) a silver halide emulsion having a sufficiently high sensitivity that it can be exposed without exposing emulsion layer (1) and without increasing the color density in emulsion layer (1) and (ii) a colored coupler (2b) which has the same color as that of the dye formed by the coupling reaction of the colored coupler (1b) and which forms a cyan, magenta or yellow dye but not the color of the colored coupler (1b) or the color of the dye formed by the coupling reaction of the colored coupler (1b); the exposure is through a stripe or mosaic fi
    Type: Grant
    Filed: February 22, 1980
    Date of Patent: October 13, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Toshiaki Aono
  • Patent number: 4289847
    Abstract: The present invention relates to a method of forming a dye image which involves processing a light-sensitive silver halide photographic image, after its imagewise exposure, in the presence of a novel yellow coupler as depicted in the formula below and an aromatic primary amine color developing agent ##STR1## wherein R.sub.1 represents cyano, alkyl carbonyl, phenylalkyl carbonyl, phenoxy alkyl carbonyl, phenylthio alkyl carbonyl, arylcarbonyl, alkyl phenyl carbonyl, alkoxy phenyl carbonyl, R.sub.2, R.sub.3, R.sub.4, R.sub.5 independently are hydrogen, halogen, alkyl, alkoxy, aryloxy, alkylacyloxy, arylacyloxy, acylamino, N-alkyl carbamoyl, N-phenylcarbamoyl, alkylsulfonamido, arylsulfonamido, N-alkyl sulfamoyl, N-phenylsulfamoyl, or imido, R.sub.6 represents cycloalkyl, alkenyl, naphthyl, thienyl, benzothienyl, furyl, or pyranyl, or a group of the formula (II): ##STR2## wherein R.sub.7, R.sub.9 and R.sub.11 are each hydrogen or alkyl, the sum of the carbon atoms in R.sub.7, R.sub.9 and R.sub.
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: September 15, 1981
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Wataru Ishikawa, Mitsuto Fujiwhara, Tamotsu Kojima, Takaya Endo, Katsunori Kato
  • Patent number: 4286053
    Abstract: Process for forming yellow dye images in silver halide photographic material using 2-equivalent .alpha.-pivaloyl acetanilide couplers having at the 5-position a ballasting sulfonyl amido group.
    Type: Grant
    Filed: November 21, 1979
    Date of Patent: August 25, 1981
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Wataru Ishikawa, Ryosuke Satoh, Kiyoshi Yamashita, Tugumoto Usui, Katsunori Kato
  • Patent number: 4277559
    Abstract: Photographic color elements are described wherein one of the emulsion layers comprise a 4-phenylazo-2-pyrazolin-5-one coupler, the phenylazo group of which carries a p-alkoxy group of the formula:--O--Alk--X--Rwherein:Alk represents a straight-chain or branched-chain alkylene group, which may carry an aryl substituent,X represents a linking group, andR represents an aryl group.
    Type: Grant
    Filed: February 14, 1977
    Date of Patent: July 7, 1981
    Assignee: AGFA-Gevaert N.V.
    Inventors: Jan Jaeken, Andre Verhecken
  • Patent number: 4269936
    Abstract: The process of forming a dye image by developing an image-exposed silver halide photographic emulsion layer by an aromatic primary amine color developing agent in the presence of the yellow dye forming coupler shown by the general formula ##STR1## wherein R.sup.1 represents an aromatic group, R.sup.2 represents an aromatic group or a heterocyclic group, and Z represents the non-metallic atom or atoms necessary for forming a 4-membered ring, a 5-membered ring or a 6-membered ring together with ##STR2## in the above formula. A photographic element containing such a yellow-forming coupler.
    Type: Grant
    Filed: December 29, 1972
    Date of Patent: May 26, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Atsuaki Arai, Yasushi Oishi, Kiyoshi Nakazyo, Atsushi Sugizaki, Akio Okumura
  • Patent number: 4268591
    Abstract: Light-sensitive recording material for color photography, which contains, in at least one silver halide emulsion layer, at least one yellow coupler of the formula ##STR1## in which R.sub.1 is alkyl, R.sub.2 is alkyl or aryl and R.sub.3 is substituted or unsubstituted alkyl, alkoxy or alkylmercapto, cycloalkylmercapto, aryl, aryloxy or arylmercapto, the sum of the carbon atoms in the substituents R.sub.1, R.sub.2 and R.sub.3 being 3 to 30 and at least two of these substituents being able to form a cyclic radical together with the carbon atom to which they are bonded, the R.sub.4 s are each halogen, alkyl, alkoxy, halogenoalkyl, alkylsulfonyl or aryloxy, X is a radical detachable during the coupling reaction, A is a 5-membered, heterocyclic, unsaturated ring system which contains 2 or 3 hetero-atoms, at least one of which is a nitrogen atom, and can be fused with a benezene ring and which is substituted by at least one ballast group and r is 1 or 2.
    Type: Grant
    Filed: August 28, 1979
    Date of Patent: May 19, 1981
    Assignee: Ciba-Geigy AG
    Inventor: Paul Tschopp
  • Patent number: 4266019
    Abstract: A silver halide color photographic material containing a yellow coupler represented by following general formula (I): ##STR1## wherein A represents a yellow coupler from which one hydrogen atom bound to a carbon atom other than at a coupling active site is removed, and R.sub.1 and R.sub.2 each represents a straight chain or branched alkyl group containing 2 to 16 carbon atoms, with the sum of the carbon atoms contained in R.sub.1 and R.sub.2 being 10 to 20 is disclosed.
    Type: Grant
    Filed: September 13, 1979
    Date of Patent: May 5, 1981
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hidetoshi Kobayashi, Mitsugu Tanaka, Kozo Inouye, Hideki Naito
  • Patent number: 4248962
    Abstract: Photographic couplers which release a photographically useful group by an intramolecular nucleophilic displacement reaction can be used in photographic emulsions, elements and processes to provide a photographically useful group in a controlled manner.
    Type: Grant
    Filed: December 22, 1978
    Date of Patent: February 3, 1981
    Assignee: Eastman Kodak Company
    Inventor: Philip T. S. Lau
  • Patent number: 4248961
    Abstract: Light-sensitive recording material for color photography is provided which contains, in at least one silver halide emulsion layer, a yellow coupler of the formula ##STR1## in which R and R' are alkyl, cycloalkyl or aryl and X.sub.1 and X.sub.2 are radicals which are detachable during the coupling reaction, Y is halogen, alkyl, alkoxy, alkylmercapto, --CN, --COOH, carbalkoxy, --NH.sub.2, --NHR.sub.1, --NR.sub.1 R.sub.2 or --NHCOR.sub.1, in which R.sub.1 and R.sub.2 are alkyl or phenyl, Z is alkyl having 5 to 40 carbon atoms, alkoxy having 5 to 40 carbon atoms, cycloalkoxy having 5 to 12 carbon atoms or aralkyl; alkoxyalkyl, alkoxycycloalkyl, cycloalkoxyalkyl, optionally substituted phenoxyalkyl, alkylamino- and dialkylamino-alkyl, optionally substituted arylamino- and diarylamino-alkyl, alkylmercaptoalkyl or optionally substituted arylmercaptoalkyl, in which radicals the sum of the carbon atoms in each case is 6 to 40; or --COOR.sub.3, --COR.sub.3, --NR.sub.3 R.sub.4, --CONR.sub.3 R.sub.4, --NR.sub.4 COR.sub.
    Type: Grant
    Filed: May 2, 1979
    Date of Patent: February 3, 1981
    Assignee: Ciba-Geigy AG
    Inventors: Remon Hagen, Mario Fryberg
  • Patent number: 4238564
    Abstract: Recording material for color photography, which contains, in at least one silver halide emulsion layer, at least one yellow coupler of the formula ##STR1## in which R.sub.1, R.sub.2, and R.sub.3 and R.sub.4 are alkyl, cycloalkyl or aryl, X.sub.1, X.sub.2, X.sub.3 and X.sub.4 are radicals detachable during the coupling reaction and Y.sub.1 and Y.sub.2 are halogen, alkyl, alkoxy, alkylmercapto, --CN, --COOH, carbalkoxy, --NH.sub.2, --NHR.sub.5, --NR.sub.5 R.sub.6 or --NHCOR.sub.5, in which R.sub.5 and R.sub.6 are alkyl or phenyl, Z is a divalent bridge member and r is 1 or 2.Photographic colored images with excellent spectral absorption characteristics and good resistance to light, heat and moisture are obtained by exposing the recording material image-wise and developing.
    Type: Grant
    Filed: June 11, 1979
    Date of Patent: December 9, 1980
    Assignee: Ciba-Geigy Aktiengesellschaft
    Inventor: Mario Fryberg
  • Patent number: 4221860
    Abstract: A process for forming color photographic images having improved granularity, sharpness, and gradation by applying, after image exposure, a color reversal process including a step of performing color development in the presence of a competing coupler. The element processed is a multilayer reversal color photographic material comprising a support having coated thereon at least three differently sensitive photographic silver halide emulsion layers, the outermost layer of the color photographic material being blue-sensitive and containing a nondiffusible coupler forming a yellow dye by a coupling reaction with an oxidized primary aromatic amino color developing agent and represented by the following general formula (I) ##STR1## wherein R.sub.1 represents an alkyl group or an aryl group; R.sub.
    Type: Grant
    Filed: May 20, 1977
    Date of Patent: September 9, 1980
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Takeshi Hirose, Akia Okumura
  • Patent number: 4208210
    Abstract: A process for forming an optical sound track comprising applying ultraviolet light exposure to an optical sound track area of a multi-layer color photographic light-sensitive material comprising a support, color image-forming silver halide emulsion layers consisting of at least one blue-sensitive silver halide emulsion layer containing a yellow dye-forming coupler, at least one red-sensitive silver halide emulsion layer containing a cyan dye-forming coupler, and at least one green-sensitive silver halide emulsion layer containing a magenta dye-forming coupler, and at least one ultraviolet light-sensitive silver halide emulsion layer (sound track forming layer) containing a non-diffusible silver bleach inhibitor and an infrared dye-forming coupler which forms a dye having an absorption maximum at wavelengths longer than 725 nm, wherein at least one layer interposed between the ultraviolet light-sensitive silver halide emulsion layer and the support contains a non-diffusible ultraviolet absorbant.
    Type: Grant
    Filed: March 24, 1977
    Date of Patent: June 17, 1980
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Tadao Sakai, Masayoshi Kawai
  • Patent number: 4207111
    Abstract: A color photosensitive material having a support and a silver halide photosensitive layer which material includes a coupler represented by the following formulas (IV), (V) or (VI) having therein a group represented by formula (I), said coupler being capable of forming an azomethine dye on coupling with the oxidation product of an aromatic primary amine developer: ##STR1## wherein the substituents on the above formulas is herein defined, is described, said couplers capable of giving improved light fastness.
    Type: Grant
    Filed: December 27, 1977
    Date of Patent: June 10, 1980
    Assignee: Konishiroku Photo Industry Co., Ltd.
    Inventors: Mitsuto Fujiwhara, Takashi Sasaki, Takashi Uchida
  • Patent number: 4206278
    Abstract: Color photographic material is provided which comprises at least one silver halide emulsion layer containing a yellow color coupler of the formula ##STR1## in which G represents a yellow coupler radical bonded via the active methine group to the heterocyclic ring, Z represents --CO-- or --SO.sub.2 -- and M represents a substituent and A represents the non-metallic atoms necessary to complete a five-membered saturated heterocyclic ring.The new two-equivalent yellow couplers lead due to their improved reactivity (high maximum density), minimal fog and high fastness to light and outstanding spectral properties of the dyestuffs formed therefrom to a color photographic material of advantageous properties.
    Type: Grant
    Filed: April 12, 1978
    Date of Patent: June 3, 1980
    Assignee: Ciba-Geigy AG
    Inventor: Paul Tschopp
  • Patent number: 4201584
    Abstract: Novel color forming couplers for use in silver halide color photography are described. These couplers upon oxidative coupling with an aromatic primary amino color developing agent produce dyes of improved stability against light and dyes having favorable spectral absorption characteristics. The couplers have high coupling activity and thus produce high color densities.The novel couplers are acylacetanilide compounds whereof the phenyl nucleus of the anilide group carries oxyhydrocarbon groups, preferably alkoxy groups in the 2-, 4- and 5-position with respect to the amido group.
    Type: Grant
    Filed: September 19, 1978
    Date of Patent: May 6, 1980
    Assignee: AGFA-GEVAERT N.V.
    Inventors: Marcel J. Monbaliu, Raphael K. Van Poucke