Heterocyclic Coupler Patents (Class 430/558)
  • Patent number: 5223386
    Abstract: There are disclosed a novel cyan dye-forming coupler and a silver halide photographic light-sensitive material containing the novel coupler represented by the following Formulas I to V: ##STR1## wherein R represents a substituent; Y represents a substituent having a Hammett's substituent constant .sigma.p of not less than 0.3 and not more than 1.5; Z represents the group of atoms necessary to form a 5 to 7-membered nitrogen-containing heterocyclic ring; l, m and n are the integers of 0 to 4, 0 to 5 and 0 to 3, respectively; and X represents a hydrogen atom or a substituent capable of splitting off upon a reaction with an oxidation product of a developing agent.
    Type: Grant
    Filed: August 30, 1991
    Date of Patent: June 29, 1993
    Assignee: Konica Corporation
    Inventors: Hiroshi Kita, Shuji Kida, Yutaka Kaneko
  • Patent number: 5221599
    Abstract: A compound used as a silver halide photographic light sensitive material for releasing a photographically useful group (PUG) by the reaction with an oxidized developing compound during the developing process is disclosed.The compound has several timing groups so that the releasing can be controlled by several steps of the reactions to meet a required timing.The compound can be modified with various kinds of substituents so that the width of the reacting area is controlled.
    Type: Grant
    Filed: May 21, 1991
    Date of Patent: June 22, 1993
    Assignee: Konica Corporation
    Inventors: Eisaku Katoh, Shuichi Sugita, Shuji Kida
  • Patent number: 5215871
    Abstract: A method of forming a cyan dye image in an exposed silver halide color photographic material comprising a support and a photosensitive silver halide emulsion, said method comprising developing the exposed silver halide color photographic material with a color developing solution containing an aromatic primary amine color developing agent in the presence of a cyan coupler represented by formula (I): ##STR1## wherein EWG.sub.1 and EWG.sub.2 each represents an electron attractive group having a Hammett's substituent constant .sigma..sub.p value of at least 0.30 or;R.sub.1 represents a hydrogen atom or a substituent;R.sub.2 represents a substituent;X represents a hydrogen atom or a group capable of splitting off by a coupling reaction with an oxidation product of an aromatic primary amine color developing agent;R.sub.1 and R.sub.2 may be bonded to each other to form a ring; provided that R.sub.2 must not be a halogen atom; and a silver halide color photographic material containing the cyan dye forming coupler.
    Type: Grant
    Filed: November 7, 1991
    Date of Patent: June 1, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kozo Sato, Yoshio Ishii
  • Patent number: 5213958
    Abstract: A silver halide color photographic photosensitive material comprising a yellow image forming photographic coupler, which is capable of forming images having excellent color reproduction and image fastness, and which has a high reactivity with an oxidized form of a developing agent. The aforementioned object has been realized by means of a silver halide color photographic photosensitive material containing a coupler represented by general formula (I): ##STR1## wherein X represents an organic residual group which is required, together with the nitrogen atom, to form a nitrogen containing heterocyclic ring, Y represents an aromatic group or a heterocyclic group, and Z represents a group which is eliminated when the coupler represented by said general formula reacts with the oxidized form of a developing agent.
    Type: Grant
    Filed: October 18, 1991
    Date of Patent: May 25, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masuji Motoki, Seiji Ichijima, Naoki Saito, Takayoshi Kamio, Keiji Mihayashi
  • Patent number: 5212052
    Abstract: A novel silver halide color photographic material is provided comprising on a support at least one blue-sensitive layer, one green-sensitive layer and one red-sensitive layer, wherein said blue-sensitive layer comprises at least one yellow dye-forming coupler represented by the following general formula (1) and/or (2) and said green-sensitive layer comprises at least one magenta dye-forming coupler represented by the following general formula (M): ##STR1## wherein X.sub.1 and X.sub.2 each represents an alkyl group, an aryl group or a heterocyclic group; X.sub.3 represents an organic residue which forms a nitrogen-containing heterocyclic group together with >N--; Y represents an aryl group or a heterocyclic group; and Z represents a group which separates from the remainder of the molecule when the coupler undergoes a reaction with an oxidation product of a developing agent; ##STR2## wherein R.sub.1 and R.sub.
    Type: Grant
    Filed: March 9, 1992
    Date of Patent: May 18, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kei Sakanoue, Akira Ogawa
  • Patent number: 5212055
    Abstract: A silver halide color photographic material comprising a support having thereon at least one light-sensitive silver halide emulsion layer comprising a dispersion of silver halide grains in a binder, wherein the silver halide emulsion layer contains (a) at least one coupler represented by formula (I), (b) at least one compound represented by the formula (II), and (c) at least one compound represented by formula (III), and the photographic material contains (d) at least one compound represented by formulae (IV), (V) or (VI): ##STR1## wherein R, Y, Za, Zb and Zc each is as defined in the specification; ##STR2## wherein R.sub.1, R.sub.2, R.sub.5 and R.sub.6, and R.sub.7 each is as defined in the specification ##STR3## wherein R.sub.11, R.sub.12 and R.sub.13, R.sub.14, R.sub.15, R.sub.16 and R.sub.17 each is as defined in the specification; ##STR4## wherein R.sub.21, R.sub.22 A, B, X, Y.sub.1 and n each is as defined in the specification; andR.sub.30 --Z (VI)R.sub.
    Type: Grant
    Filed: July 18, 1990
    Date of Patent: May 18, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masakazu Morigaki, Nobuo Seto, Kozo Aoki
  • Patent number: 5208141
    Abstract: A silver halide color photographic light-sensitive material is disclosed, in which dye images having a high fastness against heat, moisture and light. The light-sensitive material comprises a support having there on a silver halide emulsion layer containing a coupler represented by the following formula I; ##STR1## wherein Za is a --C.dbd. group or a --C.dbd. group, Zb is a nitrogen atom or a ##STR2## group and Zc is a nitrogen atom or a ##STR3## group, provided that when Zb is a nitrogen atom, Za and Zc are the ##STR4## group and the ##STR5## group, respectively, and when Zc is a nitrogen atom, Za and Zb are the ##STR6## group and the ##STR7## group, respectively; R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and Y are each a hydrogen atom or a substituent; X is a hydrogen atom or a substituent capable of splitting off upon reaction with the oxydation product of a color developing agent; n and m are each 1 or 0, provided that m+n is 1.
    Type: Grant
    Filed: October 4, 1991
    Date of Patent: May 4, 1993
    Assignee: Konica Corporation
    Inventors: Satoru Ikesu, Hiroshi Kita, Yutaka Kaneko
  • Patent number: 5208140
    Abstract: There is disclosed a light-sensitive silver halide photographic material having at least one light-sensitive emulsion layer and at least one non-light-sensitive emulsion layer of a support, the improvement wherein a coupler represented by the following formula (M-I) and an anti-fading additive having a quenching rate constant of a singlet oxygen of 1.times.10.sup.7 M.sup.-1 .multidot.sec.sup.-1 or more provided that 2,5-dialkylhydroquinones are excluded are contained in at least one layer of the light-sensitive emulsion layer, and a compound represented by the following formula (II) is contained in at least one layer selected from the light-sensitive emulsion layer and the non-light-sensitive emulsion layer.
    Type: Grant
    Filed: September 23, 1991
    Date of Patent: May 4, 1993
    Assignee: Konica Corporation
    Inventor: Toyoki Nishijima
  • Patent number: 5206129
    Abstract: Disclosed is a dye forming coupler represented by formula (I): ##STR1## wherein R.sup.1 and R.sup.2, which may be the same or different, each represents a substituent group, and X is a hydrogen atom or a group which can be eliminated by a coupling reaction with the oxidized species of a primary aromatic amine derivative.
    Type: Grant
    Filed: November 7, 1991
    Date of Patent: April 27, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kozo Sato, Kiyoshi Takeuchi, Yoshio Ishii
  • Patent number: 5206130
    Abstract: Disclosed is a silver halide color photographic material comprising a support thereon having at least one silver halide emulsion layer containing at least one cyan coupler of the general formula (I): ##STR1## where R represents a group capable of being an imidazo[1,2-b]pyrazole skeletal substituent;EWG represents an electron-attracting substituent which does not substantially split off from the formula on reaction of the coupler with an oxidation product of an aromatic primary amine developing agent;X represents a hydrogen atom or a releasable group which splits off from the formula on reaction of the coupler with an oxidation product of an aromatic primary amine developing agent; andn represents an integer of from 1 to 7,providing an excellent cyan dye and cyan image having satisfactory absorption characteristic and color fastness.
    Type: Grant
    Filed: November 6, 1991
    Date of Patent: April 27, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yasuhiro Shimada, Yoshio Ishii
  • Patent number: 5204213
    Abstract: A silver halide photographic material comprising at least one silver halide emulsion layer on a support, characterized in that there is contained a compound represented by the general formula ##STR1## wherein R.sup.1 and R.sup.2 each represents a hydrogen atom, aliphatic group, aromatic group or heterocyclic group, with the proviso that R.sup.1 and R.sup.2 may be connected to each other to form a ring; L represents a divalent linking group; V represents a carbonyl group, ##STR2## group, sulfonyl group, sulfoxy group, ##STR3## group (in which R.sub.0 represents an alkoxy group or aryloxy group), iminomethylene group or thiocarbonyl group; Time represents a divalent linking group; m represents an integer 0 or 1; n represents an integer 0 or 1; PUG represents a photographically useful group; and X represents an atomic group required to form a 5- or 6-membered ring with ##STR4## wherein R.sup.1, R.sup.
    Type: Grant
    Filed: February 13, 1991
    Date of Patent: April 20, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hisashi Okada, Morio Yagihara
  • Patent number: 5204232
    Abstract: Disclosed is a light-sensitive silver halide photographic material having at least one silver halide emulsion layer on a support, characterized in that at least one layer of the above silver halide emulsion layers contains a compound represented by the following formula (I): ##STR1## wherein n represents 0 or 1; A represents a compound residue which cleaves a bonding to Time in the case of n=1 or a compound residue which cleaves one of bondings to FL in the case of n=0; Time represents a timing group which cleaves a bonding to FL after cleavage from A; and FL represents a compound residue which emits fluorescence by cleavage of a bonding to Time in the case of n=1 and a compound residue which emits fluorescence by cleavage of one of bondings to A in the case of n=0.
    Type: Grant
    Filed: March 11, 1991
    Date of Patent: April 20, 1993
    Assignee: Konica Corporation
    Inventors: Hirokazu Sato, Shigeo Tanaka, Satoru Ikesu
  • Patent number: 5202224
    Abstract: There is disclosed a novel dye-forming coupler, a silver halide color photographic material using the same, and a method for processing the silver halide color photographic material, wherein the dye-forming coupler is a cyan dye-forming coupler represented by formula (I), the silver halide color photographic material comprises the coupler represented by formula (I) in at least one of its photosensitive layers, and the method for processing the silver halide color photographic material comprises a color-developing process using a color developer substantially free from benzyl alcohol. The disclosure described provides a silver halide color photographic material whose color image is fast to light, heat, and humidity and whose color reproduction is excellent. ##STR1## wherein H--Z-- represents an unsubstituted amino group or an aliphatic amino, aromatic amino, or heterocyclic amino group, which may be substituted, R.sup.1 and R.sup.2 each represent an electron-donating group, R.sup.
    Type: Grant
    Filed: January 8, 1991
    Date of Patent: April 13, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Katsuyoshi Yamakawa, Hideaki Naruse
  • Patent number: 5200306
    Abstract: Couplers corresponding to formula I below used in multilayer color photographic recording materials are suitable for the release of photographically active compounds. ##STR1## In formula I above, A represents the residue of a coupler which, as a consequence of a reaction with the oxidation product of a silver halide developer under the photographic development conditions, releases a radical corresponding to the following formula ##STR2## Time represents a bond which, on reaction of the coupler with the oxidation product of a silver halide developer, is released together with the triazole ring attached thereto and, in turn, releases the triazole ring with delay under the development conditions;n=0, 1 or 2;R.sup.1 and R.sup.2 represent any substituents, provided the compound of formula II ##STR3## as a whole is a photographically active compound after release.
    Type: Grant
    Filed: March 22, 1991
    Date of Patent: April 6, 1993
    Assignee: Agfa Gevaert Aktiengesellschaft
    Inventors: Heinrich Odenwalder, Hans Vetter, Peter Bergthaller, Dirk Hubner
  • Patent number: 5200307
    Abstract: A silver halide color photographic material containing a support having thereon photographic constitutional layers, which comprises(a) a magenta coupler represented by formula (I) that is contained with a high-boiling organic solvent at a prescribed weight ratio in a magenta coupler containing layer, and(b) a ultraviolet absorbing agent represented by formula (II) that is contained with a hydrophobic polymer in a non-photosensitive layer located at a position farther than a cyan coupler containing emulsion layer for the base: ##STR1## wherein R.sub.1 represents a hydrogen atom or a substituent, Z.sub.a, Z.sub.b, and Z.sub.c each represent a methine, substituted methine, .dbd.N--, or --NH--, Y represents a hydrogen atom or a group capable of being released upon a coupling reaction with the oxidized product of a developing agent, and the compound may form a dimer or higher polymer through R.sub.1, Y, or Z.sub.a, Z.sub.b, or Z.sub.c, that is a substituted methine, ##STR2## wherein R.sub.2, R.sub.3, and R.sub.
    Type: Grant
    Filed: September 30, 1991
    Date of Patent: April 6, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Osamu Takahashi
  • Patent number: 5192650
    Abstract: A silver halide color photographic material is disclosed, which comprises a support having thereon a photographic layer containing at least one compound represented by formula (I): ##STR1## wherein each of R.sub.01, R.sub.02 and R.sub.03, which may be the same or different, represents a hydrogen atom, an aliphatic group, an aromatic group or a heterocyclic group; R.sub.01 and R.sub.02, R.sub.02 and R.sub.03, and R.sub.01 and R.sub.03 may be combined with each other, provided that all of R.sub.01, R.sub.02 and R.sub.03 are not hydrogen atoms at the same time; each of X.sub.01, X.sub.02 and X.sub.03, which may be the same or different, represents a mere bond, --O--, --S-- or ##STR2## and R.sub.04 has the same meaning as R.sub.01.
    Type: Grant
    Filed: January 23, 1991
    Date of Patent: March 9, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Nobuo Seto, Masakazu Morigaki
  • Patent number: 5192652
    Abstract: A light-sensitive silver halide photographic material comprising a support and provided thereon at least one silver halide emulsion layer containing a pyrazolo azole magenta dye-forming coupler represented by general formula M-I; ##STR1## (wherein Z represents a group of non-metallic atoms necessary to complete a nitrogen-containing heterocyclic ring which may have a substituent; X represents a hydrogen atom or a substituent capable of being split off upon reaction with an oxidation product of a color developing agent; and R represents a hydrogen atom or a substituent), to said silver halide emulsion layer an elementary sulfur having been added at an arbitrary timing before the formation of said silver halide emulsion layer on said support.
    Type: Grant
    Filed: June 27, 1991
    Date of Patent: March 9, 1993
    Assignee: Konica Corporation
    Inventors: Makoto Kajiwara, Masanobu Miyoshi
  • Patent number: 5187057
    Abstract: A silver halide color photographic material is disclosed. The material contains a coupler represented by a formula ##STR1## wherein R.sub.1, R.sub.2 and Y independently represent a hydrogen atom or substituent, X represents a hydrogen atom or an atom or group capable of splitting off upon reaction with the oxidation product of a color developing agent. The dye images formed with the coupler of the present invention are fast to heat, moisture and light.
    Type: Grant
    Filed: February 24, 1992
    Date of Patent: February 16, 1993
    Assignee: Konica Corporation
    Inventors: Satoru Ikesu, Hiroshi Kita, Yutaka Kaneko
  • Patent number: 5187053
    Abstract: A silver halide color photographic material comprising a support having thereon at least three silver halide emulsion layers which have different color sensitivities from each other, wherein at least one of the silver halide emulsion layers contains at least one magenta coupler represented by general formula (I) shown below, at least one of the silver halide emulsion layers contains at least one compound represented by general formula (II) shown below, at least one of the silver halide emulsion layers contains at least one compound represented by general formula (III) shown below and the pH of the layers of the silver halide color photographic material is from 5.0 to 6.5: ##STR1## wherein R.sup.1, X, Za, Zb, Zc, Q, M, Z, R.sub.4, R.sub.5, V.sub.1, V.sub.2, V.sub.3, V.sub.4, V.sub.5, V.sub.6, B.sub.7, V.sub.8, and X.sub.n are defined in the specification.
    Type: Grant
    Filed: November 15, 1989
    Date of Patent: February 16, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Yasuhiro Hayashi
  • Patent number: 5187056
    Abstract: The present invention relates to a silver halide color photographic material, which contains a novel yellow coupler of formula (I) in at least one hydrophilic colloid layer which is provided on a support, ##STR1## where R.sup.1 represents a non-metallic atomic group necessary for forming a 5-membered unsaturated hetero ring together with a residue of ##STR2## in the formula; R.sup.2 represents a hydrogen atom, an aliphatic group, an aromatic group, or a heterocyclic group; R.sup.
    Type: Grant
    Filed: July 29, 1991
    Date of Patent: February 16, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Naoki Saito, Keiji Mihayashi
  • Patent number: 5183731
    Abstract: A silver halide color photographic light-sensitive material having, on a support, at least an emulsion layer containing a yellow coupler represented by the general formula (I) and a sparingly water soluble epoxy compound represented by the general formula (II): ##STR1## An excellent dye images with improved yellow image storability, particularly, heat and wet heat fastness can be obtained.
    Type: Grant
    Filed: January 25, 1991
    Date of Patent: February 2, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Osamu Takahashi, Nobuo Furutachi
  • Patent number: 5183728
    Abstract: Novel pyrazoloazole dye-forming couplers contain on the azole ring a group containing a carbon atom bonded directly to the azole ring and wherein this carbon atom is bonded directly to a nitrogen atom in the group. Such couplers provide advantageous bathochromic hue shift in dyes formed from the couplers. These couplers are useful in photographic silver halide materials and processes.
    Type: Grant
    Filed: September 12, 1990
    Date of Patent: February 2, 1993
    Assignee: Eastman Kodak Company
    Inventors: Robert F. Romanet, Teh-Hsuan Chen
  • Patent number: 5178991
    Abstract: A novel silver halide color photographic material is provided, containing at least one coupler represented by formula (C-I) and at least one compound represented by formula (A-I) or (A-II) ##STR1## wherein Q.sub.1 represents an atomic group containing at least one nitrogen atom required to form a 5- or more membered nitrogen-containing heterocyclic ring together with the carbon atoms to which it is bonded; Z.sub.1 represents a hydrogen atom or a coupling-off group; R.sub.C1 represents an acyl or sulfonyl group; and R.sub.C2 represents a hydrogen atom or a C.sub.1-8 aliphatic group, or the substituents for R.sub.C1, R.sub.C2, Z.sub.1, or Q.sub.1 form a dimeric or polymeric coupler; ##STR2## wherein R represents a hydrogen atoms, an aliphatic group, an aromatic group, a heterocyclic group, or a hydrolyzable protective group; R.sub.1, R.sub.2, R.sub.3, R.sub.4, and R.sub.
    Type: Grant
    Filed: January 7, 1991
    Date of Patent: January 12, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masakazu Morigaki, Kozo Aoki
  • Patent number: 5168033
    Abstract: A silver halide photographic material having at least one silver halide emulsion layer formed on a base is disclosed said base is a reflective base having an oxygen permeability of no more than 2.0 ml/m.sup.2.hr.atm, at least one of said silver halide emulsion layers is a magenta dye forming layer containing at least one magenta coupler of formula (I) shown below, and the layers positioned above said silver halide emulsion layer with respect to said base have a gelatin content of no less than 3 g/m.sup.2 : ##STR1## wherein Z represents a group of the non-metallic atoms necessary for forming a nitrogen-containing heterocyclic ring, provided that the ring formed by Z may have a substituent; X represents a hydrogen atom or a substituent capable of being eliminated upon reaction with the oxidation product of a color developing agent; and R is a hydrogen atom or a substituent.
    Type: Grant
    Filed: September 6, 1990
    Date of Patent: December 1, 1992
    Assignee: Konica Corporation
    Inventors: Shun Takada, Kaoru Onodera
  • Patent number: 5164289
    Abstract: A silver halide photographic material containing at least one dye forming coupler represented by formula (I): ##STR1## wherein R.sub.0 represents a hydrogten atom or a substituent; R.sub.1 and R.sub.3 each represents a substituent; R.sub.2 represents an electron attracting group; X represents a hydrogen atom or a group releasable on coupling with an oxidation product of an aromatic primary amine derivative, and a silver halide photographic material containing the same are disclosed. The coupler of formula (I) exhibits excellent coupling activity and provides a dye which has a sharp absorption spectrum with no side absorption in the blue and green light regions and exhibits stability to light, heat and moisture and improved color reproducibility.
    Type: Grant
    Filed: May 7, 1991
    Date of Patent: November 17, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yasuhiro Shimada, Yoshio Ishii, Jiro Tsukahara, Makoto Suzuki, Koushin Matsuoka
  • Patent number: 5164288
    Abstract: Photographic elements are described havinga silver halide emulsion layer,a pyrazoloazole coupler in reactive association with said silver halide emulsion, anda competitor for oxidized developer in reactive association with said coupler having the formula: ##STR1## R.sup.1 represents an electron donating group, R.sup.2 represents hydrogen, alkyl, alkoxy, aryl, aryloxy, aralkyl or amino of the formula --NHR.sup.3, where R.sup.3 is phenyl or benzyl, with the proviso that at least one of the substituents R.sup.1 and R.sup.2 (a) represents a ballast group of sufficient size as to render the hydrazide compound non-diffusible in the photographic element prior to developement in alkaline processing solution and (b) comprises a polar group, andn is 0, 1 or 2.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: November 17, 1992
    Assignee: Eastman Kodak Company
    Inventors: John V. Nelson, Arlyce T. Bowne, Terry L. Bistrovich
  • Patent number: 5162196
    Abstract: The present invention relates to a novel color coupler for photography and a silver halide color photographic material comprising the same, wherein the color coupler is one of the .beta.,.gamma.-unsaturated nitriles represented by formula (I). The invention provides for a color coupler, particularly a cyan coupler, which forms color images less in subsidiary absorption, good in color reproduction, and excellent in fastness, and a silver halide color photographic material having color images as described above. Further the color coupler can be synthesized from inexpensive raw material at a low cost ##STR1## wherein W represents a hydrogen atom or a group capable of being released when the compound is subjected to a coupling reaction with the oxidized product of an aromatic primary amine derivative, R.sub.1 represents a represents a nitrogen atom, R.sub.2 represents a substituent, if V represents ##STR2## R.sub.2 and R.sub.3 each represent substituent, provided that at least one of R.sub.2 and R.sub.
    Type: Grant
    Filed: November 20, 1990
    Date of Patent: November 10, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kozo Sato, Yasuhiro Shimada, Hideaki Naruse
  • Patent number: 5158864
    Abstract: Light sensitive color photographic silver halide material containing at least one light sensitive silver halide layer with which a conventional diffusion fast color coupler is associated and optionally other layers, both light sensitive and light insensitive, in which material the one or more than one light sensitive silver halide layer contains, at a concentration of 10.sup.-3 to 10 mmol/mol of silver halide, a compound corresponding to the following formulaA(Z).sub.n K (I)absorbed on and adhering to the silver halide grain and reacting with the developer oxidation product (EOP) with an effective reaction rate constant of K.sub.eff .gtoreq.10.sup.3, in which formulaA is a grain active bonding group,Z denotes a divalent intermediate membern is 0 or 1 andK denotes a group which forms a colored or uncolored reaction product in the reaction with the developer oxidation product,is found to have an improved sensitivity/graininess ratio.
    Type: Grant
    Filed: September 21, 1990
    Date of Patent: October 27, 1992
    Assignee: AGFA Gevaert Aktiengesellschaft
    Inventors: Reinhart Matejec, Erich Wolff, Heinrich Odenwalder, Hans hlschlager
  • Patent number: 5155016
    Abstract: A silver halide photographic material comprising a support having thereon at least one silver halide emulsion layer and at least one coupler represented by the following general formula (I): ##STR1## wherein (Q) represents a pyrazoloazole type color image forming coupler residue; L.sub.1 and L.sub.2 each represents a methylene group or an ethylene group; l and m each represents 0 or 1; R.sub.1 represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group; R.sub.2 represents a group connecting with A through a carbon atom, an oxygen atom, a nitrogen atom or a sulfur atom; A represents a carbon atom or a sulfur atom; n represents 1, when A is a carbon atom, or 1 or 2, when A is a sulfur atom; B represents a carbon atom, an oxygen atom, a nitrogen atom or a sulfur atom; X represents an atomic group necessary to form a ring; R.sub.1 and R.sub.2 may connect with each other to form a ring; and B and R.sub.2 may connect with each other to form a ring, when B is a carbon atom or a nitrogen atom.
    Type: Grant
    Filed: September 11, 1990
    Date of Patent: October 13, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yuki Mizukawa, Tadahisa Sato
  • Patent number: 5145766
    Abstract: Compounds of the formula ##STR1## in which R is hydrogen or hydroxyl, R.sub.1 is alkyl, alkoxy, amino or aryl, and R.sub.2 is hydrocarbylcarbonyl or hydrocarbylsulfonyl, are highly suitable for stabilizing magenta couplers in photographic materials.
    Type: Grant
    Filed: May 13, 1991
    Date of Patent: September 8, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: David G. Leppard, David H. Steinberg, Henri Dubas
  • Patent number: 5143824
    Abstract: A silver halide color photographic material comprising a support at least one photosensitive silver halide emulsion layer formed on said support, wherein said at least one photosensitive silver halide emulsion layer contains at least one cyan dye-forming coupler selected from the group consisting of compounds represented by the following general formula (I): ##STR1## wherein R.sup.1 represents an electron-donating group; R.sup.2 represents a hydrogen atom, a substituted or unsubstituted aliphatic group, a substituted or unsubstituted aromatic group or a substituted or unsubstituted heterocyclic group; R.sup.3 represents a substituent group; and n represents an integer of 0 to 2.
    Type: Grant
    Filed: April 25, 1991
    Date of Patent: September 1, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Katsuyoshi Yamakawa, Jiro Tsukahara
  • Patent number: 5143821
    Abstract: Novel 2-alkoxy-pyrazolo[1,5-a]benzimidazole color couplers form dyes with improved hue characteristics in photographic materials and processes. Such couplers can form magenta dyes upon oxidative coupling.
    Type: Grant
    Filed: January 22, 1991
    Date of Patent: September 1, 1992
    Assignee: Eastman Kodak Company
    Inventors: Michael W. Crawley, Andrew W. Gibson
  • Patent number: 5139931
    Abstract: A silver halide color photographic material is disclosed having at least one coupler of the following formula (I), at least one compound of the following formula (II), and at least one compound of the following formula (III) in the same layer: ##STR1## wherein the substituent groups are as defined in the specification. The material resists fogging and forms a color image having excellent light-fastness.
    Type: Grant
    Filed: June 20, 1990
    Date of Patent: August 18, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Nobuo Seto, Masakazu Morigaki
  • Patent number: 5122444
    Abstract: A silver halide color photographic material comprised of a support having thereon at least three kinds of silver halide emulsion layers each sensitive to radiation each having a different spectral region; at least one of said silver halide emulsion layer containing the combination of a coupler represented by formula (I), a compound represented by formula (II) and a compound represented by formula (III), and the amount of the compound represented by formula (III) being not more than 30 mol % based on the amount of the coupler represented by formula (I) or the amount of the compound represented by formula (III) being more than 30 mol % based on the amount of the coupler represented by formula (I), excluding the compounds represented by formula (III) where both substituent groups at the ortho-positions against the hydroxyl group are tert-alkyl group: ##STR1## wherein the compound is as defined in the specification; ##STR2## wherein the compound is as defined in the specification; ##STR3## wherein the compound is
    Type: Grant
    Filed: August 15, 1989
    Date of Patent: June 16, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Nobuo Sakai
  • Patent number: 5120637
    Abstract: A silver halide color photographic material having excellent color reproducibility and image storage stability, which comprises a support having thereon at least one silver halide photographic emulsion layer containing an emulsified dispersion of oleophilic fine particles obtained by dispersing a mixture solution containing at least one cyan coupler represented by formulae (I) or (II) and at least one water-insoluble and organic solvent-soluble polymer; ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 each represents hydrogen, an aliphatic group, an aromatic group, a heterocyclic group, an aromatic amino group, a heterocyclic amino group, an aliphatic amino group, an acylamino group, a sulfonamido group, a carbamoyl group, a sulfamoyl group, a ureido group, an aliphatic oxycarbonyl group, an aromatic oxycarbonyl group, an aliphatic oxycarbonylamino group, an aromatic oxycarbonylamino group, a carboxy group, or a cyano group; and X.sub.1 and X.sub.
    Type: Grant
    Filed: February 2, 1989
    Date of Patent: June 9, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Genichi Furusawa, Katsuyoshi Yamakawa
  • Patent number: 5120636
    Abstract: A silver halide color photographic material comprising a support having thereon at least one silver halide emulsion layer, wherein at least one of the silver halide emulsion layers contains at least one magenta coupler represented by the general formula (I) described below, at least one organic solvent having a high boiling point which has at least one ##STR1## bond in its molecule, wherein R.sub.13 represents an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an alkylthio group or an arylthio group, and at least one compound represented by the general formula (II) described below: ##STR2## wherein Za and Zb each represents ##STR3## or .dbd.N--; R.sub.1 and R.sub.2 each represents a hydrogen atom or a substituent; X represents a hydrogen atom or a group capable of being released upon a coupling reaction with an oxidation product of an aromatic primary amine developing agent; when the Za-Zb bond is a carbon-carbon double bond, it may form a part of a condensed aromatic; and R.sub.1, R.sub.
    Type: Grant
    Filed: May 25, 1990
    Date of Patent: June 9, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Osamu Takahashi, Hideaki Naruse
  • Patent number: 5118591
    Abstract: The present inventions relate to a processing method for processing, with a developing time of not more than 180 seconds, a silver halide color photographic light-sensitive material comprising a support, provided thereon, with at least one silver halide emulsion layer, and at least one emulsion layer containing silver iodo-bromide with not less than 0.5 mole % of silver iodine, in particular to an active processing method wherein, a light-sensitive material B not only containing silver iodo-bromide with an iodine content of not less than 0.5 mole % but also a magenta coupler and providing a maximum magenta density, after exposed, and being capable of only satisfying the maximum magenta dye density M of M<2.0 if exposed under specific conditions and then subjected to color developing of a duration of three minutes 15 seconds at 38.degree. C. with a specific developer solution, is capable of offering a maximum magenta density satisfying M.gtoreq.2.
    Type: Grant
    Filed: January 25, 1991
    Date of Patent: June 2, 1992
    Assignee: Konica Corporation
    Inventors: Shigeharu Koboshi, Satoru Kuse, Masayuki Kurematsu, Moeko Hagiwara
  • Patent number: 5118599
    Abstract: Novel yellow image dye-forming couplers are disclosed. The couplers comprise an active open-chain keto-methylene group, an anilide group attached to the keto-methylene group, and a cyclic ether group attached to the keto-methylene group. The cyclic ether group comprises two oxygen atoms. Either the anilide group or the cyclic ether may carry a ballast group capable of immobilizing the coupler in the layer in which it is contained. Color photographic elements incorporating the novel couplers are also disclosed.
    Type: Grant
    Filed: February 7, 1991
    Date of Patent: June 2, 1992
    Assignee: Eastman Kodak Company
    Inventors: Philip T. S. Lau, Danny R. Thompson, Frederick R. Green, III
  • Patent number: 5118594
    Abstract: This invention relates to novel photographic dye-forming coupler compounds which are non-diffusible as incorporated in a photographic element, but which, during processing, are converted to a form which is removable from the element if the coupler compound has not reacted with oxidized silver halide color developing agent.
    Type: Grant
    Filed: April 29, 1991
    Date of Patent: June 2, 1992
    Assignee: Eastman Kodak Company
    Inventors: Gregory J. Lestina, Jon D. Bass, John W. Harder, Stephen P. Singer
  • Patent number: 5118598
    Abstract: Color photographic silver halide material which contains in at least one silver halide emulsion layer a magenta coupler of the formulae (I) or (II) ##STR1## wherein R.sub.1 denotes alkyl, aryl or a ballast radical,R.sub.2 denotes a ballast radical, alkyl, or aryl andZ denotes hydrogen or a group which can be split off on reaction with the developer oxidation product,and a compound of the formula (III) ##STR2## wherein R.sub.3 denotes alkyl, alkoxy, aryl, optionally substituted amino or the radical of a heterocyclic compound andR.sub.
    Type: Grant
    Filed: May 24, 1990
    Date of Patent: June 2, 1992
    Assignee: Agfa Gevaert Aktiengesellschaft
    Inventor: Erich Wolff
  • Patent number: 5116990
    Abstract: There are provided 1H-pyrazolo[1,5-b]-1,2,4-triazole magenta couplers or 1H-pyrazolo[5,1-c]-1,2,4-triazole magenta couplers characterized by having at the 6-position a phenoxy group, on the ortho-position of which is an alkoxy group or an aryloxy group. A photographic material comprising the magenta coupler is excellent in color reproducibility and exhibits superior photographic characteristics in any of sensitivity, gradation, and color density.
    Type: Grant
    Filed: August 2, 1990
    Date of Patent: May 26, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keizo Kimura, Tadahisa Sato
  • Patent number: 5112728
    Abstract: A silver halide photographic light-sensitive material comprising a support having thereon a photographic silver halide emulsion layer containing a magenta coupler, a photographic silver halide emulsion layer containing a yellow coupler, a photographic silver halide emulsion layer containing a cyan coupler and an non-light-sensitive layer containing a binder and a UV absorbent, wherein said silver halide photographic light-sensitive material has not more than 7.6 g/m.sup.2 of gelatin, said UV absorbent is liquid at an ordinary temperature, and said magenta coupler is a compound represented by Formula I; ##STR1## wherein Z represents a non-metallic group necessary to form a nitrogen-containing heterocyclic ring, X represents a hydrogen atom or a group capable of being split upon reaction with an oxidation product of a color developing agent, and R represents a hydrogen atom or a substituent.
    Type: Grant
    Filed: September 25, 1990
    Date of Patent: May 12, 1992
    Assignee: Konica Corporation
    Inventors: Masaki Tanji, Toyoki Nishijima, Takahiro Ogawa, Shun Takada, Kazuhiro Murai
  • Patent number: 5108886
    Abstract: There is disclosed a silver halide color photographic material having at least one silver halide emulsion layer on a base, which comprises in the silver halide emulsion layer a magenta coupler represented by formula (I), which has been dispersed by using a chlorinated paraffin having 8 or more carbon atoms. The disclosure as described provides a color photographic material being excellent in color reproduction and having improved light-fastness of the magenta color image from the high density part to the low density part, even when the color photographic material is processed by the color developer contaminated by a small amount of bleaching solution formula (I): ##STR1## wherein Za and Zb each represent .dbd.CH--, ##STR2## or .dbd.N--, R.sub.1 represents a hydrogen atom or a substituent, R.sub.2 represents a substituent, X represents a hydrogen atom or a group or an atom capable of being released, andi) when there is no R.sub.2 in the molecule, R.sub.
    Type: Grant
    Filed: December 11, 1990
    Date of Patent: April 28, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Yoko Idogaki
  • Patent number: 5104780
    Abstract: There is disclosed a light-sensitive silver halide photographic material which comprises containing a compound having ##STR1## group at 4-position of a pyrazole ring, and having a residue of non-diffusion type coupler through an oxygen atom, a sulfur atom or an imino group at the 5-position of the same, wherein A represents a residue of 1-phenyl-3-pyrazolidone derivatives and p is 0 or 1.
    Type: Grant
    Filed: November 7, 1990
    Date of Patent: April 14, 1992
    Assignee: Konica Corporation
    Inventors: Shuichi Sugita, Shuji Kida, Hidenobu Ohya
  • Patent number: 5104783
    Abstract: The present invention relates to a silver halide color photographic material comprising a support having thereon at least one silver halide emulsion layer, wherein the silver halide color photograph material contains a coupler represented by the following general formula (I): ##STR1## wherein X and Y each represents a nitrogen atom or a methine group; n represents 1 or 2, when n is 2, two X's and two Y's may be the same or different; Z represents a non-metallic atomic group necessary to form a heterocyclic ring or aromatic ring together with ##STR2## W represents a hydrogen atom or a group capable of being released upon a reaction with an oxidation product of a developing agent; and R.sub.1 and R.sub.2 each represents a substituent, and at least one of R.sub.1 and R.sub.2 represents an electron attractive sustituent.The silver halide color photographic material containing the cyan dye forming coupler represented by the general formula (I) provides color images excellent in sharpness and preservability.
    Type: Grant
    Filed: February 8, 1991
    Date of Patent: April 14, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yasuhiro Shimada, Seiji Ichijima
  • Patent number: 5104782
    Abstract: A silver halide color photographic material wherein at least one pyrazoloazole dye forming coupler, at least one compound represented by formula (A) and at least one compound represented by formula (B) are included in the same layer: ##STR1## wherein the substituents are as defined in the specification.
    Type: Grant
    Filed: February 7, 1991
    Date of Patent: April 14, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Nobuo Seto, Masakazu Morigaki
  • Patent number: 5104781
    Abstract: The present invention relates to a silver halide color photographic light sensitive material having at least one silver halide color photographic light-sensitive emulsion layer on a support which comprises (i) at least one coupler represented by Formula (I), (ii) at least one compound represented by Formula (II), (iii) at least one compound represented by Formula (III), and (iv) at least one high boiling organic solvent represented by Formula (IV), wherein each of the couplers and the compounds represented by Formulas (I) to (IV) are incorporated in the same light sensitive layer, and wherein Formulas (I) to (IV) are shown below. ##STR1## The substituents are defined hereinbelow.
    Type: Grant
    Filed: February 5, 1990
    Date of Patent: April 14, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Nobuo Seto, Masakazu Morigaki
  • Patent number: 5100772
    Abstract: A magenta dye-forming coupler for photographic material is disclosed. The coupler is a polymer derived from a monomer having the formula: ##STR1## R.sub.1 represents hydrogen or a substituent, X represents hydrogen or a group capable of being released by a coupling reaction with an oxidized aromatic primary amine developing agent,Z represents the atoms necessary to complete a heterocyclic ring,L represents a divalent linking group,A represents --CONH--, --COO--, --O--, --OOC--, --NHCO--, --NHCONH--, --NHSO.sub.2 --, or a substituted or unsubstituted phenylene group,D represents --O--, --NR"--, or --CONR"--,R represents a substituted or unsubstituted aliphatic or a substituted or unsubstituted aromatic substituent, having at least 6 carbon atoms,R' represents H, substituted or unsubstituted lower alkyl of from 1 to 4 carbon atoms, carboxyl, or halogen, andR" represents substituted or unsubstituted: alkyl, aryl, or acetyl.
    Type: Grant
    Filed: December 24, 1990
    Date of Patent: March 31, 1992
    Assignee: Eastman Kodak Company
    Inventors: Tienteh Chen, Stanley W. Cowan, Edward Schofield, Ping W. Tang
  • Patent number: 5093227
    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 which comprises a pyrazoloazole-type coupler and an image-dye stabilizer, and has at least one of the layers comprising a silver halide emulsion of a high silver chloride and the total coating amount of silver of 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, to improve development treatment characteristics, desilvering ability, and stability of an image.
    Type: Grant
    Filed: October 3, 1989
    Date of Patent: March 3, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kiyoshi Nakazyo, Kazuaki Yoshida
  • Patent number: 5091293
    Abstract: A high-speed color negative photographic material which comprises, a support having provided thereon, at least one red-sensitive silver halide emulsion layer, at least one green-sensitive silver halide emulsion layer and at least one blue-sensitive emulsion layer, and is designated so as to acquire a specific photographic sensitivity (defined in detailed description of the invention) of 800 or above, and has a combined total of silver coverages ranging from 3.0 g/m.sup.2 to 9.0 g/m.sup.2 so as to minimize an increase in fog, a decrease in photographic speed and deterioration in granularity, which heretofore have occurred in high-speed photographic materials during long-range storage before used. In addition, the present photographic material enables enhancement of pressure resistance and processing efficiency.
    Type: Grant
    Filed: June 25, 1990
    Date of Patent: February 25, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yasushi Nozawa, Hideto Ikoma, Keiji Mihayashi, Yoshihiko Shibahara