Open Chain Keto-methylene Coupler Patents (Class 430/556)
  • Patent number: 6096493
    Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a certain magenta dye forming coupler and a light-sensitive silver halide emulsion layer having associated therewith a certain yellow dye-forming coupler. The element exhibits improved dye fade and equal or better red color gamut than that obtained using comparisons.
    Type: Grant
    Filed: August 14, 1998
    Date of Patent: August 1, 2000
    Assignee: Eastman Kodak Company
    Inventors: Leslie Shuttleworth, Rakesh Jain, John W. Harder
  • Patent number: 6083677
    Abstract: A photographic element comprises a silver halide emulsion layer having associated therewith a dye-forming coupler having Formula F-1: ##STR1## wherein: (1) W.sup.1 is a heteroatom or heterogroup;(2) one of W.sup.2 and W.sup.3 is hydrogen or a substituent group and the other is a group of Formula F-2: ##STR2## in which X is hydrogen or a coupling-off group and Y and Z are independently selected hydrogen or a substituent; and(3) W.sup.4 is a group of atoms necessary to form a fused ring with the ring containing W.sup.1 ;(4) provided that substituents may join to form a ring.The yellow coupler provides yellow density useful for photographic purposes.
    Type: Grant
    Filed: April 29, 1998
    Date of Patent: July 4, 2000
    Assignee: Eastman Kodak Company
    Inventors: Thomas R. Welter, James H. Reynolds
  • Patent number: 6077658
    Abstract: This invention relates to a photographic element comprising a silver halide emulsion layer having associated therewith a yellow dye-forming coupler which is an acylacetanilide compound comprising an alkoxy or aryloxy substituent ortho to the nitrogen atom on the acetanilide ring said ring further comprising a substituent containing a chroman ether group.
    Type: Grant
    Filed: December 18, 1998
    Date of Patent: June 20, 2000
    Assignee: Eastman Kodak Company
    Inventors: Barbara B. Lussier, Michael J. Proseus
  • Patent number: 6063557
    Abstract: A color photographic silver halide material in which at least one of the blue-sensitive silver halide emulsions is doped with mercury and is spectrally sensitised with a sensitising dye of formula (I) ##STR1## wherein X.sub.1 and X.sub.2, independently of each other, denote O, S, Se, NR,R denotes alkyl or carboxyalkyl,R.sub.1 and R.sub.2 or R.sub.2 and R.sub.3 denote the remaining members for the completion of a phenanthro- or anthraazole ring, and the remaining R.sub.1 or R.sub.3 radical denotes a hydrogen atom,R.sub.4 and R.sub.5, independently of each other, denote a hydrogen atom, alkyl or aryl, orR.sub.4 and R.sub.5 jointly denote the remaining members of an unsubstituted or substituted benzazole, naphthazole, phenanthro- or anthraazole,S.sub.1 and S.sub.2, independently of each other, denote alkyl, sulphoallyl or carboxyalkyl, andM.sup.+ denotes a cation which is possibly necessary for charge equalisation,is distinguished by an improved latent image stability.
    Type: Grant
    Filed: September 2, 1998
    Date of Patent: May 16, 2000
    Assignee: Agfa-Gevaert N.V.
    Inventors: Cuong Ly, Maria Nietgen, Michael Missfeldt, Heinz-Horst Teitscheid, Edgar Draber, Markus Geiger
  • 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: 6040126
    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.5 groups may join to form a ring;R.sub.
    Type: Grant
    Filed: December 22, 1998
    Date of Patent: March 21, 2000
    Assignee: Eastman Kodak Company
    Inventors: Ping-Wah Tang, Barbara B. Lussier, Stanley W. Cowan
  • 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: 6013428
    Abstract: A colour photographic recording material having at least one red-sensitive silver halide emulsion layer which is associated with a cyan coupler, at least one green-sensitive silver halide emulsion layer which is associated with a magenta coupler, at least one blue-sensitive silver halide emulsion layer which is associated with a yellow coupler contains in at least one green-sensitive silver halide emulsion layer a 2-equivalent pyrazolone coupler and in a photosensitive or non-photosensitive layer a white coupler of the formula (I) ##STR1## in which X.sup.1 means an acyl residue derived from an aliphatic, cycloaliphatic or aromatic carboxylic or sulphonic acid, a carbonic acid semi-ester or a carbamic acid,Z means the residue required to complete a saturated or partially unsaturated 5- or 6-membered carbocyclic ring which is optionally substituted and/or provided with a further fused ring or ring system.
    Type: Grant
    Filed: July 11, 1997
    Date of Patent: January 11, 2000
    Assignee: Agfa-Gevaert AG
    Inventors: Hans Langen, Heinrich Odenwalder, Uwe Dahlhaus
  • Patent number: 5994047
    Abstract: A silver halide color photosensitive material comprising at least one polymer coupler, the polymer coupler being a copolymer prepared from at least one yellow coupler monomer and at least one magenta coupler monomer, and additionally, if desired, at least one non-color-forming monomer having at least one ethylene group, which has no capability to couple with an oxidized product of an aromatic primary amine developing agent. Further, a color filter produced from the above described color photosensitive material and a production method thereof are disclosed.
    Type: Grant
    Filed: November 8, 1996
    Date of Patent: November 30, 1999
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yuki Mizukawa, Tatsuya Igarashi, Hiroyuki Hirai
  • Patent number: 5981158
    Abstract: A photographic element comprises a support bearing at least one silver halide emulsion and at least one acylacetanilide or malonanilide yellow dye-forming DIR coupler of structure I or structure II, below ##STR1## wherein the substituents are as defined in the specification.
    Type: Grant
    Filed: July 18, 1997
    Date of Patent: November 9, 1999
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, Jerrold N. Poslusny, James H. Reynolds, Bernard A. Clark, Robert N. Gourley
  • Patent number: 5981159
    Abstract: A photographic element is disclosed comprising a support bearing at least one light sensitive silver halide emulsion layer comprising a dispersion of a dye-forming coupler and a water-insoluble polymer, wherein the polymer has a glass transition temperature of less than 75.degree. C. and is formed from at least 30 wt % monomer units which provide the polymer with functional groups that are hydrogen bond donors. The combination of such relatively low T.sub.g polymers with couplers in photographic elements leads to both decreased pressure sensitivity and improved image-dye light stability, as well as a decreased tendency toward dye smear or thermal induced change. The advantages of the invention are particularly useful for yellow coupler dispersions used in photographic color paper elements on reflective supports, although they will also be useful for motion picture print film and other projection or display films on transparent or diffuse supports.
    Type: Grant
    Filed: December 23, 1997
    Date of Patent: November 9, 1999
    Assignee: Eastman Kodak Company
    Inventors: Ralph Bendt Nielsen, David Francis Bates, Brian Thomas
  • Patent number: 5962208
    Abstract: A silver halide color photographic material comprises at least one silver halide emulsion layer on a reflex support silver halide grains containing at least 90 mol % silver chloride and having a silver bromide-rich region in the vicinity of at least one grain corner, but having an average silver bromide content of 15 mol % or less at the grain surface, (ii) at least one yellow coupler represented by the following general formula (I); and (iii) at least one compound represented by the following general formula (II): ##STR1## wherein R.sub.1 represents an aryl group or a tertiary alkyl group; R.sub.2 represents a fluorine atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, a dialkylamino group, an alkylthio group, or an arylthio group; R.sub.
    Type: Grant
    Filed: May 28, 1997
    Date of Patent: October 5, 1999
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Kazunori Hasebe
  • Patent number: 5945268
    Abstract: Disclosed is a silver halide color photographic light sensitive material comprising a coupler represented by the following formula (I):formula (I) ##STR1## wherein Cp represents a coupler moiety; L represents a divalent linkage group; J represents --CO-- or --SO.sub.2 --; R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently represent a hydrogen atom, an alkyl group or an aryl group, provided that one of R.sub.3 and R.sub.4 is a hydrogen atom; R.sub.5 represents a substituent; and n represents 0 or 1.
    Type: Grant
    Filed: August 21, 1997
    Date of Patent: August 31, 1999
    Assignee: Konica Corporation
    Inventors: Koji Daifuku, Hiroyuki Yasukawa, Kohichi Takabe, Ryohei Iwamoto, Satoru Ikesu
  • Patent number: 5939244
    Abstract: The invention provides a photographic yellow image dye-forming coupler represented by Formula I: ##STR1## wherein R.sub.1 is a substituent group; TG is a thiophene group; and X is hydrogen or a coupling-off group. The invention also provides a photographic element comprising a silver halide emulsion layer having associated therewith a dye-forming coupler of Formula I, as well as a process for forming an image in such a photographic element.
    Type: Grant
    Filed: September 26, 1997
    Date of Patent: August 17, 1999
    Assignee: Eastman Kodak Company
    Inventors: David A. Steele, Jerrold N. Poslusny, Paul B. Merkel
  • Patent number: 5935773
    Abstract: A colour photographic silver halide material with a support, at last one silver halide emulsion layer containing at least one yellow coupler and at least one silver halide emulsion layer containing a cyan coupler applied thereon, in which material the silver halide emulsion layer, of which there is at least one, containing at least one yellow coupler and/or the silver halide emulsion layer, of which there is at least one, containing at least one cyan coupler contains a compound of the formula (I) ##STR1## in which R.sub.1, R.sub.2, R.sub.3 mean alkyl, alkenyl or acyl andn means 6, 7 or 8,is distinguished by improved stability of the image dyes produced by processing.
    Type: Grant
    Filed: April 29, 1996
    Date of Patent: August 10, 1999
    Assignee: Agfa-Gevaert AG
    Inventors: Jorg Hagemann, Gunter Helling
  • Patent number: 5879871
    Abstract: A silver halide color photographic light sensitive material is disclosed, containing a coupler highly soluble in organic solvents and superior in dispersibility and dispersion stability in a silver halide emulsion, which is represented by the following formula: ##STR1## The coupler includes a pyrazolotriazole coupler reprepresented by the following formula: ##STR2##
    Type: Grant
    Filed: April 11, 1997
    Date of Patent: March 9, 1999
    Assignee: Konica Corporation
    Inventors: Satoru Ikesu, Vladimir F. Rudchenko, Yutaka Kaneko
  • 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: 5789146
    Abstract: Coupler dispersions comprising an aqueous medium having dispersed therein an organic phase comprising (i) a primary photographic coupler comprising a first ballasting group containing at least 5 carbon atoms and (ii) an auxiliary photographic coupler comprising a second ballasting group, wherein the primary coupler and the auxiliary coupler are present in the dispersion at a weight ratio of from 4:1 to 99:1 and the auxiliary coupler differs from the primary coupler solely in that the second ballast group contains 2 or more additional carbon atoms and associated hydrogen atoms relative to the first ballasting group.
    Type: Grant
    Filed: August 15, 1996
    Date of Patent: August 4, 1998
    Assignee: Eastman Kodak Company
    Inventors: David Darrell Miller, Paul Barrett Merkel, Raymond Peter Scaringe
  • Patent number: 5776664
    Abstract: A silver halide photographic material comprising: (a) a silver chloride-containing emulsion comprising a dispersion medium and a silver halide grain, wherein the silver halide grain contains a tabular grain having an average aspect ratio of not less than 2 accounting for at least 50% of the entire projected area thereof and has a silver chloride content of not less than 20 mol%; (b) a developing agent; and (c) a compound capable of forming a dye image upon development.
    Type: Grant
    Filed: June 17, 1996
    Date of Patent: July 7, 1998
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Seiji Yamashita, Koki Nakamura, Koichi Nakamura
  • Patent number: 5770354
    Abstract: Silver halide photographic element comprising a support having coated thereon red-, green- and blue-sensitive silver halide emulsion layers comprising, respectively, cyan, magenta and yellow dye-forming couplers, wherein the blue-sensitive emulsion layer comprises at least two blue-sensitive emulsion layers, the uppermost of which has the highest-sensitivity and the lowermost of which has the lowest sensitivity, characterized in that the uppermost highest sensitivity blue-sensitive silver halide emulsion layer comprises a yellow dye-forming coupler and a cyan dye-forming coupler.
    Type: Grant
    Filed: April 25, 1996
    Date of Patent: June 23, 1998
    Assignee: Imation Corp.
    Inventors: Sergio Massirio, Raffaella Biavasco, Flavio Costa
  • Patent number: 5736306
    Abstract: Spectral properties of dye images produced from low silver halide coverage materials are improved by using dyes which are formed in the magenta, yellow and cyan image dye-forming units. These dyes have certain spectral characteristics, as determined by their unwanted absorptions, in combination with certain silver halide emulsion grain characteristics in each emulsion layer. In particular, reduction of unwanted absorptions can be achieved either with couplers per se which meet these characteristics or by the use of certain high-boiling solvents in the coupler dispersions at preferred levels.
    Type: Grant
    Filed: December 21, 1995
    Date of Patent: April 7, 1998
    Assignee: Eastman Kodak Company
    Inventors: Gareth Bryn Evans, John Kenneth Charles Kempster, Danuta Gibson
  • Patent number: 5693458
    Abstract: The invention provides a photographic element comprising a light-sensitive 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.sub.1 is H or a substituent group; Y and Z are the same or different and are H or are independently selected from alkyl, aryl and heteroaryl groups; provided that Y and Z taken together with the nitrogen atom may form a 5-10 membered heterocyclic ring.
    Type: Grant
    Filed: June 24, 1996
    Date of Patent: December 2, 1997
    Assignee: Eastman Kodak Company
    Inventors: Bernard Arthur Clark, Robert Nicholas Gourley, Hamish McNab, Craig Cameron Sommerville
  • 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: 5612174
    Abstract: Disclosed are a photographic yellow dye-forming coupler of formula (I) and a photographic material containing one or more such yellow couplers. ##STR1## wherein R.sub.1 represents an alkyl group, a cycloalkyl group, an aryl group, an alkylamino group, an anilino group, or a heterocyclic group; R.sub.2 represents a hydrogen atom, a halogen atom, an aliphatic-oxy group, an aryloxy group, an aliphatic group, or an amino group; R.sub.3 represents an alkenyl group; R.sub.4 represents a substituent; m represents an integer of from 0 to 3; and X represents a hydrogen atom, or a group capable of being split off from the formula by the coupling reaction with an oxidation product of an aromatic primary amine developing agent. The couplers have a high solubility in solvents, and emulsions containing the couplers can be stored in cool for a long period of time without worsening the coloring property of the couplers.
    Type: Grant
    Filed: December 7, 1995
    Date of Patent: March 18, 1997
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hiroo Takizawa, Yasuhiro Yoshioka, Masakazu Morigaki
  • Patent number: 5582960
    Abstract: An improved image display material comprising high chloride silver halide emulsions having greater than 90 mole % silver chloride, where the material comprises a yellow dye-forming layer sensitive to blue light comprising a high chloride silver halide emusion with a peak spectral sensitivity to blue light less than about 475 nm, preferably from about 440-475 nm, and a coupler dispersion comprising a yellow dye-forming coupler and a water-insoluble polymer. Photographic image display materials with both short-blue sensitivity and a polymer dispersion in the yellow dye-forming blue-sensitive layer show a synergistic improvement in color reproduction in accordance with the invention, providing for color photographic prints with less color error than seen for materials comprising only one of the components. The improvement is most notable for yellow and green colored areas of a color print.
    Type: Grant
    Filed: February 17, 1995
    Date of Patent: December 10, 1996
    Assignee: Eastman Kodak Company
    Inventors: Ralph B. Nielsen, Scott F. Odell, John L. Pawlak
  • Patent number: 5576157
    Abstract: A color photographic negative element which has a transparent base and a blue sensitive silver halide emulsion layer. The foregoing blue sensitive layer meets each of the following spectral sensitivity requirements:S.sub.max (426-444 nm) .gtoreq.65%S.sub.max(400-500 nm)IS.sub.(425-450) .gtoreq.25%(IS.sub.(400-500))in which S.sub.max(426-444 nm) is the maximum sensitivity between 426 to 444 nm, S.sub.max(400-500 nm) is the maximum sensitivity between 400-500 nm, IS.sub.(425-450) is the integrated spectral sensitivity of the blue sensitive layer from 425 to 450 nm, and IS.sub.(400-500) is the integrated spectral sensitivity of the blue sensitive layer in the region 400-500 nm. A method for printing a negative obtained from exposing and processing an element of the foregoing type, on automatic printers which automatically compensate for color bias, is also provided.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: November 19, 1996
    Assignee: Eastman Kodak Company
    Inventors: Jon N. Eikenberry, John D. Buhr, Jeffrey L. Hall
  • Patent number: 5567578
    Abstract: Provided is a silver halide color photographic material containing at least one particular acylamide-type yellow coupler in at least one light-sensitive layer therein along with a particular bisphenolic image stabilizer and a particular spirocyclic or bicyclic image stabilizer. The material has excellent coloring properties and excellent color reproducibility and forms thereon color images having high fastness to light all from the high-density areas to the low-density areas.
    Type: Grant
    Filed: November 22, 1994
    Date of Patent: October 22, 1996
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Toshiyuki Makuta, Nobuo Seto, Yasuhiro Yoshioka
  • Patent number: 5543280
    Abstract: A color photographic material which contains in at least one blue sensitive layer containing a yellow coupler a compound of the formula (I) ##STR1## in which R.sub.1 means --(X).sub.m --R.sub.4,m means 0 or 1,X means --CO--, --CO--NR.sub.5 -- or --CO--O--,R.sub.4 means H, alkyl, aryl or alkenyl,R.sub.2 means H or alkyl,R.sub.3 means H or alkyl,R.sub.5 means H, alkyl, cycloalkyl or aryl,n means 1 to 20, providing that m is 1 in at least 10% of the R.sub.1 groups, is distinguished by improved color stability.
    Type: Grant
    Filed: November 13, 1995
    Date of Patent: August 6, 1996
    Assignee: AGFA-Gevaert AG
    Inventors: Beate Weber, J org Hagemann, G unter Helling, Markus Geiger
  • Patent number: 5521058
    Abstract: A multilayer silver halide color light-sensitive material including a yellow color-forming silver halide emulsion layer, a magenta color-forming silver halide emulsion layer, and a cyan color-forming silver halide emulsion layer, on a support. The light-sensitive material contains, in the yellow color-forming silver halide emulsion layer, at least one acylacetamide-type yellow coupler having an acyl group of a specified structure, and at least one organic compound selected from the group consisting of specified epoxy compounds, specified amide compounds, and esters having a melting point of 25.degree. C. or more at normal pressure and a molecular weight of 1000 or less.
    Type: Grant
    Filed: January 24, 1995
    Date of Patent: May 28, 1996
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yasuhiro Yoshioka, Hidetoshi Kobayashi
  • Patent number: 5514531
    Abstract: There is disclosed a silver halide color photographic material which comprises an acylacetamide yellow dye-forming coupler represented by the following formula (I) and a compound represented by the following formula (II) or (III): ##STR1## wherein R.sub.1 represents a monovalent group, Q represents a group of non-metallic atoms required to form together with the C a 3- to 5-membered cyclic hydrocarbon group or a 3- to 5-membered heterocyclic group, and Y.sub.R represents a residue remaining after removing the acyl group from the acylacetamide yellow dye-forming coupler represented by formula (I), provided that R.sub.1 is not a hydrogen atom and does not bond to Q to form a ring, ##STR2## wherein R.sub.a1, R.sub.a2, R.sub.a3, R.sub.a4, and R.sub.a5 each represent a hydrogen atom, or a substituent such as an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a cyano group, a halogen atom, or a nitro group, provided that R.sub.a1, R.sub.a2, R.sub.a3, R.sub.a4, and R.sub.
    Type: Grant
    Filed: June 6, 1994
    Date of Patent: May 7, 1996
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Akiko Shono, Nobuo Seto
  • Patent number: 5498515
    Abstract: The invention provides a photographic element comprising a support bearing a blue-light sensitive silver halide emulsion layer containing an acylacetanilide yellow image dye-forming coupler having formula I or II: ##STR1## wherein: R.sub.a is a substituted or unsubstituted alkyl, alkoxy, or aryloxy group;R.sub.b is a substituted or unsubstituted alkyl or aryl group;R.sub.c is hydrogen or a substituted or unsubstituted alkyl group;R.sub.1 is a substituent;n is an integer from 0 to 2;R.sub.2 is selected from the group consisting of halogen, trifluoromethyl, and substituted or unsubstituted alkoxy and aryloxy;R.sub.3 is a substituted or unsubstituted alkyl group;R.sub.4 is hydrogen, halogen, alkoxy carbonyl (--CO.sub.2 R), carbamoyl (--CONRR'), carbonamido (--NRCOR'), sulfonamido (--NRSO.sub.2 R') or trifluoromethyl; R.sub.1 is a substituent;X is hydrogen or a coupling-off group;wherein said blue-light sensitive silver halide emulsion layer is a low-chloride silver halide emulsion.
    Type: Grant
    Filed: March 17, 1994
    Date of Patent: March 12, 1996
    Assignee: Eastman Kodak Company
    Inventors: Paul B. Merkel, Jerrold N. Poslusny, Hugh M. Williamson, Bernard A. Clark, Paul L. R. Stanley
  • Patent number: 5491052
    Abstract: It has been discovered that when polyalkylene oxide compounds or block polymeric or block oligomeric surface active compounds comprising at least a polyoxypropylene (POP) block and a polyoxyethylene (POE) block are added to conventional dispersions of yellow couplers (that is dispersions in which the dispersed particles have a particle size of 0.1 to 0.6 .mu.m), such dispersions in a coated silver halide photographic element produce substantially higher dye yield compared to the conventional dispersion without any additive. Further, the yellow dye formed from such dispersions containing the addenda of this invention are substantially more light stable compared to dispersions that does not contain such addenda.The invention is carried out just by adding required amounts of the said polyoxyethylene (POE)--polyoxypropylene (POP) compound to a preformed milled coupler dispersion prior to coating the photographic element.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: February 13, 1996
    Assignee: Eastman Kodak Company
    Inventors: James P. Van Meter, Pranab Bagchi, Brian Thomas, Thomas A. Rosiek
  • Patent number: 5478713
    Abstract: A silver halide color photographic material comprises a combination of at least one yellow dye-forming coupler of the following general formula (1) with at least one discoloration inhibitor of special amide, phosphorus or hydrazine compound type to prevent the dye images, especially the yellow dye image, formed therein from discoloring or changing their colors; ##STR1## wherein X.sup.3 represents an organic residue completing a nitrogen-containing heterocyclyl group together with ##STR2## Y represents an aromatic or heterocyclic group; and Z represents a group capable of splitting off when the coupler represented by the foregoing formula reacts with the oxidation product of an aromatic primary amine color developing agent.
    Type: Grant
    Filed: March 8, 1994
    Date of Patent: December 26, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Seto Nobuo, Ogawa Akira, Morigaki Masakazu
  • Patent number: 5474883
    Abstract: A silver halide color photographic material comprising a support having provided thereon a layer containing an acylacetamide-type coupler having an acyl group represented by the following formula (YI) and/or a coupler represented by the following formula (1) or (2), wherein the support is made of a poly(alkylene aromatic dicarboxylate) and has a glass transition point of from 50.degree. C. to 200.degree. C. and is heat-treated at a temperature falling within the range from 40.degree. C. to lower than the glass transition point before or after having been coated with a subbing layer and before being coated with silver halide light-sensitive layers, ##STR1## wherein R.sub.1 represents a substituent; and Q represents a non-metallic atomic group necessary for forming, along with C in the formula, a 3-membered to 5-membered hydrocarbon ring or a 3-membered to 6-membered hetero ring having in the ring structure at least one hetero atom selected from among N, O, S and P, ##STR2## wherein X.sub.1 and X.sub.
    Type: Grant
    Filed: May 26, 1994
    Date of Patent: December 12, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiji Mihayashi, Kiyoshi Nakazyo
  • Patent number: 5474884
    Abstract: There is disclosed a silver halide color photographic material and a method for forming an image using the same.
    Type: Grant
    Filed: May 1, 1995
    Date of Patent: December 12, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Kentaro Okazaki
  • Patent number: 5460928
    Abstract: A color photographic element has a blue sensitive tabular grain silver halide emulsion layer the halide content of which is less than 80% chloride and which has a tabularity of at least 8. The foregoing emulsion is sensitized such that the wavelength of maximum sensitivity of the emulsion between 400-500 nm (".lambda..sub.Bmax "), the sensitivity at 485 nm ("S.sub.485 "), the sensitivity at 410 nm ("S.sub.410 "), and the sensitivity at .lambda..sub.Bmax (".lambda..sub.Bmax "), are defined by:430 nm.gtoreq..lambda..sub.Bmax .gtoreq.440 nm or 450 nm.gtoreq..lambda..sub.Bmax .gtoreq.480 nmandS.sub.485 .gtoreq.50% (S.sub.Bmax)S.sub.410 .gtoreq.60% (S.sub.Bmax)and the maximum sensitivity of the emulsion between 430-440 nm ("S.sub.(430-440)max "), and the maximum sensitivity between 450-480 nm ("S.sub.(450-480)max "), have the following relationship:90% (S.sub.(450-480)max).gtoreq.S.sub.(430-440)max .gtoreq.110%(S.sub.(450-480)max).
    Type: Grant
    Filed: April 15, 1994
    Date of Patent: October 24, 1995
    Assignee: Eastman Kodak Company
    Inventors: Mamie Kam-Ng, Drake M. Michno, John D. Buhr
  • Patent number: 5459024
    Abstract: The present invention relates to color photographic materials having improved sharpness, higher photographic speeds and increased fastness by forming the image in the presence of couplers wherein the rate of dye formation is high, the color forming density is high and the dye which is formed has a high degree of fastness. The coupler compound represented by formula (I) indicated below is contained in at least one hydrophilic colloid layer on a support of a silver halide color photographic material.R.sup.1 R.sup.2 NCOCHXCONH-.phi..sup.1 -SO.sub.2 NR.sup.3 -.phi..sup.2(I)In formula (I), R.sup.1 and R.sup.2 each independently represents an alkyl group, an aryl group or a heterocyclic group, R.sup.3 represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group, X represents a group which can be eliminated when the coupler compound reacts with an oxidized product of a primary aromatic amine developing agent, .phi..sup.1 represents a phenylene group, .phi..sup.
    Type: Grant
    Filed: March 3, 1995
    Date of Patent: October 17, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Naoki Saito, Akira Ogawa, Hajime Nakagawa
  • Patent number: 5449592
    Abstract: A silver halide color photographic light-sensitive material for making a color proof and a method for making the color proof using the light-sensitive material. Halftone color proofs having a similar color tone of small dots and large dots can be obtained by the light-sensitive material and the method using it. The silver halide color photographic light-sensitive material comprises a yellow image forming light-sensitive layers, a magenta image foming light-sensitive layer and a cyan image forming light-sensitive layer which are different from each other in spectral sensitivity, and the magenta image forming layer contains a magenta coupler and an yellow coupler.
    Type: Grant
    Filed: July 14, 1994
    Date of Patent: September 12, 1995
    Assignee: Konica Corporation
    Inventors: Tomomi Yoshizawa, Keiji Ogi, Nariko Kimura, Shigeto Hirabayashi
  • Patent number: 5449598
    Abstract: A silver halide color photographic material is disclosed, which comprises a support having provided thereon at least one hydrophilic colloidal layer, wherein the hydrophilic colloidal layer contains a novel coupler compound having a high dye forming rate and a high color density represented by general formula (I):(R.sup.1 COCHXCONR.sup.2 R.sup.3)--(CONHSO.sub.2 R.sup.4).sub.n(I)wherein R.sup.1 represents an alkyl group, an aryl group, a heterocyclic group, --NR.sup.5 R.sup.6 or --OR.sup.7 ; R.sup.2 and R.sup.3 each independently represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group; R.sup.4 represents an alkyl group, aryl group, heterocyclic group or --NR.sup.8 R.sup.9 ; R.sup.5, R.sup.6, R.sup.8 and R.sup.9 each independently represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group; R.sup.7 represents an alkyl group, an aryl group or a heterocyclic group; X represents a group capable of being released as an anion (X.sup.
    Type: Grant
    Filed: April 6, 1993
    Date of Patent: September 12, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Naoki Saito, Seiji Ichijima, Masuji Motoki, Takayoshi Kamio, Keiji Mihayashi
  • Patent number: 5441862
    Abstract: A color photographic recording material with at least one silver halide emulsion layer and a color coupler associated with that layer, which contains in the silver halide emulsion layer or in an adjacent non-photosensitive binder layer a combination of a color coupler and a compound corresponding to general formula (I) or (II): ##STR1## in which R.sub.4 is the residue of a polymer produced by polycondensation andR.sub.1 to R.sub.3, m and n are as defined in the specification, ##STR2## in which R.sub.4 is as defined above and L.sub.1, L.sub.2, X, R.sub.5 to R.sub.11, p, q and r are as defined in the specification,is distinguished by improved stability of the image dyes produced from yellow couplers.
    Type: Grant
    Filed: October 27, 1994
    Date of Patent: August 15, 1995
    Assignee: Agfa-Gevaert AG
    Inventors: Beate Weber, Gunter Helling, Markus Geiger
  • Patent number: 5436116
    Abstract: Disclosed is a silver halide color photographic 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 is conducted within 1/10 to 10 times of an exposure amount giving minimum density of +0.2 on the first layer selected from said three layers after developing in the main spectra sensitivity region of the first layer, the second layer selected from said three layers is given lower density with said 1/10 to 10 times of exposure than a density without said 1/10 to 10 times of exposure; and reflection densities in 450 nm, 550 nm and 700 nm is not less than 0.8 respectively, before the developing.The silver halide color photographic 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: September 7, 1993
    Date of Patent: July 25, 1995
    Assignee: Konica Corporation
    Inventors: Keiichi Hoshino, Susumu Ohkawachi, Yasuo Tosaka, Yoshiyuki Nonaka
  • Patent number: 5436117
    Abstract: Disclosed is a positive type silver halide color photographic 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 is conducted with 1/10 to 10 times an exposure amount giving 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; and after a photographic process comprising a color developing step, the mainly yellow, mainly magenta and mainly cyan image forming layers have the monochromatic yellow, magenta and cyan tones in toe portions thereof each of not less than 1.7. The silver halide color photographic light sensitive material is capable of providing a color proof improved in the approximation degrees of an image quality to a printed matter.
    Type: Grant
    Filed: November 14, 1994
    Date of Patent: July 25, 1995
    Assignee: Konica Corporation
    Inventors: Keiichi Hoshino, Susumu Ohkawauchi, Yasuo Tosaka, Yoshiyuki Nonaka
  • Patent number: 5429915
    Abstract: A silver halide color photographic light-sensitive material has red-, green-, and blue-sensitive silver halide emulsion layers, and the red-sensitive emulsion layer contains a cyan coupler and a yellow coupler with a relative coupling rate of 0.7 to 3.0 with respect to the cyan coupler. In addition, at least one layer may contain a specific DIR compound, the average silver iodide content of a silver halide emulsion contained in the red-sensitive silver halide emulsion may be higher than that of a silver halide emulsion contained in the green-sensitive silver halide emulsion layer, or at least one layer may contain a monodisperse silver halide grain emulsion with a grain diameter/grain thickness ratio of 2 to 8.
    Type: Grant
    Filed: October 13, 1993
    Date of Patent: July 4, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yoshihiko Shibahara, Kei Sakanoue
  • Patent number: 5429917
    Abstract: A silver halide color photographic material is disclosed. The photographic material comprises a support having provided thereon at least one light-sensitive emulsion layer containing a coupler represented by the general formula (I) and/or a coupler represented by the general formula (II), silver iodobromide containing 15 to 45 mol % silver iodide in a definite layer structure in the emulsion layer, and chemically sensitized silver halide grains having a total silver iodide content of more than 7 mol %: ##STR1## wherein X.sup.1 and X.sup.2 each represents an alkyl group, an aryl group or a heterocyclic group; X.sup.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 capable of being separated from the coupler upon the reaction of the coupler with the oxidation product of a developing agent.
    Type: Grant
    Filed: May 26, 1994
    Date of Patent: July 4, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiji Mihayashi, Naoki Saito, Seiji Ichijima
  • Patent number: 5427902
    Abstract: There is disclosed an acylacetamide-type yellow coupler having an acyl group represented by formula (I) and a silver halide color photographic material containing same. ##STR1## wherein R.sub.1 represents a monovalent group, Q represents a group of non-metallic atoms required to form together with the C a substituted or unsubstituted 3- to 5-membered cyclic hydrocarbon group or a substituted or unsubstituted 3- to 5-membered heterocyclic group having in the group at least one hetero atom selected from a group consisting of N, O, S, and P, provided that R.sub.1 is not a hydrogen atom and does not bond to Q to form a ring.
    Type: Grant
    Filed: December 15, 1992
    Date of Patent: June 27, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Yoshio Shimura, Hidetoshi Kobayashi, Yasuhiro Yoshioka
  • Patent number: 5426021
    Abstract: A photographic element containing a silver halide emulsion layer having associated therewith, a dye-forming coupler and a dye stabilizer which has a melting point of less than 150.degree. C. (and preferably less than 100.degree. C.) and is of the formula: ##STR1## wherein R, m, q, X, Y, r, and (R.sup.7).sub.n are defined in the specification.The element particularly contains a coupler which forms a yellow dye upon reaction with oxidized developer. A method of making stabilizers of the above type using particular solvents and a non-aqueous workup, is also provided.
    Type: Grant
    Filed: July 2, 1993
    Date of Patent: June 20, 1995
    Inventors: Sundaram Krishnamurthy, Rakesh Jain, Paul P. Spara, Thomas A. Rosiek
  • Patent number: 5426022
    Abstract: Compounds of Formula I are suitable as light stabilizers for the image dyes produced during chromogenic development from magenta couplers or yellow couplers ##STR1## In Formula I: R.sup.1, R.sup.2, R.sup.3 signify alkyl, aryl;R.sup.4, R.sup.5, R.sup.6 signify H, alkyl, alkoxy, aryloxy, acyloxy, ##STR2## alkoxycarbonyl, carbamoyl; R.sup.7 signifies H, alkyl, aryl;R.sup.8 signifies alkyl, aryl, acyl;X signifies a single bond, --O--, --NH--.
    Type: Grant
    Filed: July 5, 1994
    Date of Patent: June 20, 1995
    Assignee: Agfa-Gevaert AG
    Inventor: Jorg Hagemann
  • Patent number: 5418122
    Abstract: A silver halide color photographic material is disclosed which comprises a support having thereon at least one layer containing at least one compound of the following general formula: ##STR1## wherein R.sub.1 represents a hydrogen atom, an aliphatic group, --C(.dbd.O)--R.sub.7, --S(.dbd.O)2--R.sub.8 or --P(.dbd.O)(R.sub.7)(R.sub.9); R.sub.2 and R.sub.3 each represents --O--R.sub.10, --S--R.sub.10, an acylamino group or an aliphatic group; R.sub.4 represents --C(.dbd.O)--R.sub.11 or a heterocyclic group; R.sub.5 and R.sub.6 each represents a hydrogen atom or a substituent group; R.sub.7 and R.sub.9 each represents an aliphatic group, an aliphatic oxy group, an aryl group or an aryloxy group; R.sub.8 represents an aliphatic group or an aryl group; R.sub.10 represents an aliphatic group or --C(.dbd.O)--R.sub.7 ; and R.sub.11 represents a substituted hydrazino group or a heterocyclic group.
    Type: Grant
    Filed: November 17, 1993
    Date of Patent: May 23, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Nobuo Seto, Yasuhiro Yoshioka, Masakazu Morigaki