Heterocyclic Coupler Patents (Class 430/558)
  • Patent number: 5968723
    Abstract: A silver halide color photographic light sensitive material is disclosed, comprising a support having thereon photographic component layers including a blue-sensitive silver halide emulsion layer, green-sensitive silver halide emulsion layer and a red-sensitive silver halide emulsion layer, wherein the green-sensitive silver halide emulsion layer comprises a magenta coupler represented by the following formula: ##STR1##
    Type: Grant
    Filed: May 28, 1997
    Date of Patent: October 19, 1999
    Assignee: Konica Corporation
    Inventors: Takatugu Suzuki, Shuichi Sugita
  • Patent number: 5965342
    Abstract: The invention provides a photographic element comprising a silver halide emulsion layer having associated therewith a cyan dye-forming coupler having the formula: wherein R.sub.3 represents a methyl or ethyl group; R.sub.4 represents an alkyl or alkenyl group containing 8 or more carbon atoms; R.sub.5 represents an alkyl or alkenyl group containing 4 or more carbon atoms; X represents a chloro or fluoro group; Y represents a substituent group and n represents an integer from 0 to 4, provided that if n is 2 or more, then two Y groups may be joined together to form a ring; and Z represents hydrogen or a group capable of being split off by oxidized color developer. The dye formed by the coupler upon conventional processing with a p-phenylenediamine developer exhibits improved stability.
    Type: Grant
    Filed: October 30, 1997
    Date of Patent: October 12, 1999
    Assignee: Eastman Kodak Company
    Inventors: Philip T. Lau, Stanley W. Cowan
  • Patent number: 5958663
    Abstract: The invention relates to a colour-photographic recording material which comprises a magenta coupler and, as stabilizer, at least one compound of the formula ##STR1## where the radicals are as defined in claim 1, and to the novel stabilizers.
    Type: Grant
    Filed: March 18, 1998
    Date of Patent: September 28, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Suruliappa Jeganathan
  • Patent number: 5958661
    Abstract: The invention relates to a color photographic element comprising a red light sensitive layer comprising a cyan dye forming coupler, a green light sensitive layer comprising a magenta dye forming coupler, a blue light sensitive layer comprising a yellow dye forming coupler, wherein said magenta dye forming coupler comprises ##STR1## wherein R.sub.a and R.sub.b independently represent H or a substituent; X is hydrogen or a coupling-off group; and Z.sub.a, Z.sub.b, and Z.sub.c are independently a substituted methine group, .dbd.N--, .dbd.C--, or --NH--, provided that one of either the Z.sub.a --Z.sub.b bond or the Z.sub.b --Z.sub.c bond is a double bond and the other is a single bond, and when the Z.sub.b --Z.sub.c bond is a carbon--carbon double bond, it may form part of an aromatic ring, and at least one of Z.sub.a, Z.sub.b, and Z.sub.c represents a methine group connected to the group R.sub.
    Type: Grant
    Filed: July 15, 1997
    Date of Patent: September 28, 1999
    Assignee: Eastman Kodak Company
    Inventors: John B. Rieger, Alphonse D. Camp, Michael R. Roberts, Thomas A. Chuhta
  • Patent number: 5948601
    Abstract: The invention relates to a photographic element comprising an emulsion layer comprising a cyan dye forming coupler, an emulsion layer comprising a magenta dye forming coupler, an emulsion layer comprising a yellow dye forming coupler wherein said magenta coupler comprises ##STR1## wherein R.sub.a and R.sub.b independently represent H or a substituent; X is hydrogen or a coupling-off group; and Z.sub.a, Z.sub.b, and Z.sub.c are independently a substituted methine group, .dbd.N--, .dbd.C--, or --NH--, provided that one of either the Z.sub.a --Z.sub.b bond or the Z.sub.b --Z.sub.c bond is a double bond and the other is a single bond, and when the Z.sub.4 --Z.sub.c bond is a carbon-carbon double bond, it may form part of an aromatic ring, and at least one of Z.sub.a, Z.sub.b, and Z.sub.c represents a methine group connected to the group R.sub.
    Type: Grant
    Filed: January 31, 1997
    Date of Patent: September 7, 1999
    Assignee: Eastman Kodak Company
    Inventor: John B. Rieger
  • Patent number: 5948607
    Abstract: A silver halide color photographic light-sensitive material comprising a support having provided thereon at least one silver halide emulsion layer, wherein the silver halide color photographic light-sensitive material contains at least one dye forming coupler represented by the following formula (I): ##STR1## wherein R.sub.1 represents a substituted or unsubstituted aliphatic group, a substituted or unsubstituted aromatic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkylthio group, a substituted or unsubstituted arylthio group or a substituted or unsubstituted amino group; X.dbd.Y represents C.dbd.O, C.dbd.NR.sub.2, P.dbd.O or S.dbd.O; R.sub.2 represents an aliphatic group or an aromatic group; Z represents a group capable of being released upon a reaction with the oxidation product of a developing agent; m and n each represents an integer of 1 or 2; R.sub.1 and R.sub.2, R.
    Type: Grant
    Filed: September 18, 1997
    Date of Patent: September 7, 1999
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Osamu Uchida, Kozo Sato, Toshio Kawagishi, Akira Ikeda
  • 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: 5925503
    Abstract: The invention provides a photographic element comprising a silver halide emulsion layer having associated therewith a dye-forming coupler represented by formula I: ##STR1## wherein X is hydrogen or a coupling-off group; andR' is a tertiary alkyl group and R" represents the group ##STR2## in which R.sup.1, R.sup.2, and R.sup.3 are independently selected alkyl groups, provided that any two of R.sup.1, R.sup.2, and R.sup.3 may join to form a ring;R.sup.4 is hydrogen or a substituent, provided that R.sup.3 and R.sup.4 may join to form a ring when R.sup.4 is a substituent; andW is a substituent selected from the group consisting of --C(O)R.sup.5, --SO.sub.2 R.sup.5, and --P(O)(OR.sup.6).sub.2 in which R.sup.5 is selected from the group consisting of alkyl, aryl, alkoxy, aryloxy, alkylamino, and arylamino groups and R.sup.6 is selected from the group consisting of alkyl and aryl groups.The element exhibits improved magenta dye light stability.
    Type: Grant
    Filed: January 15, 1997
    Date of Patent: July 20, 1999
    Assignee: Eastman Kodak Company
    Inventors: John W. Harder, Paul A. Burns, Paul P. Spara
  • Patent number: 5888716
    Abstract: The invention provides a photographic element comprising a red light sensitive silver halide emulsion layer having associated therewith a cyan dye forming coupler having Formula (I) and a green light sensitive silver halide emulsion layer having associated therewith a magenta dye forming coupler having formula IIA or IIB: ##STR1## wherein the substituents are as defined herein.
    Type: Grant
    Filed: August 20, 1996
    Date of Patent: March 30, 1999
    Assignee: Eastman Kodak Company
    Inventors: James Lawrence Edwards, Philip T. S. Lau, Stanley Wray Cowan
  • Patent number: 5888715
    Abstract: A silver halide color photographic material comprises a support and provided thereon a silver halide emulsion layer, wherein the material comprises a water-insoluble alcoholic compound having a hydroxy group forming an intramolecular hydrogen bond.
    Type: Grant
    Filed: April 15, 1997
    Date of Patent: March 30, 1999
    Assignee: Konica Corporation
    Inventors: Kunimasa Hiyama, Hiroshi Kita, Hirokazu Sato
  • 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: 5876912
    Abstract: Novel non-diffusible pyrazolo-?1,5-a! benzimidazole color couplers having an alkylene-, oxyalkylene- or arylene- thio coupling-off group, substituted with a carboxylic acid or dialkylamino group, have dye-forming and/or bleach-accelerating properties. The couplers are generally associated with a silver halide emulsion layer coated on a support to form a single color or multi-color photographic element.
    Type: Grant
    Filed: April 27, 1995
    Date of Patent: March 2, 1999
    Assignee: Eastman Kodak Company
    Inventors: Michael William Crawley, Andrew William Gibson, Paul Louis Reginald Stanley, Hugh Martin Williamson
  • Patent number: 5871895
    Abstract: A silver halide color photographic material is disclosed which contains at least one 1H-pyrrolo?1,2-c!?1,2,3!triazole based dye-forming coupler represented by the following formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 each represents a hydrogen atom or a substituent; and X represents a hydrogen atom or a group capable of being released upon reaction with the oxidation product of a color developing agent.
    Type: Grant
    Filed: March 24, 1997
    Date of Patent: February 16, 1999
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Kozo Sato
  • Patent number: 5858635
    Abstract: A silver halide color photographic material is described, containing a 1H-pyrazolo?5,1-c!-1,2,4-triazole magenta coupler represented by formula (I) ##STR1## wherein R.sub.1 and R.sub.4 each represent a substituent; R.sub.2 and R.sub.3 each represent a hydrogen atom, an alkyl group, an aryl group, a hydroxyl group or an alkyl group substituted with at least one hydroxyl group; R.sub.9 represents a hydrogen atom, an alkyl group, an aryl group, an acyl group or a sulfonyl group; L represents --SO.sub.2 --, --CO--, --SO.sub.2 NR.sub.10 --, --CONR.sub.10 -- or --COO--; R.sub.10 represents a hydrogen atom, an alkyl group or an aryl group; A.sub.1, A.sub.2, and A.sub.3 each represent --O--, --NR.sub.5 --, --NR.sub.5 CO--, --CONR.sub.5 --, --NR.sub.5 SO.sub.2 --, --SO.sub.2 NR.sub.5 --, --COO--, --OCO--, --NR.sub.5 CONR.sub.5 --, --OCONR.sub.5 -- or --NHCOO--; R.sub.5 represents a hydrogen atom, an alkyl group, an aryl group or an alkyl group substituted with at least one hydroxyl group; B.sub.1, B.sub.2, and B.sub.
    Type: Grant
    Filed: February 20, 1997
    Date of Patent: January 12, 1999
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Takeshi Nakamine, Masuji Motoki, Toshio Kawagishi, Naoto Matsuda
  • Patent number: 5853971
    Abstract: A color photographic silver halide material contains on a support at least one red-sensitive, cyan-coupling, at least one green-sensitive, magenta-coupling and at least one blue-sensitive, yellow-coupling silver halide emulsion layer together with interlayers between layers of different colour sensitivity, wherein at least one of the stated interlayers contains at least one masking coupler, the masking coupler having a reaction rate constant for the coupling reaction with the developer oxidation product of .gtoreq.5000 1-mol.sup.- .cndot.s.sup.-1, is distinguished improved sensitivity without increase of granularity.
    Type: Grant
    Filed: April 15, 1997
    Date of Patent: December 29, 1998
    Assignee: Agfa-Gevaert AG
    Inventors: Peter Bell, Hans-Ulrich Borst, Ralf Buscher, Johannes Willsau, Jorg Siegel
  • Patent number: 5849469
    Abstract: The invention provides a novel magenta coupler of the formula (I) ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and are selected from H, alkyl, substituted alkyl, aryl, substituted aryl, heteroaryl, alkylthio, carboxylic acid or ester, primary or secondary amido, sulphonamido, mono or disubstituted amino, alkoxy or aryloxy; andX is H or a group capable of being released on oxidative coupling with a colour coupler.These magenta couplers do not have secondary dye absorptions in the blue region of the spectrum which leads to a better colour reproduction and are readily and economically synthesized.
    Type: Grant
    Filed: October 6, 1997
    Date of Patent: December 15, 1998
    Assignee: Eastman Kodak Company
    Inventor: Michael William Crawley
  • Patent number: 5811230
    Abstract: Novel bicyclic pyrazolo couplers containing a fully substituted carbon at the 6-position of the bicyclic structure and a ballast group of formula (I): ##STR1## are useful in photographic materials and processes. The couplers exhibit increased coupling activity, and provide formation of dyes having improved maximum magenta image dye density, contrast, and photographic speed when employed in color photographic materials and processes. The variables are defined more specifically in the specification.
    Type: Grant
    Filed: October 2, 1996
    Date of Patent: September 22, 1998
    Assignee: Eastman Kodak Company
    Inventors: Ping Wah Tang, Wendell Smith, Stanley W. Cowan
  • 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: 5780215
    Abstract: A silver halide color photographic material comprises a paper support, and provided thereon, a light sensitive silver halide emulsion layer and a non-light sensitive layer, said support comprising a paper base and a resin layer coated on each side of the paper base, the resin layer on the silver halide emulsion layer side comprising two or more resin layers containing white pigment and having a different white pigment content, at least one of the resin layers being composed of a polyolefin or polyester resin, and at least another one layer being composed of a resin selected from the group consisting of a polyester resin, a polyether resin, a polyurethane resin, a polycarbonate resin, a polystyrene resin, a cellulose derivative and an electron beam hardened rein, wherein the silver halide emulsion layer comprises a silver halide emulsion having a silver chloride content of 95 to 99.
    Type: Grant
    Filed: July 23, 1996
    Date of Patent: July 14, 1998
    Assignee: Konica Corporation
    Inventor: Mineko Ito
  • Patent number: 5776669
    Abstract: The invention provides a pyrazolo?1,5-a!benzimidazole compound of the formula (I) ##STR1## wherein R to R.sup.4 are selected from H, substituted or unsubstituted alkoxy, anilino, aryl, alkyl or amido groups, and X is H or a coupling-off group; characterized in that said compound of Formula I is linked via any of the moieties R to R.sup.4 or X to a compound of the formula (II): ##STR2## wherein W is an electron withdrawing group and L is a linking group. Compounds with the low pKa phenolic substituent provide improved coupling activity when used with a photographic element and improved contrast.
    Type: Grant
    Filed: February 11, 1997
    Date of Patent: July 7, 1998
    Assignee: Eastman Kodak Company
    Inventors: Michael William Crawley, Andrew William Gibson, Hugh Martin Williamson
  • Patent number: 5763144
    Abstract: The invention relates to a color-photographic recording material which comprises a magenta coupler and, as stabilizer, at least one compound of formula (Ia), (Ib) or (II), where the radicals are as defined in claim 1, and to the novel stabilizers.
    Type: Grant
    Filed: August 5, 1996
    Date of Patent: June 9, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Suruliappa Jeganathan
  • Patent number: 5759757
    Abstract: A photographic element comprising a support having situated thereon at least one silver halide emulsion layer, the element containing an image modifying compound which comprises a magenta coupler moiety which upon reaction with oxidized color developing agent during processing forms a dye, said coupler moiety having attached to the coupling site, either directly or through a timing group, a 1,2,3-triazole moiety, the attachment being through the second nitrogen atom of the triazole moiety.
    Type: Grant
    Filed: October 17, 1996
    Date of Patent: June 2, 1998
    Assignee: Eastman Kodak Company
    Inventors: William James Begley, Frank D. Coms, Daniel L. Kapp
  • Patent number: 5756274
    Abstract: A silver halide color photographic material is described, comprising a support having provided thereon at least one blue-sensitive silver halide emulsion layer, at least one green-sensitive silver halide emulsion layer, and at least on red-sensitive silver halide emulsion layer, wherein at least one layer of the at least one red-sensitive silver halide emulsion layer contains at least one of the cyan couplers represented by formula (1), and at least one layer contains at least one compound selected from the compounds represented by the following formula (2) and the compounds which react with the oxidized product of an aromatic primary amine color developing agent but substantially do not form color images: ##STR1## wherein the variables are defined herein.
    Type: Grant
    Filed: July 25, 1996
    Date of Patent: May 26, 1998
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Naoto Matsuda, Takayuki Ito, Naoki Saito
  • Patent number: 5747227
    Abstract: A method of forming colored images is disclosed. A silver halide color photographic photosensitive material which contains at least one yellow coupler represented by formula (I) in a yellow color forming silver halide emulsion layer which is established on a support is exposed using a scanning exposure system in which the exposure time per picture element is shorter than 10.sup.-4 seconds and then subjected to color development processing: ##STR1## wherein A represents ##STR2## X represents an organic group which is required to form, along with the nitrogen atom, a nitrogen containing heterocyclic ring, Y represents an aromatic group or a heterocyclic group, and Z represents a group which is eliminated on reaction of the coupler represented by formula (I) with an oxidation product of a developing agent.The method provides high quality hard copy both cheaply and quickly by means of a scanning exposure using high density light such as lasers for example.
    Type: Grant
    Filed: September 15, 1994
    Date of Patent: May 5, 1998
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Kiyoshi Kawai
  • Patent number: 5736299
    Abstract: A silver halide color photographic material is disclosed, wherein it comprises a support having thereon one or more constituent layers including at least one silver halide emulsion layer, wherein at least one hydrophilic colloid layer of said constituent layers contains a coupler represented by the following formula (M) or formula (I) and at least one hydrophilic colloid layer of said constituent layers contains a compound represented by the following formula (H): ##STR1##
    Type: Grant
    Filed: January 23, 1996
    Date of Patent: April 7, 1998
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Toshiyuki Watanabe, Hiroshi Fukuzawa, Michio Ono, Takashi Nakamura
  • Patent number: 5736303
    Abstract: The invention relates to a photographic element comprising at least one layer comprising at least one substituted hydroquinone and adjacent said at least one layer comprising substituted hydroquinone, at least one layer comprising coupler Magenta-1 ##STR1## wherein R.sub.a and R.sub.b independently represent H or a substituent; R.sub.c is a substituent; X is hydrogen or a coupling-off group; and Z.sub.a, Z.sub.b, and Z.sub.c are independently a substituted methine group, .dbd.N--, .dbd.C--, or --NH--, provided that one of either the Z.sub.a --Z.sub.b bond or the Z.sub.b --Z.sub.c bond is a double bond and the other is a single bond, and when the Z.sub.b --Z.sub.c bond is a carbon-carbon double bond, it may form part of an aromatic ring, and at least one of Z.sub.a, Z.sub.b, and Z.sub.c represents a methine group connected to the group R.sub.b, wherein the ratio of gelatin to organic component in said layer comprising magenta 1 is greater than 1.
    Type: Grant
    Filed: June 7, 1996
    Date of Patent: April 7, 1998
    Assignee: Eastman Kodak Company
    Inventors: Gary John McSweeney, Alphonse Dominic Camp, Vincent James Flow
  • 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: 5731138
    Abstract: A color photographic material which contains in at least one layer a stabilizer of the formula (I) ##STR1## in which R.sub.1 means H, alkyl, aryl or acyl;R.sub.2 means --OR.sub.1, --COOH, alkyl, aryl, dialkylamino, acylamino, sulphonamido, acyl or sulphonyl;R.sub.3, R.sub.4, R.sub.5 and R.sub.6 independently of one another mean H, halogen or a residue as R.sub.2 or two adjacent residues --OR.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 may together complete a 5- to 8-membered ring, and a polymer insoluble in water as pH 5 and soluble at pH 11 with an acid value of 30 to 300 and a Tg of.ltoreq.40.degree. C. of the formula (II) ##STR2## in which R.sub.7 mutually independently mean hydrogen, C.sub.1 -C.sub.4 alkyl or CH.sub.2 --COOH,R.sub.8 means alkyl, aryl or aralkyla means 80 to 95 mol. % andb means 5 to 20 mol. %, is distinguished by improved stability of the image dyes.
    Type: Grant
    Filed: January 26, 1996
    Date of Patent: March 24, 1998
    Assignee: Agfa-Gevaert AG
    Inventors: Gunter Helling, Beate Weber, Markus Geiger
  • Patent number: 5723272
    Abstract: Silver halide light sensitive photographic elements comprising a support bearing on one side thereof at least one blue-sensitive silver halide emulsion yellow-image forming layer, at least one red-sensitive silver halide emulsion cyan-image forming layer, at least one green-sensitive silver halide emulsion magenta-image forming layer, and an antihalation layer comprising a cyan filter dye coated between the support and the red-sensitive layer, wherein the green-sensitive layer comprises a four equivalent magenta image forming coupler and the cyan filter dye is of the formula (I): ##STR1## where L.sup.1, L.sup.2, L.sup.3, L.sup.4 and L.sup.5 are methine groups; R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently H or alkyl or aryl groups; and M.sup.+ is H or a counter ion; wherein at least one of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 comprises an aryl group substituted with a substituent having a .pi. value of less than -0.10, where .pi.
    Type: Grant
    Filed: December 22, 1995
    Date of Patent: March 3, 1998
    Assignee: Eastman Kodak Company
    Inventors: Gary Norman Barber, Margaret Jones Helber
  • Patent number: 5719017
    Abstract: A photographic element comprising a support having situated thereon at least one silver halide emulsion layer, the element further comprising a photographic coupler represented by the formulaCOUP--(T.sup.1).sub.b --T.sup.2 --(T.sup.3).sub.c --PUGwhereinthe substituents are as defined herein the specification.
    Type: Grant
    Filed: October 17, 1996
    Date of Patent: February 17, 1998
    Assignee: Eastman Kodak Company
    Inventors: William James Begley, Frank Dino Coms, Teh-Hsuan Chen, Donald Singleton, Jr.
  • Patent number: 5709987
    Abstract: A photographic element comprising a support having situated thereon at least one silver halide emulsion layer, the element further comprising a photographic coupler represented by the formulaCOUP-(T.sup.1).sub.b -T.sup.2 -(T.sup.3).sub.c -PUGwherein the substituents are as defined herein the specification.
    Type: Grant
    Filed: October 17, 1996
    Date of Patent: January 20, 1998
    Assignee: Eastman Kodak Company
    Inventors: William James Begley, Frank D. Coms, Teh-Hsuan Chen
  • Patent number: 5698386
    Abstract: The invention provides a photographic light sensitive silver halide emulsion layer having associated therewith a pyrazolotriazole dye-forming coupler having the formula: ##STR1## wherein: R.sub.1 is a substituent bonded to the pyrazolotriazole nucleus by a fully substituted carbon atom;X is hydrogen or a coupling-off group;R.sub.2, R.sub.3, R.sub.4, and R.sub.6 are independently hydrogen or substituent groups;R.sub.5 is selected from the group consisting of alkyl, alkoxy, aryl, and aryloxy groups;R.sub.7 is an alkyl group; andY is a substituent group where m is 0 to 4.The invention also provides a coupler compound, a photographic element containing the emulsion layer of the invention, and an imaging process.
    Type: Grant
    Filed: February 29, 1996
    Date of Patent: December 16, 1997
    Assignee: Eastman Kodak Company
    Inventors: Ping Wah Tang, David Joseph Decker, Susan Marie Fischer, Stanley Wray Cowan
  • Patent number: 5695921
    Abstract: A silver halide photographic element comprising a magenta dye forming coupler and a compound of formula (A) associated with the coupler: ##STR1## wherein: each R.sup.20 independently represents an alkyl, alkenyl, or heteroaryl group;Ar represents an aryl or heteroaryl group. Photographic elements of the present invention exhibit low thermal pinking, while still having good image stability and hue.
    Type: Grant
    Filed: April 4, 1996
    Date of Patent: December 9, 1997
    Assignee: Eastman Kodak Company
    Inventors: Sundaram Krishnamurthy, Paul Patrick Spara, Rakesh Jain
  • Patent number: 5691125
    Abstract: There is disclosed a silver halide color photographic material having a red-sensitive silver halide emulsion layer, a green-sensitive silver halide emulsion layer, a blue-sensitive silver halide emulsion layer, which comprises a cyan dye-forming coupler represented by formula (I) and (a) a monodisperse silver halide emulsion, (b) non-photosensitive silver halide emulsion wherein the inside or the surface of grains is fogged, (c) a colloidal silver, (d) negative-type interval latent image-type silver halide grains chemically sensitized to a defined depth from the surface, (e) a sensitizing dye containing a sulfonamide group, (f) three separated layers of high, medium, and low sensitivities, (g) two separated layers each having different content of iodine, (h) grains each having a defined spectral sensitivity distribution and a DIR-hydroquinone, or (i) a DIR-hydroquinone: formula (I) ##STR1## wherein R.sup.1 represents a hydrogen atom or a substituent, R.sup.
    Type: Grant
    Filed: June 19, 1996
    Date of Patent: November 25, 1997
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Takefumi Hara, Kazuyoshi Yamakawa, Sadanobu Shuto, Mitsuru Yamamoto, Makoto Suzuki, Yasuhiro Shimada, Katsuro Nagaoka, Satoshi Nagaoka, Yoshihiko Shibahara, Hideo Ikeda
  • Patent number: 5683853
    Abstract: A silver halide color photographic material is disclosed, which comprises a support having thereon at least one silver halide emulsion layer, wherein the emulsion layer contains at least one silver halide emulsion layer, wherein said emulsion layer contains at least one dye-forming coupler and at least one reducing agent for coloring represented by the following formula (I), and further the film pH of said silver halide color photographic material is 6.5 or less:R.sup.11 --NH--NH--X--R.sup.12 (I)wherein R.sup.11 represents an aryl group, or a heterocyclic group; R.sup.12 represents an alkyl group, an alkenyl group, an alkynyl group, an aryl group or a heterocyclic group; X represents --SO.sub.2 --, --CO--, --COCO--, --CO--O--, --CO--N(R.sup.13)--, --COCO--O--, --COCO--N(R.sup.13)-- or --SO.sub.2 --N(R.sup.13)--; where R.sup.13 represents a hydrogen atom or a group described for R.sup.12.
    Type: Grant
    Filed: February 21, 1996
    Date of Patent: November 4, 1997
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Toshiyuki Makuta, Koki Nakamura, Kiyoshi Takeuchi
  • Patent number: 5681689
    Abstract: The invention provides a photographic material comprising at least one light sensitive silver halide emulsion layer having associated therewith a yellow dye forming coupler having formula (I) or (II): ##STR1## wherein R represents an aromatic or heterocyclic group containing a group ionizable at pH 10 that is in conjugation with the double bond between the carbons to which A and X are respectively bonded through a .pi.-electron network;A is selected from the group consisting of hydrogen, a cyano group, an alkyl group, an aryl group, an alkylsulfonyl group, and an arylsulfonyl group;B is an alkyl group or an aryl group; andX represents hydrogen or a group capable of being split off upon coupling with oxidized color developer.
    Type: Grant
    Filed: May 10, 1996
    Date of Patent: October 28, 1997
    Assignee: Eastman Kodak Company
    Inventors: Philip T. S. Lau, Stanley Wray Cowan
  • Patent number: 5681691
    Abstract: The invention provides a photographic element comprising a light sensitive silver halide emulsion layer having associated therewith a dye-forming coupler having formula I: ##STR1## wherein R.sub.1 is selected from the group consisting of alkyl, aryl, and heterocyclic groups;R.sub.2 is selected from the group consisting of hydrogen, alkyl, aryl, and heterocyclic groups;W is C(O) or S(O).sub.2 ;R.sub.3 is selected from the group consisting of alkyl and aryl groups having a calculated logP of at least 9;Y is a substituent; andX is H or a coupling-off group.
    Type: Grant
    Filed: October 4, 1996
    Date of Patent: October 28, 1997
    Assignee: Eastman Kodak Company
    Inventors: Judith A. Bose, Louis E. Friedrich, David Hoke, Joan C. Potenza, Robert F. Romanet, Stephen P. Singer, Ronald R. Valente
  • Patent number: 5679506
    Abstract: A silver halide color photographic light sensitive material is disclosed, comprising a support having thereon a silver halide emulsion layer containing silver halide grains, wherein said silver halide emulsion layer contains a cyan dye forming coupler represented by the following formula (1) or (2), ##STR1##
    Type: Grant
    Filed: May 20, 1996
    Date of Patent: October 21, 1997
    Assignee: Konica Corporation
    Inventors: Satoru Ikesu, Rudchenko F. Vladimir, Mitsuhiro Fukuda, Yutaka Kaneko
  • Patent number: 5667952
    Abstract: Novel bicyclic pyrazolo couplers containing a ballast group of formula (I): ##STR1## are useful in photographic materials and processes. The couplers exhibit increased coupling activity, and provide formation of dyes having improved maximum magenta image dye density, contrast, and development speed when employed in color photographic materials and processes.
    Type: Grant
    Filed: December 8, 1994
    Date of Patent: September 16, 1997
    Assignee: Eastman Kodak Company
    Inventors: Ping Wah Tang, Stanley W. Cowan
  • Patent number: 5660975
    Abstract: A silver halide color photographic material comprising at least one layer provided on a support, said layer containing a coupler represented by the following formula (1): ##STR1## wherein Z.sub.a represents --C(R.sub.3).dbd. or --N.dbd.; Z.sub.b represents --C(R.sub.3).dbd. when Z.sub.a is --N.dbd. or Z.sub.b represents --N.dbd. when Z.sub.a is --C(R.sub.3).dbd.; R.sub.1 and R.sub.2 each represents an electron attractive group having a Hammett substituent constant .sigma..sub.p of 0.2 to 1.0; R.sub.
    Type: Grant
    Filed: September 12, 1996
    Date of Patent: August 26, 1997
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Takayuki Ito, Naoto Matsuda
  • Patent number: 5658720
    Abstract: A silver halide photographic light sensitive material comprising a support having thereon a silver halide emulsion layer containing a cyan dye-forming coupler represented by the following formula (I) or (II).
    Type: Grant
    Filed: December 11, 1995
    Date of Patent: August 19, 1997
    Assignee: Konica Corporation
    Inventors: Satoru Ikesu, Mitsuhiro Fukuda, Vladimir F. Rudchenko, Yutaka Kaneko
  • Patent number: 5656418
    Abstract: A silver halide color photographic material is described, containing a 1H-pyrazolo[5,1-c]-1,2,4-triazole magenta coupler represented by formula (I) or (II): ##STR1## wherein all variables are defined in the specification, which photographic material exhibits satisfactory magenta color developability to form a dye image having a high density and excellent storage stability.
    Type: Grant
    Filed: September 7, 1995
    Date of Patent: August 12, 1997
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Takeshi Nakamine, Masuji Motoki, Toshio Kawagishi, Naoto Matsuda
  • Patent number: 5645981
    Abstract: Novel pyrazolotriazole dye-forming couplers contain an aliphatic or aromatic aryl ballast group and having one carboxy or sulfonic group on the ballast group enabling the pyrazolotriazole to have increased activity and having an ether (--O--) group or group A bonded directly to a carbon atom or arylene group that is bonded directly to the pyrazolotriazole nucleus and wherein the pyrazolotriazole is capable of forming an immobile dye in a gelatino silver halide emulsion and is free of coupling-off groups that reduce silver. When the ballast group is bonded to the pyrazoloazole nucleus by means of an aromatic group, the aromatic group is ortho substituted. Group A is ##STR1## --S--, --SO--, --SO.sub.3 --, or --OSO.sub.2 --. The ether group or group A enables the dye formed to have desired hue. These couplers are useful in photographic silver halide materials and processes.
    Type: Grant
    Filed: April 6, 1994
    Date of Patent: July 8, 1997
    Assignee: Eastman Kodak Company
    Inventors: Robert Fogg Romanet, Arlyce Tolman Bowne, Sharon Eileen Normandin
  • Patent number: 5641613
    Abstract: The invention provides a photographic element comprising a support bearing a light-sensitive photographic silver halide layer containing (1) a bicyclic azole coupler (2) an azopyrazolone masking coupler and (3) a low impact development inhibitor releasing (LIDIR) coupler having at least one hydrogen atom at the coupling site and which does not substantially reduce contrast in the layer in which it is coated.
    Type: Grant
    Filed: January 25, 1996
    Date of Patent: June 24, 1997
    Assignee: Eastman Kodak Company
    Inventors: Jane Sarah Boff, Stephen Paul Singer
  • Patent number: 5639590
    Abstract: A silver halide color photographic light-sensitive material contains a specific pyrroloazole-type cyan coupler and a high-boiling organic solvent selected from phosphoric ester, phosphonic ester, phosphinic ester, and phosphine oxide in a cyan forming silver halide emulsion layer formed on a support.
    Type: Grant
    Filed: May 12, 1993
    Date of Patent: June 17, 1997
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Yasuhiro Yoshioka
  • Patent number: 5631122
    Abstract: A silver halide color photographic material having provided on a support at least one light-sensitive silver halide emulsion layer, wherein said photographic material contains a coupler of formula (I) and at least one coupler selected from the group consisting of couplers represented by formula (II) and (III), wherein the substituents are as defined herein the specification. ##STR1## The material has improved coloring capacity and color image fastness and fluctuation of the properties of the material due to variation of the processing conditions is reduced.
    Type: Grant
    Filed: April 7, 1993
    Date of Patent: May 20, 1997
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiji Mihayashi, Katsuyoshi Yamakawa
  • Patent number: 5627017
    Abstract: Low melting point epoxy scavenger compounds are disclosed which contain a pH dependent ionizable group to facilitate migration of the scavenger from an adjacent scavenger layer (that does not contain any coupler) to an imaging layer (containing coupler and emulsion) of a photographic element at the pH of development. One aspect of the invention comprises a process of forming an aqueous dispersion of an epoxy compound of the structural formula SI: ##STR1## wherein: R is H, an alkyl group, or an aryl group; L.sub.1 is an alkyl group or an aryl group; L.sub.2 is --O--, --CO--, --S--, --SO.sub.2 --, --PO.sub.2 --, --CO.sub.2 --, --NHCO-- or --NHSO.sub.2 --, wherein L.sub.2 may be orientated in either direction; L.sub.3 is an alkyl group; m is 0 or 1; p is 0 or 1; and X is ##STR2## wherein R' is H or an alkyl or aryl group, with the proviso that where L.sub.2 comprises an ionizable group, X may also be an alkyl group or an aryl group; wherein the compound has a melting point of less than about 50.degree. C.
    Type: Grant
    Filed: April 25, 1995
    Date of Patent: May 6, 1997
    Assignee: Eastman Kodak Company
    Inventors: Krishnan Chari, Paul P. Spara, Sundaram Krishnamurthy
  • Patent number: 5624467
    Abstract: A process is provided for preparing microprecipitated dispersions of filter dyes by preparing a concentrated slurry in aqueous medium of a filter dye having ionizable acid sites on the dye molecule, adding sufficient aqueous hydroxide to dissolve the filter dye, acidifying the solution with a stoichiometric amount of acidic protons to reprotonate up to 100% of the total ionizable acid sites on the dye molecule and provide a microprecipitated dispersion of the filter dye that is insoluble in aqueous media at pH values less than 3 but soluble in aqueous media at pH greater than 10.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: April 29, 1997
    Assignee: Eastman Kodak Company
    Inventors: John Texter, William B. Travis, Vincent J. Flow
  • Patent number: 5616446
    Abstract: Disclosed is a silver halide photographic light-sensitive material comprising a support having on one side thereof hydrophilic colloid layers including a silver halide emulsion layer, wherein at least one of the hydrophilic colloid layers contains a redox compound having at least one carbonyl group, wherein said redox compound is capable of being oxidized with an oxidized product of a developing agent in a photographic processing so as to release a development inhibitor, and wherein said redox compound satisfies the following Formulae 1 through 3:Formula 1development inhibitor releasing rate (%) under a condition (A).gtoreq.4.5,Formula 2development inhibitor releasing rate (%) under a condition (B)<15.0,Formula 3development inhibitor releasing rate (%) under a condition (A)>development inhibitor releasing rate (%) under condition (B).
    Type: Grant
    Filed: September 26, 1995
    Date of Patent: April 1, 1997
    Assignee: Konica Corporation
    Inventors: Norio Miura, Tawara Komamura, Seiji Hidaka, Takeo Arai
  • Patent number: 5609996
    Abstract: A photographic light sensitive silver halide emulsion layer has associated therewith a pyrazoloazole dye-forming coupler having the formula: ##STR1## wherein: R.sup.1 is a substituent bonded to the pyrazolotriazole nucleus by a fully substituted carbon atom;X is hydrogen or a coupling-off group;L is a divalent linking group;R.sup.2, R.sup.3, and R.sup.4 are independently hydrogen or substituent groups; andZ.sub.a, Z.sub.b, and Z.sub.c are independently --C(R')(R")--, .dbd.N--, .dbd.C(R')--, or --NH--, wherein R', and R" are independently H or a substituent, provided that one of either the Z.sub.a --Z.sub.b or the Z.sub.b --Z.sub.c bond is a double bond and the other is a single bond, and provided that when the Z.sub.b --Z.sub.c bond is a double bond, it may form part of a fused ring.
    Type: Grant
    Filed: February 29, 1996
    Date of Patent: March 11, 1997
    Assignee: Eastman Kodak Company
    Inventors: Ping W. Tang, Stanley W. Cowan, David J. Decker, Terrence C. Mungal