Substituted At Coupling Position With Other Than Hydrogen Patents (Class 430/387)
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Patent number: 7476494Abstract: A silver halide photosensitive material having at least one blue-sensitive layer, at least one green-sensitive layer, and at least one red-sensitive layer, on a transparent support, wherein at least one of the green-sensitive layers contains a coupler represented by general formula (I) or general formula (Z), and all of the green-sensitive layers contain silver halide emulsion having an average equivalent-spherical diameter of 0.Type: GrantFiled: July 27, 2007Date of Patent: January 13, 2009Assignee: Fujifilm CorporationInventors: Junichiro Hosokawa, Koichi Yokota, Masaaki Miki, Yoichi Hosoya, Ryoji Nishimura
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Patent number: 6936412Abstract: A method of forming color images comprises forming an original image and duplicating the formed original image on a color photosensitive material having blue-, green- and red-sensitive silver halide emulsion layers on a transmission or reflective support. The formed original image contains a dye formed from a cyan coupler represented by formula (CC-1): wherein Ga represents —CC(R13)? or —N?; Gb represents —C(R13)? when Ga represents —N?, or Gb represents —N? when Ga represents —C(R13)?; R11 and R12 represent an electron-withdrawing group having a Hammett substituent constant ?p value of 0.20 to 1.0; R13 represents a substituent; and Y represents a hydrogen atom or a group capable of splitting-off by a coupling reaction with an oxidized product of an aromatic primary amine color developing agent; and wherein the red-sensitive layer has the maximum sensitivity wavelength, ?max (D), of spectral sensitivity distribution at each density of 630 to 670 nm.Type: GrantFiled: February 25, 2004Date of Patent: August 30, 2005Assignee: Fuji Photo Film Co., Ltd.Inventor: Ryuji Abe
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Patent number: 6852480Abstract: Disclosed is a photographic element comprising a light sensitive silver halide emulsion layer and, having associated with that layer a 1H-pyrazolo[1,5-b]-1,2,4-triazole dye forming coupler having a fully substituted carbon atom at the 6-position, a chloro group at the 7-position, and, at the 2-position, a phenyl ring substituted in the meta position with a carbonamido substituent containing an ?-sulfone moiety. Photographic elements containing these couplers exhibit desirable bleach-fix and activity characteristics.Type: GrantFiled: December 18, 2003Date of Patent: February 8, 2005Assignee: Eastman Kodak CompanyInventors: Robert F. Romanet, Frank D. Coms, Susan M. Fischer
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Publication number: 20040175660Abstract: A method of forming color images comprises forming an original image and duplicating the formed original image on a color photosensitive material having blue-, green- and red-sensitive silver halide emulsion layers on a transmission or reflective support.Type: ApplicationFiled: February 25, 2004Publication date: September 9, 2004Applicant: FUJI PHOTO FILM CO., LTD.Inventor: Ryuji Abe
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Patent number: 6787294Abstract: Disclosed is a photographic element comprising a light sensitive silver halide emulsion layer and, having associated with that layer, a 1H-pyrazo[1,5-b]-1,2,4-triazole dye forming coupler having a fully substituted carbon atom at the 6-position, a chloro group at the 7-position, and, at the 2-position, a propionic ester moiety.Type: GrantFiled: June 24, 2003Date of Patent: September 7, 2004Assignee: Eastman Kodak CompanyInventors: Robert F. Romanet, Susan M. Fischer, David G. Lincoln, Gary M. Russo
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Patent number: 6780573Abstract: The invention relates to a color silver halide photographic element comprising a light-sensitive silver halide emulsion layer, said silver halide emulsion being in reactive association with an amino acid compound according to Formula (I): wherein: COUP is a moiety that reacts with oxidized developer to release the amino acid timing group but does not substantially contribute any density in the visible region to the element after processing is complete; n is 0 or 1; R1 is an alkyl or alkenyl group of 4 carbon atoms or more or an aryl group with 10 carbon atoms or more; R2 is an alkyl or aryl group so the sum total of carbon atoms in R1 and R2 together are at least 5; and PUG is a photographically useful group.Type: GrantFiled: May 30, 2003Date of Patent: August 24, 2004Assignee: Eastman Kodak CompanyInventors: Stephen P. Singer, Christopher W. Grote, Robert C. Stewart, Janet N. Younathan, Jerrold N. Poslusny
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Patent number: 6730465Abstract: The invention relates to a photographic element comprising at least one light-sensitive silver halide emulsion layer having associated therewith a heterocyclic magenta or cyan dye-forming coupler of formula (I), wherein HET is a heterocyclic coupler comprising at least two fused rings and having at least one bridgehead nitrogen atom; S is bonded to a position of HET capable of releasing the heterocyclylthio moiety from HET upon reaction with oxidized developer; X is a heteroatom selected from nitrogen, oxygen and sulfur, bonded to the carbon atom bearing the exocyclic S and to other ring atoms only; and Z are the atoms necessary to complete an unsubstituted or substituted heterocyclic ring or ring system, which may contain one or more other heteroatoms selected from nitrogen, oxygen and sulfur; provided also that the heterocyclylthio moiety released upon reaction with oxidized developer does not significantly inhibit silver development nor cause a bleach acceleration effect.Type: GrantFiled: March 10, 2003Date of Patent: May 4, 2004Assignee: Eastman Kodak CompanyInventors: Philip A. Allway, Paul L. Stanley
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Publication number: 20040038158Abstract: An image forming method including a step of imagewise exposing a silver halide color photographic photosensitive material having, on a support, photographic constituent layers including at least one blue sensitive silver halide emulsion layer, at least one green sensitive silver halide emulsion layer, at least one red sensitive silver halide emulsion layer, and at least one non-photosensitive hydrophilic colloid layer, a color developing step, a bleach-fixing step and a rinsing step. At least one of the at least one red sensitive silver halide emulsion layer contains at least one compound represented by the following general formula (IA) and/or at least one coupler represented by the following general formulae (PTA-I) and (PTA-II).Type: ApplicationFiled: April 23, 2003Publication date: February 26, 2004Applicant: FUJI PHOTO FILM CO., LTD.Inventors: Shin Soejima, Kentaro Okazaki
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Patent number: 6514679Abstract: Disclosed is a photographic element comprising a silver halide emulsion and a peptoid-containing azole dye-forming coupler.Type: GrantFiled: December 12, 2001Date of Patent: February 4, 2003Assignee: Eastman Kodak CompanyInventors: Donald R. Diehl, Robert J. Niger, Richard P. Dunlap, William J. Sonnefeld, Hans F. Schmitthenner
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Patent number: 6492100Abstract: A silver halide color photographic lightsensitive material comprising at least one photosensitive silver halide emulsion layer on a support, wherein the emulsion layer contains a magenta coupler represented by formula (M-1) below: wherein R1 represents a substituted or nonsubstituted alkyl group, each of L1 and L2 independently represents a substituted or nonsubstituted alkylene group, or substituted or nonsubstituted arylene group, in —L3—G, L3 represents —NH—SO2— or —SO2—NH—CO— (in these representations, bonding direction is not defined) and G represents a substituted or nonsubstituted alkyl group or substituted or nonsubstituted aryl group, alternatively —L3—G represents —COOH or OH, X represents a hydrogen atom or a group which splits off when coupling with an oxidized form of a developing agent, n represents 1 or 2, when L2 is an alkylene group, or n represents an integer from 1 to 5, when L2 is an arylene group, anType: GrantFiled: August 8, 2001Date of Patent: December 10, 2002Assignee: Fuji Photo Film Co., Ltd.Inventors: Hisashi Mikoshiba, Yoshio Shimura, Naoto Matsuda, Hiroshi Fukuzawa
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Patent number: 6426178Abstract: The invention relates to a photographic element for forming neutral images comprising a cyan dye-forming coupler, a magenta dye-forming coupler of formula wherein Ra and Rb represents H or a substituent; X is hydrogen or a coupling-off group; Za, Zb, and Zc are a substituted methine group, ═N—, ═C—, or —NH—; and yellow dye-forming coupler of formula, wherein R5 is an alkoxy group with more than one carbon atom, aryloxy, anilino, arylthio, alkylthio, or dialkylamino groups linked to the anilide phenyl ring by oxygen, sulfur or nitrogen; R6 is selected from hydrogen, halogen, alkoxycarbonyl(—CO2R), carbamoyl(—CONRR′), carbonamido(—NRCOR′), sulfonate(—OSO2R), sulfamoyl (—SO2NRR′), sulfonamido(—NRSO2R′), or sulfonyl(—SO2R); R and R′ may be hydrogen, alkyl or aryl groups; q is 1 to 4; R7 is alkyl, cyclic, or multicyclic alky, aryl, heterocyclic, heteroaromatic, andType: GrantFiled: August 7, 2000Date of Patent: July 30, 2002Assignee: Eastman Kodak CompanyInventors: Michael R. Roberts, Kurt M. Schroeder, Frank D. Coms
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Publication number: 20020081540Abstract: A silver halide color photosensitive material comprising each at least one blue-, green-, and red-sensitive emulsion layer on a support.Type: ApplicationFiled: July 3, 2001Publication date: June 27, 2002Applicant: Fuji Photo Film Co., Ltd.Inventors: Hisashi Mikoshiba, Yoshio Shimura, Naoto Matsuda
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Publication number: 20020076661Abstract: The present invention provides a system of a digital color proof in which consistent images are obtained while minimizing density variation in spite of various variations of conditions due to the use of a silver halide light-sensitive color material, specifically, the present invention provides a method for forming proof images similar to printed images in terms of various characteristics such as the paper quality of silver halide light-sensitive materials, the dot gain, and the density.Type: ApplicationFiled: September 20, 2001Publication date: June 20, 2002Applicant: KONICA CORPORATIONInventors: Tomonori Kawamura, Shigeo Tanaka, Satoshi Nishino, Hirohide Ito, Naohito Naraoka, Naoyo Suzuki, Shinya Watanabe, Masataka Takimoto, Hideaki Sakata, Junichi Tanabe, Tetsuya Taniguchi, Naoki Nozaki, Yasushi Okubo, Koji Daifuku, Katsuji Kondo, Toshitsugu Suzuki
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Publication number: 20020039709Abstract: A silver halide color photographic lightsensitive material comprises a support and a silver halide emulsion layer.Type: ApplicationFiled: July 3, 2001Publication date: April 4, 2002Inventors: Hisashi Mikoshiba, Hiroshi Fukuzawa, Naoto Matsuda
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Patent number: 6296997Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a bicyclic azole dye-forming coupler compound having Formula I: wherein: BA represents a bicyclic azole coupler nucleus with —(C(R1)(R2))P— bonded to a ring carbon in a non-coupling position of the coupler nucleus; p is 1 or 2, and each R1 and R2 is independently selected from H and a substituent group, provided that any two of R1 and R2 may join to form a ring; Ra and Rb are each independently selected from H and a substituent group, provided that substituent groups may join to form a ring; each Y is an independently selected substituent and m is 0-4; X is selected from the group consisting of —C(O)—, —S(O)2—, —S(O)—, and —P(O)(OH)—; W is a connecting group having a chain of up to four atoms between X and Z, and n=0 or 1; and a) when n=0, Z is —NHR5 where R5 is H or a substituent, andType: GrantFiled: November 7, 2000Date of Patent: October 2, 2001Assignee: Eastman Kodak CompanyInventors: Robert F. Romanet, William B. Vreeland, John W. Harder, Christopher T. Brown, Scott R. Conley, Michael P. Youngblood
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Patent number: 6291152Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a bicyclic azole dye-forming coupler, having appended to a ring carbon at a non-coupling position thereof a substituent group represented by the formula: wherein the arrow represents the point of attachment of the substituent group to a non-coupling position of the coupler; R1, R2, R3 and R4 are independently selected hydrogen or substituent groups, provided that any two of R1, R2, R3 and R4 may join to form a ring; Ra and Rb are independently hydrogen or a substituent; each Rc and Rd is an independently selected hydrogen or an alkyl or aryl group, provided that any two of them may join to form a ring and n is 1 to 10; Re is hydrogen or an alkyl or aryl group; each Y is an independently selected substituent group and m is from 0 to 4; and Z is a substituent selected from the group consisting of —C(O)R5, —S(O)2R5, —SOR5, —P(═O)(R6)2 and &Type: GrantFiled: November 7, 2000Date of Patent: September 18, 2001Assignee: Eastman Kodak CompanyInventors: Paul A. Burns, Robert F. Romanet, Susan M. Fischer, David G. Lincoln, Paul P. Spara
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Patent number: 6242609Abstract: A method for manufacturing a color coupler used in a silver halide photographic light-sensitive material using an ammonium trihalide. Said method for manufacturing the color coupler comprising the following step: a step for halogenating a coupling position of a four equivalent coupler using a halogenating agent, wherein said halogenating agent is said ammonium trihalide.Type: GrantFiled: April 7, 1999Date of Patent: June 5, 2001Assignee: Konica CorporationInventor: Fumio Ishii
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Patent number: 6143485Abstract: A color photographic film or paper comprises at least one silver halide emulsion layer having associated therewith a dye-forming coupler compound of the formula ##STR1## wherein: one of Z.sub.a and Z.sub.b is --N=and the other is ##STR2## to which ring "A" is directly attached; R.sup.0 represents hydrogen or a substituent;R.sup.1, R.sup.2, R.sup.3, and R.sup.4 independently represent hydrogen or substituents, provided that any two R.sup.1 groups, any two R.sup.4 groups or R.sup.2 and R.sup.3 may form a ring;L represents a divalent linking group;B represents a substituted or unsubstituted sulfonamido or sulfamoyl group;D represents a substituted or unsubstituted alkyl, aryl carbocyclic or heterocyclic group;X represents hydrogen or a coupling-off group;p and m represent integers from 0 to 4; andn represents 0 or 1.Type: GrantFiled: December 23, 1998Date of Patent: November 7, 2000Assignee: Eastman Kodak CompanyInventors: Ping-Wah Tang, Stanley W. Cowan
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Patent number: 6140033Abstract: A photographic element comprises novel pyrazolo[5,1-c]-1,2,4-triazole dye forming couplers, the couplers and azomethine dyes. The couplers are represented by the following structure: ##STR1## wherein: Z represents the elements of C, N, O, or S necessary to complete a substituted or unsubstituted heterocyclic 5 or 6 member ring along with nitrogen;R.sub.1 represents a substituent group;and, X represents a hydrogen or a coupling off group.Type: GrantFiled: December 22, 1998Date of Patent: October 31, 2000Assignee: Eastman Kodak CompanyInventors: Donald R. Diehl, Mbiya Kapiamba, Stanley W. Cowan
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Patent number: 6071685Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a 4-H-pyrazolo-[1,5-a] benzimidazole coupler bearing in the 3-position an azole group bonded through a nitrogen atom of the azole and bearing in the 2-position an alkoxy substituent.Type: GrantFiled: August 14, 1998Date of Patent: June 6, 2000Assignee: Eastman Kodak CompanyInventors: Barbara B. Lussier, Rakesh Jain
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Patent number: 6037113Abstract: Disclosed is a photographic element comprising a light sensitive silver halide emulsion layer having in association therewith at least one dye- forming coupler of Formula (1a): ##STR1## wherein: R.sub.1 is an alpha-branched alkyl group with greater than 10 carbon atoms;R.sub.5, R.sub.6, R.sub.7, and R.sub.8 are each independently a hydrogen atom or a substituent;Z is a hydrogen atom or a group which can be split off by the reaction of the coupler with an oxidized color developing agent.The element exhibits improved dye light stability.Type: GrantFiled: August 14, 1998Date of Patent: March 14, 2000Assignee: Eastman Kodak CompanyInventors: Leslie Shuttleworth, Rakesh Jain, John W. Harder
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Patent number: 6015657Abstract: A photographic element contains at least one photosensitive silver halide emulsion layer having associated therewith a 5-pyrazolone photographic coupler represented by the formula: ##STR1## wherein substituents X.sub.1, X.sub.2, Y, G.sub.1, G.sub.2, G.sub.3, Z, and R.sub.1 may be as specified in the specification; a, b, and c are individually integers form 0 to 3 provided that "a" cannot be an integer which, combined with the selection of X.sub.1 and X.sub.2, allows the number of chloride substituents on the ring containing G.sub.1 to exceed 3; and the sum of the Hammett's sigma values for X.sub.1, X.sub.2, Y, G.sub.1, G.sub.2, and G.sub.3 is at least 1.3.Type: GrantFiled: January 10, 1994Date of Patent: January 18, 2000Assignee: Eastman Kodak CompanyInventors: Sundram Krishnamurthy, Michael William Crawley, David Scott Bailey, John Lawrence Pawlak
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Patent number: 5994048Abstract: Disclosed is a photographic element comprising a support on which is coated at least one green-sensitized silver halide emulsion layer having associated therewith at least one magenta dye-forming coupler of Formula I ##STR1## wherein: R.sub.1 is an alkyl group;R.sub.5, R.sub.6, R.sub.7, and R.sub.8 each independently represent a hydrogen atom or a substituent; and ##STR2## in which i, B, and J are independently hydrogen, alkyl or aryl substituent groups that together comprise at least two hydroxyl groups. The element provides improved resistance to yellowing.Type: GrantFiled: August 14, 1998Date of Patent: November 30, 1999Assignee: Eastman Kodak CompanyInventors: John W. Harder, Leslie Shuttleworth, Rakesh Jain
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Patent number: 5972574Abstract: Disclosed is a photographic element comprising a silver halide emulsion layer having associated therewith a dye-forming coupler represented by Formula I: ##STR1## wherein R" represents the group ##STR2## in which R.sup.1, R.sup.2, and R.sup.3 independently selected all 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 specified substituent having the formula: ##STR3## and wherein the remaining substituents are as described in the specification. The use of the coupler of Formula I lends improved manufacturability and dye light stability to the element.Type: GrantFiled: January 15, 1997Date of Patent: October 26, 1999Assignee: Eastman Kodak CompanyInventors: Susan M. Fischer, Robert F. Romanet, Daniel L. Kapp, Paul A. Burns, Paul P. Spara, Rakesh Jain, William R. Schleigh
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Patent number: 5925503Abstract: 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: GrantFiled: January 15, 1997Date of Patent: July 20, 1999Assignee: Eastman Kodak CompanyInventors: John W. Harder, Paul A. Burns, Paul P. Spara
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Patent number: 5849469Abstract: 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: GrantFiled: October 6, 1997Date of Patent: December 15, 1998Assignee: Eastman Kodak CompanyInventor: Michael William Crawley
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Patent number: 5834164Abstract: An image forming method is disclosed, comprising exposing a silver halide photographic light sensitive material comprising a support having thereon a silver halide emulsion layer containing a dye forming coupler and processing the exposed photographic material, wherein the coupler has, in its molecule, at least two sites capable of chelating with a metal ion to form a 5-membered or 6-membered chelate ring, thereby forming, together with a developing agent and the metal ion, a chelate dye.Type: GrantFiled: May 10, 1996Date of Patent: November 10, 1998Assignee: Konica CorporationInventors: Noritaka Nakayama, Tatsuo Tanaka, Shigeto Hirabayashi
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Patent number: 5736303Abstract: 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: GrantFiled: June 7, 1996Date of Patent: April 7, 1998Assignee: Eastman Kodak CompanyInventors: Gary John McSweeney, Alphonse Dominic Camp, Vincent James Flow
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Patent number: 5698386Abstract: 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: GrantFiled: February 29, 1996Date of Patent: December 16, 1997Assignee: Eastman Kodak CompanyInventors: Ping Wah Tang, David Joseph Decker, Susan Marie Fischer, Stanley Wray Cowan
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Patent number: 5670302Abstract: A photographic element comprises a light sensitive silver halide emulsion layer having associated therewith a magenta coupler represented by formula (I): ##STR1## wherein: R.sub.1 represents a hydrogen atom or an alkyl group;R.sub.2 represents an alkyl group;Ar represents a phenyl or naphthyl group;X represents a substituent and "n" represents an integer of from 1 to 5; andZ represents a hydrogen atom or a group which can be split off by the reaction of the coupler with an oxidized color developing agent.The described naphtholic coupler provides a magenta dye image rather than the cyan dye image common to naphtholic couplers.Type: GrantFiled: June 16, 1996Date of Patent: September 23, 1997Assignee: Eastman Kodak CompanyInventors: Philip T. S. Lau, Louis Joseph Rossi, Stanley Wray Cowan
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Patent number: 5667946Abstract: The invention provides a light sensitive photographic silver halide emulsion layer having associated therewith a magenta coupler having formula I: ##STR1## wherein: R represents a ballasted monosubstituted amino group which enables the coupler to form, upon development with 4-amino-3-methyl-N-ethyl-N-(2-hydroxyethyl)aniline sulfate developing agent, a magenta dye having a wavelength of maximum absorbance of 545 nm or greater; andX represents hydrogen or a coupling-off group. The resulting dye has an improved spectral absorption curve.Type: GrantFiled: April 30, 1996Date of Patent: September 16, 1997Assignee: Eastman Kodak CompanyInventors: Jane Sarah Boff, Bernard Arthur Clark, Paul Louis Stanley, Christina Mary Watts, Stephen Paul Singer
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Patent number: 5645981Abstract: 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: GrantFiled: April 6, 1994Date of Patent: July 8, 1997Assignee: Eastman Kodak CompanyInventors: Robert Fogg Romanet, Arlyce Tolman Bowne, Sharon Eileen Normandin
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Patent number: 5641613Abstract: 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: GrantFiled: January 25, 1996Date of Patent: June 24, 1997Assignee: Eastman Kodak CompanyInventors: Jane Sarah Boff, Stephen Paul Singer
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Patent number: 5609996Abstract: 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: GrantFiled: February 29, 1996Date of Patent: March 11, 1997Assignee: Eastman Kodak CompanyInventors: Ping W. Tang, Stanley W. Cowan, David J. Decker, Terrence C. Mungal
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Patent number: 5610003Abstract: An improved photographic element comprises a support bearing at least one silver halide emulsion layer having associated therewith a two-equivalent 5-pyrazolone magenta-dye-forming coupler. The coupler has a coupling-off group in the 4-position and an activity-modifying ballasting group in the 3-position. The ballasting group includes a hydrogen-bonding substituent and provides a unique combination of steric, hydrophobic and conformational properties which allows the coupling activity to be controlled.Type: GrantFiled: July 10, 1995Date of Patent: March 11, 1997Assignee: Eastman Kodak CompanyInventor: Barbara B. Lussier
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Patent number: 5607819Abstract: There is disclosed a color developer and a method for processing a silver halide color photographic material using said color developer. The color developer comprises a thiourea compound represented by the formula (I): ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 each represent a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted cycloalkylene group, provided that two or more of R.sub.1, R.sub.2, R.sub.3, and R.sub.4 each do not represent a hydrogen atom at the same time; at least one pair of R.sub.1 and R.sub.3, and R.sub.2 and R.sub.4, together may bond to form a nitrogen-containing heterocyclic ring; or at least one pair of R.sub.1 and R.sub.2, and R.sub.3 and R.sub.4, together may bond to form a ring.Type: GrantFiled: October 14, 1994Date of Patent: March 4, 1997Assignee: Fuji Photo Film Co., Ltd.Inventor: Takatoshi Ishikawa
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Patent number: 5605787Abstract: Magenta image-dye couplers provide photographic elements and processes having superior photographic properties. The couplers are 3-anilino pyrazolone couplers having an aryl thio coupling-off group. The substituents of the coupler are specified to obtain advantageous properties.Type: GrantFiled: March 8, 1995Date of Patent: February 25, 1997Assignee: Eastman Kodak CompanyInventors: John L. Pawlak, David S. Bailey, William R. Schleigh, Charles E. Romano, Jr., Paul B. Merkel, Sundaram Krishnamurthy
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Patent number: 5605788Abstract: A silver halide color photographic material containing a pyrazolotriazole coupler represented by the following formula (I) or (II): ##STR1## wherein R.sub.1 represents a hydrogen atom, a halogen atom, or a substituent; X represents a hydrogen atom, a halogen atom, or a group capable of being splitted off by the reaction with an oxidation product of a developing agent; L.sub.1 represents an (n+1)-valent linking group; L.sub.2 represents a group represented by the following formula (III); and n represents 1 or 2, and when n is 2, two L.sub.2 's may be the same or different;--[(A.sub.1).sub.a (B.sub.1).sub.b (A.sub.2).sub.c (B.sub.2).sub.d (A.sub.3).sub.e (B.sub.3).sub.f (A.sub.4).sub.g (B.sub.4).sub.h ](III)wherein A.sub.1, A.sub.2, A.sub.3 and A.sub.4 each represents --O--, --S--, --NR.sub.2 --, --N(R.sub.2)CO--, --CON(R.sub.2)--, --N(R.sub.2)SO.sub.2 --, --SO.sub.2 N(R.sub.2)--, --CO.sub.2 --, --OCO--, --N(R.sub.2)CON(R.sub.3)--, --OCON(R.sub.2)-- or --N(R.sub.2)CO.sub.2 --; R.sub.2 and R.sub.Type: GrantFiled: November 9, 1995Date of Patent: February 25, 1997Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshio Kawagishi, Takeshi Nakamine, Masuji Motoki
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Patent number: 5576150Abstract: The invention provides a photographic light sensitive silver halide emulsion layer having associated therewith a pyrazolotriazole dye-forming coupler having 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;q is from 1 to 3;R.sub.5 and R.sub.7 are independently alkyl, alkoxy, aryl, or aryloxy groups;G is a substituent group and n is from 0 to 3; andY is a substituent group and 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: GrantFiled: February 29, 1996Date of Patent: November 19, 1996Assignee: Eastman Kodak CompanyInventors: Ping W. Tang, Stanley W. Cowan, David J. Decker, Daniel E. Corcoran
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Patent number: 5563026Abstract: The invention provides a multicolor negative photographic element comprising a support bearing at least two green light sensitive silver halide emulsion layers of differing light sensitivity, the least and only the least sensitive layer containing a 1-phenyl-3-acylamino-4-nitrogenheterocycle-pyrazolin-5-one dye forming hue correction coupler which reacts with oxidized developer during development to form a dye having a D580/D550 ratio greater than that exhibited by the element absent the hue correction coupler. The invention also provides an imaging process.Type: GrantFiled: April 28, 1995Date of Patent: October 8, 1996Assignee: Eastman Kodak CompanyInventor: Stephen P. Singer
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Patent number: 5561040Abstract: There is provided a method for forming an image, which comprises processing a silver halide color photographic material that has a high-silver-chloride silver halide emulsion and which contains in the photographic material a nitrogen-containing heterocyclic compound, the solubility product of which for the silver salt is in a limited range, with a color developer containing chloride ions and bromide ions in a limited concentration, respectively. The method is excellent in forming an image that can be performed rapidly, and is high in sensitivity, in prevention of processing color-mixing, and in less fluctuation of the photographic quality involved in continuous processing.Type: GrantFiled: May 26, 1995Date of Patent: October 1, 1996Assignee: Fuji Photo Film Co., Ltd.Inventors: Kiyoshi Kawai, Shigeaki Ohtani
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Patent number: 5547826Abstract: A silver halide photographic material comprising a support having provided thereon at least one layer containing a coupler represented by formula (I) ##STR1## wherein Za represents --C(R.sub.3).dbd. or --N.dbd., provided that when Za represents --N.dbd., Zb represents --C(R.sub.3).dbd. and when Za represents --C(R.sub.3).dbd., Zb represents --N.dbd.; R.sub.1 and R.sub.2 each represents an electron withdrawing group having a Hammett's substituent constant, .sigma..sub.p, of from 0.20 to 1.0; R.sub.3 represents a substituent; R.sub.4 and R.sub.5 are the same or different, and each represents a hydrogen atom, an aliphatic group, an aryl group or a heterocyclic group; and R.sub.4 and R.sub.5 may combine with each other to form a 5-membered ring or a 6-membered ring and the 5-membered ring or the 6-membered ring may form a condensed ring with a benzene ring or a heterocyclic ring.Type: GrantFiled: September 22, 1995Date of Patent: August 20, 1996Assignee: Fuji Photo Film Co., Ltd.Inventors: Takayuki Ito, Yasuhiro Shimada, Koushin Matsuoka, Yasuhiro Yoshioka
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Patent number: 5545513Abstract: A multilayered color photographic element contains a support having coated thereon photographic silver halide emulsion layers including at least three layers each having the same spectral sensitivity but having, respectively, the most, mid, and least light sensitivity wherein the most and mid sensitive layers are contiguous and the most sensitive layer is extremely starved of image dye-forming coupler.Type: GrantFiled: June 11, 1993Date of Patent: August 13, 1996Assignee: Eastman Kodak CompanyInventor: Larry D. Edwards
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Patent number: 5541040Abstract: Disclosed is a positive type color light sensitive material comprising a support having thereon a mainly yellow image forming layer, a mainly magenta image forming layer and a mainly cyan image forming layer;wherein, when an exposure quantity-gives minimum density of +0.2 on a first layer selected from said three layer after developing in the main spectra sensitivity region of the first layer, a second layer selected from said three layers is given lower density with said exposure than a density without said exposure.The positive type color light sensitive material is capable of providing a color proof improved in the approximation degrees of an image quality to a printed printer.Type: GrantFiled: January 25, 1995Date of Patent: July 30, 1996Assignee: Konica CorporationInventors: Susumu Okawauchi, Yasuo Tosaka, Yoshiyuki Nonaka, Keiichi Hoshino
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Patent number: 5538842Abstract: There is disclosed a silver halide color photographic light-sensitive material which excels in a color reproduction and a light fastness at a low density part through a high density part and which is improved in a Y-stain at a background part. The silver halide color photographic light-sensitive material comprises a support and provided thereon at least one photographic constitutional layer, wherein at least one layer of the above photographic constitutional layers contains at least one of the compounds represented by the following Formula (I) and a compound represented by the following Formula (II) in the same layer: ##STR1## wherein R represents a hydrogen atom or a substituent; Z.sub.a, Z.sub.b, and Z.sub.c each represent any group of methine, substituted methine, .dbd.N--, or --NH--; Y represents a hydrogen atom or a group capable of splitting off upon a coupling reaction with an oxidation product of a developing agent; provided that a dimer or a polymer may be formed via R, Y, or Z.sub.a, Z.sub.b or Z.Type: GrantFiled: June 30, 1994Date of Patent: July 23, 1996Assignee: Fuji Photo Film Co., Ltd.Inventors: Osamu Takahashi, Takehiko Sato
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Patent number: 5536625Abstract: This invention provides an accelerator for peracid bleaches used for bleaching silver halide photographic elements. The accelerator is a complex of ferric (Fe III) ion and a 2-pyridinecarboxylic acid or a 2,6-pyridinecarboxylic acid. The accelerator may be contained in the bleaching solution, a solution preceding the bleaching solution or in the photographic elements themselves.Type: GrantFiled: March 20, 1995Date of Patent: July 16, 1996Assignee: Eastman Kodak CompanyInventors: John M. Buchanan, Stuart T. Gordon, Keith H. Stephen, Richard P. Szajewski, Sidney J. Bertucci
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Patent number: 5523195Abstract: A conditioning or bleach accelerating solution can be used to process color photographic films, especially color reversal films, to minimize magenta dye fade while reducing the needed amount of formaldehyde stabilizer. These advantageous effects are achieved by including a secondary amine in the solution along with a formaldehyde precursor and a bleach accelerator.Type: GrantFiled: February 23, 1995Date of Patent: June 4, 1996Assignee: Eastman Kodak CompanyInventors: Charles M. Darmon, Michael P. Youngblood, Rosa P. Sauter
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Patent number: 5512103Abstract: The invention provides a cyan color producing silver halide emulsion layer or a magenta color producing silver halide emulsion layer wherein said at least one layer has an exposure range of at least 0.6 log E from the point where the instantaneous contrast is 1.0 and wherein the instantaneous contrast of said layer increases as a function of increasing exposure over at least 70 percent of said exposure range.Type: GrantFiled: January 19, 1995Date of Patent: April 30, 1996Assignee: Eastman Kodak CompanyInventors: James L. Edwards, Eric L. Bell, Benjamin T. Chen, Richard L. Parton
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Patent number: 5508421Abstract: A pyrrolotriazole azomethine dye represented by formula (I), (II) or (IV) is disclosed: ##STR1## Also, a heat transfer dye providing material is disclosed, in which the material includes a support having thereon a dye providing layer containing a heat migrating dye, with the dye providing layer containing at least one pyrrolotriazole azomethine dye represented by any of the above formulae (I), (II) and (IV).Type: GrantFiled: July 22, 1994Date of Patent: April 16, 1996Assignee: Fuji Photo Film Co., Ltd.Inventors: Makoto Suzuki, Hisashi Mikoshiba, Seiiti Kubodera, Osamu Takahashi, Yasuhiro Shimada, Koushin Matsuoka, Shigeru Yamazaki, Katsuyoshi Yamakawa, Kozo Sato
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Patent number: 5500334Abstract: Disclosed is a silver halide color photographic material having at least one silver halide emulsion layer on a support, in which at least one layer constituting the material contains a coupler of formula (I): ##STR1## where R.sub.1 represents an electron-attracting substituent having a Taft's substituent constant .sigma.* value of +0.52 or more; R.sub.2 represents a branched alkyl group; and X represents a pyrazolyl group. The material has excellent heat stability, sensitivity, gradation and color image fastness, and it also has excellent color forming capacity and absorption characteristics.Type: GrantFiled: September 4, 1992Date of Patent: March 19, 1996Assignee: Fuji Photo Film Co., Ltd.Inventors: Yuki Mizukawa, Hideaki Naruse, Toshiyuki Watanabe, Tadahisa Sato