Identified Cyan Dye Color Patents (Class 430/384)
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Patent number: 9519215Abstract: The present application for patent discloses a composition of matter comprising: comprising a solvent; and an ester having a chemical structure chosen from (I), (II), or (III); wherein X and Y are the same or different, wherein at least one of X and Y comprises an acid labile group, wherein R1 is a saturated or unsaturated group having from 1-4 carbon atoms, R2 is chosen from hydrogen or a saturated or unsaturated group having from 1-4 carbon atoms, R3 is a saturated or unsaturated group having from 1-4 carbon atoms, and R4 is a saturated or unsaturated group having from 1-4 carbon atoms and A? is an anion.Type: GrantFiled: December 21, 2015Date of Patent: December 13, 2016Assignee: IRRESISTIBLE MATERIALS, LTDInventors: Alex Phillip Graham Robinson, Dongxu Yang, Andreas Frommhold, Thomas Lada, John L. Roth, Xiang Xue, Edward A. Jackson
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Patent number: 9480751Abstract: The present invention provides a long chain fatty acid (LCFA)-like albumin-binding probe/ligand containing no hydrolysable bond and having an enhanced associating affinity with human serum albumin, which upon conjugation with an amino- or mercapto-containing short-lived drug and administration of the conjugate, significantly prolongs the life time of said drug without substantially interfering with its pharmacological activity. The invention further provides conjugates of said probe with amino- or mercapto-containing drugs, as well as pharmaceutical compositions and uses thereof.Type: GrantFiled: April 4, 2012Date of Patent: November 1, 2016Assignee: YEDA RESEARCH AND DEVELOPMENT CO. LTD.Inventors: Yoram Shechter, Matityahu Fridkin
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Patent number: 8318412Abstract: A semiconductor device is manufactured by a method including processes of trimming and molding resist patterns. A resist layer formed on a substrate is exposed and developed to form the resist patterns. The resist patterns are trimmed using a first gas plasma to change the profiles of the resist patterns. Widths of the trimmed resist patterns are increased using a second gas plasma to form processed resist patterns.Type: GrantFiled: August 30, 2010Date of Patent: November 27, 2012Assignee: Samsung Electronics Co., Ltd.Inventors: Tokashiki Ken, Chul-ho Shin, Sang-Kuk Kim, Do-haing Lee, Dong-seok Lee
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Patent number: 7692026Abstract: Disclosed is a pyrrolotriazole compound represented by the following formula (I) and having an organic compound incorporated into crystals thereof or a pyrrolotriazole compound represented by the following formula (II) and having an alcohol incorporated into crystals thereof.Type: GrantFiled: September 27, 2005Date of Patent: April 6, 2010Assignee: Fujifilm CorporationInventors: Keizo Kimura, Fumio Iwamoto, Mitsuo Yoshikane
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Patent number: 7611829Abstract: A color-image forming method in a silver halide color photographic light-sensitive material, having the steps of: performing exposure of the light-sensitive material cut into sheets; and subjecting the exposed light-sensitive material sheets to photographic processing, while conveying them with conveying rollers, with the sheet conveying speed being 40.0 to 100 mm/sec; wherein the light-sensitive material to be exposed contains any of: 1) a dye-forming coupler of formula (IA), 2) a compound of formula (I), and 3) 1.4 mg/m2 or more of a compound of formula (II); wherein R? and R? are a substituent; Z is a hydrogen atom, or a coupling split-off group; A is an alkyl group, M is a cation, and R is an atom or group having 100 or lower total molecular weight.Type: GrantFiled: January 27, 2005Date of Patent: November 3, 2009Assignee: Fujifilm CorporationInventors: Yasuaki Deguchi, Shin Soejima, Naoto Ohshima, Tatsuya Ishizaka, Katsuyuki Takada, Futoshi Yoshida, Atsushi Maruhashi, Yoshinori Morimoto, Takehisa Ohno
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Patent number: 7166422Abstract: Provided is a silver halide color photographic material having at least one yellow-coloring photosensitive silver halide emulsion layer, at least one magenta-coloring photosensitive silver halide emulsion layer, at least one cyan-coloring photosensitive silver halide emulsion layer, and at least one non-photosensitive non-coloring hydrophilic colloid layer on a reflective support, wherein, after being color developed, the reflection density A(?) at a wavelength of ? nm in the non-exposed portion of the material is at most 0.07 at 450 nm, at most 0.09 at 550 nm and at most 0.07 at 650 nm and the mean grain size of the silver halide grains in the yellow-coloring photosensitive silver halide emulsion layer in the material is at most 0.70 ?m.Type: GrantFiled: May 22, 2002Date of Patent: January 23, 2007Assignee: Fuji Photo Film Co., Ltd.Inventors: Shinichi Nakahira, Shin Soejima, Hiroyuki Yoneyama, Naoya Shibata, Naoto Ohshima
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Patent number: 7112400Abstract: 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.Type: GrantFiled: November 3, 2004Date of Patent: September 26, 2006Assignee: Fuji Photo Film Co., Ltd.Inventors: Shin Soejima, Kentaro Okazaki
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Patent number: 6900006Abstract: The invention relates to a photographic element comprising at least one light-sensitive silver halide emulsion layer having associated therewith in the same dispersion a certain de-aggregating compound at least one heterocyclic cyan dye-forming coupler of a specified formula and an aromatic stabilizer of a particular formula. The combination provides improved image stability.Type: GrantFiled: December 4, 2002Date of Patent: May 31, 2005Assignee: Eastman Kodak CompanyInventors: Danuta Gibson, David Clarke, Christopher J. Winscom, Michael W. Crawley
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Patent number: 6858380Abstract: A silver halide color photosensitive material comprises at least one layer on a support. At least one of the layers contains a coupler represented by general formula (I): wherein X represents H or split-off group; R1 and R2 independently represents an electron withdrawing group whose Hammett ?p value is 0.20 or greater, provided that the sum of R1 and R2 ?p values is 0.65 or greater; R3 represents a group selected from alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl and heterocyclic, each of which may have a substituent; R4 represents H, or a group selected from alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, acyl, alkoxycarbonyl, aryloxycarbonyl and carbamoyl, each of which may have a substituent, provided that R3 and R4 may be bonded to form a ring; R11, R12 and R13 independently represent an alkyl group having 1-30 carbon atoms; R represents a substituent; and n represents an integer of 0-3.Type: GrantFiled: January 28, 2003Date of Patent: February 22, 2005Assignee: Fuji Photo Film Co., Ltd.Inventors: Yasuhiro Kato, Hisashi Mikoshiba, Naoto Matsuda
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Patent number: 6806042Abstract: A print material having a support, at least one red-sensitive silver halide emulsion layer containing at least one cyan coupler, at least one green-sensitive silver halide emulsion layer containing at least one magenta coupler and at least one blue-sensitive silver halide emulsion layer containing at least one yellow coupler, characterised in that the red-sensitive layer contains at least one oil former, the cyan coupler is of the formula in which R1 means a hydrogen atom or an alkyl group, R2 means an alkyl, aryl or hetaryl group, R3 means an alkyl or aryl group, R4 means an alkyl, alkenyl, alkoxy, aryloxy, acyloxy, acylamino, sulfonyloxy, sulfamoylamino, sulfonamido, ureido, hydroxycarbonyl, hydroxycarbonylamino, carbamoyl, alkylthio, arylthio, alkylamino or arylamino group or a hydrogen atom and Z means a hydrogen atom or a group eliminable under the conditions of chromogenic development, and the ratio by weight of oil former to cyan coupler is less than 1:1, is distinguished by excType: GrantFiled: July 2, 2003Date of Patent: October 19, 2004Assignee: Agfa-GevaertInventors: Ralf Weimann, Markus Geiger, Cuong Ly, Klaus Sinzger, Beate Weber, Heinz Wiesen
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Patent number: 6783924Abstract: A color photographic silver halide material comprising a substrate, at least one red-sensitive silver halide emulsion layer containing at least one cyan coupler, at least one green-sensitive silver halide emulsion layer containing at least one magenta coupler and at least one blue-sensitive silver halide emulsion layer containing at least one yellow coupler, characterised in that the silver halide crystals of the red-sensitive layer have a chloride content of at least 95 mol %, the cyan coupler corresponding to formula wherein R1 represents a hydrogen atom or an alkyl group, R2 represents an alkyl, aryl or hetaryl group R3 represents an alkyl or aryl group, R4 represents an alkyl, alkenyl, alkoxy, aryloxy, acyloxy, acylamino, sulphonyloxy, sulphamoylamino, sulphonamido, ureido, hydroxycarbonyl, hydroxycarbonylamino, carbamoyl, alkylthio, arylthio, alkylamino or arylamino group or a hydrogen atom and Z represents a hydrogen atom or a group which may be split off under the conditions of cType: GrantFiled: July 2, 2003Date of Patent: August 31, 2004Assignee: Agfa-GevaertInventors: Ralf Weimann, Markus Geiger, Cuong Ly, Klaus Sinzger, Beate Weber, Heinz Wiesen
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Patent number: 6764815Abstract: A color photographic print material which contains a cyan coupler of the formula in which R1 means a hydrogen atom or an alkyl group, R2 means OR3 or NR4R5, R3 means an unsubstituted or substituted alkyl group with 1 to 6 C atoms, R4 means an unsubstituted or substituted alkyl group with 1 to 6 C atoms, R5 means a hydrogen atom or an unsubstituted or substituted alkyl group with 1 to 6 C atoms, R6 means an unsubstituted or substituted alkyl group and Z means a hydrogen atom or a group eliminable under the conditions of chromogenic development, wherein the total number of the C atoms of the alkyl groups R3 to R6 in a coupler molecule is 8 to 18, is simultaneously distinguished by good light and dark stability as well as by good color reproduction. The couplers furthermore exhibit very good solubility in conventional coupler solvents.Type: GrantFiled: May 9, 2003Date of Patent: July 20, 2004Assignee: AGFA-GevaertInventor: Ralf Weimann
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Patent number: 6756189Abstract: Disclosed is a colour photographic element containing one or more cyan dye-forming couplers, a UV absorber and a specific class of stabiliser, and an imaging process used therewith. The element exhibits improved stability.Type: GrantFiled: October 11, 2002Date of Patent: June 29, 2004Assignee: Eastman Kodak CompanyInventors: Danuta Gibson, Llewellyn J. Leyshon, David Clarke
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Publication number: 20040067455Abstract: This invention relates to a photographic element comprising a support and at least two silver halide emulsion layers further comprising an electron transfer agent releasing compound represented by the formula (I):Type: ApplicationFiled: September 16, 2002Publication date: April 8, 2004Applicant: Eastman Kodak CompanyInventors: John E. Keevert, Stephen P. Singer, Kenneth J. Reed, Kenneth J. Lushington, Mary C. Brick, James A. Friday
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Patent number: 6699650Abstract: There is provided a photographic element comprising at least one silver halide emulsion layer having associated therewith a novel phenolic cyan dye-forming coupler of formula (I) wherein X is hydrogen or a group that can be split off by the reaction of the coupler with an oxidised colour developing agent, and one of Y and Z is the group wherein each R is independently an unsubstituted or substituted alkyl or aryl group or a 5-10 membered heterocyclic ring which contains one or more heteroatoms selected from nitrogen, oxygen and sulfur, which ring is unsubstituted or substituted; R1 is hydrogen or an unsubstituted or substituted alkyl or aryl group, R2 is an unsubstituted or substituted alkyl or aryl group or a 5-10 membered heterocyclic ring which contains one or more heteroatoms selected from nitrogen, oxygen and sulfur, which ring is unsubstituted or substituted; R3 is hydrogen or an unsubstituted or substituted alkyl or aryl group, n is 1 or 2, and the otheType: GrantFiled: May 22, 2001Date of Patent: March 2, 2004Assignee: Eastman Kodak CompanyInventors: David Clarke, Llewellyn J. Leyshon, Katie E. Smith
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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: 6689549Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan coupler having the formula: wherein: the term “NB coupler” represents a coupler of formula (I) that forms a dye with the developer 4-amino-3-methyl-N-ethyl-N-(2-methanesulfonamidoethyl) aniline sesquisulfate hydrate for which the left bandwidth (LBW) using spin-coating is at least 5nm less than that of the same dye in solution form; V is a sulfone, sulfoxide or sulfonamide-containing group; Y is H or a coupling-off group; each Z1, Z2, Z3 and Z* are an independently selected substituent group where p is 0 to 2; provided that Z1, and Z2 or Z2 and Z3 can join to form a ring; provided further that Z1, and Z2 do not join to form an aromatic or heterocyclic ring; and provided further that the combined sum of the aliphatic carbon atoms in V, all Z′, Z″ and all Z* is at least 8.Type: GrantFiled: December 11, 2002Date of Patent: February 10, 2004Assignee: Eastman Kodak CompanyInventors: William J. Begley, Brian Thomas, Natasha Andrievsky
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Patent number: 6680165Abstract: The invention provides a color negative photographic element comprising a light sensitive silver halide emulsion imaging layer having associated therewith a cyan dye-forming coupler dispersion comprising a first 2-ureido-5-acylamino substituted phenolic cyan dye-forming coupler [P], a second phenolic cyan dye-forming coupler [AP] where the 2-substituent is other than an ureido group, a substantially non-color-developable phenolic activator compound [ACT], and a non-phenolic organic coupler solvent having a boiling point of at least 150C; wherein compounds represented by [P], [AP], and [ACT] are present in the coupler dispersion in relative weight fractions of from 0.30 to 0.65 for [P], from 0.15 to 0.35 for [AP], and from 0.15 to 0.Type: GrantFiled: October 24, 2002Date of Patent: January 20, 2004Assignee: Eastman Kodak CompanyInventors: Jerrold N. Poslusny, Paul B. Merkel, David A. Steele, Drake M. Michno, David S. Ross, Richard K. Rothrock, Paul L. Zengerle
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Publication number: 20030232289Abstract: Disclosed is a colour photographic element containing one or more cyan dye-forming couplers, a UV absorber and a specific class of stabiliser, and an imaging process used therewith. The element exhibits improved stability.Type: ApplicationFiled: October 11, 2002Publication date: December 18, 2003Applicant: Eastman Kodak CompanyInventors: Danuta Gibson, Llewellyn J. Leyshon, David Clarke
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Patent number: 6641990Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan coupler having the formula: wherein: the term “NB coupler” represents a coupler of formula (I) that forms a dye with the developer 4-amino-3-methyl-N-ethyl-N-(2-methanesulfonamidoethyl) aniline sesquisulfate hydrate for which the left bandwidth (LBW) using spin-coating is at least 5 nm less than that of the same dye in solution form; V is a sulfone, sulfoxide or sulfonamide-containing group; Y is H or a coupling-off group; each Z′, Z″ and Z* is an independently selected substituent group where n and p are independently 0 to 2; X1 and X2 are halogen atoms and may be the same or different; and provided that the combined sum of the aliphatic carbon atoms in V, all Z′, Z″ and all Z* is at least 8.Type: GrantFiled: August 29, 2002Date of Patent: November 4, 2003Assignee: Eastman Kodak CompanyInventors: William J. Begley, Brian Thomas
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Patent number: 6620562Abstract: The present invention is directed to a method of scanning silver-halide-containing color photographic and photothermographic film. In particular, the present invention comprises a photographic element comprising at least one infrared imaging dye-forming agent in a blue-sensitive color layer of the element, thereby forming at least one image record in the infrared region of the imagewise exposed and developed element. This expedient leads to the formation of high quality images when scanning photographic elements in which the silver halide, metallic silver, and/or any organic silver salts have not been removed.Type: GrantFiled: August 13, 2001Date of Patent: September 16, 2003Assignee: Eastman Kodak CompanyInventors: James H. Reynolds, David H. Levy, Robert W. Kulpinski, Leif P. Olson, Wojciech K. Slusarek
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Patent number: 6562558Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan “NB coupler” having the formula (I): wherein: the term “NB coupler” represents a coupler of formula (I) that forms a dye for which the left bandwidth (LBW) using spin-coating is at least 5 nm less than that of the same dye in solution form; X is selected from O, NR* or S and R* is an alkyl, carbocyclic or heterocyclic group; L is a linking group and a is 0 or 1; Y is H or a coupling-off group; Z* is a substituent group and p is 0 to 2; and R1 and R2 are independently selected H or substituents; provided that the combined sum of the aliphatic carbon atoms in R1, R2, R*, L and all Z* is at least 8.Type: GrantFiled: December 6, 2001Date of Patent: May 13, 2003Assignee: Eastman Kodak CompanyInventors: William J. Begley, Gary M. Russo
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Patent number: 6548234Abstract: The invention provides a photographic element comprising at least one light-sensitive silver halide emulsion layer having associated therewith at least one cyan dye-forming coupler, UV absorber and (A) a stabilizer of formula (I) wherein R1 is an unsubstituted or substituted alkyl or aryl group or a 5- to 10- membered heterocyclic ring which contains one or more heteroatoms selected from nitrogen, oxygen and sulfur, which ring is unsubstituted or substituted; Z is a hydrogen atom or a substituent group; X is a group selected from —SO2—, —SO—, —COO—,—CO— and —CS—, W is one or more unsubstituted or independently substituted alkylene groups connecting the nitrogen atom to X, and p is 0 or 1; R2 is a substituent group; or the groups represented by Z and R2 can be joined to form a ring which may be substituted; and (B) a high-boiling solvent of formula (II) wherein R3 is an unsubstituted or substituted alkyl orType: GrantFiled: August 21, 2001Date of Patent: April 15, 2003Assignee: Eastman Kodak CompanyInventor: Danuta Gibson
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Patent number: 6541192Abstract: A silver halide color photographic lightsensitive material comprising at least one layer on a support, wherein the at least one layer contains a coupler represented by formula (I) below wherein X represents a hydrogen atom, halogen atom, arylthio group, carbamoyloxy group, heterocyclic carbonyloxy group, etc., each of R1 and R2 represents an electron-attracting group having a Hammett's substituent constant &sgr;p value of not less than 0.20, the sum of the &sgr;p values of R1 and R2 being not less than 0.65, each of R3 and R4 represents a alkyl group, alkenyl group, alkynyl group, cycloalkyl group, cycloalkenyl group, etc., or alternatively, R3 and R4 may bond together to form a ring structure; and each of R11 to R15 independently represents a hydrogen atom or a substituent.Type: GrantFiled: November 21, 2001Date of Patent: April 1, 2003Assignee: Fuji Photo Film Co., Ltd.Inventors: Yasuhiro Kato, Hisashi Mikoshiba, Naoto Matsuda, Tetsuro Kojima
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Patent number: 6521397Abstract: Disclosed is a photographic element comprising a support bearing a light sensitive silver halide emulsion layer having associated therewith a dye forming coupler having a formula I, wherein: Ballast is a group containing at least 6 aliphatic carbon atoms, V represents a chain of three or four atoms, which may be substituted, selected from C, N, O and S sufficient to form an aromatic ring fused to the azole ring and n is 0 or 1, provided that if n is 0, Y and Ballast are directly attached to the 5-membered azole ring, W is an electron withdrawing group selected from the group consisting of —CN, —CONR1R2, —CO2R1, —NO2, and —SO2R1 where R1 and R2 are H or substituents; X is H or a coupling-off group; Y is H or a substituent; Z is an atom or group selected from >N—R, —O—, and —S—.Type: GrantFiled: April 12, 2002Date of Patent: February 18, 2003Assignee: Eastman Kodak CompanyInventors: Mbiya Kapiamba, Donald R. Diehl, James L. Edwards, David G. Lincoln, Gary M. Russo
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Patent number: 6521395Abstract: This invention relates to a silver halide photographic element containing a phenolic infrared dye-forming coupler bearing in the 2-position either a benzamido group substituted with a sulfonyl group or a heterocyclic carbonamido group, and bearing in the 5-position a non-carbonamido group, which element is useful for incorporating and recovering metadata, such as sound data, into a photographic image and is specifically concerned with the incorporation of non-visually perceptible sound information into a photograph.Type: GrantFiled: January 30, 2002Date of Patent: February 18, 2003Assignee: Eastman Kodak CompanyInventors: William J. Begley, Gary M. Russo
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Patent number: 6387606Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan “NB coupler” having the formula (I): wherein: the term “NB coupler” represents a coupler of formula (I) that forms a dye for which the left bandwidth (LBW) using spin-coating is at least 5 nm less than that of the same dye in solution form; Y is H or a coupling-off group; each Z″ and Z* is an independently selected substituent group where n is 0 to 4 and p is 0 to 2; W2 represents the atoms necessary to complete a heterocyclic ring group; and V is a sulfone or sulfoxide containing group; provided that the combined sum of the aliphatic carbon atoms in V, all Z″ and all Z* is at least 8. The element exhibits improved cyan dye hue.Type: GrantFiled: October 18, 2001Date of Patent: May 14, 2002Assignee: Eastman Kodak CompanyInventors: William J. Begley, Frank D. Coms, Gary M. Russo
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Publication number: 20020051945Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan “NB coupler” having the formula (I): 1Type: ApplicationFiled: October 18, 2001Publication date: May 2, 2002Inventors: William J. Begley, Frank D. Coms, Gary M. Russo
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Publication number: 20010014432Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan “NB coupler” having the formula (I): 1Type: ApplicationFiled: February 12, 2001Publication date: August 16, 2001Inventors: William J. Begley, Frank D. Coms, Gary M. Russo
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Patent number: 6261755Abstract: The invention provides a photographic element comprising at least one light-sensitive silver halide emulsion layer having associated therewith: (A) a phenolic cyan dye-forming narrow bandwidth “NB coupler”; (B) a phenolic cyan dye-forming coupler of formula (II): wherein: R3 is an unsubstituted or substituted alkyl or aryl group or a 5-10 membered heterocyclic ring which contains one or more heteroatoms selected from nitrogen, oxygen and sulfur, which ring is unsubstituted or substituted; R4 is an unsubstituted or substituted alkyl group; R5 is hydrogen, halogen or an unsubstituted or substituted alkyl or aryl group or a 5-10 membered heterocyclic ring which contains one or more heteroatoms selected from nitrogen, oxygen and sulfur, which ring is unsubstituted or substituted; and 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; and (C) a stabilizer of formula (III) wherein: eacType: GrantFiled: February 28, 2000Date of Patent: July 17, 2001Assignee: Eastman Kodak CompanyInventors: Danuta Gibson, James S. Honan, Thomas A. Rosiek
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Patent number: 6251575Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a “NB coupler” having the formula (I): wherein: the term “NB coupler” represents a coupler of formula (I) that forms a dye for which the left bandwidth (LBW) using spin-coating is at least 5 nm less than that of the same dye in solution form; Y is H or a coupling-off group; each Z* is an independently selected substituent group where p is 0 to 2; V is a substituent group containing a sulfone group; R4 is represented by the formula wherein each of R5, R6 and R7 is hydrogen or an independently selected substituent with no more than one being hydrogen; provided that two or more of R5, R6 and R7 may join to form a ring or rings and provided that the combined sum of the aliphatic carbon atoms in V, R4 and all Z* is at least 8, and provided further that R4 is not a fully fluorinated alkyl group. Such elements provide improved hue.Type: GrantFiled: November 1, 2000Date of Patent: June 26, 2001Assignee: Eastman Kodak CompanyInventors: William J. Begley, Gary M. Russo, Denis T. Curt
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Patent number: 6207363Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan “NB coupler” having the formula (I): wherein: the term “NB coupler” represents a coupler of formula (I) that forms a dye for which the left bandwidth (LBW) using spin-coating is at least 5 nm less than that of the same dye in solution form; Y is H or a coupling-off group; each Z″ and Z* is an independently selected substituent group where n is 1 to 4 and p is 0 to 2; W2 represents the atoms necessary to complete a carbocyclic or heterocyclic ring group; and V is a sulfone or sulfoxide containing group; provided that the combined sum of the aliphatic carbon atoms in V, all Z″ and all Z* is at least 8; provided further that there is one and only one Z″ substituent ortho to the carbonamido group linking the W2 ring to the rest of the coupler; and provided still further that when W2 forms a carbocyclic aromatic ring, atType: GrantFiled: December 28, 1999Date of Patent: March 27, 2001Assignee: Eastman Kodak CompanyInventors: William J. Begley, Frank D. Coms, Gary M. Russo
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Patent number: 6197492Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan “NB coupler” having the formula (I): wherein: the term “NB coupler” represents a coupler of formula (I) that forms a dye for which the left bandwidth (LBW) using spin-coating is at least 5nm less than that of the same dye in solution form; Y is H or a coupling-off group; each Z″ and Z* is an independently selected substituent group where n is 0 to 4 and p is 0 to 2; W2 represents the atoms necessary to complete a heterocyclic ring group; and V is a sulfone or sulfoxide containing group; provided that the combined sum of the aliphatic carbon atoms in V, all Z″ and all Z* is at least 8. The element exhibits improved cyan dye hue.Type: GrantFiled: December 28, 1999Date of Patent: March 6, 2001Assignee: Eastman Kodak CompanyInventors: William J. Begley, Frank D. Coms, Gary M. Russo
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Patent number: 6197490Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a “NB coupler” having the formula (I): wherein the term “NB coupler” represents a coupler of formula (I) that forms a dye for which the left bandwidth (LBW) using spin-coating is at least 5 nm less than that of the same dye in solution form; Y is H or a coupling-off group; each Z″ and Z* is an independently selected substituent group where n is 0 to 5 and p is 0 to 2; W2 represents the atoms necessary to complete a carbocyclic or heterocyclic ring group; and V is a substituent group containing a sulfonamido group; provided that the combined sum of the aliphatic carbon atoms in V, all Z″ and all Z* is at least 8. The element provides a dye of improved hue.Type: GrantFiled: December 28, 1999Date of Patent: March 6, 2001Assignee: Eastman Kodak CompanyInventors: William J. Begley, Gary M. Russo, Denis T. Curt
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Patent number: 6194132Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan coupler having the formula: wherein: V is a sulfone or sulfoxide containing group; Y is H or a coupling-off group; W2 represents the atoms necessary to complete a carbocyclic or heterocyclic ring group; each Z″, Z* and Z# is an independently selected substituent group where n and r are independently 0 to 4 and p is 0 to 2; and X is a halogen atom, and s is 1 to 5; provided that the combined sum of the aliphatic carbon atoms in V, all Z″, all Z#, and all Z* is at least 8. The element exhibits improved cyan dye stability.Type: GrantFiled: December 28, 1999Date of Patent: February 27, 2001Assignee: Eastman Kodak CompanyInventors: William J. Begley, Frank D. Coms, Gary M. Russo
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Patent number: 6190852Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan dye-forming coupler represented by Formula (I): wherein: each R1 and R3 is an independently selected substituent, m is 0 to 5, and p is 0 to 2; X is hydrogen or a coupling-off group; W and W2 represent the atoms necessary to complete rings; and R2 is an alkyl or aryl group. The element provides desirable hue properties and ease of synthesis.Type: GrantFiled: December 28, 1999Date of Patent: February 20, 2001Assignee: Eastman Kodak CompanyInventors: Albert J. Mura, Raymond P. Scaringe, John W. Harder
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Patent number: 6190850Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan “NB coupler” having the formula (I): wherein: the term “NB coupler” represents a coupler of formula (I) that forms a dye for which the left bandwidth (LBW) using spin-coating is at least 5 nm less than that of the same dye in solution form; Y is H or a coupling-off group; each Z″ and Z* is an independently selected substituent group where n is 1 to 4 and p is 0 to 2; W2 represents the atoms necessary to complete a carbocyclic or heterocyclic ring group; and V is a sulfone or sulfoxide containing group; provided that the combined sum of the aliphatic carbon atoms in V, all Z″ and all Z* is at least 8; and the sum of the aliphatic carbon atoms in all Z″ substituents combined is at least 6; provided further that when W2 forms a carbocyclic aromatic ring, at least one Z″ is selected from the group consisting of alkType: GrantFiled: December 28, 1999Date of Patent: February 20, 2001Assignee: Eastman Kodak CompanyInventors: William J. Begley, Frank D. Coms, Gary M. Russo
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Patent number: 6190851Abstract: Disclosed is a photographic element complising a light sensitive silver halide emulsion layer having associated therewith a cyan dye forming coupler having Formula (I): wherein R1 and R3 independently represent hydrogen or an alkyl group; R2 represents a carbocyclic or heterocyclic aromatic group; n represents 1, 2, or 3; each X is an independently selected substituent where at least one X located at a position of the phenyl ring meta or para to the sulfonyl group and is either an alkoxy group having a branched carbon or an aiyloxy group; and Z represents hydrogen or a group that can be split off by the reaction of the coupler with an oxidized color-developing compound; provided that the substituents of the compound of formula (I) are selected so that the compound has a melting point of 160° C. or less. The element provides improved phase stability during manufacturing while exhibiting satisfactory hue and dye light stability.Type: GrantFiled: December 28, 1999Date of Patent: February 20, 2001Assignee: Eastman Kodak CompanyInventors: John W. Harder, James S. Honan, Albert J. Mura
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Patent number: 6180331Abstract: Disclosed is a photographic element comprising a light-sensitive silver halide emulsion layer having associated therewith a cyan “NB coupler” having the formula (I): wherein: the term “NB coupler” represents a coupler of formula (I) that forms a dye for which the left bandwidth (LBW) using spin-coating is at least 5 nm less than that of the same dye in solution form; Y is H or a coupling-off group; each Z″ and Z* is an independently selected substituent group where n is 1 to 4 and p is 0 to 2; W2 represents the atoms necessary to complete a carbocyclic ring group; and V is a substituent containing a heterocyclic sulfone or sulfoxide group; provided that the combined sum of the aliphatic carbon atoms in V, all Z″ and all Z* is at least 8. The element exhibits improved cyan dye hue.Type: GrantFiled: December 28, 1999Date of Patent: January 30, 2001Assignee: Eastman Kodak CompanyInventors: William J. Begley, Frank D. Coms, Gary M. Russo
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Patent number: 6068969Abstract: There is disclosed a silver halide color photographic light-sensitive material, which comprises a compound of formula (I): wherein, in formula (I), R.sup.11 is a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms, or an aryl group; R.sup.12, R.sup.13, R.sup.14, R.sup.15, R.sup.16, and R.sup.17, each independently represent a hydrogen atom or an alkyl group having 1 to 30 carbon atoms, and n is 0 or 1. This color photographic light-sensitive material is excellent in fastness of dye image.Type: GrantFiled: January 22, 1999Date of Patent: May 30, 2000Assignee: Fuji Photo Film Co., Ltd.Inventors: Hisashi Mikoshiba, Shin Soejima, Yasuhiro Shimada, Osamu Takahashi, Yasuaki Deguchi
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Patent number: 6057164Abstract: The method for the aptitude testing of protein fractions containing factor VIII the further processing of which comprises a pasteurizing step is performed in such a way that the starting material is examined for fragments within a range of from 20 to 50 kD. Fragments of factor VIII within this range evidently cause inhibitor formations in patients pretreated with factor VIII. Batches contaminated with such fragments can also be utilized, i.e., for the preparation of a high purity virus-free factor VIII by size exclusion chromatography on hydrophilic materials.Type: GrantFiled: January 7, 1999Date of Patent: May 2, 2000Assignee: Octapharma AGInventors: Andrea Buchacher, Monika Stadler, DJuro Josic
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Patent number: 6048674Abstract: The invention provides photographic element comprising a first light sensitive silver halide emulsion layer having associated therewith a cyan dye-forming coupler, a second light sensitive silver halide emulsion layer having associated therewith a magenta dye-forming coupler, and a third light sensitive silver halide emulsion layer having associated therewith a yellow dye-forming coupler,wherein the normalized spectral transmission density distribution curve of the dye formed by the cyan coupler upon development with a p-phenylenediamine developer has a density between 0.7 and 0.78 at 600 nm and a density between 0.8 and 0.91 at 610 nm. Such an element enables an increase in the color gamut for imaging.Type: GrantFiled: December 23, 1998Date of Patent: April 11, 2000Assignee: Eastman Kodak CompanyInventors: Elizabeth McInerney, Patti L. Bushnell
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Patent number: 6043017Abstract: The present invention relates to a new compound of formula (I) with the proviso that Y represents N, and also relates to a colour photographic silver halide material comprising at least one red-sensitive silver halide layer with which according to the invention a compound of formula (I) is associated, and also relates to a photographic colour development process in which couplers of formula (I) are reacted with colour developers of the phenylenediamine and/or diaminotoluene type to form coupling products which exhibit a strong absorption, particularly in the infrared region. The present invention further relates to the use of compounds of formula (I) as cyan and/or infrared couplers in colour photographic silver halide materials.Type: GrantFiled: June 24, 1999Date of Patent: March 28, 2000Assignee: Agfa-Gevaert NVInventor: Peter Bergthaller
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Patent number: 6001551Abstract: A silver halide color light-sensitive material containing a cyan coupler which provides an excellent hue and an improved fastness at a low color-developing area and which has small change in a color developing density, which is caused by change of a composition of a blix solution and provides a small fog in a cyan color at a non-exposed area in a continuous processing. The silver halide color light-sensitive material contains at least one cyan coupler represented by the following Formula (I) in at least one layer on a support: wherein Y represents --N.dbd. or --C(R.sub.3).dbd.; X represents a hydrogen atom or a group which splits off upon a coupling reaction with an oxidized product of a color developing agent; Z represents a non-metallic atomic group necessary for forming an alicyclic group or a heterocyclic ring; R.sub.1, R.sub.2 and R.sub.3 each represents a hydrogen atom or a substituent; and R.sub.Type: GrantFiled: November 16, 1994Date of Patent: December 14, 1999Assignee: Fuji Photo Film Co., Ltd.Inventors: Yasuhiro Shimada, Koushin Matsuoka, Hiroyuki Yoneyama
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Patent number: 5962198Abstract: A photographic element comprising a light sensitive silver halide emulsion layer having associated therewith a cyan dye forming coupler having Formula (I): ##STR1## wherein R.sub.1 represents hydrogen or an alkyl group;R.sub.2 represents a phenyl group having an electron withdrawing group having a Hammett's Sigma value greater than 0 in a position meta or para to the amido group and has no group having a Hammett's Sigma value greater than 0 in a position ortho to the amido group;n represents 1, 2, or 3;each X is located at a position of the phenyl ring meta or para to the sulfonyl group and is independently selected from the group consisting of alkyl, alkenyl, alkoxy, aryloxy, acyloxy, acylamino, sulfonyloxy, sulfamoylamino, sulfonamido, ureido, oxycarbonyl, oxycarbonylamino, and carbamoyl groups; 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.Type: GrantFiled: September 18, 1997Date of Patent: October 5, 1999Assignee: Eastman Kodak CompanyInventors: Philip T. Lau, Stanley W. Cowan, Louis J. Rossi
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Patent number: 5935767Abstract: Increased speed of the red record is realized when a color negative film is developed in 2 minutes or less and contains a fast and slow pair of red recording emulsion layers, the fast layer containing at a concentration of at least 0.1 mole per silver mole a colorless cyan dye-forming 2-(alkoxyarylcarbamoyl)-1-naphthol coupler.Type: GrantFiled: January 29, 1998Date of Patent: August 10, 1999Assignee: Eastman Kodak CompanyInventors: John H. Becher, Roger A. Bryant
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Patent number: 5916739Abstract: An image forming method of a silver halide light sensitive photographic material having at least one color image forming layer containing a silver halide emulsion and a dye forming coupler, the image forming method comprising the steps of exposing the photographic material to light and subjecting the exposed photographic material to amplification development to form a dye image, wherein the color image forming layer contains a coupler capable of forming a dye, upon development, having a molar extinction coefficient at a wavelength of an absorption maximum of 60,000 or more.Type: GrantFiled: November 18, 1997Date of Patent: June 29, 1999Assignee: Konica CorporationInventors: Kazuhiro Miyazawa, Shigeo Tanaka
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Patent number: 5858635Abstract: 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: GrantFiled: February 20, 1997Date of Patent: January 12, 1999Assignee: Fuji Photo Film Co., Ltd.Inventors: Takeshi Nakamine, Masuji Motoki, Toshio Kawagishi, Naoto Matsuda
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Patent number: 5756274Abstract: 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: GrantFiled: July 25, 1996Date of Patent: May 26, 1998Assignee: Fuji Photo Film Co., Ltd.Inventors: Naoto Matsuda, Takayuki Ito, Naoki Saito
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Patent number: 5691125Abstract: 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: GrantFiled: June 19, 1996Date of Patent: November 25, 1997Assignee: 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