Phenol Coupler Included Patents (Class 430/181)
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Patent number: 7011922Abstract: The present invention provides a thermal recording material comprising a support and at least a thermal recording layer disposed on the support, wherein at least one of the thermal recording layer includes, together with an electron donating colorless dye, at least an electron accepting compound represented by the following general formula (1). R1 and R2 each independently represents a hydrogen atom, an alkyl group or an aryl group; and Ar is represented by the following general formula (2). In the general formula (2), R11 to R14 each independently represents a hydrogen atom, an alkyl group with 1 to 4 carbon atoms or an aryl group.Type: GrantFiled: February 19, 2003Date of Patent: March 14, 2006Assignee: Fuji Photo Film Co., Ltd.Inventors: Kazumori Minami, Hisao Yamada, Hiroshi Sato
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Patent number: 6864032Abstract: The present invention provides a method for forming an azo colorant by reaction of a diazo compound and a coupler. The coupler has a leaving group at the coupling position thereof, such that a coupling reaction rate is faster than it would be if the coupler did not have the leaving group. The coupling reaction rate constant k is preferably 0.1 (s?1) or more.Type: GrantFiled: April 18, 2001Date of Patent: March 8, 2005Assignee: Fuji Photo Film Co., Ltd.Inventors: Hisao Yamada, Mitsuyuki Tsurumi, Kazunori Nigorikawa
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Publication number: 20040086798Abstract: A heat-sensitive recording material including a substrate having disposed thereon a heat-sensitive recording layer containing a diazo compound and a coupler compound capable of reacting with the diazo compound to develop color,Type: ApplicationFiled: October 27, 2003Publication date: May 6, 2004Applicant: FUJI PHOTO FILM CO., LTD.Inventors: Yohsuke Takeuchi, Akinori Fujita, Daisuke Arioka, Tetsunori Matsushita
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Patent number: 6297058Abstract: A small sample of a refractory material, e.g., about 0.1 g to about 10 g, is heated to at least 1000° C., generally under a pressure of less than about 10−5 Torr. Evolved hydrogen-containing gases and/or carbon-containing gases are monitored, e.g., by mass spectrometry, and, based on the amount of the evolved gases, the concentration of hydrogen and/or carbon in the sample is calculated. It is therefore possible to accurately determine the hydrogen and carbon concentration from a small sample of a material, by a process much less burdensome than conventional techniques.Type: GrantFiled: January 14, 1999Date of Patent: October 2, 2001Assignee: Agere Systems Optoelectronics Guardian Corp.Inventor: William David Reents, Jr.
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Patent number: 6190823Abstract: A diazo-containing photosensitive material comprising a transparent support, and a diazo-containing photosensitive layer provided over a surface of the support and containing a binder, a diazo compound and a coupler, wherein the diazo compound is represented by the following formula: (wherein R1 and R2 stand, independently from each other, for a lower alkyl group and X stands for an anionic group), wherein the coupler comprises phenylphenol and 3,5-dihydroxy-4-bromobenzoic acid, and wherein the binder comprises a cellulose ester cross-linked with a lower-alkylated urea resin.Type: GrantFiled: June 9, 2000Date of Patent: February 20, 2001Assignee: Somar CorporationInventors: Yoko Suzukawa, Nobue Abiko, Hiroshi Maruyama
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Patent number: 5582952Abstract: A photosensitive lithographic printing plate which provides a wide range of proper conditions for development, high impression capacity, a flexible film sufficient in adhesion to a support and excellent processing suitability with a weakly alkaline developer (pH 12.5 or less) is disclosed. The photosensitive lithographic printing plate comprises a support and a photosensitive layer provided thereon, wherein the photosensitive layer is formed from a photosensitive composition containing at least a two-equivalent coupler residue-containing compound and a photosensitive compound or a photosensitive mixture acting as a positive type.Type: GrantFiled: March 7, 1995Date of Patent: December 10, 1996Assignee: Fuji Photo Film Co., Ltd.Inventors: Koichi Kawamura, Keiji Akiyama, Toshifumi Inno, Katsuji Kitatani
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Patent number: 5424164Abstract: A recording material which comprises a support having provided thereon capsules containing a photosensitive diazonium salt, and a polymerizable coupler. The recording material can give a predetermined hue when light, pressure, heat and the like are applied alone or in combination. The main advantages of the recording material are that a specific hue can be selected safely, mixing of colors can be avoided, desensitization problem does not occur and a fixed image can be obtained.Type: GrantFiled: November 10, 1994Date of Patent: June 13, 1995Assignee: Fuji Photo Film Co., LtdInventors: Masato Satomura, Ken Iwakura, Akira Igarashi
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Patent number: 5389491Abstract: A negative working resist composition comprising (a) an alkali-soluble resin, (b) an aromatic compound having at least two groups of the formula: --OCH.sub.2 OR.sup.1 wherein R.sup.1 is alkyl or aralkyl, (c) a photoacid generator, and (d) a solvent, can form fine patterns with high resolution when exposed to deep UV, KrF excimer laser light, etc. due to high light transmittance and high sensitivity.Type: GrantFiled: June 28, 1993Date of Patent: February 14, 1995Assignees: Matsushita Electric Industrial Co., Ltd., Wako Pure Chemical Industries, Ltd.Inventors: Yoshiyuki Tani, Masayuki Endo, Fumiyoshi Urano, Takanori Yasuda
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Patent number: 5338642Abstract: A novel diazo type recording material is provided comprising a recording layer containing at least one light-sensitive diazo compound incorporated in microcapsules and a coupling component which undergoes reaction with said diazo compound in a basic atmosphere to develop a color on a support, wherein said coupling component is a mixture of at least one compound represented by the following general formula [I] and at least one compound represented by the following general formula [II]: ##STR1## wherein A represents an alkylene group having from 1 to 22 carbon atoms containing an ether or thioether bond; B represents hydrogen atom, cyclohexyl group, morpholino group or piperidino group; and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each represent hydrogen atom, an alkyl group having from 1 to 5 carbon atoms, alkoxy group having from 1 to 5 carbon atoms or halogen atom.Type: GrantFiled: December 28, 1992Date of Patent: August 16, 1994Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshiharu Tanaka, Sadao Ishige, Takekatsu Sugiyama, Hirokazu Shimada
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Patent number: 5328796Abstract: A diazo type recording material, which has a substantially unstained background, a superior preservability, and is capable of producing images of high density, wherein the diazo recording material comprises a support having thereon a recording layer comprising a photosensitive diazo compound, a hydroxyphenylsulfone derivative and a coupling component which forms a color by reacting with the diazo compound, with the diazo compound being enclosed in microcapsules.Type: GrantFiled: April 28, 1993Date of Patent: July 12, 1994Assignee: Fuji Photo Film Co., Ltd.Inventors: Akihiro Shimomura, Taketatsu Sugiyama, Makoto Ohno, Toshiharu Tanaka
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Patent number: 5236800Abstract: A heat-developable copying material comprising a support having thereon a heat-developable light-sensitive layer comprising microcapsules containing a diazo compound and substantially no solvent, a coupling component and a color basic substance.Type: GrantFiled: April 12, 1989Date of Patent: August 17, 1993Assignee: Fuji Photo Film Co., Ltd.Inventors: Kotaro Nakamura, Hirokazu Shimada
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Patent number: 5225309Abstract: Disclosed is a light-sensitive litho printing plate comprising:a support, a light-sensitive layer and a silicone rubber layer provided thereon,wherein said light-sensitive layer contains a substance,whereby said substance forms a color during developing or after developing.Type: GrantFiled: March 19, 1992Date of Patent: July 6, 1993Assignees: Konica Corporation, Mitsubishi Kasei CorporationInventors: Norihito Suzuki, Kiyoshi Goto, Hiroshi Tomiyasu, Kazuo Noguchi, Akeo Kasakura
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Patent number: 4957847Abstract: A heat-sensitive recording material comprising a base and, on top of the said base, a heat-sensitive layer containing a cyclic diazo component and a coupling component, the cyclic diazo component being a benzotriazine compound of the formula ##STR1## wherein Q is --CH.sub.2 --, --CO-- or --SO.sub.2 --, R is hydrogen, hydroxyl, or aryl or alkenyl, each unsubstituted or substituted by halogen, hydroxyl, cyano, lower alkoxy, lower alkylthio, acyloxy, lower alkoxycarbonyl or lower alkylsulfonyl, or is acyl, acyloxy or acylamino, cycloalkyl, or is aryl or aralkyl such as phenyl, phenylalkyl or naphthyl each unsubstituted or substituted on the ring by cyano, halogen, nitro, trifluoromethyl, lower alkyl, lower alkylthio, lower alkoxy, lower alkylcarbonyl or lower alkoxycarbonyl, or is a heterocyclic radical, and the benzene ring A is unsubstituted or substituted by halogen, cyano, nitro, lower alkyl, lower alkoxy, lower alkylthio, lower alkylcarbonyl or lower alkoxycarbonyl.Type: GrantFiled: December 2, 1988Date of Patent: September 18, 1990Assignee: Ciba-Geigy CorporationInventors: Jean-Marie Adam, Hans Baumann
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Patent number: 4937170Abstract: A photographic element formed from a substrate and light sensitive coating on the substrate wherein the coating comprises a mixture of a diazo compound and an aromatic carboxylic coupling agent having phenolic hydroxy groups, in an acidic medium.Type: GrantFiled: March 1, 1988Date of Patent: June 26, 1990Assignee: Hoechst Celanese CorporationInventor: Dieter Mohr
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Patent number: 4895826Abstract: A heat-sensitive recording material is disclosed, which comprises a support having thereon a heat-sensitive recording layer comprising a diazo compound and a coupler precursor compound, said coupler precursor compound being capable of forming a compound having an ability of coupling with said diazo compound upon heating.Type: GrantFiled: April 25, 1988Date of Patent: January 23, 1990Assignee: Fuji Photo Film Co., Ltd.Inventors: Katsuhiko Watanabe, Takayuki Hayashi, Hiroshi Kamikawa, Masato Satomura, Takekatsu Sugiyama
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Patent number: 4590263Abstract: Novel diazonium salts which possess excellent photo speed, good thermal stability, exceptional resistance to discoloration in the D.sub.min areas, rapid development, and allow a wide range of azo dye colors are provided. The diazonium salts are of the following formula: ##STR1## wherein R.sub.1 is tertiary butyl or tertiary amyl; Y is hydrogen, alkyl, hydroxyalkyl, cyanoalkyl, cycloalkyl, aralkyl, alkoxy, aryloxy, aralkoxy, aralkylthio, arylthio, alkylthio, halogen, allyl, allyloxy, allylthio, cyanoalkoxy, hydroxyalkoxy, methoxyalkoxy, trifluoroalkyl, alkylacetylamino, morpholino, or dialkyl carbonamido;R.sub.2 and R.sub.3 are the same or different, and are alkyl, aralkyl, allyl, cyanoalkyl, hydroxyalkyl, hydrogen, acyl, cycloalkyl, beta-chloroalkyl, branched alkyl, or a structure wherein R.sub.2 and R.sub.3 may be linked together to form a heterocyclic structure; andX is an anion.Type: GrantFiled: September 30, 1982Date of Patent: May 20, 1986Assignee: James River Graphics, Inc.Inventors: Robert C. Desjarlais, Everett W. Bennett
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Patent number: 4569888Abstract: A transparentized paper with a caliper of between 0.001 and 0.015 inch and the process for its preparation is disclosed. A paper web is treated with a liquid mixture of polyesters, acid monoesters of polyols and dicarboxylic acids in non aqueous polaric solvents having admixed therein methylol derivatives of polyamino compounds, with or without a catalyst. The impregnated paper is cured by an in-situ cross-linking reaction immobilizing the impregnated material. A transparentized paper results which is resistant to water, most organic solvents and heat and is useful as tracing material as well as a translucent base for sensitizing with reprographic coatings. The transparentized paper is not resistant to alkali and can be repulped in alkaline medium for recycling. The transparentized paper also exhibits antistatic properties.Type: GrantFiled: July 13, 1984Date of Patent: February 11, 1986Assignee: Andrews Paper & Chemical Co., Inc.Inventors: Peter Muller, Henry Mustacchi, Leonard Kreicas
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Patent number: 4537851Abstract: A water-soluble, positive-working photoresist composition is disclosed which comprises water-soluble aromatic diazonium salt, water-soluble phenolic compound, and water-soluble polymeric compound. When the film of this composition is irradiated with a pattern of actinic ray and then brought into contact with an alkaline gas or solution, the coating of unexposed areas hardens to become water-insoluble. Preferably, when the film is brought into contact with a suspension of powder or dry powder after being hardened, a positive pattern of powder is obtained by the development with water.Type: GrantFiled: September 12, 1983Date of Patent: August 27, 1985Assignee: Hitachi, Ltd.Inventors: Saburo Nonogaki, Nobuaki Hayashi, Yoshifumi Tomita
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Patent number: 4446218Abstract: This invention relates to proof film-type light sensitive diazonium materials containing accelerators selected from sulfur and/or amide-containing compounds which are capable of accelerating the contact exposure of negative-working diazonium compounds when such diazonium compounds are subjected to UV radiation. These accelerators enhance essentially photosensitivity speed. The invention also relates to presensitized reproduction materials comprising diazonium materials containing these accelerators.Type: GrantFiled: March 18, 1982Date of Patent: May 1, 1984Assignee: American Hoechst CorporationInventor: Major S. Dhillon
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Patent number: 4439512Abstract: Phenylurethane compounds formed by the reaction between a phenolic coupler compound and an organic isocyanate compound are utilized to form phenolic coupler compounds in situ in order to react with chromogenic compounds present in the sensitive layer of recording or reproducing materials.The phenolic coupler compounds can also be stabilized by blocking the phenolic hydroxyl with carbonate, an alkyl ether, organosilylated ether or organophosphoric acid ester, some of which are novel compounds. These stabilized derivatives of the stabilized phenolic coupler compound will decompose by application to sufficient thermal energy or suitable liquid or gaseous fluid to form the phenolic coupler compound in situ. The phenolic coupler compound is formed in situ by applying thermal energy to the sensitive layer or by applying to the sensitive layer a liquid or gaseous fluid which is able to decompose the stabilized phenolic coupler compound and release the phenolic coupler compound.Type: GrantFiled: November 18, 1982Date of Patent: March 27, 1984Assignee: La CellophaneInventor: Claude Ceintrey
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Patent number: 4424270Abstract: A light-sensitive mixture comprising a water-insoluble binder soluble in aqueous alkaline solutions, and the reaction product of a naphthoquinonediazidesulfonyl halide with a mixture composed of a low molecular weight compound having a definite structure and molecular size containing at least one phenolic hydroxyl group, and of a polymeric compound having recurring units, each of which contains at least one phenolic hydroxyl group. The mixture is useful in producing printing plates and photoresists and has the advantage that the naphthoquinonediazidesulfonic acid ester contained therein is non-explosive.Type: GrantFiled: December 22, 1981Date of Patent: January 3, 1984Assignee: Hoechst AktiengesellschaftInventors: Fritz Erdmann, Ulrich Simon
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Patent number: 4421839Abstract: A heat-sensitive recording sheet is proposed which has a heat-sensitive recording layer laminated on one surface of a support body and containing a diasosulfonate; a acid coupling agent comprising a compound having aromatic ring, hetroaromatic ring or substituted aromatic ring bonded thereto OH group and COOH group; and a thermoplastic resin having a glass transition point of 70.degree.-150.degree. C. or a photocuring resin.Type: GrantFiled: March 3, 1982Date of Patent: December 20, 1983Assignees: Dai Nippon Printing Co., Ltd., Tokyo Shibaura Denki Kabushiki KaishaInventors: Ryohei Takiguchi, Masayoshi Nagashima
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Patent number: 4416950Abstract: Fibrous sheets are transparentized by coating them with monomers of the formula: ##STR1## wherein R is hydrogen or lower alkyl and n is an integer of 0 to 6; and polymerizing the monomers.Type: GrantFiled: April 29, 1982Date of Patent: November 22, 1983Assignee: Andrews Paper & Chemical Co.Inventors: Peter Muller, Henry Mustacchi, Leonard Kreicas
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Patent number: 4411979Abstract: A diazo type thermosensitive recording material comprising a support material and a thermosensitive recording layer formed thereon, wherein the thermosensitive recording layer comprises a diazo compound, a coupler, a thermo-fusible or thermo-softening binder agent and a thermo-fusible material. The weight ratio of the diazo compound and the thermo-fusible material is in the range of 1:2 to 1:30, and both the diazo compound and the coupler exist as separate particles in the thermosensitive recording layer.Type: GrantFiled: January 6, 1982Date of Patent: October 25, 1983Assignee: Ricoh Company, Ltd.Inventors: Masanaka Nagamoto, Yoshihiro Koseki, Susumu Iwata
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Patent number: 4401744Abstract: Disclosure is made of a light-sensitive diazo coating composition and a light-sensitive diazotype reproduction material comprising a base with at least one coating layer comprising a light sensitive diazo compound, coupling component, a stabilizing acid and salt, and a development accelerating and stabilizing composition of 1,3-dimethylurea with urea or with thiourea, which also improves sensitizing solution compatibility and increases printing speed.Type: GrantFiled: May 6, 1981Date of Patent: August 30, 1983Assignee: Andrews Paper & Chemical Co., Inc.Inventor: Peter Muller
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Patent number: 4307170Abstract: Negative-working diazography formulation is comprised of (i) at least one hexafluorophosphate diazonium salt adapted to photolytically cleave into an acid catalyst, (ii) at least one acid labile enolic, preferably arylenolic blocked-coupler adapted to be converted in the presence of acid to an active azo-coupling component, and (iii) an effective amount of an additive, such as p-toluenesulfonyl benzamide, capable of controlling the pH of films prepared from said formulation when subjected to a clearing step as defined herein.Type: GrantFiled: June 18, 1980Date of Patent: December 22, 1981Assignee: James River Graphics, Inc.Inventor: Robert C. Desjarlais
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Patent number: 4304831Abstract: A two-component type diazo copying material according to this invention, which comprises a support and a photosensitive layer formed thereon, said layer consisting essentially of a diazo compound expressed by the following general formula I and a coupler mixture consisting of a compound expressed by the following formula II, a compound expressed by the following general formula III and a compound expressed by the following general formula IV, can form a genuine black-color image and is especially optimum for preparing a secondary original used in electrophotographic copying machines. General formula I ##STR1## (wherein R represents alkyl radical having 1 to 5 carbon atoms; R.sub.1 and R.sub.2 represent substituted or non-substituted alkyl radical, aralkyl radical or cycloalkyl radical, or R.sub.1 and R.sub.2 may form a heterocyclic ring together with the nitrogen atom to which they bond; and X represents anion.) ##STR2## (wherein X is of no account or represents O, S, SO or SO.sub.2.) ##STR3## [wherein R.sub.Type: GrantFiled: August 2, 1979Date of Patent: December 8, 1981Assignee: Ricoh Co., Ltd.Inventors: Tsutomu Matsuda, Masanori Rimoto
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Patent number: 4289839Abstract: Negative-working diazography material is comprised of (i) at least one diazonium compound, (ii) at least one acid labile enolic, preferably phenolic blocked-coupler adapted to be converted in the presence of acid to an active azo-coupling component, (iii) at least one light-sensitive acid progenitor, and (iv) at least one carboxylic acid anhydride. The diazonium compound can itself concurrently function as the acid progenitor, e.g., when complexed with a Lewis acid. Upon imagewise exposure to light, acid catalyst is photochemically liberated, thus unblocking coupler molecules such that dye image forms under alkaline developing conditions only where the material has been irradiated. Under alkaline developing conditions, the anhydride reacts to render the unused diazo component remaining in the unexposed areas inactive.Type: GrantFiled: February 15, 1980Date of Patent: September 15, 1981Assignee: James River Graphics, Inc.Inventor: Carmine A. DiPippo
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Patent number: 4252884Abstract: Negative-working diazography material is comprised of (i) at least one diazonium compound, (ii) at least one acid labile enolic, preferably phenolic blocked-coupler adapted to be converted in the presence of acid to an active azo-coupling component, and (iii) at least one light-sensitive acid progenitor. The diazonium compound can itself concurrently function as the acid progenitor, e.g., when complexed with a Lewis acid. Upon imagewise exposure to light, acid catalyst is photochemically liberated, thus unblocking coupler molecules such that dye image forms under alkaline developing conditions only where the material has been irradiated.Type: GrantFiled: August 14, 1979Date of Patent: February 24, 1981Assignee: James River Graphics, Inc.Inventor: Everett W. Bennett