Additional Hetero Ring Or Polycyclo Ring System Which Contains A Hetero Ring As One Of The Cyclos Bonded Directly To An Azo Group Patents (Class 534/755)
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Patent number: 8834619Abstract: An ink composition containing at least two kinds of water-soluble long-wavelength dyes whose absorption spectrum in an aqueous solvent has a maximum wavelength of 550 nm to 700 nm, in which at least one kind of the water-soluble long-wavelength dyes is a first water-soluble long-wavelength dye of an azo compound represented by the following Formula (1), at least one kind of the water-soluble long-wavelength dyes is a second water-soluble long-wavelength dye that is different from the first water-soluble long-wavelength dye, and the second water-soluble long-wavelength dye is a compound having two to four azo groups conjugated with each other per molecule, an ink for inkjet recording using the ink composition, and an inkjet recording method using the ink for inkjet recording using the ink for inkjet recording.Type: GrantFiled: September 18, 2013Date of Patent: September 16, 2014Assignee: FUJIFILM CorporationInventors: Yoshiaki Nagata, Keiichi Tateishi, Toshiharu Tanaka
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Patent number: 8541557Abstract: An azo compound having the following formula (I): A(E)n??(I) wherein A represents a residue of an azo compound, bonded with n pieces of E group through one or more heteroatom being N or O and forming a part of the residue A; E independently represents a hydrogen atom or —C(?O)—O—R1 wherein R1 represents a substituted or an unsubstituted alkyl group having 4 to 10 carbon atoms, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group or an aralkyl group; and n represents an integer of from 1 to 10.Type: GrantFiled: June 15, 2012Date of Patent: September 24, 2013Assignee: Ricoh Company, Ltd.Inventor: Masafumi Ohta
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Publication number: 20130092874Abstract: Described is a black dichroic dye composition comprising 2 or more dyes, wherein at least one dye, generally a red dye and optionally a yellow dye, conforms to the formula A and at least one dye, usually a blue dye, conforms to the formula B Ar1—N?N—[Ar2—N?N—]qAr3—N?N—Ar4 (B) with symbols as defined in present claims. The dye composition is well suited for combination with liquid crystal material for use, inter alia, as polarizing film and/or in liquid crystal displays, showing, inter alia, high dichroic ratio and excellent compatibility with the LC material.Type: ApplicationFiled: June 9, 2011Publication date: April 18, 2013Applicant: BASF SEInventors: Jean-Pierre Bacher, Gerardus De Keyzer, Urs Lehmann
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Patent number: 8399664Abstract: [Problem] To provide a coloring matter which has a good hue, and is capable of forming an image high in fastness property under various use conditions and environmental conditions, and particularly suitable for an ink. [Solving Means] A coloring matter represented by the following formula (I): wherein in the formula, G represents a heterocyclic group, and n represents an integer of 1 to 3; when n is 1, R, X, Y, Z, Q, and G each represents a monovalent group; when n is 2, R, X, Y, Z, Q, and G each represents a monovalent or divalent substituent, provided that at least one represents a divalent substituent; and when n is 3, R, X, Y, Z, Q, and G each represents a monovalent, divalent or trivalent substituent, provided that at least two each represents a divalent substituent, or at least one represents a trivalent substituent.Type: GrantFiled: December 19, 2011Date of Patent: March 19, 2013Assignee: FUJIFILM CorporationInventors: Keiichi Tateishi, Yoshiharu Yabuki
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Patent number: 8309696Abstract: The present invention provides an azo pigment comprising a group represented by the general formula (1) below, an electrophotographic photosensitive member comprising an intermediate layer comprising the azo pigment, and a process cartridge and an electrophotographic apparatus that comprise the electrophotographic photosensitive member.Type: GrantFiled: August 31, 2009Date of Patent: November 13, 2012Assignee: Canon Kabushiki KaishaInventors: Atsushi Fujii, Mai Murakami
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Publication number: 20120253025Abstract: An azo compound having the following formula (I): A(E)n??(I) wherein A represents a residue of an azo compound, bonded with n pieces of E group through one or more heteroatom being N or O and forming a part of the residue A; E independently represents a hydrogen atom or —C(?O)—O—R1 wherein R1 represents a substituted or an unsubstituted alkyl group having 4 to 10 carbon atoms, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group or an aralkyl group; and n represents an integer of from 1 to 10.Type: ApplicationFiled: June 15, 2012Publication date: October 4, 2012Applicant: RICOH COMPANY, LTD.Inventor: Masafumi OHTA
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Patent number: 8232376Abstract: An azo compound having the following formula (I): A(E)n??(I) wherein A represents a residue of an azo compound, bonded with n pieces of E group through one or more heteroatom being N or O and forming a part of the residue A; E independently represents a hydrogen atom or —C(?O)—O—R1 wherein R1 represents a substituted or an unsubstituted alkyl group having 4 to 10 carbon atoms, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group or an aralkyl group; and n represents an integer of from 1 to 10.Type: GrantFiled: June 26, 2008Date of Patent: July 31, 2012Assignee: Ricoh Company, Ltd.Inventor: Masafumi Ohta
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COLORING MATTER CONSISTING OF TRISAZO COMPOUND, INK COMPOSITIONS, RECORDING METHOD, AND COLORED BODY
Publication number: 20120120148Abstract: Provided are a coloring matter for black ink which is highly soluble in water-based media, and ink compositions containing the same. A high-concentration aqueous solution and ink that contain the coloring matter are stable even when have been stored for a long period, and can produce printed images having extremely high density. Even when printing is conducted using the high-concentration aqueous solution, no bronzing occurs in the resulting printed images. The ink compositions can produce black recorded images which exhibit various excellent fastnesses, particularly excellent light fastness and ozone gas fastness. The coloring matter consists of at least one substance selected from among trisazo compounds represented by general formula (1), tautomers thereof, and salts of both.Type: ApplicationFiled: June 7, 2010Publication date: May 17, 2012Applicant: NIPPON KAYAKU KABUSHIKI KAISHAInventors: Takashi Yoshimoto, Noriko Kajiura -
Patent number: 8101011Abstract: A coloring matter which has a good hue, and is capable of forming an image high in fastness property under various use conditions and environmental conditions, and particularly suitable for an ink. The coloring matter is represented by the following formula (I): wherein in the formula, G represents a heterocyclic group, and n represents an integer of 1 to 3; when n is 1, R, X, Y, Z, Q, and G each represents a monovalent group; when n is 2, R, X, Y, Z, Q, and G each represents a monovalent or divalent substituent, provided that at least one represents a divalent substituent; and when n is 3, R, X, Y, Z, Q, and G each represents a monovalent, divalent or trivalent substituent, provided that at least two each represents a divalent substituent, or at least one represents a trivalent substituent.Type: GrantFiled: August 5, 2005Date of Patent: January 24, 2012Assignee: Fujifilm CorporationInventors: Keiichi Tateishi, Yoshiharu Yabuki
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Patent number: 8080100Abstract: Disclosed is a dye compound for black ink which has high solubility in media composed mainly of water and which is stable even when a high-concentration aqueous solution and ink are stored over a long term. The density of printed images is very high, and even if a high-concentration solution is used for printing, no bronzing occurs in the images, and black recorded images are provided with which all aspects of printed image durability, particularly light resistance and ozone gas resistance, are excellent. Also disclosed is an ink composition thereof. Trisazo compounds represented by general formula (1) or tautomers thereof or salts thereof are used as said dye compound for black ink.Type: GrantFiled: April 28, 2009Date of Patent: December 20, 2011Assignee: Nippon Kayaku Kabushiki KaishaInventors: Takashi Yoshimoto, Yoshiaki Kawaida, Takahiko Matsui
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Patent number: 7951922Abstract: There are provided a novel optical information recording material or medium excellent in various holographic optical information recording properties such as sensitivity, response speed, long-term storage stability, and repeatability, and a substance therefor.Type: GrantFiled: August 12, 2005Date of Patent: May 31, 2011Assignee: National Institute of Advanced Industrial Science and TechnologyInventors: Takashi Fukuda, Jun Young Kim, Daisuke Barada, Nobuko Fukuda, Kyoko Tsuji, Hirobumi Ushijima, Kaoru Tamada
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Publication number: 20110061180Abstract: Disclosed are cationic oligomeric dye, comprising a low molecular weight polyamine comprising the repeating units (1a) or (1b), wherein at least 90% of the polyamine molecules are selected from tetramines, pentamines and hexamines; and R is the residue of a cationic dye, which is covalently bonded, optionally via a linker, to the nitrogen atoms of the polyamine; or hydrogen; wherein the polyamine repeating units (1a) and (1b) comprise at least one carionic dye residue; and n is a number from 3-12. The dyes are distinguished by their depth of shade and their good fastness properties to washing, such as, for example, fastness to light, shampooing and rubbing.Type: ApplicationFiled: January 7, 2009Publication date: March 17, 2011Applicant: BASF SEInventors: Christian Cremer, Sophie Marquais-Bienewald, Olof Wallquist
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Patent number: 7901498Abstract: The present invention relates to a trisazo compound represented by the following formula (1): wherein, n represents 0 or 1, the group A represents a substituted heterocyclic group, R1 represents a C1-C4 alkyl group which may be substituted or the like, R2 represents a cyano group or the like, R3 and R4 each independently represent a hydrogen atom, a sulfo group or the like, R5 to R7 each independently represent a hydrogen atom, a C1-C4 alkyl group which may be substituted, a C1-C4 alkoxy group which may be substituted or the like, respectively or salt thereof.Type: GrantFiled: November 25, 2008Date of Patent: March 8, 2011Assignee: Nippon Kayaku Kabushiki KaishaInventors: Koji Hirota, Takahiko Matsui, Takashi Yoshimoto, Shinsuke Shimizu
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Patent number: 7897309Abstract: A bisazo compound represented by Chemical structure 1: wherein, Ar1 and Ar2 independently represent a substituted or non-substituted aryl group, when at least one of Ar1 and Ar2 has a substituent, the substituent is selected from the group consisting of an alkyl group having 1 to 4 carbon atoms, phenyl group, biphenyl group, naphthyl group, anthryl group, and pyrenyl group, R1, represents an alkyl group, an alkoxy group, a halogen atom, or nitrile group, R2 represents ethylene group or vinylene group, and n represents an integer of from 1 to 3 and when n is 2 or 3, R1s are independent from each other.Type: GrantFiled: November 30, 2007Date of Patent: March 1, 2011Assignee: Ricoh Company, Ltd.Inventor: Yuuji Tanaka
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Publication number: 20110021763Abstract: Provided is an azo pigment represented by the following general formula (1), a tautomer of the azo pigment, and a salt or a hydrate thereof: wherein Q represents the non-metallic atoms necessary to complete a 5- to 7-membered heterocyclic group, W represents an alkoxy group, an amino group, an alkyl group, or an aryl group, X1 and X2 each independently represents a hydrogen, an alkyl group, an acyl group, an alkylsulfonyl group, or an arylsulfonyl group, R1 represents a hydrogen or a substituent, R2 represents a heterocyclic group, n represents an integer of from 1 to 4 and the general formula (1) represents a dimer formed through Q, W, X1, X2, R1, or R2 when n=2, a trimer formed through Q, W, X1, X2, R1, or R2 when n=3, and a tetramer formed through Q, W, X1, X2, R1, or R2 when n=4.Type: ApplicationFiled: March 5, 2009Publication date: January 27, 2011Applicant: FUJIFILM CORPORATIONInventors: Keiichi Tateishi, Shinya Hayashi, Masaru Takasaki, Nobuo Seto
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Publication number: 20110021764Abstract: Provided is an azo pigment having excellent coloring characteristics such as high tinctorial strength and hue and having excellent durability such as high resistance to light and ozone, a pigment dispersion containing the azo pigment, and a coloring composition.Type: ApplicationFiled: March 5, 2009Publication date: January 27, 2011Applicant: FUJIFILM CORPORATIONInventors: Keiichi Tateishi, Yoshiaki Nagata, Nobuo Seto
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Publication number: 20100309246Abstract: The present invention relates to a trisazo compound represented by the following formula (1): (wherein, n represents 0 or 1, the group A represents a substituted heterocyclic group, R1 represents a C1-C4 alkyl group which may be substituted or the like, R2 represents a cyano group or the like, R3 and R4 each independently represent a hydrogen atom, a sulfo group or the like, R5 to R7 each independently represent a hydrogen atom, a C1-C4 alkyl group which may be substituted, a C1-C4 alkoxy group which may be substituted or the like, respectively) or a salt thereof.Type: ApplicationFiled: November 25, 2008Publication date: December 9, 2010Applicant: Nippon Kayaku Kabushiki KaishaInventors: Koji Hirota, Takahiko Matsui, Takashi Yoshimoto, Shinsuke Shimizu
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Patent number: 7772377Abstract: Disclosed is a colorant composition of the formula wherein R is an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, and wherein R can be joined to the phenyl moiety to form a ring, R? is an aromatic- or heteroaromatic-containing group, each Ra, independently of the others, is a halogen atom, an alkyl group, an alkoxy group, a nitrile group, a nitro group, an amide group, or a sulfonamide group, w is an integer of 0, 1, 2, 3, or 4, n is an integer representing the number of carbon atoms in each repeat alkylene oxide unit, and x is an integer representing the number of repeat alkylene oxide units, wherein said colorant has no more than one —OH, —SH, or primary or secondary amino group per molecule.Type: GrantFiled: January 25, 2008Date of Patent: August 10, 2010Assignee: Xerox CorporationInventors: Jeffrey H Banning, Donald R Titterington, Clifford R King
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Patent number: 7754862Abstract: Disclosed is a compound comprising three or more moieties of the formula said moieties being bonded to a central atom, monomeric group of atoms, oligomer, or polymer. Also disclosed is a phase change ink composition comprising a phase change ink carrier and a colorant compound comprising three or more moieties of the formula said moieties being bonded to a central atom, monomeric group of atoms, oligomer, or polymer.Type: GrantFiled: November 30, 2007Date of Patent: July 13, 2010Assignee: Xerox CorporationInventors: James D Mayo, James M Duff
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Patent number: 7619075Abstract: Disclosed is a colorant composition of the formula wherein R is an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, and wherein R can be joined to the phenyl moiety to form a ring, R? is an aromatic- or heteroaromatic-containing group, each Ra, independently of the others, is a halogen atom, an alkyl group, an alkoxy group, a nitrile group, a nitro group, an amide group, or a sulfonamide group, w is an integer of 0, 1, 2, 3, or 4, n is an integer representing the number of carbon atoms in each repeat alkylene oxide unit, and x is an integer representing the number of repeat alkylene oxide units, wherein said colorant has no more than one —OH, —SH, or primary or secondary amino group per molecule.Type: GrantFiled: August 16, 2005Date of Patent: November 17, 2009Assignee: Xerox CorporationInventors: Jeffery H. Banning, Donald R. Titterington, Clifford R. King
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Publication number: 20090005546Abstract: An azo compound having the following formula (I): A(E)n ??(I) wherein A represents a residue of an azo compound, bonded with n pieces of E group through one or more heteroatom being N or O and forming a part of the residue A; E independently represents a hydrogen atom or —C(?O)—O—R1 wherein R1 represents a substituted or an unsubstituted alkyl group having 4 to 10 carbon atoms, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group or an aralkyl group; and n represents an integer of from 1 to 10.Type: ApplicationFiled: June 26, 2008Publication date: January 1, 2009Applicant: RICOH COMPANY, LTD.Inventor: Masafumi Ohta
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Patent number: 7371831Abstract: Compounds of formula (I) wherein all substituents have the meanings as defined in the Specification, their production and their use.Type: GrantFiled: February 11, 2002Date of Patent: May 13, 2008Assignee: Clariant Finance (BVI) LimitedInventors: Martin Oberholzer, Jürgen Geiwiz
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Patent number: 7175958Abstract: An electrophotographic photoconductor contains a conductive support; and a photoconductive layer disposed on the photoconductive support; wherein the photoconductive layer contains an azo compound expressed by a general formula <<1>> ArN?N—Cp)n,??(<<1>>) wherein in the general formula <<1>>, Ar is a substituted or non-substituted aromatic series hydrocarbon group or an aromatic series heterocyclic ring group which can be bonded by way of a bonding group; Cp is a coupler residual group; n represents an integer of 1, 2, 3, or 4, at least one of the Cp is a coupler residual group selected from the group consisting of general formulae <<2>>, <<3>>, and <<4>> wherein in the general formulae <<2>>, <<3>>, and <<4>>, all substituents are as defined in the specification.Type: GrantFiled: November 5, 2004Date of Patent: February 13, 2007Assignee: Ricoh Company, Ltd.Inventors: Masayuki Shoshi, Yuuko Komai, Hongguo Li, Masaomi Sasaki
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Patent number: 6903198Abstract: A compound which can be used as a dye and is represented by the following general formulae (I), (II) and (III). In the general formulae, A and B each independently represents a monovalent heterocyclic group bonded to an azo group by a carbon atom of the monovalent heterocyclic group; m and n each independently represents one of 0 and 1; and M represents one of a hydrogen atom and a monovalent positive ion.Type: GrantFiled: January 24, 2003Date of Patent: June 7, 2005Assignee: Fuji Photo Film Co., Ltd.Inventors: Hisashi Mikoshiba, Tadashi Omatsu, Makoto Suzuki, Koushin Matsuoka, Masuji Motoki
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Patent number: 6878196Abstract: An ink containing at least one dye represented by formula (1): wherein R1, R2 and R3 are each independently a hydrogen atom or a monovalent group; Z is a nitrogen atom, or a carbon atom to which a hydrogen atom or a monovalent group is bonded; and at least one of R1, R2, R3, and the monovalent group that Z has is a substituent having a heterocyclic group substituted with an azo group.Type: GrantFiled: January 15, 2003Date of Patent: April 12, 2005Assignee: Fuji Photo Film Co., Ltd.Inventors: Toru Harada, Yoshiharu Yabuki, Manabu Ogawa, Hiroshi Iwanaga
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Patent number: 6849367Abstract: Providing an electrophotographic photoconductor comprising a conductive support and a photoconductive layer disposed on the photoconductive support; wherein the photoconductive layer contains an azo compound expressed by a general formula <<1>>. Ar?N?N—Cp)n??general formula <<1>> (in the general formula <<1>>, Ar expresses one of a substituted or non-substituted aromatic carbon hydride group and heterocyclic ring aromatic series group which can be combined by way of a bond group; Cp expresses a coupler residual group; n expresses an integer of one of 1, 2, 3, and 4; at least one of the Cp is a coupler residual group selected from one of the following general formulae <<2>>, <<3>>, and <<4>>.Type: GrantFiled: September 13, 2002Date of Patent: February 1, 2005Assignee: Ricoh Company, Ltd.Inventors: Masayuki Shoshi, Yuuko Komai, Hongguo Li, Masaomi Sasaki
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Patent number: 6756488Abstract: A compound which can be used as a dye and is represented by the following general formulae (I), (II) and (III). In the general formulae, A and B each independently represents a monovalent heterocyclic group bonded to an azo group by a carbon atom of the monovalent heterocyclic group; m and n each independently represents one of 0 and 1; and M represents one of a hydrogen atom and a monovalent positive ion.Type: GrantFiled: January 24, 2003Date of Patent: June 29, 2004Assignee: Fuji Photo Film Co., Ltd.Inventors: Hisashi Mikoshiba, Tadashi Omatsu, Makoto Suzuki, Koushin Matsuoka, Masuji Motoki
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Publication number: 20030226221Abstract: A compound which can be used as a dye and is represented by the following general formulae (I), (II) and (III). In the general formulae, A and B each independently represents a monovalent heterocyclic group bonded to an azo group by a carbon atom of the monovalent heterocyclic group; m and n each independently represents one of 0 and 1; and M represents one of a hydrogen atom and a monovalent positive ion.Type: ApplicationFiled: January 24, 2003Publication date: December 11, 2003Inventors: Hisashi Mikoshiba, Tadashi Omatsu, Makoto Suzuki, Koushin Matsuoka, Masuji Motoki
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Publication number: 20030213405Abstract: An ink containing at least one dye represented by formula (1): 1Type: ApplicationFiled: January 15, 2003Publication date: November 20, 2003Inventors: Toru Harada, Yoshiharu Yabuki, Manabu Ogawa, Hiroshi Iwanaga
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Patent number: 6548649Abstract: A compound which can be used as a dye and is represented by the following general formulae (I), (II) and (III). In the general formulae, A and B each independently represents a monovalent heterocyclic group bonded to an azo group by a carbon atom of the monovalent heterocyclic group; m and n each independently represents one of 0 and 1; and M represents one of a hydrogen atom and a monovalent positive ion.Type: GrantFiled: January 31, 2002Date of Patent: April 15, 2003Assignee: Fuji Photo Film Co., Ltd.Inventors: Hisashi Mikoshiba, Tadashi Omatsu, Makoto Suzuki, Koushin Matsuoka, Masuji Motoki
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Patent number: 6271356Abstract: An electrophotographic photoconductor includes an electroconductive support and a photoconductive layer formed thereon which contains a compound having a charge generating moiety and a charge transporting moiety in the molecule thereof. As such a compound for use in the electrophotographic photoconductor, various compounds having a charge generating moiety derived from an azo compound and a charge transporting moiety derived from a triarylamine compound are proposed. Bisazo and trisazo compounds serving as such compounds are also proposed, together with intermediates for producing the bisazo and trisazo compounds.Type: GrantFiled: October 26, 2000Date of Patent: August 7, 2001Assignee: Ricoh Company, Ltd.Inventors: Tomoyuki Shimada, Masaomi Sasaki, Chiaki Tanaka
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Patent number: 6011141Abstract: Polyazo dyes of the formula ##STR1## where n, Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, X, R.sup.1, R.sup.2 and R.sup.3 are each as defined in more detail in the description are useful for dyeing natural or synthetic substrates.Type: GrantFiled: June 19, 1998Date of Patent: January 4, 2000Assignee: BASF AktiengesellschaftInventors: Gunther Lamm, Helmut Reichelt, Matthias Wiesenfeldt
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Patent number: 5554736Abstract: The invention provides a process for the production of azodyes and their derivatives by diazotization and coupling reactions and optionally further modification reactions, wherein a compound of formula ##STR1## in which E signifies an aromatic bivalent radical,X.sub.1 signifies hydroxy or a primary amino group,Y.sub.1 signifies hydroxy or a primary amino groupand in which the aminogroup linked to the --SO.sub.2 -bound phenyl radical may optionally be acylated,or a mixture of compounds of formula (I), is employed as a coupling component or/and--in the non-acylated form--as a diazo component,the invention in particular relates also to the novel dyes and their use and to the novel intermediates.Type: GrantFiled: June 6, 1995Date of Patent: September 10, 1996Inventors: Jordi B. Barra, Jose R. Sorolla
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Patent number: 5536818Abstract: A dichroic dye represented by the formula (I) or (II): ##STR1## wherein the substituents are as described in the specification. The dichroic dyes (I) and (II) exhibit excellent dichroism and can be prepared from 2,2'-ditrifluoromethylbenzidine having no toxicity, such as mutagenicity.Type: GrantFiled: November 4, 1994Date of Patent: July 16, 1996Assignee: Mitsubishi Chemical CorporationInventors: Masaharu Kaneko, Hisayo Ishio
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Patent number: 5468848Abstract: The new basic azo dyestuffs of the formula ##STR1## wherein the symbols have the meaning given in the description, are suitable for dyeing synthetic and naturally occurring substrates which can be dyed with basic dyestuffs.Type: GrantFiled: June 21, 1994Date of Patent: November 21, 1995Assignee: Bayer AktiengesellschaftInventors: Karin Hassenruck, Peter Wild
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Patent number: 5326865Abstract: Arylazo and poly(arylazo) dyes having at least one core radical selected from naphthyl or anthracyl and having at least one 2,3-dihydro-1,3-dialkyl perimidine substituent, a guest-host composition comprising a liquid crystal host solvent and the arylazo or poly(arylazo) dichroic dye, and a liquid crystal display comprising the guest-host composition, are disclosed.Type: GrantFiled: June 8, 1990Date of Patent: July 5, 1994Assignee: Hercules IncorporatedInventors: Robert P. Grasso, Michael K. O'Brien, Paul J. Shannon
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Patent number: 5215578Abstract: An ink composition that includes water, a water-soluble organic solvent and a dye. The dye is represented by the following Formula, in which the number of sulfonic acid groups and the number of amino groups are each not less than 2, and the number of sulfonic acid groups is less than that of amino groups: ##STR1## Q.sub.1 denotes a substituted phenyl group, pyridyl group or naphthyl group; Q.sub.2 denotes a substituted or unsubstituted p-phenylene group or 1,4-naphthylene group; Q.sub.3 is a SO.sub.3 M-substituted or unsubstituted diaminopyridyl group or a diaminophenyl group substituted by COOM or SO.sub.3 M; M denotes an alkaline metal, ammonium or organic ammonium; and n denotes 0 or 1.Type: GrantFiled: January 2, 1992Date of Patent: June 1, 1993Assignee: Canon Kabushiki KaishaInventors: Tsuyoshi Eida, Mayumi Yamamoto, Takao Yamamoto
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Patent number: 5118737Abstract: A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 and R.sup.2 together with the nitrogen atom form a morpholine ringa and b are different and from 1 to 8m is from 1 to 10;n is from 0 to 9;M is H, ammonium, or a monovalent metal;X (i) NR.sup.1 R.sup.2, (ii) NR.sup.3 R.sup.4, in which R.sup.3 and R.sup.Type: GrantFiled: June 22, 1990Date of Patent: June 2, 1992Assignee: Canon Kabushiki KaishaInventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
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Patent number: 4978747Abstract: Colorants are obtained by reacting a dyestuff which is free from ionic groups and has.gtoreq.2 NH.sub.2 groups which are preferably arranged in such a manner that they do not participate in the resonance of the chromophore with such an amount of a (cyclo)aliphatic diisocyante so as to form an adduct that still contains at least two free NCO groups, and subsequently reacting this adduct with a (cyclo)aliphatic diamine, to form an adduct suitable for dyeing and pigmenting macromolecular substances, in particular for coloring PUR-based paints, coatings and laminates.Type: GrantFiled: April 13, 1989Date of Patent: December 18, 1990Assignee: Bayer AktiengesellschaftInventors: Karl-Arnold Weber, Hermann Henk, Klaus Kunde, Jochen Westphal, Klaus Wunderlich
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Patent number: 4939053Abstract: The present invention relates to a photosensitive member containing a specific azo compound for a charge generating agent, which is improved in photosensitive properties, in particular, sensitivity. The specific azo compound is represented by the formula (1): ##STR1## wherein A represents an aromatic hydrocarbon or a heterocyclic ring; R.sub.1 and R.sub.2 independently represent a hydrogen, a halogen atom, or an alkyl, aralkyl, aryl, condensed polycyclic ring or condensed heterocyclic ring; or R.sub.1 and R.sub.2 combinedly form a cyclic ring; n represents an integer from 1 to 4.Type: GrantFiled: February 10, 1988Date of Patent: July 3, 1990Assignee: Minolta Camera Kabushiki KaishaInventor: Hideaki Ueda
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Patent number: 4882249Abstract: Disclosed are a photoconductive composition containing a new tetrakisazo compound of the following formula (1) and an electrophotographic photoreceptor having a photosensitive layer which contains the tetrakisazo compound of the formula (1): ##STR1## wherein R.sup.11, R.sup.12, A, Ar.sup.1, Ar.sup.2, Ar.sup.3, Ar.sup.4, Ar.sup.5, and Ar.sup.6 are defined hereinbefore. The electrophotographic photoreceptor has both high sensitivity and high durability, and the sensitivity thereof is barely lowered even after repeated use.Type: GrantFiled: September 12, 1988Date of Patent: November 21, 1989Assignee: Fuji Photo Film Co., Ltd.Inventors: Katsugi Kitatani, Satoshi Hoshi
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Patent number: 4880916Abstract: Azo dyes of the formula ##STR1## or tautomers thereof, wherein Z is N,S or CH,X is O,S,NR.sup.2 or N, V is N or CH, W is N or C, K is a coupling component from the group consisting of acylacetarylamides, phenols, pyridones, quinolines, pyrazoles, indoles, diphenylamines, aminopyridines, pyrimidines, pyrimidones, naphthols, naphthylamines, aminoathiozoles, thiophenes and hydroxypyridines, R is unsubstituted or substituted alkyl or alkenyl, R.sup.1 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, --CN, --NHR.sup.2, --NH--acyl, phenoxy, --COOR.sup.2, --COOR.sup.2 --CONHR.sup.2 or substituted or unsubstituted phenyl, R.sup.2 is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.6 alkyl or substituted or unsubstituted phenyl, D is a 1,4-phenylene radical which can be substituted further and AN.THETA.Type: GrantFiled: March 24, 1988Date of Patent: November 14, 1989Assignee: Ciba-Geigy CorporationInventor: Jean-Marie Adam
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Patent number: 4791194Abstract: An azo compound with the following general formula (I): ##STR1## wherein X is selected from the group consisting of hydrogen atom, lower alkyl group, lower alkoxy group, halogen atom and cyano group;Y is phenylene or naphthylene group;Z.sub.1 and Z.sub.2 are independently the divalent group represented by the following formula: ##STR2## wherein A is a divalent group derived from the aromatic hydrocarbon or heterocyclic compound including one or more nitrogen atoms in the ring; andn is 1 or 2,is disclosed. Such compounds are useful in forming a photosensitive layer of an electrophotographic photoreceptor.Type: GrantFiled: July 25, 1986Date of Patent: December 13, 1988Assignee: Mitsubishi Chemical Industries, Ltd.Inventors: Tetsumi Suzuki, Tetsuo Murayama, Hitoshi Ono, Shinji Aramaki, Michiyo Yokoyama
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Patent number: 4743523Abstract: A photosensitive member for electrophotography comprising a photosensitive layer containing an azo pigment selected from those represented by the following formulas (1)-(6): ##STR1## wherein R is an alkyl, aralkyl, aryl, or acyl each capable of having a substituent; Ar is an arylene or heterocyclic group each capable of having a substituent; Ar is a coupler residue group having a phenolic OH group; B is hydrogen, nitroso, or an alkyl, aralkyl, aryl or acyl group capable of having a substituent; and n is 0 or 1.Type: GrantFiled: March 27, 1986Date of Patent: May 10, 1988Assignee: Canon Kabushiki KaishaInventors: Masataka Yamashita, Takao Takiguchi, Shoji Umehara, Masakazu Matsumoto, Shozo Ishikawa
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Patent number: 4742161Abstract: Disazo and trisazo compounds of the formula ##STR1## and salts thereof, wherein in each B is independently hydrogen; C.sub.1-4 alkyl; (C.sub.1-4 alkoxy) C.sub.1-4 alkyl; C.sub.2-4 hydroxyalkyl; C.sub.5-6 cycloalkyl; C.sub.5-6 cyloalkyl substituted by 1 to 3 C.sub.1-4 alkyls; phenyl (C.sub.1-3 alkyl); phenyl (C.sub.1-3 alkyl) the phenyl group of which is substituted by 1 to 3 substituents selected from C.sub.1-4 alkyl, C.sub.1-4 alkoxy and halo; --A--NH--R.sub.2 ; --A.sub.2 --N(R.sub.7).sub.2 ; --A.sub.N.sup..crclbar. (R.sub.8).sub.2 R.sub.9 A.sup..sym. or --N(R.sub.7).sub.2,whereinA, A.sub.1, A.sub.2 and R.sub.7 -R.sub.9 are as defined in the specification,each R is independently hydrogen; amino C.sub.1-4 alkyl; C.sub.5-6 cycloalkyl; C.sub.5-6 cycloalkyl substituted by 1 or 2 C.sub.1-4 alkyls; phenyl; benzyl; phenylethyl; or phenyl, benzyl or phenylethyl the phenyl group of which is substituted by 1 or 2 substituents selected from methyl, ethyl, methoxy and ethoxy,each R.sub.5 is independently hydrogen or C.Type: GrantFiled: May 20, 1985Date of Patent: May 3, 1988Assignee: Sandoz Ltd.Inventor: Jacky Dore
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Patent number: 4739042Abstract: Halftone gravure printing inks containing pyridone azo dyestuffs wherein the dyestuffs are obtained by reacting a pyridone dyestuff of the formula ##STR1## with a dicarboxylic or polycarboxylic acid or a pyridone azo dyestuff of the formula ##STR2## with a dihydroxy or polyhydroxy compound.Type: GrantFiled: August 4, 1986Date of Patent: April 19, 1988Assignee: Bayer AktiengesellschaftInventors: Manfred Lorenz, Artur Haus
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Patent number: 4735882Abstract: An electrophotographic photosensitive member comprises a photosensitive layer containing an azo pigment selected from the following general formulae (1) to (5): ##STR1## wherein groups Ar are arylene groups and divalent heterocyclic groups, each of which may contain a substituent; n is 0 or 1; and group A is a coupler residue group having a phenolic OH group.Type: GrantFiled: April 1, 1986Date of Patent: April 5, 1988Assignee: Canon Kabushiki KaishaInventors: Masataka Yamashita, Takao Takiguchi, Shoji Umehara, Masakazu Matsumoto, Shozo Ishikawa
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Patent number: 4703113Abstract: A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 & R.sup.2 together with the nitrogen atom form a morpholine ringa & b are different and from 1 to 8m is from 1 to 10;n is from 0 to 9;M is H, ammonium, or a monovalent metal;X (i) NR.sup.1 R.sup.2, (ii) NR.sup.3 R.sup.4, in which R.sup.3 and R.sup.Type: GrantFiled: August 12, 1985Date of Patent: October 27, 1987Assignee: Imperial Chemical Industries PLCInventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
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Patent number: 4634764Abstract: Compounds of the formula ##STR1## wherein each R is independently --N(R.sub.1).sub.2, --N.sup..sym. (R.sub.2).sub.3 A.sup..crclbar. or hydroxy, whereineach R.sub.1 is independently hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl or aryl orboth R.sub.1 's taken together and with the nitrogen atom to which they are attached form a 5- or 6-membered saturated heterocyclic ring,each R.sub.2 is independently alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl or aryl ortwo R.sub.2 's taken together and with the nitrogen atom to which they are attached form a 5- or 6-membered saturated heterocyclic ring orall three R.sub.2 's taken together and with the nitrogen atom to which they are attached form a 5- or 6-membered unsaturated heterocyclic ring, andA.sup..crclbar. is a non-chromophoric anion,each T is independently a bridging radical, andZ is hydrogen or --N.dbd.Type: GrantFiled: November 10, 1983Date of Patent: January 6, 1987Assignee: Sandoz Ltd.Inventor: Manfred Greve
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Patent number: 4600674Abstract: Disclosed is an electrophotographic photoconductive material excellent in sensitivity and durability which comprises an electroconductive substrate and, provided thereon, a photosensitive layer containing a trisazo pigment represented by the general formula ##STR1## wherein R's, which may be the same or different, represent each a hydrogen atom, halogen atom, substituted or unsubstituted alkyl group, alkoxyl group, or nitrile group; n is an integer of 1 or 2; and A represents ##STR2## wherein Z represents a group of atoms necessary to complete a substituted or unsubstituted aromatic carbon ring or a substituted or unsubstituted aromatic hetero-ring; X represents a hydrogen atom, an alkyl group, or a group of atoms necessary to complete a substituted or unsubstituted aromatic carbon ring, a substituted or unsubstituted aromatic hetero ring, or a substituted or unsubstituted hetero ring; m is 0 or 1; B represents a group of atoms necessary to complete a substituted or unsubstituted aromatic carbon ring, a substType: GrantFiled: June 24, 1985Date of Patent: July 15, 1986Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Kazuhiro Emoto, Akira Itoh