Alkyl Chain Having At Least Eight Carbons Specified Bonded Directly To A Ring Patents (Class 534/649)
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Patent number: 9074104Abstract: A phase change ink includes a crystalline component and an amorphous component, the amorphous component including a branched alkyl core and a urea functional group.Type: GrantFiled: September 4, 2013Date of Patent: July 7, 2015Assignee: XEROX CORPORATIONInventors: Naveen Chopra, Adela Goredema, Nathan M. Bamsey, Biby Abraham, Gabriel Iftime
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Patent number: 7812140Abstract: Disclosed is a compound of the formula and dimers thereof, wherein R, R?, X, (Y)m, and (Z)n are as defined herein. The compounds are useful as colorants, particularly in applications such as phase change inks.Type: GrantFiled: April 4, 2007Date of Patent: October 12, 2010Assignee: Xerox CorporationInventors: Jeffrey H. Banning, James D. Mayo, Rina Carlini
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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: 7750130Abstract: Provided is the azobenzene derivative denoted by general formula (I). In general formula (I), R1 denotes a hydrogen atom or the like; Ar1 and Ar2 each independently denote an arylene group optionally comprising a substituent R or an aromatic heterocycle optionally comprising a substituent R, wherein Ar1 and Ar2 which are bonded through an azo group comprise at least two substituents denoted by R in total and multiple atoms and/or substituents denoted by R may be identical or different; R denotes a halogen atom or the like; X denotes an alkylene group optionally comprising a hetero atom; X1 denotes —NH— or the like; Y denotes a hydrogen atom or the like; a denotes an integer ranging from 0 to 2; and m and n each independently denote an integer ranging from 1 to 8.Type: GrantFiled: May 10, 2007Date of Patent: July 6, 2010Assignee: RikenInventors: Mina Han, Masahiko Hara
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Patent number: 7301012Abstract: An azo dye comprising a coupler having a specific structure as a coupling component, an image-forming coloring composition comprising the azo dye, an ink for ink jet recording and an ink jet recording method using the image-forming coloring composition and a heat-sensitive recording material, a color toner and a color filter formed by the image-forming coloring composition.Type: GrantFiled: October 12, 2004Date of Patent: November 27, 2007Assignee: Fujifilm CorporationInventor: Toshiki Fujiwara
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Patent number: 7157563Abstract: The present invention relates to organic solvent soluble dyes. In particular, the invention relates to an organic solvent soluble metal complex azo dyes containing chelated metal atoms.Type: GrantFiled: September 23, 2004Date of Patent: January 2, 2007Assignee: United Color Manufacturing, Inc.Inventor: Michael J. Smith
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Patent number: 7091261Abstract: Aqueous ink for ink-jet recording which contains at least a water-insoluble coloring matter, water and a resin as main components and which takes the form of an emulsion, in which the coloring matter is at least one yellow hue coloring matter selected from the group consisting of a quinophthalone compound represented by the formula (1); and a pyridone azo compound represented by the formula (2); The ink is ink for ink-jet recording having excellent light resistance and storage stability, and enables formation of a high quality image without blotting, and obtained recording image is excellent in water resistance as ink for ink-jet recording.Type: GrantFiled: July 26, 2000Date of Patent: August 15, 2006Assignee: Mitsui Chemicals, Inc.Inventors: Yoriaki Matsuzaki, Tadashi Okuma, Ryu Oi, Osamu Kohgo
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Patent number: 6765079Abstract: Novel cross linked polymer films prepared from poly4-[(4-cardanylazo]benzoic acid and poly4-[(4-acryloylcardanylazo]benzoic acid are disclosed. The invention also relates to novel monomers 4-[(4-cardanylazo] benzoic acid and 4-[(4-acryloylcardanylazo] benzoic acid and polymers thereof as well processes for the preparation thereof.Type: GrantFiled: March 24, 2003Date of Patent: July 20, 2004Assignee: Council of Scientific and Industrial ResearchInventors: Muthusamy Saminathan, Chennakkattu Krishna Sadasivan Pillai
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Patent number: 6756485Abstract: Charge control agent comprising a metal complex salt compound of Formula (I) containing substantially no monoazo compound constituting the ligand thereof, toner containing the charge control agent, and process for manufacturing a metal complex salt compound of Formula (I), which comprises a metallizing reaction for metallizing a monoazo compound of Formula (II) with iron, nickel, aluminum, titanium or zirconium to produce a metal complex salt compound, in which metallizing reaction a monohydric or dihydric alcohol is used as a reaction-promoting solvent: R: alkyl (C4 to 12); Y: halogen or alkyl (C 1 to 5); p and q: number of monoazo compounds coordinated to the metal M; p: 1, 2, 3 or 4; q: 0, 1, 2 or 3; p+q: 1 to 6; L1 and L2 is —O—; one of L3 and L4 is —O—, while the other is an —OH group or an —O− ion; M is iron, nickel, aluminum, titanium or zirconium; (Mx+)m: m number of metals of atomic valence x; m: 1 to 4; x: 2 or more; Z−: theType: GrantFiled: February 11, 2003Date of Patent: June 29, 2004Assignee: Orient Chemical Industries, Ltd.Inventors: Masashi Yasumatsu, Akihiro Tada, Shun-ichiro Yamanaka
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Patent number: 6723835Abstract: Compositions containing a solvent and at least one compound of Formula (1) in which: R1 represents H, an optionally substituted C1-8carbyl derived group, or a group of Formula A: in which c is from 2 to 6; R3 represents H or optionally substituted C1-8carbyl derived group; R4 and R5 independently represent an optional substituent; R2 represents an optionally substituted C1-8carbyl derived group; X, Y and Z independently represent H or an optional substituent; M represents H or a cation; and m and n independently represent 0, 1 or 2, are useful as colorants for color filters for displays. Compounds of Formula (1) wherein at least one of R1, R2, X, Y or Z, represent SO3M or PO3M2 are also provided.Type: GrantFiled: March 20, 2002Date of Patent: April 20, 2004Assignee: Avecia LimitedInventors: Christine Millard, Neil Anthony Tallant
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Patent number: 6713614Abstract: Disclosed are compounds of the formula The compounds are useful as colorants, particularly in applications such as phase change inks.Type: GrantFiled: June 27, 2002Date of Patent: March 30, 2004Assignee: Xerox CorporationInventors: Rina Carlini, Jeffrey H. Banning, James M. Duff, Bo Wu, James D. Mayo
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Patent number: 6696552Abstract: A process which comprises admixing in the absence of a solvent an amine of the formula R1—NH2 and a first ester of the formula wherein R2 is an electron withdrawing group and R3 is an alkyl group; heating the mixture containing the amine and the first ester to form an intermediate compound of the formula admixing the intermediate compound with a base and a second ester of the formula said second ester being present in a molar excess relative to the intermediate compound, said base being present in a molar excess relative to the intermediate compound, and heating the mixture to form a pyridone compound of the formula or a salt thereof. Also disclosed is a process for preparing diazopyridone colorants which comprises preparing a pyridone compound by the above process and reacting the pyridone compound with a diazonium salt to form a diazopyridone compound.Type: GrantFiled: June 27, 2002Date of Patent: February 24, 2004Assignee: Xerox CorporationInventors: James D. Mayo, James M. Duff, Rina Carlini, Roger E. Gaynor, George Liebermann
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Patent number: 6646111Abstract: Disclosed are compounds of the formula The compounds are useful as colorants, particularly in applications such as phase change inks.Type: GrantFiled: June 27, 2002Date of Patent: November 11, 2003Assignee: Xerox CorporationInventors: Rina Carlini, James M. Duff, Jeffrey H. Banning, Bo Wu, James D. Mayo
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Patent number: 6590082Abstract: Disclosed are compounds of the formula The compounds are useful as colorants, particularly in applications such as phase change inks.Type: GrantFiled: June 27, 2002Date of Patent: July 8, 2003Assignee: Xerox CorporationInventors: Jeffrey H. Banning, Rina Carlini, James D. Mayo, James M. Duff, C. Wayne Jaeger
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Patent number: 6576747Abstract: Disclosed is a process for preparing dianthranilate compounds which comprises (a) admixing reactants as follows: (1) a diol of the formula R1(OH)2, wherein R1 is an alkylene group having at least about 20 carbon atoms, and wherein the —OH groups are primary or secondary, (2) isatoic anhydride, present in an amount of at least, about 2 moles of isatoic anhydride per every one mole of diol, (3) a catalyst which is 1,4-diazabicyclo [2.2.2]octane, N,N,N′,N′-tetramethylethylene diamine, or a mixture thereof, said catalyst being present in an amount of at least about 0.Type: GrantFiled: June 27, 2002Date of Patent: June 10, 2003Assignee: Xerox CorporationInventors: Rina Carlini, James M. Duff, Stephen G. Robinson, George Liebermann, Roger E. Gaynor, Tania Pereira, Jeffrey H. Banning, James D. Mayo
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Patent number: 6576748Abstract: Disclosed is a process for preparing a diazopyridone compound either (A) of the formula or (B) of the formula which comprises diazotizing a dianiline and coupling it with a pyridone or diazotizing an aniline and coupling it with a dipyridone.Type: GrantFiled: June 27, 2002Date of Patent: June 10, 2003Assignee: Xerox CorporationInventors: Rina Carlini, James D. Mayo, James M. Duff, Jeffrey H. Banning, Paul F. Smith, George Liebermann, Roger E. Gaynor
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Patent number: 6476202Abstract: Disclosed is a 5-acylamino-2-arylazo, nitro, or nitroso-4-substituted-phenol having the structural formula I: wherein: R* is an arylazo, nitro, or nitroso group, Y is a coupling-off group, and R′ is a substituent group. Also disclosed is a method of using the compound in a simplified process for making a photographic coupler.Type: GrantFiled: December 3, 2001Date of Patent: November 5, 2002Assignee: Eastman Kodak CompanyInventor: Chang-Kyu Kim
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Patent number: 5811530Abstract: There are described image-recording materials which include an image dye-providing compound comprising a novel naphthol azo cyan dye having a 3-aminobenzoisothiazole moiety. The image dye-providing compound includes a diffusion control moiety such as a hydroquinonyl developer group, a precursor thereof or a thiazolidine moiety and, may be diffusible or nondiffusible as a function of the diffusion control moiety.Image-recording materials according to the invention including those which contain high potential developers such as aminoreductone allow sufficient cyan chromophore to diffuse to the image-receiving layer to provide an acceptable photograph and result in no appreciable reduction of the 3-aminobenzoisothiazole moiety of the novel naphthol azo cyan dye.Type: GrantFiled: August 20, 1997Date of Patent: September 22, 1998Assignee: Polaroid CorporationInventors: Michael J. Arnost, Peter Viski, David P. Waller, David C. Whritenour
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Patent number: 5717079Abstract: There are described color-providing compounds having at least two cyclic 1,3-sulfur-nitrogen moieties and one complete dye or dye intermediate. The color-providing compound is stable in the photographic processing composition but capable of undergoing cleavage in the presence of an imagewise distribution of silver ions and/or soluble silver complex made available as a function of development to liberate a complete dye or dye intermediate in an imagewise distribution corresponding to that of the silver ion and/or the soluble silver complex. The color-providing compounds are useful as image-forming materials in color photographic, photothermographic, thermographic, and other processes.Type: GrantFiled: March 10, 1997Date of Patent: February 10, 1998Assignee: Polaroid CorporationInventors: Peter Viski, David P. Waller
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Patent number: 5686585Abstract: An azo dye for use in color filters soluble in alkaline aqueous solutions and organic solvents and having in one molecule at least one sulfonamido group of which one hydrogen atom is substituted; and a method for producing a color filter having a plurality of color filter elements which comprises the steps of a) coating a substrate with an organic solvent solution of a photoresist composition containing said azo dye and drying the coat to form an adhering layer, b) exposing a specific part of said layer to radiation ray, c) developing the exposed or unexposed region with alkali to form a colored pattern, and d) repeating the steps a)-c) on every dye of different color present in said composition.Type: GrantFiled: November 18, 1994Date of Patent: November 11, 1997Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshiki Hishiro, Naoki Takeyama, Shigeki Yamamoto
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Patent number: 5676708Abstract: A dye composition that presents lower mutagenic characteristics useful in coloring petroleum products comprising a substantial amount of the dye of the formula ##STR1##Type: GrantFiled: February 20, 1996Date of Patent: October 14, 1997Assignee: United Color, Inc.Inventor: Michael J. Smith
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Patent number: 5674986Abstract: There are described heat-developable photosensitive image-recording materials which include a compound having at least one cyclic 1,3-sulfur-oxygen moiety. The compound is stable in the photographic processing composition but capable of undergoing cleavage in the presence of an imagewise distribution of silver ions and/or soluble silver complex made available as a function of development to liberate a reagent in an imagewise distribution corresponding to that of the silver ion and/or the soluble silver complex. The reagent includes a photographically useful group such as a complete dye or dye intermediate.Type: GrantFiled: May 13, 1996Date of Patent: October 7, 1997Assignee: Polaroid CorporationInventors: Peter Viski, David P. Waller
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Patent number: 5504199Abstract: A dye which is either 2-naphthalenol (phenylazo) phenyl azo alkyl derivatives and 1,4-dialkylamino anthraquinone is added to sufficient non-ionic surfactant to compatibilize it with ethanol and an solvent to produce a homogeneous solution. The homogeneous solution is added to ethanol in an amount to provide a desired amount of coloration to the ethanol.Type: GrantFiled: October 28, 1994Date of Patent: April 2, 1996Assignee: Morton International, Inc.Inventors: Alejandra Zimin, Peter A. Caputo, Michael R. Friswell, David L. Booth, Michael P. Hinton
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Patent number: 5494507Abstract: A dye having a representative formula as follows and an ink providing waterfast printing having the dye, in which a surfactant is not essential: ##STR1##Type: GrantFiled: December 19, 1994Date of Patent: February 27, 1996Assignee: Lexmark International, Inc.Inventors: Bradley L. Beach, James F. Feeman, Ann M. Piekunka, Allen C. Sanders
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Patent number: 5354849Abstract: Anionic disazo compounds of the formula ##STR1## and salts thereof each cation of which is independently a non-chromophoric cation, and mixtures of such compounds or salts, wherein D is whereinR.sub.4 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or halo,R.sub.1 is hydrogen, C.sub.1-4 alkyl or C.sub.2-4 hydroxyalkyl,R.sub.2 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, (C.sub.1-4 alkyl)carbonylamino, (C.sub.1-4 alkoxy)carbonylamino or --NHCONH.sub.2,R.sub.3 is hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, and ##STR2## wherein R.sub.5 is chloro, hydroxy or --NHCN,R.sub.6 is hydrogen, chloro or cyano, andR.sub.7 and R.sub.8 are as defined in the specification, with the proviso that R.sub.7 and R.sub.8 together contain at least 8 carbon atoms,useful for dyeing or printing anionically dyeable organic substrates such as nitrogen-containing substrates, particularly fiber material comprising natural or synthetic polyamide.Type: GrantFiled: June 4, 1993Date of Patent: October 11, 1994Assignee: Sandoz Ltd.Inventor: Georg Schoefberger
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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: 5324826Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is C.sub.1-18 alkyl, substituted C.sub.1-18 alkyl, phenyl, substituted phenyl, C.sub.3-6 alkenyl, substituted C.sub.3-6 alkenyl, C.sub.3-6 alkynyl or substituted C.sub.3-6 alkynyl,R.sub.2 is an electron withdrawing substituent; andK is the residue of a coupling component that is free of any water solubilizing groups.The compounds are disperse dyes which can be used to dye, print or pad fully synthetic or semi-synthetic hydrophobic high molecular weight organic material.Type: GrantFiled: August 10, 1992Date of Patent: June 28, 1994Assignee: Sandoz Ltd.Inventor: Peter Matzinger
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Patent number: 5245021Abstract: Named compounds are useful in making dry analytical elements for assaying lithium in serum. The compounds have the general structure: ##STR1## wherein R, R.sub.1, R.sub.2 and X are as presented below:______________________________________ R R.sub.1 R.sub.2 X ______________________________________ n-C.sub.12 H.sub.25 SO.sub.2 CH.sub.3 CH.sub.3 CH n-C.sub.12 H.sub.25 NO.sub.2 CH.sub.3 CH CH.sub.3 SO.sub.2 N(n-C.sub.6 H.sub.13).sub.2 CH.sub.3 CH CH.sub.2 C.sub.6 H.sub.5 SO.sub.2 N(n-C.sub.6 H.sub.13).sub.2 CH.sub.3 CH CH.sub.2 C.sub.6 H.sub.5 SO.sub.2 N(CH.sub.3)-n-C.sub.18 H.sub.37 CH.sub.3 CH CH.sub.3 NO.sub.2 n-C.sub.7 H.sub.15 CH n-C.sub.12 H.sub.25 H CH.sub.Type: GrantFiled: May 28, 1991Date of Patent: September 14, 1993Assignee: Eastman Kodak CompanyInventors: Ronald H. Engebrecht, Thomas R. Welter
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Patent number: 5223387Abstract: A color light-sensitive material comprising a support provided thereon at least one light-sensitive silver salt layer combined with an image forming compound represented by formula (I) ##STR1## wherein Dye represents a cyan dye group or a precursor thereof represented by formula (II) defined in the specification;X represents a chemical bond or a linking group;Y represents a group which releases Dye corresponding to or countercorresponding to light-sensitive silver salt having an imagewise latent image and makes a difference in diffusibility between the dye thus released and the compound represented by formula (I), provided that Dye and X are linked to each other by A or E in formula (II); andq represents an integer of 1 or 2, provided that when q is 2, the two groups (Dye--X) may be the same or different.Type: GrantFiled: September 8, 1992Date of Patent: June 29, 1993Assignee: Fuji Photo Film Co., Ltd.Inventors: Masaaki Tsukase, Kozo Sato, Hiroyuki Hirai
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Patent number: 5142030Abstract: Novel dyes are provided having the formula: ##STR1## wherein the R's are the same or different and each is a C.sub.6 -C.sub.12 alkyl.Type: GrantFiled: August 21, 1991Date of Patent: August 25, 1992Assignee: Morton International, Inc.Inventors: Alejandro Zimin, Michael R. Friswell, Adam E. Verillo
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Patent number: 5047516Abstract: An azo compound of the formula: ##STR1## wherein R is an non-hydrophilic aliphatic or cycloaliphatic group containing from 8 to 40 carbon atoms;m is 0 or 1;R.sup.1 is NO.sub.2, CN or COOR.sup.2 ;R.sup.2 is H or C.sub.1-4 -alkyl;n is from 1 to 4 andR.sup.3 is H, a metal or a group containing a tetravalent N atom.The compound has non-linear optical properties which make it suitable for use in an optical element such as a waveguide, for altering the characteristics of light passing through the element.Type: GrantFiled: May 5, 1988Date of Patent: September 10, 1991Assignee: Imperial Chemical Industries PLCInventors: Simon Allen, Paul F. Gordon
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Patent number: 5043269Abstract: A novel chromogenic substrate to peroxidase enzymes is provided which is comprised of a mixture of a colorless mixture of two compounds, such as, 3-methyl-2-benzothiazolinone hydrazone and 2-hydroxy-2,4,6-cycloheptatrienone, which undergo an oxidative coupling in the presence of peroxidase and hydrogen peroxide forming a purple indamine dye. Under certain circumstances the dye will precipitate out from the buffered solution and thus provide a permanent record of the determination. The mixture is also stable and unaffected by oxygen of the air or by hydrogen peroxide.Type: GrantFiled: February 16, 1988Date of Patent: August 27, 1991Inventor: Spyros Theodoropulos
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Patent number: 4979805Abstract: A ferroelectric liquid crystal composition containing an optically active mesomorphic compound represented by the following formula (I) or (II): ##STR1## wherein R.sub.1 and R.sub.2 are respectively an alkyl, and C with * represents an asymmetric carbon atom. The mesomorphic compound provides the ferroelectric liquid crystal composition with an extended operational life in a liquid crystal device.Type: GrantFiled: December 1, 1989Date of Patent: December 25, 1990Assignee: Canon Kabushiki KaishaInventors: Kazuo Yoshinaga, Kazuharu Katagiri
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Patent number: 4929277Abstract: A recording liquid comprising an organic solvent and at least one compound represented by formula (I): ##STR1## wherein R.sub.1 represents a hydrogen atom, an alkyl group, an alkoxy group, an aryl group, a carboxylic acid ester group or a carbamoyl group; R.sub.2 represents a hydrogen atom, an alkyl group or an aryl group; and R.sub.3 represents an aryl group provided that none of R.sub.1, R.sub.2 and R.sub.3 is substituted with a sulfonic acid group. The yellow recording liquid has good color and excellent light resistance with good solubility.Type: GrantFiled: July 11, 1988Date of Patent: May 29, 1990Assignee: Fuji Photo Film Co., Ltd.Inventors: Mitsugu Tanaka, Takeo Sakai
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Patent number: 4920222Abstract: 3,3-Diarylacrylic acid amides are prepared by the reaction of a benzophenone with an acetamide in the presence of a base characterized in that a sodium alcoholate is used as the base.Type: GrantFiled: January 30, 1989Date of Patent: April 24, 1990Assignee: Shell Internationale Research Maatschappij B.V.Inventors: Jurgen Curtze, Ludwig Schroder, Paul H. Briner
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Patent number: 4891424Abstract: 4-Aralkyl-2-nitro-2'-hydroxy-3',5'-dialkyl (or cumyl)-azobenzenes are made by coupling the corresponding diazotized 4-aralkyl-o-nitroaniline with the corresponding phenol. These azobenzene intermediates are used to prepare the corresponding 2H-benzotriazole UV absorber stabilizers substituted on the 5-position of the benzo ring by an aralkyl group, preferably alpha,alpha-dimethylbenzyl.Type: GrantFiled: April 1, 1988Date of Patent: January 2, 1990Assignee: Ciba-Geigy CorporationInventors: Raymond Seltzer, Roland A. E. Winter
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Patent number: 4874392Abstract: A Monoazo compounds of the formula ##STR1## wherein D is a diazo component radical of the 4-nitrophenyl series, thienyl-2 series, thiazolyl-2 series or 5-nitrobenzoisothiazolyl-3 series,R.sub.1 is hydrogen; C.sub.1-2 alkyl; C.sub.1-2 alkoxy; formylamino; (C.sub.1-4 alkyl)carbonylamino; (C.sub.1-4 alkyl)carbonylamino the alkyl group of which is substituted by 1 to 3 substituents independently selected from halo, C.sub.1-3 alkoxy, cyano, phenyl, phenoxy and benzyloxy; (C.sub.2-4 alkenyl)carbonylamino; halo(C.sub.2-4 alkenyl)carbonylamino; benzoylamino; benzoylamino the phenyl group of which is substituted by 1 to 3 substituents independently selected from halo, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; (C.sub.1-4 alkoxy)carbonylamino; (C.sub.1-4 alkoxy)carbonylamino the alkyl moiety of which is substituted by 1 to 3 substituents independently selected from halo, C.sub.1-3 alkoxy, cyano, phenyl, phenoxy and benzyloxy; (C.sub.8-14 alkyl)carbonylamino or (C.sub.8-14 alkoxy)carbonylamino,R.sub.2 is C.sub.Type: GrantFiled: July 29, 1987Date of Patent: October 17, 1989Assignee: Sandoz Ltd.Inventor: Beat Henzi
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Patent number: 4847367Abstract: 4-Higher alkyl-2-nitro-2'-hydroxy-3',5'-di-higher alkyl (or cumyl)-azobenzenes are made by coupling the corresponding diazotized 4-higher alkyl-o-nitroaniline with the corresponding substituted phenol. These azobenzene intermediates are used to prepare the corresponding 2H-benzotriazole UV absorber stabilizers substituted on the 5-position of the benzo ring by a higher alkyl group, preferably tert-octyl or n-dodecyl.Type: GrantFiled: November 13, 1987Date of Patent: July 11, 1989Assignee: Ciba-Geigy CorporationInventors: Raymond Seltzer, Roland A. E. Winter
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Patent number: 4804747Abstract: (i) A compound of the formula: ##STR1## wherein R is H, a metal or a group containing a tetravalent N atom;X is S, O, ##STR2## R.sup.1 is NO.sub.2, CN or COOY; Y is H, C.sub.1-4 -alkyl, a metal or a group containing a tetravalent N atom;R.sup.2 and R.sup.3 are each independently H or a non-hydrophilic aliphatic or cycloaliphatic group containing up to 30 carbon atoms;R.sup.4 and R.sup.5 are each independently H or a non-hydrophilic aliphatic or cycloaliphatic group containing up to 30 carbon atoms; andR.sup.6 and R.sup.7 are each independently H or a non-hydrophilic group containing up to 4 carbon atoms; orR.sup.4 and R.sup.6 together comprise ring fused to Ring A and R.sup.5 and R.sup.7 are as hereinbefore defined; orR.sup.5 and R.sup.7 together comprise ring fused to Ring A and R.sup.4 and R.sup.6 are as hereinbefore defined; orR.sup.2 and R.sup.4 together with the N atom to which R.sup.2 is attached form a ring fused to Ring A and R.sup.3 and R.sup.5 are as hereinbefore defined; orR.sup.3 and R.sup.Type: GrantFiled: October 16, 1986Date of Patent: February 14, 1989Assignee: Imperial Chemical Industries PLCInventors: Simon Allen, Paul F. Gordon, Richard A. Hann
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Patent number: 4776886Abstract: A halftone gravure printing ink(A) about 2 to about 20% by weight of colorant,(B) about 10 to about 40% by weight of resin and(C) about 80 to about 50% by weight of solventwherein said colorant comprises azo dyestuff of the formula ##STR1## in which A.sub.1, A.sub.2 and A.sub.3 denote hydrogen, halogen, --CN, --NO.sub.2, C.sub.1 -C.sub.6 -alkyl, cycloalkyl, C.sub.1 -C.sub.18 -alkoxy, optionally substituted phenoxy, optionally substituted C.sub.1 -C.sub.18 -alkylsulphonyl, optionally substituted phenylsulphonyl, optionally substituted sulphamoyl, optionally substituted carbamoyl, optionally substituted phenylazo, C.sub.1 -C.sub.18 -alkoxycarbonyl, --CF.sub.3, --SCN, C.sub.1 -C.sub.12 -alkylmercapto, C.sub.1 -C.sub.6 -alkylcarbonyl, optionally substituted phenylcarbonyl or --OH,A.sub.4 and A.sub.5 denote hydrogen, halogen, optionally substituted C.sub.1 -C.sub.6 -alkyl, optionally substituted C.sub.1 -C.sub.6 -alkoxy, --NH--CO--CH.sub.2 CH.sub.2 OA.sub.8, --NH--CO--A.sub.8, --NH--SO.sub.2 --A.sub.Type: GrantFiled: August 4, 1986Date of Patent: October 11, 1988Assignee: Bayer AktiengesellschaftInventors: Manfred Lorenz, Rainer Hamprecht, Artur Haus
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Patent number: 4775223Abstract: An optically active lactic acid derivative represented by the following formula (I): ##STR1## wherein R is a saturated or unsaturated hydrocarbon group of a linear, branched or cyclic structure having 4 to 20 carbon atoms; Ra is --CO--Rb or --CH.sub.2 --Rc wherein Rb is a releasable chemically active group, and Rc is a releasable chemically active group; and C with * represents an asymmetric carbon atom.Type: GrantFiled: September 17, 1985Date of Patent: October 4, 1988Assignee: Canon Kabushiki KaishaInventors: Kazuo Yoshinaga, Kazuharu Katagiri
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Patent number: 4764599Abstract: Sulfo-free compounds of the formula ##STR1## where R is hydrogen or C.sub.1 -C.sub.4 -alkyl andK.sup.1 and K.sup.2 independently of one another are a radical of a coupling component, and the rings A and B may furthermore be monosubstituted or polysubstituted by fluorine, chlorine, bromine, nitro, methyl, trifluoromethyl, ethyl, acetyl, benzoyl, a carboxylic ester group, unsubstituted or substituted carbamyl or sulfamyl, an aryl sulfonate group, C.sub.1 -C.sub.4 -alkylsulfonyl, unsubstituted or substituted phenylsulfonyl, cyano or acylamino or a fused ring, are very useful as pigments for coloring printing inks, surface coatings or plastics.Type: GrantFiled: September 30, 1986Date of Patent: August 16, 1988Assignee: BASF AktiengesellschaftInventors: Horst Colberg, Erwin Hahn
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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: 4734489Abstract: An azo compound of the formula: ##STR1## wherein R is of the formula: ##STR2## R.sub.1 is hydrogen, methyl or --SO.sub.3 M; R.sub.2 is hydrogen or --SO.sub.3 M; R.sub.2 is hydrogen or --SO.sub.3 M; R.sub.3 is C.sub.4 -C.sub.18 alkyl and M is hydrogen, an alkali metal, ammonium or organic ammonium, provided that when R includes --SO.sub.3 M, R.sub.1 l and R.sub.2 are not --SO.sub.3 M, and when R does not include --SO.sub.3 M, either one of R.sub.1 and R.sub.2 is --SO.sub.3 M, which is useful as a black dyestuff for a solvent type ink composition, particularly for ink jet recording.Type: GrantFiled: March 27, 1986Date of Patent: March 29, 1988Assignees: Taoka Chemical Company, Limited, Sumitomo Chemical Company, LimitedInventors: Shinjiro Kawasaki, Hideo Kitagawa, Yutaka Nishii, Hideo Kawashita, Minoru Akagi
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Patent number: 4724259Abstract: Compounds of the general formula I ##STR1## where R.sup.1 and R.sup.2 independently of one another are each C.sub.6 -C.sub.24 -alkyl or are each benzyl which is unsubstituted or substituted by alkyl or by cycloalkyl, and one of the radicals may furthermore be hydrogen, and the rings A, B, C and D can be further substituted by chlorine, methyl or methoxy, with the exception of the compound of the formula ##STR2## are useful as dyes in electrooptical liquid crystal displays or for the production of polarization films.Type: GrantFiled: November 21, 1984Date of Patent: February 9, 1988Assignee: BASF AktiengesellschaftInventors: Karl-Heinz Etzbach, Werner Juenemann, Johannes Dehnert
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Patent number: 4704452Abstract: Monoazo compounds of the formula ##STR1## in which one of the two substituents R.sub.1 or R.sub.2 or both substituents are C.sub.3 -C.sub.8 -alkyl or a group of the formula ##STR2## in which R.sub.3 and R.sub.4 are independently of each other hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sub.5 is hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl and the other of the two substitutents R.sub.1 or R.sub.2, when the two are not C.sub.3 -C.sub.8 -alkyl or a group of the formula (1a), is hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl, and KK is the radical of a coupling component which is free of water-solubilizing groups the two described. These compounds can be used as dyes for dyeing or printing for example polyester fibre materials.Type: GrantFiled: December 19, 1985Date of Patent: November 3, 1987Assignee: Ciba-Geigy CorporationInventor: Peter Liechti
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Patent number: 4668774Abstract: Novel dye salts of anionic dyes of the general formula I ##STR1## where F is a radical of an anionic dye, n is 1, 2, 3 or 4, and B.sup.1 and B.sup.2 independently of one another are each unsubstituted or substituted branched alkyl or alkyl-substituted cycloalkyl having a total of 10 to 36 carbon atoms, are very useful for dyeing solvents, printing inks or polymeric film-forming materials.Type: GrantFiled: April 23, 1985Date of Patent: May 26, 1987Assignee: BASF AktiengesellschaftInventors: Hermann Loeffler, Rainer Dyllick-Brenzinger
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Patent number: 4667019Abstract: Compounds of the general formula I ##STR1## where n is 0, 1 or 2, R.sup.1 and R.sup.2 are each hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl, aryl, acyl, alkoxycarbonyl or aryloxycarbonyl, or together form alkylene or an unsubstituted or substituted benzo ring and Y is a radical of the formula ##STR2## where the rings A, B and C can be further substituted or benzo-fused, R.sup.3 and R.sup.4 are each hydrogen or unsubstituted or substituted alkyl, aralkyl or cycloalkyl, or, together with the nitrogen, form piperidino, pyrrolidino or morpholino, R.sup.5 is hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl, acyl, alkoxycarbonyl, aryloxycarbonyl, alkylsulfonyl, or arylsulfonyl and R.sup.6 is hydrogen, alkyl or cycloalkyl. These compounds are useful as pleochroic dyes and have a good degree of order coupled with high solubility and good stability in the liquid crystal matrix.Type: GrantFiled: January 13, 1986Date of Patent: May 19, 1987Assignee: Kernforschungszentrum Karlsruhe GmbHInventors: Karl-Heinz Etzbach, Peter Neumann
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Patent number: 4656256Abstract: Compounds of the formula ##STR1## where Y is chlorine or bromine, Z is hydrogen, chlorine, bromine, a sulfonic ester group, nitro or unsubstituted or substituted sulfamyl, X is --O-- or ##STR2## R is alkylene which may or may not be interrupted by oxygen, ##STR3## m is 1 or 2, n is 0 or 1, p is 0, 1 or 2, q is 1 or 2, R.sup.1 and R.sup.2 independently of one another are each hydrogen, unsubstituted or substituted alkyl, alkenyl, cycloalkyl, aralkyl or aryl, or R.sup.1 and R.sup.2, together with the nitrogen atom, form a heterocyclic structure, R.sup.3 is hydrogen or unsubstituted or substituted alkyl, B is hydrogen or C.sub.1 -C.sub.4 -alkyl, B.sup.1 is hydrogen, hydroxyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkyl, A.sup.- is an anion, R.sup.4 is unsubstituted or substituted alkyl, R.sub.5 is hydrogen or C.sub.1 -C.sub.Type: GrantFiled: May 16, 1985Date of Patent: April 7, 1987Assignee: BASF AktiengesellschaftInventors: Horst Colberg, Hans-Juergen Degen, Johannes P. Dix
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Patent number: 4652632Abstract: Naphtholazo benzoylalkylene amines and salts thereof which are useful as dyes for acid-modified fibers, leather and paper, and which are represented by the formula ##STR1## wherein n is 0 or 1,A is an anion,R is C.sub.2 - to C.sub.4 -alkyleneR.sup.1 and R.sup.2 independently of one another are C.sub.1 - to C.sub.4 -alkyl, methoxyethyl, cyclohexyl, and R.sup.1 and R.sup.2 together are ##STR2## and R.sup.3 is methyl, ethyl or hydroxyethyl.Type: GrantFiled: April 1, 1985Date of Patent: March 24, 1987Assignee: BASF AktiengesellschaftInventor: Horst Colberg