The Pentavalent Nitrogen Is A Ring Member Patents (Class 534/605)
- The hetero ring contains the pentavalent nitrogen (Class 534/607)
- Plural azo groups in the same azo moiety attached indirectly to each other by nonionic bonding (Class 534/608)
- Acyclic carbon bonded directly to the azo group (Class 534/609)
- Additional hetero ring or polycyclo ring system having a hetero ring as one of the cyclos bonded directly to the azo group (Class 534/610)
- The hetero ring is one of the cyclos in a polycyclo ring system (Class 534/611)
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Patent number: 9133195Abstract: Compounds represented by general formula (I), their stereoisomers, tautomers, derivatives, prodrugs or pharmaceutically acceptable salts, and their preparation methods or uses for the manufacture of a medicament of analgesics. In which R1 is selected from H, substituted or unsubstituted phenyl, or substituted or unsubstituted heteroaryl; A is bond, or saturated or unsaturated straight-chain or branched-chain hydrocarbon radical; R2, R3 are each independently hydrogen or methyl, which linked with any position of spirocyclo-structure; n and m are each independently integer between 0-2, do not represent 0 at the same time; B and D are each independently C1-C3 straight-chain or branched-chain alkylene; Y is selected from —CHR4—, O, S, —S(O)—, —SO2—, —NR4— and substituted or unsubstituted phenylene, in which R4 represents H, C1-C6 saturated or unsaturated alkyl, methyl or ethyl substituted by substituted or unsubstituted aryl or heteroaryl; and X? is pharmaceutical acceptable organic or inorganic anion.Type: GrantFiled: June 15, 2007Date of Patent: September 15, 2015Assignee: Peking UniversityInventors: Runtao Li, Qi Sun, Jia Ye, Caiqin Yue, Xin Wang, Zemei Ge, Changling Li, Tieming Cheng
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Patent number: 7517367Abstract: Cationic naphthyldiazo dyes of general formula (I) and colorants for keratin fibers containing these dyes.Type: GrantFiled: December 13, 2004Date of Patent: April 14, 2009Assignee: Wella AGInventors: Otto Goettel, Andre Hayoz, Hans-Juergen Braun
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Patent number: 7485705Abstract: The purpose of the present invention is to provide a water-soluble tetrazolium compound that will form a water-soluble formazan exhibiting long-wavelength absorption and is stable in aqueous solution for a long period and suitable for the quantitative analysis of dehydrogenases or substrates thereof. Disclosed is a water soluble tetrazolium compound expressed by the following general formula (1): wherein each of R1 to R19 independently represents hydrogen atom; nitro group; sulfonate group or alkyl, alkoxy, sulfoalkyl or sulfoalkyloxy groups having 1 to 4 carbon atoms; provided that each of at least two of R1 to R19 independently represents sulfonate group; or sulfoalkyl or sulfoalkyloxy groups having 1 to 4 carbon atoms; and M represents an alkali metal or ammonium ion.Type: GrantFiled: July 13, 2004Date of Patent: February 3, 2009Assignee: Dojindo LaboratoriesInventors: Yuriko Fukuoka, Ryo Sakamoto, Munetaka Ishiyama
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Patent number: 7381806Abstract: The objects of the present invention are novel cationic azo azine dyes of the generic formula (I), as well as colorants for keratin fibers that contain these compounds.Type: GrantFiled: September 7, 2006Date of Patent: June 3, 2008Assignee: The Procter & Gamble CompanyInventors: Markus Speckbacher, Hans-Jürgen Braun
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Patent number: 7326777Abstract: A fiber reactive dyestuff of the following formula (I) wherein the definition of D, R, R1, R2, X and Z have the same meaning as given in the specification. The fiber reactive dyestuff of the present invention is suitable for dyeing and printing on cellulose fiber or fiber materials containing cellulose. Dyed material with various excellent properties in dyed color can be obtained, showing especially outstanding performance in the property of wash fastness, build-up and chlorine fastness.Type: GrantFiled: October 6, 2005Date of Patent: February 5, 2008Assignee: Everlight USA, Inc.Inventors: Wen-Jang Chen, Hong-Chang Huang
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Patent number: 7232895Abstract: The present invention relates to a disazo red reactive dyestuff containing quaternary ammonium group of the following formula (1): wherein R?, R?, m, n, Y1 and Y2 are defined the same as in the specification. The disazo red reactive dyestuff of the present invention has a good dye uptake while dyeing cellulose fibers, which satisfies the economical demand of high build up in the market.Type: GrantFiled: October 11, 2006Date of Patent: June 19, 2007Assignee: Everlight USA, Inc.Inventors: Wen-Jang Chen, Chien-Yu Chen, Chen-Lung Kao
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Patent number: 7098319Abstract: The present invention provides disazo reactive dyestuffs containing the quaternary group compounds of the general formula (1) wherein R, (W)0˜3, (W?)0˜3, Y1 and Y2 are defined the same as the specification. The dyes of the invention are distinguished by high fixation and a very good build-up. They are distinguished also by high washing off and a low nylon stain, and they have fiber-reactive properties and are very highly suitable for dyeing and printing of materials containing either cellulose fibers, such as cotton, synthetic cotton, hemp, and synthetic hemp, or amide containing fibers such as wool and nylon.Type: GrantFiled: March 25, 2005Date of Patent: August 29, 2006Assignee: Everlight USA, Inc.Inventors: Wen-Jang Chen, Chien-Yu Chen, Hsiao-San Chen
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Patent number: 7029503Abstract: The present invention provides a disazo compound which in a free acid form is represented by the formula (1) and which has high ability to dye cellulosic fibers and attains efficient dyeing with satisfactory reproducibility; and a method of dyeing cellulosic fibers with the compound. Also provided are: a reactive dye composition comprising a compound represented by the formula (1) and a specific red reactive dye and/or a specific blue reactive dye; and a method of dyeing cellulosic fibers with the composition. In the formula, R1 and R3 each represents hydrogen atom or methoxy group; R2 and R4 each represents hydrogen atom, methyl group, acetylamino group, ureido group, etc.; and m is 2 or 3.Type: GrantFiled: May 8, 2002Date of Patent: April 18, 2006Assignee: Nippon Kayaku Kabushiki KaishaInventors: Junji Odani, Eiichi Ogawa, Yasuo Shirasaki
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Publication number: 20040127692Abstract: A subject-matter of the disclosure is a novel composition for the dyeing of human keratinous fibres, for example, the hair, comprising a monocationic monoazo dye of formula (I) W1-N═N—W2-NW3-W4-W5, the dyeing processes employing it, the use of the dyes of formula (I) as direct dyes and the novel compounds of formula (I).Type: ApplicationFiled: September 10, 2003Publication date: July 1, 2004Inventors: Herve David, Nathalie Berteuil, Laurent Vidal
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Patent number: 6624291Abstract: Monoazo dyestuffs of the formula (1) wherein Y is vinyl or is ethyl which is substituted in the &bgr;-position by a substituent which can be eliminated by the action of an alkali, forming the vinyl group; M, X, are groups customary to dyestuffs, R1, R2 is hydrogen methyl, methoxy or sulfo; Q is cyanamido or is a group of the formula (a) or (b): A, B, D are hydrogen, optionally substituted C1-C6 alkyl or phenyl, or is alternately a group of the formula (a) or (b) wherein (a) is a cyclic ring system having a tertiary nitrogen of (b) is a cyclic having a quarternary nitrogen; n is 0 if Q is a group of the formula (a) and n is 1 if Q is a group of formula (b); W— is a halogenide or the equivalent of a divalent anionic group; The invention further relates to the method for preparing the dyestuff and use for dyeing.Type: GrantFiled: July 24, 2001Date of Patent: September 23, 2003Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventor: Ronald Pedemonte
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Patent number: 6518407Abstract: A novel reactive dye compound is disclosed. It comprises (a) at least one chromophore moiety; (b) at least one nitrogen-containing heterocycle; (c) a linking group to link each chromophore moiety to each nitrogen-containing heterocycle; characterised in that at least one nitrogen-containing heterocycle is substituted with at least one thio-derivative and at least one quaternized nitrogen derivative.Type: GrantFiled: February 13, 2001Date of Patent: February 11, 2003Assignee: The Procter & Gamble CompanyInventors: Earl David Brock, David Malcolm Lewis, Taher Iqbal Yousaf
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Patent number: 6359121Abstract: A reactive disazo dye of the formula (I) D1—Y—D2 wherein each of D1 and D2 is a chromophore of the formula (II) in which X is fluorine, chlorine or optionally substituted pyridinium, an SO3H is present in the 5-or 6-position of the naphthalene nucleus, n is 0 or 1, and Y is a bridging group or a sulphonic acid salt of the dye of formula (I). The dyes may be used for dyeing, printing or ink-jet printing, for example, of textile materials and paper and are particularly valuable for coloring cellulosic textile materials.Type: GrantFiled: January 31, 2001Date of Patent: March 19, 2002Assignee: BASF AktiengesellschaftInventors: Warren James Ebenezer, Donna Maria Mynett
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Patent number: 6350862Abstract: Reactive Dye compound having formula (I) wherein: D is a chromophore group; L is a linking moiety; Q is a quaternized nitrogen derivative; X and Y are independently selected from chlorine, bromine, fluorine or hydrogen; A is selected from halogen, preferably chlorine or fluorine; provided that at least one of X and Y is fluorine; A is selected from halogen, preferably chlorine or fluorine; and salts and esters thereof.Type: GrantFiled: October 2, 2000Date of Patent: February 26, 2002Assignee: The Procter & Gamble CompanyInventors: Earl David Brock, David Malcolm Lewis, Taher Iqbal Yousaf
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Patent number: 6191264Abstract: Reactive disazo dyes of the formula (1) wherein each R independently is RA or RB where RA is a group of the formula (2), RB is a group of the formula (3) in which R1, R2, R3, R4, R5 and R6 are as defined in the description and Y is a labile atom or group. The dyes may be used for dyeing, printing or ink-jet printing of textile materials, leather, paper, coated paper, hair or film.Type: GrantFiled: June 6, 2000Date of Patent: February 20, 2001Assignee: BASF AktiengesellschaftInventor: John Anthony Taylor
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Patent number: 6048969Abstract: Cationic sulfonic acid dyes of the formula I ##STR1## where the variables are as defined in the specification, are useful for the dyeing or printing of polymeric material.Type: GrantFiled: April 6, 1999Date of Patent: April 11, 2000Assignee: BASF AktiengesellschaftInventors: Gunter-Rudolf Schroder, Udo Mayer, Rainer Tresch
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Patent number: 6046311Abstract: Dyes containing a 5,6-difluoropyrimidin-4-yl radical as fiber-reactive group are useful for dyeing hydroxy- and/or carboxamido-containing material, including fiber material, for example cellulose fibers, wool and polyamide.Type: GrantFiled: March 19, 1998Date of Patent: April 4, 2000Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Wilfried Hansmann, Hermann Henk, Stefan Ehrenberg, Wolfram Reddig
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Patent number: 5998590Abstract: A flocculating dye reduces bleed between two inks when they are applied side by side. A first ink comprises the flocculating dye which flocculates the dispersant-pigment of the second ink.Type: GrantFiled: April 3, 1998Date of Patent: December 7, 1999Assignee: Lexmark International, Inc.Inventors: James F. Feeman, Jing X. Sun
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Patent number: 5990290Abstract: The present invention provides the blue dyestuffs of the following formula (I), ##STR1## wherein R.sub.1, R.sub.2, X, X.sub.1, X.sub.2, Y, and Z are defined in this document. These kinds of dyestuffs are suitable for dyeing and printing of materials containing either cellulose fibers, such as cotton, synthetic cotton, hemp, and synthetic hemp, or synthetic polyamide and polyurethane fibers, such as wool, silk, and nylon.Type: GrantFiled: December 4, 1998Date of Patent: November 23, 1999Assignee: Everlight USA, Inc.Inventors: Duncan Adrian Sidney Phillips, John Anthony Taylor, Yung-Chien Kao
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Patent number: 5962655Abstract: There is provided a monoazo compound which is useful as a reactive dye for dyeing or printing a fiber material in an orange to scarlet color; and intermediate compounds for producing the compound is provided; the monoazo compound being represented by the following formula (1): ##STR1## wherein m represents 0 or 1; R.sup.1 represents a hydrogen atom or a lower alkyl group; D represents a specific diazo component of benzene type having substitution of a fiber reactive group; B.sup.1 represents a direct bond or connecting group; Z.sup.1 represents an alkylcarbonyl group, phenylcarbonyl group or a fiber-reactive group of vinylsulfone, triazine or pirimidine type; a group represented by --NR.sup.1 -- bonds to 6-position or 7-position of a naphthalene ring;and the intermediate compounds being represented by the following formulae (A) or (B): ##STR2## wherein U represents a connecting group such as alkylene and the like, Y represents vinyl or --CH.sub.2 CH.sub.Type: GrantFiled: January 20, 1998Date of Patent: October 5, 1999Assignee: Sumitomo Chemical Company, LimitedInventors: Nobutaka Kunimi, Shigeru Sasaki, Kouji Toishi, Atsushi Inoue
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Patent number: 5929215Abstract: Compounds of Formula I ##STR1## wherein the substituents are as defined in the description, a process of manufacture thereof and a process of dyeing employing said compounds.Type: GrantFiled: July 7, 1998Date of Patent: July 27, 1999Assignee: Clariant Finance (BVI) LimitedInventor: Reinhard Pedrazzi
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Patent number: 5925745Abstract: A fiber-reactive dye corresponding to formula (1) ##STR1## in which: Fb is the radical of an azo dye, of a heavy metal complex azo dye, of a formazan dye, of a triphenodioxazine dye or of a phthalocyanine dye;U.sup.(+) is a permanent quaternary ammonium group;A.sup.(-) is a colorless anion, andR.sup.x, R.sub.4, G, Q and n are as defined in the specification, with the proviso that the dye contains at least one group of the vinylsulfone series, such as a group of the formula --SO.sub.2 Y, wherein Y is as defined in the specification, these dyes being capable of dyeing hydroxy- and/or carboxamido-containing fibres, such as cellulosic fibre and wool.Type: GrantFiled: May 11, 1998Date of Patent: July 20, 1999Assignee: Dystar, L.P.Inventors: Thomas S. Phillips, Ralph Svenningsen, Ronald P. Pedemonte
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Patent number: 5886159Abstract: A bisazo compound represented by the following general formula (I) or its salt is a useful fiber-reactive dye: ##STR1## where D is a phenyl or naphthyl group; B is a phenylene group, etc.; U is an aliphatic or aromatic linking group; Z is a vinyl group, etc.; and X and Y are a halogen atom, a pyridinio group, etc.Type: GrantFiled: August 18, 1997Date of Patent: March 23, 1999Assignee: Sumitomo Chemical Company, LimitedInventors: Nobutaka Kunimi, Kouji Toishi
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Patent number: 5847090Abstract: A monoazo compound useful for dyeing or printing a fiber material represented by the following general formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom or alkyl; U.sup.1 and U.sup.2 represent a group of the following general formula (U1), (U2) or (U3): ##STR2## wherein Y.sup.1, Y.sup.2 and Y.sup.3 represent --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 Z wherein Z represents a group which can be eliminated by the action of an alkali; and X.sup.1 and X.sup.2 represent halogeno, pyridinio or a group of the following general formula (X1), (X2), (X3) or (X4): ##STR3## or a salt thereof.Type: GrantFiled: June 4, 1997Date of Patent: December 8, 1998Assignee: Sumitomo Chemical Company, LimitedInventors: Nobutaka Kunimi, Atsushi Inoue, Toshiyuki Araki
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Patent number: 5834230Abstract: Substituted aminostyrylpyridinium salts are fluorescent dyes having advantageous characteristics when employed as viscosity probes for the measurement of viscosity in a liquid, especially in a very small volume, for example, in living cells.Type: GrantFiled: July 23, 1996Date of Patent: November 10, 1998Assignee: McGill UniversityInventors: Graham D. Darling, Seymour Heisler, deceased, Brent R. Stranix, Petra Turkewitsch, Barbara Wandelt
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Patent number: 5831040Abstract: Compounds of the formula ##STR1## are described in which the variables are as defined in the claims, which compounds are suitable for use as fiber-reactive dyestuffs for dyeing a wide range of fiber materials.Type: GrantFiled: June 11, 1997Date of Patent: November 3, 1998Assignee: Ciba Specialty Chemicals CorporationInventor: Hans Reichert
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Patent number: 5760193Abstract: Fiber-reactive azo dyes, processes for their preparation and their useAzo dyes of the formula (1) given and defined below are described, which dyes contain fiber-reactive groups and dye hydroxy- and/or carboxamido-containing materials, in particular fiber materials, such as cotton, wool and synthetic polyamide fibers, in shades of high color strength and good fastness properties. ##STR1## in which D is the radical of a diazo component from the benzene or naphthalene series, K is the radical of a coupling component of the formula (2) ##STR2## in which M is hydrogen or an alkali metal, a and b are each zero or 1, R.sup.1 and R.sup.2 are each hydrogen or substituted or unsubstituted alkyl, Y is attached to --NR.sup.1 -- or --NR.sup.Type: GrantFiled: November 15, 1996Date of Patent: June 2, 1998Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Werner Hubert Russ, Christian Schumacher, Wolfram Reddig
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Patent number: 5750661Abstract: Dyes of the formula ##STR1## where the ring A may be benzofused and R.sup.1 -R.sup.6 have the meaning defined in the specification, with the proviso that at least one quaternizable or quaternary group is present in the molecule; use of said dyes for dyeing or printing polymeric material, and novel amides of J-acid.Type: GrantFiled: August 30, 1996Date of Patent: May 12, 1998Assignee: BASF AktiengesellschaftInventors: Ulrike Schloesser, Udo Mayer
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Patent number: 5681937Abstract: Reactive dyes of the formula ##STR1## where n is 1 or 2R.sup.1 is hydrogen or hydroxyl andD is the radical of a diazo or tetrazo component with, in each case, at least one anchor radical of the formula SO.sub.2 --Y where Y is vinyl or substituted ethyl,and the use thereof for dyeing or printing organic substrates having hydroxyl groups or nitrogen atoms are described.Type: GrantFiled: March 26, 1996Date of Patent: October 28, 1997Assignee: BASF AktiengesellschaftInventors: Manfred Patsch, Heike Kilburg, Andrea Zamponi
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Patent number: 5677433Abstract: A compound of Formula (1) and salts thereof. ##STR1## wherein: A is optionally substituted phenyl;E is optionally substituted phenylene;R.sup.1 is H or optionally substituted alkyl;R.sup.2 is H or optionally substituted alkyl andR.sup.3 is H, optionally substituted alkyl, optionally substituted alkoxy or optionally substituted aryl, orR.sup.2 and R.sup.3 taken together with the N atom to which they, are attached from an optionally substituted piperidine or morpholine ring;Q is optionally substituted pyridinium; andm is 0 or 1.Type: GrantFiled: August 12, 1996Date of Patent: October 14, 1997Assignee: Zeneca LimitedInventor: John Anthony Taylor
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Patent number: 5625042Abstract: Novel reactive dyestuffs of the general formula ##STR1## in which A represents CH.dbd.CH, or CH.sub.2 --CH.sub.2 Z, in which Z denotes a substituent which can be split off under dyeing conditions,and in which the other groups have the meaning given in the description, show improved application properties.Type: GrantFiled: May 24, 1995Date of Patent: April 29, 1997Assignee: Bayer AktiengesellschaftInventors: Horst Jager, Joachim Wolff
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Patent number: 5623061Abstract: The invention relates to azo reactive dyes of the formula ##STR1## in which D denotes the radical of a diazo component of the benzene or naphthalene series,X denotes CH.dbd.CH.sub.2 or CH.sub.2 CH.sub.2 --Z, in which Z denotes a radical which can be eliminated under dyeing conditions, andin which the remaining substituents are as defined in the description.The dyes have improved applications-related properties.Type: GrantFiled: June 29, 1995Date of Patent: April 22, 1997Assignee: Bayer AktiengesellschaftInventors: Horst J ager, Joachim Wolff
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Patent number: 5616694Abstract: A compound of Formula (1) and salts thereof wherein the variables are as defined in the specification:Ar.sup.1 N.dbd.N-J-X-L-X-J-N.dbd.NAr.sup.2 (1)A compound of Formula (1) is suitable for use in the coloration of cellulosic substrates, such as paper, to give bright prints with good light and water fastness. It is especially suitable for use in the printing of paper by non-impact printing techniques, such as ink jet printing, especially thermal ink jet printing.Type: GrantFiled: July 12, 1995Date of Patent: April 1, 1997Assignee: Zeneca LimitedInventors: Ronald W. Kenyon, Prahalad M. Mistry
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Patent number: 5614613Abstract: A compound of the Formula (1) and salts thereof: ##STR1## wherein: R.sup.1 and R.sup.2 are each independently optionally substituted alkyl;R.sup.3 is H or optionally substituted alkyl;X is a labile atom or group;Y is a labile atom or group or a group of formula ##STR2## or --OR.sup.5 ; R.sup.4 is H or alkyl;R.sup.5 is H or optionally substituted alkyl or aryl; andm and n each independently have a value of 0 or 1.The compounds are useful for the coloration of textile materials.Type: GrantFiled: March 3, 1994Date of Patent: March 25, 1997Assignee: Zeneca LimitedInventor: John A. Taylor
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Patent number: 5571898Abstract: There are described dyes of the formula ##STR1## where the ring A may be benzofused, R.sup.1 is substituted or unsubstituted C.sub.1 -C.sub.13 -alkyl, substituted or unsubstituted phenyl, C.sub.1 -C.sub.8 -alkanoyl, substituted or unsubstituted benzoyl, substituted C.sub.2 -C.sub.4 -alkanoyl, or substituted diaminotriazinyl,R.sup.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl or R.sup.1 and R.sup.2 together with the nitrogen atom joining them together are a heterocyclic radical,R.sup.3 and R.sup.4 are each substituted or unsubstituted C.sub.1 -C.sub.13 -alkyl, substituted or unsubstituted C.sub.5 -C.sub.7 -cycloalkyl or substituted or unsubstituted piperidinyl and R.sup.3 may also be hydrogen,R.sup.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.2 -C.sub.5 -alkanoylamino, halogen, nitro, cyano, substituted or unsubstituted phenylazo, C.sub.2 -C.sub.4 -alkanoylamino substituted by a quaternizable or quaternary group, or C.sub.2 -C.sub.4 -alkoxy, C.sub.2 -C.sub.4 -alkoxycarbonyl or C.sub.2 -C.Type: GrantFiled: July 11, 1995Date of Patent: November 5, 1996Assignee: BASF AktiengesellschaftInventors: Ulrike Schloesser, Udo Mayer
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Patent number: 5541300Abstract: Trifunctional reactive dyestuffs of the formula ##STR1## a process for their preparation and their use, wherein D=the radical of a diazo component of the benzene or naphthalene series,K=the radical of a coupling component of the formula ##STR2## where the radical of the formula II and the azo group are linked to one another via the bond marked with *,X=a radical of the formula ##STR3## Z=a heterocyclic fibre-reactive radical which differs from X and the other substituents have the meaning given in the description.Type: GrantFiled: May 27, 1994Date of Patent: July 30, 1996Assignee: Bayer AktiengesellschaftInventors: Konrad Bootz, Eckhard Bock, Manfred Hoppe, Wolfram Reddig
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Patent number: 5498701Abstract: Basic sulpho group-containing disazo compounds which are metal-free, correspond to the formula ##STR1## in which the symbols are as defined in claim 1. These compounds, in form of their water-soluble salts, and preparations thereof are used for dyeing or printing cationically dyeable materials such as hydroxy group- or nitrogen-containing organic substrates of which textile material comprising natural or synthetic polyamide or natural or regenerated cellulose and especially cotton, leather and paper are preferred. Furthermore, they can be used for the preparation of inks in a conventional manner.Type: GrantFiled: December 22, 1994Date of Patent: March 12, 1996Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 5488098Abstract: A monoazo compound of the following formula, ##STR1## wherein D is phenylene or naphthylene; X is halogeno, pyridinio or ##STR2## B is --OR.sub.3, --SR.sub.4, ##STR3## in which R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each hydrogen, alkyl, phenyl, naphthyl or benzyl, r is 0 or 1, and E is O, SO, SO.sub.2, CH.sub.2 or NR.sub.8, in which R.sub.8 is hydrogen or C.sub.1 -C.sub.4 alkyl; R, R.sub.1, R.sub.2 and R.sub.7 are each hydrogen or alkyl; A.sub.1, A.sub.2 and A.sub.3 are each phenylene, naphthylene or alkylene; Z.sub.1, Z.sub.2 and Z.sub.3 are each --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Y, in which Y is a splittable group; and p is 0 or 1; which compound is useful for dyeing or printing fiber materials to obtain a product dyed or printed in a color superior in various fastness properties with superior build-up property.Type: GrantFiled: February 7, 1994Date of Patent: January 30, 1996Assignee: Sumitomo Chemical Company, LimitedInventors: Masayuki Miki, Kingo Akahori, Yutaka Kayane, Takeshi Washimi
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Patent number: 5473053Abstract: A compound of Formula (1) and salts thereof:Ar.sup.1 N.dbd.N--J--X--L--X--J--N.dbd.NAr.sup.2 (1)wherein: ##STR1## Ar.sup.1 and Ar.sup.2 are each independently aryl containing at least two carboxy groups; andL is a group of the Formula (3a) or (3b): ##STR2## in which T.sup.1 and T.sup.2 each independently is C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy or C.sub.3-4 -alkenyl;T.sup.3 and T.sup.4 each independently is H, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy or C.sub.3-4 -alkenyl provided that T.sup.3 and T.sup.4 are not both H;each X independently is a group of the Formula (4), (5) or (6): ##STR3## each Z independently is H, halogen, alkyl, NR.sup.1 R.sup.2, SR.sup.3 or 0R.sup.3 ;each Y independently is Z, SR.sup.4 or OR.sup.4 ;each E independently is Cl or CN; andR.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each as defined in the specification.A compound of Formula (1) is suitable for use in the coloration of cellulosic substrates, such as paper, to give bright prints with good light and water fastness.Type: GrantFiled: January 7, 1994Date of Patent: December 5, 1995Assignee: Zeneca LimitedInventors: Ronald W. Kenyon, Prahalad M. Mistry
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Patent number: 5420256Abstract: Reactive dyestuffs have the following formula ##STR1## in which D is the radical of an organic dyestuffB is a direct bond or a bridging member on a ring C atom of an aromatic-carbocyclic or on a ring C atom or N atom of an aromatic-heterocyclic ring in D,R.sub.a, R.sub.b, identical or different, are H, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkyl substituted by OH, CN, CO.sub.2 H, OSO.sub.3 H or SO.sub.3 H,U is Cl, F or a pyridinium radical which is unsubstituted or substituted by CO.sub.2 H, CONH.sub.2, SO.sub.3 H or C.sub.1 -C.sub.4 -alkyl,W is straight-chain or branched C.sub.1 -C.sub.6 -alkylene,Y is CH.dbd.CH.sub.2 or CH.sub.2 --CH.sub.2 --X, in whichX is a radical which can be eliminated by alkali,V is H, halogen, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.3 -alkyl, CN, COOH, CONH.sub.2, SO.sub.3 H.Type: GrantFiled: January 27, 1993Date of Patent: May 30, 1995Assignee: Bayer AktiengesellschaftInventors: Thomas Eizenhofer, Wolfgang Harms, Karl-Josef Herd
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Patent number: 5342927Abstract: Reactive dyestuffs of the formula ##STR1## in which X is ##STR2## and Z is a heterocyclic reactive group and the remaining groups have the meaning given in the description, are highly suitable for the dyeing and printing of hydroxyl- or amido-containing materials.Type: GrantFiled: July 21, 1992Date of Patent: August 30, 1994Assignee: Bayer AktiengesellschaftInventors: Wolfram Reddig, Karl-Josef Herd
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Patent number: 5328995Abstract: The compounds of the formula ##STR1## where the substituents are as defined in claim 1, are direct dyes for various substrates, in particular cellulosic fibre materials. They are high temperature resistant and therefore are particularly highly suitable for the one-bath, single-stage dyeing of polyester/cotton blend fabrics with a disperse dye for the polyester fibres under the dyeing conditions for polyester fibres.Type: GrantFiled: January 27, 1993Date of Patent: July 12, 1994Assignee: Ciba-Geigy CorporationInventors: Rudolf Schaulin, Urs Lauk
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Patent number: 5306813Abstract: A compound which, in the free acid form, is of Formula (1): ##STR1## wherein: D is optionally substituted phenyl or optionally substituted naphthyl;K is optionally substituted phenylene or optionally substituted naphthylene;R.sup.1 and R.sup.4 are each independently H or optionally substituted alkyl;R.sup.2 and R.sup.3 are each independently H or optionally substituted alkyl, provided at least one of R.sup.2 and R.sup.3 is optionally substituted alkyl;B is H, optionally substituted alkyl or optionally substituted each A is H or a substituent; andeachA is H or a substituent; andL is an optionally substituted divalent organic radical. The compound is useful as a reactive dye for textiles.Type: GrantFiled: January 22, 1993Date of Patent: April 26, 1994Assignee: Imperial Chemical Industries PLCInventors: Andrew H. M. Renfrew, John A. Taylor
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Patent number: 5292870Abstract: A compound which, in the free acid form, is of Formula (1): ##STR1## wherein: Z is vinyl, or an ethyl group having a substituent at the 2-position which is capable of being eliminated in the presence of alkali to give a vinyl group;D is substituted or unsubstituted phenylene or naphthylene;K is the residue of a coupling component;R.sup.1 is H, alkyl or substituted alkyl;R.sup.2 is alkyl or substituted alkyl;X is halo or quaternary ammonium; andL is substituted or unsubstituted phenylene.The compound is useful as a dye for the coloration of, for example, cotton, on which it has excellent build up, good fixation efficiency and good wash off properties.Type: GrantFiled: November 8, 1991Date of Patent: March 8, 1994Assignee: Imperial Chemical Industries PLCInventor: Kenneth Anderton
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Patent number: 5286854Abstract: Basic azo dyes useful for dyeing or printing polymeric material have the formula ##STR1## where R.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkanoylamino,R.sup.2 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or a radical of the formula CO-X, andX is hydroxyl, C.sub.1 -C.sub.4 -alkoxy, amino, mono- or di(C.sub.1 -C.sub.6 -alkyl)amino or a radical of the formula ##STR2## where n is 0 or 1,R.sup.3, R.sup.4 and R.sup.5 are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl,R.sup.6 is hydrogen or C.sub.1 -C.sub.4 -alkyl,L is C.sub.2 -C.sub.6 -alkylene, andAn.sup..crclbar. is one equivalent of an anion,with the proviso that at least one basic or quaternary radical is present in the molecule.Type: GrantFiled: December 30, 1992Date of Patent: February 15, 1994Assignee: BASF AktiengesellschaftInventors: Erwin Hahn, Heidi Hengelsberg, Udo Mayer
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Patent number: 5284939Abstract: There is described a process for the preparation of highly concentrated aqueous solutions of specific cationic azo dyes. The solutions are prepared by diazotising a diazo component in a solution which contains sulfuric acid, coupling the diazotised component to a coupling component, treating the resultant azo dye with a bicarbonate, and converting the dye bicarbonate with an organic acid into the dye salt of said acid.Type: GrantFiled: May 14, 1992Date of Patent: February 8, 1994Assignee: Ciba-Geigy CorporationInventors: Alex Nicopoulos, Hanspeter Birri, Gerhard Hanika
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Patent number: 5276148Abstract: Reactive dyes of the formula ##STR1## where n is 0 or 1,R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,A is unsubstituted or substituted C.sub.2 -C.sub.8 -alkylene,Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.2 --Q, whereQ is a group which can be eliminated under alkaline reaction conditions,D.sup.1 is phenyl or naphthyl, where these radicals may be substituted,D.sup.2 is phenylene or naphthylene, where these radicals may be substituted, andZ is a reactive radical,with the proviso thata) n is zero when D.sup.1 is substituted by unsubstituted or substituted phenylazo or by unsubstituted or substituted naphthylazo andb) the reactive radical Z is not devised from the triazine series when n is zero and D.sup.1 is dihydroxysulfonylphenyl or trihydroxysulfonylnaphthyl,are used for dyeing and printing organic substrates containing hydroxyl groups or nitrogen atoms.Type: GrantFiled: May 22, 1992Date of Patent: January 4, 1994Assignee: BASF AktiengesellschaftInventors: Bernd Siegel, Manfred Patsch
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Patent number: 5264560Abstract: Quaternized azo dyes whose diazo components are derived from a five-membered nitrogen-containing aromatic aminoheterocycle and whose coupling components are derived from the aniline series are prepared by reacting to corresponding neutral dye-bases with an alkylating agent in .gamma.-butyrolactone as inert diluent.Type: GrantFiled: July 17, 1992Date of Patent: November 23, 1993Assignee: BASF AktiengesellschaftInventors: Guenter Hansen, Johannes P. Dix, Helmut Reichelt, Clemens Grund
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Patent number: 5241054Abstract: The novel azo dyes of formula I as indicated in claim 1 are suitable for dyeing and printing, especially paper of all kinds.Type: GrantFiled: December 17, 1990Date of Patent: August 31, 1993Assignee: Ciba-Geigy CorporationInventor: Willy Stingelin
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Patent number: 5239063Abstract: Fiber reactive azo dyestuffs of the formula ##STR1## in which R=H or C.sub.1 -C.sub.6 alkyl, which can be substituted with OH, Hal, SO.sub.3 H or OSO.sub.3 H;Z=heterocyclic five or six membered ring;n, m=0, 1 or 2, wherein n+m=0, 1 or 2;Y=OH, OR, NR.sub.2 R.sub.3, OMe; andR.sub.2, R.sub.3, =H, R and R.sub.2, R.sub.3 and N can form a heterocyclic 5 or 6-membered ring.Type: GrantFiled: January 9, 1992Date of Patent: August 24, 1993Assignee: Bayer AktiengesellschaftInventors: Manfred Hoppe, Martin Michna, Karl-Josef Herd, Frank-Michael Stohr
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Patent number: 5202436Abstract: The new triphendioxazine dyestuffs of the formula ##STR1## in which the substituents have the meaning given in the description are suitable for the dyeing and printing of cellulose-containing and amido-containing materials.Type: GrantFiled: March 7, 1991Date of Patent: April 13, 1993Assignee: Bayer AktiengesellschaftInventor: Horst Jager