Quaternary Ammonium Group Containing Dye Patents (Class 8/547)
  • Patent number: 8257447
    Abstract: Compositions for treating keratin fibers comprising, in a cosmetically acceptable medium, at least one alkanolamine, at least one amino acid, and at least one cationic polymer. Also provided are methods of bleaching and/or coloring keratin fibers and multiple-compartment devices or kits for the implementation of these methods.
    Type: Grant
    Filed: December 17, 2008
    Date of Patent: September 4, 2012
    Assignee: L'Oreal S.A.
    Inventors: Frédéric Legrand, Jean-Marc Ascione
  • Publication number: 20120021362
    Abstract: A method of forming an image on a substrate, which comprises applying to the substrate an activatable colour forming compound wherein said activatable colour forming compound is initially unreactive but becomes reactive upon activation; activating said colour forming compound in the areas of the substrate where the image is to be formed, and, reacting the activated colour forming compound into its coloured form to produce an image. A substrate imaged using this method is also provided.
    Type: Application
    Filed: April 1, 2010
    Publication date: January 26, 2012
    Inventors: Anthony Jarvis, Martin Walker, Christopher Wyres, Tristan Phillips
  • Publication number: 20110214238
    Abstract: The present invention provides dye mixtures containing a dye of the formula (I) and a dye of the formulae (II) where Z is —CH?CH2 or —CH2CH2Z1 and Z1 is hydroxyl or an alkali-eliminable group; and M is hydrogen, an alkali metal or one equivalent of an alkaline earth metal. The invention also relates to a process for their preparation and their use.
    Type: Application
    Filed: March 3, 2010
    Publication date: September 8, 2011
    Applicant: DyStar LP/Color Solutions International
    Inventors: Ronald Pedemonte, Antonio Torrentera, Tiffany Chambers
  • Patent number: 7559956
    Abstract: A subject-matter of the present invention is the use, in the direct dyeing of keratinous fibers, of at least one direct dye and of a specific cationic hydrotropic agent of formula: in which X represents CH or N+R6 with R6 representing a C1-C10 alkyl, R1 represents either a hydrogen or a C1-C10 alkyl, if X represents N+R6, or (CH2)nN+R3R4R5 with R3, R4 and R5, which are identical or different, representing a C1-C10 alkyl and n representing an integer between 0 and 12, if X represents CH; R2 represents a C1-C4 alkyl; p has a value 0 or 1; the electrical neutrality of the compound being provided by a cosmetically acceptable anion or a mixture of cosmetically acceptable anions. The invention likewise relates to a dyeing composition comprising at least one dye and such a cationic hydrotrope and to colouring processes employing this dyeing composition.
    Type: Grant
    Filed: May 17, 2007
    Date of Patent: July 14, 2009
    Assignee: L'Oreal S.A.
    Inventors: Maxime De Boni, Alain Lagrange
  • Publication number: 20080127433
    Abstract: The present invention provides a reactive red dye composition comprising (A) 3% to 97% by weight of a reactive azo dye of the following formula (I), wherein W, D1 and D2 are defined the same as the specification; and (B) 97% to 3% by weight of a reactive azo dye of the following formula (II), wherein R, X, Z, D3 and D4 are defined the same as the specification. The reactive red dye composition of the present invention can be utilized to dye cellulose fibers. The cellulose fibers dyed by the reactive red dye composition obtain not only good build-up and level dyeing properties but also an excellent property of white discharging.
    Type: Application
    Filed: May 22, 2007
    Publication date: June 5, 2008
    Applicant: Everlight USA, Inc.
    Inventors: Bao-Kun Lai, Huei-Chin Huang, Cheng-Hsiang Hsu, Ya-Chi Tseng
  • Patent number: 7255718
    Abstract: The present invention relates to a composition for coloring keratin fibers and a method of use thereof. The coloring composition contains at least one phosphate-based tenside of a particular formula, at least one conditioning component, and at least one dye and/or dye precursor.
    Type: Grant
    Filed: March 22, 2000
    Date of Patent: August 14, 2007
    Assignee: Hans Schwarzkopf GmbH & Co. KG
    Inventors: Mustafa Akram, Wolfgang Wolff, Sandra Rohweder
  • Patent number: 7029503
    Abstract: 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: Grant
    Filed: May 8, 2002
    Date of Patent: April 18, 2006
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Junji Odani, Eiichi Ogawa, Yasuo Shirasaki
  • Patent number: 6864360
    Abstract: The present invention refers to trisazo dyes of the formula I or an alkali metal salt thereof; wherein: Ar1 is an optionally substituted arylene group; Ar2 is an optionally substituted aryl group; R1, R2, R3, R4, X1 and X2 are defined as given in claim 1; each of D1 and D2, independently, is a chromophore group of the formula ?wherein the variables are defined as given in claim 1, a process for their preparation and a process for colouring fibre material containing a group reactive with a reactive dye.
    Type: Grant
    Filed: July 21, 2001
    Date of Patent: March 8, 2005
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventor: Warren James Ebenezer
  • Patent number: 6762288
    Abstract: The present invention relates to reactive azo dyes of the formula (I) or an alkali metal salt thereof, wherein A is formula (i) or (ii) C is an optionally substituted aromatic or heteroaromatic residue; and R1, R2, B, D, Y, a, b, c, d and n are defined as given in claim 1, a process for preparing said dyes and a process for colouring fibre material, which comprises applying thereto said dyes.
    Type: Grant
    Filed: November 15, 2002
    Date of Patent: July 13, 2004
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventor: Warren James Ebenezer
  • Patent number: 6713613
    Abstract: A reactive dye compound comprising: (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 oxy- or thio-carbonyl derivative wherein the oxy- or thio-carbonyl derivative is selected from Y wherein Y is —A(CO)R* wherein A is selected from O or S and wherein R* is an organic residue which comprises at least one nucleophilic group, and salts thereof.
    Type: Grant
    Filed: November 8, 2001
    Date of Patent: March 30, 2004
    Assignee: North Carolina State University
    Inventors: David Malcolm Lewis, Wei Dong He, Taher Iqbal Yousaf, Gilles Yves Marie Fernand Genain
  • Patent number: 6692539
    Abstract: The invention relates to a composition useful for the oxidation dyeing of keratin fibers, in particular of human keratin fibers and more particularly the hair, containing, in a medium that is suitable for dyeing, at least one oxidation dye, at least one polyoxyalkylenated carboxylic acid ether or a salt thereof, at least one nonionic surfactant and at least one cationic or amphoteric polymer whose cationic charge density is greater than or equal to 2 meq/gram. The invention also relates to the dyeing devices and processes using the composition.
    Type: Grant
    Filed: December 20, 2002
    Date of Patent: February 17, 2004
    Assignee: L'Oreal
    Inventors: Patricia Desenne, Cecile Bebot, Florence Laurent
  • Patent number: 6518407
    Abstract: 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: Grant
    Filed: February 13, 2001
    Date of Patent: February 11, 2003
    Assignee: The Procter & Gamble Company
    Inventors: Earl David Brock, David Malcolm Lewis, Taher Iqbal Yousaf
  • Patent number: 6451071
    Abstract: This invention relates to colorants comprising organic chromophores, in particular reactive dyes, which comprise electrophilic reactive groups, and which are also covalently bonded to fatty amine moieties through amino linking groups. Such colorants provide excellent colorability and long-term stability, both within (or on) colored substrates and upon long-term storage. Such colorants exhibit particularly good coloring and stability within hydrocarbon compositions, such as fuels, mineral oil, and the like, and wax compositions, including candles, crayons, and the like. Methods of making such colorants as well as methods of coloring hydrocarbon and wax compositions are also contemplated within this invention.
    Type: Grant
    Filed: March 28, 2000
    Date of Patent: September 17, 2002
    Assignee: Milliken & Company
    Inventor: John D. Bruhnke
  • Patent number: 6287348
    Abstract: This invention relates to colorants comprising organic chromophores, in particular reactive dyes, which comprise electrophilic reactive groups, and which are also covalently bonded to fatty amine moieties through amino linking groups. Such colorants provide excellent colorability and long-term stability, both within (or on) colored substrates and upon long-term storage. Such colorants exhibit particularly good coloring and stability within hydrocarbon compositions, such as fuels, mineral oil, and the like, and wax compositions, including candles, crayons, and the like. Methods of making such colorants as well as methods of coloring hydrocarbon and wax compositions are also contemplated within this invention.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: September 11, 2001
    Assignee: Milliken & Company
    Inventor: John D. Bruhnke
  • Patent number: 5888274
    Abstract: A method is provided for specifying and altering the electrical properties of fibers and fabrics. This allows the prescription of filter media prepared from these constituents for consistently optimum or near optimum performance in the collection of particulate matter. The method may include the steps of determining the triboelectric properties of fabrics having other desirable filter media characteristics, modifying the triboelectric properties of these fabrics as needed to preferentially selected properties and utilizing, selectively, modified fabrics as the filter medium for optimally attracting gas entrained electrically charged particles to the surface of the filter. The modification of the triboelectric properties may be realized chemically or by dyeing the fibers and fabric.
    Type: Grant
    Filed: July 23, 1992
    Date of Patent: March 30, 1999
    Assignee: Edward R. Frederick
    Inventor: Edward R. Frederick
  • Patent number: 5882356
    Abstract: The fibrillation tendency of solvent-spun cellulose fiber is reduced by treating the previously dried fiber with a chemical reagent containing at least two functional groups which are reactive with cellulose and which are electrophilic carbon--carbon double bonds, particularly vinyl sulfone groups, or precursors thereof or electrophilic three-membered heterocyclic rings or precursors thereof. The chemical reagent is preferably colorless and is preferably applied to the fiber from aqueous solution. The fiber may be contained in a woven or knotted fabric.
    Type: Grant
    Filed: July 7, 1997
    Date of Patent: March 16, 1999
    Assignee: Courtaulds Fibres (Holdings) Limited
    Inventor: Christopher David Potter
  • Patent number: 5760193
    Abstract: 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: Grant
    Filed: November 15, 1996
    Date of Patent: June 2, 1998
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Werner Hubert Russ, Christian Schumacher, Wolfram Reddig
  • Patent number: 5735911
    Abstract: The invention relates to dye mixtures which contain dyes of the formulae ##STR1## and to dyes of the formula ##STR2## in which A.sub.1, A.sub.2, A.sub.3, B, B.sub.1, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, Z.sub.1, Z.sub.2, X.sub.1, X.sub.2 and X.sub.3 are as defined in claim 1.The dyes and dye mixtures are distinguished by generally good properties and produce dyeings and prints having good wet and light fastness properties.
    Type: Grant
    Filed: January 2, 1997
    Date of Patent: April 7, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 5677433
    Abstract: 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: Grant
    Filed: August 12, 1996
    Date of Patent: October 14, 1997
    Assignee: Zeneca Limited
    Inventor: John Anthony Taylor
  • Patent number: 5548071
    Abstract: The invention relates to compounds of the formula ##STR1## where the variables are each as defined in the claims. The compounds are suitable for use as dyes, in particular for dyeing and printing cellulose-containing fibre materials and produce dyeings and prints having good allround fastness properties.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: August 20, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Deitz, Athanassios Tzikas, Paul Herzig
  • Patent number: 5356444
    Abstract: A phthalocyanine reactive dyestuff mixture having an improved dyeing levelness and combination properties comprises at least one phthalocyanine vinylsulphonyl reactive dyestuff 1, at least one phthalocyanine fluorochloropyrimidinyl reactive dyestuff 2 and/or a phthalocyanine monochlorotriazinyl reactive dyestuff 3.
    Type: Grant
    Filed: October 26, 1993
    Date of Patent: October 18, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Max Schwarz, Joachim Wolff, Dietrich Hildebrand, Joachim Grutze, Manfred Hoppe, Josef-Walter Stawitz, Rolf Schulz
  • Patent number: 5356441
    Abstract: A reactive dye composition containing a reactive dye and a salt of polyoxyethylene substituted-phenyl ether ester produces excellent solubility in water and in an aqueous alkali solution and can be used to dye a fiber material uniformly.
    Type: Grant
    Filed: September 9, 1993
    Date of Patent: October 18, 1994
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takemi Tokieda, Naoki Harada, Shuhei Hashizume, Koiti Ishii, Nobuaki Kawamura, Tetsuya Miyamoto, Hiroyuki Suzuki, Shigeru Kawabata
  • Patent number: 4975094
    Abstract: Anthrapyridone compounds of the formula, ##STR1## wherein R.sub.1 is hydrogen, benzoyl, acetyl or alkyloxycarbonyl, R.sub.2 is hydrogen or alkyl, R.sub.3 is hydrogen, halogen, sulfo, phenoxy, phenylthio or alkoxy, R.sub.4 is hydrogen, halogen or sulfo, R.sub.5 and R.sub.6 are each hydrogen or alkyl, V is --O--, --S-- or ##STR2## in which R.sub.7 is hydrogen, acetyl or alkyl, B is phenylene or naphthylene, D is vinyl or --CH.sub.2 CH.sub.2 L such as --CH.sub.2 CH.sub.2 OSO.sub.3 H, A is a divalent group, and X is halogen, quaternary ammonium, pyridinio, amino or a ##STR3## like group, which are useful for dyeing or printing fiber materials with superior dyeing performance.
    Type: Grant
    Filed: August 7, 1989
    Date of Patent: December 4, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masayuki Miki, Kingo Akahori, Yutaka Kayane, Naoki Harada, Takashi Omura
  • Patent number: 4931065
    Abstract: Reactive dyeings on textile materials containing cellulose fibers are aftertreated with aqueous solutions of benzylated resins which are obtainable(a) by condensation of methylamine and epichlorohydrin or(b) by heating triethanolamine and/or triisopropanolamine in the presence of acidic catalystsand have been reacted with from 0.25 to 1 mole of benzyl chloride per mole of amine in the condensate.The dyed textile materials aftertreated in this manner possess good wet fastness.
    Type: Grant
    Filed: October 21, 1986
    Date of Patent: June 5, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulrich Baumgarte, Rolf Fikentscher, Sigismund Heimann, Heinrich Mertens, Siegfried Schneider, Michele Vescia
  • Patent number: 4881942
    Abstract: A process for the coloration of a union of polyester and cellulosic textile materials which comprises applying thereto a liquor or paste containing a disperse dye and a dye containing a cellulose reactive group having a quaternary nitrogen substituent, or the precursors of such a dye, and thereafter heating the textile material at such a temperature and for such a period as to fix the dye on the textile material, characterized in that the pH of the liquor or paste is from 5.8 to 8.0.
    Type: Grant
    Filed: July 7, 1988
    Date of Patent: November 21, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventor: Herbert G. Connor
  • Patent number: 4861344
    Abstract: Water-soluble azo compounds having useful fiber-reactive dye properties conforming to the general formula ##STR1## in which: A is phenylene which may be substituted or unsubstituted, or is a radical of the formula ##STR2## in which W is a direct bond or a radical of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R* denotes hydrogen, nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy;n is the number zero or 1;B is a radical of the formula ##STR3## where R is equal to carboxy or carbamoyl; M is hydrogen or an alkali metal; andK is one of five radicals described in the specification, each of which contains a fiber-reactive group.These azo compounds produce fast dyeings on carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers. On cellulose, fast dyeings are also obtained in a weakly acid to neutral medium, for example together with disperse dyes for dyeing a polyester fiber portion.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: August 29, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
  • Patent number: 4806127
    Abstract: Water-soluble disazo compounds conforming to the general formula (1) ##STR1## and their 1:1 copper complex compounds which possess useful fiber-reactive dye properties and are capable of dyeing carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers, in fast shades; wherein:D.sup.1 and D.sup.2 are each a phenylene, which may be substituted, or a naphthylene optionally substituted by sulfo; in the case of the copper complex compounds the ortho-position in D.sup.1 or D.sup.2 or in both being substituted by an oxy group complex-bonded to the copper, or D.sup.1 is a radical of the formula (2a), (2b) or (2c) ##STR2## or D.sup.2 is a radical which is the reverse of formulas (2a), (2b) or (2c), in whichR.sup.1 and R.sup.2 are each independently of the other hydrogen, nitro, sulfo, methyl, ethyl, methoxy or ethoxy;K.sup.1 is a radical of the formula (3a), (3b) or (3c) ##STR3## and K.sup.
    Type: Grant
    Filed: August 27, 1987
    Date of Patent: February 21, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
  • Patent number: 4693726
    Abstract: Process for dyeing cellulose fibers or cellulose blend fibers, which comprises dyeing the fibers mentioned with water-soluble reactive dyes which contain in the dye molecule at least once the structural element of the formula ##STR1## in which Y denotes a hydroxyl, hydroxymethyl, alkoxy C.sub.1 -C.sub.4, aldehyde, carboxamide, monoalkyl C.sub.1 -C.sub.4 -carboxamide, dialkyl C.sub.1 -C.sub.4 -carboxamide, monophenyl carboxamide, cyano, alkyl C.sub.1 -C.sub.4 -oxycarbonyl or sulfo group or a halogen atom, in an aqueous medium within the pH range 4-11.
    Type: Grant
    Filed: April 3, 1986
    Date of Patent: September 15, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Fritz Meininger, Peter Mischke, Gerd Konig, Hartmut Springer
  • Patent number: 4636224
    Abstract: A method of producing ammonium salts of sulfomethylated lignins suited for use as dyestuff and coal-water slurry additives comprising of the steps of ionizing the phenol component of a lignin material by-product of the black liquor of a kraft paper-making process in an alkaline liquid medium, methylolating the lignin material, lowering the pH of the liquid medium to an acid pH to precipitate the methylolated lignin material, washing the precipitated lignin material with water to remove inorganic salts and residual reactants therefrom, and sulfonating the washed, purified methylolated lignin material with an ammonium salt of a sulfur-oxygen containing compound in a liquid medium.The washed, purified methylolated lignin material is preferably sulfonated at an acid pH level to minimize the production of electrolytes when the lignin is to be used for dyeing at low pH. Lignin products produced by the method, as well as dye and coal-water slurry compositions containing such products are also disclosed.
    Type: Grant
    Filed: October 21, 1985
    Date of Patent: January 13, 1987
    Assignee: Westvaco Corporation
    Inventor: Peter Dilling
  • Patent number: 4634448
    Abstract: Disclosed herein is a method for dyeing of natural leathers by using a reactive dyestuff having at least one S-triazinyl group to which a substituent group having a quaternary nitrogen atom is bonded via the quaternary nitrogen atom without using any acid-binder, any substance releasing the acid-binder or any inorganic electrolyte, thereby obtaining the dyed natural leathers excellent in light fastness, alkaline-sweat and wet fastness.
    Type: Grant
    Filed: August 8, 1985
    Date of Patent: January 6, 1987
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Syohei Ajioka, Toshio Tanaka