Metallized Dye, Including Metallization During Dyeing (i.e., Including In Situ Forming Of Metallized Dye) Patents (Class 8/685)
  • Patent number: 8968610
    Abstract: The invention relates to a polymer composition which absorbs infrared radiation (IR), containing a transparent thermoplastic plastic, an inorganic infrared absorber, also referred to as IR absorber hereinbelow, at least one inorganic nano-scale pigment, and the combination of at least two organic coloring agents of a specific structure, and to the preparation and use of the polymer compositions according to the invention and to products produced therefrom.
    Type: Grant
    Filed: December 15, 2011
    Date of Patent: March 3, 2015
    Assignee: Bayer MaterialScience AG
    Inventors: Alexander Meyer, Gunther Stollwerck, Joerg Reichenauer
  • Patent number: 8911509
    Abstract: Reactive dye mixtures comprising at least one red dyeing dye and at least one blue, yellow, orange or brown dyeing dye and their use in methods for the dichromatic or trichromatic dyeing or printing of cellulosic fiber materials are described. The reactive dye mixtures yield dyeings or prints having good reproducibility and good all-round fastness properties.
    Type: Grant
    Filed: January 13, 2011
    Date of Patent: December 16, 2014
    Assignee: Huntsman International LLC
    Inventors: Athanassios Tzikas, Georg Roentgen, Marco Casartelli, Remo Codemo, Jean-Francois Landre
  • Patent number: 8641784
    Abstract: The present invention relates to organic coloring agents with a high color stability to weathering for thermoplastics. The invention furthermore relates to a polymer composition containing at least one thermoplastic and at least one organic coloring agent, preferably a combination of at least two organic coloring agents, of a specific structure. The invention moreover relates to the use of the coloring agents according to the invention for coloring polymer compositions, in particular for transparent formulations such as are required for the production of panes for use in buildings, motor vehicles and track vehicles or aircraft.
    Type: Grant
    Filed: December 15, 2011
    Date of Patent: February 4, 2014
    Assignee: Bayer MaterialScience AG
    Inventors: Alexander Meyer, Michael Wagner, Joerg Reichenauer
  • Patent number: 8556995
    Abstract: A composition comprising (a) a betaine of formula wherein R1 is a monovalent radical of an aliphatic C4-C30-hydrocarbon, R2 and R3 independently of one another represent C1-C12alkyl and X and Y independently of one another denote a bivalent radical of an aliphatic C1-C12-hydrocarbon, (b) a quaternary ammonium salt of formula (2) wherein R4 is a monovalent radical of an aliphatic C4-C30-hydrocarbon, R5, R6 and R7 independently of one another represent C1-C12alkyl, C5-C24aryl or C6-C30aralkyl, A? is halogenide, nitrate, hydrogensulfate or sulfonate, and (c) an alkoxylated fatty alcohol, is suitable as shade enhancer for the EL portion in PA/EL blends in the dyeing process using dark shade dyes.
    Type: Grant
    Filed: September 6, 2010
    Date of Patent: October 15, 2013
    Assignee: Huntsman International LLC
    Inventors: Hans Peter Haerri, Franz Gruener, Edvard Ham, Huiya Yuan, Xiaolong Lu
  • Patent number: 8349028
    Abstract: The present invention relates to a reactive printing dye composition, which includes: (a) at least one reactive dye; (b) an organic buffer; and (c) a mirabilite or a dispersant. The reactive printing dye composition of the present invention is capable for being used in the fabric-dyeing, for example, dyeing of cotton, hemp, silk, rayon, wool, blending, etc. The reactive printing dye composition of the present invention is advantageous in high pH value stability, high storage stability, and reduced degradation in dyeing strength. In addition, the present invention further provides an aqueous reactive printing dye composition.
    Type: Grant
    Filed: November 13, 2009
    Date of Patent: January 8, 2013
    Assignee: Everlight USA, Inc.
    Inventors: Wen-Chin Lin, Chien-Wen Lee
  • Patent number: 8216688
    Abstract: In a dyeing method of an aluminum-based member, a first color forming material is held in a hole of a first region of an anodized film, a second color forming material is held in holds of a second region that is smaller than the first region by diagonally spraying, When the second colored layer is formed, a gradation region is formed in a boundary with the first region and the second region, and the hole are closed.
    Type: Grant
    Filed: March 17, 2011
    Date of Patent: July 10, 2012
    Assignee: Corona Kogyo Corporation
    Inventor: Masao Yamaguchi
  • Patent number: 8083811
    Abstract: Dye mixtures, comprising at least one dye of formula and at least one dye from the group of formulae wherein the substituents are defined in the specification.
    Type: Grant
    Filed: October 30, 2007
    Date of Patent: December 27, 2011
    Assignee: Huntsman International LLC
    Inventors: Georg Roentgen, Athanassios Tzikas, Hubert Jean Luc Christnacher
  • Patent number: 7931939
    Abstract: In a dyeing method of an aluminum-based member, a first color forming material is held in a hole of a first region of an anodized film, a second color forming material is held in holds of a second region that is smaller than the first region by diagonally spraying, When the second colored layer is formed, a gradation region is formed in a boundary with the first region and the second region, and the hole are closed.
    Type: Grant
    Filed: December 29, 2008
    Date of Patent: April 26, 2011
    Assignee: Corona Kogyo Corporation
    Inventor: Masao Yamaguchi
  • Patent number: 7906632
    Abstract: The present invention relates to novel 1:2 chromium complex dyes, processes for their preparation and their use for dyeing or printing fibre materials containing hydroxyl groups or containing nitrogen. The present invention relates to a 1:2 chromium complex dye of formula (I) wherein all substituents are as defined in the claims, a process for their preparation and their use for dyeing or printing fiber materials containing hydroxyl groups or containing nitrogen.
    Type: Grant
    Filed: July 17, 2006
    Date of Patent: March 15, 2011
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Rainer Nusser
  • Patent number: 7887602
    Abstract: Reactive dyes of formula wherein the variables are defined herein.
    Type: Grant
    Filed: August 2, 2006
    Date of Patent: February 15, 2011
    Assignee: Huntsman International, LLC
    Inventors: Hubert Jean Luc Christnacher, Athanassios Tzikas, Georg Roentgen
  • Patent number: 7638610
    Abstract: A self-dispersible metal complex colorant is represented by formula 1, which has improved storage stability, may embody various colors and has improved fastness, such as light resistance, water resistance and the like: wherein each of A1 and A2 is independently a moiety which includes a substituted or unsubstituted C2-C30 alkenylene group having at least one double bond and is conjugated with an azo group; each of X1 and X2 is selected from the group consisting of a hydroxy group, a C1-C4 alkoxy group, a carboxyl group, and a substituted or unsubstituted amino group; M is a polyvalent transition metal; L is a neutral or anionic ligand; T is a mono- or poly-substituted hydrophilic functional group; n is an integer between 1 and 3; and J is a linker. The self-dispersible metal complex colorant may be used in various fields employing colors, such as fibers, foods, drugs, cosmetics, coatings, inks or ceramics.
    Type: Grant
    Filed: August 6, 2004
    Date of Patent: December 29, 2009
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Kyung-hoon Lee, Seung-min Ryu, Yeon-kyoung Jung
  • Publication number: 20090263630
    Abstract: The present invention relates to novel 1:2 chromium complex dyes, processes for their preparation and their use for dyeing or printing fibre materials containing hydroxyl groups or containing nitrogen. The present invention relates to a 1:2 chromium complex dye of formula (I) wherein all substituents are as defined in the claims, a process for their preparation and their use for dyeing or printing fiber materials containing hydroxyl groups or containing nitrogen.
    Type: Application
    Filed: July 17, 2006
    Publication date: October 22, 2009
    Inventor: Rainer Nusser
  • Patent number: 7604669
    Abstract: Dye mixtures, comprising at least one dye of formula and at least one dye from the group of formulae wherein B1, B2 and B3 are each independently of the others an organic bridging member, Q1 is C1-C4alkyl, halogen or a radical —SO2-Z, Q2 and Q3 are each independently of the other C1-C4alkoxy, Q4 is C1-C4alkoxy, C1-C4alkyl, halogen or sulfo Q5 is C1-C4alkoxy, C1-C4alkyl, C1-C4alkanoylamino, ureido, halogen or sulfo, R1, R2, R3, R4, R5, R6, R7, R8 and R9 are each independently of the others hydrogen or unsubstituted or substituted C1-C4alkyl, k and q are each independently of the other the number 0 or 1, n and p are each independently of the other the number 0, 1 or 2, m is the number 0, 1, 2 or 3, t is the number 1, 2 or 3, X1, X2, X3, X4, X5 and X6 are each independently of the others halogen, and T1, T2 and T3 are each independently of the others a non-fiber-reactive substituent or a fiber-reactive radical of formula wherein (R10)0-2 denotes from 0 to 2 identical or different substituents fr
    Type: Grant
    Filed: November 6, 2006
    Date of Patent: October 20, 2009
    Assignee: Huntsman International LLC
    Inventors: Jean-Marie Sire, Athanassios Tzikas, Georg Roentgen
  • Patent number: 7435270
    Abstract: A composition comprising (A) at least one nickel complex pigment and (B) at least one disperse dye of formula (1) or (2) wherein R1 is hydrogen, hydroxy or a radical —NHCO—R6 wherein R6 is C1-C6alkyl or unsubstituted or C1-C4alkyl- or halo-substituted phenyl, R2 is hydrogen, hydroxy or a radical W—R7 wherein W is —NHCO— or —S— and R7 is C1-C6alkyl or unsubstituted or C1-C4alkyl- or halo-substituted phenyl, R3 is hydrogen, R4 is hydrogen or hydroxy, R5 is hydrogen, or R3 and R4 together form the radical of formula wherein the rings A and B, independently of one another, may carry further substituents, R8 is hydrogen or —CO—C2-C6alkyl wherein the C2-C6alkyl radical may be substituted by carboxy, or a radical wherein R11 is hydrogen, C1-C4alkyl, hydroxy, carboxy or halogen, R12 is hydrogen, C1-C4alkyl or halogen and R13 is hydrogen or C2-C3alkyl or, when R10 is halogen, R13 may be methyl, R9 is hydrogen or halogen, R10 is hydrogen or halogen, and n is a number 0, 1 or 2, with the proviso that R9, R10, R11, R12,
    Type: Grant
    Filed: April 14, 2004
    Date of Patent: October 14, 2008
    Assignee: Huntsman International LLC
    Inventors: Jean Pierre Luttringer, Rainer Hildebrand
  • Patent number: 7429275
    Abstract: Disclosed herein is the use of at least one compound chosen from porphyrin compounds and phthalocyanin compounds for dyeing human keratin materials. Further, disclosed herein is a composition comprising, in a suitable dyeing medium, at least one compound from porphyrin compounds and phthalocyanin compounds as at least one direct dye, and also to a ready-to-use composition comprising this at least one direct dye. Furthermore, disclosed herein is a dyeing process using the composition or the ready-to-use composition, and also to a device for implementing this process. Finally, disclosed herein are phthalocyanin compounds.
    Type: Grant
    Filed: December 23, 2005
    Date of Patent: September 30, 2008
    Assignee: L'Oreal S.A.
    Inventors: Leila Hercouet, Alain Lagrange
  • Patent number: 7364597
    Abstract: A metal complex colorant represented by formula 1 may embody various colors and has improved fastness, such as light resistance, water resistance and the like: wherein each of A1 and A2 is independently a moiety which includes a substituted or unsubstituted C2-C30 alkenylene group having at least one double bond and is conjugated with an azo group; each of X1 and X2 is selected from the group consisting of a hydroxy group, a C1-C4 alkoxy group, a carboxyl group, and a substituted or unsubstituted amino group; M is a polyvalent transition metal; L is a neutral or anionic ligand; n is an integer from 1 to 3; and J is a linker. The metal complex colorant may be used in various fields employing colors, such as fibers, foods, drugs, cosmetics, coatings, inks or ceramics.
    Type: Grant
    Filed: August 6, 2004
    Date of Patent: April 29, 2008
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Yeon-kyoung Jung, Seung-min Ryu, Kyung-hoon Lee
  • Patent number: 7320713
    Abstract: A method of burning noble metals in high-pressure water using hydrogen and oxygen to produce noble metal micro-dispersion water in which super-fine noble metal particles are dispersed, and use the obtained noble metal micro-dispersion water to treat fiber products in order to provide high-function fiber products, typically clothes, which offer excellent health-promoting function and cleanliness-improving function.
    Type: Grant
    Filed: July 18, 2006
    Date of Patent: January 22, 2008
    Assignee: Phild Co., Ltd.
    Inventors: Yoshihiro Hirata, Yoshio Ueda, Hiroaki Takase, Kazuaki Suzuki
  • Patent number: 7220843
    Abstract: This invention relates to monoazo, disazo and trisazo colorants of the formula (I) where M represents two hydrogen atoms or one metal ion selected from the group consisting of Cu, Co, Ni, Mn, Zn and Al; A is the radical of a substituted naphthyl or pyrazolyl radical.
    Type: Grant
    Filed: March 31, 2004
    Date of Patent: May 22, 2007
    Assignee: Clariant Produkte (Deutschland) GmbH
    Inventors: Dominique Pflieger, Hans Joachim Metz
  • Patent number: 7157563
    Abstract: 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: Grant
    Filed: September 23, 2004
    Date of Patent: January 2, 2007
    Assignee: United Color Manufacturing, Inc.
    Inventor: Michael J. Smith
  • Patent number: 7156907
    Abstract: The present invention is drawn to multimeric dyes, ink-jet inks, and systems that can be used to print images having good water fastness and humid fastness, as well as good color characteristics. Specifically, a multimeric dye for ink-jet printing can comprise a first dye molecule chemically coupled to a second dye molecule through a linker group, wherein the multimeric dye is stable in the presence of interfering metals. These multimeric dyes can be used to form ink-jet inks and can be used in printing systems in accordance with embodiments of the present invention.
    Type: Grant
    Filed: October 22, 2003
    Date of Patent: January 2, 2007
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventor: Larrie A Deardurff
  • Patent number: 7004982
    Abstract: Use of pigments according to formula (I) wherein all substituents have the meanings as defined in claim 1 for dyeing semisynthetic or synthetic hydrophobic fiber materials in aqueous media as well as semisynthetic or synthetic hydrophobic fiber materials dyed with such pigments.
    Type: Grant
    Filed: January 14, 2002
    Date of Patent: February 28, 2006
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Helmut Sieber
  • Patent number: 7001437
    Abstract: Use of pigments according to formula (I) wherein the substituents have the meanings as defined in claim 1 for dyeing semisynthetic or synthetic hydrophobic fiber materials characterized in that the dyeing process takes place in aqueous media as well as semisynthetic or synthetic hydrophobic fiber materials dyed by such an use.
    Type: Grant
    Filed: January 21, 2002
    Date of Patent: February 21, 2006
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Helmut Sieber
  • Patent number: 6991676
    Abstract: The present invention is drawn to dye sets for formulating ink-jet ink sets, and to specific ink sets. The dye set can comprise cyan colorant including a phthalocyanine dye; magenta colorant including a copper- or nickel-containing azo dye; and yellow colorant including at least one of Yellow 1189 dye and Yellow 104 dye yellow colorant having the structure Formula 1: wherein R1 is H, SO3M, COOM, or SO2NH2; and wherein R2 is H, SO3M, COOM, or SO2NH2; and wherein R3 is H or CH3; and wherein n and m are 2, 3, 4, 5 or 6; and wherein M is H, Na, Li, K, ammonium, ammonium substituted with alkyl or combinations thereof. Optionally, a cyan triarylmethine dye such as Acid Blue 9, or another similar cyan dye, can be blended with the phthalocyanine dye; a rhodamine dye can be blended with the copper- or nickel-containing azo dye; and/or Acid Yellow 17 or Acid Yellow 23 can be blended with Formula 1.
    Type: Grant
    Filed: July 18, 2003
    Date of Patent: January 31, 2006
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Alexey S Kabalnov, Charles G. Dupuy, Luanne J. Rolly, Naomi Oak, Patricia A Wang
  • Patent number: 6984723
    Abstract: Use of the mono-copper complex of a dye of formula (1) wherein Z1, Z2, R1, R2, R3, R4, X, n and m are as defined in the claims, and mixtures thereof with the bis-copper complex of such a dye, for dyeing natural and synthetic material.
    Type: Grant
    Filed: December 19, 2001
    Date of Patent: January 10, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Adolf Käser
  • Patent number: 6930178
    Abstract: The present invention relates to novel 1:2 chromium complex dyes, processes for their preparation and their use for dyeing or printing fiber materials containing hydroxyl groups or containing nitrogen. The present invention relates to a 1:2 chromium complex dye of formula (I): wherein all substituents are as defined in the claims, a process for their preparation and their use for dyeing or printing fiber materials containing hydroxyl groups or containing nitrogen.
    Type: Grant
    Filed: September 26, 2002
    Date of Patent: August 16, 2005
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Rainer Nusser, Georg Schoefberger, Reinhard Pedrazzi
  • Patent number: 6852135
    Abstract: Dyes of the general formula (1): where M is hydrogen, alkali, ammonium or the equivalent of an alkaline earth metal ion, X is halogen, alkoxy or an N-containing heterocycle, Q is a grouping of the formula (e) where Y is vinyl or an alkali-eliminable grouping and W is alkyl which may be interrupted by an O or an NR group and the radicals R1 and R2 represent alkyl, alkoxy, alkylcarbonylamino, arylcarbonylamino, and also the radicals R3 and R4 are alkyl or hydrogen, their preparation and their use for dyeing and printing hydroxyl- and/or carboxamido-containing material, preferably fiber material.
    Type: Grant
    Filed: July 14, 2001
    Date of Patent: February 8, 2005
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Joachim Steckelberg, Hermann Henk
  • Patent number: 6802872
    Abstract: A hairdye composition containing a metallic compound such as AgNO3 and C3H5AgO3 is disclosed, in which the metallic compound is mixed with a cream type composition that can be applied to hair, thereby gradually coloring gray hair. To this end, AgNO3 is composed of 0.05˜10.0 wt % based on total weight and C3H5AgO3 is composed of 0.05˜10.0 wt % based on total weight.
    Type: Grant
    Filed: March 15, 2002
    Date of Patent: October 12, 2004
    Assignee: Dong Sung Pharmaceuticals, Co., Ltd.
    Inventors: Bong Lim Jo, Hyun Jin Jo, Hey Young Choi
  • Patent number: 6797014
    Abstract: Process for the production of dyed oxide layers on aluminum or aluminum alloys by dyeing in an aqueous dyebath, rinsing with water and sealing, in which the dyeing is carried out using at least one water-soluble anionic dye (A) which possesses at least one substituent and/or component combination with a ligand character that is capable of forming a nickel complex with nickel ions, and the sealing is carried out by cold sealing with at least one sealing agent preparation (B) containing nickel ions Ni2+ and fluoride ions F− and optionally hot secondary sealing with water, especially for achieving dyeings of improved light fastness.
    Type: Grant
    Filed: March 15, 2002
    Date of Patent: September 28, 2004
    Assignee: Clariant Finance Limited
    Inventors: Georg Schöfberger, Günther Tscheulin
  • Patent number: 6783560
    Abstract: A modified polyamide polymer having a high amino end group content, with more than 30 percent of the amino end groups being secondary or tertiary amine, dramatically improves the dye bleed performance. The modified polyamide may be prepared by polymerization of polyamide-forming monomers in the presence of a carboxylic acid and a hindered piperidine derivative in amounts sufficient to achieve the high amino end group content.
    Type: Grant
    Filed: October 16, 2002
    Date of Patent: August 31, 2004
    Assignee: Honeywell International, Inc.
    Inventors: Ulrike Breiner, Dean R. Gadoury, Harry Y. Hu, Theodore G. Karageorgiou
  • Patent number: 6764524
    Abstract: Asymmetrical 1:2 chromium complex dyes of formula (I), wherein X signifies —SO3M, —SO2NR1R2 or chlorine, Y signifies hydrogen, —SO3M or chlorine, R1 signifies hydrogen, C1-6alkyl, C2-3-hydroxyalkyl or a radical of formulae (a) or (b), R2 signifies hydrogen, C1-6alkyl or C2-3-hydroxyalkyl, or R1 and R2 together with the nitrogen atom to which they are attached, form a 5- or 6-membered saturated heterocycle, R3 signifies hydrogen, C1-2-alkyl, chlorine, —COOM or —SO3M, R4 signifies hydrogen, C1-2-alkyl, C1-2-alkoxy chlorine or —SO3M, n signifies from 0 to 3, M signifies in each case hydrogen or a nonhromophoric cation, and M+signifies hydrogen or a nonchromophoric cation, are useful for dyeing artificially produced oxide layers on aluminium or aluminium alloys, on which they produce grey dyeings in high color yield and hue reproducibility
    Type: Grant
    Filed: September 28, 2000
    Date of Patent: July 20, 2004
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Klaus Körte
  • Publication number: 20030177944
    Abstract: Compounds of the formula I 1
    Type: Application
    Filed: February 13, 2003
    Publication date: September 25, 2003
    Inventors: Klaus Kunde, Stefan Ehrenberg
  • Patent number: 6551364
    Abstract: Dye mixtures which comprise at least one 1:2 cobalt complex dye of the formazan compound of the formula in which X is substituted or unsubstituted C1-C8alkyl, phenyl, naphthyl, furyl or thienyl, R1 and R2 independently of one another are hydrogen or substituted or unsubstituted C1-C8alkyl, phenyl or naphthyl, m is a number from 1 to 4 and the rings I, II, III and IV may be further substituted, together with at least one anthraquinone dye of the formula (2) as defined in claim 1, or together with at least one 1:2 chromium or 1:2 cobalt complex dye of two identical or different azo compounds from the group comprising the compounds of the formulae (3), (4), (5) and (6) as defined in claim 1; and novel 1:2 cobalt complex formazan dyes. The dye mixtures are particularly suitable for dyeing or printing natural and synthetic polyamide fiber materials, dyeings or prints having good fastnesses being obtained.
    Type: Grant
    Filed: February 22, 2001
    Date of Patent: April 22, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Lehmann, Marcel Frick
  • Patent number: 6521032
    Abstract: Inks comprising a dye of formula (1) wherein X is hydroxy, unsubstituted or hydroxy-substituted C1-C4alkyl, vinyl or a radical —CH2—CH2—Z, wherein Z is a group removable under alkaline conditions or is C1-C24alkoxy unsubstituted or substituted in the alkyl moiety, which may further be interrupted in the alkyl moiety by oxygen; phenoxy unsubstituted or substituted in the phenyl ring; C1-C4alkylthio unsubstituted or substituted in the alkyl moiety; phenylthio unsubstituted or substituted in the phenyl ring; amino; N-mono- or N,N-di-C1-C24alkylamino unsubstituted or substituted in the alkyl moiety, which may further be interrupted in the alkyl moiety by oxygen or by a radical —NR1— in which R1 is hydrogen or unsubstituted or further substituted C1-C4alkyl; C10-C20terpeneamino; C5-C7cycloalkylamino unsubstituted or substituted in the cycloalkyl ring; phenyl- or naphthyl-amino or N—C1-C4alkyl-N-phenyl- or N—C1-C4alkyl-N-naphthyl-amino unsubstituted or su
    Type: Grant
    Filed: September 25, 2000
    Date of Patent: February 18, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Lehmann, Marcel Frick
  • Patent number: 6506221
    Abstract: The invention relates to a process for the preparation of a purified version of a solvent-soluble dyestuff, comprising the steps of (a) mixing an aqueous presscake of the dyestuff into a water-miscible liquid; and (b) distilling off the water until a water content of 5% by weight maximum is attained; and (c) filtering the dyestuff composition comprising solvent-soluble dyestuff and water-miscible liquid, thereby removing all insoluble contaminants and (d) diluting the dyestuff composition comprising solvent-soluble dyestuff and water-miscible organic solvent in de-ionized water, thereby performing the precipitation of the solvent-soluble dyestuff which is then isolated after filtration and washing with de-ionized water This ink jet grade version has the important advantage of being virtually salt-free and solvent-free.
    Type: Grant
    Filed: June 2, 2000
    Date of Patent: January 14, 2003
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Hans Tobias Macholdt, Dominique Pflieger
  • Patent number: 6497731
    Abstract: Polyamide-6 articles exhibit dramatically improved dye bleed and perspiration performance characteristics, as well as reduced color change of fluorescent dyed polyamide-6. These improvements are achieved according to the present invention by modifying conventional dyeing and aftertreatment conditions. That is, conventional temperatures used for dyeing and the aftertreatment of polyamide-6 yarns are typically about 100° C. and 77° C., respectively. In contrast, the dyeing and aftertreatment procedures of this invention are carried out at about 80° C. or lower, and about 5° C. or lower, respectively. Bath ratios of between about 15:1 to about 20:1 are employed with the polyamide-6 article being retained in the bath sufficient to achieve about 75% dye uptake.
    Type: Grant
    Filed: June 12, 2002
    Date of Patent: December 24, 2002
    Assignee: BASF Corporation
    Inventors: Natacha Berthelon, Dean R. Gadoury, Theodore G. Karageorgiou
  • Patent number: 6495660
    Abstract: A process for making a polyamide substrate characterized by enhanced breaking strength and fade resistance is disclosed. The process features the steps of treating a polyamide substrate, preferably a nylon 6 substrate having a hindered amine light stabilizer chemically bound thereto, with an effective amount of an ultraviolet inhibitor, an antioxidant and optionally, a dye, in the presence of a swelling agent for the polyamide that is also a solvent for the ultraviolet inhibitor and the antioxidant to impart high breaking strength to the substrate. A life preserver or other type of buoyancy device may be made from the process. A polyamide fabric comprising a dye, an ultraviolet inhibitor and an antioxidant also is disclosed. When a polyamide fiber of the present invention is exposed to sunlight, the useful life of the fiber is greatly increased compared to untreated polyamide fiber.
    Type: Grant
    Filed: May 23, 2001
    Date of Patent: December 17, 2002
    Assignee: Honeywell International Inc
    Inventor: Donald Ray Long
  • 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: 6448385
    Abstract: The invention relates to a process for preparing metal complexes of polyvalent metal ions with azo compounds of formula (I) or tautomeric structures, in which R and R′ are —OH, —NH2, —NH—CN, aryl-amino, acylamino, or p-chlorophenyl, and R1 and R1′ are independently —OH or —NH2, that intercalate an intercalate by (1) stirring an aqueous dispersion of an alkali metal salt of the azo compound with the polyvalent metal salt at 10 to 35° C., (2) admixing an aqueous solution, dispersion, or emulsion of the intercalate, (3) passing the mixture through a reaction zone at 85 to 140° C., while regulating the pH so that the product dispersion leaving the reaction zone has a pH of 0.5 to 3, (4) adjusting the pH of the mixture to at least pH 5, and (5) isolating the intercalated metal complex.
    Type: Grant
    Filed: March 30, 2001
    Date of Patent: September 10, 2002
    Assignee: Bayer Aktiengesellchaft
    Inventors: Udo Herrmann, Lothar Weismantel, Frank Linke, Ronald Göbel, Bernhard Krumbach, Wolfgang Frank
  • Patent number: 6428582
    Abstract: Dye mixtures which comprise at least one 1:2 cobalt complex dye of the formazan compound of the formula in which X is substituted or unsubstituted C1-C8alkyl, phenyl, naphthyl, furyl or thienyl, R1 and R2 independently of one another are hydrogen or substituted or unsubstituted C1-C8alkyl, phenyl or naphthyl, m is a number from 1 to 4 and the rings I, II, III and IV may be further substituted, together with at least one anthraquinone dye of the formula (2) as defined in claim 1, or together with at least one 1:2 chromium or 1:2 cobalt complex dye of two identical or different azo compounds from the group comprising the compounds of the formulae (3), (4), (5) and (6) as defined in claim 1; and novel 1:2 cobalt complex formazan dyes. The dye mixtures are particularly suitable for dyeing or printing natural and synthetic polyamide fiber materials, dyeings or prints having good fastnesses being obtained.
    Type: Grant
    Filed: January 29, 1996
    Date of Patent: August 6, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Lehmann, Marcel Frick
  • Patent number: 6398822
    Abstract: Packaged hair coloring composition comprising a stable aqueous hair coloring composition comprising a compound of formula (I): wherein the variables are each as defined in the claims. The packaged hair coloring compositions of the present invention provide improved wash fastness of dye on hair, less color fade over time, improved consumer acceptance in terms of providing a single packaged hair dye composition and improved product stability.
    Type: Grant
    Filed: December 18, 2000
    Date of Patent: June 4, 2002
    Assignee: The Proctor & Gamble Company
    Inventors: Earl David Brock, Heather Holden Harper, Taher Iqbal Yousaf
  • Patent number: 6309427
    Abstract: 1:2 chromium complex dyes of the formula in which R signifies C1-9-alkyl or a radical of the formula R1 signifies C1-4-alkyl, —COOM, —COOR5 or —CONH2, R2 signifies hydrogen or —SO3M, R3 signifies hydrogen, methyl or methoxy, R4 signifies hydrogen, methyl, methoxy or chloro, n signifies from 0 to 3, M signifies hydrogen or a non-chromophoric cation and Kat+ signifies hydrogen or a non-chromophoric cation are suitable for dyeing artificially produced oxide layers on aluminium or aluminium alloys and so give highly lightfast dyeings in orange shades.
    Type: Grant
    Filed: December 14, 1999
    Date of Patent: October 30, 2001
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Klaus Körte
  • 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: 6281338
    Abstract: Mono- or dipotassium salts of azo compounds conforming to the formula (I) or one of its tautomeric structures where R and R′ are independently OH, NH2, NH—CN, acylamino or arylamino and R1 and R1′are independently —OH or —NH2, and also their hydrates.
    Type: Grant
    Filed: September 19, 2000
    Date of Patent: August 28, 2001
    Assignee: Bayer Aktiengesellschaft
    Inventors: Richard Sommer, Frank Linke, Udo Herrmann
  • Patent number: 6254671
    Abstract: In one embodiment, the present invention relates to a green shade yellow pigment composition comprising a compound having the formula: wherein R1 and R2 are independently hydrogen, halogen, an alkyl group having 1 to about 4 carbon atoms, an alkoxy group having 1 to about 4 carbon atoms, an alkoxycarbonyl group having 1 to about 6 carbon atoms, nitro, cyano, phenoxy or trifluoromethyl; and M2+ is a divalent metal. The green shade yellow pigment composition is suitable for use in plastics, paints, inks, electrostatic toners, powder coatings, and paper.
    Type: Grant
    Filed: November 15, 1999
    Date of Patent: July 3, 2001
    Assignee: Engelhard Corporation
    Inventor: Byron G. Hays
  • Patent number: 6235064
    Abstract: A dye-containing polarizing film having neutral color which comprises at least one disazo dye represented by the formula (I) in the form of the free acid wherein Me is a transition metal selected from copper, nickel, zinc and iron, A1 is phenyl or naphthyl which may be substituted or substituted. B1 is 1-naphthol or 2-naphthol residue which may be unsubstituted or substituted and in which its hydroxy group is adjacent to the azo group and is linked with the transition metal Me to form the complex, and R1 is a lower alkoxy; and at least two of other specific dyes, and the film causes no light to break through the film at dark state within the visible radiation wavelength region and is excellent in the polarizing activities as well as the durability to water and heat.
    Type: Grant
    Filed: May 26, 1994
    Date of Patent: May 22, 2001
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazuya Ogino, Narutoshi Hayashi, Setsuko Yamamoto, Takashi Omura
  • Patent number: 6221114
    Abstract: Dye salts which are free from fiber-reactive radicals and have the formula where Chr is an (m+n)-valent radical of a chromophore from the series of the metal-free or metal-containing phthalocyanines, of the quinacridones, of the mono-, dis- or polyazo dyes, of the anthraquinones or copper formazans, Ar is phenyl or naphthyl each of which is unsubstituted or substituted, x⊕ is a metal cation or ammonium ion, y⊕ is a proton, metal cation or ammonium ion, m is 1 to 6 and n is 1 to 6, the sum of m and n being not more than 7, are used in methods of dyeing or printing polymeric material and in dye preparations.
    Type: Grant
    Filed: September 17, 1999
    Date of Patent: April 24, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Würthner, Rüdiger Sens, Günther Seybold, Karl-Heinz Etzbach
  • Patent number: 6210448
    Abstract: 1:2 chromium complex dyes of the formula: in which R signifies C1-9-alkyl or a radical of the formula: R1 signifies C1-4-alkyl, R2 signifies hydrogen or —SO3M, R3 signifies hydrogen, methyl or methoxy, R4 signifies hydrogen, methyl, methoxy or chloro, n signifies from 0 to 3, M signifies hydrogen or a non-chromophoric cation and Kat+signifies hydrogen or a non-chromophoric cation, are suitable for dyeing artificially produced oxide layers on aluminium or aluminium alloys and so give rise to highly lightfast dyeings in yellow shades.
    Type: Grant
    Filed: November 24, 1999
    Date of Patent: April 3, 2001
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Klaus Körte
  • Patent number: 6200354
    Abstract: A method of dyeing cellulosic fibers or fabrics using pre-metallized acid dye by pretreating the fabric with a cationic agent having a plurality of cationic centers and optionally after treating the dyed material with a cationic polymer is disclosed. The cationic polymer is desirably a polyquaternary amine material especially a poly(DADMAC) or polyvinylpyridine. Material dyed by the method has a “washed out” appearance similar to fabrics dyed using the “Jarofast” process, but the availability of a wide range of pre-metallized dyes gives a wider color range, and the method enables a wider range of substrates to be dyed successfully, including lyocell fiber materials e.g. those sold under Courtauld's trademark “Tencel” and blend/union materials with polyamides, easier processing and superior wash and light fastness.
    Type: Grant
    Filed: August 23, 1999
    Date of Patent: March 13, 2001
    Assignee: Imperial Chemical Industries PLC
    Inventors: Geoffrey William Collins, Stephen Martin Burkinshaw, Roy Gordon
  • Patent number: 6200355
    Abstract: Methods for the deep shade dyeing of melamine fiber-containing textile articles include bringing an undyed melamine fiber-containing textile article into contact with a dye bath containing a dyestuff and an acid donor at a pH of greater than about 6.0 and an elevated dyeing temperature greater than about 100° C. for a time sufficient to dye the textile article with minimal loss of melamine fibers due to acid hydrolysis. Most preferably, the textile article or articles to be dyed is placed into the dye bath at ambient temperature, and thereafter the dye bath containing the textile article or articles to be dyed is heated to the elevated dyeing temperature, for example, at a rate of between about 0.5 to about 2.0° C. per minute. Suitable dyes include non-complexed acid dyes or acid dyes complexed with a metal (e.g., iron, cobalt, copper, aluminum or any transition metal). Suitable acid donors include butyrolactones, ethylene glycol monoformates and ethylene glycol diformates.
    Type: Grant
    Filed: December 21, 1999
    Date of Patent: March 13, 2001
    Assignee: BASF Corporation
    Inventor: Dean R. Gadoury
  • Patent number: 6171348
    Abstract: A dyestuff mixture containing one or more copper formazan dyestuffs of the formula (1), one or more disazo dyestuffs of the formula (2) and one or two monoazo dyestuffs of the formula (3)
    Type: Grant
    Filed: September 25, 1997
    Date of Patent: January 9, 2001
    Assignee: DyStar Textilfarben GmbH
    Inventors: Werner Hubert Russ, Andreas Von Der Eltz, Bengt-Thomas Gröbel, Daniele Negri