Anilino Group On The Anthraquinone Nucleus Patents (Class 8/679)
  • Patent number: 8142520
    Abstract: The present invention concerns dyes of the general formula I where X and Y represent hydrogen, bromine or chlorine, but not simultaneously hydrogen; R represents F, Cl, Br, COOR1 or CF3; R? represents H or F; R1 represents C1-C6-alkyl; and one of W1 and W2 represents hydroxyl and the other nitro and Y is always ortho to the hydroxyl group; but not compounds in which R represents Cl attached to the phenyl nucleus in a is position ortho to the NH group nor compounds in which W1 represents nitro, W2 represents hydroxyl, Y represents hydrogen, X represents chlorine and R represents bromine attached to the phenyl nucleus in a position meta to the NH group, mixtures with further dyes, and also their preparation and use.
    Type: Grant
    Filed: August 24, 2007
    Date of Patent: March 27, 2012
    Assignee: DyStar Colours Deutschland GmbH
    Inventors: Hartwig Jordan, Andreas Endres
  • Patent number: 7179308
    Abstract: This invention pertains to certain novel colorant compounds containing one or more ethylenically-unsaturated, photopolymerizable radicals that may be copolymerized (or cured) with ethylenically-unsaturated monomers to produce colored compositions such as colored acrylic polymers. Suitable compositions having the present colorants copolymerized therein include, e.g., polymers produced from acrylate and methacrylate esters, colored polystyrenes, and similar colored polymeric materials derived from other ethylenically-unsaturated monomers. The present invention also pertains to processes for preparing the photopolymerizable colorant compounds. The ethylenically unsaturated colorant compounds may be suitable for use in coatings that are applied to wood, glass, metal, thermoplastics and the like.
    Type: Grant
    Filed: August 31, 2006
    Date of Patent: February 20, 2007
    Assignee: Eastman Chemical Company
    Inventors: Jason Clay Pearson, Max Allen Weaver, Jean Carroll Fleischer, Greg Alan King
  • Patent number: 7172634
    Abstract: This invention pertains to certain novel colorant compounds containing one or more ethylenically-unsaturated, photopolymerizable radicals that may be copolymerized (or cured) with ethylenically-unsaturated monomers to produce colored compositions such as colored acrylic polymers. Suitable compositions having the present colorants copolymerized therein include, e.g., polymers produced from acrylate and methacrylate esters, colored polystyrenes, and similar colored polymeric materials derived from other ethylenically-unsaturated monomers. The present invention also pertains to processes for preparing the photopolymerizable colorant compounds. The ethylenically unsaturated colorant compounds may be suitable for use in coatings that are applied to wood, glass, metal, thermoplastics and the like.
    Type: Grant
    Filed: August 25, 2003
    Date of Patent: February 6, 2007
    Assignee: Eastman Chemical Company
    Inventors: Jason Clay Pearson, Max Allen Weaver, Jean Carroll Fleischer, Greg Alan King
  • Publication number: 20040152814
    Abstract: Disclosed herein is a method for producing a 1-[4-(biphenyl-4-carbonyl)]phenylaminoanthraquinone colorant composition where the method comprises: reacting 4-halobenzoic acid with about 1 mole to about 4 moles of a halogenating agent per mole of said 4-halobenzoic acid to form a 4-halobenzoyl halide composition; reacting in the presence of a first catalyst composition, said 4-halobenzoyl halide composition with biphenyl, in a solvent, to form a 1-[4-(biphenyl-4-carbonyl)]halobenzene composition; and reacting in the presence of a second catalyst composition and an acid scavenger, said 1-[4-(4-phenylbenzoyl)]halobenzene composition with a 1-aminoanthraquinone, in a reaction medium comprising a dipolar aprotic solvent, to form said 1-[4-(biphenyl-4-carbonyl)]phenylaminoanthraquinone colorant composition.
    Type: Application
    Filed: January 15, 2004
    Publication date: August 5, 2004
    Inventors: Arun Nandkishor Dixit, Adil Minoo Dhalla
  • Publication number: 20030110581
    Abstract: Blue colorants comprising a chromophore having at least one poly(oxyalkylene) chain attached to the 1-position, the 4-position, or both, through aromatic amino group or groups, of an anthraquinone backbone are provided. Such colorants exhibit excellent amine/base stability and thermal stability, effective colorations, excellent low extraction rates, and high lightfastness levels, particularly when incorporated within certain media and/or on the surface of certain substrates, particularly polyesters, polyolefins, and polyurethanes. The poly(oxyalkylene) chain or chains can be conveniently tailored to increase the solubility or compatibility in different solvents or resins thereby permitting the introduction of such excellent coloring chromophores within diverse media and/or or diverse substrates as well as provides a liquid colorant which facilitates handling. Compositions and articles comprising such colorants are provided as well as methods for producing such inventive colorants.
    Type: Application
    Filed: October 12, 2001
    Publication date: June 19, 2003
    Inventor: Jusong Xia
  • Patent number: 6187057
    Abstract: The invention discloses a capillary dyeing composition comprising at least one direct dye, characterised in that it further contains a cross-linked polymer with acrylic and/or acrylate units and with acrylamide units. The invention also discloses the use of a cross-linked polymer with acrylic and/or acrylate units and with acrylamide units, in or for the production of a dyeing composition containing at least one direct dye, to improve the tinctorial power of the said composition, particularly after storage at below about 10° C., and particularly at about 4° C. The invention also discloses a method for preserving the tinctorial power, in particular after storage at a temperature below about 10° C., of a dyeing composition containing at least one direct dye, characterised in that an effective amount of the said cross-linked polymer is added to the composition.
    Type: Grant
    Filed: May 20, 1998
    Date of Patent: February 13, 2001
    Assignee: L'Oreal
    Inventor: Mireille Maubru
  • Patent number: 6090165
    Abstract: Dye mixtures which contain a dye of the formula ##STR1## together with a dye of the formula ##STR2## in which M.sup.+ in the dyes of the formulae (1) and (2) are ammonium cations ##STR3## which are identical to or different from one another, of an amine of the formula ##STR4## where R.sub.1 and R.sub.2 independently of one another are hydrogen, C.sub.1 --C.sub.6 alkyl or C.sub.2 --C.sub.6 alkyl substituted by hydroxyl or amino and, if appropriate, interrupted by an oxygen atom, and R.sub.3 is C.sub.2 --C.sub.6 alkyl substituted by hydroxyl or amino and, if appropriate, interrupted by an oxygen atom, afford dyeings having good fastnesses on nitrogen-containing or hydroxyl group-containing fibre materials.
    Type: Grant
    Filed: February 10, 1998
    Date of Patent: July 18, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Roger Lacroix
  • Patent number: 6033445
    Abstract: Concentrated aqueous dye solutions, which comprise 5 to 50% by weight of at least one dye of formula (1) ##STR1## wherein X and Y are each independently of the other hydrogen or C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, and Z is C.sub.2 -C.sub.6 alkanoylamino or C.sub.2 -C.sub.4 hydroxyalkylsulfamoyl,M.sup.+ is the ammonium cation ##STR2## of an amine of formula ##STR3## wherein R.sub.1 and R.sub.2 are each independently of the other hydrogen, C.sub.1 -C.sub.6 alkyl, or hydroxy- or amino-substituted C.sub.2 -C.sub.6 alkyl which may be interrupted by an oxygen atom, and R.sub.3 is hydroxy- or amino-substituted C.sub.2 -C.sub.6 alkyl which may be interrupted by an oxygen atom, with the proviso that R.sub.1, R.sub.2 and R.sub.3 are not a radical of formula --CH.sub.2 --CH(OH)--CH.sub.
    Type: Grant
    Filed: December 9, 1998
    Date of Patent: March 7, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Roger Lacroix, Jean-Marie Adam
  • Patent number: 6030420
    Abstract: The invention relates to dye mixtures comprising at least one dye of formula (1) ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy and R.sub.2 is hydrogen or C.sub.1 -C.sub.4 alkyl, together with at least one dye of formula (2) ##STR2## wherein R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, R.sub.4 is hydrogen or C.sub.1 -C.sub.4 alkyl and R.sub.5 is C.sub.2 -C.sub.6 alkyl uninterrupted or interrupted by oxygen, with the proviso that R.sub.1 is not methyl when R.sub.2, R.sub.3 and R.sub.4 are hydrogen and R.sub.5 is ethyl.The dye mixtures are suitable for dyeing or printing natural or synthetic polyamide fibre materials, especially in combination with other dyes and especially from short liquors. The dye mixture is distinguished by generally good properties, especially good uptake and good solubility.
    Type: Grant
    Filed: December 8, 1998
    Date of Patent: February 29, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Jean-Marie Adam
  • Patent number: 5882358
    Abstract: Automatic transmission fluid containing a red dye stable even in long-lived transmission fluids.
    Type: Grant
    Filed: June 12, 1996
    Date of Patent: March 16, 1999
    Assignee: United Color Manufacturing, Inc.
    Inventors: Michael J. Smith, Bharat Desai
  • Patent number: 5607481
    Abstract: Fiber-reactive anthraquinone dyes Anthraquinone dyes of the formula (1) ##STR1## in which the variables are defined in the disclosure, exhibit excellent fastness properties, in particular chlorine fastness, light fastness and wash fastness, and give good fixation yields.
    Type: Grant
    Filed: February 13, 1996
    Date of Patent: March 4, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner H. Russ, Christian Schumacher
  • Patent number: 5578419
    Abstract: Dyes suitable for use in the fabrication of color filters are described which contain one or more photopolymerizable substituents preferably represented by the following formula:D-(A-Yn.sup.1)n.sup.2 (1)where D represents a chromphoric nucleus, A denotes a connecting group, Y means the photopolymerizable group, n.sup.1 is 1-10,000, and n.sup.2 stands for an integer of 1-10. Also described are photosensitive resist resin compositions containing the dyes as well as color filters fabricated by curing the photosensitive resist resin compositions.
    Type: Grant
    Filed: April 6, 1994
    Date of Patent: November 26, 1996
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Hisato Itoh, Akio Karasawa, Kenichi Sugimoto
  • Patent number: 5430147
    Abstract: Water-soluble anthraquinone compounds, preparation thereof, and use thereof as dyes.There are described anthraquinone compounds conforming to the formula (1) ##STR1## where A is the radical of a sulfo-containing anthraquinone radical,R.sup.1 and R.sup.2 are each independently of the other hydrogen or lower alkyl,X is an alkali-detachable radical, such as fluorine and chlorine,R is hydrogen, lower alkyl or lower alkoxy, andM is hydrogen or an alkali metal.The anthraquinone compounds have fiber-reactive properties and are used as dyes for dyeing and printing hydroxy- and/or carboxamido-containing material, in particular fiber material, for example cellulose fiber materials, wool and synthetic polyamide, in brilliant blue shades.
    Type: Grant
    Filed: December 3, 1993
    Date of Patent: July 4, 1995
    Assignee: Hoechst AG
    Inventors: Jorg Dannheim, Reinhard Hahnle, Werner H. Russ
  • Patent number: 5356440
    Abstract: The invention relates to a process for the dyeing of synthetic polyamide fibre materials, which comprises dyeing these fibre materials with a reactive dye of the formulaHO.sub.3 S--Fa--X--SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H).sub.m(1),in which Fa is a dye radical, X is a direct bond or a radical of the formula --CONHCH.sub.2 CH.sub.2 -- and m is the number 1 or 2, the dye of the formula (1) containing only one sulfo group, from an aqueous liquor at a pH of 5 to 9 and, to set the dyeing temperature, raising the temperature from 80.degree. C. to at least 95.degree. C. over a period of at least 20 minutes. The process according to the invention produces level dyeings on synthetic polyamide fibre materials.
    Type: Grant
    Filed: July 22, 1993
    Date of Patent: October 18, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Pierre Galafassi, Jean-Marie Adam
  • Patent number: 5092905
    Abstract: Dye mixtures comprising(i) as a yellow component, at least one compound of the formula ##STR1## or a salt thereof, wherein R.sub.1 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by halo,R.sub.2 is C.sub.1-4 alkyl or --COR.sub.6,wherein R.sub.6 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy or --NR.sub.7 R.sub.8,wherein each of R.sub.7 and R.sub.8 is independently hydrogen, C.sub.1-6 -alkyl or C.sub.2-6 alkyl mono-substituted by hydroxy,R.sub.4 is hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --NR.sub.3 R.sub.9,R.sub.5 is c.sub.1-4 alkyl or C.sub.2-6 alkyl monosubstituted by hydroxy,R.sub.10 is hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --NR.sub.3 R.sub.9, andR.sub.11 is hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, whereineach R.sub.3 is independently hydrogen or C.sub.1-4 alkyl, andeach R.sub.9 is independently (C.sub.1-6 alkyl)carbonyl or (C.sub.
    Type: Grant
    Filed: October 4, 1990
    Date of Patent: March 3, 1992
    Assignee: Sandoz Ltd.
    Inventor: Jacky Dore
  • Patent number: 5047067
    Abstract: A reactive dyestuff composition containing, as a dyestuff component, at least two different reactive dyestuffs which present similar color hue upon dyeing cellulose and have different reactive groups and different substantivities is disclosed. Preferably, the composition contains at least one reactive dyestuff having either a .beta.-sulfatoethyl-sulfone group or vinylsulfone group and at least one reactive dyestuff having a halogenated triazine group. The composition is suitable for dyeing cellulose fibers.
    Type: Grant
    Filed: November 23, 1988
    Date of Patent: September 10, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Koichi Miyazaki, Hachiro Hirooka
  • Patent number: 4964876
    Abstract: The dye mixture mentioned in claim 1 or one of the dyes mentioned in claims 12 or 13 are used for the dyeing of polyester textile material.
    Type: Grant
    Filed: May 18, 1989
    Date of Patent: October 23, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Christian Frey, Bernd Dill, Konrad Schmid
  • Patent number: 4940692
    Abstract: Heat transferable dyes which compared with the prior art show better solubility and/or higher light fastness and good to excellent transfer properties have the formula (I) ##STR1## where X is H or CN, R.sup.1, R.sup.2, and R.sup.3 independently of one another are alkyl, alkylcarbonyloxyalkyl, alkoxycarbonyloxyalkyl, alkoxycarbonylalkyl, haloalkyl, hydroxyalkyl, cyanoalkyl, unsubstituted or alkyl-or alkoxy-substituted phenyl or benzyl or a radical of the formula--Y--O].sub.m R.sup.4 (II)where Y is C.sub.2 -C.sub.6 -alkylene, m is 1 to 6 and R.sup.4 is alkyl or phenyl, with the proviso that if X is H then R.sup.1 and R.sup.3 are each substituted or unsubstituted alkyl or substituted or unsubstituted phenyl or if X is H and R.sup.1 is H, then R.sup.3 must be substituted or unsubstituted phenyl.
    Type: Grant
    Filed: April 3, 1989
    Date of Patent: July 10, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Volker Bach, Ruediger Sens, Karl-Heinz Etzbach, Manfred Ruske
  • Patent number: 4888028
    Abstract: A water-soluble dye mixture comprising a blue anthraquinone reactive dye represented in its free acid form by the formula: ##STR1## wherein X is --CH.dbd.CH.sub.2 or --C.sub.2 H.sub.4 W wherein W is a group removable by action of alkali and from 0.2 to 5 times by weight to said anthraquinone reactive dye of a blue formazan reactive dye represented in its free acid form by the formula: ##STR2## wherein R is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, Y is a halogen atom, --NHC.sub.2 H.sub.4 SO.sub.3 H or ##STR3## and X is --CH.dbd.CH.sub.2 or --C.sub.2 H.sub.4 W wherein W is a group removable by action of alkali.
    Type: Grant
    Filed: June 15, 1988
    Date of Patent: December 19, 1989
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Toshio Hihara, Riyouichi Sekioka
  • Patent number: 4880432
    Abstract: Disclosed is a process for preparing particles colored with a dye which comprises: (a) forming, by a free radical dispersion polymerization process in a nonaqueous solution, polymeric particles having attached thereto stabilizing copolymers with at least one functional group capable of undergoing a chemical reaction with a dye, the particles having an average diameter of from about 0.1 to about 20 microns; (b) adding a dye to the polymeric particles having attached thereto stabilizing copolymers; and (c) effecting a chemical reaction between the dye and the stabilizing copolymers that results in the dye becoming covalently bound to the polymeric particles. Also disclosed is a liquid electrophotographic developer composition comprising a liquid medium, a charge control agent, and colored polymeric toner particles prepared as stated above and having an average diameter of from about 0.5 to about 5 microns.
    Type: Grant
    Filed: January 11, 1988
    Date of Patent: November 14, 1989
    Assignee: Xerox Corporation
    Inventors: Luke S. Egan, Mitchell A. Winnik, Francoise M. Winnik
  • Patent number: 4840643
    Abstract: A trichromatic dye combination especially suited for the continuous dyeing of synthetic polyamide materials; the system including an acid red dye component, an acid blue dye component and an acid yellow dye component, each of said dye components being selected on the basis of minimum and compatible cold strike and compatible on tone strike rates.The trichromatic combination according to the invention dyes synthetic polyamide fibers from aqueous liquors, producing level dyeings having excellent fastness properties including good lightfastness and good ozone fastness.
    Type: Grant
    Filed: March 16, 1988
    Date of Patent: June 20, 1989
    Assignee: Crompton & Knowles Corporation
    Inventor: Jay E. Rowe
  • Patent number: 4834769
    Abstract: Dye compositions containing (a) at least one blue sulpho group-containing triphendioxazine dye and (b) at least one blue sulpho group-containing anthraquinone dye and preferably (c) lignine sulphonic acid or a salt of it and optionally (d) a non-ionic blending agent are outstandingly suitable for the level and fast dyeing of leather substrates.
    Type: Grant
    Filed: December 8, 1987
    Date of Patent: May 30, 1989
    Assignee: Sandoz Ltd.
    Inventors: Michel Dien, Herbert Holliger
  • Patent number: 4824437
    Abstract: A thermal transfer printing sheet comprising a substrate having a coating comprising an anthraquinone dye of the formula: ##STR1## wherein R is C.sub.1-6 -alkyl, C.sub.4-8 -cycloalkyl or C.sub.2-6 -alkenyl;R.sup.1 is C.sub.1-6 -alkyl or C.sub.2-6 -alkenyl;andR.sup.2 is H or C.sub.1-6 -alkyl or C.sub.2-6 -alkenyl,and its use in the preparation of a printed image on a receiver sheet by selective heating of the transfer sheet, in accordance with a pattern information signal, while in contact with the receiver sheet.
    Type: Grant
    Filed: December 17, 1987
    Date of Patent: April 25, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventor: Peter Gregory
  • Patent number: 4780104
    Abstract: An aqueous liquid dye composition comprising 5 to 50% by weight of a reactive dye represented by the following formula, ##STR1## wherein D denotes a sulfo group-containing organic dye residue, R.sub.1 and R.sub.2 independently of one another denote a hydrogen atom or a C.sub.1 to C.sub.4 alkyl group unsubstituted or substituted with a halogen atom or a hydroxyl, cyano, C.sub.1 to C.sub.4 alkoxy, carboxy, carbamoyl, C.sub.1 to C.sub.4 alkoxycarbonyl, C.sub.1 to C.sub.4 alkylcarbonyloxy, sulfo or sulfamoyl group, A denotes a phenylene group unsubstituted or substituted with one or two members selected from methyl, ethyl, methoxy, ethoxy, chlorine, bromine and sulfo, or a naphthylene group unsubstituted or substituted with one sulfo group, X denotes a halogen atom, and Y is a group of --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Z in which Z is a splittable group by the action of an alkali, 0.1 to 10% by weight of .epsilon.
    Type: Grant
    Filed: February 20, 1987
    Date of Patent: October 25, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noriaki Yamauchi, Kunihiko Imada, Shinei Ikeou
  • Patent number: 4773914
    Abstract: Dyestuffs which are highly suitable for use as the blue component in the trichromatic dyeing of polyamide fibre materials have the formula ##STR1## in which R.sub.1 and R.sub.2 denote alkyl, the total number of the C atoms in the radicals R.sub.1 and R.sub.2 being at least three.The dyeings obtained are distinguished, inter alia, by good ozone fastness and the absence of the catalytic fading effect.
    Type: Grant
    Filed: December 30, 1986
    Date of Patent: September 27, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Hans-Gunter Otten
  • Patent number: 4693727
    Abstract: Process for preparing ozone-fast dyeings on synthetic polyamide fibre materials from aqueous liquor with anthraquinone dyes which comprises using at least one anthraquinone dye which contains one or two fibre-reactive groups and one or two sulfo groups.The process according to the invention is suitable for dyeing synthetic polyamide materials producing with the monosulfoanthraquinone or disulfoanthraquinone dyes which contain one or two fibre-reactive groups level dyeings having good fastness properties, in particular good ozone fastness.
    Type: Grant
    Filed: March 18, 1986
    Date of Patent: September 15, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: James B. Bowles, Marshall White, Jr., Alois Puentener, Jean-Marie Adam, Peter Loew
  • Patent number: 4682983
    Abstract: The transfer sheet is used for dry thermal printing of water swellable celluluse fibers with dyestuffs which are insoluble in water of 60.degree. C. The dyestuffs are difficult to evaporate and cannot be used in a conventional heat transfer printing process. They are transferred at 230.degree. C. and a contact pressure of 10.sup.4 -10.sup.6 Pa from a base paper provided with a release coating, to cellulose fibers which have been swollen with water and the swollen state of which has been preserved after drying with a polyglycol. I order to increase the penetration of dyestuffs into the textile structure, it is recommended to lower the air pressure in the transfer area down to a pressure ranging from 1 to 5.times.10.sup.4 Pa.
    Type: Grant
    Filed: March 12, 1986
    Date of Patent: July 28, 1987
    Assignee: Sicpa Holding S.A.
    Inventor: Wolfgang Mehl
  • Patent number: 4626257
    Abstract: A method for dyeing polyester fiber materials is disclosed, comprising conducting combination dyeing by a combination of disperse dyes each capable of making up for the color fading of other disperse dye produced upon exposure to sunlight, by the color change thereof in hue caused upon the exposure to sunlight under the same condition.
    Type: Grant
    Filed: May 10, 1985
    Date of Patent: December 2, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshikazu Matsuo, Toshio Nakamatsu, Toshikazu Moriwaki, Sadaharu Abeta, Kunihiko Imada
  • Patent number: 4514187
    Abstract: The present invention relates to a process for the differential dyeing of such polyamide fibres and materials containing polyamide fibres as are made of components which differ in dyeability, or mixtures of polyamide fibres, with dyes or dye mixtures, which comprises using for dyeing these materials an aqueous liquor which contains a dye of the formula ##STR1## in which A.sub.1 is hydrogen or C.sub.1-4 alkyl and R is a C.sub.2-5 -alkanoyl, C.sub.3-6 -alkenoyl, (C.sub.1-4 -alkoxy)carbonyl, phenoxycarbonyl, C.sub.1-4 -alkylsulfonyl or phenylsulfonyl radical which can be substituted in the alkyl, alkenyl, alkoxy, phenoxy or phenyl moiety, or a mixture of a dye of the formula (1) with a monosulfo-containing anthraquinone dye, and to those dyes of the formula (1) in which A.sub.1 is as defined above and R is a C.sub.1-4 -alkylsulfonyl or phenylsulfonyl radical which can be substituted in the phenyl moiety by C.sub.1-4 -alkyl.
    Type: Grant
    Filed: July 14, 1983
    Date of Patent: April 30, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans U. Schutz, Helmut Raisin, Thys Bouwknegt
  • Patent number: 4501592
    Abstract: The invention relates to dyes of the formula ##STR1## wherein X is oxygen or sulfur, R is hydrogen or C.sub.1 -C.sub.4 alkyl, Y is an unsubstituted or substituted aryl radical, n is 1, 2 or 3, the benzene ring A may be substituted by halogen and the benzene rings B and D may each independently be substituted by halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or a radical of the formula --O--CH.sub.2 CH.sub.2 --O--R.sub.1, wherein R.sub.1 is hydrogen, methyl or ethyl. These dyes are suitable for dyeing or printing natural or synthetic polyamide fibres.
    Type: Grant
    Filed: August 10, 1983
    Date of Patent: February 26, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean-Marie Adam, Peter Bloch
  • Patent number: 4474577
    Abstract: The present disclosure is concerned with new modifications of the dyestuff Color Index Acid Blue 324 which have significant advantages over the known form of this dyestuff. In particular, the preferred modification is much easier to isolate from an aqueous medium by filtration and the isolated product has a higher purity. The filtration proceeds much more rapidly and gives a filter residue of a much higher solids content. Furthermore, this new form of the dyestuff imparts a dramatically lower viscosity to aqueous dispersions or slurries prepared from it than are obtained using the old form of this dyestuff. These modifications are obtained by heating an aqueous dispersion or slurry of the known form of Color Index Acid Blue 324 to temperatures in excess of about 97.degree. C. and for the preferred form in the presence of a substance which reduces the surface tension between the dispersed organic dyestuff phase and the aqueous dispersing medium.
    Type: Grant
    Filed: October 26, 1983
    Date of Patent: October 2, 1984
    Assignee: Mobay Chemical Corporation
    Inventors: Charles W. Sandefur, Thomas J. Thomas
  • Patent number: 4451264
    Abstract: This invention is directed to inks (coloring solutions) for polyvinyl resin surfaces, particularly PVC wire insulation color coding, where the ink consists essentially of a Color Index Solvent dye dissolved in a liquid halogenated hydrocarbon solvent having 1-2 carbon atoms. A preferred solvent is dichloromethane.
    Type: Grant
    Filed: September 27, 1982
    Date of Patent: May 29, 1984
    Assignee: Formulabs Industrial Inks, Inc.
    Inventors: Donald C. Ulry, Charles G. Cosner, Thomas D. Ryan
  • Patent number: 4396393
    Abstract: The invention relates to a dye mixture which contains a dye of the formula ##STR1## wherein Z is hydrogen or methyl, and a dye of the formula ##STR2## Z in the formula (1) being hydrogen when the propionylamino group in the formula (2) is bound in the m-position with respect to the NH group. The dye mixture is suitable for dyeing or printing natural or synthetic polyamide materials, especially in combination with other dyes, and particularly from short liquors. The dye mixture is characterized by generally good properties, in particular by good strike properties and good solubility.
    Type: Grant
    Filed: February 8, 1982
    Date of Patent: August 2, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Harry Schaetzer, Helmut Raisin, Dieter Mausezahl
  • Patent number: 4344767
    Abstract: The invention relates to a process for coloring linear polyesters in the melt. The process comprises the use of 1-hydroxy-4-phenylaminoanthraquinones of the formula ##STR1## wherein one X is a hydrogen atom and the other is an alkylsulfonyloxy or chloroalkylsulfoxy group and Y is a hydrogen or halogen atom or an alkyl group. The violet shades obtained are distinguished by excellent color strength and purity and also by good fastness properties.
    Type: Grant
    Filed: May 20, 1981
    Date of Patent: August 17, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Gerhard Umsonst, Hans P. Kolliker, Max Jost
  • Patent number: 4332938
    Abstract: Dyestuffs of the formula ##STR1## wherein R.sub.1 and R.sub.2 have the meaning given in the description,and their use for dyeing and printing materials containing hydroxyl groups or amide groups, such as textile fibres, filaments and fabrics of wool, silk or synthetic polyamide or polyurethane fibres, and for dyeing and printing natural or regenerated cellulose with dyeings and prints which are fast to washing. The dyeings obtained are distinguished by good fastness to light and wet processing.
    Type: Grant
    Filed: November 30, 1979
    Date of Patent: June 1, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Klaus Wunderlich, Klaus von Oertzen
  • Patent number: 4325705
    Type: Grant
    Filed: December 10, 1979
    Date of Patent: April 20, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Klaus Wunderlish, Klaus von Oertzen
  • Patent number: 4294581
    Abstract: Uniformly dyed water-swellable cellulosic fibers which have been produced by contacting water-swellable cellulosic fibers successively or simultaneously with water, with ethylene glycol, propylene glycol or derivatives of these and with an essentially water-insoluble dye of the formula ##STR1## where Y is unsubstituted or substituted phenyl or naphthyl or an unsubstituted or substituted saturated or unsaturated 5-membered or 6-membered heterocyclic radical, two of the three radicals X are hydroxyl and the remaining radical X is ##STR2## where A is chlorine, bromine, cyano, nitro, an aliphatic, cycloaliphatic, araliphatic or aromatic radical and n is 0, 1, 2 or 3 and where, if n>1, the radicals are identical or different. Deep reddish blue to green dyeings or prints are obtained. The dyeings have very good fastness characteristics.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: October 13, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Siegfried Mensch, Gerhard Epple, Wolfgang Elser
  • Patent number: 4273553
    Abstract: Dyestuffs of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, m, n, p and X have the meaning given in the description,and their use for dyeing and printing materials containing hydroxyl groups or amide groups, such as textile fibres, filaments and woven fabrics of wool, silk or synthetic polyamide or polyurethane fibres, and for dyeing and printing natural or regenerated cellulose in dyeings and prints which are fast to washing. Blue dyeings and prints which are fast to light and wet processing are obtained.
    Type: Grant
    Filed: October 19, 1979
    Date of Patent: June 16, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Horst Jager, Klaus von Oertzen, Klaus Wunderlich
  • Patent number: 4256460
    Abstract: For dyeing and printing cellulose fibres which have been swollen with water-miscible swelling agents or mixed fibres containing these fibres, the fibres are treated with dyestuffs which are free from sulphonic acid groups and carboxylic acid groups, of the general formula ##STR1## wherein R represents optionally substituted C.sub.1 -C.sub.6 -alkyl, cyclohexyl, C.sub.1 -C.sub.4 -alkoxy, phenyl, benzyl, phenylethyl, phenylpropyl or phenoxy, or chlorine or bromine,n represents 0, 1 or 2,one X represents OH and the other X represents NO.sub.2, NH.sub.2 or R'-CONH and R' represents optionally substituted C.sub.1 -C.sub.4 -alkyl or phenyl,and the dyestuffs are fixed by heat treatment.
    Type: Grant
    Filed: October 4, 1979
    Date of Patent: March 17, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Gehrke, Werner Kuhnel, Robert Kuth