Phthalocyanine Dye Patents (Class 8/661)
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Patent number: 6190422Abstract: Phthalocyanine compounds of Formula (1) have utility as colorants in inks for ink-jet printing, where Formula (1) represents: which includes all IJP-effective forms of such compounds; and in which: M represents a metal or H; A represents C1 4alkylene; Pc represents a phthalocyanine nucleus of Formula (2): D represents NR4R5 or SC1-4alkyleneSO3H; R1, R2 and R3each independently represents H or C1-4-alkyl; R4 represents H,; or C1-4-alkyl optionally substituted by hydroxy; R5 represents C1-4alkyl optionally substituted by hydroxy and/or morpholino; or R4 and R5 together with the N atom to which they are attached form a morpholino ring; and x+y+z represents an average of from 3 to 4.Type: GrantFiled: January 24, 2000Date of Patent: February 20, 2001Assignee: Avecia LimitedInventor: Kathryn Carr
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Patent number: 6086955Abstract: A compound of the Formula (1) and salts thereof: ##STR1## wherein: M is a metal or hydrogen;Pc is a phthalocyanine nucleus;R.sup.1 and R.sup.2 are each independently H or optionally substituted alkyl, aryl or aralkyl;R.sup.3 is an aminoalkyl group;L is a divalent organic linking group;x and y each independently have a value of 0.5 to 3.5; and(x+y) is from 3 to 4.A process for making the compounds of Formula (1). The compounds of Formula (1) are useful as colorants for inks which are used in for example ink jet printing of substrates such as paper, plastics, textile materials, metal or glass.Type: GrantFiled: April 7, 1998Date of Patent: July 11, 2000Assignee: Zeneca LimitedInventors: Prahalad Manibhai Mistry, Ronald Wynford Kenyon
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Patent number: 6036885Abstract: A cellulosic ester has associated with the ester at least one near infrared fluorophore. A method for incorporating the near infred fluorophore into the cellulosic ester is also provided. In the method, the near infrared fluorophore is dissolved in a strong acid and precipitated to form an acid paste. The paste is then added to an activated cellulose, such as a hydrolyzed cellulose acetate, in the presence of at least one acid and acid anhydride. Advantageously, such marked cellulosic materials can be solvent spun into staple fibers which may be further utilized in known materials, webs and articles.Type: GrantFiled: September 15, 1998Date of Patent: March 14, 2000Assignee: Eastman Chemical CompanyInventors: James John Krutak, Sr., Thomas Vernon McCray, Edwin Taylor Boyd, Fred Dewey Barlow, Jr., Melvin Glenn Mitchell, Lee Reynolds Partin
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Patent number: 6007586Abstract: The present invention describes a process for dyeing or printing fiber material by the pigment dyeing or pigment printing process, which comprises applying to the fiber material, and subsequently fixing, a dyeing liquor or a print paste comprising at least one dye of the formulaD--(X).sub.n (1)in whichD is a radical of an insoluble organic dye of the phthalocyanine, perinone, indigoid, thioindigoid, dioxazine, diketopyrrolopyrrole, isoindolinone, perylene, quinacridone, metal complex, monoazo, disazo, trisazo or anthraquinone series, X is a hydrophilic polar radical, and n is 1, 2 or 3, and at least one pigment dye binder, and also, if desired, further auxiliaries.Type: GrantFiled: June 17, 1998Date of Patent: December 28, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Peter Aeschlimann, Paul Herzig
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Patent number: 5931975Abstract: Dyes of the formula ##STR1## in which A.sub.1 and A.sub.2 independently of one another are the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye,R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently of one another are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl,Y.sub.1 and Y.sub.2 independently of one another are halogen, carboxypyridinium, substituted or unsubstituted amino or a heterocyclic radical bonded via a nitrogen atom andn is a number from 1 to 7,are particularly suitable for dyeing or printing fiber materials containing hydroxyl groups or nitrogen. Dyeings with good fastness properties are obtained with a high dyeing yield.Type: GrantFiled: October 16, 1997Date of Patent: August 3, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Bernhard Muller, Patric Nowack
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Patent number: 5914444Abstract: Process for increasing the sun protection factor of cellulosic fibre materials by treating the cellulosic fibre materials with at least one direct dye and at least one UV absorber.Type: GrantFiled: September 15, 1997Date of Patent: June 22, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Gerhard Reinert, Francesco Fuso, Rolf Hilfiker
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Patent number: 5882360Abstract: The present application relates to water-soluble copper phthalocyanine dyestuffs of the formula I ##STR1## in which CuPc is a copper phthalocyanine radical;X is a straight-chain or branched alkylene having 2 to 6 carbon atoms;Y is a straight-chain or branched alkylene having 2 to 6 carbon atoms or a straight-chain or branched alkylene having 1 to 6 carbon atoms which is substituted by hydroxyl, carboxyl or amino;R.sup.1 and R.sup.2 independently of one another are hydrogen or alkyl having 1 to 4 carbon atoms;R.sup.3 represents hydrogen, alkyl having 1 to 4 carbon atoms, hydroxyalkyl having 1 to 4 carbon atoms or aminoalkyl having 1 to 4 carbon atoms;R.sup.Type: GrantFiled: August 24, 1997Date of Patent: March 16, 1999Assignee: Clariant GmbHInventors: Wolfgang Bauer, Dieter Baumgart, Walter Zoller, Klaus-Peter Kreutzer
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Patent number: 5847111Abstract: Novel aluminium phthalocyanine compounds of having the formula ##STR1## and their salts wherein D represents --SO.sub.2 NR.sub.a --A--SO.sub.2 --B or ##STR2## --SO.sub.2 B is a fiber-reactive group and Z is a heterocyclic fiber-reactive group having 1 or 2 labile halogens selected from fluorine or chlorine.The novel aluminium phthalocyanine compounds and their salts are fiber-reactive dyestuffs useful in dyeing or printing hydroxy-group-containing or nitrogen-containing organic substrates.Type: GrantFiled: December 11, 1996Date of Patent: December 8, 1998Assignee: Clariant Finance (BVI) LimitedInventors: Roland Wald, Markus Gisler
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Patent number: 5847113Abstract: A process for preparing sulfo-containing copper phthalocyanine dyes having an absorption maximum .lambda..sub.max..gtoreq.605 nm comprises heating copper phthalocyanine with at least 15% strength oleum at about 50.degree.-110.degree. C. until the reaction product has a .lambda..sub.max..gtoreq.605 nm, then diluting the resulting sulfonation product with water, adding a tertiary, lipophilic amine and stirring at elevated temperature until the lipophilic phase comprising the ammonium salt separates from the aqueous sulfuric acid phase, subsequently admixing the lipophilic phase, optionally after washing with water, with a water-soluble base whose sulfonate salt is to be prepared and water, separating the resulting phases and leaving the salt in the aqueous solution or isolating it therefrom.The products are especially useful for dyeing cellulosic fibers or polyamides.Type: GrantFiled: October 10, 1997Date of Patent: December 8, 1998Assignee: BASF AktiengesellschaftInventor: Rudolf Bermes
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Patent number: 5830267Abstract: The invention relates to the coloration of high molecular weight organic materials in the mass with soluble phthalocyanine precursors of structure ##STR1## or isomers thereof, to the soluble phthalocyanine precursors as such wherein M is Zn, Ti or V or wherein L.sub.1 is morpholino, pyrrolidino or with C.sub.1 -C.sub.12 alkyl substituted piperidino, to compositions containing high molecular weight organic materials and the above soluble phthalocyanine precursors, and to a process for making structured color images and applications thereof.Type: GrantFiled: May 6, 1996Date of Patent: November 3, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: John Zambounis, Heinz Wolleb
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Patent number: 5789137Abstract: 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, .sub.n.sup.1 is 1-10,000, and .sub.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: GrantFiled: May 24, 1996Date of Patent: August 4, 1998Assignee: Mitsui Chemicals, Inc.Inventors: Hisato Itoh, Akio Karasawa, Kenichi Sugimoto
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Patent number: 5780621Abstract: Phthalocyanines of the formula ##STR1## in which Z is a fiber-reactive radical and the other substituents and indices have the meaning given in the description, have improved use properties.Type: GrantFiled: August 8, 1996Date of Patent: July 14, 1998Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Karl-Josef Herd, Willi Brust
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Patent number: 5772699Abstract: An aqueous reactive dye composition is disclosed. The aqueous reactive dye composition has improved storage stability and contains a water-soluble reactive dye and a chelating agent. The chelating agent is present in a sufficient concentration to maintain the pH of the aqueous reactive dye composition in the range of about 3.0 to about 7.0 and, preferably, about 5.0 to about 6.5. Desirable chelating agents are dicarboxylic acids, such as succinic acid, or amino carboxylates, such as nitrilotriacetic acid. A method of stabilizing an aqueous reactive dye composition is disclosed and includes the step of dissolving a polycarboxylic acid or an amino carboxylate in an aqueous solution of a water-soluble reactive dye in a sufficient concentration to stabilize the pH of the composition.Type: GrantFiled: February 10, 1997Date of Patent: June 30, 1998Assignee: Crompton & Knowles CorporationInventor: Andrew D. Boyer
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Patent number: 5766268Abstract: A colorant composition which can be liquid in the neat form at 25.degree. C., having the structure ABXYZ, whereA is an organic chromophore;B is an electrophilic reactive group covalently bonded to A directly or through a linking group;X is a nucleophilic linking group covalently bonding B and Y;Y is a poly(oxyalkylene)-containing moiety comprising the formula (C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n where a and b are different and from 1 to 8, m is at least 3, n is 0 to 15; andZ is a terminal group for Y.The colorant composition can be prepared from a reactive dye AB which is reacted with XYZ, a poly(oxyalkylene)-containing moiety containing a nucleophilic group.Type: GrantFiled: March 13, 1997Date of Patent: June 16, 1998Assignee: Milliken Research CorporationInventor: John D. Bruhnke
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Patent number: 5759254Abstract: The present invention provides a phthalocyanine of Formula (1): ##STR1## wherein: MPc is a phthalocyanine nucleus of Formula (2); ##STR2## in which M is a metal atom, a chloro-metal group, an oxy-metal group or hydrogenX is halogenR.sup.1 is an benzylamino or N-alkyl aminoalkylR.sup.2 is H or an optionally substituted alkyla has an average value from 15 to 8b has an average value from 1 to 8a+b is from 4 to 16.Type: GrantFiled: July 18, 1996Date of Patent: June 2, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Ian Alexander Macpherson, Iain Frank Fraser, Sharon Kathleen Wilson
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Patent number: 5730759Abstract: The use of substituted phthalocyaines for removing stains from fabrics which comprises treating the stained fabrics with an aqueous composition comprising a phthalocyanine in which at least one of the peripheral carbon atoms in the 1-16 position of the phthalocyanine nucleus (M.sub.k Pc) of Formula (1), ##STR1## wherein: M is selected from H, metal, halometal, oxymetal and hydroxymetal; andk is the inverse of 1/2 the valency of M;is linked via an oxygen atom to an aromatic radical and the remaining peripheral carbon atoms are unsubstituted or substituted by any combination of atoms or groups and sulphonated derivatives thereof provided that the phthalocyanine absorbs electromagnetic radiation at a wavelength from 650 nm to 800 nm.Type: GrantFiled: October 25, 1995Date of Patent: March 24, 1998Assignee: Zeneca LimitedInventors: Dean Thetford, Peter Gregory
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Patent number: 5709717Abstract: A phthalocyanine reactive dyestuff mixture having improved color levelness and combination properties comprises at least one phthalocyanine-fluoropyrimidinyl reactive dyestuff 2 and at least one phthalocyanine-vinylsulfonyl reactive dyestuff 1 or at least one phthalocyanine-monochlorotriazinyl reactive dyestuff 3, as well as one or more yellow reactive dyestuffs of the formula 4 to 9.Type: GrantFiled: May 7, 1996Date of Patent: January 20, 1998Assignee: Bayer AktiengesellschaftInventors: Wolfram Reddig, Karl-Josef Herd, Wolfgang Harms
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Patent number: 5679115Abstract: Process for dyeing or printing organic material, in particular fibre material which comprises applying dyes containing no polymerizable double bond together with at least one colorless cationic compound containing at least one polymerizable double bond and, if desired, one or more colorless nonionic compounds containing at least one polymerizable double bond and, if desired, further auxiliaries to the fibre material and then fixing them by means of ionizing radiation, or applying dyes containing no polymerizable double bond together with at least one colorless cationic compound containing one polymerizable double bond, and if desired, one or more colorless nonionic compounds containing at least one polymerizable double bond and at least one photoinitiator and also, if desired, further auxiliaries to the fibre material and then fixing them by means of UV light.Type: GrantFiled: August 28, 1995Date of Patent: October 21, 1997Assignee: Ciba-Geigy CorporationInventors: Katharina Fritzsche, Peter Aeschlimann, Peter Scheibli
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Patent number: 5646274Abstract: A phthalocyanine monoazo compound which is represented by the following formula (I): ##STR1## wherein the variable radicals have the meaning given in the description, and the phthalocyanine monoazo compound has green color.Type: GrantFiled: October 30, 1995Date of Patent: July 8, 1997Assignee: Sumitomo Chemical Company, LimitedInventors: Toshiyuki Araki, Takemi Tokieda, Shin-ichi Yabushita, Yasuyoshi Ueda, Bunzi Tsukise
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Patent number: 5603735Abstract: Water-immiscible solvent dyes are mixed with citrus solvents and non-ionic surfactants to form a water-reducible true dye solution containing at least 35 wt % of the water-immiscible dye. The dye solution is dispersible in water and infinitely reducible.Type: GrantFiled: May 19, 1995Date of Patent: February 18, 1997Assignee: Morton International, Inc.Inventors: Alejandro Zimin, Sr., Peter A. Caputo
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Patent number: 5516901Abstract: Reactive phthalocyanine dyes are prepared by reacting phthalocyaninesulfonyl chlorides with amines containing a reactive group and subjecting the resulting reaction mixture to a membrane treatment.Type: GrantFiled: December 10, 1993Date of Patent: May 14, 1996Assignee: BASF AktiengesellschaftInventors: Juergen Dornhagen, Manfred Patsch
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Patent number: 5501710Abstract: The novel copper phthalocyanine dyestuffs of the formula (I) ##STR1## in which CuPc represents a copper phthalocyanine radical,W represents branched or straight-chain C.sub.9-16 -alkylene,a represents 2 to 4,b represents 0 to 2, andthe sum of a and b is 3 to 4,are suitable for dyeing and printing cellulose-coating materials and for producing printing inks, in particular for ink-jet printing systems.Type: GrantFiled: October 14, 1994Date of Patent: March 26, 1996Assignee: Bayer AktiengesellschaftInventor: Klaus Wunderlich
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Patent number: 5496378Abstract: Basic dyes of the formula ##STR1## where n is from 1 to 3,CuPc is a copper phthalocyanine radical,R.sup.1 is hydrogen or C.sub.1 -C.sub.4 -alkyl,R.sup.2 is C.sub.1 -C.sub.4 -alkyl,R.sup.3 is hydrogen or C.sub.1 -C.sub.4 -alkyl,R.sup.4 is C.sub.1 -C.sub.4 -alkyl andAn.sup..crclbar. is the equivalent of an anion,with the proviso that R.sup.1 and R.sup.3 are not both hydrogen, are useful for dyeing or printing polymeric material.Type: GrantFiled: September 12, 1994Date of Patent: March 5, 1996Assignee: BASF AktiengesellschaftInventors: Heidi Hengelsberg, Manfred Ruske, Udo Mayer
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Patent number: 5484456Abstract: A method for deep dyeing of cellulose fibers comprising dyeing the fibers with one or more phthalocyanine reactive dyes in a liquor, containing more than 80 g/l salt at pH of 10 or more characterized in that dyeing is carried out at a temperature above 100.degree. C. (eg about 105.degree.-150.degree. C.).Type: GrantFiled: March 4, 1994Date of Patent: January 16, 1996Assignee: Sandoz Ltd.Inventors: Tadashi Hiuke, Yasokazu Inoue, Hiroshi Soga
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Patent number: 5453501Abstract: Phthalocyanine reactive dyestuffs which, in the form of the free acid, have the formula (1) ##STR1## in which the variable radicals have the meaning given in the description, are prepared by condensation of the corresponding amines with cyanuric fluoride or cyanuric chloride in any desired order.The reactive dyestuffs according to the invention exhibit good wet and light fastness properties and are used for the dyeing and printing of cotton.Type: GrantFiled: April 4, 1994Date of Patent: September 26, 1995Assignee: Bayer AktiengesellschaftInventor: Horst Jager
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Patent number: 5444163Abstract: There is described a process for preparing reactive phthalocyanine dyes with .beta.-substituted ethylsulfonyl or vinylsulfonyl groups by reacting a phthalocyaninesulfonyl chloride with amines with .beta.-substituted ethylsulfonyl or vinylsulfonyl groups with or without further amines in the presence of a heterocyclic catalyst.Type: GrantFiled: November 12, 1993Date of Patent: August 22, 1995Assignee: BASF AktiengesellschaftInventors: Juergen Dornhagen, Manfred Patsch
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Patent number: 5423888Abstract: A reactive dyestuff mixture contains at least one vinylsulphonylphthalocyanine dyestuff, at least one Ni fluoro-chloropyrimidenyl phthalocyanine dyestuff and/or one Ni chlorotriazinyl-phthalocyanine dyestuff.Type: GrantFiled: February 24, 1994Date of Patent: June 13, 1995Assignee: Bayer AktiengesellschaftInventors: Dietrich Hildebrand, Joachim Wolff, Rolf Schulz
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Patent number: 5401277Abstract: Reactive dyestuffs of the formula ##STR1## in which X is ##STR2## and Z is a heterocyclic reactive group and the remaining groups have the meaning given in the description, are highly suitable for the dyeing and printing of hydroxyl- or amido-containing materials.Type: GrantFiled: May 17, 1994Date of Patent: March 28, 1995Assignee: Bayer AktiengesellschaftInventors: Wolfram Reddig, Karl-Josef Herd
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Patent number: 5356444Abstract: 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: GrantFiled: October 26, 1993Date of Patent: October 18, 1994Assignee: Bayer AktiengesellschaftInventors: Max Schwarz, Joachim Wolff, Dietrich Hildebrand, Joachim Grutze, Manfred Hoppe, Josef-Walter Stawitz, Rolf Schulz
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Patent number: 5356441Abstract: 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: GrantFiled: September 9, 1993Date of Patent: October 18, 1994Assignee: Sumitomo Chemical Company, LimitedInventors: Takemi Tokieda, Naoki Harada, Shuhei Hashizume, Koiti Ishii, Nobuaki Kawamura, Tetsuya Miyamoto, Hiroyuki Suzuki, Shigeru Kawabata
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Patent number: 5279622Abstract: Solid dyestuff preparations of reactive phthalocyanine dyestuffs of the formula ##STR1## in which the substituents have the meaning given in the description, have improved solubility in water if they contain 5 to 15% by weight of an acid-binding agent.Type: GrantFiled: April 28, 1992Date of Patent: January 18, 1994Assignee: Bayer AktiengesellschaftInventors: Josef-Walter Stawitz, Frank-Michael Stohr, Joachim Wolff
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Patent number: 5232462Abstract: 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: GrantFiled: September 20, 1991Date of Patent: August 3, 1993Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 5190710Abstract: Excellent color stabilization as well as integrity is obtained in thin film and fibers exposed to bright sunlight at relatively high temperature, in polyolefin (PO) articles pigmented with blue and green phthalocyanine, and red azo and disazo pigments. The pigment is combined with two `large molecule` primary stabilizers, the first a piperidyl-based (PDYL) hindered amine light stabilizer (HALS), and the second, a 3,5-disubstituted-tert-butyl-4-hydroxybenzoate (3,5-DHBZ). The first contains at least two polysubstituted piperidyl rings in its molecule; the second is a hindered phenol with an ester group in the para- position. Stabilization of the PO's color is obtained for as long as the PO articles themselves are stabilized by the combination of primary stabilizers, typically, their useful life. With the combination, the pigmented articles are not only thermooxidatively and light-stabilized, but there is exceptionally low color fade.Type: GrantFiled: February 22, 1991Date of Patent: March 2, 1993Assignee: The B. F. Goodrich CompanyInventor: George Kletecka
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Patent number: 5163971Abstract: Dyestuff mixtures containing one or more dyestuffs of the formula ##STR1## and one or more dyestuffs of the formula ##STR2## in which the substituents have the meanings given in the description are highly suitable for producing green cotton dyeings.Type: GrantFiled: May 16, 1991Date of Patent: November 17, 1992Assignee: Bayer AktiengesellschaftInventors: Josef-Walter Stawitz, Frank-Michael Stohr, Manfred Groll, Karl-Josef Herd, Karl-Heinz Schundehutte, deceased
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Patent number: 5102213Abstract: A solid state form of a dye-solution absorption filter is disclosed. Physical vapor depositable (i.e., evaporable) dyes are codeposited with a polyester matrix in a vacuum system to randomly disperse dye molecules in a solid dilutant. The dyes are selected to absorb at the wavelengths of interest. Dilution in a transparent matrix affords narrow band absorption and good out of band transmittance. Multilayer configurations allow absorption of a plurality of wavelengths. The filter coating conforms to curved and sharply contoured surfaces and layers only 10 microns thick afford very high absorptance.Type: GrantFiled: February 28, 1990Date of Patent: April 7, 1992Assignee: Honeywell Inc.Inventors: James C. Lee, David Greenlaw, Sau K. Lo
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Patent number: 5092903Abstract: The invention relates to a process for dyeing or printing blends of cellulosic fibre materials and silk with reactive dyes, which process comprises impregnating said blends with reactive dyes of formula ##STR1## wherein D is the radical of a sulfonated dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R is hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 alkyl, Y is a radical ##STR2## m is 1 or 2 and X is chloro or bromo, subjecting the impregnated goods to an optional aftertreatment, and steaming the dyed goods to fix the dyes on the blend. Very good tone-in-tone dyeings and prints are obtained.Type: GrantFiled: September 18, 1990Date of Patent: March 3, 1992Assignee: Ciba-Geigy CorporationInventor: Friedhelm Niemann
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Patent number: 5084068Abstract: Compounds of the formula ##STR1## and mixtures thereof, whereineach Mt is independently copper, nickel or cobalt,each Pc is the phthalocyanine radical,each R.sub.4 is independently hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by hydroxy,each R.sub.5 and R.sub.6 is independently C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by halo, cyano, hydroxy or phenyl; or C.sub.5-6 cycloalkyl,each W.sub.1 is independently --A--.sup..sym. NR.sub.1 R.sub.2 R.sub.3 An.sup..crclbar. or --A--NR.sub.2 R.sub.3, wherein R.sub.1 is hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by halo, cyano, hydroxy or phenyl; or C.sub.5-6 cycloalkyl, andeach of R.sub.2 and R.sub.3 is independently C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by halo, cyano, hydroxy or phenyl; or C.sub.Type: GrantFiled: February 23, 1990Date of Patent: January 28, 1992Assignee: Sandoz Ltd.Inventors: Helmut A. Moser, Roland Wald
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Patent number: 5070193Abstract: Novel reactive dyestuffs of the formula ##STR1## having the substituent meanings specified in the description are highly suitable for dyeing and printing hydroxyl- and amido-containing textile materials. They produce very fast dyeings and prints in high yields.Type: GrantFiled: December 14, 1989Date of Patent: December 3, 1991Assignee: Bayer AakatiengesellschaftInventors: Karl H. Schundehutte, Manfred Groll, Josef W. Stawitz
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Patent number: 5066308Abstract: A method of distinguishing two or more variant dye fibers in greige form is disclosed. The technique involves adding sufficient pigment to one of the fibers to make it visible to the eye.Type: GrantFiled: February 6, 1990Date of Patent: November 19, 1991Assignee: BASF CorporationInventors: Ling Yeh, Hugh G. Harrelson, Andrew M. Coons, III
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Patent number: 5049189Abstract: A liquid dyestuff, useful as a major component of a ballpoint ink is prepared. A dye base, having both a sulfonic acid group and an azo group bonded to the same aromatic ring system, is provided in the aqueous phase of a two-phase system in which the organic phase is about 30 percent or more benzyl alcohol. In this two-phase system, the dye base is complexed with a diaryl quanidine, and the resulting dye concentrates in the organic solvent phase.Type: GrantFiled: February 2, 1990Date of Patent: September 17, 1991Assignee: Morton International, Inc.Inventors: Michael R. Friswell, Michael P. Hinton, Alejandro Zimin
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Patent number: 5037448Abstract: Salts of ionic dyes with compounds which contain at least one ammonium, cycloammonium or immonium group and at least one aliphatic, cycloaliphatic or carbonyl radical-substituted aromatic group or containing a piperazine or piperidine group or a heteroaromatic group selected from those of the triazine, pyrimidine, quinazoline, quinoxaline, phthalazine or phthalimidine series or which contain at least two carboxylic acid groups, at least one amino groups and at least one carboxylic acid group or at least one sulfonic acid group and one aliphatic, cycloaliphatic, monocyclic aromatic or heteroaromatic group are useful for dyeing synthetic materials, particularly synthetic polyamides in the mass. The obtained dyeings have exceptionally good wet fastness.Type: GrantFiled: June 30, 1989Date of Patent: August 6, 1991Assignee: Sandoz Ltd.Inventor: Bansi L. Kaul
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Patent number: 5030244Abstract: Process for the preparation of granules by spray-drying of an aqueous suspension having a solids content of greater than/equal to 30% and containing at least one dye, fluorescent brightener or photoactivator and one condensation product from naphthalenesulfonic acid and formaldehyde and, if necessary, further auxiliaries and/or diluents. The spray-drying is carried out at a feed pressure of 50-150 bar, the residual moisture content of the product is less than 4%, and the granules obtained are in particular very pressure resistant and abrasion resistant.Type: GrantFiled: June 2, 1989Date of Patent: July 9, 1991Assignee: Ciba-Geigy CorporationInventors: Konrad Neumann, Angelika Hayer, Wolfgang Rehmann, Horst O. Brucker
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Patent number: 5019133Abstract: A method for dyeing polyester-containing fibers by using a disperse dye, wherein said dyeing is conducted under an alkaline condition in an aqueous medium in the presence of at least one amino acid member selected from the group consisting of an amino acid, an amino acid derivative having at least one hydrogen atom of its amino group replaced with an organic group, and an alkali metal salt of such an amino acid or amino acid derivative, in the dyeing bath, and a dyeing assistant useful for the method.Type: GrantFiled: November 17, 1989Date of Patent: May 28, 1991Assignee: Mitsubishi Kasei CorporationInventors: Kiyoshi Himeno, Kazuhisa Konishi
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Patent number: 5000756Abstract: The invention relates to a process for dyeing cellulosic fibre materials with reactive dyes by the pad dyeing process in the process of an assistant, which process comprises the use of a mixture containing(a) at least one reactive dye of formula ##STR1## wherein Pc, W, k, R.sub.1, R.sub.2, B and R are as defined in claim 1, and(b) at least one colorless compound which contains at least one --SO.sub.2 --Z group, wherein Z is as defined in claim 1.Type: GrantFiled: December 1, 1989Date of Patent: March 19, 1991Assignee: Ciba-Geigy CorporationInventor: Peter Aeschlimann
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Patent number: 4963159Abstract: There is disclosed a method for making colored hydrophilic contact lenses. A contact lens constructed of hydrophilic polymer that is substantially devoid of the functional groups --COOH, --OH, --NH--R, wherein R is hydrogen or C.sub.1 to C.sub.8 alkyl, --NCO and epoxy is provided. At least a portion of the surface of the lens is coated with a color coat comprising at least one pigment, binding polymer having functional groups selected from at least one of --COOH, --OH, and --NH--R, wherein R is hydrogen or C.sub.1 to C.sub.8 alkyl, and an additional compound having at least two groups per molecule of --NCO. The coated lens is subjected to conditions which cause the color coat to adhere to the lens.Type: GrantFiled: July 11, 1989Date of Patent: October 16, 1990Assignee: Schering CorporationInventors: Kenneth W. Narducy, Richard L. Jahnke, Samuel Loshaek
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Patent number: 4961755Abstract: There are disclosed coated active substances and a process for the preparation thereof, wherein said active substances are dyes, fluorescent whitening agent, photoactivators and/or textile microbicides, if appropriate together with extenders, dispersants, buffers, stabilizers and/or other auxiliaries.Type: GrantFiled: December 19, 1988Date of Patent: October 9, 1990Assignee: Ciba-Geigy CorporationInventors: Beat Bruttel, Petr Kvita
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Patent number: 4935166Abstract: A solid state form of a dye-solution absorption filter is disclosed. Physical vapor depositable (i.e., evaporable) dyes are codeposited with a polyester matrix in a vacuum system to randomly disperse dye molecules in a solid dilutant. The dyes are selected to absorb at the wavelengths of interest. Dilution in a transparent matrix affords narrow band absorption and good out of band transmittance. Multilayer configurations allow absorption of a plurality of wavelengths. The filter coating conforms to curved and sharply contoured surfaces and layers only 10 microns thick afford very high absorptance.Type: GrantFiled: September 17, 1985Date of Patent: June 19, 1990Inventors: James C. Lee, David Greenlaw, Sau K. Lo
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Patent number: 4931067Abstract: Method is set forth of dyeing a material comprising forming a solution having a basic salt of a water soluble dye of the formula: ##STR1## wherein n is 0 or 1;m is 0 or 1;m=1 when n=0;p=0 when m=1;p=1 when m=0;the subscripts 1 and 0 indicating, respectively, the presence and absence of the substituent subscripted;Y is CR.sub.2 COO, CR.sub.2 CR.sub.2 COO or CR.sub.2 CR.sub.2 CR.sub.2 COO;each R is independently hydrogen, methyl, ethyl, phenyl or phenyl substituted with methyl, ethyl, halo, cyano, ethynyl or nitro;G is CR, CR.sub.2 CR, CRCR.sub.2, CR.sub.2 CR.sub.2 CR, CR.sub.2 CRCR.sub.2 or CRCR.sub.2 CR.sub.2 ;E is OH, SH or NH.sub.Type: GrantFiled: March 27, 1987Date of Patent: June 5, 1990Assignee: SRI InternationalInventor: Ronald Swidler
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Patent number: 4857072Abstract: There is disclosed a method for making colored hydrophilic contact lenses. A contact lens constructed of hydrophilic polymer that is substantially devoid of the functional groups --COOH, --OH, --NH--R, wherein R is hydrogen or C.sub.1 to C.sub.8 alkyl, --NCO and epoxy is provided. At least a portion of the surface of the lens is coated with a color coat comprising at least one pigment, binding polymer having functional groups selected from at least one of --COOH, --OH, and --NH--R, wherein R is hydrogen or C.sub.1 to C.sub.8 alkyl, and an additional compound having at least two groups per molecule of --NCO. The coated lens is subjected to conditions which cause the color coat to adhere to the lens.Type: GrantFiled: November 24, 1987Date of Patent: August 15, 1989Assignee: Schering CorporationInventors: Kenneth W. Narducy, Richard L. Jahnke, Samuel Loshaek
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Patent number: 4834771Abstract: An aqueous liquid dye composition comprising 10 to 50% by weight of a fiber-reactive copper phthalocyanine dye represented by the following formula (I) in the form of a free acid, ##STR1## wherein 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, and m and n are independently a number of 1 to 3, provided that they satisfy the following formula, 2<m+n.ltoreq.4, 0.1 to 20% by weight of at least one cyclic imide selected from .epsilon.-caprolactam and N-methylpyrrolidones and the balance of water, which is chemically and physically stable, even when stored for a long period of time at ambient temperature or stored at a relatively high temperature such as 50.degree. to 80.degree. C.Type: GrantFiled: March 6, 1986Date of Patent: May 30, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Noriaki Yamauchi, Shinnei Ikeou, Kunihiko Imada