Olefin Polymer Substrate Or Rubber Patents (Class 8/513)
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Patent number: 10011714Abstract: Disclosed herein are articles comprising polymer compositions that can provide a barrier to carbon dioxide diffusion. The disclosed polymer compositions can be utilized in packaging to retard or prevent the diffusion of carbon dioxide out of a carbonated liquid, inter alia, a carbonated soft drink. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.Type: GrantFiled: September 12, 2012Date of Patent: July 3, 2018Assignee: Plastipak Packaging, Inc.Inventor: Girish N. Deshpande
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Patent number: 7621967Abstract: A dye base sulfate and method of making are described. The dye base sulphate of formula (I) is produced with a residual amine content of less than 2000 ppm, as determined by HPLC, by precipitation of the dye base, made by Friedel-Crafts alkylation, substitution and hydrolysis, as the dye base sulphate is a) taken up in water and subjected to a first steam distillation then filtered and optionally dried at 50 to 180° C., b) the pressed cake is treated with water or the optionally dried dye base sulphate is moistened with water, c) subjected to a further steam distillation and filtration and d) dried at 50 to 180° C.Type: GrantFiled: October 21, 2003Date of Patent: November 24, 2009Assignee: Clariant Produkte (Deutschland) GmbHInventors: Eduard Michel, Ruediger Baur, Hans-Tobias Macholdt, Norbert Kohl
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Publication number: 20090064425Abstract: A colored polymeric material having improved light fastness is generally provided. The colored polymeric material generally comprises a polymer, a colorant, and natural nanoparticles. The colorant can be a dye, such as an acid dye. In one embodiment, the dye can be susceptible to degradation when exposed to light in the presence of oxygen, such as many azo dyes. The natural nanoparticles can include many natural clays.Type: ApplicationFiled: April 10, 2006Publication date: March 12, 2009Applicant: UNIVERSITY OF SOUTH CAROLINAInventors: Walter Scrivens, Dongling Fei
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Patent number: 7498386Abstract: The present invention relates to polymer compositions comprising at least one hydrophobic polymer and at least one modified polyisobutene; fibers, films, moldings and their further processing products formed from this polymer composition, a process for producing the polymer composition according to the present invention, a process for producing the fibers, films and moldings formed from the polymer composition according to the present invention; dyed polymer compositions comprising at least one hydrophobic polymer, at least one modified polyisobutene and at least one dye; and also fibers, films and moldings formed from the dyed polymer composition according to the present invention and the use of modified polyisobutenes for treating hydrophobic polymers.Type: GrantFiled: October 10, 2003Date of Patent: March 3, 2009Assignee: BASF SEInventors: Ulrich Karl, Arno Lange, Darijo Mijolovic
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Publication number: 20080282483Abstract: Solute-loaded polymer microparticles are obtained by immersing microparticles in a bath comprising a selected solute dissolved in a ternary solvent system. A first solvent of the ternary system is a strong solvent for both the solute and the polymer from which the microparticle was formed. A second solvent is a weak solvent or non-solvent for the solute and the polymer (tuning solvent). A third solvent is a weak solvent or non-solvent for the solute and polymer, but serves as a co-solvent with respect to the first and second solvents in that it is miscible with both the first and second solvents. The amount of solute incorporated into the microparticles is controlled by adjusting the ratio of solute with respect to the microparticle polymer, and by adjusting the composition of the ternary solvent system, principally the amount of tuning solvent.Type: ApplicationFiled: March 14, 2007Publication date: November 20, 2008Inventors: Sukanta Banerjee, Cecilia Georgescu, Michael Seul
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Publication number: 20080250574Abstract: The present invention is directed to processes for colorization of molded articles made from engineering plastics. In particular, the processes are used to colorize ice skate blade holders and goalie skate cowlings.Type: ApplicationFiled: November 5, 2007Publication date: October 16, 2008Applicant: PROHOLDERS, INC.Inventors: Michael Benoit, Dennis Doherty, Greg Royer
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Publication number: 20080201871Abstract: Quaternary ammonium salts were incorporated into anthraquinone dyes via a stable linkage. The structure of the antimicrobial colorants were characterized by Fourier Transform Infrared (FTIR), Nuclear Magnetic Resonance (NMR) and UV-vis spectrometry. The dyes demonstrated excellent antimicrobial ability against both gram-negative and gram-positive bacteria in aqueous solution, as indicated by very low minimum inhibitory concentration (MIC). The colorants showed excellent stability in water under light, continuous heating as well as acidic and alkaline conditions.Type: ApplicationFiled: October 10, 2007Publication date: August 28, 2008Applicant: The Regents of the University of CaliforniaInventors: Gang Sun, Junshu Liu
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Patent number: 7387646Abstract: The present invention relates to a method of protecting organic material, especially from the pharmaceutical, food and nutrition sectors, from light, which method comprises applying to or incorporating in a carrier material a combination of the dye of formula (1) the dye of formula (2) and a UV absorber and, optionally, further dyes, and positioning the so-treated carrier material between the light source and the organic material to be protectedType: GrantFiled: December 13, 2004Date of Patent: June 17, 2008Assignee: Ciba Specialty Chemicals CorporationInventor: Joachim Jandke
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Publication number: 20080098536Abstract: A process for dyeing a thermoplastic elastomeric substrate comprising immersing the substrate into a dye system comprising at least one metal complex dye and a solvent system comprising water and an organic solvent. The organic solvent may be soluble, partially miscible with water or insoluble or nearly insoluble in water. In particular, the substrate is an inflated bladder such as an airbag used in athletic shoes.Type: ApplicationFiled: October 30, 2006Publication date: May 1, 2008Applicant: Nike, Inc.Inventors: Anna Bracken, Chang Yihua
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Patent number: 7235111Abstract: A process for dyeing or printing an article comprising a hydrophobic polymer, wherein the hydrophobic polymer is brought into contact with a condensation polymer obtained by condensation of at least one poly-hydroxyl-mono-carboxylic acid, prior to or simultaneously with the treatment of the article with a color imparting compound, with the proviso that the condensation polymer is not terminated with lipophilic groups. The process provides dyed articles with good fastness properties.Type: GrantFiled: July 8, 2004Date of Patent: June 26, 2007Assignee: Ciba Specialty Chemicals CorporationInventors: Andrew J. Leggio, Mervin G. Wood, Joseph Suhadolnik, John J. McNamara, Ying Dong
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Patent number: 6994735Abstract: A process for tinting a molded article is disclosed. The process entails applying by spraying or by flow coating a hot, dye-solution onto at least a portion of the surface of a molded article to obtain a tinted article and washing the tinted article. In addition to the dissolved dye, the dye solution that is substantially free of particulate matter contains an aqueous solution of a carrier and an optional emulsifier. The article is one molded of a thermoplastic molding composition. In an embodiment of the invention, the dye solution is prepared by filtering a hot aqueous solution through a bag filter that contains a dye to obtain a hot, dye-solution. In a further embodiment, activated carbon is used to purify the dye solution to obtain a dye-free aqueous solution.Type: GrantFiled: May 8, 2003Date of Patent: February 7, 2006Assignee: Bayer Materialscience LLCInventors: Robert A. Pyles, David M. Derikart, Rick L. Archey, Michael Nikolakopoulos
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Patent number: 6638321Abstract: The invention relates to novel monobenzene oxidation bases containing at least one cationic group Z, Z being chosen from aliphatic chains containing at least one quaternized unsaturated ring, to their use for the oxidation dyeing of keratin fibers, to dye compositions containing them and to oxidation dyeing processes using them.Type: GrantFiled: June 7, 1999Date of Patent: October 28, 2003Assignee: L'OrealInventors: Alain Genet, Alain Lagrange
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Patent number: 6562081Abstract: Disperse dyed polyethylene fibers obtained by either melt spinning or flash spinning and materials produced from said fibers are provided. The process utilizes dye blends containing at least three and, more preferably, four or more disperse dyes selected from a primary color group. The individual dyes are utilized at a concentration of at lest 75% but less than 100% of the determined maximum concentration which produces crocking. HDPE and LLDPE materials are effectively dyed using disperse dye blends formulated by the invention.Type: GrantFiled: March 27, 2001Date of Patent: May 13, 2003Assignee: Equistar Chemicals, LPInventors: Anil W. Saraf, Michael Bridges, Venki Chandrashekar
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Patent number: 6533825Abstract: Dibenzonaphthyrone of formula (I) wherein A1 and A2 independently of each other are unsubstituted or mono- to tetra-substituted o-C6-C18arylene, with the proviso that formula (I) does not represent a dibenzonaphthyrone of the formula The invention further relates to processes for the preparation thereof, to the use thereof for colouring/pigmenting high-molecular-weight organic material and to substance compositions comprising dibenzonaphthyrones.Type: GrantFiled: June 13, 2001Date of Patent: March 18, 2003Assignee: Ciba Specialty Chemicals CorporationInventors: Peter Nesvadba, Joachim Jandke
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Patent number: 6126701Abstract: Polyolefin fibers are dyed with an emulsion that is prepared by mixing water with a long chain anthraquinone dye dissolved in an organic solvent.Type: GrantFiled: June 8, 1999Date of Patent: October 3, 2000Inventor: Frank Calogero
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Patent number: 6127480Abstract: This invention concerns a composition comprising a blend of polyolefin with the reaction of a functionalized polyolefin and polyetheramine in which the polyetheramine is grafted into the functionalized polyolefin in a customary mixing apparatus. A process for producing the reaction product of functionalized polypropylene and polyetheramine by melting with polypropylene in a customary mixing apparatus is also disclosed. Blends of the present invention are advantageously useful to prepare paintable automotive body parts. This invention further includes dyeable polyolefin compositions containing the reaction product of functionalized polyolefin and polyetheramine. Dyeable polyolefin fibers, including polypropylene fibers, are disclosed, which may be made by melt spinning, and which may be employed to make woven and non-woven fabric.Type: GrantFiled: October 19, 1999Date of Patent: October 3, 2000Assignee: Huntsman Petrochemical CorporationInventors: Richard Joseph Gilbert Dominguez, Christopher S. Henkee, Wheeler C. Crawford, Gerald W. Cummings, Kevin John Hess, Richard James Clark, Randall Keith Evans
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Patent number: 6039767Abstract: An improved method of dyeing a polyolefin material, and preferably a polypropylene based fiber, involves a disperse dye mix including a selected plurality of disperse dyes from the same primary color group. Each dye within the mix and the concentration of each dye within the mix is selected by testing individual disperse dye solutions with an undyed sample and determining the maximum dye concentration which will produce an acceptable crocking test for that dye. A plurality of disperse dyes within the mix are each at a concentration of at least 75% of the maximum dye concentration for that individual dye. The selected dye mix is used to prepare a disperse dye mix solution which is then contacted with the polyolefin material to reliably dye the material without fastness problems. A red dye mix, a blue dye mix, and the yellow dye mix may each be prepared and may each be separately used to dye polypropylene fibers with relatively dark shade without crocking problems.Type: GrantFiled: May 19, 1997Date of Patent: March 21, 2000Assignee: Equistar Chemicals, LPInventors: Geoffrey E. Boyes, Michel A. Herlant
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Patent number: 5985999Abstract: This invention concerns a composition comprising a blend of polyolefin with the reaction of a functionalized polyolefin and polyetheramine in which the polyetheramine is grafted into the functionalized polyolefin in a customary mixing apparatus. A process for producing the reaction product of functionalized polypropylene and polyetheramine by melting with polypropylene in a customary mixing apparatus is also disclosed. Blends of the present invention are advantageously useful to prepare paintable automotive body parts. This invention further includes dyeable polyolefin compositions containing the reaction product of functionalized polyolefin and polyetheramine. Dyeable polyolefin fibers, including polypropylene fibers, are disclosed, which may be made by melt spinning, and which may be employed to make woven and non-woven fabric.Type: GrantFiled: April 23, 1997Date of Patent: November 16, 1999Assignee: Huntsman, Petrochemical CorporationInventors: Richard Joseph Gilbert Dominguez, Christopher S. Henkee, Wheeler C. Crawford, Gerald W. Cummings, Kevin John Hess, Richard James Clark, Randall Keith Evans
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Patent number: 5955523Abstract: Disazo chromphores having at least two different poly(oxyalkylene) substituents are linked together by a covalent bond or by an intervening connecting group to form dimers. The preferred poly(oxyalkylene) substituents are straight chain polymers consisting of ethylene oxide and propylene oxide. The disazo colorants are useful for coloring thermoplastic resins such as polypropylene and polyethylene and show improved extraction, migration, clarity and thermal stability characteristics as compared to standard monoazo colorants.Type: GrantFiled: November 7, 1997Date of Patent: September 21, 1999Assignee: Milliken Research CorporationInventors: Eric B. Stephens, Mark E. Ragsdale
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Patent number: 5683475Abstract: Disclosed is a method for forming an imaged film for backlit illumination includes the steps of: providing a translucent film comprising a resin such as one selected from the group consisting of olefin resins, vinyl alcohol resins and fluorine-containing resins which resin has no affinity with a sublimating dye and a white pigment dispersed in the resin; contacting on the translucent film an original imagewise formed from a recording material containing the sublimating dye; and heating the original to allow the dye to be trapped in the film. Also, disclosed is a translucent film for use in preparing such an imaged film for backlit illumination. The use of the method and the translucent film allows fabrication of an imaged film for backlit illumination having a light resistant, high density image in cooperation with a computer-aided image editing system.Type: GrantFiled: April 15, 1996Date of Patent: November 4, 1997Inventor: Kenichi Furukawa
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Patent number: 5613987Abstract: There is disclosed a colored high-tenacity fiber of ultra-high molecular weight polyethylene which is obtainable by spinning a solution of ultra-high molecular weight polyethylene and a dye for coloration to form solvent-containing filaments and drawing the solvent-containing filaments. The colored high-tenacity fiber of ultra-high molecular weight polyethylene has a tensile strength of at least 28 g/d and a tensile modulus of at least 700 g/d. The dye is substantially soluble in the solvent at the melting point of solvent-containing filaments which are obtained by spinning a solution of ultra-high molecular weight polyethylene and the dye is substantially uniformly dispersed in the core portion of the fiber. Also disclosed is a process for producing a colored high-tenacity fiber of ultra-high molecular weight polyethylene.Type: GrantFiled: June 6, 1995Date of Patent: March 25, 1997Assignee: Toyo Boseki Kabushiki KaishaInventors: Tadao Kuroki, Yasuo Ota
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Patent number: 5597389Abstract: Fibers, or articles prepared therefrom, of linear alternating polymer of carbon monoxide and at least one ethylenically unsaturated hydrocarbon are effectively dyed by contacting the fibers in aqueous dyebath under mild dyeing conditions in the substantial absence of a dye carrier. The dyed materials are useful in apparel fabrics.Type: GrantFiled: February 19, 1993Date of Patent: January 28, 1997Assignee: Shell Oil CompanyInventor: Houston S. Brown
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Patent number: 5476923Abstract: Compounds of the formula ##STR1## wherein each R.sub.1 is independently hydrogen, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or nitro,R.sub.2 is hydrogen or halo,R.sub.3 is halo, andMe is a divalent metal,useful for pigmenting polymeric materials such as polyethylene, polyvinyl chloride, polystyrene, natural rubber and synthetic rubber, for the mass pigmentation of materials such as cellulose acetate and for pigmenting paper, lacquers, paints, printing inks and textile coatings.Type: GrantFiled: March 31, 1994Date of Patent: December 19, 1995Assignee: Sandoz Ltd.Inventors: Jurgen Goldmann, Bansi L. Kaul
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Patent number: 5431697Abstract: Disclosed are a reversibly variable color pattering composition for synthetic resin articles which includes a granulated material containing (i) an olefin polymer and (ii) at least one reversibly variable color material selected from the group consisting of thermochromic materials and photochromic materials, the granulated material having been subjected to crosslinking reaction following granulation; a method of producing the same; and a shaped article having a reversibly variable color pattern as molded from a molding composition including a synthetic resin and the color patterning composition.Type: GrantFiled: June 8, 1994Date of Patent: July 11, 1995Assignee: Matsui Shikiso Chemical Co., Ltd.Inventors: Masayasu Kamata, Hiromi Suno, Toshihisa Maeda, Ryuichi Hosikawa
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Patent number: 5428136Abstract: Disazo compounds of the formula (I) ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are a hydrogen or halogen atom or a C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.5 -alkoxycarbonyl, nitro, cyano or trifluoromethyl group and the rings A, B, C and D independently of one another are unsubstituted or contain one or more substituents from the group comprising C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, carboxyl, C.sub.1 -C.sub.5 -carbalkoxy, C.sub.2 -C.sub.5 -alkanoyl, benzoyl, acyloxy, acylamino, unsubstituted or N-mono- or N,N-disubstituted carbamoyl or unsubstituted or N-mono- or N,N-disubstituted sulfamoyl, possible substituents being C.sub.1 -C.sub.4 -alkyl or mono- to trisubstituted phenyl; C.sub.1 -C.sub.4 -alkylamino or phenylamino; C.sub.1 -C.sub.Type: GrantFiled: July 29, 1993Date of Patent: June 27, 1995Assignee: Hoechst AGInventors: Rudiger Jung, Joachim Weide, Hans J. Metz
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Patent number: 5240464Abstract: The process for chemically modifying metal-free, organic material for improving one or more properties thereof such as water dispersibility, compatibility with other organics, or increased chemical reactivity, wherein the process includes providing material with from 1-6 sulfonylhalide groups or sulfonate ester groups or mixtures thereof, and contacting the material under sulfonamido forming conditions with one or more reactants containing one or more poly(oxyalkylene) moieties, each of the reactants having from 1 to 4 functional amine groups, and each of the poly(oxyalkylene) moieties being comprised of from about 4 to about 200 epoxide reactant residues at least about 50 mole percent of which residues contain 2-4 carbons.Type: GrantFiled: June 2, 1992Date of Patent: August 31, 1993Assignee: Milliken Research CorporationInventors: Edward W. Kluger, Max A. Weaver, Jeffery R. Harris, David J. Moody
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Patent number: 5201921Abstract: Process for rendering a plastic identifiable by adding 5 to 10,000 ppb of a fluorescent marker to the plastic during or after is manufacture.Type: GrantFiled: September 6, 1991Date of Patent: April 13, 1993Assignee: Bayer AktiengesellschaftInventors: Klaus Luttermann, Uwe Claussen, Aziz El Sayed, Reinhard Riess
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Patent number: 5169405Abstract: A predominantly polyester fabric has a multi-colored pattern. The fabric includes at least one non-aromatic, partially crystalline polymethylolefin yarn melting above about 180.degree. as less than 50%, by weight, of the fabric, and polyester yarn. The polymethylpentene yarn and the polyester yarn are fabricated in a predetermined pattern and then piece dyed with disperse dye techniques.Type: GrantFiled: November 25, 1991Date of Patent: December 8, 1992Assignee: BASF CorporationInventors: Matthew B. Hoyt, Bobby J. Bailey, Dean R. Gadoury
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Patent number: 5019134Abstract: Triphenodioxazine reactive dyes containing at least one fiber-reactive group, the dye, in the free acid form, having the formula: ##STR1## wherein each of T.sup.1 and T.sup.2, independently, represents H, Cl, Br, F, SO.sub.3 H or an optionally substituted alkyl or aryl radical;each of A.sup.1 and A.sup.2 represents alkyl, alkoxy, Cl, Br, COOH, SO.sub.3 H or optionally substituted sulphamoyl;n has a value of 0, 1 or 2;m has a value of 1 or 2;R.sup.1 represents H or a group of the formula: ##STR2## wherein Z represents a fiber-reactive group;each of R.sup.2 and R.sup.3, independently, represents H or an optionally substituted hydrocarbon radical;B represents an optionally substituted divalent hydrocarbon radical; andD represents a group of the formula ##STR3## wherein R.sup.4 represents H, an optionally substituted hydrocarbon radical free from fiber-reactive residues or an acyl radical;R.sup.5 represents H or an optionally substituted hydrocarbon radical;R.sup.Type: GrantFiled: August 8, 1989Date of Patent: May 28, 1991Assignee: Imperial Chemical Industries PLCInventors: Denis R. A. Ridyard, Peter Smith
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Patent number: 4992495Abstract: Compounds of formula ##STR1## wherein a and b are each independently of the other halogen, --CH.sub.3, --C.sub.2 H.sub.5, --OCH.sub.3, --OC.sub.2 H.sub.5 or the group of formula --NHCO--C.sub.1 -C.sub.4 alkyl, c and d are each independently of the other hydrogen, halogen, --CH.sub.3, --C.sub.2 H.sub.5, --OCH.sub.3, --OC.sub.2 H.sub.5 or the group of formula --NHCO--C.sub.1 -C.sub.4 alkyl, and R.sup.1 is --CH.sub.3, phenyl, --COOCH.sub.3, --COOC.sub.2 H.sub.5, --NHCO--C.sub.1 -C.sub.4 alkyl or --CONH--C.sub.1 -C.sub.4 alkyl, and R.sup.2, R.sup.3, R.sub.4 and R.sub.5 are each independently hydrogen, C.sub.1 -C.sub.4 alkyl, unsubstituted or substituted by a chlorine atom or a --OH group, or are C.sub.7 -C.sub.9 aralkyl, C.sub.5 -C.sub.8 cycloalkyl, phenyl or phenyl which is substituted by 1 to 3 halogen atoms or methyl or methoxy groups, or is a heterocyclic radical of the benzimidazole, benzoxazole, benzthiazole or pyridine series, or R.sup.3 and R.sup.Type: GrantFiled: June 16, 1988Date of Patent: February 12, 1991Assignee: Ciba-Geigy CorporationInventors: Stefan Hari, Georg Cseh
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Patent number: 4979963Abstract: This invention provides a process for coloring expandable beads of polystyrene resins which comprises suspending expandable beads of a polystyrene resin and a dye in water in a closed vessel and heating this aqueous suspension at a temperature above the softening point of the expandable beads, wherein the closed vessel is filled up almost completely with the aqueous suspension and heating is conducted without further addition of any blowing agent, whereby the expandable beads are impregnated uniformly with the dye. According to this process, uniformly colored expandable beads of polystyrene resins are obtained at a high efficiency of dye impregnation without using any impregnation aid or the like, the expandable beads being capable of forming beautiful molded foams of uniform color.Type: GrantFiled: March 24, 1989Date of Patent: December 25, 1990Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Junichi Nakada, Toshiaki Yamamoto, Minoru Tada, Kyoichi Nakamura
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Patent number: 4978362Abstract: A thermoplastic resin composition is provided which contains a thermoplastic resin and a colorant in the form of a polyalkyleneoxy-trifluoromethyl aniline colorant provided in said thermoplastic resin in a minor amount sufficient to provide coloration to said resin, said colorant having the formula: ##STR1## wherein R.sub.1 is selected from H, a lower alkyl group containing from 1 to about 10 carbon atoms, CH.sub.2 Cl, CH.sub.2 Br, CH.sub.2 OH, phenyl or ##STR2## wherein R.sub.4 is H or a lower alkyl group containing from 1 to about 9 carbon atoms; R.sub.2 is H, CF.sub.3, a lower alkyl group containing from 1 to about 9 carbon atoms, Cl or Br; R.sub.3 is an aromatic or heteroaromatic containing group, and n is an integer from 2 to about 75.Type: GrantFiled: October 11, 1988Date of Patent: December 18, 1990Assignee: Milliken Research CorporationInventors: Edward W. Kluger, John W. Rekers
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Patent number: 4950303Abstract: Water-soluble dyes are loaded on polymer microparticles having a particle size of 0.01 to 50 microns. The carrier polymer microparticles are produced by emulsion polymerizing a mixture of at least one monofunctional monomer with a crosslinking monomer in the presence of a polymerizable amino acid derivative or a hydrophilic oligomer having a plurality of amphoionic groups. Water-soluble dyes are added to the resulting emulsion. Color-loaded polymer microparticles are obtained by removing water from the emulsion followed by resuspending in an organic solvent.Type: GrantFiled: December 3, 1987Date of Patent: August 21, 1990Assignee: Nippon Paint Co., LtdInventor: Keizou Ishii
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Patent number: 4880432Abstract: 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: GrantFiled: January 11, 1988Date of Patent: November 14, 1989Assignee: Xerox CorporationInventors: Luke S. Egan, Mitchell A. Winnik, Francoise M. Winnik
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Patent number: 4872880Abstract: A process for the dyeing of polymers of propylene, butene-1 and 4-methyl-pentent-1 is disclosed. The process involves contacting articles of the polymer with an aqueous dyebath containing a basic dye in a concentration of at least 0.4 g/l and at a pH of at least 5.0. The temperature of the aqueous dyebath is at least 90.degree. C. The article is maintained in contact with the dyebath for at least 10 minutes. The polymer of propylene is preferably a blend of 50-99 parts of a homopolymer of propylene or copolymer of propylene and ethylene with 1-50 parts of a zinc ionomer or graft copolymer of a hydrocarbon alpha-olefin with an alpha-olefin having carboxylic acid or carboxylic acid anhydride. Dyed polymers are obtained.Type: GrantFiled: October 6, 1988Date of Patent: October 10, 1989Assignee: DuPont Canada Inc.Inventor: John R. B. Boocock
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Patent number: 4812141Abstract: A colored thermoplastic resin composition is provided which comprises a thermoplastic resin and a colorant in the form of an alkyleneoxy-substituted chromophore group provided in said thermoplastic resin in a minor amount sufficient to provide coloration to said thermoplastic resin. A process for preparing colored thermoplastic resins is also provided.Type: GrantFiled: March 17, 1988Date of Patent: March 14, 1989Assignee: Milliken Research CorporationInventors: Alan S. Baumgartner, Patrick D. Moore, Richard A. VanDahm
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Patent number: 4802886Abstract: A continuous process for the dyeing of melt-extrudable polymers that are capable of being dyed, is disclosed. The process comprises extruding molten polymer through an orifice, contacting the extruded polymer while still in a molten state with an aqueous solution of a dye for said polymer, and withdrawing the resultant dyed polymer from the aqueous solution. The process may be used for the dyeing of e.g. modified polyolefins, polyamides, ionomers and the like. In preferred embodiments the process may be used in the extrusion coating of wire or other continuous filamentary material to provide color-coded products.Type: GrantFiled: September 25, 1987Date of Patent: February 7, 1989Assignee: Du Pont Canada Inc.Inventor: John R. B. Boocock
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Patent number: 4753658Abstract: Disclosed is a coloring material including a rubber having a sulfonic acid group or a salt thereof, which is dyed with a basic dye. The coloring material is prepared by adding a solution of an alkali in an alcohol to a solution of a chlorosulfonated polyolefin in an organic solvent and then adding a basic dye to the obtained reaction liquid, or adding a basic dye to a solution of a sulfonated product of a rubber in an organic solvent, and optionally removing the solvent from the obtained solution.Type: GrantFiled: July 14, 1987Date of Patent: June 28, 1988Assignee: Toyo Soda Manufacturing Co., Ltd.Inventors: Shuichi Okuzono, Tatsushi Nakagawa, Takashi Shintani
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Patent number: 4737581Abstract: Azo compounds of the formula I ##STR1## wherein X is --H, --CH.sub.3, --CF.sub.3, --NO.sub.2, --COOR.sub.1, --NHCOR.sub.2 or --COHN.sub.2, and R.sub.1 and R.sub.2 are as defined in claim 1, are suitable for pigmenting high-molecular organic material.Type: GrantFiled: April 18, 1985Date of Patent: April 12, 1988Assignee: Ciba-Geigy CorporationInventor: Stefan Hari
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Patent number: 4732570Abstract: A colored thermoplastic resin composition is provided which comprises a thermoplastic resin and a colorant in the form of an alkyleneoxy-substituted chromophore group provided in said thermoplastic resin in a minor amount sufficient to provide coloration to said thermoplastic resin. A process for preparing colored thermoplastic resins is also provided.Type: GrantFiled: June 23, 1986Date of Patent: March 22, 1988Assignee: Milliken Research CorporationInventors: Alan S. Baumgartner, Patrick D. Moore, Richard A. VanDahm
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Patent number: 4732571Abstract: A process for the dyeing of polymers of ethylene is disclosed. The process involves contacting articles of the polymer with an aqueous dyebath containing a basic dye in a concentration of at least 0.5 g/l and at a pH of at least 5.0. The temperature of the aqueous dyebath is at least 35.degree. C., especially at least 55.degree. C. The article is maintained in contact with the dyebath for at least 20 seconds. The polymer of ethylene is a blend of 65-99 parts of a homopolymer of ethylene or copolymer of ethylene and at least one C.sub.3 -C.sub.10 higher alpha-olefin with 1-35 parts of a direct or graft copolymer of an alpha-olefin having carboxylic acid, carboxylic acid anhydride, ionomeric or --OH groups. Dyed polymers of ethylene are obtained.Type: GrantFiled: December 30, 1986Date of Patent: March 22, 1988Assignee: Du Pont Canada Inc.Inventors: John R. B. Boocock, Vaclav G. Zboril
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Patent number: 4666455Abstract: Compounds of the formula ##STR1## in which R.sub.1 and R.sub.2 are unsubstituted or substituted phenyl or naphthyl, and R.sub.3 and R.sub.4 are alkyl, alkoxycarbonyl, phenyl, benzoyl or benszl, are suitable for dyeing high molecular weight organic material.Type: GrantFiled: January 29, 1986Date of Patent: May 19, 1987Assignee: Ciba-Geigy CorporationInventors: Max Jost, Abul Iqbal, Alain C. Rochat
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Patent number: 4661117Abstract: A waterless dip dye composition for non-textile and general-utility articles comprises an aromatic ester of the formula ArCOOR.sub.2, ArCOO--R.sub.1 --OOCAr or (ArCOO).sub.z --R.sub.3, wherein R.sub.1 is alkylene of 2-8 carbon atoms or polyoxyalkylene of the formula --C.sub.r H.sub.2r (OC.sub.r H.sub.2r).sub.s, in which r is 2 or 3 and s is 1 to 15; R.sub.2 is substituted or unsubstituted alkyl or alkenyl of 8-30 carbon atoms; R.sub.3 is the residue of a polyhydric alcohol having z hydroxyl groups; Ar is substituted or unsubstituted mono- or bicyclic aryl of up to 15 carbon atoms and z is 3-6, admixed with at least 0.5% by weight of a dyeing assistant agent and an organic colorant.A process for coloring non-textile and general-utility articles, fabricated from polyester, polyamide, polyurethane, acrylic, halogenated polyolefin or epoxy plastic, comprises exposing an article to the foregoing compositions, maintained at a temperature from about 100.degree. C.Type: GrantFiled: November 8, 1984Date of Patent: April 28, 1987Assignee: Crucible Chemical CompanyInventors: Robert B. Wilson, William F. Pomeroy, Louis T. Sovey, Jr.
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Patent number: 4640690Abstract: A colored thermoplastic resin composition is provided which comprises a thermoplastic resin and a colorant in the form of an alkyleneoxy-substituted chromophore group provided in said thermoplastic resin in a minor amount sufficient to provide coloration to said thermoplastic resin. A process for preparing colored thermoplastic resins is also provided.Type: GrantFiled: September 13, 1985Date of Patent: February 3, 1987Assignee: Milliken Research CorporationInventors: Alan S. Baumgartner, Patrick D. Moore, Richard A. VanDahm
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Patent number: 4639477Abstract: Process for mass-coloring high-molecular organic material, which comprises using a metal complex of the formulae I and/or Ia ##STR1## in which R is a hydrogen or chlorine atom or a methyl or methoxy group, R.sub.1 is a hydrogen atom, C.sub.1 -C.sub.4 -alkyl or phenyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, --NO.sub.2, --CONH.sub.2 --CONHR.sub.2 or C.sub.2 -C.sub.5 -N-alkylcarbamoyl, X is --CH.dbd. or --N.dbd., M is a divalent transition metal, and A is phenyl or substituted phenyl and R.sub.2 is alkyl, phenyl or substituted phenyl.The resulting colorations are distinguished by high tinctorial strength and good fastness properties, such as light, weathering and migration fastness properties.Type: GrantFiled: June 13, 1985Date of Patent: January 27, 1987Assignee: Ciba-Geigy CorporationInventors: Georg Cseh, Paul Lienhard
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Patent number: 4581035Abstract: A waterless dye composition for apparel and other thermoplastic articles comprises a triglyceride fat or oil of the formula ##STR1## wherein acyl, acyl' and acyl" each are saturated or unsaturated substituted or unsubstituted linear alkanoyl of an even number of carbon atoms from 10-30 carbon atoms and an organic colorant.The composition can further contain one or more of:A. an aromatic polyester of the formula C.sub.6 H.sub.z' -(COOR.sub.1).sub.z, wherein z is 3, 4,5, or 6; z' is 6-z and R.sub.1 is higher alkyl;B. a cycloaliphatic diester of the formula ##STR2## wherein R is substituted or unsubstituted straight or branched chain alkyl of 4-20 carbon atoms, polyoxyalkylene of the formula HO(C.sub.x H.sub.y O).sub.n C.sub.x H.sub.y --or phosphated polyoxyalkylene of the formula(HO).sub.2 P(.dbd.O)O(C.sub.x H.sub.2x O).sub.n C.sub.x H.sub.2xor a salt thereof, wherein (C.sub.x H.sub.2x O).sub.n is (CH.sub.2 CH.sub.2 O).sub.n, (C.sub.3 H.sub.6 O).sub.n or (CH.sub.2 CH.sub.2 O).sub.p --(C.sub.3 H.sub.6 O).sub.Type: GrantFiled: November 8, 1984Date of Patent: April 8, 1986Assignee: Crucible Chemical CompanyInventor: Robert B. Wilson
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Patent number: 4540775Abstract: The compound of the formula, ##STR1## a pigment existing in a yellow (.alpha.) modification and an orange (.beta.) modification, the latter being obtained by treatment of the .alpha. form with boiling organic solvents, is useful for the mass pigmenting of synthetic plastics and resins, free from or containing solvents, such as viscose, cellulose acetate, polyethylene, polystyrene, polyvinyl chloride and synthetic leathers and rubbers, of surface coatings such as paints and lacquers and of inks and for pigment printing, textile coating and pigmenting paper in the mass.Type: GrantFiled: May 11, 1981Date of Patent: September 10, 1985Assignee: Sandoz Ltd.Inventor: Bansi L. Kaul
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Patent number: 4529405Abstract: A waterless dye composition for apparel and other thermoplastic articles comprises a bisterephthalate diester of an alkylphenoxypolyethoxyethanol and an organic colorant. Aromatic polyesters of the formula C.sub.6 H.sub.z' --(COOR.sub.1).sub.z, wherein z is 3, 4, 5, or 6; z' or 6 - z and R.sub.1 is higher alkyl and/or cycloaliphatic diesters of the formula ##STR1## wherein R is substituted or unsubstituted straight or branched chain alkyl of 4-20 carbon atoms, polyoxyalkylene of the formula HO(C.sub.x H.sub.y O).sub.n C.sub.x H.sub.y -- or phosphated polyoxyalkylene of the formula(HO).sub.2 P(.dbd.O)O(C.sub.x H.sub.2x O).sub.n C.sub.x H.sub.2xor a salt thereof, wherein (C.sub.x H.sub.2x O).sub.n is (CH.sub.2 CH.sub.2 O).sub.n, (C.sub.3 H.sub.6 O).sub.n or (CH.sub.2 CH.sub.2 O).sub.p --(C.sub.3 H.sub.6 O).sub.q, n is 2-22, and the sum of p+q is n can be admixed with the terephthalate composition.Type: GrantFiled: February 27, 1984Date of Patent: July 16, 1985Assignee: Crucible Chemical CompanyInventor: Robert B. Wilson
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Patent number: 4516978Abstract: A key button molded of a synthetic resin and having on the top surface thereof a character or symbol printed with a coloring agent comprising a dye and a solvent which is capable of dissolving the dye and the synthetic resin, wherein the character or symbol is durably formed on the top surface by the action of the solvent on the surface and body to cause the dye to permeate the surface and the body.Type: GrantFiled: September 19, 1983Date of Patent: May 14, 1985Assignee: Brother Kogyo Kabushiki KaishaInventors: Hideo Goto, Takeo Hosoe, Toshinori Oda, Sosuke Ohtsuka
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Patent number: 4430090Abstract: Dyestuffs of the formula ##STR1## are used for coloring organic solvents, mineral oil products, waxes, plastics and surface coatings, wherein R is alkyl having 1 to 7 carbon atoms, R.sup.1 is alkyl having 1 to 8 carbon atoms or alkenyl having 3 or 4 carbon atoms, and R.sup.2 is hydrogen, alkyl having 1 to 8 carbon atoms or alkenyl having 3 or 4 carbon atoms.Type: GrantFiled: August 19, 1982Date of Patent: February 7, 1984Assignee: Cassella AktiengesellschaftInventors: Ulrich Buhler, Reinhard Hahnle, Joachim Ribka, Helmut Richter