Styrene Polymer Patents (Class 8/514)
-
Patent number: 11781005Abstract: A thermoplastic resin composition includes: 100 parts by weight of a base resin including (A) about 35 wt % to about 55 wt % of an acrylic graft copolymer; (B) about 35 wt % to about 55 wt % of an aromatic vinyl-vinyl cyanide copolymer; and (C) about 2 wt % to about 15 wt % of an alkyl(meth)acrylate-based resin; (D) about 0.4 parts by weight to about 2 parts by weight of a first sterically hindered amine represented by Chemical Formula 1 described in the detailed description; and (E) about 0.4 parts by weight to about 2 parts by weight of a second sterically hindered amine represented by Chemical Formula 2 described in the detailed description.Type: GrantFiled: July 30, 2020Date of Patent: October 10, 2023Assignee: Lotte Chemical CorporationInventors: Jungwook Kim, Jieun Park, Seongwoo Kang, Keehae Kwon
-
Patent number: 11193023Abstract: The present invention relates to novel methine dyes, methods for the preparation thereof and use thereof for dyeing plastics, especially polyamides, so as to obtain yellow to orange colourings with improved light fastness and improved thermal stability. Such dyes include a dye of the formula (I) in which R1 is hydrogen, halogen, COOH or COOR11, R2 is hydrogen, halogen, COOH, COOR12 or CN, R3 is alkyl or phenyl, R4 and R5 are each independently alkyl, R6, R7, R8, R9 and R19 are each independently hydrogen, halogen, alkyl, alkoxy or COOR13, and R11, R12 and R13 are each independently alkyl.Type: GrantFiled: October 9, 2018Date of Patent: December 7, 2021Assignee: LANXESS Deutschland GmbHInventors: Sabine Schmauser, Sr., Frank Linke, Hans-Ulrich Borst
-
Patent number: 8361169Abstract: Various methods for forming dyed microspheres are provided. One method includes activating a chemical structure coupled to a dye using heat or light to form a reaction intermediate in the presence of a microsphere. The reaction intermediate covalently attaches to a polymer of the microsphere thereby coupling the dye to the polymer and forming the dyed microsphere. Additional methods are provided for forming a dyed microsphere coupled to a molecule. These methods include dyeing the microspheres as described above in addition to synthesizing the molecule on an outer surface of the dyed microspheres. A population of dyed microspheres is also provided. Each of the dyed microspheres of the population includes a dye attached to a polymer of each of the dyed microspheres by a chemical structure. A coefficient of variation in dye characteristics of the population of dyed microspheres attributable to the dye is less than about 10%.Type: GrantFiled: September 27, 2011Date of Patent: January 29, 2013Assignee: Luminex CorporationInventors: Kurt D. Hoffacker, Ananda G. Lugade, Ewald Terpetschnig
-
Patent number: 8206463Abstract: A process for making a colored article of manufacture is disclosed. Accordingly an article of manufacture is first prepared of a material selected from the group consisting of metal, wood, glass, ceramic, masonry and polymeric materials. A polymeric coating (superstrate) is then applied to at least a portion of the surface of the article. At least a portion of the superstrate is brought into contact with a material system that contains (i) water, (ii) a carrier, (iii) a dye and (iv) a diol, under conditions calculated to bring about diffusion of said dye into said superstrate.Type: GrantFiled: May 4, 2006Date of Patent: June 26, 2012Assignee: Bayer MaterialScience LLCInventors: Mark W. Witman, Robert A. Pyles, Rick L. Archey, Joseph D. Ventura
-
Patent number: 8038734Abstract: Various methods for forming dyed microspheres are provided. One method includes activating a chemical structure coupled to a dye using heat or light to form a reaction intermediate in the presence of a microsphere. The reaction intermediate covalently attaches to a polymer of the microsphere thereby coupling the dye to the polymer and forming the dyed microsphere. Additional methods are provided for forming a dyed microsphere coupled to a molecule. These methods include dyeing the microspheres as described above in addition to synthesizing the molecule on an outer surface of the dyed microspheres. A population of dyed microspheres is also provided. Each of the dyed microspheres of the population includes a dye attached to a polymer of each of the dyed microspheres by a chemical structure. A coefficient of variation in dye characteristics of the population of dyed microspheres attributable to the dye is less than about 10%.Type: GrantFiled: October 11, 2005Date of Patent: October 18, 2011Assignee: Luminex CorporationInventors: Kurt D. Hoffacker, Ananda G. Lugade, Ewald Terpetschnig
-
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
-
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
-
Patent number: 7422610Abstract: In a method of coloring a dye coating-formed lens by heating, the lens is subjected to half dyeing by changing the heating temperature depending on the lens site. This dyeing method involves heating a lens having a dye coating-formed on the surface thereof in a heating furnace to diffuse a dye into the lens. This method is carried out in a heating furnace having a frame section having the shape of a cube or rectangular parallelepiped, a heating section provided within the frame section, and an insertion port for inserting the lens provided on the bottom surface of the frame section. All or a part of the lens is inserted from the insertion port into a furnace inside of the heating furnace from the lower portion of the heating furnace and heated.Type: GrantFiled: January 10, 2006Date of Patent: September 9, 2008Assignee: Hoya CorporationInventors: Takaaki Kubodera, Masahiko Samukawa
-
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
-
Patent number: 7306632Abstract: The invention is directed to novel hair dye compositions, novel leave-in conditioners, and novel leave-in conditioners with a hair coloring effect. Hair dye compositions, leave-in conditioners, and leave-in conditioners with hair coloring effect may include a styrene/vinylpyrrolidone copolymer emulsion.Type: GrantFiled: March 3, 2005Date of Patent: December 11, 2007Assignee: HairMarker LLCInventors: George Pollack, Robert Sobel
-
Patent number: 7175675Abstract: In the method of the present invention a plastic article (e.g., a molded article of thermoplastic polycarbonate) is immersed at least partially in a dye bath which includes one or more dyes, water, at least one carrier, and at least one diol. The dye bath contains: (i) at least one dye (e.g., a static and/or photochromic dye); (ii) water; (iii) at least one carrier represented by the following general formula I, R—O—(CH2)n—OHI wherein R is a radical selected from linear or branched C1–C18 alkyl, benzyl, benzoyl and phenyl, and n is 2 or 3; and (iv) a diol selected from at least one of linear or branched C2–C20 aliphatic diols, poly(C2–C4 alkylene glycol), cycloaliphatic diols having from 5 to 8 carbon atoms in the cyclic ring, monocyclic aromatic diols, bisphenols and hydrogenated bisphenols. In an embodiment of the present invention, the carrier is ethyleneglycol butyl ether, and the diol is diethylene glycol.Type: GrantFiled: December 11, 2003Date of Patent: February 13, 2007Assignee: Bayer MaterialScience LLCInventors: Robert A. Pyles, Rick L. Archey, David M. Derikart
-
Patent number: 7087095Abstract: A hair dye composition that is particularly applicable by localized capillary action, and comprises one or more FD&C and D&C dyes, water, alcohol, Polectron 430, and a polymeric ruboff protector component for preventing ruboff of the color of the dye.Type: GrantFiled: August 6, 2002Date of Patent: August 8, 2006Assignee: HairMarker LLCInventor: George Pollack
-
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
-
Patent number: 6949127Abstract: A process of dyeing a molded article is disclosed. The process entails immersing at least a portion of the article in a dyeing bath, retaining the portion in the bath for a period of time sufficient to allow an amount of dye to diffuse into the article, and removing said article from the bath. The molded article comprises a polymeric resin such as (co)polyester, (co)polycarbonates, acrylonitrile-butadiene-styrene, polyamide, polyurethane, polyalkyl(meth)-acrylate, allyldiglycol carbonate and styrene copolymers. The dyeing bath contains in addition to dye, water, a plasticizing agent and a leveling agent.Type: GrantFiled: March 9, 2004Date of Patent: September 27, 2005Assignee: Bayer MaterialScience LLCInventors: Robert A. Pyles, Rick L. Archey
-
Publication number: 20040168268Abstract: A process of dyeing a molded article is disclosed. The process entails immersing at least a portion of the article in a dyeing bath, retaining the portion in the bath for a period of time sufficient to allow an amount of dye to diffuse into the article, and removing said article from the bath. The molded article comprises a polymeric resin such as (co)polyester, (co)polycarbonates, acrylonitrile-butadiene-styrene, polyamide, polyurethane, polyalkyl(meth)-acrylate, allyldiglycol carbonate and styrene copolymers. The dyeing bath contains in addition to dye, water, a plasticizing agent and a leveling agent.Type: ApplicationFiled: March 9, 2004Publication date: September 2, 2004Inventors: Robert A. Pyles, Rick L. Archey
-
Publication number: 20040168267Abstract: A process for tinting of articles molded from a polymeric resin is disclosed. Preferably, the article is molded from polycarbonate and the process entails immersing the molded article in a dye bath that contains water, dye, a carrier and an optional surfactant.Type: ApplicationFiled: March 2, 2004Publication date: September 2, 2004Inventors: Robert A. Pyles, Rick L. Archey
-
Patent number: 6749646Abstract: A process for tinting of articles molded from a polymeric resin is disclosed. Preferably, the article is molded from polycarbonate and the process entails immersing the molded article in a dye bath that contains water, dye, a carrier and an optional surfactant. The carrier is a compound conforming to R1[—O—(CH2)n]mOR2 (i) wherein R1 and R2 independently denote H or C1-18 alkyl, benzyl, benzoyl or phenyl radical which may be substituted in the aromatic ring by alkyl and or halogen, preferably R1=butyl, R2=H, n is 2 or 3 and m is 2 to 35. The method is especially useful in the manufacture of tinted lenses.Type: GrantFiled: November 7, 2001Date of Patent: June 15, 2004Assignee: Bayer Polymers LLCInventors: Robert A. Pyles, Rick L. Archey
-
Patent number: 6733543Abstract: A process of dyeing a molded article is disclosed. The process entails immersing at least a portion of the article in a dyeing bath, retaining the portion in the bath for a period of time sufficient to allow an amount of dye to diffuse into the article, and removing said article from the bath. The molded article comprises a polymeric resin such as (co)polyester, (co)polycarbonates, acrylonitrile-butadiene-styrene, polyamide, polyurethane, polyalkyl(meth)acrylate, allyldiglycol carbonate and styrene copolymers. The dyeing bath contains in addition to dye, water, a plasticizing agent and a leveling agent.Type: GrantFiled: March 26, 2002Date of Patent: May 11, 2004Assignee: Bayer Polymers LLCInventors: Robert A. Pyles, Rick L. Archey
-
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
-
Patent number: 6245118Abstract: Resinous compositions, especially synthetic resins and most especially arylate polymers, contain 2,3-dicyano-1,4-diaminoanthraquinone as a blue dye. Said compositions are characterized by improved weatherability in comparison with compositions containing other blue dyes.Type: GrantFiled: September 10, 1999Date of Patent: June 12, 2001Assignee: General Electric CompanyInventor: Alexander Isaakovich Shakhnovich
-
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
-
Patent number: 5800573Abstract: Dyestuffs of the formula (I) ##STR1## wherein Z represents SO.sub.2 or CO,A represents optionally substituted alkyl or aryl andp denotes 1 or 2,which are particularly suitable for the bulk dyeing of plastics, in particular thermoplastics, have been found.Type: GrantFiled: April 9, 1997Date of Patent: September 1, 1998Assignee: Bayer AktiengesellschaftInventors: Stephan Michaelis, Peter Roschger, Volker Hederich
-
Patent number: 5578245Abstract: The invention provides submicron particles. The invention further provides submicron particles which are dispersed in an aqueous colloid. The invention further provides a method of forming the stable dispersion which includes providing an ion exchange resin, loading the ion exchange resin with an ion, treating the loaded resin to form nanoscale particles. The invention further provides fluidizing the resin and particles to form an aqueous stable colloid.Type: GrantFiled: September 9, 1994Date of Patent: November 26, 1996Assignee: Xerox CorporationInventor: Ronald F. Ziolo
-
Patent number: 5493011Abstract: Water-insoluble azo colorants, their preparation and use The invention relates to monoazo and disazo compounds of the formula (I) ##STR1## in which D is the radical of a carbocyclic or heterocyclic diazo or bisdiazo component, R.sup.1 and R.sup.2, independently of one another, are each a substituted or unsubstituted aryl or heteroaryl radical, X.sup.1 and X.sup.2, independently of one another, are each ring-forming ether oxygen or a substituted or unsubstituted imide grouping and n has the value 0 or 1, in which rings A and B, independently of one another, can each be additionally substituted and/or carry substituted or unsubstituted fused rings.These new compounds of the formula (I) are obtained by coupling diazotized amines or diamines of the type D--NH.sub.2 or H.sub.2 N--D--NH.sub.2 with (benzoxazol-2-yl)- or (benzimidazol-2-yl)-arylacetamides.Depending on the presence and length of alkyl chains, the compounds of the formula (I) are suitable for use as pigments, disperse dyes or oil-soluble dyes.Type: GrantFiled: November 6, 1992Date of Patent: February 20, 1996Assignee: Hoechst AGInventors: Rudiger Jung, Reinhold Deubel
-
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
-
Patent number: 5387264Abstract: The invention discloses a method for dyeing a hydrophobic fiber, in particular, a polyester fiber in an extremely brilliant yellow or orange with fluorescence, a method for coloring, for example, a polystyrene resin or a polyacrylate resin in a brilliant yellow or orange, and a coloring material therefore.A method for dyeing a hydrophobic fiber and a method for coloring an organic macromolecular substance characterized by using a coumarin compound represented by the general formula: ##STR1## wherein R.sub.1 and R.sub.2 independently represent each a hydrogen atom or an alkyl group having 1 to 4 carbon atoms;and a coloring material containing the coumarin compound are disclosed.Type: GrantFiled: March 31, 1994Date of Patent: February 7, 1995Assignee: Nippon Kayaku Kabushiki KaishaInventors: Yasuo Murakami, Ryuzo Orita, Tadaaki Sugimoto, Masao Ohnishi
-
Patent number: 5362417Abstract: The invention provides submicron particles. The invention further provides submicron particles which are dispersed in an aqueous colloid. The invention further provides a method of forming the stable dispersion which includes providing an ion exchange resin, loading the ion exchange resin with an ion, treating the loaded resin to form nanoscale particles. The invention further provides fluidizing the resin and particles to form an aqueous stable colloid.Type: GrantFiled: July 9, 1992Date of Patent: November 8, 1994Assignee: Xerox CorporationInventor: Ronald E. Ziolo
-
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
-
Patent number: 5131916Abstract: Aqueous emulsions based on certain graft polymers are outstandingly suitable for the production of colored inks for so-called marker pens. They are distinguished, for example, by a high storage stability.Type: GrantFiled: February 22, 1991Date of Patent: July 21, 1992Assignee: Bayer AktiengesellschaftInventors: Herbert Eichenauer, Artur Haus
-
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
-
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
-
Patent number: 4880667Abstract: Described is a method for imparting a photochromic response to a synthetic plastic article, e.g., an optical lens such as a sunglass lens prepared from an allyl diglycol carbonate monomer. The method described comprises depositing a thin uniform substantially dry film of a photochromic-bearing polymeric resin onto at least one planar surface of the synthetic plastic material, heating the plastic article and resin film substantially uniformly at temperatures near to but below the melting temperature of the photochromic substance for a time sufficient to transfer a photochromic amount of the photochromic material into the subsurface region of the plastic article, and thereafter removing the photochromic-lean resin film from the planar surface(s) of the plastic article.Type: GrantFiled: October 15, 1987Date of Patent: November 14, 1989Assignee: PPG Industries, Inc.Inventor: Cletus N. Welch
-
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
-
Patent number: 4842783Abstract: A fiber optic chemical sensor and the method of making it are provided, such being useful in medical, biological and industrial applications. The sensor includes an optical fiber waveguide having a photocrosslinked polymeric gel at a portion thereof, which gel is crosslinked in place and undergoes substantial volume expansion. A dye is absorbed into the gel, the dye being responsive to different degrees depending on the presence and concentration of any one of particular parameters of a fluid being monitored, such parameters being pH, oxygen concentration, carbon dioxide concentration and the like.Type: GrantFiled: September 3, 1987Date of Patent: June 27, 1989Assignee: Cordis CorporationInventor: Mark E. Blaylock
-
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
-
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
-
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
-
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
-
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
-
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
-
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
-
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
-
Patent number: 4447244Abstract: Process for mass-dyeing of thermoplastics, characterized in that the dyestuffs used are of the formula ##STR1## in which X designates a radical ##STR2## R designates hydrogen or alkyl, R.sub.1 and R.sub.2 designate alkyl,R.sub.3 designates hydrogen, cyano, aroyl, alkoxycarbonyl, alkylcarbonyl or carbamoyl,R.sub.4 designates aryl,R.sub.5 designates alkyl, alkylcarbonyl, alkoxycarbonyl or aryl,R.sub.6 designates alkyl, aryl, aralkyl or aralkenyl, andY designates O or NR.sub.7, with R.sub.7 having the meaning hydrogen, alkyl, aralkyl or aryl, it being possible for the radicals which have been mentioned for R.sub.7 and R.sub.1 -R.sub.Type: GrantFiled: February 4, 1983Date of Patent: May 8, 1984Assignee: Bayer AktiengesellschaftInventor: Bernhard Wehling
-
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
-
Patent number: 4421601Abstract: A dyestuff of the formula ##STR1## wherein X.sub.1 denotes amino, cyanamino, acetylamino, guanidino, ureido or hydroxyl;Y.sub.1 and Z.sub.1 denote hydroxyl or amino, with the proviso that at most 2 of the 3 radicals X.sub.1, Y.sub.1 and Z.sub.1 denote hydroxyl;R.sub.1 represents hydrogen, nitro, chlorine, bromine, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, nitrile, C.sub.1 -C.sub.4 -alkylsulphonyl, trifluoromethyl, phenylsulphonyl, benzylsulphonyl, phenoxy, carbo-C.sub.1 -C.sub.4 -alkoxy, carbophenoxy, carbonamido, C.sub.1 -C.sub.4 -alkylcarbonylamino, benzoylamino, sulphonamido, or carbonamido or sulfonamide mono-substituted or disubstituted by C.sub.1 -C.sub.4 -alkyl, phenyl, or benzyl; andR.sub.2 and R.sub.3 represent hydrogen; chlorine C.sub.1 -C.sub.4 -alkyl, carbo-C.sub.1 -C.sub.4 -alkoxy, carbonamido; carbonamido mono-substituted or disubstituted by C.sub.1 -C.sub.4 -alkyl, phenyl, or benzyl, or C.sub.1 -C.sub.4 -alkoxyand a process for coloring substrates using such dyestuff.Type: GrantFiled: January 3, 1978Date of Patent: December 20, 1983Assignee: Bayer AktiengesellschaftInventors: Gunter Stephan, Karl H. Schundehutte
-
Patent number: 4388078Abstract: The present invention is concerned with modifying the crystal form of the anthraquinone of the formula ##STR1## so as to render it more suitable for disperse dyeing and to improve its performance in thermosol dyeing. The modification is effected by heating the dyestuff at elevated temperatures, preferably between 90.degree. and 185.degree. C. until the Debye-Scherrer strong intensity spacings appear at 6.5A.degree., 18.1A.degree. and 20.6A.degree.. It is also concerned with disperse and thermosol dyeing processes utilizing this crystal modification and with aqueous dispersions of this crystal modification.Type: GrantFiled: March 24, 1982Date of Patent: June 14, 1983Assignee: Mobay Chemical CorporationInventors: Thomas J. Thomas, Robert G. Hoquet
-
Patent number: 4332587Abstract: A colorant preparation containing(A) a colorant which is sparingly soluble or insoluble in water,(B) a plasticizer based on an ester and(C) a reaction product of a fatty acid ester of a polyhydric alcohol and ethylene oxide, a process for the production of this preparation and its use for pigmenting plastics.Type: GrantFiled: January 28, 1981Date of Patent: June 1, 1982Assignee: Bayer AktiengesellschaftInventors: Michael Kressner, Joachim Kolbe, Fritz Bremer, Georg Pape, Karlheinz Wolf, Ferdinand Kummeler
-
Patent number: 4323671Abstract: Anthraquinone derivatives which, in one of their tautomeric structures, correspond to the formula ##STR1## in which A denotes an anthraquinone radical which is free from sulphonic acid groups, is optionally further substituted and preferably consists of at most 5 fused rings,m denotes a number from 1 to 4, preferably 1 or 2,R denotes a substituent andn denotes 0, 1, 2, 3 or 4,processes for their preparation, their use for pigmenting organic macromolecular substances, and the material pigmented in this manner.Type: GrantFiled: April 14, 1980Date of Patent: April 6, 1982Assignee: Bayer AktiengesellschaftInventors: Rutger Neeff, Meinhard Rolf, Walter Muller
-
Patent number: 4323670Abstract: Anthraquinone-azomethine compounds of the formula ##STR1## or of the tautomeric formula ##STR2## in which A denotes an anthraquinone radical which is free from sulphonic acid groups and is optionally further substituted and which preferably consists of at most 5 fused rings,R.sub.1 denotes hydrogen, optionally substituted aryl, preferably ##STR3## hetero-aryl, cycloalkyl or C.sub.1 -C.sub.12 -alkyl, it being possible for the alkyl chain to be interrupted by oxygen or sulphur and/or to be substituted by hydroxyl groups or N(R.sub.3).sub.2 groups, --N(R.sub.3).sub.2 or ##STR4## R.sub.2 denotes a substituent, R.sub.3 denotes hydrogen, C.sub.1 -C.sub.4 -alkyl, cycloalkyl oroptionally substituted aryl,m denotes 1, 2, 3 or 4 andn denotes 0, 1, 2, 3, 4 or 5, processes for their preparation and processes for pigmenting organic macromolecular substances using the new anthraquinone-azomethine compounds.Type: GrantFiled: July 21, 1980Date of Patent: April 6, 1982Assignee: Bayer AktiengesellschaftInventors: Rutger Neeff, Meinhard Rolf, Walter Muller
-
Patent number: 4319025Abstract: Anthraquinone-azomethine compounds of the formula ##STR1## or of the tautomeric formula ##STR2## or of the tautomeric formula ##STR3## in which A denotes an anthraquinone radical which is free from sulphonic acid groups and optionally further substituted and which preferably consists of at most 5 fused rings,R.sub.1 denotes hydrogen, C.sub.1 -C.sub.4 -alkyl, hydroxy-C.sub.1 -C.sub.4 -alkyl, optionally substituted phenyl, carboxyl, carboxylic acid, C.sub.1 -C.sub.4 -alkyl ester or hydroxyl,R.sub.2 denotes hydrogen, halogen, nitro, cyano, optionally substituted carbamoyl or optionally substituted sulphamoyl, sulphonic acid C.sub.1 -C.sub.4 -alkyl ester, sulphonic acid aryl ester, C.sub.1 -C.sub.4 - alkylcarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, optionally substituted benzoyl, alkyl or optionally substituted phenyl sulphone, or a hetero-aromatic radical, for example a radical of the formula ##STR4## or of the formula ##STR5## or of the formula ##STR6## R.sub.Type: GrantFiled: July 21, 1980Date of Patent: March 9, 1982Assignee: Bayer AktiengesellschaftInventors: Rutger Neeff, Meinhard Rolf, Walter Muller