Vinyl Chloride Polymer Substrate Patents (Class 8/508)
  • Patent number: 9637770
    Abstract: Provided is a biosensor including a scaffold and a dye complex, the dye complex including a clay material associated with a dye material, where the dye complex is at least partially embedded in the scaffold. Also provided is a process for preparing the biosensor, an apparatus including the biosensor and methods for detecting viable microorganisms in an aqueous fluid test sample making use of the biosensor, for predicting biofouling in a fluid flowing system and for determining a concentration of disinfectant required to disinfect an aqueous fluid.
    Type: Grant
    Filed: March 7, 2012
    Date of Patent: May 2, 2017
    Assignee: MEKOROT WATER COMPANY, LTD.
    Inventors: Eli Kotzer, Robert Armon
  • Patent number: 9365065
    Abstract: A printing process and a printing auxiliary agent used therein are disclosed. The printing process comprises mounting a plate, applying ink, conveying an object to be printed, and impressing. The printing auxiliary agent is applied to the object to be printed before an impressing point in an optional printing station. The printing auxiliary agent includes water and/or an organic substance which is in liquid state under normal temperature and normal pressure. The use of the printing auxiliary agent is also disclosed. The printing process and the printing auxiliary agent can be used in printing of all kinds of objects to be printed, thus improving printing quality.
    Type: Grant
    Filed: January 12, 2011
    Date of Patent: June 14, 2016
    Assignee: SHANGHAI EAST STAR ENVIRONMENTAL INKS CO., LTD.
    Inventors: Xudong Zheng, Shanzhong Chen
  • Publication number: 20090064425
    Abstract: 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: Application
    Filed: April 10, 2006
    Publication date: March 12, 2009
    Applicant: UNIVERSITY OF SOUTH CAROLINA
    Inventors: Walter Scrivens, Dongling Fei
  • Publication number: 20080250574
    Abstract: 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: Application
    Filed: November 5, 2007
    Publication date: October 16, 2008
    Applicant: PROHOLDERS, INC.
    Inventors: Michael Benoit, Dennis Doherty, Greg Royer
  • Publication number: 20080201871
    Abstract: 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: Application
    Filed: October 10, 2007
    Publication date: August 28, 2008
    Applicant: The Regents of the University of California
    Inventors: Gang Sun, Junshu Liu
  • Patent number: 7387646
    Abstract: 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 protected
    Type: Grant
    Filed: December 13, 2004
    Date of Patent: June 17, 2008
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Joachim Jandke
  • Patent number: 6833008
    Abstract: The surface treatment for printing applications using water-based ink of the present invention comprises a surface pretreatment of the recording media prior to the deposition of the ink on the surface, wherein the pretreatment liquid is an aqueous and/or alcoholic solution or emulsion containing a polyvalent metal salt, and at least one of an organic swelling reagent and a coalescence reagent. The pretreatment liquid is applied with a rubbing motion in a thin layer of approximately 4 &mgr;m to the entire upper surface of the recording media. The swelling reagent and/or the coalescence reagent cause the upper 3-5 &mgr;m to swell and the polyvalent metal cations become embedded in the surface. After partial drying of the pretreated media, ink composition is deposited onto the surface to form an image. The ink solids precipitate in response to the embedded cations deposited in the pretreatment, and form interactions above and below the surface of the media to give a mechanically stable ink dot.
    Type: Grant
    Filed: January 15, 2002
    Date of Patent: December 21, 2004
    Assignee: Aprion Digital Ltd.
    Inventors: Boaz Nitzan, Guy Peled, Naama Schur, Moshe Frenkel
  • Patent number: 6323266
    Abstract: An extended life fluorescent polyvinyl chloride sheeting and a method for forming the sheeting are disclosed. The sheeting includes a polyvinyl chloride film having a fluorescent colorant incorporated therein. A protective polymer layer is attached to the polyvinyl chloride film. A light filtering agent is incorporated into the protective layer, wherein the filter agent blocks the 425 nm and lower wavelengths of the visible spectrum.
    Type: Grant
    Filed: January 8, 2001
    Date of Patent: November 27, 2001
    Assignee: Reflexite Corporation
    Inventor: Edward D. Phillips
  • Patent number: 5955523
    Abstract: 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: Grant
    Filed: November 7, 1997
    Date of Patent: September 21, 1999
    Assignee: Milliken Research Corporation
    Inventors: Eric B. Stephens, Mark E. Ragsdale
  • Patent number: 5868801
    Abstract: The present invention concerns a method for the application of a pattern on a work piece of thermoplastic material, preferably plastic, in which method a material, preferably fabric, carrying a predetermined pattern, is brought into contact against said work piece, that the plastic material is heated to a predetermined temperature, and that said patterned material is allowed to remain in contact with the plastic material for a predetermined time, so that the pattern is completely or partly taken up by the work piece, whereupon said pattern carrying material is removed, a method for the production of an object from the work piece with simultaneous application of the pattern, as well as an object produced according to the method.
    Type: Grant
    Filed: January 31, 1997
    Date of Patent: February 9, 1999
    Assignee: Viktor Begat AB
    Inventors: Leif Lindh, Kjell Lindh, Urban Holm
  • Patent number: 5621027
    Abstract: Dyestuffs of the formula ##STR1## wherein Z denotes a radical to complete a 3,4- or 2,3-pyridinylene, a 4,5-pyrimidinylene, a 3,4- or 4,5-pyridazinylene or a 2,3-pyrazinylene system andX, Y, m and n have the meanings given in the description,which are particularly suitable for bulk dyeing plastics, in particular thermoplastics, have been found.
    Type: Grant
    Filed: May 12, 1995
    Date of Patent: April 15, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Roschger, Volker Hederich, Stephan Michaelis, Friedrich W. Krock
  • Patent number: 5582621
    Abstract: Bulk dyeing of plastics using dyestuffs of the formula (I) ##STR1## wherein n denotes 1 or 2, preferably 1,R.sub.o for n=1, denotes aryl, hetaryl or heterocyclylidenemethyl, or for n=2, denotes a direct bond or arylene andthe ring A is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.5 -C.sub.8 -cycloalkyl, C.sub.6 -C.sub.10 -aryl, C.sub.1 -C.sub.4 -alkyloxy, C.sub.6 -C.sub.10 -aryloxy, C.sub.6 -C.sub.10 -aryl- or C.sub.1 -C.sub.4 -alkylsulphonyl, cyano, halogen, in particular chlorine or bromine, or a radical of the formula --COR.sub.1, wherein R.sub.1 represents C.sub.1 -C.sub.4 -alkoxy, amino, C.sub.1 -C.sub.4 -alkylamino, di-C.sub.1 -C.sub.4 -alkylamino, C.sub.6 -C.sub.10 -arylamino, C.sub.1 -C.sub.4 -alkyl or C.sub.6 -C.sub.10 -aryl, or contains a fused-on aromatic or cycloaliphatic ring,the plastics used being, in particular, thermoplastics, preferably vinyl polymers, polyesters or polyamides.
    Type: Grant
    Filed: September 13, 1995
    Date of Patent: December 10, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Roschger, Stephan Michaelis, Hauke Furstenwerth
  • Patent number: 5493011
    Abstract: 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: Grant
    Filed: November 6, 1992
    Date of Patent: February 20, 1996
    Assignee: Hoechst AG
    Inventors: Rudiger Jung, Reinhold Deubel
  • Patent number: 5476923
    Abstract: 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: Grant
    Filed: March 31, 1994
    Date of Patent: December 19, 1995
    Assignee: Sandoz Ltd.
    Inventors: Jurgen Goldmann, Bansi L. Kaul
  • Patent number: 5428136
    Abstract: 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: Grant
    Filed: July 29, 1993
    Date of Patent: June 27, 1995
    Assignee: Hoechst AG
    Inventors: Rudiger Jung, Joachim Weide, Hans J. Metz
  • Patent number: 5240464
    Abstract: 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: Grant
    Filed: June 2, 1992
    Date of Patent: August 31, 1993
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, Max A. Weaver, Jeffery R. Harris, David J. Moody
  • Patent number: 4992495
    Abstract: 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: Grant
    Filed: June 16, 1988
    Date of Patent: February 12, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Stefan Hari, Georg Cseh
  • Patent number: 4978362
    Abstract: 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: Grant
    Filed: October 11, 1988
    Date of Patent: December 18, 1990
    Assignee: Milliken Research Corporation
    Inventors: Edward W. Kluger, John W. Rekers
  • Patent number: 4812141
    Abstract: 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: Grant
    Filed: March 17, 1988
    Date of Patent: March 14, 1989
    Assignee: Milliken Research Corporation
    Inventors: Alan S. Baumgartner, Patrick D. Moore, Richard A. VanDahm
  • Patent number: 4737581
    Abstract: 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: Grant
    Filed: April 18, 1985
    Date of Patent: April 12, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Stefan Hari
  • Patent number: 4732570
    Abstract: 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: Grant
    Filed: June 23, 1986
    Date of Patent: March 22, 1988
    Assignee: Milliken Research Corporation
    Inventors: Alan S. Baumgartner, Patrick D. Moore, Richard A. VanDahm
  • Patent number: 4681594
    Abstract: The invention relates to a process for continuous dyeing of filaments based on atactic polyvinyl chloride in the course of their production.The undrawn filaments are impregnated with a composition containing at least one plastosoluble dye while they have a density of between 1.3 and 1.4 g/cm.sup.3, are fixed continuously in the presence of steam under pressure at a temperature of between 100.degree. and 120.degree. C. for 2 to 20 seconds, are drawn in a known manner, are then fixed under tension in the presence of steam under pressure at a temperature of between 100.degree. and 130.degree. C. for 1 to 20 seconds, and are then oiled and shrunk in a known manner.Such a process permits quick dyeing, on an industrial scale, with good color fastness.
    Type: Grant
    Filed: March 11, 1986
    Date of Patent: July 21, 1987
    Assignee: Rhovyl
    Inventors: Pierre Chion, Jacques Menault
  • Patent number: 4681595
    Abstract: The present invention relates to a process for continuous dyeing of filaments based on atactic polyvinyl chloride in the course of production.It comprises, in succession, the phases of drawing, impregnation of the filaments by padding while, at the time of the impregnation, the filaments have a density of between 1.3 and 1.4 g/cm.sup.3 (the filament roving having a water content of 10 to 30% by weight), of stabilization under tension in the presence of steam under pressure at a temperature between 100.degree. and 130.degree. C. for 2 to 20 seconds, and then oiling and shrinking in a known manner.Dyeing carried out in this manner is quick and makes it possible to produce colors having good fastness.
    Type: Grant
    Filed: March 25, 1986
    Date of Patent: July 21, 1987
    Assignee: Rhovyl
    Inventors: Pierre Chion, Jacques Menault
  • Patent number: 4661117
    Abstract: 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: Grant
    Filed: November 8, 1984
    Date of Patent: April 28, 1987
    Assignee: Crucible Chemical Company
    Inventors: Robert B. Wilson, William F. Pomeroy, Louis T. Sovey, Jr.
  • Patent number: 4640690
    Abstract: 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: Grant
    Filed: September 13, 1985
    Date of Patent: February 3, 1987
    Assignee: Milliken Research Corporation
    Inventors: Alan S. Baumgartner, Patrick D. Moore, Richard A. VanDahm
  • Patent number: 4639477
    Abstract: 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: Grant
    Filed: June 13, 1985
    Date of Patent: January 27, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Georg Cseh, Paul Lienhard
  • Patent number: 4609375
    Abstract: A waterless dip dye composition for apparel- and textile-related 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 apparel- and textile-related articles, fabricated from polyester, polyamide, polyurethane, acrylic, halogenated polyolefin or epoxy plastic, comprises exposing an article to the foregoing compositions, maintained at at a temperature between 100.degree. C.
    Type: Grant
    Filed: November 8, 1984
    Date of Patent: September 2, 1986
    Assignee: Crucible Chemical Company
    Inventors: Robert B. Wilson, William F. Pomeroy, Louis T. Sovey, Jr.
  • Patent number: 4608056
    Abstract: A waterless dye composition for apparel and other thermoplastic articles comprises 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; and/or a cycloaliphatic diester 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; and an organic colorant.
    Type: Grant
    Filed: February 15, 1985
    Date of Patent: August 26, 1986
    Inventor: Robert B. Wilson
  • Patent number: 4602916
    Abstract: A waterless dye composition for apparel and other articles, made from thermoplastic materials, comprises an aliphatic polyester of a higher alkanoic acid and a polyol, of the formula (ACOO).sub.2-6 B, wherein A is alkyl of 8-22 carbon atoms and B is the residue of a polyhydric alcohol, other than glycerol, of 2-6 hydroxyl groups and an organic colorant. The compositions can further comprise 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; and/or a cycloaliphatic diester 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.2x or 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.
    Type: Grant
    Filed: August 26, 1985
    Date of Patent: July 29, 1986
    Assignee: Crucible Chemical Company
    Inventor: Robert B. Wilson
  • Patent number: 4581035
    Abstract: 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: Grant
    Filed: November 8, 1984
    Date of Patent: April 8, 1986
    Assignee: Crucible Chemical Company
    Inventor: Robert B. Wilson
  • Patent number: 4540775
    Abstract: 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: Grant
    Filed: May 11, 1981
    Date of Patent: September 10, 1985
    Assignee: Sandoz Ltd.
    Inventor: Bansi L. Kaul
  • Patent number: 4536184
    Abstract: The invention is directed to overprinting a poly(vinyl chloride) resin substrate whose surface, or portion thereof, is colored by solvent soluble dye or by way of a mass solvent soluble dye, with a coloring agent made up of a liquid halogenated hydrocarbon solvent having 1-4 carbon atoms, pigment dispersed in said halohydrocarbon solvent, and a film former, dissolved in said halohydrocarbon solvent, consisting essentially of (a) acrylic resin or (b) a combination of acrylic resin and chlorinated polyolefin, at least 50% by weight of acrylic resin; and heat treating said overprinted substrate to adhere said film former and associated pigment.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: August 20, 1985
    Assignee: Formulabs Industrial Inks, Inc.
    Inventor: Thomas D. Ryan
  • Patent number: 4529405
    Abstract: 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: Grant
    Filed: February 27, 1984
    Date of Patent: July 16, 1985
    Assignee: Crucible Chemical Company
    Inventor: Robert B. Wilson
  • Patent number: 4521215
    Abstract: The present invention relates to polyvinyl chloride resin particles which are colored with cationic dyestuffs, to a process of making them, and to plastisols produced therefrom. Resin particles are preferably heated in a solvent medium which preferably is water or comprises water, the solvent medium being suitable to dissolve the cationic dyestuff. The dye penetrates and dyes the particles. Particulate material can be produced having diverse characteristics.
    Type: Grant
    Filed: April 27, 1983
    Date of Patent: June 4, 1985
    Assignee: Armstrong World Industries, Inc.
    Inventors: William J. Kauffman, Pamela H. Martin
  • Patent number: 4452604
    Abstract: The present invention concerns our discovery that decorative sheets and coverings comprising polyvinyl chloride and having substantially non-migratable through-color images may be prepared using cationic dyestuffs. These coverings may be prepared by providing a variety of polyvinyl chloride-containing substrates with image compositions comprising cationic dyestuffs and a suitable binder, and then treating these materials such that the cationic dyestuffs migrate into the substrate. Through-color images are obtained which are substantially non-migrating, even under severe conditions.
    Type: Grant
    Filed: October 11, 1983
    Date of Patent: June 5, 1984
    Assignee: Armstrong World Industries, Inc.
    Inventors: Ronald S. Lenox, Anne L. Schwartz, Moses Sparks, Jr.
  • Patent number: 4451264
    Abstract: This invention is directed to inks (coloring solutions) for polyvinyl resin surfaces, particularly PVC wire insulation color coding, where the ink consists essentially of a Color Index Solvent dye dissolved in a liquid halogenated hydrocarbon solvent having 1-2 carbon atoms. A preferred solvent is dichloromethane.
    Type: Grant
    Filed: September 27, 1982
    Date of Patent: May 29, 1984
    Assignee: Formulabs Industrial Inks, Inc.
    Inventors: Donald C. Ulry, Charles G. Cosner, Thomas D. Ryan
  • Patent number: 4430090
    Abstract: 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: Grant
    Filed: August 19, 1982
    Date of Patent: February 7, 1984
    Assignee: Cassella Aktiengesellschaft
    Inventors: Ulrich Buhler, Reinhard Hahnle, Joachim Ribka, Helmut Richter
  • Patent number: 4421601
    Abstract: 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: Grant
    Filed: January 3, 1978
    Date of Patent: December 20, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Stephan, Karl H. Schundehutte
  • Patent number: 4332587
    Abstract: 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: Grant
    Filed: January 28, 1981
    Date of Patent: June 1, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Kressner, Joachim Kolbe, Fritz Bremer, Georg Pape, Karlheinz Wolf, Ferdinand Kummeler
  • Patent number: 4323670
    Abstract: 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: Grant
    Filed: July 21, 1980
    Date of Patent: April 6, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rutger Neeff, Meinhard Rolf, Walter Muller
  • Patent number: 4323671
    Abstract: 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: Grant
    Filed: April 14, 1980
    Date of Patent: April 6, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rutger Neeff, Meinhard Rolf, Walter Muller
  • Patent number: 4319025
    Abstract: 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: Grant
    Filed: July 21, 1980
    Date of Patent: March 9, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rutger Neeff, Meinhard Rolf, Walter Muller
  • Patent number: 4297099
    Abstract: A process for producing colored synthetic resin sheet material having a unicolored or multicolored dye coating applied to one surface thereof and extending into said surface in a uniform manner involves applying a dye-containing material or composition to at least one selective portion of the surface of a synthetic resin sheet material that contains at least one reactive, crosslinkable component, where the dye-containing material is capable of migrating into a non-porous sheet formed of the synthetic resin; controlling the migration of the dye material into the sheet material to a desired depth; and then initiating crosslinking of the crosslinkable component to stop further migration of the dye-containing material.
    Type: Grant
    Filed: November 15, 1978
    Date of Patent: October 27, 1981
    Assignee: Dynamit Nobel Aktiengesellschaft
    Inventors: Manfred Simon, Erwin Moschter, Karl-Heinz Spiess, Richard Weiss
  • Patent number: 4284411
    Abstract: 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 is a number from 1-4 and preferably 1 or 2,R.sub.1 is hydrogen or a C.sub.1 -C.sub.4 -alkyl group andR.sub.2 is a cyano group or a radical of the formula ##STR2## or a radical of the formula ##STR3## in which formulae R.sub.3 is hydrogen, a straight-chain or branched alkyl group of a cycloalkyl radical,R.sub.4 is a substituent,n is 0, 1, 2, 3 or 4 andp is 0, 1, 2, 3, 4 or 5,processes for their preparation and their use for pigmenting organic macromolecular substances.
    Type: Grant
    Filed: July 19, 1979
    Date of Patent: August 18, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rutger Neeff, Meinhard Rolf, Walter Muller
  • Patent number: 4202663
    Abstract: Method of dye absorption into the surface of plastics is accomplished by placing polyolefin film between a dye transfer paper and a sheet of thermoplastic and applying pressure and heat thereto. The heat applied is sufficient to sublime the dyes through the film to the plastic sheet. The dyes are absorbed into the surface of the plastic with the design intact. The materials are then cooled and separated and a decorated plastic sheet or article with wear-proof design is obtained. Thermoset plastics are similarly dye penetrated in this manner during the curing thereof.In-mold dye decoration and penetration of thermoplastics and thermoset plastics are also disclosed.Further, post-pressure dye transfer to plastic sheets and plastic articles is disclosed.
    Type: Grant
    Filed: September 6, 1977
    Date of Patent: May 13, 1980
    Inventors: John M. Haigh, deceased, by Joyce E. Quinlan, administrator