Processes Involving An Ethylenically Unsaturated Polyester Derived From A Polycarboxylic Acid Or Derivative And Polyol, Condensate Or Solid Polymer Thereof; Or Compositions Therefore Patents (Class 522/104)
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Publication number: 20020198279Abstract: A single component liquid heat-curable adhesive formulation that is stable at room temperature. The formulation includes from about 5 to about 70 wt % of at least one acrylate monomer, from about 5 to about 94 wt % of an acrylate oligomer, and from about 0.1 to about 10 wt % of a thermal initiator selected from the group consisting of diacyl peroxides, benzoyl peroxides and peroxy esters. A photo initiator may be included thereby rendering the stable liquid formulation to be both heat-curable and UV-curable.Type: ApplicationFiled: June 8, 2001Publication date: December 26, 2002Inventor: Chau Thi Minh Ha
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Patent number: 6489377Abstract: The invention relates to a method for producing thermotropic casting resin systems that comprise at least one matrix polymer including at least one thermotropic monomer compound which cannot be mixed with the matrix polymer, whereby the matrix polymer an the thermotropic monomer compound are selected in such a way that their refraction indices are almost the same in a temperatrue range that is below the temperature required for structural change and that reaches the temperature of structural change of the thermotropic monomer compound, the casting resin system being translucent or transparent in this termperature range. After dissolving the monomer thermotropic compund in a matrix solution containing a photohardening oligomer, reactive diluents and photoinitiators and a liquid, photohardenable system is obtained, photoradiation with exclusion of oxygen is carried out for hardening.Type: GrantFiled: January 30, 2001Date of Patent: December 3, 2002Assignee: Fraunhoger-Gesellschaft zur Foerderung der Angewandten Forschung E.V.Inventors: Taner Bicer, Christoph Schwitalla, Holger Goedeke
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Publication number: 20020177681Abstract: Polyester based polycarbonate (meth)acrylates prepared by the reaction of a alkylene or arylene diol polycarbonate with an anhydride or its dicarboxylic acid to form a carboxyl terminated diester, reacting the diester with a diglycidyl ether and an acrylic or methacrylic acid to form an acrylate terminate polymer which is useful for radiation cured coatings which have superior adhesion and reverse impact strength when applied to plastic substrates.Type: ApplicationFiled: April 13, 2001Publication date: November 28, 2002Inventors: Mingxin Fan, Gary Ceska, James Horgan, Robert Adams, William Schaeffer, Josh Oliver
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Patent number: 6482871Abstract: The invention provides a pretreatment method and primer that is applied directly to the hard tissue. The invention has particular utility for adhering to or coating sclerotic dentin and cervical enamel or for adhering to or coating hard tissue in a high humidity environment. The primer enables formation of extremely strong bonds to dentin. The method comprises the steps of: (a) applying to the hard tissue adhesively effective amounts of an acid and a water-dispersible film former comprising a polymer and (b) hardening the film former. Primer compositions are provided for use in this method, comprising a mixture of an acid and a film former comprising a polymer prior to hardening, the mixture being in the form of a film atop the hard tissue.Type: GrantFiled: June 5, 1995Date of Patent: November 19, 2002Assignee: 3M Innovative Properties CompanyInventors: Steven M. Aasen, F. Andrew Ubel, III, Joel D. Oxman, Sumita B. Mitra, Jon W. Fundingsland
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Patent number: 6476093Abstract: There are disclosed a frost-coating composition, which comprises (i) a hydrophobic silica particle or further comprises (ii) a polymer particle, in addition to a photocurable compound; and a frosted glass container coated with such a composition. The frosted glass container coated with such a composition is excellent in alkali resistance, or excellent both in alkali resistance and in impact resistance.Type: GrantFiled: February 25, 2000Date of Patent: November 5, 2002Assignees: Sumitomo Seiki Chemicals Co., Ltd., Nihon Yamamura Glass Co., Ltd.Inventors: Eiichi Araki, Norihiro Sugihara, Hiroshi Manabe, Yoshikazu Kuroda, Motofumi Fukunami
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Patent number: 6476094Abstract: The present invention relates to compositions that may be cured under the action of UV radiation and contain A) 40 to 80 parts by weight of a polyester resin component containing one or more ethylenically unsaturated polyester resins prepared from a carboxylic acid component containing a 1,2-alkenyl dicarboxylic acid monodicyclopentenyl ester and fumaric acid, maleic acid and/or maleic anhydride and an alcohol component containing a dyhydric alcohol, B) 20 to 60 parts by weight of a copolymerizable monomer such as styrene and C) 0.1 to 10 parts by weight of a photoinitiator. The present invention also relates to coated substrates, in particular wood or imitation wood, prepared from these compositions at an application viscosity of less than 60 seconds measured at 23° C. in a DIN 4 cup to DIN 53211 under the action of UV radiation.Type: GrantFiled: January 11, 1996Date of Patent: November 5, 2002Assignee: Bayer AktiengesellschaftInventors: Jürgen Meixner, Wolfgang Fischer, Manfred Müller, Claudio Rebuscini
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Patent number: 6469071Abstract: Polyester based polycarbonate (meth)acrylates prepared by the reaction of a alkylene or arylene diol polycarbonate with an anhydride or its dicarboxylic acid to form a carboxyl terminated diester, reacting the diester with a diglycidyl ether and an acrylic or methacrylic acid to form an acrylate terminate polymer which is useful for radiation cured coatings which have superior adhesion and reverse impact strength when applied to plastic substrates.Type: GrantFiled: April 13, 2001Date of Patent: October 22, 2002Assignee: Sartomer Technology Company, Inc.Inventors: Mingxin Fan, Gary Ceska, James Horgan, Robert Adams, William Schaeffer, Josh Oliver
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Patent number: 6461691Abstract: A radiation curable, flexible, paintable composition produced from epoxy compounds and one or more polyol(s) has enhanced durability, thick and thin film adhesion, resistance to mold growth and dimensional changes while reducing solvent emissions. The composition can reduce, if not eliminate, runs and drips during the thermal bake cycles which are associated with using conventional compositions in automotive applications.Type: GrantFiled: November 24, 1999Date of Patent: October 8, 2002Assignee: Denovus LLCInventors: Donald W. Taylor, Todd W. Scrivens, Laurie Denise Lovshe, Jeffrey T. Pachl
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Patent number: 6417244Abstract: Metal oxide and metal oxide-silica nanoparticles are disclosed wherein the surfaces thereof are complexed with a polymerizable, biocompatible, heterocyclic base. Polymerizable compositions are prepared by loading such nanoparticles into acrylate based monomer matrices, which compositions can then be photocured into X-ray opaque, transparent or translucent solids. Methods are disclosed for forming such complexed nanoparticles and compositions and for using such compositions as medical or dental restoratives.Type: GrantFiled: October 13, 2000Date of Patent: July 9, 2002Assignees: Southwest Research Institute, Board of Regents, The University of Texas SystemInventors: Stephen T. Wellinghoff, Hong Dixon, Henry R. Rawls, Barry K. Norling
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Patent number: 6413629Abstract: An easy adhesion film for a transparent conductive thin film comprises a transparent polymer film and an easy adhesion layer formed on the transparent polymer film, wherein the easy adhesion layer comprises at least an ionizing radiation curable resin binder, a (meth)acrylate copolymer binder and polymethyl methacrylate resin particles. The easy adhesion film has high durability, transparency and anti-Newton ring property when provided with a transparent conductive thin film.Type: GrantFiled: February 29, 2000Date of Patent: July 2, 2002Assignee: Kimoto Co., Ltd.Inventor: Yoshihisa Kimura
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Patent number: 6414103Abstract: A coating powder comprising a macrocyclic oligomer and a ring-opening polymerization agent is applied to an article, fused, and converted to a linear polymer at a temperature of from about 160 to about 400° C. The powder has the low melt viscosity and friability of a thermoset powder but is converted at high fusing temperatures to a tough coating having the good impact resistance and good elongation of a thermoplastic powder. The oligomer is a polyester, polycarbonate, polyamide, polyimide, polyamideimide. The article may be coated electrostatically or in a fluidized bed.Type: GrantFiled: September 28, 2000Date of Patent: July 2, 2002Assignee: Rohm and Haas CompanyInventors: Glenn D. Correll, Tina L. Tullos, Gordon L. Tullos
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Patent number: 6384102Abstract: Radiation-curable powder compositions, usable as paint or varnish, which comprise a mixture of at least one semi-crystalline polyester containing end methacryloyl groups and of at least one acrylic copolymer containing ethylenically unsaturated groups, these polyesters comprising the reaction products of a glycidyl methacrylate and of a semi-crystalline polyester containing end carboxyl groups.Type: GrantFiled: April 21, 2000Date of Patent: May 7, 2002Assignee: UCB S.A.Inventors: Luc Moens, Jean-Marie Loutz, Daniel Maetens, Patrick Loosen, Marc Van Kerckhove
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Patent number: 6380279Abstract: Radiation-curable powder compositions, usable as paint or varnish, which comprise a mixture of at least one semi-crystalline polyester containing end methacryloyl groups and of at least one amorphous polyester containing end methacryloyl groups, comprising the reaction products of a glycidyl methacrylate and of a semi-crystalline or amorphous polyester containing end carboxyl groups.Type: GrantFiled: April 17, 2000Date of Patent: April 30, 2002Assignee: UCB S.A.Inventors: Luc Moens, Jean-Marie Loutz, Daniel Maetens, Patrick Loosen, Marc Van Kerckhove
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Publication number: 20020032251Abstract: A UV-curable acrylate base adhesive composition for digital versatile discs and other substrates, a method for bonding verstile digital disc layers together with a UV-curable adhesive, and a digital versatile disc bonded by a UV-curable or a radiation curable adhesive. The adhesive comprises acrylate functional components, non-acrylate reactive diluents (e.g. having acrylamide, or N-vinyl functionality) and thiol compounds.Type: ApplicationFiled: August 24, 1999Publication date: March 14, 2002Inventors: CHAU THI MINH HA, VADIM V. KRONGAUZ, RAJNI JARIA, MICHAEL G. SULLIVAN
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Patent number: 6350816Abstract: Resins comprising (meth)acrylic unsaturations are obtained by reacting functional groups of unsaturated monomers without solvents at temperatures above 150° C. and under controlled heat exchange, while maintaining intact their unsaturations, with functional groups of saturated and/or unsaturated polymers. The technologies and the work cycles used for conventional resins may also be used for these resin types.Type: GrantFiled: March 11, 1998Date of Patent: February 26, 2002Assignee: Solutia Italy S.r.l.Inventors: Silvestro Farronato, Sergio Gazzea, Roberto Chinellato
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Publication number: 20020013444Abstract: A curable composition is placed on a candle, and then the composition is exposed to curing conditions such as ultraviolet light, to thereby cure the coating composition and provide a candle having a cured coating. The curable composition may be the reaction product of TMPTA (trimethylolpropanetriacrylate), itself the reaction product of trimethylolpropane and acrylic acid) and oleyl amine (an unsaturated primary amine having eighteen carbons). The candle may be made of wax or a gelled solvent, i.e., a mixture of gellant and solvent, particularly a hydrocarbon or other low polarity solvent. The undiluted coating may be applied by spraying on the oily surface of the candle. Ultraviolet cure of the coating occurs in 1-2 seconds.Type: ApplicationFiled: June 4, 2001Publication date: January 31, 2002Inventors: Raymond H. Jones, Charles D. Moses, Ronald L. Gordon
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Patent number: 6332291Abstract: This invention relates to radiation-curable coating compositions which contain A) compounds having one or more free-radically polymerisable double bonds which additionally contain at least one further functional group reactive for the purposes of an addition and/or condensation reaction, B) compounds having one or more free-radically polymerisable double bonds, which additionally contain at least one further functional group reactive for the purposes of an addition and/or condensation reaction, wherein the additional reactive functional group is complementary to or reactive towards the additional reactive functional groups of component A), C) optionally at least one monomeric, oligomeric and/or polymeric compound having at least one functional group reactive towards the functional groups from component A) or component B) D) one or more photoinitiators as well as E) optionally solvents, water, pigments and/or extenders as well as conventional lacquer additives, wherein component A) and component B) diffeType: GrantFiled: December 17, 1999Date of Patent: December 25, 2001Assignee: Herberts GmbH & Co. KGInventors: Carmen Flosbach, Helmut Löffler, Karin Maag
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Patent number: 6329442Abstract: A curable composite material composition comprising (A) a polymerizable unsaturated compound, (B) a fiber reinforcing material and/or fiber, and (C) a polymerization initiator comprising an organic boron compound represented by the general formula (1) wherein R1, R2, R3 and R4 each independently represent an alkyl, aryl, allyl, aralkyl, alkenyl, alkynyl, silyl or heterocyclic group, a halogen atom, or a substituted alkyl, substituted aryl, substituted allyl, substituted aralkyl, substituted alkenyl, substituted alkynyl or substituted silyl group, and Z+ represents a cation, and an acidic compound, as well as a curing process for the curable composite material composition which includes irradiating and/or heating the curable composite material composition.Type: GrantFiled: November 9, 2000Date of Patent: December 11, 2001Assignees: Showa Denko K.K., Showa Highpolymer Co., Ltd.Inventors: Shuichi Sugita, Hirotoshi Kamata, Tomio Yamamoto, Kazuo Ohtani, Hidetake Sendai
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Patent number: 6326415Abstract: Provided is a support for an ink jet recording material. The support comprises a substrate and a UV cured resinous coating layer on the substrate, with said resinous coating layer being comprised of a tetrafunctional polyester acrylate, a difunctional acrylic ester, a UV photoinitiator and a polyether.Type: GrantFiled: August 5, 1999Date of Patent: December 4, 2001Assignee: Rexam Graphics Inc.Inventors: Alexander J. Miklasiewicz, Son T. Vo, Everett Wyman Bennett
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Patent number: 6323254Abstract: The present invention relates to binders, which can be cured by free-radical polymerization initiated by UV light, and contain a) 10 to 90 parts by wt. of a polymer which contains, in chemically bound form, both ethylenically unsaturated groups and the reaction product of a resin containing abietic acid with not more than 50% of the OH groups of a polyfunctional alcohol having a molecular weight of less than 500, b) 10 to 90 parts by wt. of one or more mono- di-or oligoesters of (meth)acrylic acid having a molecular weight of less than 800 and c) optionally 0.1 to 10 parts by wt. of a photoinitiator component for the free-radical polymerization wherein the weights of a) and b) add up to 100. The present invention also relates to coating compositions containing these binders which are suitable for the production high-gloss coatings.Type: GrantFiled: January 10, 2000Date of Patent: November 27, 2001Assignee: Bayer AktiengesellschaftInventors: Jan Weikard, Wolfgang Fischer, Manfred Müller
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Patent number: 6316516Abstract: The present invention relates to a composition for coating optical fibers which contains an oligomer capable of being polymerized, a monomer suitable to control the viscosity of the composition, and an adhesion promoter which includes a compound containing a cyclic structure interposed between at least two reactive silanes which are independently an alkoxysilane or a halosilane. Another composition of the present invention includes an oligomer capable of being polymerized, a monomer suitable to control the viscosity of the composition, an adhesion promoter which includes a compound containing a reactive silane group, and a carrier. The present invention also relates to optical fibers and methods of making such optical fibers using the compositions of the present invention.Type: GrantFiled: April 29, 1999Date of Patent: November 13, 2001Assignee: Corning IncorporatedInventors: Ching Kee Chien, Edward J. Fewkes, Eric H. Urruti, Michael J. Winningham
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Patent number: 6316518Abstract: The invention includes a method of increasing polymerization within a condensation polymer. A substantially dry condensation polymer material is provided. The material is exposed to radiation having a frequency less than microwave frequency for a time of at least about 0.5 hour to increase an amount of polymerization within the material. The invention also includes a method of treating a polyamide material. A polymeric polyamide material is provided and exposed to first radiation having a first power intensity. The material is then exposed to second radiation having a second power intensity. The first power intensity is higher than the second power intensity. Additionally, the invention includes an apparatus. The apparatus includes an inlet port through which a feed material enters the apparatus, and an outlet port through which the feed material passes out of the apparatus.Type: GrantFiled: February 3, 2000Date of Patent: November 13, 2001Assignee: Advanced Polymer Technology, Inc.Inventors: L. Myles Phipps, Eric J. Swenson
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Patent number: 6313189Abstract: Described herein are methods for preparing bioabsorbable polymerization products having interconnecting pore structure by polymerizing compositions containing ethylene glycol- or glycero-oligoester(meth)acrylates monomers and, optionally, other components. The polymerization products are particularly useful for dental lacquers, dental inlays and shaped articles which are bioabsorbable and exhibit an interconnecting pore structure.Type: GrantFiled: May 4, 1999Date of Patent: November 6, 2001Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Robert Wenz, Berthold Nies
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Patent number: 6300387Abstract: A molding composition comprises (A) an aggregate, at least one of (B) an unsaturated polyester and (C) an unsaturated polyester-polyamide, and (D) a radical generator comprising a peroxide represented by formula: R1OOC(CH3)2—R3—C(CH3)2OOR2 wherein R1 and R2, which may be the same or different, each represent an alkyl group having 3 to 10 carbon atoms or an arylalkyl group having 7 to 17 carbon atoms; and R3 represents an arylene group.Type: GrantFiled: February 22, 2001Date of Patent: October 9, 2001Assignee: Kao CorporationInventors: Takashi Yamaguchi, Tadashi Sakuma, Kuniyasu Kawabe
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Patent number: 6299975Abstract: A pressure-sensitive adhesive sheet prepared by coating a composition containing a) 100 parts by weight of monomers composed of from 70 to 100% by weight of a (meth)acrylic acid alkyl ester, said alkyl group having from 2 to 14 carbon atoms, and from 0 to 30% by weight of a monoethylenically unsaturated monomer copolymerizing therewith, b) from 0.1 to 5 parts by weight of a radical chain inhibitor, c) from 0.02 to 5 parts by weight of a polyfunctional (meth)acrylate as a crosslinking agent, d) from 0.005 to 1 part by weight of a photopolymerization initiator, and e) from 0.01 to 10 parts by weight of a silane coupling agent, on a releasing-treated film having a good surface smoothness and photopolymerizing the coated layer to form a pressure-sensitive adhesive layer having a haze value of 1% or lower and a total light transmission of at least 90%.Type: GrantFiled: January 19, 1999Date of Patent: October 9, 2001Assignee: Nitto Denko CorporationInventors: Hitoshi Takahira, Masahiro Oura, Takao Yoshikawa, Hiroaki Kishioka
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Patent number: 6291540Abstract: The invention concerns a novel method for preparing non-toxic resins crosslinkable under radiation in the presence of an initiator system. Said resins are prepared from compositions of an organic and/or silicon type comprising monomers, oligomers and/or polymers with organofunctional groups, and are cross-linked in the presence of an initiator system consisting of an onium salt with low toxicity whereof the cationic structure is [(CH(CH3)2—C6H4—)—I—(—R1)]+(I).Type: GrantFiled: March 10, 2000Date of Patent: September 18, 2001Assignee: Rhodia ChimieInventors: Christian Priou, Jacques Richard
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Publication number: 20010020048Abstract: A molding composition comprises (A) an aggregate, at least one of (B) an unsaturated polyester and (C) an unsaturated polyester-polyamide, and (D) a radical generator comprising a peroxide represented by formula:Type: ApplicationFiled: February 22, 2001Publication date: September 6, 2001Inventors: Takashi Yamaguchi, Tadashi Sakuma, Kuniyasu kawabe
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Patent number: 6281310Abstract: A methyacryloyl or acryloyl derivative of an ester of cyanoacetic acid may be of the formula: CN—CH2—COOR2OCOCR1═CH2. R1 may be H or CH3, and R2 may be one of the group of moieties including alkyl, alkenyl, alkynyl, alkoxyalkyl, poly (oxyalkyl), aryl, cycloalkyl, and heterocyclyc radical, or substitited combinations thereof. Further, R2 may include between 1 and 16 carbon atoms or heteroatom ring members.Type: GrantFiled: August 10, 1998Date of Patent: August 28, 2001Assignee: Chemence, Inc.Inventor: Dimiter Lubomirov Kotzev
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Patent number: 6277898Abstract: A radiation curable, flexible, paintable composition produced from epoxy compounds and one or more polyol(s) has enhanced durability, thick and thin film adhesion, resistance to mold growth and dimensional changes while reducing solvent emissions. The composition can reduce, if not eliminate, runs and drips during the thermal bake cycles which are associated with using conventional compositions in automotive applications.Type: GrantFiled: November 20, 1998Date of Patent: August 21, 2001Assignee: Denovus LLCInventors: Jeffrey T. Pachl, Donald Taylor, Todd W. Scrivens
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Patent number: 6265461Abstract: Radiation curable polyester composition AB, capable of forming solutions or dispersions in water of high solid content which can be produced by mixing or pre-condensing a water soluble, radiation-curable emulsifying resin A which contains ester and acid groups and has an acid number from 20 to 300 mg/g and water-insoluble, radiation-curable polymer B containing ester and/or ether groups, wherein resin A is a reaction product of an alkoxylated polyol A1 having at least 3 hydroxyl groups and 3 to 10 oxyalkylene units per molecule, these oxyalkylene units containing 2 to 4 carbon atoms each, with an &agr;, &bgr;-unsaturated carboxylic acid A2 having each a free carboxyl group per molecule, and a carboxylic acid A3 which is at least tri-functional and wherein polymer B is a reaction product of aliphatic, linear, branched or cyclic alcohols B1 with compounds B2, selected from alkylene oxides B21, dicarboxylic acids B22 and aliphatic lactones B23 having 4 to 12 carbon atoms as well as compounds B3 selected from &agType: GrantFiled: August 25, 1999Date of Patent: July 24, 2001Assignee: Vianova Resins AGInventors: Edmund Urbano, Ulrike Kuttler, Martin Gerlitz, Rami-Raimund Awad
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Patent number: 6239189Abstract: A radiation-polymerizable composition contains at least one radiation curable acrylate resin oligomer prepared by reacting an alkoxylated polyol with a first acid component which includes an ethylenically unsaturated carboxylic acid; and a rheology modifier prepared by reacting a diepoxide with a second acid component which includes an ethylenically unsaturated carboxylic acid or reactive derivative thereof in the presence of a polyamide based on a polymerized fatty acid. The ethylenically unsaturated carboxylic acids of the first and second acid components are preferably acrylic acid or methacrylic acids. The diepoxide is preferably a diglycidyl ether such as bisphenol A. Colorants such as pigments or dyes optionally may be incorporated into the composition to form a printing ink which is curable by ultraviolet (UV) or electron beam radiation.Type: GrantFiled: March 27, 1998Date of Patent: May 29, 2001Assignee: Henkel CorporationInventors: Ramesh Narayan, Miguel Dones, Theresa Miller
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Patent number: 6162840Abstract: The invention concerns the use of monomer-free saturated or unsaturated polyester resins or mixtures of saturated and unsaturated polyester resins containing structural units of general formulae (I) and/or (II), in which n=1-10, as impregnation, sealing and coating compounds for electrical engineering and electronic components and for carrier substances for flat insulating materials.Type: GrantFiled: July 6, 1998Date of Patent: December 19, 2000Assignee: Dr. Beck + CO.AGInventors: Rainer Blum, Thomas Loerzer, Gunther Hegemann, Manfred Eichhorst
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Patent number: 6150429Abstract: The present invention provides polyester/vinyl dioxolane based coating compositions containing no or essentially no volatile organic components. Oligomers for forming the coating compositions of the present invention are vinyl dioxolane end-capped polyester oligomers.Type: GrantFiled: November 2, 1999Date of Patent: November 21, 2000Assignee: Foster-Miller, Inc.Inventors: Robert F. Kovar, Nese Orbey, Nelson Landrau, William E. Dorogy, Jr., Paul Osenar
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Patent number: 6136383Abstract: Radiation-curable preparations comprise at least one polymer which has ethylenically unsaturated double bonds and are used for the coating of mineral moldings.A process for coating mineral moldings, and also mineral moldings which have a coating cured by radiation, are also described.Type: GrantFiled: July 28, 1998Date of Patent: October 24, 2000Assignee: BASF AktiengesellschaftInventors: Manfred Schwartz, Klaus Menzel, Bertold Bechert, Erich Beck, Wolfgang Reich
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Patent number: 6136882Abstract: This invention provides a UV curable powder coating composition comprising a particulate blend of a non-crystalline unsaturated polyester base resin, a crystalline unsaturated crosslinker resin co-polymerizable with the base resin, and a photoinitiator, that exhibits reduced or eliminated hazing in the cured coating formed therefrom upon being cured at low temperatures demanded by certain heat sensitive substrates. This is accomplished by incorporating in the powder composition a recrystallization or haze inhibitor which is comprised of a crystalline epoxy resin. When this powder blend is melted for curing, the crystalline crosslinker resin visually appears to separate and recrystallize out of the molten powder less completely than it does in the absence of the recrystallization or haze inhibitor. This prevents a visible haze from developing on the surface of the coating upon curing with UV radiation.Type: GrantFiled: July 8, 1999Date of Patent: October 24, 2000Assignee: Morton International Inc.Inventors: Andrew T. Daly, Jeno Muthiah, Richard P. Haley, Owen H. Decker, Eugene P. Reinheimer, Matthew B. Snyder
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Patent number: 6133337Abstract: The invention relates to the use of reactive prepolymeric organic compounds, containing structural units having at least one readily abstractable hydrogen with a bond energy of not more than 397 kJ/-mol and having at least one ethylenic double bond, for crosslinking, with or without free-radical initiators, by means of heat, high-energy radiation or heat and high-energy radiation.Type: GrantFiled: September 30, 1998Date of Patent: October 17, 2000Assignee: BASF AktiengesellschaftInventors: Rainer Blum, Thomas Loerzer, Gunther Hegemann, Gunther Baumgarten
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Patent number: 6127447Abstract: A radiation curable coating composition is provided and includes an effective amount of cationic photoinitiator, in combination with a charge transfer complex, the charge transfer complex comprising at least one electron withdrawing reactant component and at least one electron donating reactant component free radically reactive therewith, the electron withdrawing reactant component comprising an unsaturated nitrogen containing compound and the electron donating reactant component comprising an unsaturated compound having at least one vinyl ether group, the electron donating reactant component may be separate from or structurally incorporated within the electron withdrawing reactant component and an effective amount of a cationic photoinitiator. A photopolymerization process employing the composition is also provided.Type: GrantFiled: July 30, 1999Date of Patent: October 3, 2000Assignee: Fusion UV Systems, Inc.Inventors: Mark Mitry, Roger McCartney, Mohamed R. Amin
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Patent number: 6124371Abstract: The invention relates to a composition comprising polymerizable material and an anionic photocatalyst. The photocatalyst is a photolabile compound able to liberate a strong base having a pK.sub.a .gtoreq.12. The catalyst can be illustrated by the structural formula Z-A wherein Z is a photolabile group and A is a strong base, for example, a nitrogen containing compound such as, a secondary amine, a guanidine or amidine and Z is covalently bound to A.Type: GrantFiled: August 21, 1998Date of Patent: September 26, 2000Assignee: DSM N.V.Inventors: Dirk A. W. Stanssens, Johan F. G. A. Jansen
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Patent number: 6114404Abstract: The present invention relates to a radiation curable ink formulation which has a tan .delta. of from about 0.5 to about 1.5. The radiation curable ink formulation includes a pigment, a radiation cross-linkable monomer or oligomer, and a rheology modifier. Flat panel color filters which contain a black radiation curable ink formulation and one or more colored radiation curable ink formulations are also disclosed. At least one of the black and colored radiation curable ink formulations has a tan .delta. of from about 0.5 to about 1.5 and includes a pigment, a radiation cross-linkable monomer or oligomer, and a rheology modifier. Methods for manufacturing these flat panel color filters are also disclosed. The radiation curable ink formulations of the present invention have the advantage of permitting clean doctoring.Type: GrantFiled: March 22, 1999Date of Patent: September 5, 2000Assignee: Corning IncorporatedInventors: John S. Deeken, Ronald E. Johnson, Lung-Ming Wu, Khalil M. Moussa
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Patent number: 6100316Abstract: The invention relates to radiation-curable coating materials which compriseA a synthetic resin containing from 1.5 to 5 mol/kg, preferably from 3.6 to 4.5 mol/kg, of ethylenically unsaturated double bonds of which not more than 10% are vinyl groups, or a mixture of such synthetic resins, andB a compound of the general formula Ar--O--R.sub.1 --O--CO--CR.sub.2 .dbd.CH.sub.2, where Ar is an optionally substituted aryl radical, R.sub.1 is an alkylene radical having 1 to 6 carbon atoms and R.sub.2 is a hydrogen atom or an alkyl radical having 1 to 3 carbon atoms, or a mixture of such compounds,from 10 to 70% by weight of the total quantity of A and B comprising component A and from 30 to 90% by weight of the total quantity of A and B comprising component B.Type: GrantFiled: January 6, 1997Date of Patent: August 8, 2000Assignee: BASF Coatings AGInventor: Martin Lobert
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Patent number: 6099679Abstract: Methods for gluing a pair of surfaces are disclosed including preparing a glue from a polymer in the form of a powder, the glue having a melting temperature of up to about 100.degree. C. and being curable by electromagnetic radiation, applying the powder in a dry state to at least one of the two surfaces, heating a region proximate to at least one of the surfaces whereby the powder melts but does not cure, subjecting that surface to electromagnetic radiation to initiate curing of the powder, and joining the two surfaces together prior to completion of curing whereby the two surfaces adhere to each other by means of the tackiness of the glue and are maintained together by the subsequently cured glue. Apparatus for gluing the two surfaces together are also discussed, as are glue compositions for use therein.Type: GrantFiled: December 15, 1998Date of Patent: August 8, 2000Assignee: DuPont Powder Coatings Scandinavia ABInventors: Jaan Karem, Helene Bolm
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Patent number: 6093754Abstract: The invention relates to a process for the preparation of articles with a three-dimensional surface structure, in which a substrate is printed, at least one of the printing inks employed for the printing being varnish-repellent, and the printed substrate is then varnished. In accordance with the invention, the printed substrate is varnished with a radiation-curable varnish which contains no amino resin and comprisesA) from 18 to 99.9% by weight of an epoxy acrylate, a polyether acrylate or a polyester acrylate,B) from 0.1 to 5.0% by weight of a Bronsted acid or an acid anhydride,C) from 0 [sic] to 12% by weight of a photoinitiator,D) from 0 to 40% by weight of water or at least one organic solvent,E) from 0 [sic] to 10% by weight of a polyol which may be ethoxylated and/or propoxylated and has from 2 to 50 carbon atoms in the molecule, andF) from 0 [sic] to 30% by weight of other auxiliaries and additives,and the varnish coat applied is cured with high-energy radiation.Type: GrantFiled: July 10, 1998Date of Patent: July 25, 2000Assignee: BASF Coatings AGInventors: Siegfried Lambert, Karlheinz Dickerhof, Wolfgang Kranig
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Patent number: 6069187Abstract: A coating composition which comprises (A) an actinic radiation curable resin, which is the ring-opening addition reaction product of (a) a polyester resin having hydroxyl functionality and (b) a compound having both a cyclic ether group and a (meth)acryloyl group, and preferably (B) at least one compound having at least one radical-polymerizable unsaturated group in a molecule. The composition also preferably comprises (C) a photopolymerization initiator and (D) photosensitizer. A process for obtaining the composition and the coating of metal substrates are also disclosed, as well as coated metal substrates that are particularly useful as cans for beverages, soft drinks, juices, and other food products. The coating compositions and the resulting cured coatings and coated substrates exhibit improved processability, adhesivity, hardness, mar resistance, appearance and retort resistance.Type: GrantFiled: October 22, 1997Date of Patent: May 30, 2000Assignee: Kansai Paint Co., Ltd.Inventors: Nubuo Kusumoto, Kenji Seko, Tetsuya Koishihara, Atsushi Shioda, Toru Hayase
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Patent number: 6063828Abstract: A curable underfill encapsulant composition, suitable for use in semiconductor packaging, comprises one or more mono- or polyfunctional maleimide compounds, or one or more mono- or polyfunctional vinyl compounds other than maleimide compounds, or a combination of maleimide and vinyl compounds, with a free radical curing agent, and optionally, one or more fillers.Type: GrantFiled: July 2, 1998Date of Patent: May 16, 2000Assignee: National Starch and Chemical Investment Holding CorporationInventors: Bodan Ma, Quinn K. Tong
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Patent number: 6063827Abstract: A process for the preparation of an unsaturated polyester which comprises (i) reacting an organic diol with a cyclic akylene carbonate in the presence of a first catalyst to thereby form a polyalkoxy diol, and (ii) optionally adding thereto a further amount of cyclic alkylene carbonate in the presence of a second catalyst, and (iii) subsequently polycondensing the resulting mixture with a dicarboxylic acid.Type: GrantFiled: July 22, 1998Date of Patent: May 16, 2000Assignee: Xerox CorporationInventors: Guerino G. Sacripante, Daniel A. Foucher, J. Stephen Kittelberger, Dongming Li, Marko D. Saban, Alan E. J. Toth, Robert D. Bayley
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Patent number: 6057381Abstract: A method is disclosed for preparing an electronic assembly using a reworkable underfill encapsulant in which the encapsulant is cured in situ from a curable composition comprising one or more mono-functional maleimide compounds, or one or more mono-functional vinyl compounds other than maleimide compounds, or a combination of maleimide and vinyl compounds, a curing initiator and optionally, one or more fillers or adhesion promoters.Type: GrantFiled: July 2, 1998Date of Patent: May 2, 2000Assignee: National Starch and Chemical Investment Holding CorporationInventors: Bodan Ma, Quinn K. Tong, Chaodong Xiao
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Patent number: 6025409Abstract: The invention relates to a coating composition comprising (a) a radiation-curable binder composition comprising an unsaturated compound having at least one maleate, fumerate, itaconate, citraconate or mesaconate group; (b) an unsaturated vinylether compound and a compound which forms a strong exciplex with (a) or (b); that is otherwise free of a photoinitiating compound.Type: GrantFiled: August 28, 1998Date of Patent: February 15, 2000Assignee: DSM N.V.Inventor: Johan F. G. A. Jansen
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Patent number: 6017640Abstract: Opaquely pigmented or thick filmed powder coatings for heat sensitive substrates, such as wood, wood composites, for example, medium density fiber board, and plastics, that can be fully cured, especially near the substrate, through the incorporation of a dual cure system in the powder comprising a thermal initiator, such as a peroxide, along with a UV initiator. The UV initiator cures the surface, while the thermal initiator cures at the substrate. Surprisingly, virtually no pregelation occurs during the heated melt and flow out step prior to UV curing. Consequently, the hardened film finish formed on the surface exhibits exceptional smoothness which is comparable to that of traditional UV curable powders. The hardened film finish is also fully cured throughout and exhibits exceptional adhesion to the substrate which cannot be achieved with traditional UV curable powders that have been pigmented.Type: GrantFiled: April 23, 1999Date of Patent: January 25, 2000Assignee: Morton International, Inc.Inventors: Jeno Muthiah, Andrew T. Daly, Richard P. Haley, Joseph J. Kozlowski
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Patent number: 6017976Abstract: Process for producing coatings or moldings by radiation curing, which involves using high-energy light to irradiate radiation-curable compositions containing 1-100% by weight, based on the total amount of free-radically or cationically polymerizable compounds, of compounds A) containing at least one cationically polymerizable 2,3-dihydrofuran structure.Type: GrantFiled: October 22, 1996Date of Patent: January 25, 2000Assignee: BASF AktiengesellschaftInventors: Wolfgang Reich, Reinhold Schwalm, Erich Beck, Lukas Haussling, Oskar Nuyken, Roman-Benedikt Raether
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Patent number: 6011080Abstract: This invention provides a UV curable powder coating composition comprising a particulate blend of a non-crystalline unsaturated polyester base resin, a crystalline unsaturated crosslinker resin co-polymerizable with the base resin, and a photoinitiator, that exhibits reduced or eliminated hazing in the cured coating formed therefrom upon being cured at low temperatures demanded by certain heat sensitive substrates. This is accomplished by incorporating in the powder composition a recrystallization inhibitor which is comprised of a crystalline epoxy resin. When this powder blend is melted for curing, all of the crystalline resin species tend to separate and recrystallize out of the molten powder slower and less completely than they do in the absence of the recrystallization inhibitor. This prevents a visible haze from quickly developing on the surface of the molten coating before the coating can be cured with UV radiation.Type: GrantFiled: August 19, 1998Date of Patent: January 4, 2000Assignee: Morton International, Inc.Inventors: Andrew T. Daly, Jeno Muthiah, Richard P. Haley, Owen H. Decker, Eugene P. Reinheimer, Matthew B. Snyder