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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Patent number: 6903145Abstract: A process for preparing a multicomponent system curable thermally and with actinic radiation (dual cure), where (A) at least one component comprising at least one constituent (A1) containing per molecule at least two isocyanate-reactive functional groups, and (B) one component containing one polyisocyanate (B1), are mixed with one another, which comprises mixing component (A) and/or component (B), shortly before their mixing, with one further liquid component (C) comprising (C1) one constituent which is curable with actinic radiation and contains per molecule at least two functional groups which contain bond which can be activated with actinic radiation, and/or (C2) one constituent which is curable thermally and with actinic radiation and contains per molecule at least one functional group which contains at least one bond which can be activated with actinic radiation, and containing per molecule at least one isocyanate-reactive functional group or containing at least one isocyanate group, and subsequently miType: GrantFiled: October 1, 2001Date of Patent: June 7, 2005Assignee: BASF Coatings AGInventors: Egbert Nienhaus, Bernhard Lettmann
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Patent number: 6894084Abstract: The present invention provides radiation curable resin compositions that contain no or essentially no volatile organic components (VOCs), and to methods of using these compositions. The radiation curable resin compositions find particular use as coating compositions. In particular, the radiation curable resin compositions of this invention comprise a vinyl dioxolane end-capped oligomer blended with a photoinitiator.Type: GrantFiled: February 12, 2001Date of Patent: May 17, 2005Assignee: Foster-Miller, Inc.Inventors: Robert F. Kovar, Nese Orbey, Stanley Wentworth
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Patent number: 6890589Abstract: Into a mixture solution 2 of a high-refractive-index photo-curable resin A and a low-refractive-index photo-curable resin B, light capable of curing only the resin A is led through an optical fiber 1 so that a cured resin 211 of the resin A having a diameter substantially equal to the diameter of a core portion of the optical fiber is formed so as to extend from a tip of the optical fiber. Then, the residual mixture solution 2 is cured. In this manner, a module having the previously cured high-refractive-index resin 211 as an optical waveguide can be formed easily. On this occasion, the mixed state of the mixture solution 2 can be kept good enough to facilitate the formation of the high-refractive-index resin 211 when the solubility parameter ?A of the high-refractive-index photo-curable resin A and the solubility parameter ?B and volume fraction ?B of the low-refractive-index photo-curable resin B satisfy the following expression (4). |?A??B|<?7.5?B+6.Type: GrantFiled: December 10, 2002Date of Patent: May 10, 2005Assignee: Toyoda Gosei Co., Ltd.Inventors: Yukitoshi Inui, Kuniyoshi Kondo, Tatsuya Yamashita, Akari Kawasaki, Manabu Kagami, Hiroshi Ito, Shin Sato, Eiichi Okazaki
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Patent number: 6887917Abstract: Curable pressure sensitive adhesive compositions comprising an acrylate copolymer, a mono-acrylate oligomer, a multi-acrylate oligomer having from 2 to 5 acrylate functional groups per molecule, and a photoinitiator, the adhesive exhibiting pressure sensitive adhesive characteristics and forms at least a semi-interpenetrating polymer network when cured; wherein the semi-IPN has an average molecular weight between crosslinks (Mc) greater than about 3000, and the cured adhesive has a peel strength greater than about 40 N/dm. Embodiments of the adhesive compositions, when cured, are optically clear and resistant to heat and moisture.Type: GrantFiled: December 30, 2002Date of Patent: May 3, 2005Assignee: 3M Innovative Properties CompanyInventors: Jie Yang, Stephen A. Johnson, William L. Kausch, Ying-Yuh Lu, Steven J. McMan
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Patent number: 6872759Abstract: The present invention provides a material having adhesiveness to bone and/or fascia, which is composed of a polymeric material comprising carbon as a constituent element, and at least a part of a surface of which is modified by ion bombardment. The material of the present invention is applicable as a prosthesis in surgery of spinal diseases and as a prosthesis in surgery on thoracic organs and abdominal organs or musculoskeleton in addition to the application thereof to the artificial dura mater.Type: GrantFiled: April 16, 2002Date of Patent: March 29, 2005Assignee: RikenInventors: Yoshiaki Suzuki, Masaya Iwaki, Makoto Kaibara, Masami Kamio
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Patent number: 6869983Abstract: An in situ polymer microstructure formation method. The monomer mixture is polymerized in a solvent/precipitant through exposure to ionizing radiation in the absence any chemical mediators. If an exposure mask is employed to block out certain regions of the radiation cross section, then a patterned microstructure is formed. The polymerization mechanism is based on the so-called free-radical retrograde-precipitation polymerization process, in which polymerization occurs while the system is phase separating above the lower critical solution temperature. This method was extended to produce a crosslinked line grid-pattern of poly (N-isopropylacrylamide), which has been known to have thermoreversible properties.Type: GrantFiled: June 10, 2003Date of Patent: March 22, 2005Assignee: The University of ChicagoInventors: Gerard T. Caneba, Vijaya Raghavan Tirumala, Derrick C. Mancini, Hsien-Hau Wang
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Patent number: 6858260Abstract: 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: March 6, 2002Date of Patent: February 22, 2005Assignee: Denovus LLCInventors: Donald W. Taylor, Todd W. Scrivens, Laurie Denise Lovshe, Jeffrey T. Pachl
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Patent number: 6852768Abstract: The invention provides curable organic coatings with improved scratch resistance. More particularly, the present invention relates to a combination of inorganic filler having a 50th percentile particle diameter of from about 3 to about 9 micrometers comprised of aluminum oxide, silicon dioxide, ceramic spheres or mixtures thereof, and particles having a 50th percentile particle diameter of from about 10 to about 150 micrometers. The liquid coatings have a viscosity before curing of from about 100 cps (mPa-s) to about 70,000 cps (mPa-s) at a shear rate of 0.15 s?1. The use of inorganic filler materials of the defined type and particle size are combined with the curable organic coating to improve the scratch resistance of the coating without a negative impact on the physical and performance properties or application parameters of the original coating material.Type: GrantFiled: October 3, 2002Date of Patent: February 8, 2005Assignee: Lord CorporationInventors: Pei Wen Jin, Kimberly R. Benca, Ian C. Quarmby, Thomas Kurpiewski, Victor E. Ferrell
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Patent number: 6846851Abstract: A composition for ink-jet recording is provided. The composition comprises a water miscible resin and a water-soluble ultraviolet curable humectant. The concentration of the water-soluble ultraviolet curable humectant may be in the range of 5% to 50% by weight. Examples of such humectants may include polyalkylen glycol acrylates, polyethers acrylates, and highly ethoxylated derivatives of acrylates.Type: GrantFiled: April 15, 2003Date of Patent: January 25, 2005Inventors: Gregory Nakhmanovich, Ilan Hidana, Moshe Frenkel
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Patent number: 6844374Abstract: The invention provides organic coatings with improved scratch resistance. More particularly, the present invention relates to the use of inorganic filler materials of a defined type and particle size which can be added to curable organic coatings to improve the scratch resistance of the coating without a negative impact on the physical and performance properties or application parameters of the original coating material.Type: GrantFiled: October 3, 2001Date of Patent: January 18, 2005Assignee: Lord CorporationInventors: Pei Wen Jin, Kimberly R. Benca, Ian C. Quarmby, Thomas Kurpiewski, Victor E. Ferrell
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Patent number: 6835759Abstract: The coating composition comprises a radiation curable component (a1), a thermally curable binder component (a2), a thermally curable crosslinking component (a3), and optionally, one or more reactive diluents (a4). Radiation curable component (a1) is polymerizable upon exposure to electromagnetic radiation and comprises at least two functional groups (a11) comprising at least one bond activatable with electromagnetic radiation. Thermally curable binder component (a2) is polymerizable upon exposure to heat and has at least two functional groups (a21) which are reactive with functional groups (a31). Third component (a3) comprises at least 2.0 functional groups (a31) which are reactive with functional groups (a21). The value of UV/TH, the nonvolatile weight ratio of the sum of radiation curable component (a1) and optional reactive diluent (a4) to the sum of thermally curable binder component (a2) and thermally curable crosslinking component (a3) is from 0.20 to 0.60.Type: GrantFiled: August 28, 2001Date of Patent: December 28, 2004Assignee: BASF CorporationInventors: Christopher J. Bradford, Marcy Zimmer, Ryan F. O'Donnell, Lyle Caillouette, Jennifer A. Rischke
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Publication number: 20040235979Abstract: An energy curable lithographic ink composition having an asymptotic relative viscosity of about 0.4 to about 1.5 and a water up-take number of at least about 30%. Also disclosed is a method of improving various rheological properties and increasing the water window of an energy curable lithographic ink by varying the composition of the ink in order to result in an asymptotic relative viscosity of about 0.4 to about 1.5 and a water up-take number of at least about 30%. A method of identifying and selecting an energy curable lithographic ink composition having optimal press performance is also disclosed.Type: ApplicationFiled: June 28, 2004Publication date: November 25, 2004Inventors: Stan Miezeiwski, Paul Sirotto, Mikhail Laksin, Jean Dominique-Turgis
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Publication number: 20040225027Abstract: A radiation curable powder coating composition is disclosed, which comprises a blend of (meth)acryloyl group containing polyphenoxy resin, a (meth)acryloyl group containing resin other than the polyphenoxy resin and other than a (meth)acryloyl group containing amorphous polyester and, eventually, a (meth)acryloyl group containing monomer or oligomer.Type: ApplicationFiled: January 23, 2004Publication date: November 11, 2004Inventors: Luc Moens, Kris Buysens, Daniel Maetens
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Patent number: 6803392Abstract: Aqueous storage-stable, non-sedimenting photoinitiator suspensions comprising (a) a mono- or bis-acylphosphine oxide of formula (I), wherein R1 is C1-C20alkyl; C2-C20alkyl interrupted by one or more O atoms; C1-C12alkoxy; phenyl-C1-C4alkyl; or phenyl that is unsubstituted or substituted by C1C20alkyl, C1-C12alkoxy, halogen, cyclopentyl, cyclohexyl, C2-C12alkenyl, C2-C18alkyl interrupted by one or more O atoms, and/or by phenyl-C1-C4alkyl; or R1 is biphenylyl; R2 is an aromatic radical or has one of the meanings give for R1; R3 and R4 are each independently of the other C1-C12alkyl, C1-C12alkoxy or halogen; and R5 is hydrogen, C1-C12alkyl, C1-C12alkoxy or halogen; (b) a dispersant; and (c) water are suitable especially in the photopolymerisation of aqueous formulations comprising ethylenically unsaturated monomers.Type: GrantFiled: March 18, 2002Date of Patent: October 12, 2004Assignee: Ciba Specialty Chemicals CorporationInventors: Manfred Köhler, Beat Michael Aebli, Martin Holer, Ernst Eckstein, Jean-Pierre Wolf
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Patent number: 6803393Abstract: Multicomponent system curable thermally and with actinic radiation, comprising A) an isocyanate-reactive binder comprising A1) at least one unsaturated polyester whose molecule contains on average at least one group that can be activated with actinic radiation, of the formulae I, II and/or III wherein n is an integer from 1 to 10; and A2) at least one binder, different than (A1), whose molecule comprises on average at least two isocyanate-reactive functional groups, and/or A3) at least one binder, different than (A1), whose molecule comprises on average at least one isocyanate-reactive functional group and at least one reactive functional group having at least one bond that can be activated with actinic radiation, and B) a crosslinker comprising B1) at least one polyisocyanate and/or B2) at least one polyisocyanate whose molecule comprises on average at least one reactive functional group having at least one bond that can be activated with actinic radiation.Type: GrantFiled: December 11, 2002Date of Patent: October 12, 2004Assignee: BASF Coatings AGInventors: Rainer Blum, Maxime Allard
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Patent number: 6787583Abstract: An intaglio printing ink comprising a first binder compound selected from the group of water-soluble or water-thinnable acrylate oligomers, and optionally, a second monomeric binder compound selected from the group comprising water-soluble or water-thinnable PEG diacrylate or polyethoxylated polyol triacrylate monomers to adjust the viscosity of the ink composition. To initiate polymerization of the binder compounds upon irradiation by electromagnetic radiation or electron beam radiation a photoinitiator is included. Further optional additives, such as pigments, fillers, photosensitizers, stabilizers emulsifiers and security pigments may be present. The ink shows excellent wipeability and allows precipitation from the wiping solution.Type: GrantFiled: January 10, 2003Date of Patent: September 7, 2004Assignee: SICPA Holding S.A.Inventors: Patrick Veya, Olivier Amrein, Alexia Christinat
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Patent number: 6787581Abstract: The invention relates to powder coating material curable with high-energy radiation, comprising an unsaturated polyester resin (A) and a polymeric crosslinker (B) containing, based on the polymer main chain, terminal and/or pendant propenyl, butenyl and/or isoprenyl groups. The unsaturated polyester resin (A) and/or the polymeric crosslinker (B) comprise structural units of the general formula I and/or II. These novel powder coating materials are curable with high-energy radiation, preferably UV light, and are notable in particular for a very good viscosity stability during the preparation, in the melt, of the resins and the compounding of the coating materials, for outstanding coating properties, and for a low oxygen sensitivity on curing. The films resulting after the cure, moreover, exhibit outstanding elasticity.Type: GrantFiled: October 22, 2002Date of Patent: September 7, 2004Assignee: BASF Coatings AGInventors: Rainer Blum, Horst Hintze-Bruening, Uwe Meisenburg
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Patent number: 6784222Abstract: An electroconductive coating composition which function as a sealer/primer includes (a) a radiation curable, polymerizable compound, (b) a photoinitiator and (c) a conductive pigment. The conductive pigment may be a mixture of pigment including a blend of conductive pigments as well as conductive pigment. Conductivity enhancers may, also, be added. The polymerizable compound is, preferably, a U curable acrylate functional compound which may be monofunctional or polyfunctional. The composition is particularly useful for sealing and priming SMC panels.Type: GrantFiled: March 6, 2002Date of Patent: August 31, 2004Inventors: Frank David Zychowski, Joseph C. Sgro
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Patent number: 6777458Abstract: A process for producing scratch-resistant coatings, encompassing the following steps: applying at least one UV-curable coating composition to at least one surface of an article to be coated, said coating composition comprising at least one polymer and/or oligomer P1 containing on average at least one ethylenically unsaturated double bond per molecule, and curing the coating composition by exposure to UV radiation, which comprises conducting the curing of the coating composition under an oxygen-containing protective gas which has an oxygen partial pressure in the range from 0.2 to 18 kPa.Type: GrantFiled: February 25, 2002Date of Patent: August 17, 2004Assignee: BASF AktiengesellschaftInventors: Thomas Jaworek, Reinhold Schwalm, Rainer Königer, Reiner Kranwetvogel
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Patent number: 6777027Abstract: The present invention provides UV curable coating powders comprising a blend of one or more than one free radical curable resin and one or more than one cationic curable resin, at least one free radical photoinitiator and at least one cationic photoinitiator, including suitable cross-linking agents and additives to enhance the chemical and physical properties of the coating appearance. The coating powder, preferably finely ground to between 5 and 30 microns in average particle size, is applied to a substrate, heat fused, and cured for an amount of time sufficient to form a powder coating having a low gloss finish.Type: GrantFiled: October 8, 2002Date of Patent: August 17, 2004Assignee: Rohm and Haas CompanyInventors: Andrew T. Daly, Eugene P. Reinheimer, Richard P. Haley, Navin B. Shah, Richard A. Kraski, Jr.
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Publication number: 20040152799Abstract: Polymerizable compositions are described containing urethane (meth)acrylate oligomers and certain polymerizable monomers useful in thermoforming or in-mold decoration applications.Type: ApplicationFiled: January 31, 2003Publication date: August 5, 2004Inventors: Christopher Wayne Miller, Jo Ann Arceneaux, Larisa Kagansky, Michael J. Idacavage, Marcus Hutchins, Morris Arthur Johnson
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Patent number: 6767933Abstract: A radiation polymerizable composition comprising: (A) a donor/acceptor component for forming a charge transfer complex said component being selected from the group consisting of: (iii) a bifunctional compound having an electron donor group and an electron withdrawing group and a polymerizable unsaturated group; (iv) a mixture of (a) at least one unsaturated compound having an electron donor group and a polymerizable unsaturated moiety; and (b) at least one unsaturated compound having an electron acceptor group and a polymerizable unsaturated group; and (B) a binder polymer composition.Type: GrantFiled: March 27, 2002Date of Patent: July 27, 2004Assignee: Ballina PTY LTDInventors: John Lyndon Garnett, Allan Darley Matthews
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Patent number: 6756420Abstract: This invention provides a high-solids coating composition which comprises (A) a compound which has at least one radically polymerizable unsaturated group per molecule, (B) a hydroxyl group-containing ester compound which is obtained by ester-forming addition reaction between 2,2-dimethylolalkanoic acid having 6 to 8 carbon atoms and alkanoic acid monoglycidylester, and which has an acid value of 20 mgKOH/g or less, (C) a curing agent which is reactive with the above-mentioned hydroxyl group-containing ester compound (B), and (D) a photopolymerization initiator, and also provides a process to form a coating film by spray coating of said coating composition, which process is characterized by irradiating flying paint particles which have been sprayed and/or paint which has been applied onto a substrate with active energy ray so as to make the coating composition partially react, and by subsequently heating the coating composition.Type: GrantFiled: October 9, 2002Date of Patent: June 29, 2004Assignee: Kansai Paint Co., Ltd.Inventors: Tetsuo Ogawa, Hisashi Isaka
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Patent number: 6756417Abstract: Dental bonding compositions and methods for promoting adhesion of an amalgam-based restorative material to a dental substrate. The inventive compositions include one or more polymerizable resins that are able to adhere to a dental substrate when at least partially polymerized, one or more polymerization photoinitiators in an amount so as to result in partial polymerization of the resin when the compositions are irradiated with radiant energy, and one or more chemical initiators (e.g., benzoyl peroxide) that cause further polymerization of the resin when the composition is contacted with an amalgam restorative. A bonding composition applied to a dental substrate and irradiated with radiant energy is more polymerized in a region adjacent to the dental substrate, while a less polymerized inhibition layer forms in the region of the surface. Packing an uncured amalgam into the dental preparation mechanically disrupts the inhibition layer so as to form peaks, troughs and other irregularities.Type: GrantFiled: March 13, 2002Date of Patent: June 29, 2004Assignee: Ultradent Products, Inc.Inventors: Peter M. Allred, Neil T. Jessop, Dan E. Fischer
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Publication number: 20040110859Abstract: A method for curing an active single phase water compatible actinic radiation curable composition, comprising: irradiating a water compatible non emulsion, non dispersing compound, water, and a maleimide derivative.Type: ApplicationFiled: August 27, 2003Publication date: June 10, 2004Inventors: David Anthony Biro, Mikhail Laksin, Yoshinobu Sakurai, Hisatomo Yonehara, Katsuji Takahashi
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Publication number: 20040110858Abstract: A method for controlling the cure rate of a water compatible non emulsion, non dispersing, actinic radiation curable composition containing a maleimide derivativeType: ApplicationFiled: August 27, 2003Publication date: June 10, 2004Inventors: David Anthony Biro, Mikhail Laksin, Yoshinobu Sakurai, Hisatomo Yonehara, Katsuji Takahashi
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Patent number: 6747091Abstract: The invention relates to an intrinsically viscous powder-slurry that can hardened by actinic radiation or optionally by thermal means, which contains solid spherical particles with an average particle size of 0.8 to 20 &mgr;m and a maximum particle size of 30 &mgr;m. The clear powder coating slurry contains 0.05 to 1 meq/g of ion-forming groups and 0.05 to 1 meq/g of neutralizing agents and has a viscosity of (i) 50 to 1000 mPas at a shear rate of 1000 s−1, (ii) 150 to 8000 mPas at a shear rate of 10 s−1, and (iii) from 180 to 12000 mPas at a shear rate of 1 s−1.Type: GrantFiled: October 26, 2002Date of Patent: June 8, 2004Assignee: BASF Coatings AGInventors: Hubert Baumgart, Ulrike Röckrath, Astrid Poth, Günther Ott, Christin Sobbe, Uwe Meisenburg
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Patent number: 6746622Abstract: Herein is disclosed an oxygen scavenging composition, comprising an oxygen scavenging polymer comprising units having structure I: wherein R is selected from the group consisting of —H and —C1-C6 alkyls and n is an integer greater than or equal to 1; and an oxidation catalyst. The oxygen scavenging polymer can be used to form an oxygen scavenging packaging article.Type: GrantFiled: February 8, 2002Date of Patent: June 8, 2004Assignee: Chevron Phillips Chemical Company LPInventors: Hu Yang, Ta Yen Ching, Lennard Torres
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Patent number: 6734222Abstract: The invention relates to a mixture, containing A) a polymer, which consists to an extent of at least 40 wt % of C1-C18 alkyl (meth)acrylates (referred to herein as polyacrylates) and B) a homopolymer or copolymer of vinyl alkyl ether (referred to herein as polyvinyl alkyl ether), which consists, to an extent of at least 70 wt %, of structural units of the following formula, in which X stands for a single bond or a C1-C3 alkyl group and R for a C1-C6 alkyl group.Type: GrantFiled: January 28, 2002Date of Patent: May 11, 2004Assignee: BASF AktiengesellschaftInventors: Ralf Fink, Karl-Heinz Schumacher, Uwe Düsterwald, Christelle Staller
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Publication number: 20040068026Abstract: A photo- or thermo-polymerizable composition including an alkali-soluble polymerizable polymer that contains a structure represented by the following general formula (I) on a side chain. In general formula (I), X represents a polymerizable group; A represents an alkali-soluble group; Q represents a hydrocarbon linking group or a hetero ring; Z1 and Z2 each independently represent a single bond or a hydrocarbon linking group; and P1 to P5 each independently represent a single bond, or a linking group constituted by a hydrogen atom, a nitrogen atom, an oxygen atom, a sulfur atom, and a carbonyl group (>C═O).Type: ApplicationFiled: September 25, 2003Publication date: April 8, 2004Applicant: FUJI PHOTO FILM CO., LTD.Inventors: Kazuto Kunita, Kazuhiro Fujimaki
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Patent number: 6716891Abstract: The invention relates to a coating material that can be cured thermally or by actinic radiation and that contains at least one component (a1) with at least two functional groups (a11) which serve for cross-linking, by actinic radiation, and at least one functional group (a12) that can enter into thermal cross-linking reactions with the hydroxyl and/or thiol groups (a21) in component (a2), at least one branched cyclic and/or acyclic C9-C16 alkane (a2)) that is functionalized with at least two hydroxyl or thiol groups (a21) or with at least one hydroxyl and at least one thiol group, and optionally at least one photo initiator (a3), at least one initiator of the thermal cross-linking reaction (a4), at least one reactive diluent that is cured by actinic radiation and/or thermafly, at least one lacquer additive (a6), at least one thermally curable component (a7) and/or at least one organic solvent (a8).Type: GrantFiled: November 16, 2001Date of Patent: April 6, 2004Assignee: BASF Coatings AGInventors: Uwe Meisenburg, Heinz-Peter Rink, Karl-Heinz Joost, Hubert Baumgart
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Patent number: 6716894Abstract: The present invention provides: a water-absorbent resin powder, which includes no fine metallic foreign substance, and in which the deterioration is suppressed; its production process; and uses. The present invention production process for a water-absorbent resin powder comprises the steps of: polymerizing an unsaturated monomer; and drying the resultant crosslinked hydrogel polymer, wherein the water-absorbent resin powder has a crosslinked structure and a mass-average particle diameter of 300 to 600 &mgr;m wherein the ratio of fine particles having particle diameters of not larger than 150 &mgr;m is less than 10 mass % of the water-absorbent resin powder, with the production process being characterized by further comprising a magnetic-flux irradiation step of passing a magnetic field having a magnetic flux density of not less than 0.05 Wb/m2 through the water-absorbent resin powder after the drying step in the production process.Type: GrantFiled: July 3, 2002Date of Patent: April 6, 2004Assignee: Nippon Shokubai Co., Ltd.Inventors: Katsuhiro Kajikawa, Toru Nishioka, Hirotama Fujimaru, Kunihiko Ishizaki
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Publication number: 20040059014Abstract: Disclosed are novel colorant compounds which contain one or more ethylenically-unsaturated (vinyl), photopolymerizable radicals which may be copolymewrized (or cured) with ethylenically-unsaturated monomers to produce colored compositions such as colored acrylic coatings and polymers, e.g., coatings and polymers produced from acrylate and methacrylate esters, colored polystyrenes, and similar colored polymeric materials derived from other ethylenically-unsaturated monomers. The present invention also pertains to processes for the preparation of certain of the photopolymerizable colorant compounds.Type: ApplicationFiled: September 3, 2003Publication date: March 25, 2004Inventors: Michael John Cyr, Max Allen Weaver, Gerry Foust Rhodes, Jason Clay Pearson, Phillip Michael Cook
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Patent number: 6686401Abstract: Liquid composition polymerizable, by means of radicalic polymerization, into organic glass, comprising the product obtained from the transesterification of a mixture of diallyl carbonate (A) and a phthalic ester (B), with one or more polyols (C), linear or branced, containing from two to eight carbon atoms in the molecule.Type: GrantFiled: May 16, 2002Date of Patent: February 3, 2004Assignee: Great Lakes Chemical (Europe) GmbHInventors: Fiorenzo Renzi, Andrea Bendandi, Roberto Forestieri
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Patent number: 6670017Abstract: Photocurable compositions and process for providing form-in-place gaskets using automated placement followed by photocuring of a pattern of a non-silicone composition comprising a liquid polyolefin oligomer, a reactive diluent, and a curative. The form-in-place gasket, after curing, has a level of total outgassing components of about 10 &mgr;g/g to about 45 &mgr;g/g. The curative responds to actinic radiation and heat, and may contain a photoinitiator. Optionally a photocurable, form-in-place gasket according to the present invention further comprises a thixotropic filler in an amount from about 8.0 wt. % to about 12.0 wt. %, and preferably comprises a fumed silica.Type: GrantFiled: September 4, 2001Date of Patent: December 30, 2003Assignee: 3M Innovative Properties CompanyInventors: Mitchell Huang, Michael A. Kropp
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Patent number: 6649669Abstract: A single solution bonding formulation for dental applications comprising a plurality of at least one self-polymerizable polyvinyl acidic monomer or at least two different polymerizable polyvinyl acidic monomers, a calcium phosphate filler, at least one photoinitiator, optionally an accelerator, optionally a solvent, and optionally a fluoride additive is provided. Additionally, a method for treating enamel, dentin, and/or pulp with the same single solution bonding formulation is provided. The single solution bonding formulation provides for the release of calcium, phosphate and/or fluoride ions which are sufficient in situ to form hydroxyapatite and/or fluorapatite.Type: GrantFiled: December 28, 2001Date of Patent: November 18, 2003Assignee: American Dental Association Health FoundationInventor: Sabine Dickens
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Patent number: 6649259Abstract: Thermally shrinkable films or labels having coated thereon a radiation curable adhesive; and a process for applying thermally shrinkable films or labels to containers comprising the steps of a) coating at least a portion of a thermally shrinkable but unshrunken film or label segment with a radiation curable adhesive; b) applying the film or label to the longitudinal surface of the container; c) subjecting the radiation curable adhesive to a radiation source to effect curing thereof and, d) subjecting the container to heat to shrink the film or label onto the container so as to permanently affix it thereto.Type: GrantFiled: February 29, 2000Date of Patent: November 18, 2003Assignee: National Starch and Chemical Investment Holding CorporationInventors: Ziyi Hu, Charles W. Paul, Peter D. Pierce
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Patent number: 6646022Abstract: A photocuring resin composition comprising a thermoplastic resin (a-1) having a radical polymerizing unsaturated group at its side chain and a photopolymerization initiator (a-2) and substantially not including a crosslinking compound other than (a-1), a photocuring sheet comprising a photocuring resin composition (A) laminated on a substrate sheet (B) and a process of production of the same, a photocuring decorative sheet and photocuring insert molding sheet using the same, and a process of production of a molded article using such a photocuring sheet and an insert molded article obtained by the same.Type: GrantFiled: July 3, 2001Date of Patent: November 11, 2003Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Shougo Okazaki, Yoko Kakuno, Kenji Suemura, Hiroyuki Watanabe
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Publication number: 20030207956Abstract: Coating composition comprising (a1) radiation curable component that polymerizes upon exposure to actinic radiation comprising at least two functional groups comprising at least one bond that is activatable upon exposure to actinic radiation, optionally, at least one isocyanate-reactive functional group, and optionally, at least one hydroxyl-reactive functional group; (a2) thermally curable binder component that polymerizes upon exposure to heat comprising at least two functional groups that are reactive with functional groups of component (a3), wherein at least 5% by weight based on a nonvolatile weight of component (a2) is component (X) that is a polymer with at least two functional groups (a21), a Tg of less than 0° C., and an equivalent weight of greater than 225; (a3) thermally curable crosslinking component comprising at least two functional groups that are reactive with functional groups of (a2); and (a4) optionally, at least one reactive diluent.Type: ApplicationFiled: June 4, 2003Publication date: November 6, 2003Inventors: Thomas C. Balch, Lyle A. Caillouette, Karl R. Gust
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Patent number: 6632481Abstract: The invention relates to a binder, preferably for coating materials, which is curable thermally and/or by high-energy radiation and comprises a mixture of substances comprising (a) as one component, monomers or polymers which have a least one vinyl ether, vinyl ester, (meth)acrylic and/or allyl group and (b) as a further component, saturated polymers and/or unsaturated polymers different from component (a), with the proviso that at least one of components (a) and (b) has structural units of the formulae (I) and/or (II) the other component (b) has structural units of the formulae (I) and/or (II) at least when it contains saturated polymers. The invention also relates to a process for preparing the binder and to a formulation which comprises the binder of the invention. This formulation is in the form of a pigmented or unpigmented coating material or powder coating material.Type: GrantFiled: February 7, 2001Date of Patent: October 14, 2003Assignee: BASF Coatings AGInventors: Rainer Blum, Rodriguez Jorge Prieto, Wolfgang Reich
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Patent number: 6617371Abstract: 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: GrantFiled: June 8, 2001Date of Patent: September 9, 2003Assignee: Addison Clear Wave, LLCInventor: Chau Thi Minh Ha
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Patent number: 6617370Abstract: To provide a method for repairing a coated surface of a vehicle, using an ultraviolet curing resin having excellent quick-drying property, and giving a good finish in a shortened working time, a method for repairing the damage on a coated surface of a vehicle being a depression and/or a depletion of a coating film, which is characterized by comprising the following steps a) to c): a) filling a putty raw material comprising an ultraviolet polymerizing resin composition in an optionally pretreated damage portion and ultraviolet curing the putty raw material to fill the damaged portion with the putty; b) uniformly spray coating, on the coated surface including at least the putty-covered surface after the step a), a primer surfacer raw material comprising an ultraviolet polymerizing resin composition having a viscosity sufficient for spray coating and ultraviolet curing the obtained raw material coating film to form a primer surfacer layer; and c) applying a top coat on the primer surfacer layer obtained in b)Type: GrantFiled: August 23, 2001Date of Patent: September 9, 2003Inventor: Makoto Ueno
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Publication number: 20030158282Abstract: The invention relates to powder coating material curable with high-energy radiation, comprising an unsaturated polyester resin (A) and a polymeric crosslinker (B) containing, based on the polymer main chain, terminal and/or pendant propenyl, butenyl and/or isoprenyl groups. The unsaturated polyester resin (A) and/or the polymeric crosslinker (B) comprise structural units of the general formula I and/or II. These novel powder coating materials are curable with high-energy radiation, preferably UV light, and are notable in particular for a very good viscosity stability during the preparation, in the melt, of the resins and the compounding of the coating materials, for outstanding coating properties, and for a low oxygen sensitivity on curing. The films resulting after the cure, moreover, exhibit outstanding elasticity.Type: ApplicationFiled: October 22, 2002Publication date: August 21, 2003Inventors: Rainer Blum, Horst Hintze-Bruening, Uwe Meisenburg
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Publication number: 20030153640Abstract: The present invention relates to powdered thermosetting compositions including a binder which comprises a carboxyl group containing amorphous isophthalic acid containing polyester, a carboxyl group containing semi-crystalline polyester, at least 10 parts by weight, based on the total weight of the binder, of a specific glycidyl group containing acrylic copolymer and a curing agent having functional groups reactive with the polyesters' carboxyl groups. The powdered thermosetting compositions are useful for the preparation of powdered paints and varnishes which give low gloss coatings having an outstanding flow, a remarkable weatherability and excellent mechanical properties.Type: ApplicationFiled: November 18, 2002Publication date: August 14, 2003Inventors: Luc Moens, Nele Knoops, Daniel Maetens
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Publication number: 20030134926Abstract: It is an object of the present invention to provide a compound having a (meth)acryloyl group that is suitably used in various applications, a process for producing such compound simply and under mild conditions, and an useful photo-curable composition and aqueous photo-curable composition comprising such compound.Type: ApplicationFiled: October 31, 2002Publication date: July 17, 2003Applicant: NIPPON SHOKUBAI CO., LTD.Inventors: Akihiko Fukada, Keiji Yurugi, Toshio Awaji, Nobuaki Otsuki
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Patent number: 6586494Abstract: A radiation-curable inkjet composition for forming 3-D models or images comprising a semi-crystalline or crystalline, low-shrinkage, radiation-curable oligomeric material, a photoinitiator, and a diluent, said inkjet composition having a viscosity of between about 10 to about 50 cps at at least one temperature between 50 to 140° C.Type: GrantFiled: August 8, 2001Date of Patent: July 1, 2003Assignee: Spectra Group Limited, Inc.Inventors: Alexandre Mejiritski, Oleg V. Grinevich, Dustin B. Martin, Douglas C. Neckers
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Patent number: 6548565Abstract: A non-aqueous coating composition based on an oxidatively drying alkyd resin and a photo-initiator. An acid or latent acid and one or more compounds of the group of vinyl ethers, acetals, and alkoxysilanes which are reactive in the presence of an acid are incorporated into the coating composition. The vinyl ethers, acetals, and alkoxysilanes preferably are covalently bounded to the alkyd resin. The ratio of the number of oxidatively drying groups present in the alkyd resin to the number of groups reactive in the presence of an acid preferably is in the range of 1/10 to 15/1. The acid preferably is the phosphoric acid dibutyl ester.Type: GrantFiled: September 13, 2000Date of Patent: April 15, 2003Assignee: Akzo Nobel NVInventors: Keimpe Jan Van Den Berg, Huig Klinkenberg, Arie Noomen
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High powered radiation and/or thermal hardening coating powder with a functionalized based structure
Patent number: 6541535Abstract: The invention relates to a binder for powder coating materials having an oligomeric or polymeric substructure which are curable thermally and/or by means of high-energy radiation, said binder comprising in each case terminally and/or laterally at least one vinyl ether group a) and at least one group b) which is different from the vinyl ether groups a) but is coreactive with said groups a), there being on average at least one vinyl ether group a) and one coreactive group b) per oligomer or polymer molecule. The invention also relates to powder coating materials comprising such a binder and to the use of said powder coating materials for coating surfaces, especially in the form of an automotive top coat and a coil coating material.Type: GrantFiled: February 7, 2001Date of Patent: April 1, 2003Assignee: BASF Coatings AGInventors: Rainer Blum, Rodriguez Jorge Prieto -
Patent number: 6531521Abstract: A practically excellent method for preserving a photosensitive composition Containing a photopolymerization initiator and a photopolymerizable monomer and/or oligomer, which comprises placing and preserving the photosensitive composition in a light shielding vessel, wherein the product of the void ratio (%) in the vessel and the oxygen partial pressure (hPa) in the void part is 1500 (%·hPa) or more is provided; and the method imparts remarkably improved preservation stability.Type: GrantFiled: April 17, 2001Date of Patent: March 11, 2003Assignee: Sumitomo Chemical Company, LimitedInventors: Koji Baba, Toshiya Inoue, Shigeo Hozumi
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Patent number: 6500878Abstract: In a process for improving the adhesive strength of radiation-cured films of acrylate resins which comprise compounds having at least one amine group and at least one unsaturated acrylate group and, in particular, an amino-modified acrylate resin having a molecular weight Mn of at least 300, on substrates, the acrylate resins are admixed with amine-hardenable polyepoxides having an epoxide value of from 1 to 15 mol/kg such as polyglycidyl esters or polyglycidyl ethers. Preferred curable mixtures of amine-modified acrylate resins with polyepoxides have amine numbers of from 1 to 250 mg KOH/g and epoxide values of from 0.1 to 4 mol/kg. The mixtures applied as coating films to metal substrates or plastics substrates, in particular, are radiation-cured with, e.g., UV light and an at least partial amine hardening of the polyepoxide compounds in the mixture is conducted by thermal conditioning at, e.g., from 50 to 120° C.Type: GrantFiled: July 18, 2000Date of Patent: December 31, 2002Assignee: BASF AktiengesellschaftInventors: Wolfgang Reich, Peter Enenkel, Edmund Keil, Matthias Lokai, Erich Beck, Klaus Menzel