Processes Involving An Ethylenically Unsaturated Material Derived From Poly 1,2-epoxide As Reactant Or A Solid Polymer; Or Compositions Thereof Patents (Class 522/100)
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Patent number: 6274643Abstract: A curable composition comprising a) a curable epoxy resin, a thermoplastic ethylene-vinyl acetate copolymer resin, and an effective amount of a photocatalyst for the curable epoxy resin, wherein the composition is free from hydrocarbon polyolefins and wherein the sum of a) and b) is 100 weight percent.Type: GrantFiled: July 26, 2000Date of Patent: August 14, 2001Assignee: 3M Innovative Properties CompanyInventors: Naimul Karim, Clayton A. George, Christopher M. Meyer
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Patent number: 6265460Abstract: A hot-melt adhesive composition, which has a high curing rate, requires no water for a curing reaction or no solvent for the formation of a film, has good storage stability, and is suitable for adhering electronic parts or producing integrated circuit (IC) packages is provided. Specifically, a thermosetting hot-melt adhesive composition comprising a polyethylene copolymer having epoxy groups in a molecule as an epoxy component, which further comprises a cationic polymerization catalyst, is provided herein. Also disclosed are heat-bonding film adhesives and adhering methods using the hot-melt adhesive composition.Type: GrantFiled: July 30, 1999Date of Patent: July 24, 2001Assignee: 3M Innovative Properties CompanyInventors: Kohichiro Kawate, Shigeyoshi Ishii, Mario A. Perez
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Patent number: 6260949Abstract: Disclosed is a composition comprising a blend of (a) a thermally reactive polymer selected from the group consisting of resoles, novolacs, thermally reactive polyarylene ethers, and mixtures thereof; and (b) a photoreactive epoxy resin that is photoreactive in the absence of a photocationic initiator.Type: GrantFiled: June 9, 2000Date of Patent: July 17, 2001Assignee: Xerox CorporationInventors: Thomas W. Smith, David J. Luca, Kathleen M. McGrane
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Publication number: 20010006759Abstract: Radiation sensitive compositions, processes for using the compositions, and articles of manufacture comprising the compositions. The compositions of the invention are use to form flexible coatings having a dielectric constant of 3 or less. The compositions comprise a resin binder and a polybutadiene that comprises one or more internal epoxide groups. In preferred aspect of the invention, the compositions of the invention further comprise a crosslinking agent capable of solvating the remaining constituents of the composition. The coatings are used for the manufacture of electronic and other devices.Type: ApplicationFiled: September 8, 1998Publication date: July 5, 2001Applicant: Charles R. Shipley Jr.Inventors: CHARLES R. SHIPLEY, JAMES G. SHELNUT, WADE SONNENBERG
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Patent number: 6238840Abstract: A photosensitive resin composition comprising (A) a photosensitive resin having one or more carboxyl groups, (B) a special epoxy curing agent, and (C) a photopolymerization initiator is excellent in adhesiveness, heat resistance, resistance to PCT and developability and suitable as a solder resist composition.Type: GrantFiled: November 10, 1998Date of Patent: May 29, 2001Assignee: Hitachi Chemical Company, Ltd.Inventors: Takao Hirayama, Kuniaki Sato, Toshihiko Ito, Toshizumi Yoshino, Hiroaki Hirakura
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Patent number: 6235808Abstract: Disclosed are compounds of the formulas which are useful as monomers in photopolymerizable compositions. Also disclosed are methods of polymerizing these monomers, and polymers produced thereby.Type: GrantFiled: April 11, 2000Date of Patent: May 22, 2001Assignee: Rensselaer Polytechnic InstituteInventor: James V. Crivello
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Patent number: 6235807Abstract: A curing process for cationically polymerisable monomers, which comprises applying a composition comprising: (a) at least one cationically polymerisable monomer, (b) as photoinitiator at least one iodonium salt containing an SbF6, PF6 or BF4 anion, (c) one pigment, and (d) at least one sensitiser, to a substrate, irradiating it with light having a wavelength of 200-600 nm and then heat-postcuring it, is distinguished by little yellowing of the cured formulation.Type: GrantFiled: December 14, 1998Date of Patent: May 22, 2001Assignee: Ciba Specialty Chemicals CorporationInventor: Ljubomir Misev
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Patent number: 6232361Abstract: An actinic radiation curable, cationic polymerizable, ink and coating composition having greatly enhanced reactivity, and reduced viscosity and are low in odor comprised of an aqueous solution containing a cationic polymerizable compound such as an cycloaliphatic epoxy compound, a water compatible hydroxy functional cyclic ether compound, particularly, an epoxy or oxetane compound, and water.Type: GrantFiled: December 11, 1998Date of Patent: May 15, 2001Assignee: Sun Chemical CorporationInventors: Mikhail Laksin, Jean Dominique Turgis, Bruce Rose, Subhankar Chatterjeee
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Patent number: 6211262Abstract: A corrosion resistant coating for metal surfaces curable with actinic radiation. The blend uses acrylate resin, photoinitiator and a corrosion preventing agent such as a metal surface passivator, overbased calcium sulfonate/calcium carbonate, a barrier pigment, or a combination of two or more of these agents.Type: GrantFiled: April 20, 1999Date of Patent: April 3, 2001Assignee: Spectra Group Limited, Inc.Inventors: Alexandre Mejiritski, Thomas Marino, Violeta Lungu, Dustin Martin, Douglas Neckers
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Patent number: 6211260Abstract: A photocurable paint composition for road markings is disclosed, comprising (A) a compound having an ethylenically unsaturated group, (B) a filler, (C) a cationic dye represented by formula (1): D+&Circlesolid;A1− (1) (wherein D+ represents a cation having an absorption maximum wavelength in the wavelength region of from 400 to 1,200 nm, and A1− represents an optional anion), (D) a quaternary organic borate-type sensitizer represented by formula (2): (wherein R1, R2, R3 and R4 each independently represents an alkyl group, an aryl group, an aralkyl group, an alkenyl group, an alkynyl group, a silyl group, a heterocyclic group or a halogen atom, and Z+ represents an optional cation) and (E) an ultraviolet radical polymerization initiator capable of generating a radical upon absorption of light at a wavelength of 400 nm or less, or additionally comprising (F) glass beads.Type: GrantFiled: November 4, 1998Date of Patent: April 3, 2001Assignee: Showa Denko K.K.Inventors: Kenichi Nakamura, Hirotoshi Kamata, Toshio Koshikawa, Shuichi Sugita
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Patent number: 6207726Abstract: A photocurable prepreg composition which is characterized by easy control of a B stage state of a thermosetting resin such as an unsaturated polyester resin or an epoxy acrylate resin, excellent storage stability, and remarkable curability after being shaped; as well as a production method therefor. A photocurable prepreg composition which contains an unsaturated polyester resin and/or an epoxy acrylate resin; at least two photopolymerization initiators with photosensitivity in different wavelength ranges; and an inorganic or an organic fiber-reinforcing material and/or filler, and which composition is treated with light of a specific wavelength such that at least one photopolymerization initiator and radical-polymerizable unsaturated groups remain partially in said resin; a production method therefor; and formed articles produced therefrom.Type: GrantFiled: February 11, 1999Date of Patent: March 27, 2001Assignees: Showa Denko Kabushiki Kaisha, Showa Highpolymer Co., Ltd.Inventors: Kazuo Ohtani, Tomio Yamamoto, Hidetake Sendai, Shuichi Sugita, Hirotoshi Kamata, Takeo Watanabe
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Patent number: 6204303Abstract: The present invention provides a novel UV curable composition for forming thermally conductive interface and a method of using the same. The composition is used to promote the transfer of heat from a source of heat such as an electronic device to a heat dissipation device such as a heat sink. The composition comprises by weight from about 35% to about 75% of a UV curable acrylate material, from about 0.5% to about 15% catalyst, from about 10% to about 30% hydrocarbon solvent and from about 20% to about 70% conductive filler.Type: GrantFiled: September 28, 1999Date of Patent: March 20, 2001Assignee: Ferro CorporationInventors: Jesus E. Osuna, Keith M. Mason, Vernon E. Stygar
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Patent number: 6194482Abstract: UV-hardenable and thermally hardenable epoxy resins for the underfilling process in electrical and electronic components are provided. A new casting resin component has an increased storage stability at room temperature of at least 6 months and improved characteristics for the underfilling process including faster hardening and lower viscosity. Filler material with a maximum grain size of 20 &mgr;m and a siloxane component are provided in addition to the casting resin formulation.Type: GrantFiled: November 22, 1999Date of Patent: February 27, 2001Assignee: Siemens AktiengesellschaftInventors: Barbara Lehner, Recai Sezi
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Patent number: 6194480Abstract: A colored photosensitive composition is composed of a pigment composition, a binder polymer having an acidic group, a multi-functional monomer having at least two ethylenic unsaturated double bonds, and a photopolymerization initiator. The pigment composition is composed of an organic pigment, a dispersant, and an organic solvent. The dispersant is a copolymer of a polymerizable oligomer having an ethylenic unsaturated double bond in its terminal position and one or more monomers at least one of which has a nitrogen-containing group and an ethylenic unsaturated double bond.Type: GrantFiled: April 10, 1998Date of Patent: February 27, 2001Assignee: Fuji Photo Film Co., Ltd.Inventors: Akihiko Takeda, Shinichiro Morimoto, Kousaku Yoshimura
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Patent number: 6187836Abstract: Photopolymerizable compositions that include free radically active and cationically active functional groups, and methods for polymerizing such compositions, in which the onset of cationic polymerization is controllably delayed to extend the time between formation of a moldable gel and formation of a hardened solid.Type: GrantFiled: June 5, 1998Date of Patent: February 13, 2001Assignee: 3M Innovative Properties CompanyInventors: Joel D. Oxman, Matthew C. Trom, Dwight W. Jacobs
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Patent number: 6184339Abstract: Disclosed are fluorinated materials for use in dental uses and non-dental uses, e.g., adhesives or coatings. Multifunctional monomers and prepolymers with pendant (meth)acrylate groups were prepared from epoxide ring-opening reactions. Resins based on the fluorinated monomers and prepolymers with diluent comonomers, were photocured as composites with particulate fillers. Fluorine contents of the prepolymers ranged from 15 to 65%. Composites with high transverse strength (up to 120 MPa), low water sorption (as low as 0.11 mass %) and extremely low polymerization shrinkage (as low as 3.4% by volume) were obtained. The fluorinated resins may be employed to produce hydrophobic dental composite materials with high strength and low polymerization shrinkage.Type: GrantFiled: November 12, 1997Date of Patent: February 6, 2001Assignee: The United States of America as represented by the Secretary of the CommerceInventors: Jeffrey W. Stansbury, Joseph M. Antonucci, Kyung M. Choi
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Patent number: 6174932Abstract: A UV curable, flexible, paintable composition is disclosed. The disclosed composition has enhanced durability, thick and thin film adhesion, resistance to mold growth and dimensional changes while reducing solvent emissions. The disclosed composition reduces, if not eliminates, runs and drips during the thermal bake cycles which are associated with using conventional compositions in automotive applications.Type: GrantFiled: May 20, 1998Date of Patent: January 16, 2001Assignee: DenoVus LLCInventors: Jeffrey T. Pachl, Donald Taylor, Todd W. Scrivens
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Patent number: 6166101Abstract: There is disclosed an ultraviolet-curing coating composition for cans comprising (A) 10-85 parts by weight of a compound having alicyclic epoxy group(s) in the molecule, (B) 5-60 parts by weight of a compound having an oxetane ring of a specific structure, (C) 5-60 parts by weight of a compound having an oxetane ring and hydroxyl group in the molecule, (D) 5-60 parts by weight of a compound having either at least two oxetane rings or oxetane ring(s) and epoxy group(s) in the molecule, and (E) 0.01-20 parts by weight of a cation-polymerization initiator, which generates a cation when irradiated with ultraviolet rays, per 100 parts by weight of the total amount of the compounds (A), (B), (C) and (D); and a process for producing a coated metal can by coating this coating composition and curing by irradiation with ultraviolet rays.Type: GrantFiled: November 23, 1998Date of Patent: December 26, 2000Assignee: Kansai Paint Co., Ltd.Inventor: Seiji Takami
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Patent number: 6159389Abstract: A polyether copolymer having a weight-average molecular weight of 10.sup.4 to 10.sup.7, comprising 5 to 40% by mol of a repeating unit derived from epichlorohydrin, 95 to 60% by mol of a repeating unit derived from ethylene oxide, and 0.001 to 15% by mol of a crosslinkable repeating unit derived from a reactive oxirane compound, gives a provide a crosslinked solid polymer electrolyte which is superior in processability, moldability, mechanical strength, flexibility and heat resistance, and has markedly improved ionic conductivity.Type: GrantFiled: March 10, 1999Date of Patent: December 12, 2000Assignee: Daiso Co., Ltd.Inventors: Katsuhito Miura, Masanori Yanagida, Hiroki Higobashi, Seiji Nakamura
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Patent number: 6153302Abstract: A curable composition comprising a) a curable epoxy resin, a thermoplastic ethylene-vinyl acetate copolymer resin, and an effective amount of a photocatalyst for the curable epoxy resin, wherein the composition is free from hydrocarbon polyolefins and wherein the sum of a) and b) is 100 weight percent.Type: GrantFiled: February 29, 2000Date of Patent: November 28, 2000Assignee: 3M Innovative Properties CompanyInventors: Naimul Karim, Clayton A. George, Christopher M. Meyer
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Patent number: 6153661Abstract: Novel onium borates of an element of Groups 15 to 17 of the Periodic Table, or borates of an organometallic complex of an element of Groups 4 to 10 of the Periodic Table, well suited for the photochemical/electron beam cationic initiation of polymerization/crosslinking, the anionic borate moiety of which having the formula:[BX.sub.a R.sub.b ].sup.-in which a and b are integers ranging from 0 to 4 and a+b=4; the symbols X are each a halogen atom when a ranges up to 3 and an OH functional group when a ranges up to 2; and the symbols R, which may be identical or different, are each a phenyl radical substituted by at least one element or electron-withdrawing substituent or by at least two halogen atoms, or an aryl radical containing at least two aromatic ring members, or such aryl radical bearing at least one electron-withdrawing substituent.Type: GrantFiled: May 6, 1997Date of Patent: November 28, 2000Assignee: Rhone-Poulenc ChimieInventors: Frederic Castellanos, Jacques Cavezzan, Jean-Pierre Fouassier, Christian Priou
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Patent number: 6136506Abstract: An ultraviolet-curable and alkali-developing type photo solder resist ink comprises an epoxy resin obtained by extending chains of an epoxy compound by an isocyanate compound having at least two isocyanate groups per one molecule of the isocyanate compound, an ultraviolet-curable resin having carboxyl group and an ethylenically unsaturated group having a photopolymerization capability, a photopolymerization initiator, and a diluent. The resist ink shows a wide precuring acceptable width for providing an extended shelf life, a good tacky-dry property after a precuring step, excellent light-sensitivity at an exposing step, superior resolution, and improved removability of a film of the resist ink by an alkaline solution at a developing step. In addition, a solder resist obtained by a post-baking step of the resist ink film provides excellent resistances to molten solder and gold plating.Type: GrantFiled: June 22, 1998Date of Patent: October 24, 2000Assignee: GOO Chemical Co., Ltd.Inventors: Soichi Hashimoto, Koichi Yoshioka, Masahiro Mizushima, Toshikazu Oda
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Patent number: 6136384Abstract: A curable composition comprising a) a curable epoxy resin, a thermoplastic ethylene-vinyl acetate copolymer resin, and an effective amount of a photocatalyst for the curable epoxy resin, wherein the composition is free from hydrocarbon polyolefins and wherein the sum of a) and b) is 100 weight percent.Type: GrantFiled: February 29, 2000Date of Patent: October 24, 2000Assignee: 3M Innovative Properties CompanyInventors: Naimul Karim, Clayton A. George, Christopher M. Meyer
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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: 6130269Abstract: A thermosetting pressure-sensitive adhesive comprising a photopolymerization product of a composition containing a) 100 parts by weight of a (meth) acrylic acid alkyl ester wherein the average carbon atom number of the alkyl group is from 2 to 14 and from 30 to 1% by weight of a monoethylenically unsaturated acid copolymerizable with the ester, b) from 0.02 to 5 parts by weight of a polyfunctional (meth)acrylate as a crosslinking agent, c) from 0.01 to 4 parts by weight of a photopolymerization initiator, and d) from 5 to 30 parts by weight of an epoxy resin, and not substantially containing a curing agent for the epoxy resin, and an adhesive sheet using the thermosetting type pressure-sensitive adhesive.Type: GrantFiled: November 24, 1998Date of Patent: October 10, 2000Assignee: Nitto Denko CorporationInventors: Kazuhito Hosokawa, Shigeki Muta, Hitoshi Takahira, Takao Yoshikawa
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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: 6114405Abstract: A method for preparing a film suitable for use as the light-modulating unit of an SPD light valve, which film comprises a cross-linked polymer matrix having droplets of a liquid light valve suspension distributed in the cross-linked polymer matrix. The light valve suspension comprises particles suspended in a liquid suspending medium. The method comprises admixing a UV cross-linkable liquid oligomer or polymer and the liquid light valve suspension, emulsifying the resulting admixture to form an emulsion of the liquid light valve suspension in the UV cross-linkable liquid oligomer or polymer, and cross-linking the UV cross-linkable liquid oligomer or polymer while the mixture is in the form of a thin layer of the emulsion by exposing the layer to UV radiation or to an electron beam, such that the film is not damaged due to such exposing. The oligomer or polymer and the particles are free of deleterious effects on one another.Type: GrantFiled: October 9, 1997Date of Patent: September 5, 2000Assignee: Research Frontiers IncorporatedInventors: Huifang Zhuang, Steven M. Slovak, Robert L. Saxe
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Patent number: 6107362Abstract: A mixture of acrylic or methacrylic compounds, containing from 40 to 95% by weight, based on the total amount of the acrylic or methacrylic compounds, of epoxide (meth)acrylates, is obtainable by a process comprising the process stepsa) esterification of hydroxy compounds with acrylic acid or methacrylic acid,b) if required, subsequent addition of further acrylic acid or methacrylic acid andc) subsequent reaction of the excess acrylic or methacrylic acid with epoxides in the presence of the esterification product of a).Type: GrantFiled: November 2, 1998Date of Patent: August 22, 2000Assignee: BASF AktiengesellschaftInventors: Rainer Koniger, Wolfgang Paulus, Wolfgang Reich, Erich Beck, Lothar Wolf
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Patent number: 6099783Abstract: A novel method for producing thick composite parts based upon photopolymerizable compositions is disclosed. Also disclosed are novel methods for encapsulation of microelectronic devices based upon novel photopolymerizable compositions. The constituents of the photopolymerizable mixture comprise a monomer or monomers capable of polymerizing by free radical or cationic mechanisms, and a photoinitiator system which possesses an absorbance characteristic which is effectively reduced, or self-eliminating, upon initiation of the polymerization reaction. Parts having thicknesses up to 2 cm and thicker for varying end use applications are made by photopolymerizing such compositions. In addition, using such compositions composite parts can be made using a reinforcement material such as a glass fiber mat present in an amount by weight of from about 5 to about 70%.Type: GrantFiled: August 7, 1998Date of Patent: August 8, 2000Assignee: Board of Trustees Operating Michigan State UniversityInventors: Alec B. Scranton, Bharath Rangarajan, Kiran K. Baikerikar
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Patent number: 6096796Abstract: A photo-curable resin composition capable of providing a three-dimensional object having excellent mechanical strength and high dimensional accuracy when used in a photo-fabrication process. The resin composition is also capable of providing a three-dimensional object with excellent stability in shape and properties in a photo-fabrication process. The photo-curable composition includes:(A) a compound represented by the formula (1) ##STR1## wherein R.sup.1 and R.sup.2 independently represent a hydrogen atom or a methyl group;(B) a compound having a cyclohexene oxide structure;(C) a cationic photo-initiator;(D) an ethylenically unsaturated monomer;(E) a radical photo-initiator; and(F) a polyol having three or more hydroxyl groups.Type: GrantFiled: December 10, 1997Date of Patent: August 1, 2000Assignees: DSM N.V., JSR Corporation, Japan Fine Coatings Co., Ltd.Inventors: Tsuyoshi Watanabe, Tetsuya Yamamura, Akira Takeuchi, Takashi Ukachi
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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: 6090866Abstract: The present invention relates to an acrylicized polyetherpolyol that consists of an ethoxylated polyol having a molecular weight of from 600 to 1000, preferably from 700 to 900, which is esterified with acrylic acid.Type: GrantFiled: May 1, 1998Date of Patent: July 18, 2000Assignee: BASF Coatings AktiengesellschaftInventors: Wolfgang Kranig, Martin Lobert
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Patent number: 6087417Abstract: The invention provides aqueous, solvent based, and solvent-free curable coating compositions which include (A) the reaction product of epoxy resin, acid, and tertiary amine; (B) reactive diluent, and, optionally, (C) curing agent. The compositions are useful for forming cured coated substrates, that are especially suitable for food and beverage packaging.Type: GrantFiled: January 16, 1998Date of Patent: July 11, 2000Assignee: The Valspar CorporationInventors: Thomas A. Stevenson, Larry Brandenburger, William McCarty, John Mazza, Jeffrey Niederst
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Patent number: 6084004Abstract: The invention relates to compositions which undergo cationic curing with visible light, comprising:(a) 0.01 to 8 wt. % of at least one diaryliodonium compound,(b) 0.01 to 8 wt. % of at least one .alpha.-dicarbonyl compound,(c) 10.0 to 99.9 wt. % of at least one compound containing epoxide groups and/or oxetane groups,(d) 0 to 85 wt. % of modifiers, such as fillers, dyestuffs, pigments, flow improvers, thixotropic agents, polymeric thickeners, additives having an oxidizing action, stabilizers and retardants, characterized in that they additionally comprise(e) 0.001 to 5 wt. % of at least one aromatic amine.The compositions have a low intrinsic color, cure with little smell and, after curing, give compositions with very good mechanical properties.Type: GrantFiled: August 21, 1998Date of Patent: July 4, 2000Assignee: Espe Dental AGInventors: Wolfgang Weinmann, Gunther Eckhardt
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Patent number: 6057382Abstract: A curable composition comprising a) a curable epoxy resin, a thermoplastic ethylene-vinyl acetate copolymer resin, and an effective amount of a photocatalyst for the curable epoxy resin, wherein the composition is free from hydrocarbon polyolefins and wherein the sum of a) and b) is 100 weight percent.Type: GrantFiled: May 1, 1998Date of Patent: May 2, 2000Assignee: 3M Innovative Properties CompanyInventors: Naimul Karim, Clayton A. George, Christopher M. Meyer
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Patent number: 6054501Abstract: This invention provides an energy ray curable composition which has excellent curability. The composition contains a cationic polymerizable substance, a photopolymerization initiator comprised of a specified onium salt and a pigment as occasion demands. The curable composition is excellent in curability, and cured paint films obtained therefrom shows excellent glossiness. This composition can be blended in white inks, printing inks, paints, resist inks, wood fillers and the like.Type: GrantFiled: March 9, 1998Date of Patent: April 25, 2000Assignee: Nippon Kayaku Kabushiki KaishaInventors: Nobuo Taniguchi, Minoru Yokoshima
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Patent number: 6042943Abstract: The invention relates to a radiation curable primary coating composition for coating an optical fiber, composed of a component having a first end and a second end, a saturated aliphatic backbone, and at least one epoxide group at the first end of the component, and at least one reactive functional group at the second end; a mixture of acrylate monomers, composed of a first monomer having one acrylate group, and a second monomer having at least two acrylate groups; and a photoinitiator. The invention further relates to a radiation curable primary coating composition for coating an optical fiber, composed of a component having a first end and a second end, a saturated aliphatic backbone, and at least one epoxide group at the first end of the component, and at least one reactive functional group at the second end; a mixture of acrylate monomers, composed of a first monomer having one vinyl ether group, and a second monomer having at least two vinyl ether groups; and a photoinitiator.Type: GrantFiled: August 6, 1999Date of Patent: March 28, 2000Assignees: Alvin C. Levy & Associates, Inc., Master Adhesives, Inc.Inventor: Alvin C. Levy
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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: 6015651Abstract: The photo-curable liquid solder resist ink composition of the present invention mainly comprises a photo-polymerizable resin having sufficient molecular weight and (meth)acryloyl groups which are imparted by both of introduction of (meth)acryloyl groups into a novolak-type epoxy resin having 4 or more of benzene nuclei and polymerization using a chain-extension agent. The composition is useful for a photo-curable type resist, since it can produce a coated film excellent in tack free characteristic and resolution, and can produce a cured film excellent in heat resistance, adhesiveness, and chemical resistance. In addition, by reacting with an acid anhydride, development with alkalis becomes possible.Type: GrantFiled: April 28, 1997Date of Patent: January 18, 2000Assignee: Nippon Shokubai Co., Ltd.Inventors: Toshio Awaji, Nobuaki Otsuki, Motohiro Arakawa, Hiromichi Tanaka
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Patent number: 6011078Abstract: Described are aqueous, radiation-curable coating compositions comprising:a) from 5.0 to 90.0% by weight of at least one water-dispersible polymer P comprising at least one .alpha.,.beta.-ethylenically unsaturated, radiation-polymerizable double bond,b) from 0.1 to 90% by weight of at least one radiation-curable compound S which is different from P and which is soluble in water or is dilutable with at least 10% by weight of water, based on the overall weight of the coating composition, and which comprises at least one .alpha.,.beta.-ethylenically unsaturated, radiation-polymerizable double bond,c) from 0 to 20% by weight of a photoinitiator,d) from 0 to 60% by weight of a filler,e) from 0 to 20% by weight of further additives,f) water to 100% by weight and their use.Type: GrantFiled: May 4, 1998Date of Patent: January 4, 2000Assignee: BASF AktiengesellschaftInventors: Wolfgang Reich, Peter Enenkel, Edmund Keil, Matthias Lokai, Erich Beck, Klaus Menzel
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Patent number: 6008266Abstract: An uncured thermosetting composition which is capable of curing upon exposure to actinic radiation is disclosed. The composition includes an acetal diepoxide of the formula: ##STR1## wherein R and R' are individually an aliphatic epoxy, or a cycloaliphatic epoxy; R.sub.1 and R.sub.4 are individually an alkyl, substituted alkyl, aryl, aryl alkyl; and R.sub.2 and R.sub.3 are individually hydrogen, alkyl, alkoxy, substituted alkyl aryl, alkyl aryl, and cyclic alkyl; as well as a photoinitiator, and an inorganic filler. The composition of the invention may also include a second epoxy functional resin, a flexibilizer, and other adjuvants. Other aspects of the invention include the cured resin encapsulant and a method of recovering the resin from a circuit assembly.Type: GrantFiled: August 14, 1996Date of Patent: December 28, 1999Assignee: International Business Machines CorporationInventors: Joseph Paul Kuczynski, Laura Marie Mulholland
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Patent number: 6008268Abstract: A method of generating reactive species which includes exposing a photoreactor composition to radiation, in which the photoreactor composition comprises a wavelength-specific sensitizer associated with one or more reactive species-generating photoinitiators. Also described are methods of polymerizing unsaturated monomers and curing an unsaturated oligomer/monomer mixture.Type: GrantFiled: January 22, 1998Date of Patent: December 28, 1999Assignee: Kimberly-Clark Worldwide, Inc.Inventors: Ronald Sinclair Nohr, John Gavin MacDonald
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Patent number: 5998495Abstract: Photocurable, addition polymerizable compositions contain an epoxy resin and a photoinitiator system containing (a) an epoxy resin, (b) a hydroxyl containing material and (c) a photoinitiator system comprising: (i) an iodonium salt; (ii) a visible light sensitizer; and (iii) an electron donor compound, wherein the photoinitiator system has a photoinduced potential of at least about 100 mV relative to a standard solution of 2.9.times.10.sup.-5 moles/g diphenyl iodonium hexafluoroantimonate and 1.5.times.10.sup.-5 moles/g camphorquinone in 2-butanone. The compositions cure on exposure to light in the visible spectrum and are useful in a variety of applications, including dental adhesives and composites.Type: GrantFiled: April 11, 1997Date of Patent: December 7, 1999Assignee: 3M Innovative Properties CompanyInventors: Joel D. Oxman, Dwight W. Jacobs
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Patent number: 5993588Abstract: The sheet material of the present invention has a protecting layer which comprises a heat reactant of a heat and active energy ray curable resin composition comprising as an active ingredient a polyfunctional isocyanate and a polymer having a (meth)acryl equivalent weight from 100 to 300 g/eq, a hydroxyl value from 20 to 500 and a weight-average molecular weight from 5000 to 50000. And, this protecting layer applied to the surface of a molded article is cured by active energy ray irradiation. Therefore, a molded article excellent in abrasion resistance and chemical resistance can be obtained, and cracking is not caused in the curved part of the molded article. Further, since the protecting layer is cured in part by heat in sheet material production, a large scale active energy ray irradiation apparatus is not required in active energy ray irradiation to realize low cost.Type: GrantFiled: December 23, 1997Date of Patent: November 30, 1999Assignee: Nissha Printing Co., Ltd.Inventor: Yuzo Nakamura
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Patent number: 5993960Abstract: A printing sheet having a high gloss and an enhanced ink-setting property has an outermost surface coating layer formed on a substrate sheet from an electron beam-cured resin produced from at least one electron beam-curable unsaturated organic compound having a dimer acid structure derived from unsaturated higher fatty acid.Type: GrantFiled: October 31, 1997Date of Patent: November 30, 1999Assignee: New Oji Paper Co., Ltd.Inventors: Yasufumi Nakayama, Masahiro Kamiya, Shinichi Nagasaki, Yoshihide Kawano, Toshifumi Fujii
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Patent number: 5990189Abstract: A photopolymerizable material is provided that is suitable for use in the production of coatings or resists on printed circuit boards, for example The material is an ethylenically unsaturated polymerizable reaction product of a polyepoxide and a mixture of (i) a major proportion of an ethylenically unsaturated carboxylic acid and (ii) a minor. proportion of a saturated aliphatic or aromatic carboxylic acid, the reaction product being further modified by reaction with a dicarboxylic acid or anhydride thereof.Type: GrantFiled: January 14, 1998Date of Patent: November 23, 1999Assignee: Coates Brothers PLCInventors: Stephen Anthony Hall, Nicholas Eric Ivory
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Patent number: 5989627Abstract: The specification describes processes for synthesizing vinyl ether functionalized oligomers or polymers, and methods for coating optical fibers with formulations containing these oligomers or polymers. Optical fibers coated with these formulations can be highly transparent to radiation used to write optical gratings in the optical fibers.Type: GrantFiled: September 28, 1998Date of Patent: November 23, 1999Assignee: Lucent Technologies Inc.Inventors: Lee Landis Blyler, Jr., Mark Anthony Paczkowski, Debra Ann Simoff, Ulrike Varlemann, Nanze Patrick Wang
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Patent number: 5985952Abstract: The invention relates to a radiation curable primary coating composition for coating an optical fiber, composed of a component having a first end and a second end, a saturated aliphatic backbone, and at least one epoxide group at the first end of the component, and at least one reactive functional group at the second end; a mixture of acrylate monomers, composed of a first monomer having one acrylate group, and a second monomer having at least two acrylate groups; and a photoinitiator. The invention further relates to a radiation curable primary coating composition for coating an optical fiber, composed of a component having a first end and a second end, a saturated aliphatic backbone, and at least one epoxide group at the first end of the component, and at least one reactive functional group at the second end; a mixture of acrylate monomers, composed of a first monomer having one vinyl ether group, and a second monomer having at least two vinyl ether groups; and a photoinitiator.Type: GrantFiled: March 23, 1998Date of Patent: November 16, 1999Assignees: Alvin C. Levy & Associates, Inc., Master Adhesives, Inc.Inventor: Alvin C. Levy
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Patent number: 5948514Abstract: A photocurable and thermosetting resin composition developable with an aqueous alkali solution is disclosed. The composition comprises in combination: (A) a photosensitive prepolymer soluble in a dilute aqueous alkali solution obtained by esterifying an epoxy resin represented by the following general formula (1) with (meth)acrylic acid and further adding an acid anhydride thereto until an acid value reaches a level in the range of 60 to 120 mg KOH/g, (B) a diglycidyl ether type epoxy compound containing two epoxy groups in the molecular unit thereof, (C) a photopolymerization initiator, and (D) a diluent at such ratios of combination that said epoxy compound (B) accounts for a proportion in the range of 5 to 120 parts by weight and said photopolymerization initiator (C) for a proportion in the range of 0.1 to 30 parts by weight, based on 100 parts by weight of said photosensitive prepolymer (A): ##STR1## wherein X represents CH.sub.2, C(CH.sub.3).sub.2, or SO.sub.Type: GrantFiled: June 5, 1996Date of Patent: September 7, 1999Assignee: Taiyo Ink Manufacturing Co., Ltd.Inventors: Shigeru Komori, Kazuo Suda, Masao Arima, Miyako Juni
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Patent number: 5948508Abstract: An on-line paintable insert useful for being mounted into a depression having a lateral, a longitudinal and a vertical extension, said insert comprising an optionally shaped body having a paintable surface and being attachable to the depression by an adhesive layer. The lateral extension of a bottom area of the body is essentially equal to or exceeds the minimum lateral extension of the depression over the longitudinal extension of the depression, and the body is deformable at least in the outer parts of the bottom area to allow for essentially self-centering and friction-fitting mounting of the insert into the depression. The lateral extension of an upper area of the body is less than the lateral extension of the depression at the vertical position of the upper area of the body when mounted into the depression, over the longitudinal extension of the depression which results in a gap between the upper area including the paintable surface, and the depression.Type: GrantFiled: August 15, 1997Date of Patent: September 7, 1999Assignee: 3M Innovative Properties CompanyInventors: Luigi Pastore, Georg Feichtmeier