Specified Rate-affecting Material Contains C-oh Or C-o-c Group Patents (Class 522/21)
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Publication number: 20150111979Abstract: A monomeric formulation for fabrication of microlattice structures, the monomeric formulation including a plurality of monomers, a first photoinitiator configured to substantially activate above a wavelength of light, and a second photoinitiator configured not to substantially activate above the wavelength of light and to substantially activate below the wavelength of light.Type: ApplicationFiled: April 17, 2014Publication date: April 23, 2015Applicant: HRL Laboratories, LLCInventors: Sophia S. Yang, Alan J. Jacobsen, Jacob M. Hundley, Eric C. Clough
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Publication number: 20150111980Abstract: The invention relates to polyisocyanate adducts obtainable by reacting at least one polysiloxane of the structure (I), at least one polyisocyanate having at least three NCO groups, at least one (meth)acrylate of the structure (II), where U is one of the following groups: (III), and optionally a compound reactive with isocyanates. The indices m, n, x and y assume values of 0 to 100. In addition, t=2 to 30, s=1 to 400 and i=1 to 5. The radicals identified by the letter R are suitable organic groups. ASi is an OH—, NH2— or CO2H— group. In addition, m+n+x+y?3. The invention further relates to a process for preparing the polyisocyanate adducts and to a radiation-curable coating composition comprising at least one radiation-curable polymer as a binder and at least one inventive polyisocyanate adduct. The invention further relates to the use of the inventive polyisocyanate adducts as an additive.Type: ApplicationFiled: March 12, 2013Publication date: April 23, 2015Inventors: Marc Hans, Wojciech Jaunky, Jürgen Hartmann, Jürgen Omeis
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Patent number: 8980967Abstract: The present disclosure provides a method of providing an adhesive composition comprising the steps of combining crosslinkable composition including: a) a (meth)acryloyl monomer mixture with the b) photocrosslinking agent mixture, and irradiating with UVC radiation to polymerize and crosslink the composition.Type: GrantFiled: March 27, 2012Date of Patent: March 17, 2015Assignee: 3M Innovative Properties CompanyInventors: Larry R. Krepski, Babu N. Gaddam, Marie Aloshyna ep Lesuffleur, Arlin L. Weikel, Kathleen S. Shafer
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Patent number: 8901191Abstract: A durable ambient light curable waterproof liquid rubber coating with volatile organic compound (VOC) content of less than 450 grams per liter made from ethylene propylene diene terpolymer (EPDM) in a solvent, a photoinitiator, an additive, pigments, and fillers, and a co-agent and a method for making the formulation, wherein the formulation is devoid of thermally activated accelerators.Type: GrantFiled: February 12, 2014Date of Patent: December 2, 2014Assignee: Lion Copolymer Geismar, LLCInventors: Michael J. Molnar, Arthur J. Fontenot, III, Harold William Young, Jr., Daniel S. Nelson, Augusto Caesar Ibay
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Patent number: 8785514Abstract: Various embodiments of the present invention generally relate to a light-cure and dual-cure resin that have low color and is color stable over conventional light, self and dual-cured resins. Additionally, the light-cure resin has enhanced degree of cure over conventional light-cure resins. Finally, due to the low color and enhanced color stability of the dual-cure resins, their inherent property of having lower shrinkage stress as compared to light-cure resins can now be utilized in various dental applications and other resin applications.Type: GrantFiled: November 28, 2008Date of Patent: July 22, 2014Assignee: The Board of Regents of The University of Texas SystemInventors: H. Ralph Rawls, Kyumin Whang, Nasser Barghi, Dong-Hoon Shin, Richard Plymale, Janice Plymale
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Patent number: 8569393Abstract: A radiation curable composition for UV LED curing includes at least one co-initiator selected from the group consisting of an aliphatic tertiary amine and a dialkyl aniline derivative; and at least one specific carbazole photoinitiator. The radiation curable composition can be advantageously used to prevent unstable yellowing behavior in an image upon storage.Type: GrantFiled: December 6, 2010Date of Patent: October 29, 2013Assignee: AGFA-Gevaert N.V.Inventor: Johan Loccufier
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Publication number: 20130230729Abstract: A coating composition and a floor product are disclosed. The coating composition has a biobased component that includes urethane acrylate, vinyl ether, or polyester acrylate. The coating composition includes at least about 5% by weight of renewable and/or biobased component. The coating composition is radiation curable, formed by acrylating a biobased polyol acrylate, and reacting the biobased polyol acrylate with polyisocyanate to form a biobased resin. The floor product includes a cellulosic substrate and a biobased coating applied to the cellulosic substrate.Type: ApplicationFiled: April 15, 2013Publication date: September 5, 2013Applicant: ARMSTRONG WORLD INDUSTRIES, INC.Inventors: Dong TIAN, Jeffrey S. ROSS, Larry W. LEININGER, Mary Kate BOGGIANO
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Patent number: 8507570Abstract: A light-curable dental material is provided, comprising a polymerizable compound having at least one ethylenically unsaturated bond, a photopolymerization initiator for polymerizing said polymerizable compound, and a 1,3-dipolar compound as a polymerization inhibitor.Type: GrantFiled: January 6, 2012Date of Patent: August 13, 2013Assignee: DENTSPLY International Inc.Inventor: Gordan Blackwell
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Patent number: 8378002Abstract: The present invention provides an aqueous ink composition including at least a sensitizing dye represented by the following Formula (i), an ethylenically unsaturated bond-containing water-soluble polymerizable compound, a polymerization initiator and water: wherein, in Formula (i), X represents O, S or NR; n represents an integer of 0 or 1; R represents a hydrogen atom, an alkyl group or an acyl group; each of R1, R2, R3, R4, R5, R6, R7 and R8 independently represents a hydrogen atom or a monovalent substituent, provided that any neighboring two of R1, R2, R3 and R4 may be bonded to each other to form a ring, and R5 and R7 or R8, or R6 and R7 or R8, may be bonded to each other to form an aliphatic ring but do not form an aromatic ring.Type: GrantFiled: July 8, 2009Date of Patent: February 19, 2013Assignee: FUJIFILM CorporationInventor: Hirokazu Kyota
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Patent number: 8217095Abstract: The object of the present invention is to provide an active energy ray-curable ink-jet printing ink, including: a coloring agent; a compound having an ethylenic double bond; and a photo-polymerization initiator, wherein the photo-polymerization initiator includes a compound represented by general formula (1): (wherein A represents any one of —O—, —CH2—, —CH(CH3)—, and —C(CH3)2—; and each of R1 and R2 independently represents a hydrogen atom, a methyl group, or a trimethylsilyl group), and an ?-aminoketone-based compound and/or an acyl phosphine oxide-based compound, and 40% by mass or more of the compound represented by general formula (1) is included with respect to the total photo-polymerization initiator.Type: GrantFiled: October 28, 2005Date of Patent: July 10, 2012Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Hisao Yamaguchi, Yutaka Yamada, Naohito Saito, Osamu Oshima
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Patent number: 8092869Abstract: There is provided an ink composition for ink jet recording, including (A) N-vinyllactam, (B) a compound having a partial structure represented by the following formula (I) and a polymerizable unsaturated bond, and (C) a radical polymerization initiator. In formula (I), R1 represents a hydrogen atom or an alkyl group, and R2 to R5 each independently represent a methyl group or an ethyl group.Type: GrantFiled: September 15, 2008Date of Patent: January 10, 2012Assignee: Fujifilm CorporationInventors: Ippei Nakamura, Yuuichi Hayata
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Publication number: 20100198168Abstract: The invention relates to a coating formulation for preparing a hydrophilic coating, wherein the hydrophilic coating formulation comprises a supporting monomer and/or polymer comprising at least 2 reactive moieties capable of undergoing polymerization reactions, a polyelectrolyte, a Norrish Type I photoinitiator, and a Norrish Type II photoinitiator.Type: ApplicationFiled: February 27, 2008Publication date: August 5, 2010Applicant: DSM IP ASSETS B.V.Inventor: Marnix Rooijmans
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Patent number: 7291654Abstract: Compounds of formula (I), wherein R1 is hydrogen or alkyl; R2 is C1-C4alkoxy or a morpholino radical; and R3 is hydrogen or C1-C4alkoxy, are suitable for improving the solubility of specific photoinitiators in formulations and accordingly enhance the storage stability of formulations comprising a photoinitiator and compounds of formula (I)Type: GrantFiled: October 17, 2003Date of Patent: November 6, 2007Assignee: Ciba Specialty Chemicals CorporationInventors: Thomas Ulrich, Thomas Bolle, Kurt Dietliker, Jean-Pierre Wolf, André Fuchs
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Patent number: 7129281Abstract: The present invention provides a one-bottle dental bonding composition that provides a bonding layer excellent in bonding strength, independent of the skill of the practitioners, and, more preferably, that releases fluoride ion gradually into oral cavity over an extended period of time. The one-bottle dental bonding composition comprises a radical polymerizable monomer (A) having an acidic group in the molecule, another radical polymerizable monomer (B), a photopolymerization initiator (C) and a water-soluble organic solvent (D), and is substantially free of water.Type: GrantFiled: March 18, 2003Date of Patent: October 31, 2006Assignee: Dentsply-Sankin K.K.Inventor: Satoshi Fujiwara
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Patent number: 6998425Abstract: The present invention is directed to curable acrylate coating compositions and coated articles resulting therefrom. The curable acrylate coating composition comprises at least two polyfunctional acrylate derivatives, at least one photoinitiator and at least one nanoscale filler.Type: GrantFiled: December 23, 2003Date of Patent: February 14, 2006Assignee: General Electric CompanyInventors: Bret Ja Chisholm, James Norman Cawse, Chris Anthony Molaison, Michael Jorlath Brennan, Jr.
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Patent number: 6897248Abstract: The present invention discloses an ultraviolet light curable ferromagnetic composition and method for making such a composition that may be used to produce a ferromagnetic coating on a suitable substrate. These coatings may be used to produce printed capacitors and inductors. The disclosed composition does not contain any significant amount of volatile organic solvents that do not become incorporated in the active layer after curing.Type: GrantFiled: February 24, 2004Date of Patent: May 24, 2005Assignee: Allied PhotoChemical, Inc.Inventor: Roy C. Krohn
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Patent number: 6867241Abstract: The present invention relates to a radiation-curable composition which includes a cyanoacrylate component or a cyanoacrylate-containing formulation, a metallocene component, a hydrogen abstraction photoinitiator, and hydrogen donor component to enhance the activity of the hydrogen abstraction photoinitiator.Type: GrantFiled: January 31, 2002Date of Patent: March 15, 2005Assignee: Henkel CorporationInventors: Stan Wojciak, Shabbir Attarwala, John T. O'Connor, S. Peter Pappas
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Patent number: 6716893Abstract: The present invention discloses an ultraviolet light curable ferromagnetic composition and method for making such a composition that may be used to produce a ferromagnetic coating on a suitable substrate. These coatings may be used to produce printed capacitors and inductors. The disclosed composition does not contain any significant amount of volatile organic solvents that do not become incorporated in the active layer after curing.Type: GrantFiled: July 11, 2002Date of Patent: April 6, 2004Assignee: UV Specialties, Inc.Inventor: Roy C. Krohn
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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: 6545064Abstract: This invention relates to a curable coating composition which comprises: (A) a compound represented by the formula wherein in formula (A-I) each R independently is hydrogen or a hydrocarbyl group of 1 to about 8 carbon atoms, and n is a number that is about 4 or higher; and (B) a reactive vinyl or unsaturated monomer or oligomer, provided said reactive vinyl or unsaturated monomer or oligomer is not the same as (A). In one embodiment the inventive composition further comprises (C) a photoinitiator. In one embodiment, the inventive composition further comprises (D) a thermal initiator. In one embodiment, the inventive composition further comprises (E) a latent acid catalyst. The invention also relates to a method of coating a substrate utilizing the foregoing coating composition, as well as to a substrate coated in accordance with foregoing method.Type: GrantFiled: November 24, 1999Date of Patent: April 8, 2003Assignee: Avery Dennison CorporationInventor: Wayne Louis Bilodeau
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Patent number: 6486225Abstract: A photocurable composition comprising (A) 100 parts by weight of a compound having an ethylenically unsaturated group, (B) from 0.001 to 5 parts by weight of a cationic dye having an absorption maximum wavelength in the wavelength region of from 400 to 1,200 nm represented by formula (1: D+·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 31 represents an anion, and (C) from 0.Type: GrantFiled: November 17, 1999Date of Patent: November 26, 2002Assignee: Showa Denko Kabushiki KaishaInventors: Hirotoshi Kamata, Takeo Watanabe, Kazuhiko Ooga, Toshio Koshikawa
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Patent number: 6482868Abstract: Accelerators that can be useful for an energy polymerizable composition comprising a cationically curable material; energy polymerizable -compositions comprising at least one cationically curable material and an initiation system therefor, the initiation system comprising at least one organometallic complex salt and at least one accelerator; and a method for curing the compositions. The cured compositions can provide useful articles. The invention also provides compositions of matter comprising an organometallic complex salt and at least one compound selected from the Class 1 and Class 2 compounds disclosed herein.Type: GrantFiled: June 26, 2000Date of Patent: November 19, 2002Assignee: 3M Innovative Properties CompanyInventors: Wayne Scott Mahoney, Peggy Sperl Willett
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Patent number: 6433036Abstract: A radiation-curable composition which includes a cyanoacrylate component or a cyanoacrylate-containing formulation; a metallocene component; and a polymerizingly effective amount of a photoinitiator to accelerate the rate of cure is provided.Type: GrantFiled: October 20, 1999Date of Patent: August 13, 2002Assignee: Loctite CorporationInventors: Stan Wojciak, Shabbir Attarwala
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Patent number: 6368772Abstract: Process for functionalizing a water-soluble or water-dispersible polymeric organic binder, in which unmodified, water-soluble or water-dispersible polymeric organic binders are reacted with one or more polar aprotic swelling agents which are compatible with the binder, with thorough mixing with one or more compounds which have groups capable of free radical polymerization, compositions obtainable thereby and radiation-sensitive mixtures which contain, as essential components, the above composition, at least one photopolymerization initiator, if required one or more ethylenically unsaturated, photopolymerizable low molecular weight compounds which are compatible with the polymeric binder and further conventional additives and/or assistants, and radiation-sensitive letterpress or relief printing plates which can be produced therefrom.Type: GrantFiled: June 3, 1999Date of Patent: April 9, 2002Assignee: BASF Drucksytems GmbHInventors: Thomas Telser, Uwe Stebani, Alfred Leinenbach, Markus Tönnessen
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Patent number: 5843576Abstract: Floor coverings include a wear layer made from a coat composition including a multifunctional polyurethane (meth)acrylate oligomer. The multifunctional polyurethane is made by reacting a polyisocyanate with a functionality equal or higher than 3, a polyester polyol, and a hydroxyalkyl(meth)acrylate with a number average molecular weight of about 344 to about 472. The coating composition preferably includes a reactive (meth)acrylate diluent and a photoinitiator.Type: GrantFiled: November 3, 1997Date of Patent: December 1, 1998Assignee: Armstrong World Industries, Inc.Inventors: Angela S. Rosenberry, Claude R.. Rupp, Songvit Setthachayanon
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Patent number: 5770345Abstract: The sensitivity of a photoresist to actinic light is improved by the addition of certain dyes. The photoresist includes a polymer matrix, a photosensitive acid generator and at least one compound selected from the group consisting of dyes containing at least one heterosulphur atom such as 2,2.sup.1,5.sup.1,2"-terthiophene and its derivatives; thianthrene and its derivatives, and 4,6-diphenylthieno(3,4-d)-1,3-dioxol-2-one-5,5-dioxide; phenylsulfone and its derivatives; and 4,5-diphenyl-1,3-dioxol-2-one; 3,4-bis(acetoxymethyl)furan; chelidonic acid and its derivatives; and 5,7,12,14-pentacenetetrone. Resist images on a substrate are formed from the compositions.Type: GrantFiled: July 16, 1996Date of Patent: June 23, 1998Assignee: International Business Machines CorporationInventors: Edward Darko Babich, Karen Elizabeth Petrillo, John Patrick Simons, David Earle Seeger
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Patent number: 5753412Abstract: The sensitivity of a photoresist to actinic light is improved by the addition of certain dyes. The photoresist includes a polymer matrix, a photosensitive acid generator and at least one compound selected from the group consisting of dyes containing at least one heterosulphur atom such as 2,2.sup.1,5.sup.1,2"-terthiophene and its derivatives; thianthrene and its derivatives, and 4,6-diphenylthieno(3,4-d)-1,3-dioxol-2-one-5,5-dioxide; phenylsulfone and its derivatives; and 4,5-diphenyl-l,3-dioxol-2-one; 3,4-bis(acetoxymethyl)furan; chelidonic acid and its derivatives; and 5,7,12,14-pentacenetetrone. Resist images on a substrate are formed from the compositions.Type: GrantFiled: June 5, 1996Date of Patent: May 19, 1998Assignee: International Business Machines CorporationInventors: Edward Darko Babich, Karen Elizabeth Petrillo, John Patrick Simons, David Earle Seeger
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Patent number: 5719227Abstract: Floor coverings include a wear layer made from a coat composition including a multifunctional polyurethane (meth)acrylate oligomer. The multifunctional polyurethane is made by reacting a polyisocyanate with a functionality equal or higher than 3, a polyester polyol, and a hydroxyalkyl-(meth)acrylate with a number average molecular weight of about 344 to about 472. The coating composition preferably includes a reactive (meth)acrylate diluent and a photoinitiator.Type: GrantFiled: May 9, 1997Date of Patent: February 17, 1998Assignee: Armstrong World Industries, Inc.Inventors: Angela S. Rosenberry, Claude R. Rupp, Songvit Setthachayanon
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Patent number: 5593812Abstract: The sensitivity of a photoresist to actinic light is improved by the addition of certain dyes. The photoresist includes a polymer matrix, a photosensitive acid generator and at least one compound selected from the group consisting of dyes containing at least one heterosulphur atom such as 2,2.sup.1,5.sup.1,2"-terthiophene and its derivatives; thianthrene and its derivatives, and 4,6-diphenylthieno(3,4-d)-1,3-dioxol-2-one-5,5-dioxide; phenylsulfone and its derivatives; and 4,5-diphenyl-1,3-dioxol-2-one; 3,4-bis(acetoxymethyl)furan; chelidonic acid and its derivatives; and 5,7,12,14-pentacenetetrone. Resist images on a substrate are formed from the compositions.Type: GrantFiled: February 17, 1995Date of Patent: January 14, 1997Assignee: International Business Machines CorporationInventors: Edward D. Babich, Karen E. Petrillo, John P. Simons, David E. Seeger
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Patent number: 5369139Abstract: Radiation and peroxide-curable oligomeric emulsions are prepared by mixing water, an .alpha.,.beta.-ethylenically unsaturated oligomer (e.g. an unsaturated polyester), a reactive, nonionic surfactant containing allyl unsaturation, and a metallic salt drier under high shear agitation until a stable emulsion is formed. Coatings prepared from these emulsions are tack and mar free and demonstrate good resistance to organic solvents and water.Type: GrantFiled: August 17, 1993Date of Patent: November 29, 1994Assignee: Cook Composites and Polymers CompanyInventors: Rudolph H. Boeckeler, Delano R. Eslinger
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Patent number: 5288917Abstract: Liquid highly active photoinitiators are obtained by dissolving a solid photoinitiator of the titanocene type in liquid photoinitiators of the acetal or ketal type. The liquid mixtures have a long dark storage stability.Type: GrantFiled: July 19, 1991Date of Patent: February 22, 1994Assignee: Ciba-Geigy CorporationInventors: Godwin Berner, Franciszek Sitek, Rinaldo Husler
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Patent number: 5283265Abstract: A photopolymerizable rubber being obtained by copolymerizing four compounds consisting of a dienic liquid rubber having hydroxyl groups, an ethylenically unsaturated monomer having hydroxyl groups, a dihydric alcohol having a molecular weight of less than 2,000 and a diisocyanate compound. The photocured product of this composition has higher tensile strength and elongation than that of the prior photopolymerizable rubbers.Type: GrantFiled: April 18, 1988Date of Patent: February 1, 1994Assignee: Hayakawa Rubber Company LimitedInventors: Tetsuya Kimura, Syuno Suto, Fujii Toshihiro, Toshihiro Fujii, Kimio Mori, Tsuguo Yamaoka
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Patent number: 5180756Abstract: Agents which are curable by ultraviolet radiation are based on a binder formulation of (1) from 99.0 to 20% by weight of a copolymer, (2) from 1.0 to 80% by weight of monoolefinically unsaturated compounds and (3) from 0.0 to 20% by weight of polyolefinically unsaturated compounds. The agents contain copolymers (1) which are obtainable by subjecting a mixture of (A) from 80 to 99.9% by weight of olefinically unsaturated monomers, (B) from 0 to 10% by weight of a copolymerizable olefinically unsaturated photoinitiator and (C) from 0 to 10% by weight of a polymerization-regulating photoinitiator to free radical polymerization, the sum of (B) and (C) being not less than 0.1% by weight and the stated percentages by weight being based on the sum of the weights of (A)+(B)+(C).Type: GrantFiled: April 6, 1990Date of Patent: January 19, 1993Assignee: BASF AktiengesellschaftInventors: Gerd Rehmer, Andreas Boettcher
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Patent number: 5063257Abstract: A dental glass ionomer cement composition comprises:(a) 5 to 100 parts by weight of a polymer of an .alpha.-.beta. unsaturated carboxylic acid having a weight average molecular weight of 5,000 to 40,000,(b) 5 to 100 parts by weight of a fluoroaluminosilicate glass powder having an average particle size of 0.02 to 10 .mu.m and a specific gravity of 2.4 to 4.0 and capable of reacting with said "polymer of an .alpha.-.beta. unsaturated carboxylic acid having a weight average molecular weight of 5,000 to 40,000",(c) 5 to 100 parts by weight of a polymerizable unsaturated organic compound having at least one CH.sub.2 .dbd.C(R1)--COO--group wherein R1=H or CH.sub.3,(d) 0.01 to 5 parts by weight of a polymerization catalyst,(e) 2 to 50 parts by weight of water,(f) 0.01 to 20 parts by weight of a surface active agent, and(g) 0.01 to 5 parts by weight of a reducing agent, and optionally h. 0 to 50 parts by weight of an inorganic filler having an average particle size of 0.02 to 10 .mu.Type: GrantFiled: December 11, 1989Date of Patent: November 5, 1991Assignee: G-C Dental Industrial Corp.Inventors: Shoji Akahane, Satoshi Tosaki, Yukiharu Kusayanagi, Shigenobu Kusakai, Kazuo Hirota, Kentaro Tomioka
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Patent number: 5034307Abstract: Titanocenes with, for example, .pi.-cyclopentadienyl ligands in which one or two carbo- or heterocyclic aromatic rings are bonded to the titanium, the aromatic rings being substituted by fluorine in at least one of the two ortho-positions relative to the metal-carbon bond and being substituted by at least one free or etherified or esterified polyoxaalkylene radical, are suitable as photoinitiators for the photopolymerization of ethylenically unsaturated substrates.Type: GrantFiled: August 21, 1990Date of Patent: July 23, 1991Assignee: Ciba-Geigy CorporationInventors: Martin Riediker, Eginhard Steiner, Harry Beyeler, Manfred Rembold, Francissek Sitek
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Patent number: 5021467Abstract: Disclosed herein are i) a resin composition comprising (A) a di-(meth)acrylic acid ester of a carbonate diol having an average molecular weight of 500 to 3000 or of an addition compound of the carbonate diol with an .epsilon.-caprolactone, (B) a monoethylenically unsaturated monomer and optionally, (C) an initiator of photopolymerization, ii) a di-(meth)acrylic acid ester of an addition compound of a carbonate diol having an average molecular weight of 500 to 3000 with an .epsilon.-caprolactone and iii) a di(meth)acrylic acid ester represented by the formula: ##STR1## wherein R.sup.1 represents an alkylene group having 4 to 10 carbon atoms, R.sup.2 represents a hydrogen atom or a methyl group, the mean values of a and b are 0 to 5, respectively, the mean sum of a plus b is 0.5 to 5 and the mean value of l is 1 to 10.Type: GrantFiled: February 25, 1988Date of Patent: June 4, 1991Assignee: Nippon Kayaku Kabushiki KaishaInventors: Minoru Yokoshima, Tetsuo Ohkubo, Masayuki Kiyomoto
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Patent number: 5011762Abstract: A photosensitive composition which is suitable for free radical polymerization systems initiated by ultraviolet light, particularly useful in UV-curing coating and image transfer systems such as printing plates and photoresists. Among the above mentioned applications, systems in which the photosensitive layer has no protective film to insulate it from the air shows the greatest improvement in photosensitivity.Type: GrantFiled: August 14, 1990Date of Patent: April 30, 1991Assignee: Industrial Technology Research InstituteInventors: Rong-Jer Lee, Chein-Dhau Lee, Wen-Shin Shen
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Patent number: 4970136Abstract: Titanocenes with, for example, .pi.-cyclopentadienyl ligands in which one or two carbo- or heterocyclic aromatic rings are bonded to the titanium, the aromatic rings being substituted by fluorine in at least one of the two ortho-positions relative to the matal-carbon bond and being substituted by at least one free or etherified or esterified polyoxaalkylene radical, are suitable as photoinitiators for the photopolymerization of ethylenically unsaturated substrates.Type: GrantFiled: June 5, 1989Date of Patent: November 13, 1990Assignee: Ciba-Geigy CorporationInventors: Martin Riediker, Eginhard Steiner, Harry Beyeler, Manfred Rembold, Franciszek Sitek
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Patent number: 4839401Abstract: A light curable pit and fissure sealant composition comprises 2,2-propane-bis [3-(4-phenoxy)-1,2-dihydroxy-propane-1- methacrylate] and triethylene glycol dimethacrylate in a 55:45 weight ratio, a polymerization initiator, titanium dioxide as an opaquing agent, and DEA-EMA of at least 95 percent purity as the polymerization accelerator. Optionally, up to 50% filler can be used.Type: GrantFiled: September 30, 1986Date of Patent: June 13, 1989Assignee: Jeneric/Pentron, Inc.Inventor: Samuel Waknine
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Patent number: 4820744Abstract: A combined chemical-light-polymerization type composition for dental restoration consists of a formulation A composed mainly of a. an ethylenically polymerizable unsaturated compound, b. a photopolymerization initiator and c. a reducing agent, and a formulation B composed mainly of d. a filler and e. an organic perioxide. The formulations A and B are separately packaged and designed to be mixed for use.Type: GrantFiled: April 1, 1987Date of Patent: April 11, 1989Assignee: G-C Dental Industrial Corp.Inventors: Takao Kubota, Tetsuro Sakuma, Ryoji Nakazato
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Patent number: 4812489Abstract: An ultraviolet-curing resin composition comprising an acrylic oligomer, tris(2-hydroxyethyl)isocyanurate triacrylate, a reactive diluent and a photopolymerization initiator, wherein the acrylic oligomer is a urethane obtained from diphenylmethane diisocyanate, a polytetramethylene glycol having a molecular weight of 650 to 1,300 and a monoacrylate having a hydroxy group, the amount of tris(2-hydroxyethyl)isocyanurate triacrylate is 1 to 100 parts by weight for 100 parts by weight of the urethane acrylate, and the reactive diluent is an acrylic monomer. A mixture of tris(2-hydroxyethyl)isocyanurate triacrylate and a terminal diacrylate having a cycloacetal group may be used in place of tris(2-hydroxyethyl)isocyanurate triacrylate. The compositions are useful as secondary cladding materials and buffer materials in optical fiber units.Type: GrantFiled: January 28, 1988Date of Patent: March 14, 1989Assignee: The Yokohama Rubber Co., Ltd.Inventors: Hideo Watanabe, Yoshinobu Ohashi
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Patent number: 4804690Abstract: A light curing composition for dental restoration comprises (a) a polymerizable compound containing at least one ethylenically unsaturated double-bond, (b) at least one photo-polymerization initiator selected from ketal base compound as defined herein, (c) at least one photo-polymerization initiator selected from anthraquinone base compounds as defined herein, (d) a reducing agent and (e) a filler.Type: GrantFiled: September 11, 1986Date of Patent: February 14, 1989Assignee: G-C Dental Industrial CorporationInventors: Takao Kubota, Tetsuro Sakuma, Ryoji Nakazato
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Patent number: 4789625Abstract: Compositions comprising an impermeable acrylate-terminated oligomer, a reactive diluent, and 2-hydroxycyclohexylphenone, 2-hydroxy-2-methyl-1-phenyl-propan-1-one, or diethoxyacetophenone as a photoinitiator, are disclosed. These compositions have utility in optical coatings and electrical insulation.Type: GrantFiled: May 5, 1986Date of Patent: December 6, 1988Assignee: Morton Thiokol, Inc.Inventors: Stuart M. Ellerstein, San A. Lee
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Patent number: 4786586Abstract: Compositions comprising an impermeable acrylate-terminated oligomer, at least one reactive diluent, and alpha-hydroxycyclohexylphenyl ketone, diethoxyacetophenone, 1-(4-dodecylphenyl)-2-hydroxy-2-methylpropan-1-one, or 2-hydroxy-2-methyl-1-phenylpropan-1-one as a photoinitiator, are disclosed. These compositions have utility in optical coatings.Type: GrantFiled: February 12, 1987Date of Patent: November 22, 1988Assignee: Morton Thiokol, Inc.Inventors: San A. Lee, Stuart M. Ellerstein
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Patent number: 4707431Abstract: This invention relates to an optical information recording medium comprising a substrate provided at least with an underlayer and a recording layer thereon, said underlayer being prepared by curing a light-curable composition containing a reducing agent, a photo-polymerization initiator and acrylate monomer and/or methacrylate monomer and/or their corresponding oligomer.Type: GrantFiled: October 25, 1985Date of Patent: November 17, 1987Assignee: Ricoh Co., Ltd.Inventor: Masaakira Umehara
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Patent number: 4694029Abstract: A photopolymerizable composition comprises a polymerizable epoxy-containing material, a polymerizable monomer or monomers containing one or more ##STR1## groups wherein R is H or CH.sub.3, a cationic photoinitiator, a radical-type photoinitiator and an alcohol accelerator.Type: GrantFiled: April 9, 1985Date of Patent: September 15, 1987Assignee: Cook Paint and Varnish CompanyInventor: John M. Land
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Patent number: 4605465Abstract: A UV and thermally curable composition comprising(1) a liquid, ethylenically unsaturated monomer, oligomer or prepolymer of the formula: ##STR1## wherein R is H or CH.sub.3, R.sub.1 is an organic moiety and n is at least 2,(2) a thermal initiator for (1) selected from the group consisting of substituted or unsubstituted pinacols, azo compounds, thiurams, organic peroxides and mixtures thereof,(3) a photoinitiator for (1) selected from the group consisting of aldehyde and ketone carbonyl compounds having at least one aromatic nucleus attached directly to the ##STR2## group, benzoin alkyl ethers, diethoxyacetophenone and 2,2-dimethoxy-2-phenylacetophenone,(4) a thermoplastic material, and(5) a non-polymerizable plasticizer for (4).The exposure of the composition to UV radiation under atmospheric conditions and heat in seriatim results in a cured solid product which can be utilized as adhesives, coatings, gaskets, sealants, resists and the like.Type: GrantFiled: October 4, 1984Date of Patent: August 12, 1986Assignee: W. R. Grace & Co.Inventor: Charles R. Morgan
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Patent number: 4603168Abstract: A method of curing certain organopolysiloxane compositions by a combination of heat and exposure to ultraviolet radiation or electron beam provides the ability to use lower temperatures than heat cures alone and shorter cure times than ultraviolet radiation or electron beam alone. The organopolysiloxane compositions are addition-curable and are made up of alkenyl-containing organopolysiloxane, organohydrogensiloxane, a platinum catalyst, an addition-reaction inhibitor selected from alkynol, 3-methyl-3-pentene-1-yne, 3,5-dimethyl-3-hexene-1-yne, methylvinylsiloxane cyclics, benzotriazole, and mixtures thereof, and a photosensitizer.Type: GrantFiled: February 19, 1985Date of Patent: July 29, 1986Assignee: Toray Silicone Co., Ltd.Inventors: Shosaku Sasaki, Yuji Hamada
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Patent number: 4599155Abstract: There is disclosed a resin composition comprising(A) a spiro ortho ester compound and/or a spiro ortho carbonate compound;(B) an aluminum compound; and(C) a silanol compound or a silicon compound which is capable of generating a silanol group;the amounts of components (B) and (C) being within the range of 0.001 to 10% by weight and 0.1 to 20% by weiht, based on the amount of component (A), respectively.The resin composition of this invention is excellent in volumetric shrinkage performance at curing operation and is good in storability. Therefore, the cured product can be used for a wide variety of industrially valuable applications, such as an ink, a coating, an adhesive, a surface coating, an encapsulation and an electrical insulating material.Type: GrantFiled: September 21, 1984Date of Patent: July 8, 1986Assignee: Kabushiki Kaisha ToshibaInventors: Shuichi Suzuki, Moriyasu Wada, Shuzi Hayase