Specified Rate-affecting Material Contains C-oh Or C-o-c Group Patents (Class 522/21)
  • Publication number: 20150111979
    Abstract: 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: Application
    Filed: April 17, 2014
    Publication date: April 23, 2015
    Applicant: HRL Laboratories, LLC
    Inventors: Sophia S. Yang, Alan J. Jacobsen, Jacob M. Hundley, Eric C. Clough
  • Publication number: 20150111980
    Abstract: 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: Application
    Filed: March 12, 2013
    Publication date: April 23, 2015
    Inventors: Marc Hans, Wojciech Jaunky, Jürgen Hartmann, Jürgen Omeis
  • Patent number: 8980967
    Abstract: 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: Grant
    Filed: March 27, 2012
    Date of Patent: March 17, 2015
    Assignee: 3M Innovative Properties Company
    Inventors: Larry R. Krepski, Babu N. Gaddam, Marie Aloshyna ep Lesuffleur, Arlin L. Weikel, Kathleen S. Shafer
  • Patent number: 8901191
    Abstract: 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: Grant
    Filed: February 12, 2014
    Date of Patent: December 2, 2014
    Assignee: Lion Copolymer Geismar, LLC
    Inventors: Michael J. Molnar, Arthur J. Fontenot, III, Harold William Young, Jr., Daniel S. Nelson, Augusto Caesar Ibay
  • Patent number: 8785514
    Abstract: 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: Grant
    Filed: November 28, 2008
    Date of Patent: July 22, 2014
    Assignee: The Board of Regents of The University of Texas System
    Inventors: H. Ralph Rawls, Kyumin Whang, Nasser Barghi, Dong-Hoon Shin, Richard Plymale, Janice Plymale
  • Patent number: 8569393
    Abstract: 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: Grant
    Filed: December 6, 2010
    Date of Patent: October 29, 2013
    Assignee: AGFA-Gevaert N.V.
    Inventor: Johan Loccufier
  • Publication number: 20130230729
    Abstract: 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: Application
    Filed: April 15, 2013
    Publication date: September 5, 2013
    Applicant: ARMSTRONG WORLD INDUSTRIES, INC.
    Inventors: Dong TIAN, Jeffrey S. ROSS, Larry W. LEININGER, Mary Kate BOGGIANO
  • Patent number: 8507570
    Abstract: 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: Grant
    Filed: January 6, 2012
    Date of Patent: August 13, 2013
    Assignee: DENTSPLY International Inc.
    Inventor: Gordan Blackwell
  • Patent number: 8378002
    Abstract: 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: Grant
    Filed: July 8, 2009
    Date of Patent: February 19, 2013
    Assignee: FUJIFILM Corporation
    Inventor: Hirokazu Kyota
  • Patent number: 8217095
    Abstract: 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: Grant
    Filed: October 28, 2005
    Date of Patent: July 10, 2012
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Hisao Yamaguchi, Yutaka Yamada, Naohito Saito, Osamu Oshima
  • Patent number: 8092869
    Abstract: 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: Grant
    Filed: September 15, 2008
    Date of Patent: January 10, 2012
    Assignee: Fujifilm Corporation
    Inventors: Ippei Nakamura, Yuuichi Hayata
  • Publication number: 20100198168
    Abstract: 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: Application
    Filed: February 27, 2008
    Publication date: August 5, 2010
    Applicant: DSM IP ASSETS B.V.
    Inventor: Marnix Rooijmans
  • Patent number: 7291654
    Abstract: 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: Grant
    Filed: October 17, 2003
    Date of Patent: November 6, 2007
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Thomas Ulrich, Thomas Bolle, Kurt Dietliker, Jean-Pierre Wolf, André Fuchs
  • Patent number: 7129281
    Abstract: 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: Grant
    Filed: March 18, 2003
    Date of Patent: October 31, 2006
    Assignee: Dentsply-Sankin K.K.
    Inventor: Satoshi Fujiwara
  • Patent number: 6998425
    Abstract: 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: Grant
    Filed: December 23, 2003
    Date of Patent: February 14, 2006
    Assignee: General Electric Company
    Inventors: Bret Ja Chisholm, James Norman Cawse, Chris Anthony Molaison, Michael Jorlath Brennan, Jr.
  • Patent number: 6897248
    Abstract: 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: Grant
    Filed: February 24, 2004
    Date of Patent: May 24, 2005
    Assignee: Allied PhotoChemical, Inc.
    Inventor: Roy C. Krohn
  • Patent number: 6867241
    Abstract: 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: Grant
    Filed: January 31, 2002
    Date of Patent: March 15, 2005
    Assignee: Henkel Corporation
    Inventors: Stan Wojciak, Shabbir Attarwala, John T. O'Connor, S. Peter Pappas
  • Patent number: 6716893
    Abstract: 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: Grant
    Filed: July 11, 2002
    Date of Patent: April 6, 2004
    Assignee: UV Specialties, Inc.
    Inventor: Roy C. Krohn
  • Patent number: 6649669
    Abstract: 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: Grant
    Filed: December 28, 2001
    Date of Patent: November 18, 2003
    Assignee: American Dental Association Health Foundation
    Inventor: Sabine Dickens
  • Patent number: 6545064
    Abstract: 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: Grant
    Filed: November 24, 1999
    Date of Patent: April 8, 2003
    Assignee: Avery Dennison Corporation
    Inventor: Wayne Louis Bilodeau
  • Patent number: 6486225
    Abstract: 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: Grant
    Filed: November 17, 1999
    Date of Patent: November 26, 2002
    Assignee: Showa Denko Kabushiki Kaisha
    Inventors: Hirotoshi Kamata, Takeo Watanabe, Kazuhiko Ooga, Toshio Koshikawa
  • Patent number: 6482868
    Abstract: 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: Grant
    Filed: June 26, 2000
    Date of Patent: November 19, 2002
    Assignee: 3M Innovative Properties Company
    Inventors: Wayne Scott Mahoney, Peggy Sperl Willett
  • Patent number: 6433036
    Abstract: 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: Grant
    Filed: October 20, 1999
    Date of Patent: August 13, 2002
    Assignee: Loctite Corporation
    Inventors: Stan Wojciak, Shabbir Attarwala
  • Patent number: 6368772
    Abstract: 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: Grant
    Filed: June 3, 1999
    Date of Patent: April 9, 2002
    Assignee: BASF Drucksytems GmbH
    Inventors: Thomas Telser, Uwe Stebani, Alfred Leinenbach, Markus Tönnessen
  • Patent number: 5843576
    Abstract: 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: Grant
    Filed: November 3, 1997
    Date of Patent: December 1, 1998
    Assignee: Armstrong World Industries, Inc.
    Inventors: Angela S. Rosenberry, Claude R.. Rupp, Songvit Setthachayanon
  • Patent number: 5770345
    Abstract: 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: Grant
    Filed: July 16, 1996
    Date of Patent: June 23, 1998
    Assignee: International Business Machines Corporation
    Inventors: Edward Darko Babich, Karen Elizabeth Petrillo, John Patrick Simons, David Earle Seeger
  • Patent number: 5753412
    Abstract: 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: Grant
    Filed: June 5, 1996
    Date of Patent: May 19, 1998
    Assignee: International Business Machines Corporation
    Inventors: Edward Darko Babich, Karen Elizabeth Petrillo, John Patrick Simons, David Earle Seeger
  • Patent number: 5719227
    Abstract: 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: Grant
    Filed: May 9, 1997
    Date of Patent: February 17, 1998
    Assignee: Armstrong World Industries, Inc.
    Inventors: Angela S. Rosenberry, Claude R. Rupp, Songvit Setthachayanon
  • Patent number: 5593812
    Abstract: 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: Grant
    Filed: February 17, 1995
    Date of Patent: January 14, 1997
    Assignee: International Business Machines Corporation
    Inventors: Edward D. Babich, Karen E. Petrillo, John P. Simons, David E. Seeger
  • Patent number: 5369139
    Abstract: 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: Grant
    Filed: August 17, 1993
    Date of Patent: November 29, 1994
    Assignee: Cook Composites and Polymers Company
    Inventors: Rudolph H. Boeckeler, Delano R. Eslinger
  • Patent number: 5288917
    Abstract: 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: Grant
    Filed: July 19, 1991
    Date of Patent: February 22, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Godwin Berner, Franciszek Sitek, Rinaldo Husler
  • Patent number: 5283265
    Abstract: 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: Grant
    Filed: April 18, 1988
    Date of Patent: February 1, 1994
    Assignee: Hayakawa Rubber Company Limited
    Inventors: Tetsuya Kimura, Syuno Suto, Fujii Toshihiro, Toshihiro Fujii, Kimio Mori, Tsuguo Yamaoka
  • Patent number: 5180756
    Abstract: 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: Grant
    Filed: April 6, 1990
    Date of Patent: January 19, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerd Rehmer, Andreas Boettcher
  • Patent number: 5063257
    Abstract: 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: Grant
    Filed: December 11, 1989
    Date of Patent: November 5, 1991
    Assignee: G-C Dental Industrial Corp.
    Inventors: Shoji Akahane, Satoshi Tosaki, Yukiharu Kusayanagi, Shigenobu Kusakai, Kazuo Hirota, Kentaro Tomioka
  • Patent number: 5034307
    Abstract: 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: Grant
    Filed: August 21, 1990
    Date of Patent: July 23, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Riediker, Eginhard Steiner, Harry Beyeler, Manfred Rembold, Francissek Sitek
  • Patent number: 5021467
    Abstract: 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: Grant
    Filed: February 25, 1988
    Date of Patent: June 4, 1991
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Minoru Yokoshima, Tetsuo Ohkubo, Masayuki Kiyomoto
  • Patent number: 5011762
    Abstract: 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: Grant
    Filed: August 14, 1990
    Date of Patent: April 30, 1991
    Assignee: Industrial Technology Research Institute
    Inventors: Rong-Jer Lee, Chein-Dhau Lee, Wen-Shin Shen
  • Patent number: 4970136
    Abstract: 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: Grant
    Filed: June 5, 1989
    Date of Patent: November 13, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Martin Riediker, Eginhard Steiner, Harry Beyeler, Manfred Rembold, Franciszek Sitek
  • Patent number: 4839401
    Abstract: 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: Grant
    Filed: September 30, 1986
    Date of Patent: June 13, 1989
    Assignee: Jeneric/Pentron, Inc.
    Inventor: Samuel Waknine
  • Patent number: 4820744
    Abstract: 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: Grant
    Filed: April 1, 1987
    Date of Patent: April 11, 1989
    Assignee: G-C Dental Industrial Corp.
    Inventors: Takao Kubota, Tetsuro Sakuma, Ryoji Nakazato
  • Patent number: 4812489
    Abstract: 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: Grant
    Filed: January 28, 1988
    Date of Patent: March 14, 1989
    Assignee: The Yokohama Rubber Co., Ltd.
    Inventors: Hideo Watanabe, Yoshinobu Ohashi
  • Patent number: 4804690
    Abstract: 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: Grant
    Filed: September 11, 1986
    Date of Patent: February 14, 1989
    Assignee: G-C Dental Industrial Corporation
    Inventors: Takao Kubota, Tetsuro Sakuma, Ryoji Nakazato
  • Patent number: 4789625
    Abstract: 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: Grant
    Filed: May 5, 1986
    Date of Patent: December 6, 1988
    Assignee: Morton Thiokol, Inc.
    Inventors: Stuart M. Ellerstein, San A. Lee
  • Patent number: 4786586
    Abstract: 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: Grant
    Filed: February 12, 1987
    Date of Patent: November 22, 1988
    Assignee: Morton Thiokol, Inc.
    Inventors: San A. Lee, Stuart M. Ellerstein
  • Patent number: 4707431
    Abstract: 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: Grant
    Filed: October 25, 1985
    Date of Patent: November 17, 1987
    Assignee: Ricoh Co., Ltd.
    Inventor: Masaakira Umehara
  • Patent number: 4694029
    Abstract: 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: Grant
    Filed: April 9, 1985
    Date of Patent: September 15, 1987
    Assignee: Cook Paint and Varnish Company
    Inventor: John M. Land
  • Patent number: 4605465
    Abstract: 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: Grant
    Filed: October 4, 1984
    Date of Patent: August 12, 1986
    Assignee: W. R. Grace & Co.
    Inventor: Charles R. Morgan
  • Patent number: 4603168
    Abstract: 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: Grant
    Filed: February 19, 1985
    Date of Patent: July 29, 1986
    Assignee: Toray Silicone Co., Ltd.
    Inventors: Shosaku Sasaki, Yuji Hamada
  • Patent number: 4599155
    Abstract: 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: Grant
    Filed: September 21, 1984
    Date of Patent: July 8, 1986
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Shuichi Suzuki, Moriyasu Wada, Shuzi Hayase