Heavy Metal Containing Dnrm Patents (Class 522/81)
  • Patent number: 5785892
    Abstract: An organo-antimony oxide sol capable of affording an electrical conductivity property and a photo-setting coating composition containing such a sol are provided. The particulate colloidal antimony oxide, i.e. a dispersoid in the sol, has a pyrochlore structure and is surface-treated with an organo-silicon compound of the formula ##STR1## wherein R.sup.2 is hydrogen or a C.sub.1 -C.sub.5 alkyl group; R.sup.3 is hydrogen or a C.sub.1 -C.sub.5 alkyl group; R.sup.4 is a C.sub.1 -C.sub.8 alkylene group; R.sup.5 is hydrogen or a C.sub.1 -C.sub.8 alkyl group; i is an integer of 1-3; j is an integer of 0-2; and k is an integer of 1-3 equal to i+j.
    Type: Grant
    Filed: March 22, 1994
    Date of Patent: July 28, 1998
    Assignee: Catalysts & Chemicals Industries Co., Ltd.
    Inventors: Hiroyasu Nishida, Yoshichika Tanaka, Michio Komatsu, Teruo Migita
  • Patent number: 5780525
    Abstract: A process for providing a metal oxide-containing coating on a compatible substrate, the coating being transparent to a photocuring source output and upon cure being resistant to electrical stress. The process of the invention comprises a) preparing a precursor composition comprising a mixture of a stabilizer and a metal oxide sol precursor material; b) combining the stabilizer/metal oxide sol precursor material mixture with a photocurable base resin without high shear mixing to achieve a homogeneous, transparent composition; c) coating the substrate material with the transparent composition; and d) photocuring the coated substrate bearing the transparent composition, wherein the cured coating is homogenous and transparent and remains transparent in the use state, thereby rendering the coating corona resistant. This invention further relates to the coated substrate.
    Type: Grant
    Filed: February 14, 1997
    Date of Patent: July 14, 1998
    Assignee: Reliance Electric Industrial Company
    Inventors: Hong-Son Ryang, An-Min J. Sung, Joseph T. Snyder, II
  • Patent number: 5773487
    Abstract: A sprayable coating composition is formulated using one or more acrylates and one or more photoinitiators which act to polymerize the composition when exposed to ultraviolet light. Because of the use of low molecular weight monomers or oligomers, the composition is essentially free of volatile organic solvents, and therefore evaporative emissions in curing are substantially eliminated.
    Type: Grant
    Filed: September 26, 1995
    Date of Patent: June 30, 1998
    Assignee: UV Coatings, Inc.
    Inventor: Andrew A. Sokol
  • Patent number: 5767170
    Abstract: A single package adhesive for tooth bonding applications which comprises a bulk-water-free solvent-based homogeneous liquid containing:1) An ethylenically unsaturated monomer that possesses a hygroscopic functional group that (a) is capable of chemically reacting with and through the ethylenic bond of the ethylenically unsaturated-functional monomer of 2) below, and (b) provides the capacity for chemical bonding to the surface to which the adhesive is applied.
    Type: Grant
    Filed: April 30, 1996
    Date of Patent: June 16, 1998
    Assignee: Den-Mat Corporation
    Inventors: Robert L. Ibsen, Alan B. Matthews, William R. Glace
  • Patent number: 5763503
    Abstract: The disclosed method for making hollow shells (e.g. housing for in-ear hearing aids) employs a radiation-curable polymer comprising (a) a major amount of urethane methacrylate monomer (molecular weight 360-950) having a viscosity less than about 15,000 cps at 25.degree. C., (b) a viscosity-adjusting minor amount of unreacted hydroxyalkyl-methacrylate monomer, (c) a photoinitiating amount of a photoinitiator of the formula Ar.sup.1 --CO--C(OR).sub.2 --R', where Ar.sup.1 is aryl (e.g. phenyl), R is C.sub.1 -C.sub.4 -alkyl (e.g. methyl), and R' is hydrogen or alkyl or, preferably, aryl, and, optionally, (d) a coloring agent, e.g. a pigment concentrate. Viscosity control is of major importance; so the curable composition is generally solvent-free and free of viscosity-modifying solids (other than coloring agents). Acrylates (as distinct from methacrylates) are also omitted. The fully-formulated, curable composition is easily pourable and has a viscosity of less than about 2,000 cps.
    Type: Grant
    Filed: May 3, 1996
    Date of Patent: June 9, 1998
    Assignee: Esschem, Inc.
    Inventors: George F. Cowperthwaite, Gary R. Shaw, Susan C. Sheariss
  • Patent number: 5744511
    Abstract: A visible-ray polymerizable composition comprising:(1) a monomer comprising a (meth)acrylate monomer; and(2) a visible-ray polymerization initiator comprising:(A) a coumarin dye;(B) at least one photo acid generator selected from the group consisting of a halo-alkyl substituted s-triazine derivative and a diphenyliodonium salt compound; and(C) an aryl borate compound.
    Type: Grant
    Filed: April 18, 1996
    Date of Patent: April 28, 1998
    Assignee: Tokuyama Corporation
    Inventors: Hideki Kazama, Takeshi Satoh, Makoto Oguri
  • Patent number: 5723512
    Abstract: n and m are independently of one another 0 or 1,R.sub.1, R.sub.2, R.sub.3, R.sub.4 and X are as defined in claim 1,are suitable as photoinitiators for the polymerization of ethylenically unsaturated compounds.
    Type: Grant
    Filed: June 27, 1996
    Date of Patent: March 3, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: David G. Leppard, Manfred Kohler
  • Patent number: 5721287
    Abstract: A method of mutating a colorant in a composition which includes a colorant and a radiation transorber by irradiating the composition. The colorant, in the presence of the radiation transorber, is adapted, upon exposure of the transorber to specific, narrow bandwidth radiation, to be mutable. The radiation transorber also imparts light-stability to the colorant so that the colorant does not fade when exposed to sunlight or artificial light.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: February 24, 1998
    Assignee: Kimberly-Clark Worldwide, Inc.
    Inventors: Ronald Sinclair Nohr, John Gavin MacDonald
  • Patent number: 5721076
    Abstract: This invention relates to alkali-developable photosensitive or thermosetting resin compositions obtained by mixing (A) polymerizable unsaturated compounds having main structural units represented by the following general formulas (1) and (2) ##STR1## ?wherein R.sub.1, and R.sub.2 designate hydrogen, alkyl group with 1 to 5 carbon atoms or halogen, R.sub.3 designates hydrogen or methyl group, X designates --CO--, --SO.sub.2 --, --C(CF.sub.3).sub.2 --, --Si(CH.sub.3).sub.2 --, --CH.sub.2 --, --C(CH.sub.3).sub.2 --, --O--, ##STR2## or direct linkage, Y designate acid anhydride residue, Z designates acid dianhydride residue and the mole ratio of the structural units (m/n) is from 1/99 to 90/10 and showing an inherent viscosity (.eta..sub.inh) of 0.1 dl/g or more as determined on a solution of 0.5 g of said compounds in 100 ml of N-methylpyrrolidone at 30.degree. C.
    Type: Grant
    Filed: February 27, 1995
    Date of Patent: February 24, 1998
    Assignees: Nippon Steel Corporation, Nippon Steel Chemical Co., Ltd.
    Inventors: Kazuhiro Watanabe, Takero Teramoto, Kohki Inada
  • Patent number: 5721286
    Abstract: A method for curing polymers (11) incorporating a variable frequency microwave furnace system (10) designed to allow modulation of the frequency of the microwaves introduced into a furnace cavity (34). By varying the frequency of the microwave signal, non-uniformities within the cavity (34) are minimized, thereby achieving a more uniform cure throughout the workpiece (36). A directional coupler (24) is provided for detecting the direction of a signal and further directing the signal depending on the detected direction. A first power meter (30) is provided for measuring the power delivered to the microwave furnace (32). A second power meter (26) detects the magnitude of reflected power. The furnace cavity (34) may be adapted to be used to cure materials defining a continuous sheet or which require compressive forces during curing.
    Type: Grant
    Filed: September 6, 1995
    Date of Patent: February 24, 1998
    Assignee: Lockheed Martin Energy Systems, Inc.
    Inventors: Robert J. Lauf, Don W. Bible, Felix L. Paulauskas
  • Patent number: 5708047
    Abstract: A method for decorating a substrate with hot stamping foil comprising the steps of:a) applying an ink composition comprised of a cationically radiation cured cycloaliphatic epoxide to the substrate in a predetermined design, said ink being operable when cured to bond to the substrate,b) curing the ink on the substrate by exposing to the radiation by which it is curable, thereby bonding the ink composition to the substrate,c) pressing a sheet of hot stamping foil against the substrate with a die heated to a temperature sufficient to cause a portion of the hot stamping foil to adhere to the heated, cured ink design but not to the ink-free areas of the substrate, andd) removing the die, thereby leaving behind a portion of the foil adhered to the ink design.
    Type: Grant
    Filed: December 30, 1994
    Date of Patent: January 13, 1998
    Assignee: Revlon Consumer Products Corporation
    Inventors: Melvin Edwin Kamen, Bhupendra Patel
  • Patent number: 5702991
    Abstract: Structure, composition and method in which a fiber reinforcement is impregnated with an interpenetrating network of a light cure resin and a thermosetting resin which are independently curable, enabling autobody component repair, electronic assembly bonding, etc. by selective cure first of one or the other resin, and the support against fluid flow of the uncured resin by the first cured resin.
    Type: Grant
    Filed: June 12, 1996
    Date of Patent: December 30, 1997
    Inventor: Richard L. Jacobs
  • Patent number: 5700850
    Abstract: A light-stable colored composition which includes a colorant and a radiation transorber. The colorant, in the presence of the radiation transorber, is adapted, upon exposure of the transorber to specific, narrow bandwidth radiation, to be mutable. The radiation transorber also imparts light-stability to the colorant so that the colorant does not fade when exposed to sunlight or artificial light.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: December 23, 1997
    Assignee: Kimberly-Clark Worldwide
    Inventors: Ronald Sinclair Nohr, John Gavin MacDonald
  • Patent number: 5700417
    Abstract: The invention relates to a process for preparing a fibre-reinforced composite or a fibre-reinforced coating, which comprises impregnating reinforcing fibres with a radiation-curable composition comprising a polymerisable monomer and a polymer which is dissolved or dispersed in the monomer, and exposing the impregnated fibres to radiation to effect curing of the composition.
    Type: Grant
    Filed: January 26, 1996
    Date of Patent: December 23, 1997
    Assignee: Kabushiki Kaisha Kobe Seiko Sho
    Inventors: Alan Fernyhough, Michael Fryars
  • Patent number: 5686504
    Abstract: Pressure sensitive adhesives that cure to a high cohesive strength at room and elevated temperatures, and a method for making such adhesives, are provided. The adhesives comprise an acrylic copolymer compounded with a pigment and a hydrogen-abstracting photoinitiator. A tackifier and/or multifunctional acrylate or methacrylate can also be added. The acrylic copolymer is prepared from a substantially acid-free monomer mixture of at least one alkyl acrylate and a tertiary amine-containing monomer, such as DMAPMA. Other monomers, including polar vinylic monomers and diesters of ethylenically unsaturated dicarboxylic acids are, preferably, also included. Despite the presence of titanium dioxide or other pigments, the compounded copolymers are UV-cured to a high cohesive strength through the combination of tertiary amine functional groups and hydrogen-abstracting photoinitiators, which form synergistic pairs when irradiated, leading to free radical formation and polymer cross-linking.
    Type: Grant
    Filed: November 19, 1996
    Date of Patent: November 11, 1997
    Assignee: Avery Dennison Corporation
    Inventor: T. Liem Ang
  • Patent number: 5679719
    Abstract: Resin compositions useful for filament winding applications comprising an epoxy component including at least one polyepoxide resin curable by heat, an olefinicially unsaturated monomer component including at least one polyolefinically unsaturated monomer curable by actinic radiation, at least one photoinitiator which is not a peroxide, at least one organic peroxide, and a heat activated curing agent for epoxides. The compositions have a viscosity less than about 2000 centipoise (cps) and are capable of retaining this viscosity for at least about 2 hours at a temperature of from about ambient temperature to about 60.degree. C. The resins are capable of being immobilized by actinic radiation exposure and further heat cured without substantial resin drip. One or more organic peroxides are employed, selected from the group of organic peroxides having 10 hour decomposition half lives at temperatures of from about 50.degree. C. to less than about 104.degree. C.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 21, 1997
    Assignee: Loctite Corporation
    Inventors: Philip T. Klemarczyk, Yoshihisa Okamoto, James P. Moran, Jr., Susan Levandoski, Veronica Hanlon
  • Patent number: 5658964
    Abstract: A printing ink for the printing of security documents by the method of engraved steel die printing, having a viscosity of at least 1 Pa.multidot.s at 40.degree. C. under a shear of about 1000 sec.sup.-1, containing a binder matrix, a polymerization initiator for polymerizable matrix components, fillers and pigments, and the usual additives. The binder matrix contains at least one cationically polymerizable compound, modified to bring about the desired rheology of the ink, and the photoinitiator, activable by UV, heat and EB, is an onium salt capable of releasing a Lewis or Bronsted acid.This ink has best and very rapid drying characteristics.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: August 19, 1997
    Assignee: SICPA Holding S.A.
    Inventors: Philippe Amon, Haim Bretler, Anton Bleikolm, Olivier Rozumek, Pierre Degott
  • Patent number: 5596024
    Abstract: A sealing compound for use in production of a liquid crystal display unit, comprises isobornyl(meth)acrylate, epoxy acrylate, a photopolymerizable initiator, epoxy resin having one or more polymerizable groups in one molecule, a latent thermosetting agent obtained by pretreating imidazole compounds, adducts of imidazole compounds and carboxylate of imidazole compounds, and/or adducts of imidazole compounds and epoxy resin with isocyanate compounds. The sealing compound is applicable particularly for sealing liquid crystal in between substrates of the liquid crystal display unit, and can secure the electrode substrates without misregistration of the substrates and uneven separation of the substrates.
    Type: Grant
    Filed: April 18, 1995
    Date of Patent: January 21, 1997
    Assignee: Three Bond Co., Ltd.
    Inventors: Ken'ichi Horie, Hidefumi Miura, Eiichi Tomioka
  • Patent number: 5585415
    Abstract: Very low gloss finishes are attained in pigmented, radiation curable coatings by inclusion of a combination of photoinitiators having an acylphosphine oxide photoinitiator and a second photoinitiator such as an acetophenone derivative. In the method of producing the low gloss finishes, the coating is first exposed to ionizing radiation (e.g., electron beam) in air, then exposed to actinic radiation (ultraviolet light) in an essentially inert atmosphere. The low gloss is achieved by a fine, uniform surface wrinkling effect.
    Type: Grant
    Filed: November 14, 1994
    Date of Patent: December 17, 1996
    Assignee: PPG Industries, Inc.
    Inventors: Peter J. Gorzalski, David A. Diehl
  • Patent number: 5554667
    Abstract: The instant invention provides a method of forming a structure which includes at least two laminates each having a minor area of common overlap therebetween and a major area wherein said panels are not overlapped, which comprises the step of forming a primary, wet-to-wet resin bond between said minor areas of common overlap. The invention also contemplates at least one article of manufacture produced by the method.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: September 10, 1996
    Assignee: Sunrez Corporation
    Inventors: W. Novis Smith, Mark Livesay
  • Patent number: 5554712
    Abstract: A photopolymer useful in preparing water-developable, solid printing plates is prepared by preparing a urethane prepolymer by reacting polyoxyalkylene diols or polyester diols, or a mixture thereof, with an excess of diisocyanate, followed by chain extending the resulting prepolymer mixture with an alkyldialkanolamine, then reacting the chain-extended product with a hydroxyalkyl(meth)acrylate. The resulting photopolymer is suitably formulated with additional photoactive (meth)acrylate monomers or oligomers and photoinitiator for casting or extrusion on a substrate to form a flexographic printing plate. Following UV exposure of the plate through a negative, unexposed areas can be removed by washing with a slightly acidic aqueous medium, to give a plate with a desirable relief image. The use of the aqueous washout solution as opposed to organic solvents minimizes pollution problems.
    Type: Grant
    Filed: May 19, 1994
    Date of Patent: September 10, 1996
    Assignee: W.R. Grace & Co.-Conn.
    Inventors: Truc-Chi T. Huynh-Tran, Ronald J. Kumpfmiller, Cynthia L. Ebner
  • Patent number: 5554666
    Abstract: A photocurable putty or molding which is photocurable at a thickness of 20 mm by sunlight. The composition comprises a photocurable resin photoinitiator and as a filler aluminum trihydrate in an amount of about 12 to 70% by weight of composition.
    Type: Grant
    Filed: February 24, 1995
    Date of Patent: September 10, 1996
    Assignee: Sunrez Corporation
    Inventor: Mark Livesay
  • Patent number: 5536758
    Abstract: A formulation for a resilient gasket coating which is curable by ultraviolet radiation without emitting fumes into the surrounding environment. Different portions of the coating are cured by successive exposure to two different wavelengths of ultraviolet radiation during a continuous in-line process. The first wavelength cures an inner portion of the coating and bonds the coating to the substrate. The second wavelength cures a coating surface. The formulation permits ultraviolet curing of thicker pigmented coatings than have been previously known.
    Type: Grant
    Filed: July 27, 1993
    Date of Patent: July 16, 1996
    Assignee: Dana Corporation
    Inventor: Brent R. Boldt
  • Patent number: 5534559
    Abstract: Ethylenically unsaturated polymerisable compounds can be cured with daylight or with light sources equivalent to daylight by using as hardener a photoinitiator of formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.12 alkyl, cyclopentyl, cyclohexyl, unsubstituted phenyl, naphthyl or biphenyl,R.sub.2 and R.sub.3 are each independently of the other C.sub.1 -C.sub.12 alkyl,R.sub.4 is hydrogen or C.sub.1 -C.sub.12 alkyl, andR.sub.5 is hydrogen or methyl.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: July 9, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: David G. Leppard, Manfred Kohler, Ljubomir Misev
  • Patent number: 5521229
    Abstract: A polymer composite is described having a bicontinuous structure of two substantially nonporous phases, one being a hydrophilic polymer and the other being a hydrophobic polymer. The bulk properties of both polymers are retained in the polymer composite. The composite is prepared from a microemulsion comprising a free-radically ethylenically unsaturated polar species in the aqueous phase, a free-radically ethylenically unsaturated hydrophobic monomer in the oil phase, and surfactant.
    Type: Grant
    Filed: June 27, 1995
    Date of Patent: May 28, 1996
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Ying-Yuh Lu, Chung I. Young
  • Patent number: 5516813
    Abstract: A balancing compound comprising an epoxy resin, a photoinitiator in an effective amount to cure the resin at ambient temperatures upon the application of ultraviolet light (10 nm to 400 nm) of less than 40 watts per square centimeter in less than about 30 seconds, and a filler in an effective amount to give the compound a specific gravity above 1.1.
    Type: Grant
    Filed: October 18, 1994
    Date of Patent: May 14, 1996
    Inventor: Donn R. Starkey
  • Patent number: 5514729
    Abstract: A dimensionally stable, UV hardenable polymeric composition is provided in which a conductive filler material is combined with a solventless resin formulation comprising a low viscosity epoxide compound, a photo initiator, and a thermal cure initiator. The properties of the polymeric composition may be adjusted through the addition of reactive diluents, poly alcohol flexiblizers, and acrylate based polymers, photo initiators, and thermal cure initiators. Conductive traces produced by extruding the polymeric composition through a syringe are subjected to a preliminary UV hardening step followed by deposition of an insulator layer and additional conductive traces, until all layers of conductive traces have been deposited. The structure is then subjected to heat until the conductive traces are fully cured. The formulation and the process described produce traces with bulk conductivity at least two times higher than any comparable conductive polymer, without using solvents.
    Type: Grant
    Filed: June 27, 1995
    Date of Patent: May 7, 1996
    Assignee: Sophia Systems Co., Ltd.
    Inventors: Joram Diamant, Henry L. Myers
  • Patent number: 5491178
    Abstract: This invention relates to vinyl ether-based coatings for which properties such as color stability, thermal stability, mechanical stability, hydrolytic stability, and resistance to embrittlement may be maintained and properties hydrogen generation and blocking are minimized.
    Type: Grant
    Filed: August 19, 1994
    Date of Patent: February 13, 1996
    Assignee: AlliedSignal Inc.
    Inventors: Raymond J. Swedo, George D. Green, James R. Snyder
  • Patent number: 5489621
    Abstract: A light-shielding light-sensitive resin composition containing at least (1) an alkali soluble binder, (2) a photopolymerization initiator, (3) an addition-polymerizable monomer having an ethylenically unsaturated double bond, and (4) at least two coloring agents, wherein the light-shielding light-sensitive resin composition is characterized in that said resin composition is equivalent or close to a black color in terms of hue and, when formed into a light-shielding light-sensitive resin layer having a layer thickness of 1 to 3 micrometers, has a transmittability in a visible ray region of 2 or less and a ratio of the transmittability in the visible region to the transmittability in the UV region of 1:1 to 20:1.
    Type: Grant
    Filed: May 12, 1994
    Date of Patent: February 6, 1996
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Morimasa Sato, Masayuki Iwasaki, Takekatsu Sugiyama
  • Patent number: 5472992
    Abstract: Compounds of the formula I ##STR1## in which R.sub.1 is C.sub.1 -C.sub.18 alkyl, cyclopentyl or cyclohexyl, and R.sub.2 and R.sub.3, independently of one another, are phenyl which is unsubstituted or monosubstituted to tetrasubstituted by halogen, C.sub.1 -C.sub.4 alkyl and/or C.sub.1 -C.sub.4 alkoxy, with the proviso that R.sub.1 is not decyl if R.sub.2 and R.sub.3 are chlorine-substituted phenyl, are suitable for the photopolymerisation of compounds containing ethylenically unsaturated double bonds.
    Type: Grant
    Filed: April 28, 1994
    Date of Patent: December 5, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: David G. Leppard, Manfred Kohler, Ljubomir Misev
  • Patent number: 5470910
    Abstract: Composite materials that contain nanoscaled particles are produced in thata) a compound, which is soluble in the solvent and belongs to a metal of the groups 6 to 15 of the periodic system or lanthanides,is reacted in an organic solvent withb) a precipitating reagent in order to form antimonides, arsenides, chalcogenides, halogenides or phosphides of the metal of the metal compound (a) in the present ofc) a bifunctional compound, which exhibits at least one electron pair-donor group and at least one group, which can be converted through polymerization or polycondensation into an organic or inorganic network;the resulting stabilized sol of nanoscaled particles is mixed withd) a compound, which can be polymerized or cured thermally or photochemically into a polymer, ande) a polymerization initiator;a hydrolysis and polycondensation of the optionally present groups that can be converted into an inorganic network is conducted; and the material is cured thermally of photochemically.
    Type: Grant
    Filed: June 28, 1994
    Date of Patent: November 28, 1995
    Assignee: Institut Fuer Neue Materialien Gemeinnuetzige GmbH
    Inventors: Lubomir Spanhel, Ertugrul Arpac, Rudiger Nab, Helmut Schmidt
  • Patent number: 5453451
    Abstract: A sprayable coating composition is formulated using one or more acrylates and one or more photoinitiators which act to polymerize the composition when exposed to ultraviolet light. Because of the use of low molecular weight monomers or oligomers, the composition is essentially free of volatile organic solvents and therefore evaporative emissions in curing are substantially eliminated.
    Type: Grant
    Filed: March 29, 1993
    Date of Patent: September 26, 1995
    Inventor: Andrew A. Sokol
  • Patent number: 5444104
    Abstract: A polycarbonate dimethacrylate which is the condensation product of 2 parts of hydroxyalkylmethacrylate of the formula. ##STR1## in which A is C.sub.1 -C.sub.6 alkylene, and 1 part of a bis(chloroformate) of the formula ##STR2## in which R is C.sub.2 -C.sub.5 alkylene having at least two carbon atoms in its principal chain and n is an integer from 1 to 4, is usable, admixed with a secondary monomer suitable for dental applications, such as BIS-GMA; UDMA or the like, as an adhesive system for dental restorative materials. Particularly useful is the novel condensation product of 2-hydroxyethylmethacrylate and triethylene glycol bis(chloroformate).Dental adhesives containing these components are suitable for application to enamel, pretreated dentin, porcelain and metallic surfaces. The dentin surfaces are pretreated by application of an alcoholic solution of an alkali metal salt of benzene sulfinic acid.
    Type: Grant
    Filed: October 12, 1993
    Date of Patent: August 22, 1995
    Assignee: Jeneric/Pentron, Inc.
    Inventor: Samuel Waknine
  • Patent number: 5438081
    Abstract: Silicone foams are prepared by microwave curing of a mixture of at least one polyorganosiloxane having vinyl groups attached to silicon; at least one hydride polysiloxane; a blowing agent comprising water and, preferably, at least one monohydroxyaliphatic compound, a cyclodextrin inclusion compound of a platinum group metal coordination complex (preferably with a cyclic diene) and a filler. The use of the inclusion compound as a catalyst increases the shelf life of the composition, whereupon curing and foaming occur together upon exposure to microwave radiation.
    Type: Grant
    Filed: October 20, 1994
    Date of Patent: August 1, 1995
    Assignee: General Electric Company
    Inventors: Larry N. Lewis, William N. Schultz, Lionel M. Levinson, Chris A. Sumpter, Judith Stein
  • Patent number: 5436279
    Abstract: A coating material crosslinkable by radiation comprising a) an olefinic unsaturated ester of an epoxy novolac resin, b) a binder formed by reaction of an epoxy compound having more than one epoxide group per molecule with at least one carboxylic acid in a molar ratio of epoxy groups per carboxyl group of 1:0.5 to 0.9 and subsequent reaction of the resulting reaction product with at least one unsaturated isocyanate ester formed by reaction of a compound with at least two isocyanate groups with a member of the group consisting of hydroxyl containing acrylic acid, methacrylic acid and cyanacrylic acid esters, c) at least one latent hardener, d) at least one photoinitiator e) 80-120% by weight of fillers and (f) additives, adjuvants and solvents and protective films formed with them.
    Type: Grant
    Filed: February 1, 1994
    Date of Patent: July 25, 1995
    Assignees: Rutgerswerke Aktingesellschaft, Lackwere Peters GmbH & Co. KG
    Inventors: Ulrich Grundke, Klaus-Peter Liebetanz, Achim Hansen, Jurgen Zehrfeld, Rainer Scharre, Werner Peters
  • Patent number: 5429846
    Abstract: The present invention provides a photo-setting conductive coating composition which is used as an antistatic material constituting articles wherein static electrification must be avoided, such as storage vessels for semi-conductor wafers, electronic/electric parts, floor/wall coverings for a production factory of semi-conductors, etc.The photo-setting conductive coating composition comprising 100 parts by weight of an antimony oxide-containing tin oxide powder (a) having a particle size of 0.01 to 0.4 .mu.m, 10 to 100 parts by weight of a (meth)acrylate compound (b) having at least two (meth)acryloyl groups in a molecule, 10 to 100 parts by weight of an acetal resin (c) having a residual hydroxyl group of 20 to 80 molar %, 0.1 to 10 parts by weight of a photopolymerization initiator (d) and 100 to 1000 parts by weight of an organic solvent (e).
    Type: Grant
    Filed: October 25, 1994
    Date of Patent: July 4, 1995
    Assignee: Sekisui Chemical Co., Ltd.
    Inventors: Toshiya Sugimoto, Minoru Suezaki, Kouji Maruyama
  • Patent number: 5399304
    Abstract: The present invention is directed to improving thermoplastic and cross-linked polymeric networks. The inventive method comprises forming the polymeric network under gravitational conditions comprising from about 10.sup.-6 to about 10.sup.-2 g. Three modes of energy transfer have been recognized, inter alia, conduction, convection, and radiation. Polymeric networks formed under microgravity conditions (defined herein as gravitational conditions comprising from about 10.sup.-6 to about 10.sup.-2 g) do not obviate conduction and radiation modes of energy transfer. Convection energy transfer, however, is gravity dependent. Thus, convection currents can be suppressed in thermoplastic and cross-linked polymeric networks during network formation by forming the network under microgravity conditions. Suppression of convection currents reduces the incidences of voids in solvent cast thermoplastic polymeric membranes, which forms yet another aspect of the present invention.
    Type: Grant
    Filed: June 17, 1992
    Date of Patent: March 21, 1995
    Assignee: Battelle Memorial Institute
    Inventors: Vincent D. McGinnis, Jack R. Knox, Frank J. Jelinek, Robert S. Whitmore, Jr.
  • Patent number: 5395863
    Abstract: Radiation-curable compositions including a free radically polymerizable monomer or prepolymer and a different monomer containing an N-vinyl group, said different monomer being a solid at ambient temperature. The different monomer is preferably N-vinyl caprolactam, N-vinyl carbazole, or N,N'-divinyl-2-imidazolidone, for example in an amount of from 1 to 50 percent by weight of the said different monomer. Such compositions have shown good adhesion to and have rendered plastics substrates wettable by the compositions before curing, without the presence of N-vinyl-2-pyrrolidone.
    Type: Grant
    Filed: February 8, 1993
    Date of Patent: March 7, 1995
    Assignee: Sericol Limited
    Inventors: Kevin G. Burns, Helen Jezequel, Nigel P. Gould
  • Patent number: 5393802
    Abstract: A weight for adjusting balance of a rotating body obtained by adding and mixing one or two or more sorts of solid spherical powders selected from silicated glass, boro-silicated glass and phosphate glass to and with ultraviolet curing resin. The weight has improved specific gravity which is capable of sufficiently hardening even the inner part thereof without remaining an unhardened part in a short time only by being exposed to ultraviolet rays and suitable for a rotating body such as a rotor in a motor of a brushless outer rotor type or a brush motor and a polygon mirror for use in a laser printer because the powder particles thereof can be intimately bonded with one another through the adhesive resin.
    Type: Grant
    Filed: June 25, 1993
    Date of Patent: February 28, 1995
    Assignee: Three Bond Co., Ltd.
    Inventor: Fumihiro Horikawa
  • Patent number: 5384339
    Abstract: A balancing compound comprising an epoxy resin, a photoinitiator in an effective amount to cure the resin at ambient temperatures upon the application of ultraviolet light (10 nm to 400 nm) of less than 40 watts per square centimeter in less than about 30 seconds, and a filler in an effective amount to give the compound a specific gravity above 1.1.
    Type: Grant
    Filed: March 9, 1993
    Date of Patent: January 24, 1995
    Inventor: Donn R. Starkey
  • Patent number: 5380772
    Abstract: A modelling liquid used for building up dental porcelain, comprising:(A) a photopolymerizable compound having at least one ethylenically unsaturated double bond,(B) a photopolymerization initiator,(C) a reducing agent, and(D) a polymerization inhibitor.
    Type: Grant
    Filed: May 27, 1993
    Date of Patent: January 10, 1995
    Assignee: G-C Toshi Kogyo Corporation
    Inventors: Akira Hasegawa, Tsugumichi Kawasaki
  • Patent number: 5376691
    Abstract: The invention describes a material for making temporary crowns and bridges that comprises two pastes and can be mixed in a static mixer/application in one cycle without the incorporation of bubbles, and can be easily pressed out. The polymers produced from this are aesthetically pleasing and remarkably break-resistant. Their polymerization-related shrinkage proves to be extremely low. Their radiopaqueness meets clinical requirements.
    Type: Grant
    Filed: March 1, 1993
    Date of Patent: December 27, 1994
    Assignee: Ernst Muhlbaner KG
    Inventors: Ulrich May, Jurgen Engelbrecht, Ernst Muhlbauer, Edgar Lein
  • Patent number: 5368985
    Abstract: Bisacylphosphine sulfides of formula I ##STR1## wherein R.sub.1 is unsubstituted C.sub.1 -C.sub.18 or C.sub.1 -C.sub.8 alkyl which is substituted by phenyl, --CN, C.sub.1 -C.sub.12 alkoxy or halogen, C.sub.2 -C.sub.18 alkenyl, unsubstituted C.sub.5 -C.sub.8 cycloalkyl or C.sub.5 -C.sub.8 cycloalkyl which is substituted by C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 alkoxy or halogen, unsubstituted C.sub.6 -C.sub.12 aryl or C.sub.6 -C.sub.12 aryl which is substituted by halogen, C.sub.1 -C.sub.12 alkyl or C.sub.1 -C.sub.12 alkoxy, or a 5- or 6-membered aromatic heterocyclic radical which contains oxygen, sulfur and/or nitrogen and is unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, andR.sub.2 and R.sub.3 are each independently of the other unsubstituted C.sub.1 -C.sub.18 alkyl or C.sub.1 -C.sub.8 alkyl which is substituted by phenyl, halogen or C.sub.1 -C.sub.12 alkoxy, C.sub.2 -C.sub.6 alkenyl, unsubstituted C.sub.5 -C.sub.8 cycloalkyl or C.sub.5 -C.sub.
    Type: Grant
    Filed: February 28, 1994
    Date of Patent: November 29, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Rutsch, Gebhard Hug, Manfred Kohler
  • Patent number: 5356947
    Abstract: The present invention provides controllably curable photoiniferter containing adhesive compositions which are suitable for the mounting of microelectronic devices such as flip chips onto transparent wiring boards, a method of making the adhesive compositions, and a method of using the adhesive compositions in order to bond microelectronic devices to transparent wiring boards by intermittent exposure of the adhesive composition to a radiant energy source. The adhesive compositions can be cured in a stepwise fashion by intermittent controlled exposure to a source of radiation thus providing exactly the amount of cure and hardening desired.
    Type: Grant
    Filed: October 29, 1992
    Date of Patent: October 18, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Mahfuza B. Ali, Jean M. Pujol
  • Patent number: 5348986
    Abstract: Photocurable silicone compositions based on capping of a silicone with a silyl diacrylate capper of the formula ##STR1## wherein: R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, and R .sub.10 are independently selected from hydrogen, halo, and organo radicals; and n is an integer having a value of from 1 to 4.In specific embodiments, the compositions include a polymodal-cure resin composition comprising an acryloxy-functional capped silicone, and a photocurable silicone gel composition and precursor thereof.
    Type: Grant
    Filed: January 25, 1993
    Date of Patent: September 20, 1994
    Assignee: Loctite Corporation
    Inventors: Hsien-Kun Chu, Robert P. Cross, David I. Crossan, Edward K. Welch, II
  • Patent number: 5318999
    Abstract: The present invention provides a novel dental composition and a method of making shaped dental articles therefrom via photoiniferter polymerization. The dental composition comprises acrylic photoiniferter block polymer, a monomer charge comprising free radically polymerizable acrylic monomer, and a filler and optionally includes pigments, sensitizers, medicaments, stabilizers, accelerators, etc. The dental composition is alternately exposed to a source of radiant energy and shaped in a desired manner in order to form a partially cured dental article. The partially cured dental article is then cured by a final exposure to the radiant energy source, providing a final cured article. The resultant reinforced acrylic copolymer system provides a shaped dental article which can be a denture base, a denture liner or a restorative.
    Type: Grant
    Filed: October 8, 1991
    Date of Patent: June 7, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Sumita B. Mitra, Mahfuza B. Ali
  • Patent number: 5308886
    Abstract: A photosetting resin comprising a liquid monomer composition and a photopolymerization initiator, the monomer composition containing a compound represented by the following formula (1) and a compound represented by the following formula (2) in a weight ratio within the range from 97:3 to 50:50: ##STR1## (wherein R.sub.1 is H or CH.sub.3, and 0.ltoreq.m.sub.1 +m.sub.2 .ltoreq.4) ##STR2## (wherein R.sub.2 is H or CH.sub.3, and 5.ltoreq.n.sub.1 +n.sub.2 .ltoreq.12).This photosetting resin can provide a cured resin which is excellent in both strength and toughness.
    Type: Grant
    Filed: January 28, 1992
    Date of Patent: May 3, 1994
    Assignee: Japan Institute of Advanced Dentistry
    Inventors: Eiichi Masuhara, Shigeo Komiya, Takeyuki Sawamoto
  • Patent number: 5306739
    Abstract: A highly, filled composition is described containing a polymeric material, at least one filler, and at least one surface active agent. The filler(s) and surface active agent(s) are selected based upon the relationship between their pH's allowing for enhanced filler loading of the compositions. The compositions of the present invention can be used to coat electrical and electronic components or as inasfar covering substrates.
    Type: Grant
    Filed: July 22, 1992
    Date of Patent: April 26, 1994
    Assignee: MLT/Micro-Lite Technology Corporation
    Inventor: Michael F. Lucey
  • Patent number: 5284883
    Abstract: A radiation crosslinked molding of a urethane resin composition comprising a thermoplastic urethane resing having incorporated therein a polyfunctional monomer selected from the group consisting of trimethylolpropane triacrylate, trimethylolpropane trimethacrylate and triacrylformal., is disclosed. The molding according to the present invention has excellent resistance to hot water and heat.
    Type: Grant
    Filed: December 8, 1992
    Date of Patent: February 8, 1994
    Assignee: Sumitomo Electric Industries, Inc.
    Inventors: Keiji Ueno, Ikujiro Uda
  • Patent number: 5284736
    Abstract: A flame-resistant, photo-curing resin composition of the present invention consists of:(a) 35 to 65 parts by weight of an acrylic thermoplastic polymer, the acrylic thermoplastic polymer being 15 to 30% by weight copolymerized with at least one of monomer containing an alpha, beta-unsaturated carboxyl group,(b) 5 to 30 parts by weight of a bromine-substituted monomer represented by a general formula [I]: ##STR1## wherein R.sub.1 is H or CH.sub.3,A is ##STR2## wherein R.sub.2 is an alkylene group containing two or three carbon atoms,n is an integer between 1 and 4, andX.sub.1, X.sub.2, and X.sub.3 are Br or H, under a condition that at least two of the X.sub.1, X.sub.2, and X.sub.3 are Br,(c) 0 to 10 parts by weight of antimony trioxide particles with an average diameter of 0.1 .mu.m or smaller,(d) 20 to 50 parts by weight of a vinyl monomer, excluding component (b), and(e) 0.
    Type: Grant
    Filed: December 2, 1991
    Date of Patent: February 8, 1994
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Kenji Kushi, Ken-ichi Inukai