Patents Examined by Arthur H. Koeckert
  • Patent number: 5276068
    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; PUDMA 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).
    Type: Grant
    Filed: January 28, 1992
    Date of Patent: January 4, 1994
    Assignee: Jeneric/Pentron, Inc.
    Inventor: Samuel Waknine
  • Patent number: 5266607
    Abstract: Polymer compositions having a first and second portion selected from polypropylenes, polyethylenes, propylene-ethylene copolymers and mixtures thereof having enhanced crystallization properties and a method for producing the same are disclosed. Antioxidant is mixed with the first portion, 0.01 to 1.25 wt %, of the composition which is then irradiated to a dosage of 5-30 Mrads of ionizing radiation in air to induce cross linking. The irradiated first portion is then blended with the non-irradiated second portion. The cross-linked polymer is believed to provide nucleation sites for the initiation of crystallization, thereby enhancing crystallization of the polymer as evidenced by elevated DSC freeze points. Crystallization of the polyolefin is enhanced without any detrimental effects on hexane or xylene extractability of the polymer and without degrading the composition to any appreciable extent.
    Type: Grant
    Filed: June 13, 1991
    Date of Patent: November 30, 1993
    Assignee: Rexene Products Company
    Inventors: Bennie M. Lucas, V. Krishnamurthy
  • Patent number: 5262276
    Abstract: A light-sensitive composition which comprises at least one compound represented by the following general formula (I) as light-free radical generator:S-L-A (I)in formula (I), S represents a light absorbing moiety which absorbs light having a wave length of not less than 300 nm with an absorptivity coefficient of not less than 1000, A represents an active moiety which interacts with the light absorbing moiety S in an excited state to generate free radicals and L represents a group for coupling the moieties S and A; and a photopolymerizable composition which comprises at least one radical polymerizable compound having ethylenically unsaturated group, at least one compound represented by the foregoing general formula (I) as a light-free radical generator and optionally at least one linear organic high molecular weight polymer.
    Type: Grant
    Filed: May 10, 1989
    Date of Patent: November 16, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Kouichi Kawamura
  • Patent number: 5254602
    Abstract: A photocurable compound prepared as a starting material by incorporation therein of a composition comprising a fluorescein compound photoreducing dye, tribenzylamine, and at least one specific peroxide permits production of a shaped article which, on exposure to visible light, exhibits high curability and acquires hardness virtually indiscriminately on the obverse and reverse sides of the article. A mixture comprising both or either of an unsaturated polyester resin and an epoxy acrylate resin which are photocurable compounds, glass fibers, and a specific peroxide, is convenient for the production of specific cured shaped articles particularly by the filament winding technique or the drawing technique.
    Type: Grant
    Filed: February 21, 1992
    Date of Patent: October 19, 1993
    Assignee: Nippon Oil & Fats Co., Ltd.
    Inventors: Yoshihiro Tomura, Shigeki Banno
  • Patent number: 5248805
    Abstract: Radiation-sensitive, ethylenically unsaturated compounds and a process for their preparation. The ethylenically unsaturated organic compounds are of the general formula ##STR1## where R is alkyl, aryl or a radical R.sup.1 andR.sup.1 is a radical ##STR2## where R.sup.2 to R.sup.6 are each H, alkyl, OH, OAlkyl, SH, SAlkyl, halogen, N (Alkyl).sub.2 or N (Alkyl) (Aryl) and at least one but not more than three of the radicals R.sup.2 to R.sup.6 is or are a radical ##STR3## where X is alkylene, cycloalkylene, oxaalkylene or arylene, Y is H or CH.sub.3 -- and Z is O or NY.The novel radiation-sensitive ethylenically unsaturated compounds are suitable for the preparation of polymeric radiation-sensitive compounds.
    Type: Grant
    Filed: March 2, 1992
    Date of Patent: September 28, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Andreas Boettcher, Gerd Rehmer
  • Patent number: 5244934
    Abstract: A process of producing a water absorptive resin, wherein a water absorptive polymer which comprises cross-linked poly(metal salt of acrylic acid) as a major component is impregnated with water, and the water-impregnated water absorptive polymer is exposed to one of a high-temperature highly-humid atmosphere or a ultraviolet radiation, to thereby partially release the cross-linkage of the cross-linked poly(metal salt of acrylic acid).
    Type: Grant
    Filed: December 2, 1991
    Date of Patent: September 14, 1993
    Assignees: Takai Rubber Industries, Ltd., Sumitomo Electric Industries, Ltd.
    Inventors: Masanari Umeda, Yukio Sakuraba, Hiroshi Baba
  • Patent number: 5217760
    Abstract: Xanthate, dithiocarbamate and dithiophosphate salts of transition metals, together with a coinitiator selected from organic halogen and tertiary amine compounds provide light activated initiator systems for radically polymerizable ethylenically unsaturated compounds such as (meth)acrylate esters.
    Type: Grant
    Filed: July 20, 1990
    Date of Patent: June 8, 1993
    Assignee: Loctite Corporation
    Inventor: Darchun B. Yang
  • Patent number: 5213723
    Abstract: A process for producing a rubber product by vulcanizing a molded article composed of a rubber composition containing a peroxide as a crosslinking agent in the presence of oxygen, wherein said molded article is irradiated with electron beams, is disclosed. The rubber article produced by the invention is not sticky on the surface and exhibits excellent tensile properties.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: May 25, 1993
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Masashi Aoshima, Tadashi Jinno
  • Patent number: 5213875
    Abstract: Resin compositions comprising 20 to 50% by weight, based on total composition weight, of a first resin which comprises an acrylate-epoxy oligomer having a molecular weight of from 2000 to 5000; from 2 to 10% of a second resin which comprises an acrylate-urethane oligomer; up to 50% of a third resin which comprises a second acrylate-epoxy oligomer, where from 1 to 5% of the epoxy is an epoxy novolac; from 10 to 40% of a liquid acrylate; from 2 to 20% of a liquid diacrylate having an ether linkage; from 5 to 25% of a liquid alkylene diacrylate; and from 1 to 5% of a UV photoinitiator. The compositions also preferably includes from 0.05 to 1% of a flow control agent. The compositions are applied to substrates such as printed wiring boards and cured with ultraviolet light to form a conformal coating on the substrate.
    Type: Grant
    Filed: September 7, 1988
    Date of Patent: May 25, 1993
    Assignee: Westinghouse Electric Corp.
    Inventors: Wei-Fang A. Su, Anthony P. Barrett
  • Patent number: 5212271
    Abstract: A process for texturing a coating via exposing a photocurable composition comprising a multifunctional urea compound, an ethylenically unsaturated compound, and an aromatic ketone photosensitizer that functions through a hydrogen abstraction mechanism when exposed to ultraviolet light.
    Type: Grant
    Filed: December 22, 1989
    Date of Patent: May 18, 1993
    Assignee: Texaco Chemical Company
    Inventors: Alison D. Beckett, Joseph V. Koleske, Richard M. Gerkin
  • Patent number: 5190992
    Abstract: A photocurable resin composition for glass lamination, consisting essentially of a radical polymerizable monomer having at least one repeating units of ethylene oxide in its molecule and terminated with allyl, acrylate or methacrylate groups, and a photopolymerization initiator, a cured product of which has a volume resistivity of less than 5.times.10.sup.9 Addition of a polythiol provides an ene/thiol cure.
    Type: Grant
    Filed: October 1, 1991
    Date of Patent: March 2, 1993
    Assignee: Denki Kagaku Kogyo Kabushiki Kaisha
    Inventors: Toshiyuki Kato, Syunzi Ito, Tsunehiko Shimizui
  • Patent number: 5183833
    Abstract: A pressure sensitive adhesive is prepared by the polymerization of an appropriate acrylic ester formulation of the type that includes an ethylenically unsaturated monomer having a polar group, and at least part of such polymerization is accomplished by photopolymerization using a source of ultraviolet radiation that provides a substantial portion of its ultraviolet radiation in the wavelength band of from about 280 to about 350 nm and a light intensity at the surface of the formulation being polymerized of no more than about 4.0 milliwatts/cm.sup.2.
    Type: Grant
    Filed: August 17, 1990
    Date of Patent: February 2, 1993
    Assignee: Adco Products Inc.
    Inventors: Dennis K. Fisher, Brian J. Briddell
  • Patent number: 5182360
    Abstract: Tris(norbornenyl) isocyanurate compounds of the formula: ##STR1## wherein R.sup.1 is either H or methyl group, are prepared from the base-catalyzed trimerization of norbornenyl isocyanate. Tris(norbornenyl) isocyanurate is suitable for use as a crosslinker in thiol-ene formulations containing a difunctional thiol oligomer or in systems containing norbornene-difunctional oligomers and polyfunctional thiols, producing improved high temperature properties for the cured compositions.
    Type: Grant
    Filed: October 17, 1991
    Date of Patent: January 26, 1993
    Assignee: Loctite Corporation
    Inventors: Anthony F. Jacobine, Steven T. Nakos
  • 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: 5160464
    Abstract: A process for the preparation of an oriented homo- or co-polyalkene material of improved strain rate sensitivity, which process comprises subjecting the oriented homo- or co-polyalkene material having a weight average molecular weight (M.sub.w).ltoreq.350,000, a number average molecular weight (M.sub.n).gtoreq.5,000, and a 2% secant modulus of at least 10 GPa at a strain rate of 2.times.10.sup.-5 sec.sup.-1 to a high energy irradiation of a dosage of at least 1 Mrad and not more than 60 Mrads at an elevated temperature in vacuo or in an inert or sensitizing atmosphere.
    Type: Grant
    Filed: March 8, 1988
    Date of Patent: November 3, 1992
    Assignee: National Research Development Corporation
    Inventors: Ian M. Ward, Denis W. Woods, Walter K. Busfield
  • Patent number: 5155143
    Abstract: A photocurable composition based on a cycloaliphatic polyepoxide, a poly(tetramethylene oxide)polyol and photoinitiator; and a printed circuit board having as a conformal coating thereon, the cured product of the photocurable composition.
    Type: Grant
    Filed: March 25, 1991
    Date of Patent: October 13, 1992
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventor: Joseph V. Koleske
  • Patent number: 5151454
    Abstract: A method of profile lapping adhesion which comprises:coating on a film or sheet, or a substrate, or both of these an adhesive composition which comprises:(a) an epoxy resin or an isocyanate compound,(b) a curing agent for the epoxy resin or the isocyanate compound, and(c) a photopolymerizable vinyl compound:irradiating the adhesvie compoisiton;laminating the sheet or film to the substrate while the sheet or film is wrapped around the substrate; andcuring the adhesive composition.An adhesive composition especially suitable for use in the profile lapping adhesion is provided, which comprises:(a) a photopolymerizable compound which has a number average molecular weight of not less than about 3000 and at least one photopolymerizable double linkage in the molecule;(b) a photopolymerizable monomer which has a molecular weight of about 200-800; and(c) an isocyanate compound.
    Type: Grant
    Filed: December 30, 1991
    Date of Patent: September 29, 1992
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Jugo Goto, Tsutomu Kubota, Reiichi Kotani, Masuo Miyaji
  • Patent number: 5147938
    Abstract: Pressure-sensitive acrylate-based adhesive copolymers comprising polymerized acrylate units and polymerized fluorochemical surfactant units and a process for preparing same. Also prepolymeric compositions comprising the monomeric components of an acrylate-based pressure-sensitive adhesive and a polymerizable fluorochemical surfactant. The prepolymeric compositions generally have surface energy lower than that of the monomeric components of the acrylate-based pressure sensitive adhesive alone. Also, the adhesive compositions better maintain adhesive properties when aged when compared to corresponding adhesive compositions involving non-polymerizable fluorochemical surfactants.
    Type: Grant
    Filed: April 2, 1991
    Date of Patent: September 15, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Douglas H. Kuller
  • Patent number: 5147901
    Abstract: Propiophenones of the formula I ##STR1## in which R.sup.1 is hydrogen or C.sub.1 -C.sub.4 -alkyl, --Si(CH.sub.3).sub.3, allyl or benzyl, R.sup.2 is hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.4 -alkyl which is substituted by C.sub.1 -C.sub.4 -alkoxy or --OH, --(CH.sub.2 --CH.sub.2 --O).sub.n --R.sup.5 where n is 2 to 20 and R.sup.5 is H or C.sub.1 -C.sub.4 -alkyl, --Si(CH.sub.3).sub.3, benzyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.4 -alkynyl or 2-tetrahydrofuranyl, or R.sup.1 and R.sup.2 together are a C.sub.1 -C.sub.6 -alkylidene radical or a C.sub.2 -C.sub.6 -alkylidene radical which is substituted by hydroxyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, a linear or branched C.sub.2 -C.sub.6 -alkanediyl radical, a benzylidene, cyclopentylidene or cyclohexylidene radical or a 2,2,2-trichloroethylidene, 2-furylmethylidene or dimethylsilylidene radical, R.sup.3 is phenyl which is unsubstituted or substituted by one or more --Cl, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.
    Type: Grant
    Filed: September 22, 1989
    Date of Patent: September 15, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Werner Rutsch, Rudolf Kirchmayr, Rinaldo Husler, Kurt Dietliker
  • Patent number: 5145885
    Abstract: The photopolymerizable composition described containsA) at least one ethylenically unsaturated photopolymerizable compound,B) a photoinitiator of the formula I ##STR1## and C) a photosensitizer from the group of aromatic carbonyl compounds having a triplet energy of 225-310 kJ/mol, for example xanthones, thioxanthones, coumarins, phthalimides, phenones and the like.Ar is phenyl substituted in the 4-position by a substituted amino group, R.sup.1 and R.sup.2 are alkyl, R.sup.3 and R.sup.4 are alkyl or alkoxyalkyl, or R.sup.3 and R.sup.4 together are 3-oxapentamethylene. Said sensitizers C) raise the activity of said photoinitiators (B) without shortening the shelf life of the mixtures. The photocurable mixtures are used especially as binders for printing inks or paints.
    Type: Grant
    Filed: November 13, 1990
    Date of Patent: September 8, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Godwin Berner, Kurt Meier, Kurt Dietliker, Rinaldo Husler