Specified Rate-affecting Material Is A Peroxide Or Azo Compound Patents (Class 522/13)
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Patent number: 6420450Abstract: Cationically hardening masses are described, which can be stored and handled as single-component masses and comprise at least one difunctional cationically polymerizable compound; a photo-initiator for the cationic hardening based upon diaryliodonium salts; at least one compound containing an hydroxyl group; a compound releasing radicals when heated and having a half-life of one hour at a temperature of less than 100° C.; a photo-initiator forming radicals or of a photo-sensitizing agent for diaryliodonium salts; and from 0 to 60 parts by mass of modifier. The compounds are used for bonding, casting, sealing and coating of substrates.Type: GrantFiled: June 14, 2000Date of Patent: July 16, 2002Assignee: Delo Industrieklebstoffe GmbH & Co. KGInventors: Dietmar Dengler, Michael Stumbeck
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Patent number: 6344299Abstract: Provided is a photopolymerization initiator which has a high sensitivity and is inexpensive and which does not cause precipitation of crystals when kept in cold storage after diluted and dissolved in an organic solvent.Type: GrantFiled: November 16, 1999Date of Patent: February 5, 2002Assignee: Chisso CorporationInventors: Hiroyuki Sato, Takanori Fukumura, Fumitaka Ooizumi, Takashi Kato
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Patent number: 6313187Abstract: Acrylic, high refractive index ophthalmic device materials comprising an aryl acrylic monomer, a first stage polymerization initiator and a second stage cross-linking agent are prepared in a two-stage method. The monomers used to form the ophthalmic device materials do not contain cross-linking agents having more than one unsaturated bond. In the first stage of the method, the materials are polymerized. In the second stage, the materials are cross-linked by exposure to heat.Type: GrantFiled: January 19, 2001Date of Patent: November 6, 2001Assignee: Alcon Manufacturing, Ltd.Inventors: Albert R. LeBoeuf, Douglas C. Schlueter, Joseph I. Weinschenk, III
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Patent number: 6248285Abstract: The main aim of the present invention is a method of preparing photochromic or non-photochromic organic pieces of optical quality and especially organic lenses, by radical polymerisation of a mixture of radically polymerisable monomers, characterised in that it comprises: a) adjusting, by pre-polymerisation, the viscosity of said mixture, to a value between 0.4 and 2 Pa.s; b) pouring said pre-polymerised mixture into a mould; c) photogelifying, in said mould, said pre-polymerised mixture until its gel point; d) completing the polymerisation of said pre-polymerised and gelified mixture in said mould, by heat treatment; adding effective amounts of at least one thermal catalyst and of at least one photoinitiator intervening in said mixture of monomers for the implementation of said pre-polymerisation, photogelification and polymerisation; said photoinitiator(s) intervening in an amount less than or equal to 0.009 parts by weight per 100 parts by weight of said mixture of monomers.Type: GrantFiled: September 29, 1999Date of Patent: June 19, 2001Assignee: Corning S.A.Inventors: David Henry, Andre Vachet
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Patent number: 6245827Abstract: This invention is of a resin composition including an additive of one or more organic peroxide thermal imitators to cationic photoinitiators, that are sensitized with alpha-hydroxy-ketones, which composition provides a self-propagating thermal curing reaction first activated by a short duration of surface ultraviolet radiation. The thermal reaction is non-directional, thus eliminating the line of sight limitation of current radiation curing processes. Complete curing can be achieved of the composition in a very short time; often after only a few minutes or less. The activation period can be provided by only a few seconds of ultraviolet light using a wide variety of commercial ultraviolet light sources.Type: GrantFiled: October 12, 1999Date of Patent: June 12, 2001Assignee: Elementis Specialties, Inc.Inventor: Scott Gregory
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Patent number: 6211264Abstract: The invention provides dental composition system having curable liquid which is useful alone as a light curable composition and which is useful by mixing with a powder in preselected proportions to form dual cure compositions. The composition system is useful as bonding agent, cement, liner, base, restorative, pit and fissure sealants, and/or core build-up material, having improved adhesion to dentin. After storing the powder and the liquid in separate containers for at least two weeks and then mixing a portion of the powder and a portion of the liquid to form a mixture, the polymerizable compound polymerizes within 20 minutes of the mixing to form a first polymeric material having a flexural strength of at least 50 MPa, and an expansion in water at 37° C. after 90 days of less than 1 percent by volume.Type: GrantFiled: July 12, 1999Date of Patent: April 3, 2001Assignee: Dentsply Research & Development Corp.Inventors: Kewang Lu, Paul D. Hammesfahr
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Patent number: 6162840Abstract: The invention concerns the use of monomer-free saturated or unsaturated polyester resins or mixtures of saturated and unsaturated polyester resins containing structural units of general formulae (I) and/or (II), in which n=1-10, as impregnation, sealing and coating compounds for electrical engineering and electronic components and for carrier substances for flat insulating materials.Type: GrantFiled: July 6, 1998Date of Patent: December 19, 2000Assignee: Dr. Beck + CO.AGInventors: Rainer Blum, Thomas Loerzer, Gunther Hegemann, Manfred Eichhorst
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Patent number: 6140384Abstract: A photopolymerizable composition comprising i) an addition polymerizable compound having an ethylenically unsaturated double bond, ii) a sensitizing dye represented by the following formula (I) and iii) a titanocene compound: ##STR1## wherein A.sup.1 and A.sup.2 each represents a carbon atom or a hetero atom, Q.sup.1 represents a nonmetallic atom group necessary for forming a heterocyclic ring together with A.sup.1, A.sup.2 and the carbon atoms adjacent thereto, R.sup.1 and R.sup.2 each represents a hydrogen atom, an alkyl group or an aryl group and R.sup.1 and R.sup.2 may be combined with each other to form a ring, X.sup.1 and X.sup.2 each represents a cyano group or a substituted carbonyl group and X.sup.2 and X.sup.2 may be combined with each other to form a ring, and n represents 0, 1 or 2.Type: GrantFiled: October 1, 1997Date of Patent: October 31, 2000Assignee: Fuji Photo Film Co., Ltd.Inventors: Tadahiro Sorori, Yasuo Okamoto
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Patent number: 6114092Abstract: A photosensitive resin composition for photoresist which is highly sensitive and can directly form an image using a laser is disclosed. Said composition comprises (A) an unsaturated resin having carboxyl group(s) which is obtained by firstly reacting 0.8 to 1.3 moles of an ethylenic unsaturated monocarboxylic acid with 1 mole of an epoxy group of a homopolymer or copolymer of ethylenic unsaturated monomer having an epoxy group to obtain an unsaturated resin which is then reacted with a dibasic acid anhydride, (B) ethylenic unsaturated compound without epoxy group, and (C) photopolymerization initiator.Type: GrantFiled: September 29, 1998Date of Patent: September 5, 2000Assignee: Kansai Paint Co., Ltd.Inventors: Kenji Miyagawa, Kenji Seko
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Patent number: 6099783Abstract: A novel method for producing thick composite parts based upon photopolymerizable compositions is disclosed. Also disclosed are novel methods for encapsulation of microelectronic devices based upon novel photopolymerizable compositions. The constituents of the photopolymerizable mixture comprise a monomer or monomers capable of polymerizing by free radical or cationic mechanisms, and a photoinitiator system which possesses an absorbance characteristic which is effectively reduced, or self-eliminating, upon initiation of the polymerization reaction. Parts having thicknesses up to 2 cm and thicker for varying end use applications are made by photopolymerizing such compositions. In addition, using such compositions composite parts can be made using a reinforcement material such as a glass fiber mat present in an amount by weight of from about 5 to about 70%.Type: GrantFiled: August 7, 1998Date of Patent: August 8, 2000Assignee: Board of Trustees Operating Michigan State UniversityInventors: Alec B. Scranton, Bharath Rangarajan, Kiran K. Baikerikar
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Patent number: 6017640Abstract: Opaquely pigmented or thick filmed powder coatings for heat sensitive substrates, such as wood, wood composites, for example, medium density fiber board, and plastics, that can be fully cured, especially near the substrate, through the incorporation of a dual cure system in the powder comprising a thermal initiator, such as a peroxide, along with a UV initiator. The UV initiator cures the surface, while the thermal initiator cures at the substrate. Surprisingly, virtually no pregelation occurs during the heated melt and flow out step prior to UV curing. Consequently, the hardened film finish formed on the surface exhibits exceptional smoothness which is comparable to that of traditional UV curable powders. The hardened film finish is also fully cured throughout and exhibits exceptional adhesion to the substrate which cannot be achieved with traditional UV curable powders that have been pigmented.Type: GrantFiled: April 23, 1999Date of Patent: January 25, 2000Assignee: Morton International, Inc.Inventors: Jeno Muthiah, Andrew T. Daly, Richard P. Haley, Joseph J. Kozlowski
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Patent number: 6005017Abstract: Opaquely pigmented or thick filmed powder coatings for heat sensitive substrates, such as wood, wood composites, for example, medium density fiber board, and plastics, that can be fully cured, especially near the substrate, through the incorporation of a dual cure system in the powder comprising a thermal initiator, such as a peroxide, along with a UV initiator. The UV initiator cures the surface, while the thermal initiator cures at the substrate. Surprisingly, virtually no pregelation occurs during the heated melt and flow out step prior to UV curing. Consequently, the hardened film finish formed on the surface exhibits exceptional smoothness which is comparable to that of traditional UV curable powders. The hardened film finish is also fully cured throughout and exhibits exceptional adhesion to the substrate which cannot be achieved with traditional UV curable powders that have been pigmented.Type: GrantFiled: December 16, 1997Date of Patent: December 21, 1999Assignee: Morton International, Inc.Inventors: Andrew T. Daly, Jeno Muthiah, Richard P. Haley, Joseph J. Kozlowski, Navin B. Shah
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Patent number: 5977199Abstract: The invention describes a dental composition, delivery system and method for making temporary crowns and bridges in which the composition comprises two free-radical polymerizable pastes, one a catalyst paste and the other a base paste, wherein the catalyst paste comprises at least one polymerizable monomer, at least one polymerization initiator which is a peroxide oxidizing agent, at least one first polymerization inhibitor and a filler, and wherein the base paste comprises at least one polymerizable monomer, at least one polymerization accelerator, at least one second polymerization inhibitor, at least one non-polymerizable plasticizer and a filler. These catalyst and base pastes are stored in a dual cartridge from which they can be dispensed with a dispenser, preferably in a 1:1 volume ratio, and can be mixed in a static mixer to form a moldable polymerizing material, which is then applied to a prepared area of one or more teeth in a patient's mouth to form a crown or a bridge.Type: GrantFiled: February 17, 1998Date of Patent: November 2, 1999Assignee: The Kerr CorporationInventor: Xiaoyi Xie
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Patent number: 5942555Abstract: A photoactivatable reagent useful as a chain transfer reagent for providing a semitelechelic polymer having one or more terminal photoactivatable groups. The reagent provides one or more photoactivatable groups and one or more sulfhydryl (or other chain transfer) groups, the photoactivatable and chain transfer groups optionally being joined together by a spacer group. The reagent can be used to prepare a polymer by serving to initiate the polymerization of ethylenically unsaturated monomers. The reagent itself becomes an integral part of the resultant polymer, thereby providing the polymer with a terminal photoactivatable nature. The method provides a number of benefits, including the ability to provide homogeneous photoactivatable polymer compositions, e.g., in terms of the uniform location of the photogroup(s) on the terminal portion of each polymer molecule and the ability to build a desired nonpolar quality, and in turn improved surfactancy, into otherwise polar polymers.Type: GrantFiled: March 21, 1996Date of Patent: August 24, 1999Assignee: SurModics, Inc.Inventors: Melvin J. Swanson, Richard A. Amos, Dale G. Swan, Gary W. Opperman
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Patent number: 5922473Abstract: Opaquely pigmented or thick filmed powder coatings for heat sensitive substrates, such as wood, wood composites, for example, medium density fiber board, and plastics, that can be fully cured, especially near the substrate, through the incorporation of a dual cure system in the powder comprising a thermal initiator, such as a peroxide, along with a UV initiator. The UV initiator cures the surface, while the thermal initiator cures at the substrate. Surprisingly, virtually no pregelation occurs during the heated melt and flow out step prior to UV curing. Consequently, the hardened film finish formed on the surface exhibits exceptional smoothness which is comparable to that of traditional UV curable powders. The hardened film finish is also fully cured throughout and exhibits exceptional adhesion to the substrate which cannot be achieved with traditional UV curable powders that have been pigmented.Type: GrantFiled: December 26, 1996Date of Patent: July 13, 1999Assignee: Morton International, Inc.Inventors: Jeno Muthiah, Andrew T. Daly, Richard P. Haley, Joseph J. Kozlowski
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Patent number: 5879837Abstract: A styrylcoumarin compound jointing a styryl group by--(C.dbd.C)n--portion and having --NR.sub.1 R.sub.2 group, wherein n is an integer of 2 to 4, and each R is a proton or an alkyl group having 1 to 10 carbon atoms. A photopolymerizable composition comprises the styrylcoumarin compound as a photosensitizer, a polymerization initiator and a polymerizable compound. A photocrosslinking composition comprises the styrylcoumarin compound as a photosensitizer, a crosslinking agent and a polymerizable compound. A volume phase hologram recording medium which comprises the styrylcoumarin compound, a crosslinking agent and a polymer comprising a carbazole.Type: GrantFiled: October 30, 1997Date of Patent: March 9, 1999Assignee: Canon Kabushiki KaishaInventors: Yoko Yoshinaga, Susumu Matsumura, Naosato Taniguchi, Shin Kobayashi, Toshiyuki Sudo, Hideki Morishima, Tadashi Kaneko
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Patent number: 5844016Abstract: An improved barrier or drug delivery system which is highly adherent to the surface to which it is applied is disclosed, along with methods for making the barrier. The barrier can be prepared by staining tissue with a photoinitiator, applying a solution containing a polymerizable barrier material solution and a photoinitiator to the tissue, and polymerizing the polymer solution on exposure to light. The resulting polymer adheres strongly to the tissue surface, and also forms a gel in the rest of the applied volume. The polymerizable barrier materials are highly useful for sealing tissue surfaces and junctions against leaks of fluids. The method can be used to adhere preformed barriers to tissue or other surfaces, or to adhere tissue surfaces to each other. Tissue surfaces can be adhered to each other to repair wounds. In addition to photochemical initiators, non-photochemical initiators and combinations of chemical initiators and photochemical initiators can be used.Type: GrantFiled: June 7, 1995Date of Patent: December 1, 1998Assignees: Focal, Inc., The Board of Regents--University of Texas SystemInventors: Amarpreet S. Sawhney, David A. Melanson, Chandrashekar P. Pathak, Jeffrey A. Hubbell, Luis Z. Avila, Mark T. Kieras, Stephen D. Goodrich, Shikha P. Barman, Arthur J. Coury, Ronald S. Rudowsky, Douglas J. K. Weaver
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Patent number: 5811199Abstract: A method of generating reactive species which includes exposing a photoreactor composition to radiation, in which the photoreactor composition comprises a wavelength-specific sensitizer associated with a reactive species-generating photoinitiator. Also described are methods of polymerizing unsaturated monomers and curing an unsaturated oligomer/monomer mixture.Type: GrantFiled: June 5, 1995Date of Patent: September 22, 1998Assignee: Kimberly-Clark Worldwide, Inc.Inventors: John Gavin MacDonald, Ronald Sinclair Nohr
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Patent number: 5798015Abstract: A method of generating reactive species which includes exposing a photoreactor composition to radiation, in which the photoreactor composition comprises a wavelength-specific sensitizer associated with a reactive species-generating photoinitiator. Also described are methods of polymerizing unsaturated monomers and curing an unsaturated oligomer/monomer mixture.Type: GrantFiled: June 5, 1995Date of Patent: August 25, 1998Assignee: Kimberly-Clark Worldwide, Inc.Inventors: Ronald Sinclair Nohr, John Gavin MacDonald
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Patent number: 5747172Abstract: Silicone release agents comprising propenyl-ether functionalized silicones exhibit a rapid cationic induce photo-cure. Such propenyl-ether functionalized silicones are synthesized by the hydrosilation of various .alpha.-allyloxy-.omega.-(1-propenoxy) alkanes with various linear and cyclic hydrogen functional siloxanes.Type: GrantFiled: August 30, 1995Date of Patent: May 5, 1998Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 5728747Abstract: A free radical polymerization process for the preparation of polymer comprising:a first heating and photoinitiating with ultraviolet light of a mixture comprised of a stable free radical agent, and at least one polymerizable monomer compound;optionally cooling said mixture;a second heating of said mixture at a temperature of from about 100.degree. C. to about 160.degree. C.;isolating the polymer product formed; andoptionally washing and drying said polymer.Type: GrantFiled: August 8, 1996Date of Patent: March 17, 1998Assignee: Xerox CorporationInventors: Peter M. Kazmaier, Barkev Keoshkerian, Rafik O. Loutfy, Karen A. Moffat, Michael K. Georges, Gordon K. Hamer, Richard P. N. Veregin
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Patent number: 5721288Abstract: A photopolymerizable composition is described, comprising components (i) a compound having at least one addition-polymerizable ethylenically unsaturated bond, (ii) a compound represented by the following formula (I): ##STR1## and (iii) an activating agent which generates an active radical upon light irradiation in the co-presence of component (ii). The substituents in formula (I) are defined in the specification.Type: GrantFiled: February 9, 1996Date of Patent: February 24, 1998Assignee: Fuji Photo Film Co., Ltd.Inventors: Yoshimasa Aotani, Tadahiro Sorori
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Patent number: 5688601Abstract: An electrical component comprising an electrical component having an exterior protective layer on at least a portion of a surface. The layer is a cured copolymer of a reaction between at least one oligomer having a terminal ethylenically unsaturated group and at least one monomer having a terminal ethylenically unsaturated group. Alternatively, the layer is a cured copolymer of a reaction between at least two oligomers having a terminal ethylenically unsaturated group. The copolymerization reaction is preferably in the presence of a free radical initiator curing agent and a transition metal catalyst.Type: GrantFiled: March 25, 1994Date of Patent: November 18, 1997Assignee: Caschem, Inc.Inventors: Douglas A. Usifer, Melvin Brauer, James C. Chang, Yuan Chieh Chu
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Patent number: 5679719Abstract: 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: GrantFiled: June 7, 1995Date of Patent: October 21, 1997Assignee: Loctite CorporationInventors: Philip T. Klemarczyk, Yoshihisa Okamoto, James P. Moran, Jr., Susan Levandoski, Veronica Hanlon
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Patent number: 5599652Abstract: Peroxycarboxylic ester photoinitiators derived from aromatic nitrogen containing heterocyclic carboxylic acids are described. The heterocyclic aromatic ring may contain additional nitrogen atoms, be fused with another aromatic ring system, be substituted with an additional peroxycarboxylic ester group and/or be substituted with an electron group having a Hammett sigma value greater than 0.1. The peroxycarboxylic ester photoinitiators have been found to be useful in photopolymerizable compositions and photosensitive elements.Type: GrantFiled: March 22, 1996Date of Patent: February 4, 1997Assignee: Imation Corp.Inventor: Jeanne E. Haubrich
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Patent number: 5585414Abstract: 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, 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: GrantFiled: June 7, 1995Date of Patent: December 17, 1996Assignee: Loctite CorporationInventors: Philip T. Klemarczyk, Yoshihisa Okamoto, James P. Moran, Jr.
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Patent number: 5565499Abstract: 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, 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: GrantFiled: June 6, 1995Date of Patent: October 15, 1996Assignee: Loctite CorporationInventors: Philip T. Klemarczyk, Yoshihisa Okamoto, James P. Moran, Jr.
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Patent number: 5539012Abstract: 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, a cyanate ester component including at least one cyanate ester compound having at least two cyanate functional groups per molecule, at least one organic peroxide, at least one photoinitiator, 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 6 months at about ambient temperature. 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.Type: GrantFiled: August 18, 1993Date of Patent: July 23, 1996Assignee: Loctite CorporationInventors: Philip T. Klemarczyk, Yoshihisa Okamoto
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Patent number: 5527921Abstract: Peroxycarboxylic ester photoinitiators derived from aromatic nitrogen containing heterocyclic carboxylic acids are described. The heterocyclic aromatic ring may contain additional nitrogen atoms, be fused with another aromatic ring system, be substituted with an additional peroxycarboxylic ester group and/or be substituted with an electron group having a Hammett sigma value greater than 0.1. The peroxycarboxylic ester photoinitiators have been found to be useful in photopolymerizable compositions and photosensitive elements.Type: GrantFiled: March 21, 1995Date of Patent: June 18, 1996Assignee: Minnesota Mining and Manufacturing CompanyInventor: Jeanne E. Haubrich
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Patent number: 5512608Abstract: A multi-part composition is provided which is suitable for use as an adhesive, a potting compound, a coating or a sealant. It consists of a polymerizable acrylate formulation and an activating formulation, the latter usually comprising an amine-aldehyde condensation product diluted with a liquid vinyl ether; liquid epoxides may also be included as diluents in the activating formulation.Type: GrantFiled: January 27, 1995Date of Patent: April 30, 1996Assignee: Dymax CorporationInventors: Andrew G. Bachmann, Stephen E. Cantor
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Patent number: 5494944Abstract: A hardenable composition containing:a) a material polymerizable by free radical or cationic polymerization,b) at least one iron compound of the formula I ##EQU1## wherein a is 1 or 2 and q is 1, 2 or 3,L is a divalent to heptavalent metal or non-metal,Q is a halogen atom,m is an integer corresponding to the sum of the values of L and q,R.sup.1 is an unsubstituted or substituted .eta..sup.6 -benzene andR.sup.2 is an unsubstituted or substituted cyclopentadienyl anion, andc) at least one sensitizer for the compound of the formula I,and, in the case of materials polymerizable by free radical polymerization, also d) an electron acceptor as an oxidizing agent, which is also advantageously used concomitantly for the material polymerizable by cationic polymerization. The composition is suitable for the production of protective layers and photographic images.Type: GrantFiled: August 18, 1994Date of Patent: February 27, 1996Assignee: Ciba-Geigy CorporationInventors: Kurt Meier, Hans Zweifel
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Patent number: 5489622Abstract: A curable silicone composition comprising an addition reaction product of an organopolysiloxane having amino groups at both ends of its molecule and a vinyl group-containing isocyanate, and a moisture-curing or anaerobic-curing catalyst and a photopolymerization catalyst.The silicone composition has high photocurability and moisture- or anaerobic-curability, easy to manufacture and easy to handle.Type: GrantFiled: May 26, 1994Date of Patent: February 6, 1996Assignee: Three Bond Co., Ltd.Inventors: Osamu Hara, Yasuo Hanazuka, Kunihiko Nakajima, Kohichi Naruse
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Patent number: 5439746Abstract: Disclosed is an epoxy resin-based composite material formed by coating or impregnating a sheet-like reinforcement with an epoxy resin composition, followed by curing the resin composition. The epoxy resin composition comprises a compound having at least one epoxy group, a compound having an active hydrogen, a silicon compound having or generating hydroxy group bonded to silicon atom, and an organometallic compound. The epoxy resin may further comprise a maleimide compound or a powdery and granular material and a short fiber. The composite material ensures the properties of the epoxy resin material in terms of the mechanical strength, corrosion resistance, heat resistance and electrical properties. Besides, the composite material exhibits excellent crack resistance and impact resistance. Further, the epoxy resin composition contained in the composite material exhibits sufficient curing characteristics and, thus, the operation for forming the composite material is facilitated.Type: GrantFiled: March 18, 1994Date of Patent: August 8, 1995Assignee: Kabushiki Kaisha ToshibaInventor: Shuichi Suzuki
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Patent number: 5397812Abstract: An adhesive composition for being applied to at least one of thread contact faces of screw members so as to stick said thread contact faces to each other in engaging the screw members with each other for the purpose of locking and sealing the engaged screw members, in which micro-capsules enclosing at least a reactive monomer of a reactive adhesive composition comprising said monomer, a polymerization initiator of the aforesaid monomer and/or an activator of the aforesaid polymerization initiator is dispersed in a binder comprising a photo-hardening resin composition.Type: GrantFiled: March 9, 1993Date of Patent: March 14, 1995Assignee: Three Bond Co., Ltd.Inventors: Ikuzo Usami, Makoto Kurihara, Minami Hanada, Kunihiko Nakajima
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Patent number: 5385807Abstract: A photopolymerizable composition comprises: (i) a polymerizable compound carrying an addition-polymerizable unsaturated bond; (ii) a methine compound; (iii) at least one compound selected from the group consisting of: (a) compounds having carbon-halogen bonds, (b) aromatic onium salts, (c) organic peroxides, (d) thio compounds, (e) hexaaryl-biimidazoles, (f) ketooxime esters, and (g) compounds represented by the following general formula (III): ##STR1## wherein R.sup.6, R.sup.7, R.sup.8 and R.sup.9 may be the same or different and each represents a substituted or unsubstituted alkyl, aryl, alkenyl, alkynyl or heterocyclic group, provided that at least two of R.sup.6, R.sup.7, R.sup.8 and R.sup.9 may be bonded together to form a ring structure and that at least one of them represents an alkyl group; and Z.sup.+ represents an alkali metal cation or a quaternary ammonium cation. The composition has a high sensitivity to a wide range of actinic light rays extending from ultraviolet to visible light.Type: GrantFiled: June 22, 1992Date of Patent: January 31, 1995Assignee: Fuji Photo Film Co., Ltd.Inventors: Yasuo Okamoto, Syunichi Kondo, Toshinao Ukai
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Patent number: 5385958Abstract: A multi-part composition is provided which is suitable for use as an adhesive, a potting compound, a coating or a sealant. It consists of a polymerizable acrylate formulation and an activating formulation, the latter usually comprising an amine-aldehyde condensation product diluted with a liquid vinyl ether; liquid epoxides may also be included as diluents in the activating formulation.Type: GrantFiled: March 5, 1993Date of Patent: January 31, 1995Assignee: Dymax CorporationInventors: Andrew G. Bachmann, Stephen E. Cantor
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Patent number: 5371115Abstract: A hardenable composition containing:a) a material polymerizable by free radical or cationic polymerization,b) at least one iron compound of the formula I ##EQU1## wherein a is 1 or 2 and q is 1, 2 or 3,L is a divalent to heptavalent metal or non-metal,Q is a halogen atom,m is an integer corresponding to the sum of the values of L and q,R.sup.1 is an unsubstituted or substituted .eta..sup.6 -benzene andR.sup.2 is an unsubstituted or substituted cyclopentadienyl anion, andc) at least one sensitizer for the compound of the formula I,and, in the case of materials polymerizable by free radical polymerization, also d) an electron acceptor as an oxidizing agent, which is also advantageously used concomitantly for the material polymerizable by cationic polymerization. The composition is suitable for the production of protective layers and photographic images.Type: GrantFiled: April 15, 1992Date of Patent: December 6, 1994Assignee: Ciba-Geigy CorporationInventors: Kurt Meier, Hans Zweifel
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Patent number: 5362769Abstract: The present invention is directed to orthodontic adhesive formulations, both light curable in the visible wavelength range, and self-curing, for use in the adherence of orthodontic appliances to the surface of etched human teeth. These formulations exhibit a high degree of surface wetting, an available source of leachable fluoride, low polymerization shrinkage, high physical properties and adhesion, and in the light curable embodiment, a post-curing capability.Type: GrantFiled: May 7, 1992Date of Patent: November 8, 1994Assignees: Ormco Corporation, Kerr Manufacturing Co.Inventors: Duncan E. Waller, Raymond F. Wong
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Patent number: 5344353Abstract: A method for manufacturing a cathode ray tube is provided which comprises (a) spraying on the inner surface of a phosphor layer of a phosphor coated panel, an organic composition for forming a heat labile film, the organic composition being free of flammable or explosive organic solvents and including an initiator capable of forming a radical or cation when exposed to ultraviolet or electron rays and at least one resin containing at least one group consisting of acrylate, vinyl and diazo functional groups to form a heat labile film thereon; (b) exposing the heat labile film to ultraviolet or electron rays to from a hardened film layer; (c) forming an aluminum layer on a surface of the hardened film layer to form a screen; (d) sealing with heat the panel and a funnel to form a bulb with a mount including an electron gun and a stem, wherein the step of sealing to form a bulb decomposes the hardened film layer.Type: GrantFiled: November 1, 1991Date of Patent: September 6, 1994Assignee: Samsung Electron Devices Co., Ltd.Inventors: Dong-sik Jang, Byeong-yong Lee
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Patent number: 5302627Abstract: Adding a dye with a visible color to an ultraviolet radiation curable composition which contains a photoinitiator which generates free radicals upon exposure to ultraviolet radiation produces a composition which changes visible color upon exposure to ultraviolet radiation. This visible color change indicates that the composition has cured. This cure indication is useful for compositions curable by ultraviolet radiation in the electronics and electrical industry.Type: GrantFiled: March 9, 1992Date of Patent: April 12, 1994Assignee: Dow Corning CorporationInventors: Arthur J. Field, Michael R. Strong
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Patent number: 5286603Abstract: A radiation sensitive plate comprises a substrate coated with a photopolymerisable composition. The composition comprises a polymerisable compound containing ethylenic unsaturation, a perester photoinitiator and optionally an optical sensitiser. The substrate may be a sheet of grained and anodised aluminum and the plate is useful in the production of lithographic printing plates.Type: GrantFiled: June 3, 1992Date of Patent: February 15, 1994Assignee: Vickers PLCInventors: John R. Wade, Rodney M. Potts, Michael J. Pratt
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Patent number: 5237041Abstract: This invention relates to new phosphorus-containing duromers of oligophosphites and epoxides or bisacrylates or unsaturated polyesters.Type: GrantFiled: November 30, 1992Date of Patent: August 17, 1993Assignee: Bayer AktiengesellschaftInventors: Burkhard Kohler, Wolfgang Ebert
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Patent number: 5202221Abstract: The present invention relates to a light-sensitive composition comprising (a) a photo-crosslinkable polymer having a maleimido group at a side chain and (b) a sensitizer such as the following compounds: ##STR1## The present invention provides a light-sensitive composition having very high sensitivity; providing excellent images during only a short exposure time; and being sensitive to light of long wave length.Type: GrantFiled: November 9, 1989Date of Patent: April 13, 1993Assignee: Fuji Photo Film Co., Ltd.Inventors: Masanori Imai, Noriaki Watanabe, Kouichi Kawamura
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Patent number: 5196457Abstract: Resin composition, that can be used for manufacturing a prepreg, comprising a liquid epoxy resin, a monomer reactive with the epoxy resin and a hardening catalyst for the epoxy resin, an unsaturated polyester, a monomer reactive with the unsaturated polyester and a hardening catalyst for the unsaturated polyester, whereby the catalyst for the unsaturated polyester is a first catalyst that has a working range below 40.degree. C. and the catalyst for the epoxy resin is a second catalyst that has a working range above 40.degree. C.Type: GrantFiled: June 28, 1990Date of Patent: March 23, 1993Assignee: DSM N.V.Inventors: Paul Wilkinson, Arno Montorfano
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Patent number: 5185385Abstract: Vinyl monomers are polymerized in high yield to water-soluble polymers or copolymers by free radical polymerization of an aqueous reaction mixture containing the vinyl monomer(s), an UV-activated photoinitiator and a heat-activated chemical initiator. The polymerization is initially carried out by exposing the monomer mixture to UV radiation to activate the photoinitiator and then is carried out under the influence of free radicals produced by the chemical initiator.Type: GrantFiled: April 15, 1991Date of Patent: February 9, 1993Assignee: Texaco Chemical CompanyInventors: Ratana Kanluen, Brigitte H. Licht
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Patent number: 5137800Abstract: A polymerizable composition and a method are disclosed. The composition includes a photopolymerizable monomer and a photoinitiator system for the monomer. The system, in one embodiment, is one wherein a ray of activating radiation which enters a body of the composition through a surface thereof activates the photoinitiator system and causes polymerization at each of a succession of points, the first such point being immediately adjacent the surface and subsequent points being successively farther from the surface in the direction of travel of the ray of activating radiation, the distance from the surface to the point of the succession farthest therefrom varying as a function of at least one of(a) the intensity of the activating radiation and(b) the time during which the activating radiation enters the body through the surface.Type: GrantFiled: June 14, 1990Date of Patent: August 11, 1992Assignee: StereoGraphics Limited PartnershipInventors: Douglas C. Neckers, Oscar Valdes-Aguilera, Krishan S. Raghuveer, Darrell G. Watson
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Patent number: 5130227Abstract: A radiation sensitive plate comprises a substrate coated with a photopolymerizable composition. The composition comprises a polymerizable compound containing ethylenic unsaturation, a perester photoinitiator and optionally an optical sensitiser. The substrate may be a sheet of grained and anodized aluminum and the plate is useful in the production of lithographic printing plates.Type: GrantFiled: October 5, 1989Date of Patent: July 14, 1992Assignee: Vickers PlcInventors: John R. Wade, Rodney M. Potts, Michael J. Pratt
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Patent number: 5128384Abstract: Organic glasses and surface coatings are prepared, with short hardening cycles, by submitting to the action of U.V. light a liquid polymerizable composition containing at least one di-(allyl carbonate) or poly(allyl carbonate) of a diol or polyol, a photoinitiator and a vinyl ester monomer and/or an organic peroxide.The composition can additionally contain small amounts of an organic compound selected from among those compounds which are used in the art in order to stabilize the organic polymers to the degrading action of U.V. light.The composition is preferably heated before being treated with U.V. light.Type: GrantFiled: August 26, 1991Date of Patent: July 7, 1992Assignee: Enichem Synthesis S.p.A.Inventors: Fiorenzo Renzi, Franco Rivetti, Claudio Gagliardi, Ugo Romano
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Patent number: 5063257Abstract: A dental glass ionomer cement composition comprises:(a) 5 to 100 parts by weight of a polymer of an .alpha.-.beta. unsaturated carboxylic acid having a weight average molecular weight of 5,000 to 40,000,(b) 5 to 100 parts by weight of a fluoroaluminosilicate glass powder having an average particle size of 0.02 to 10 .mu.m and a specific gravity of 2.4 to 4.0 and capable of reacting with said "polymer of an .alpha.-.beta. unsaturated carboxylic acid having a weight average molecular weight of 5,000 to 40,000",(c) 5 to 100 parts by weight of a polymerizable unsaturated organic compound having at least one CH.sub.2 .dbd.C(R1)--COO--group wherein R1=H or CH.sub.3,(d) 0.01 to 5 parts by weight of a polymerization catalyst,(e) 2 to 50 parts by weight of water,(f) 0.01 to 20 parts by weight of a surface active agent, and(g) 0.01 to 5 parts by weight of a reducing agent, and optionally h. 0 to 50 parts by weight of an inorganic filler having an average particle size of 0.02 to 10 .mu.Type: GrantFiled: December 11, 1989Date of Patent: November 5, 1991Assignee: G-C Dental Industrial Corp.Inventors: Shoji Akahane, Satoshi Tosaki, Yukiharu Kusayanagi, Shigenobu Kusakai, Kazuo Hirota, Kentaro Tomioka
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Patent number: 5049481Abstract: A photopolymerizable composition comprising (i) a polymerizable compound having an addition polymerizable unsaturated bond, (ii) a compound represented by formula (Ia): ##STR1## a compound represented by formula (Ib): ##STR2## or a compound represented by formula (Ic): ##STR3## wherein A represents an oxygen atom, a sulfur atom, a selenium atom, a tellurium atom, an alkyl- or aryl-substituted nitrogen atom, or a dialkyl-substituted carbon atom; Y.sup.1 represents a hydrogen atom, an alkyl group, a substituted alkyl group, an aryl group, a substituted aryl group, an aralkyl group, an acyl group, an alkoxycarbonyl group, or a substituted alkoxycarbonyl group; R.sup.1 and R.sup.2 each represents a hydrogen atom, an alkyl group having from 1 to 18 carbon atoms, or an alkyl group having from 1 to 18 carbon atoms which is substituted with R.sup.3 O--, ##STR4## or a halogen atom (i.e., F, Cl, Br, and I), wherein R.sup.Type: GrantFiled: December 26, 1989Date of Patent: September 17, 1991Assignee: Fuji Photo Film Co., Ltd.Inventors: Yasuo Okamoto, Tadahiro Sorori