Containing C-co-choh, E.g., Benzoin, Etc. Patents (Class 522/40)
  • Patent number: 6090236
    Abstract: A method of generating reactive species which includes exposing a polymolecular photoreactor to radiation, in which the polymolecular photoreactor comprises a wavelength-specific sensitizer associated with a reactive species-generating photoinitiator. The sensitizer absorbs energy and transfers the absorbed energy to the photoinitiator which in turn, generates reactive species. The wavelength-specific sensitizer is adapted to have an absorption wavelength band generally corresponding to an emission peak of the radiation. The radiation to which the polymolecular photoreactor is exposed generally will have a wavelength of from about 4 to about 1,000 nanometers. Thus, the radiation may be ultraviolet radiation, including near ultraviolet and far or vacuum ultraviolet radiation: visible radiation: and near infrared radiation. Desirably, the radiation will have a wavelength of from about 100 to about 900 nanometers.
    Type: Grant
    Filed: December 31, 1997
    Date of Patent: July 18, 2000
    Assignee: Kimberly-Clark Worldwide, Inc.
    Inventors: Ronald Sinclair Nohr, John Gavin MacDonald
  • Patent number: 6071979
    Abstract: A method of generating reactive species which includes exposing a wavelength specific photoreactor to radiation, in which the wavelength specific photoreactor comprises a wavelength-specific sensitizer associated with one or more reactive species-generating photoinitiators. Also described are methods of polymerizing unsaturated monomers and curing an unsaturated oligomer/monomer mixture.
    Type: Grant
    Filed: December 26, 1997
    Date of Patent: June 6, 2000
    Assignee: Kimberly-Clark Worldwide, Inc.
    Inventors: John Gavin MacDonald, Ronald Sinclair Nohr
  • Patent number: 6030703
    Abstract: Composition suitable for free radical, radiation curable coating comprising at least one polyester having unsaturated backbone and at least one compound having two to six propenyl ether groups, and optionally, a free radical photoinitiator. The equivalent ratio of propenyl ether groups to maleimide, maleate and/or fumarate groups in the polyester is preferably about 5:1 to about 1:5.The process for curing the composition includes exposing it to ionizing radiation and/or ultraviolet light. The resultant cured coatings and coated articles are similar in performance to their vinyl ether analogues, but the propenyl ethers are easier to prepare than the vinyl ether analogues.
    Type: Grant
    Filed: August 13, 1997
    Date of Patent: February 29, 2000
    Assignee: Sartomer Company, Inc.
    Inventors: Mingxin Fan, Gary W. Ceska, James Horgan, Nicholas Trainer
  • Patent number: 6001894
    Abstract: A process for modifying the surface of a polymer substrate which comprises (1) pretreating the polymer substrate with a photoinitiator or thermoinitiator and at least one ethylenically unsaturated monomer, and (2) subjecting said pretreated polymer substrate to graft polymerization by said at least one monomer, optionally in the added presence of at least one ethylenically unsaturated monomer that is the same or different from the monomer of step (1), and products produced thereby.
    Type: Grant
    Filed: April 14, 1998
    Date of Patent: December 14, 1999
    Assignee: Huels Aktiengesellschaft
    Inventors: Peter Ottersbach, Martina Inhester
  • Patent number: 5998496
    Abstract: A compound of the general formula:A-L.sup.+ D.sup.-where A is a moiety which absorbs radiation and enters an excited state in which it accepts an electron; D.sup.- is a moiety which donates an electron to the excited state A and releases a free radical; and L.sup.+ is a cationic linking group which tethers electron acceptor moiety A to electron donor moiety D.sup.-. Cationic linking moiety L.sup.+ has the formula:-L'-G-where L' is a moiety which forms a stable radical with acceptor moiety A upon transfer of an electron from donor moiety D.sup.- to electron acceptor moiety A, and G is a moiety which forms a leaving group upon transfer of the electron from donor moiety D.sup.- to acceptor moiety A.
    Type: Grant
    Filed: August 19, 1996
    Date of Patent: December 7, 1999
    Assignee: Spectra Group Limited, Inc.
    Inventors: Salah A. Hassoon, Ananda M. Sarker, Douglas C. Neckers
  • Patent number: 5973021
    Abstract: Organosiloxane compositions that cure in the presence of ultraviolet radiation comprise a alkenyl-substituted fluorinated polyorganosiloxane, a mercaptoalkyl-substituted fluorinated polyorganosiloxane and a photoinitiator. The cured compositions are particularly useful as coating and encapsulants to protect electronic devices that are exposed to hydrocarbon fuels.
    Type: Grant
    Filed: December 17, 1997
    Date of Patent: October 26, 1999
    Assignee: Dow Corning Corporation
    Inventors: James Anderson Beck, Myron Timothy Maxson, Bernard VanWert
  • Patent number: 5948514
    Abstract: A photocurable and thermosetting resin composition developable with an aqueous alkali solution is disclosed. The composition comprises in combination: (A) a photosensitive prepolymer soluble in a dilute aqueous alkali solution obtained by esterifying an epoxy resin represented by the following general formula (1) with (meth)acrylic acid and further adding an acid anhydride thereto until an acid value reaches a level in the range of 60 to 120 mg KOH/g, (B) a diglycidyl ether type epoxy compound containing two epoxy groups in the molecular unit thereof, (C) a photopolymerization initiator, and (D) a diluent at such ratios of combination that said epoxy compound (B) accounts for a proportion in the range of 5 to 120 parts by weight and said photopolymerization initiator (C) for a proportion in the range of 0.1 to 30 parts by weight, based on 100 parts by weight of said photosensitive prepolymer (A): ##STR1## wherein X represents CH.sub.2, C(CH.sub.3).sub.2, or SO.sub.
    Type: Grant
    Filed: June 5, 1996
    Date of Patent: September 7, 1999
    Assignee: Taiyo Ink Manufacturing Co., Ltd.
    Inventors: Shigeru Komori, Kazuo Suda, Masao Arima, Miyako Juni
  • Patent number: 5945462
    Abstract: The present invention relates to an aqueous-based coating composition for forming strippable, protective coating for protecting surfaces, such as glass, metal, ceramic, plastic or other materials of construction. More specifically, the compositions and coatings formed therefrom of this invention are particularly useful in connection with protecting precision surfaces, such as optical lenses, including but not limited to ophthalmic lenses, telescopic lenses, microscopic lenses, and the like, which protection is desirably only of a temporary nature.
    Type: Grant
    Filed: October 2, 1997
    Date of Patent: August 31, 1999
    Assignee: Loctite Corporation
    Inventor: Peter A. Salamon
  • Patent number: 5942555
    Abstract: 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: Grant
    Filed: March 21, 1996
    Date of Patent: August 24, 1999
    Assignee: SurModics, Inc.
    Inventors: Melvin J. Swanson, Richard A. Amos, Dale G. Swan, Gary W. Opperman
  • Patent number: 5922473
    Abstract: 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: Grant
    Filed: December 26, 1996
    Date of Patent: July 13, 1999
    Assignee: Morton International, Inc.
    Inventors: Jeno Muthiah, Andrew T. Daly, Richard P. Haley, Joseph J. Kozlowski
  • Patent number: 5902599
    Abstract: Biodegradable polymer networks are provided which are useful in a variety of dental and orthopedic applications. The biodegradable polymer networks can be formed in one embodiment by polymerizing anhydride prepolymers including crosslinkable groups, such as unsaturated moieties. The anhydride prepolymers can be crosslinked, for example in a photopolymerization reaction by irradiation of the prepolymer with light in the presence of a free radical initiator. Suitable anhydride prepolymers include dianhydrides of a dicarboxylic acid and a carboxylic acid molecule comprising a crosslinkable group. For example, methacrylic acid dianhydrides of monomers or oligomers of a diacid such as sebacic acid or 1,3-bis(p-carboxyphenoxy)-hexane can be used. The anhydride prepolymers can be applied in vivo to a site where an orthopedic implant is needed, and then may be crosslinked, for example, by irradiation with U.V. light, to form a biodegradable implant such as a rods, pin or plate.
    Type: Grant
    Filed: February 20, 1996
    Date of Patent: May 11, 1999
    Assignee: Massachusetts Institute of Technology
    Inventors: Kristi S. Anseth, Robert Langer, Venkatram R. Shastri
  • Patent number: 5891529
    Abstract: Curable compositions comprising a substance that produces a base when exposed to radiation and a polymer molecule that contains silicon-hydrogen bonds which react with hydroxyl groups under the action of the base to form silicon-oxygen bonds (Si--O) and hydrogen molecules. These compositions cure when exposed to radiation. A pattern can be formed by placing a mask between a coating of the composition and the radiation source during this exposure episode and thereafter dissolving the uncured composition. The compositions have little weight loss during their cure, they can be cured by low intensity radiation, and they yield heat-resistant cured products.
    Type: Grant
    Filed: May 18, 1998
    Date of Patent: April 6, 1999
    Assignee: Dow Corning Asia, Ltd.
    Inventors: Brian Robert Harkness, Mamoru Tachikawa
  • Patent number: 5883147
    Abstract: A photopolymerizable adhesive consisting of Compound (1) which contains at least one (meth)acryloxy group as a polymerizing group in its molecule, and other structures constructed from the group(s) selected from the group consisting of alkyl group, alkyloxy group, polyalkoxy group, siloxanyl group and the substituted group thereof substituted by fluorine, hydroxy or alkoxy group; Compound (2) selected from (meth)acrylic acids, hydroxyalkyl (meth)acrylates, (meth)acryloxyalkyl succinic acids, trialkoxyvinyl silanes and .gamma.-(meth)acryloxyalkyl trialkoxy silanes; and Compound (3) selected from hydroxyacetophenones, acetophenones, glyoxy esters and camphorquinones, wherein said adhesive comprises 3 to 60 wt % of the compound (2), and 0.1 to 2 wt % of the Compound (3).
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: March 16, 1999
    Assignee: Japan Institute of Advanced Dentistry
    Inventors: Eiichi Masuhara, Shigeo Komiya, Takeyuki Sawamoto, Satoko Maeda
  • Patent number: 5858545
    Abstract: Free-radically polymerizable release coating compositions containing conductivity enhancers, which are capable of being electrosprayed onto a substrate. The compositions comprise (a) about 100 parts by weight of one or more free-radically polymerizable vinyl monomer(s), (b) from about 0.05 to about 250 parts by weight of one or more polydiorganosiloxane polymer(s) copolymerizable with the vinyl monomer(s), and (c) from about 0.10 to about 10 parts by weight, based on 100 parts by weight of (a) and (b), of one or more non-volatile conductivity enhancer(s), which are soluble in the monomer(s) and which do not interfere with polymerization, wherein the composition may be electrosprayed.The composition may further comprise from about 0.1 to about 5 parts by weight of one or more initiator(s) based on 100 parts by weight of monomer(s) and polydiorganosiloxane polymer(s).Another embodiment of the present invention further comprises at least 0.
    Type: Grant
    Filed: March 26, 1996
    Date of Patent: January 12, 1999
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Albert I. Everaerts, Mieczyslaw H. Mazurek, Albert E. Seaver
  • Patent number: 5811199
    Abstract: 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: Grant
    Filed: June 5, 1995
    Date of Patent: September 22, 1998
    Assignee: Kimberly-Clark Worldwide, Inc.
    Inventors: John Gavin MacDonald, Ronald Sinclair Nohr
  • Patent number: 5789460
    Abstract: Curable compositions comprising a substance that produces a base when exposed to radiation and a polymer molecule that contains silicon-hydrogen bonds which react with hydroxyl groups under the action of the base to form silicon-oxygen bonds (Si--O) and hydrogen molecules. These compositions cure when exposed to radiation. A pattern can be formed by placing a mask between a coating of the composition and the radiation source during this exposure episode and thereafter dissolving the uncured composition. The compositions have little weight loss during their cure, they can be cured by low intensity radiation, and they yield heat-resistant cured products.
    Type: Grant
    Filed: January 24, 1996
    Date of Patent: August 4, 1998
    Assignee: Dow Corning Asia, Ltd.
    Inventors: Brian Robert Harkness, Mamoru Tachikawa
  • Patent number: 5776658
    Abstract: Compounds of the general formula I: (SIL--X--).sub.m IN (I), in which SIL is a radical of the formula Si(R.sup.1)(R.sup.2)(R.sup.3), where R.sup.1 is an alkyl, haloalkyl or alkoxy radical of 1 to 8 carbon atoms, an alkenyl radical, an alkenyloxy or acyloxy radical of 2 to 8 carbon atoms, an aryl or aryloxy radical of 6 to 10 carbon atoms, or a dialkyl-, diaryl- or alkylaryl-methyleneaminooxy radical having C.sub.1 -C.sub.4 -alkyl or C.sub.6 -aryl groups; and R.sup.2 and R.sup.3 are identical or different radicals with the meaning of R.sup.1 or X--IN; X is a group C.sub.n H.sub.2n ; IN is the radical of a compound which is active as a photoinitiator or photosensitizer and which has at least one carbonyl group located on an aromatic nucleus; m is a number from 1 to 4; and n is a number from 2 to 12, or of the formula II: Si.sub.o O.sub.o-1 (--X--IN).sub.p R.sup.4.sub.2o+2-p (II), in which R.sup.4 is a radical with the meaning of R.sup.1, and two or more radicals R.sup.
    Type: Grant
    Filed: September 29, 1995
    Date of Patent: July 7, 1998
    Assignee: AGFA-Gevaert AG
    Inventors: Claus-Peter Niesert, Georg Pawlowski, Willi-Kurt Gries, Klaus-Juergen Przybilla
  • Patent number: 5744248
    Abstract: The present invention relates to coating compositions, which are curable by radiation and containI) 0 to 95 parts by weight of at least one binder curable by radiation and containing maleate, fumarate and/or acryloyl groups other than those of component II),II) 5 to 100 parts by weight of a mixture ofA) 20 to 80 parts by weight of at least one polyester resin prepared from fatty acids, provided that at least 20 wt. % of component A) is a fatty acid having a number average molecular weight of 112 to 400 andB) 20 to 80 parts by weight of compounds containing (meth)acryloyl groups, having a viscosity at 23.degree. C. of 10 to 1,000 mPa.s and having a number average molecular weight of 170 to 1,000,wherein the sum of the parts by weight of components I) and II) adds up to 100, based on the weight of components I) and II), and the sum of the parts by weight of components A) and B) adds up to 100, based on the weight of components A) and B).
    Type: Grant
    Filed: January 28, 1997
    Date of Patent: April 28, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jurgen Meixner, Wolfgang Fischer, Manfred Muller, Gunter Ruf
  • Patent number: 5744512
    Abstract: Compounds of the formulaRG--A--INwhereinIN is a photoinitiator basic structureA is a spacer group andRG is a functional reactive group can be employed as coreactive photoinitiators for photopolymerization of systems containing ethylenically unsaturated compounds.
    Type: Grant
    Filed: March 20, 1996
    Date of Patent: April 28, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Manfred Kohler, Jorg Ohngemach, Eike Poetsch, Rudolf Eidenschink, Gerhard Greber, Dieter Dorsch, Jurgen Gehlhaus, Konrad Dorfner, Hans Ludwig Hirsch
  • Patent number: 5691395
    Abstract: Radiation sensitive compositions, processes for using the compositions, and articles of manufacture comprising the compositions. The photoimageable compositions of the invention comprises a radiation sensitive component, a resin binder and a polybutadiene that comprises one or more internal epoxide groups. In preferred aspects, the compositions of the invention further comprise a crosslinking agent such as a melamine or an epoxidized material, or mixtures thereof.
    Type: Grant
    Filed: July 12, 1994
    Date of Patent: November 25, 1997
    Assignee: Shipley Company Inc.
    Inventors: Philip D. Knudsen, Charles R. Shipley, Daniel Y. Pai
  • Patent number: 5663269
    Abstract: The present invention relates to a process for preparing an alkoxy silyl-terminated material, which has at least two alkoxy groups on both terminal ends, said process comprising reacting in the presence of a catalytically effective amount of an organo-lithium reagent an alkoxysilyl-terminated first reactant with a second reactant having both ends of its chain terminating in a silanol. The alkoxy silyl-terminated material may have a variety of polymer backbone types such as silicone, polyurethane, polyamide and the like. These materials are intended to cure by either moisture or photo cure or by dual moisture and photo cure mechanisms. The alkoxy silyl-terminated material is preferably an organopoly-siloxane having at least two alkoxy groups at both terminal ends.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: September 2, 1997
    Assignee: Loctite Corporation
    Inventors: Hsien-Kun Chu, Robert P. Cross, Patrick J. Courtney, David I. Crossan
  • Patent number: 5624973
    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: May 30, 1995
    Date of Patent: April 29, 1997
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Ying-Yuh Lu, Chung I. Young
  • Patent number: 5616629
    Abstract: A radiation-curable release composition is disclosed which comprises:(A) an organopolysiloxane represented by the formulaRSi(CH.sub.3).sub.2 --O--(Si(CH.sub.3).sub.2 O).sub.n (Si(CH.sub.3)(R)O).sub.m Si(CH.sub.3).sub.2 R (I)wherein in Formula (I), each R is --R.sup.1 --O(O)C--C(R.sup.2).dbd.CH.sub.2, --R.sup.1 --O--C(R.sup.2).dbd.CH.sub.2 or is derived from an organic molecule containing both ethylenic unsaturation and epoxide functionality; R.sup.1 is a hydrocarbylene group; each R.sup.2 is independently hydrogen or a methyl or ethyl group; m is a number from about 1 to about 15; and n is a number from about 50 to about 300; and(B) an organosiloxane copolymer represented by the formula(R.sub.3 SiO).sub.x (SiO.sub.4/2).sub.y (II)wherein in Formula (II), each R is independently a hydrocarbon group or a group represented by the formula--O(O)C--C(R*).dbd.CH.sub.2wherein R* is hydrogen or a methyl or ethyl group; x is a number from about 0.
    Type: Grant
    Filed: February 27, 1995
    Date of Patent: April 1, 1997
    Assignee: Avery Dennison Corporation
    Inventors: Thanh V. Nguyen, John Allen, Qun Yu
  • Patent number: 5559163
    Abstract: UV curable coatings comprising at least one photoinitiator and at least one photopolymerizable UV absorber, wherein the photoinitiator has the ability to absorb a significant portion of the total energy needed to cure the coating from wavelengths in which the UV absorber does not appreciably absorb.
    Type: Grant
    Filed: August 31, 1994
    Date of Patent: September 24, 1996
    Assignee: The Sherwin-Williams Company
    Inventors: William R. Dawson, Goutam Gupta
  • Patent number: 5539012
    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, 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: Grant
    Filed: August 18, 1993
    Date of Patent: July 23, 1996
    Assignee: Loctite Corporation
    Inventors: Philip T. Klemarczyk, Yoshihisa Okamoto
  • 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: 5532286
    Abstract: A photopolymerizable composition comprising a crosslinking agent, a UV sensitive photopolymerization initiator and a thioether compound having a vinyl ester or vinyl amide component; wherein the crosslinking agent and the thioether may be the same compound.
    Type: Grant
    Filed: March 16, 1995
    Date of Patent: July 2, 1996
    Assignee: Eastman Kodak Company
    Inventors: Elizabeth G. Burns, Susan A. Visser, Jeffrey F. Taylor
  • Patent number: 5527925
    Abstract: Compounds of formula I: ##STR1## are disclosed. The compounds are photoinitiators which can be functionalized by means of ethylenic groups or can be bonded to H-active substances, in order, for example, to modify surfaces by means of photopolymerizable substances. The compounds are especially useful in the manufacture of contact lenses.
    Type: Grant
    Filed: June 24, 1994
    Date of Patent: June 18, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Chabrecek, Dieter Lohmann
  • 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: 5516812
    Abstract: A radiation and moisture curable silicone conformal coating composition comprises a silicone fluid of a monovalent ethylenically unsaturated functional group endcapped silicone and at least one (meth)acryl-functionalized silicone; and a photoinitiator effective for radiation curing of the silicone composition. The encapped silicone is the product of a reaction between a silanol terminated silicone and a silane cross linker having joined directly to a silicon atom thereof a monovalent ethylenically unsaturated functional group and at least 2 hydrolyzable groups.
    Type: Grant
    Filed: August 1, 1994
    Date of Patent: May 14, 1996
    Assignee: Loctite Corporation
    Inventors: Hsien K. Chu, Robert P. Cross, Lester D. Bennington
  • Patent number: 5498642
    Abstract: A radiation surface-curable RTV silicone composition which subsequent to radiation surface curing thereof, is interiorly moisture-curable in character. Such radiation surface-curable, interiorly moisture-curable RTV silicone composition comprises: a silanol-containing silicone; a silane cross-linker for the silicone, such cross-linker having joined directly to a silicon atom thereof an ethylenically unsaturated functional group and at least two hydrolyzable functional groups; and a photoinitiator effective for radiation surface curing of the silicone composition. Also disclosed is a "liquid potting system" formulation, which is irradiated subsequent to dispensing thereof at the potting locus, so that the radiation surface-cured skin layer overlies and contains (cooperatively with the associated bounding surface(s) of the potting locus) the uncured liquid, so that the potted structure or material is encapsulated in a liquid (damping) medium.
    Type: Grant
    Filed: July 15, 1994
    Date of Patent: March 12, 1996
    Assignee: Loctite Corporation
    Inventors: Hsien-Kun Chu, Robert P. Cross
  • Patent number: 5451616
    Abstract: A liquid composition which on exposure to actinic radiation polymerizes to form a heat-curable solid film adhesive, said composition comprising (A) a heat-curable phenol-aldehyde resol resin, (B) a photopolymerizable polyurethane or polyester having, on average, more than one polymerizable acrylic group per molecule, or a mixture of said polyurethane and said polyester, (C) a photopolymerization initiator for (B) and (D) a polyvinylacetal.
    Type: Grant
    Filed: August 2, 1994
    Date of Patent: September 19, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Margaret R. Haddon, Terence J. Smith, Stuart Mansfield
  • Patent number: 5444105
    Abstract: A composition is disclosed for transferring and adhering tape-mounted hisogical sections, to specimen mounting surfaces, usually glass microscope slides to expedite and simplify the safe removal of the mounting tape and the subsequent processing of the slide-mounted section. The composition is a curable polymeric mixture which has high tack prior to curing, is substantially non-diffusable and non-flowable into tissue sections and, after curing, has a refractive index substantially similar to that of the specimen section and is non-labile to conventional histological solvents and stains. A preferred composition comprises diacrylate-terminated polyurethane, a diacrylate ester of an epoxy resin and a diethoxyacetophenone initiator. It is usually formed onto the mounting surface as a solution in a conventional organic solvent, such as isopropanol or toluene.
    Type: Grant
    Filed: July 30, 1993
    Date of Patent: August 22, 1995
    Assignee: Mount Sinai School of Medicine of the City University of New York
    Inventor: Leonard Ornstein
  • Patent number: 5436281
    Abstract: Proposed is an improved radiation-curable organopolysiloxane composition capable of giving a cured surface film on a substrate surface which exhibits excellent releasability against sticky substances. The composition is obtained by combining two kinds of (meth)acryloxyalkyl-containing organopolysiloxanes in a specified weight proportion, of which one has a relatively large degree of polymerization but contains only a relatively small amount of the silicon-bonded (meth)acryloxyalkyl groups while the other has a relatively small degree of polymerization but contains a relatively large amount of the silicon-bonded (meth)acryloxyalkyl groups.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: July 25, 1995
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Shinji Irifune, Toshio Ohba
  • 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: 5412002
    Abstract: An epoxy resin composition contains an epoxy resin represented by the formula (I) and a curing accelerator: ##STR1## wherein R.sup.1 stands for ##STR2## where G stands for a glycidyl group, R.sup.2 stands for an alkyl group having 1 to 4 carbon atoms, R.sup.3 and R.sup.4 stand for the same or different groups and each denote a hydrogen atom or a glycidyl group, m and x each denote an integer of 0 to 10, n denotes an integer of 0 to 2, provided that m.gtoreq.x and, if m=0, then x=0, in which case at least one of R.sup.3 and R.sup.4 denotes a glycidyl group on the condition that when m.gtoreq.1 and m>x, R.sup.1 may each stand for different groups.
    Type: Grant
    Filed: December 9, 1992
    Date of Patent: May 2, 1995
    Assignee: Nippon Oil Co., Ltd.
    Inventors: Masami Enomoto, Susumu Kubota, Hitoshi Yuasa, Fumiaki Oshimi, Yutaka Otsuki
  • Patent number: 5407970
    Abstract: The invention relates to adhesive compositions comprising terpolymers C.sub.6 to C.sub.10 unsaturated .alpha.-olefin monomers, C.sub.2 to C.sub.5 .alpha.-olefin monomers and polyene monomers and an effective amount of photoactive cross-linking agent to cross-link composition upon radiation from a source of active radiation.
    Type: Grant
    Filed: April 13, 1993
    Date of Patent: April 18, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: James R. Peterson, Gaddam N. Babu
  • Patent number: 5391587
    Abstract: Photoinitiators having a terminal fluoroalkyl moiety are useful for photopolymerizing and photocuring fluorinated as well as non-fluorinated monomers, especially fluorinated acrylic monomers.
    Type: Grant
    Filed: April 30, 1993
    Date of Patent: February 21, 1995
    Assignee: AlliedSignal Inc.
    Inventor: Chengjiu Wu
  • Patent number: 5378734
    Abstract: A UV and moisture-curable organopolysiloxane composition comprising (i) an organopolysiloxane terminated with a radical of formula (1): ##STR1## wherein R.sup.1 is a hydrogen atom or monovalent hydrocarbon radical, each of R.sup.2 and R.sup.3 is a divalent hydrocarbon radical which may contain a NH bond or ether bond, each of R.sup.4 and R.sup.5 is a monovalent hydrocarbon radical which may contain an ether bond, and a is equal to 0 or 1, (ii) a photo-polymerization initiator, and (iii) a curing catalyst. The composition readily cures either upon exposure to UV radiation or upon contact with moisture and from the surface to the deep interior within a short time, yielding cured products having satisfactory physical properties.
    Type: Grant
    Filed: August 27, 1993
    Date of Patent: January 3, 1995
    Assignee: Shin-Etsu Chemical Company, Ltd.
    Inventor: Yoshio Inoue
  • Patent number: 5360834
    Abstract: A process is described for photoinitiated control of inorganic network fotion in the sol-gel process, which comprises eitherA) subjecting one or more hydrolytically polycondensable compounds of constituent elements of glass or ceramic, excluding silicon compounds containing polymerizable organic groups, to hydrolytic polycondensation in a liquid reaction medium to form a sol andirradiating the resulting sol in a structured or unstructured manner in the presence of a photoinitiator which can change the pH of the reaction medium on irradiation, using radiation of a wavelength range in which the photoinitiator absorbs;orB) liberating water in an anhydrous reaction medium which contains an alcohol, one or more hydrolytically polycondensable compounds of constituent elements of glass or ceramic and a photoinitiator which can liberate water by a photochemical reaction or a secondary reaction when irradiated, by structured or non-structured irradiation using radiation of a wavelength range in which the photoinitiato
    Type: Grant
    Filed: January 31, 1994
    Date of Patent: November 1, 1994
    Assignee: Fraunhofer-Gesellschaft Zur Forderung der Angewandten Forschung e.V.
    Inventors: Michael Popall, Jochen Schulz, Helmut Schmidt
  • Patent number: 5352713
    Abstract: A radiation curable coating composition comprising acrylate oligomers and monomers, vinyl ether monomers, and a free radical photoinitiator. The vinyl ether monomers replace N-vinyl-pyrrolidone or other undesirable reactive diluents while retaining or modifying the properties of coatings using such diluents.
    Type: Grant
    Filed: April 1, 1992
    Date of Patent: October 4, 1994
    Assignee: Allied-Signal Inc.
    Inventors: James R. Snyder, George D. Green, John J. Krajewski
  • 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: 5340653
    Abstract: A free-radical radiation curable composition comprising:a) at least one compound containing one to six vinyl ether groups; andb) at least one compound containing a urethane backbone with one to six maleate and/or fumarate end groups,wherein the ratio of vinyl ether groups to maleate and/or fumarate groups is in the range of about 1 to about 1:5.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: August 23, 1994
    Assignee: Stamicarbon B.V.
    Inventors: Gerry K. Noren, John J. Krajewski, Sami A. Shama, John M. Zimmerman, Danny C. Thompson, John T. Vandeberg
  • Patent number: 5334456
    Abstract: A free-radical radiation curable composition comprising:a) at least one compound containing from one to about six vinyl ether groups; andb) at least one compound containing a saturated backbone and at least one maleate or fumarate end group per molecule,wherein the ratio of vinyl ether groups to maleate or fumarate groups in the composition is in the range of about 5:1 to about 1:5.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: August 2, 1994
    Assignee: Stamicarbon B.V.
    Inventors: Gerry K. Noren, John J. Krajewski, Sami A. Shama, John M. Zimmerman, Danny C. Thompson, John T. Vandeberg
  • Patent number: 5334455
    Abstract: A free-radical radiation curable composition comprising:a) at least one compound containing from one to about six vinyl ether groups; andb) at least one product obtainable by the reaction of a half-ester of maleic and/or fumaric acid with an epoxy functionalized compound,wherein the ratio of vinyl ether groups to maleate and/or fumarate groups is in the range of about 5:1 to about 1:5.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: August 2, 1994
    Assignee: Stamicarbon B.V.
    Inventors: Gerry K. Noren, John J. Krajewski, Sami A. Shama, John M. Zimmerman, Danny C. Thompson, John T. Vandeberg
  • Patent number: 5331018
    Abstract: The present invention is directed to a non-emissive, bimodal cured polymeric network which has an onset degradation temperature that is about 100.degree. C. above the onset degradation temperature of a base polymer. The novel cured polymeric network comprises the cured reaction product of the following ingredients: (a) combination of one or more liquid carrier monomers or prepolymers which combination is reactive to form a base polymer by exposure to ultraviolet (UV) radiation in the presence of a UV photosensitizer at a temperature, T.sub.uv ; and (b) between about 10 and 100 wt-% based on ingredient (a) of a combination of one or more monomers or prepolymers which combination is reactive to form a cured high temperature stable polymer by heating at a temperature, T.sub..DELTA.. Ingredient (b) is soluble or dispersible in ingredient (a) at a temperature, T.sub.s, wherein T.sub.s is equal to or lower than T.sub.uv, and T.sub.uv is at least about 50.degree. C. lower than T.sub..DELTA..
    Type: Grant
    Filed: August 26, 1992
    Date of Patent: July 19, 1994
    Assignee: Three Bond Co., Ltd.
    Inventors: Vincent D. McGinniss, James L. White, Hiroyuki Mikuni
  • Patent number: 5283265
    Abstract: A photopolymerizable rubber being obtained by copolymerizing four compounds consisting of a dienic liquid rubber having hydroxyl groups, an ethylenically unsaturated monomer having hydroxyl groups, a dihydric alcohol having a molecular weight of less than 2,000 and a diisocyanate compound. The photocured product of this composition has higher tensile strength and elongation than that of the prior photopolymerizable rubbers.
    Type: Grant
    Filed: April 18, 1988
    Date of Patent: February 1, 1994
    Assignee: Hayakawa Rubber Company Limited
    Inventors: Tetsuya Kimura, Syuno Suto, Fujii Toshihiro, Toshihiro Fujii, Kimio Mori, Tsuguo Yamaoka
  • Patent number: 5246979
    Abstract: The heat stability of acrylamide functional polydiorganosiloxanes which cure by exposure to ultraviolet radiation can be improved by the addition of nickel carboxylate, stannous naphthenate, cerium carboxylate, manganese carboxylate, aluminum carboxylate, silver carboxylate, copper undecylenate, cobalt carboxylate, mono(methacrylate) tripropoxyzirconate, mono(ethylacetoacetonate) aluminum di-(sec-butoxide), di-(ethylacetoacetonate) aluminum sec-butoxide, zinc acetylacetonate, molybdenum acetylacetonate, and dibutyltin dicarboxylate.
    Type: Grant
    Filed: May 31, 1991
    Date of Patent: September 21, 1993
    Assignee: Dow Corning Corporation
    Inventors: Michael A. Lutz, Kristen A. Scheibert
  • Patent number: 5215860
    Abstract: Energy polymerizable compositions comprising at least one cyanate monomer and as curing agent an organometallic compound are disclosed. The compositions are useful in applications requiring high performance, such as high temperature performance; in composites, particularly structural composities; structural adhesives; tooling for structural composities; electronic applications such as printed wiring boards and semiconductor encapsulants; graphic arts; injection molding and prepregs; and high performance binders.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: June 1, 1993
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Fred B. McCormick, Katherine A. Brown-Wensley, Robert J. DeVoe
  • Patent number: 5212211
    Abstract: An acryloxy-functional capped silicone formed as a reaction product of:(i) a silyl diacrylate compound 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; and(ii) a silicone having (A) functionality which is reactive with an acryloxy functionality of the silyl diacrylate compound, and (B) additional functionality imparting (directly or by reaction with a co-reactant) further curability to the silicone by another modality (e.g., moisture curability, heat curability, etc.)The capped polyfunctional silicone may suitably be formulated with (a) an effective amount of a photoinitiator for partial curing of the acryloxy-functional capped silicone under photoinitiating curing conditions, and (b) suitable curatives, initiators, accelerators, etc.
    Type: Grant
    Filed: November 19, 1990
    Date of Patent: May 18, 1993
    Assignee: Loctite Corporation
    Inventors: Edward K. Welch, II, Robert P. Cross, David I. Crossan, Hsien-Kun Chu