Containing C-co-choh, E.g., Benzoin, Etc. Patents (Class 522/40)
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Patent number: 6090236Abstract: 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: GrantFiled: December 31, 1997Date of Patent: July 18, 2000Assignee: Kimberly-Clark Worldwide, Inc.Inventors: Ronald Sinclair Nohr, John Gavin MacDonald
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Patent number: 6071979Abstract: 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: GrantFiled: December 26, 1997Date of Patent: June 6, 2000Assignee: Kimberly-Clark Worldwide, Inc.Inventors: John Gavin MacDonald, Ronald Sinclair Nohr
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Patent number: 6030703Abstract: 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: GrantFiled: August 13, 1997Date of Patent: February 29, 2000Assignee: Sartomer Company, Inc.Inventors: Mingxin Fan, Gary W. Ceska, James Horgan, Nicholas Trainer
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Patent number: 6001894Abstract: 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: GrantFiled: April 14, 1998Date of Patent: December 14, 1999Assignee: Huels AktiengesellschaftInventors: Peter Ottersbach, Martina Inhester
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Patent number: 5998496Abstract: 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: GrantFiled: August 19, 1996Date of Patent: December 7, 1999Assignee: Spectra Group Limited, Inc.Inventors: Salah A. Hassoon, Ananda M. Sarker, Douglas C. Neckers
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Patent number: 5973021Abstract: 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: GrantFiled: December 17, 1997Date of Patent: October 26, 1999Assignee: Dow Corning CorporationInventors: James Anderson Beck, Myron Timothy Maxson, Bernard VanWert
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Patent number: 5948514Abstract: 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: GrantFiled: June 5, 1996Date of Patent: September 7, 1999Assignee: Taiyo Ink Manufacturing Co., Ltd.Inventors: Shigeru Komori, Kazuo Suda, Masao Arima, Miyako Juni
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Patent number: 5945462Abstract: 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: GrantFiled: October 2, 1997Date of Patent: August 31, 1999Assignee: Loctite CorporationInventor: Peter A. Salamon
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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: 5902599Abstract: 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: GrantFiled: February 20, 1996Date of Patent: May 11, 1999Assignee: Massachusetts Institute of TechnologyInventors: Kristi S. Anseth, Robert Langer, Venkatram R. Shastri
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Patent number: 5891529Abstract: 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: GrantFiled: May 18, 1998Date of Patent: April 6, 1999Assignee: Dow Corning Asia, Ltd.Inventors: Brian Robert Harkness, Mamoru Tachikawa
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Patent number: 5883147Abstract: 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: GrantFiled: June 7, 1995Date of Patent: March 16, 1999Assignee: Japan Institute of Advanced DentistryInventors: Eiichi Masuhara, Shigeo Komiya, Takeyuki Sawamoto, Satoko Maeda
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Patent number: 5858545Abstract: 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: GrantFiled: March 26, 1996Date of Patent: January 12, 1999Assignee: Minnesota Mining and Manufacturing CompanyInventors: Albert I. Everaerts, Mieczyslaw H. Mazurek, Albert E. Seaver
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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: 5789460Abstract: 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: GrantFiled: January 24, 1996Date of Patent: August 4, 1998Assignee: Dow Corning Asia, Ltd.Inventors: Brian Robert Harkness, Mamoru Tachikawa
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Patent number: 5776658Abstract: 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: GrantFiled: September 29, 1995Date of Patent: July 7, 1998Assignee: AGFA-Gevaert AGInventors: Claus-Peter Niesert, Georg Pawlowski, Willi-Kurt Gries, Klaus-Juergen Przybilla
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Patent number: 5744248Abstract: 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: GrantFiled: January 28, 1997Date of Patent: April 28, 1998Assignee: Bayer AktiengesellschaftInventors: Jurgen Meixner, Wolfgang Fischer, Manfred Muller, Gunter Ruf
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Patent number: 5744512Abstract: 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: GrantFiled: March 20, 1996Date of Patent: April 28, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Manfred Kohler, Jorg Ohngemach, Eike Poetsch, Rudolf Eidenschink, Gerhard Greber, Dieter Dorsch, Jurgen Gehlhaus, Konrad Dorfner, Hans Ludwig Hirsch
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Patent number: 5691395Abstract: 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: GrantFiled: July 12, 1994Date of Patent: November 25, 1997Assignee: Shipley Company Inc.Inventors: Philip D. Knudsen, Charles R. Shipley, Daniel Y. Pai
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Patent number: 5663269Abstract: 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: GrantFiled: June 7, 1995Date of Patent: September 2, 1997Assignee: Loctite CorporationInventors: Hsien-Kun Chu, Robert P. Cross, Patrick J. Courtney, David I. Crossan
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Patent number: 5624973Abstract: 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: GrantFiled: May 30, 1995Date of Patent: April 29, 1997Assignee: Minnesota Mining and Manufacturing CompanyInventors: Ying-Yuh Lu, Chung I. Young
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Patent number: 5616629Abstract: 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: GrantFiled: February 27, 1995Date of Patent: April 1, 1997Assignee: Avery Dennison CorporationInventors: Thanh V. Nguyen, John Allen, Qun Yu
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Patent number: 5559163Abstract: 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: GrantFiled: August 31, 1994Date of Patent: September 24, 1996Assignee: The Sherwin-Williams CompanyInventors: William R. Dawson, Goutam Gupta
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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: 5536758Abstract: 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: GrantFiled: July 27, 1993Date of Patent: July 16, 1996Assignee: Dana CorporationInventor: Brent R. Boldt
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Patent number: 5532286Abstract: 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: GrantFiled: March 16, 1995Date of Patent: July 2, 1996Assignee: Eastman Kodak CompanyInventors: Elizabeth G. Burns, Susan A. Visser, Jeffrey F. Taylor
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Patent number: 5527925Abstract: 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: GrantFiled: June 24, 1994Date of Patent: June 18, 1996Assignee: Ciba-Geigy CorporationInventors: Peter Chabrecek, Dieter Lohmann
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Patent number: 5521229Abstract: 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: GrantFiled: June 27, 1995Date of Patent: May 28, 1996Assignee: Minnesota Mining and Manufacturing CompanyInventors: Ying-Yuh Lu, Chung I. Young
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Patent number: 5516812Abstract: 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: GrantFiled: August 1, 1994Date of Patent: May 14, 1996Assignee: Loctite CorporationInventors: Hsien K. Chu, Robert P. Cross, Lester D. Bennington
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Patent number: 5498642Abstract: 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: GrantFiled: July 15, 1994Date of Patent: March 12, 1996Assignee: Loctite CorporationInventors: Hsien-Kun Chu, Robert P. Cross
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Patent number: 5451616Abstract: 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: GrantFiled: August 2, 1994Date of Patent: September 19, 1995Assignee: Ciba-Geigy CorporationInventors: Margaret R. Haddon, Terence J. Smith, Stuart Mansfield
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Patent number: 5444105Abstract: 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: GrantFiled: July 30, 1993Date of Patent: August 22, 1995Assignee: Mount Sinai School of Medicine of the City University of New YorkInventor: Leonard Ornstein
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Patent number: 5436281Abstract: 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: GrantFiled: May 13, 1994Date of Patent: July 25, 1995Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Shinji Irifune, Toshio Ohba
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Patent number: 5429846Abstract: 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: GrantFiled: October 25, 1994Date of Patent: July 4, 1995Assignee: Sekisui Chemical Co., Ltd.Inventors: Toshiya Sugimoto, Minoru Suezaki, Kouji Maruyama
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Patent number: 5412002Abstract: 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: GrantFiled: December 9, 1992Date of Patent: May 2, 1995Assignee: Nippon Oil Co., Ltd.Inventors: Masami Enomoto, Susumu Kubota, Hitoshi Yuasa, Fumiaki Oshimi, Yutaka Otsuki
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Patent number: 5407970Abstract: 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: GrantFiled: April 13, 1993Date of Patent: April 18, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventors: James R. Peterson, Gaddam N. Babu
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Patent number: 5391587Abstract: Photoinitiators having a terminal fluoroalkyl moiety are useful for photopolymerizing and photocuring fluorinated as well as non-fluorinated monomers, especially fluorinated acrylic monomers.Type: GrantFiled: April 30, 1993Date of Patent: February 21, 1995Assignee: AlliedSignal Inc.Inventor: Chengjiu Wu
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Patent number: 5378734Abstract: 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: GrantFiled: August 27, 1993Date of Patent: January 3, 1995Assignee: Shin-Etsu Chemical Company, Ltd.Inventor: Yoshio Inoue
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Patent number: 5360834Abstract: 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 photoinitiatoType: GrantFiled: January 31, 1994Date of Patent: November 1, 1994Assignee: Fraunhofer-Gesellschaft Zur Forderung der Angewandten Forschung e.V.Inventors: Michael Popall, Jochen Schulz, Helmut Schmidt
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Patent number: 5352713Abstract: 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: GrantFiled: April 1, 1992Date of Patent: October 4, 1994Assignee: Allied-Signal Inc.Inventors: James R. Snyder, George D. Green, John J. Krajewski
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Patent number: 5348986Abstract: 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: GrantFiled: January 25, 1993Date of Patent: September 20, 1994Assignee: Loctite CorporationInventors: Hsien-Kun Chu, Robert P. Cross, David I. Crossan, Edward K. Welch, II
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Patent number: 5340653Abstract: 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: GrantFiled: May 26, 1992Date of Patent: August 23, 1994Assignee: Stamicarbon B.V.Inventors: Gerry K. Noren, John J. Krajewski, Sami A. Shama, John M. Zimmerman, Danny C. Thompson, John T. Vandeberg
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Patent number: 5334456Abstract: 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: GrantFiled: May 26, 1992Date of Patent: August 2, 1994Assignee: Stamicarbon B.V.Inventors: Gerry K. Noren, John J. Krajewski, Sami A. Shama, John M. Zimmerman, Danny C. Thompson, John T. Vandeberg
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Patent number: 5334455Abstract: 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: GrantFiled: May 26, 1992Date of Patent: August 2, 1994Assignee: Stamicarbon B.V.Inventors: Gerry K. Noren, John J. Krajewski, Sami A. Shama, John M. Zimmerman, Danny C. Thompson, John T. Vandeberg
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Patent number: 5331018Abstract: 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: GrantFiled: August 26, 1992Date of Patent: July 19, 1994Assignee: Three Bond Co., Ltd.Inventors: Vincent D. McGinniss, James L. White, Hiroyuki Mikuni
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Patent number: 5283265Abstract: 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: GrantFiled: April 18, 1988Date of Patent: February 1, 1994Assignee: Hayakawa Rubber Company LimitedInventors: Tetsuya Kimura, Syuno Suto, Fujii Toshihiro, Toshihiro Fujii, Kimio Mori, Tsuguo Yamaoka
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Patent number: 5246979Abstract: 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: GrantFiled: May 31, 1991Date of Patent: September 21, 1993Assignee: Dow Corning CorporationInventors: Michael A. Lutz, Kristen A. Scheibert
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Patent number: 5215860Abstract: 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: GrantFiled: August 19, 1988Date of Patent: June 1, 1993Assignee: Minnesota Mining and Manufacturing CompanyInventors: Fred B. McCormick, Katherine A. Brown-Wensley, Robert J. DeVoe
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Patent number: 5212211Abstract: 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: GrantFiled: November 19, 1990Date of Patent: May 18, 1993Assignee: Loctite CorporationInventors: Edward K. Welch, II, Robert P. Cross, David I. Crossan, Hsien-Kun Chu