Heterocyclic Reactant Contains At Least Two Heterocyclic Rings Having Oxygen, Selenium Or Tellurium As Ring Members Patents (Class 528/406)
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Patent number: 6770737Abstract: Polymers having an oxetanyl group on the side chain and being represented by the following formula (2) are provided. They are usable for reactions such as ring-opening reaction and addition reaction. The process comprises subjecting to anionic ring-opening polymerization a 3-[(oxiranylmethoxy)methyl]oxetane monomer represented by the following formula (1) alone or together with other monomer containing an epoxy group: wherein A represents a hydrogen atom or an alkyl group of 1-6 carbon atoms, wherein A is the same as above, and R represents a hydrogen atom, a chloromethyl group, straight chain alkyl group or branched chain alkylene group of 1-12 carbon atoms, phenyl group, straight or branched chain alkyloxymethyl group of 1-12 carbon atoms or phenoxymethyl group, and n and m each represent a molar fraction, n being 100-1 mol %, m being 0-99 mol % with n+m=100.Type: GrantFiled: March 22, 2002Date of Patent: August 3, 2004Assignee: Toagosei Co., Ltd.Inventors: Toyoji Kakuchi, Hiroshi Sasaki, Akira Kuriyama
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Patent number: 6663972Abstract: A crosslinking agent having reactive benzoxazine groups is provided. The crosslinking agent is an ungelled reaction product of aminoplast resin, a polyhydric aromatic compound, and at least one compound having active hydrogen groups reactive with aminoplast resin which is selected from at least one of: (i) compounds having the structure (I): where X is aromatic; R1, R2, and R3 each independently represents H, (cyclo)alkyl having from 1 to 12 carbon atoms, aryl, alkaryl, aralkyl, or an active hydrogen-containing group; (ii) compounds having structure (II) or (III): where R′ and R″ each independently represents an aromatic group or an alkyl group having 1 to 12 carbon atoms; and (iii) compounds different from (i) and (ii) and having a melting point of at least 80° C. Curable powder coating composition and multilayer composite coating compositions are also provided, as well as coated substrates.Type: GrantFiled: July 31, 2001Date of Patent: December 16, 2003Assignee: PPG Industries Ohio, Inc.Inventors: Ronald R. Ambrose, Anthony M. Chasser, Shengkui Hu, Jackie L. Smith
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Patent number: 6653486Abstract: Photopolymerizable compositions are provided which are the reaction products of a vinyl ether, a photoinitiator system comprising an iodonium salt, a visible light sensitizer, and an electron donor compound. These monomeric/oligomeric compositions may also include epoxides, polyols, spiroorthocarbonates. One embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, a spiroorthocarbonate, and a photoinitiator system. Another embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, an epoxide, a polyol, and a photoinitiator system. Still another embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, an epoxide, a polyol, a spiroorthocarbonate, and a photoinitiator system. Still further, another embodiment of the present invention is certain novel spiroorthocarbonate compounds. Each of these novel spiroorthocarbonate compounds include at least one epoxy group as a substituent.Type: GrantFiled: September 4, 2002Date of Patent: November 25, 2003Assignee: Curators of the University of MissouriInventors: Cecil C. Chappelow, Charles S. Pinzino, J. David Eick
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Patent number: 6653440Abstract: In the production method of the present invention, a copolyester of intended sublimable diol proportion is produced by the reaction of a dicarboxylic acid and/or an ester-forming derivative thereof with a sublimable diol and a non-sublimable diol with an increased conversion of the sublimable diol. Since the escape of the sublimable diol is effectively prevented, the process solves the problem of clogging pressure-reduced pipes, etc. of an apparatus for polyester resin production.Type: GrantFiled: November 6, 2002Date of Patent: November 25, 2003Assignee: Mitsubishi Gas Chemical CompanyInventors: Takeshi Hirokane, Tsuyoshi Ikeda, Shojiro Kuwahara
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Patent number: 6649733Abstract: Latexes are thickened by compounds of the formula: R1—(O—A)a—B1—R2—(B2—R3)d—(B3—(A′—O)b-f—(A′—B4)f—R4—(B5—R5)e)n—B6—(A″O)c—R6 wherein: R1 and R6 are monovalent hydrophobic groups independently selected from the group consisting of an aliphatic group, a substituted aliphatic group, an aromatic group, and a substituted aromatic group; R2 and R4 are independently selected from the group consisting of aliphatic, substituted aliphatic, aromatic, or substituted aromatic radicals, each radical being divalent or trivalent; R3 and R5 are independently selected from hydrogen, lower alkyl and lower aralkyl; B1, B2, B3, B4, B5, and B6 are linking groups independently selected from the group consisting of an oxygen atom (to form the ether linkage —O—), a carboxylate group (to form an ester linkage R2—C(O)—O— and/or R4—C(O)—O—), an amino group (to formType: GrantFiled: May 9, 1994Date of Patent: November 18, 2003Assignee: Cognis CorporationInventors: Michael S. Wiggins, Reuben H. Grinstein
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Patent number: 6646089Abstract: Hyperbranched polymers having a plurality of at least two different types of functional groups are described. Specific embodiments include hyperbranched polymers having functional groups of a first type that are substantially uniformly distributed throughout the hyperbranched polymer molecule and a second type of functional group that is substantially uniformly distributed at the terminals of the hyperbranched polymer molecule. The hyperbranched polymers having different types of functional groups are synthesized by reacting one or more monomers having functional groups that are capable of reacting during a set of polymerization conditions to form a hyperbranched polymer, wherein at least one of the monomers contains latent functional groups that are not reactive during polymerization.Type: GrantFiled: October 3, 2001Date of Patent: November 11, 2003Assignee: Michigan Molecular InstituteInventors: Petar R. Dvornic, Jin Hu, Dale J. Meier, Robert M. Nowak
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Patent number: 6590059Abstract: Bioerodible polyorthoesters useful as orthopedic implants or vehicles for the sustained delivery of pharmaceutical, cosmetic and agricultural agents contain hydrogen bonding groups and &agr;-hydroxy acid-containing groups.Type: GrantFiled: May 11, 2001Date of Patent: July 8, 2003Assignee: AP Pharma, Inc.Inventors: Steven Y. Ng, Jorge Heller
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Patent number: 6589621Abstract: Compositions comprising a blend of an inorganic base, an organic base, a monofunctional organic nucleophile or a multifunctional organic nucleophile and a thermoplastic hydroxy-functionalized polyetheramine can be formed into films and laminate structures by using conventional extrusion techniques. Containers and other molded parts can be fabricated from the films or laminate structures by using conventional fabricating techniques for thermoplastic polymers such as compression molding, injection molding, extrusion, thermoforming, blow molding and solvent casting.Type: GrantFiled: July 1, 1998Date of Patent: July 8, 2003Assignee: Dow Global Technologies Inc.Inventors: John M. Beckerdite, Terry W. Glass, Joe F. Sanford, David S. Wang, Jerry E. White, Peter T. Keillor, III, Thomas E. Moseman
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Patent number: 6555592Abstract: A photothermosetting composition is described which contains a base resin (A), a photopolymerizable photomonomer or photooligomer (B), a photoinitiator (C), an epoxide compound containing at least two epoxy groups (D), and an organic solvent. The base resin (A) an epoxide compound (a) containing at least two epoxy groups, an unsaturated monobasic acid (b), a saturated or unsaturated dibasic acid (c), and a saturated or unsaturated acid anhydride (d) according to the ratio of (a)/(b)/(c) of 1:0.90˜0.95:0.025˜0.050 and the acid value of the base resin is in the range of 40˜49 mg KOH/g. This photothermosetting component was coating on the substrate, and then dried by baking, exposed by light, developed, irradiated by ultraviolet light or heated, and cured to form a solder mask.Type: GrantFiled: February 27, 2001Date of Patent: April 29, 2003Assignee: Advance Materials CorporationInventors: Chao-Hui Tseng, Fu-Lung Chen
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Patent number: 6548566Abstract: A method of forming a film laminate uses an adhesive containing at least three components A, B and C. The method includes providing a radiation curable adhesive that contains a) a compound bearing at least one epoxy group, b) a compound with at least three OH groups and a molecular weight below 400 and c) a photoinitiator which initiates a polymerization of components a) and b) after exposure to light with a wavelength of 100 to 600 nm.Type: GrantFiled: August 15, 2000Date of Patent: April 15, 2003Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Achim Huebener, Guenter Henke, Michael Drobnik
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Patent number: 6524606Abstract: Bioerodible polyorthoesters useful as orthopedic implants or vehicles for the sustained delivery of pharmaceutical, cosmetic and agricultural agents contain amine functionalities and &agr;-hydroxy acid-containing groups.Type: GrantFiled: November 16, 2001Date of Patent: February 25, 2003Assignee: AP Pharma, Inc.Inventors: Steven Y. Ng, Jorge Heller
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Patent number: 6525170Abstract: A polymerization process for producing highly branched polyesters is disclosed comprising reacting functional groups A and B of multi-functional branching monomer reactants of the formula A—L—Bn, where one of A and B represents an epoxide group, the other of A and B represents an acid chloride group, L represents a linking group between A and B, and n is at least 2. In accordance with a specific embodiment of the invention, branched polyesters are obtained which have a number average molecular weight of at least 1000 and a ratio of weight average molecular weight to number average molecular weight of less than 2. The invention provides a process for producing highly branched polyesters in one reaction step. The invention has the capability of making highly branched structures of high molecular weight and low polydispersity and has the advantages of not requiring multi-step reactions and purification.Type: GrantFiled: July 31, 2001Date of Patent: February 25, 2003Assignee: Eastman Kodak CompanyInventor: Jin-Shan Wang
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Patent number: 6495653Abstract: It is an object of the present invention to provide a curable composition retaining curability even at a low temperature of −20 to 5° C. and having a low viscosity at such low temperature, the cured product of which is an artifact having excellent water resistance, chemical resistance, mechanical strength and other physical properties. The present invention is directed to a curable composition which comprises a hetero ring-containing compound (A) of the following general formula (1), a compound (B) having 2 or more electrophilic groups reactive with thiol or —S— groups per molecule, and a compound (C) having 2 or more nucleophilic groups per molecule: wherein n represents an integer of 1 to 10; X1, Y1 and Z1 each represents an oxygen or sulfur atom; R1 represents the residue of a cyclic ether group-containing compound (D) or a hydrogen atom; R2 represents a hydrocarbon group of 2 to 10 carbon atoms.Type: GrantFiled: December 8, 2000Date of Patent: December 17, 2002Assignee: Sanyo Chemical Industries, Ltd.Inventor: Toshihiko Kinsho
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Patent number: 6492449Abstract: The present invention concerns polymers obtained by anionic initiation and bearing functions that can be activated by cationic initiations that are not reactive in the presence of anionic polymerization initiators. The presence of such cationic initiation functions allow an efficient cross-linking of the polymer after moulding, particularly in the form of a thin film. It is thus possible to obtain polymers with well-defined properties in terms of molecular weight and cross-linking density. The polymers of the present invention are capable of dissolving ionic compounds inducing a conductivity for the preparation of solid electrolytes.Type: GrantFiled: May 7, 2002Date of Patent: December 10, 2002Assignee: Hydro-QuebecInventors: Christophe Michot, Alain Vallée, Paul-Étienne Harvey, Michel Gauthier, Michel Armand
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Patent number: 6447859Abstract: The polyester resin of the present invention is produced by polymerizing a monomer mixture comprising a glycol component containing 5 to 60 mol % of a spiroglycol represented by Formula I: and 30 to 95 mol % of ethylene glycol, and a dicarboxylic acid component containing 80 to 100 mol % of terephthalic acid and/or an ester thereof. The polyester resin has (1): an intrinsic viscosity of 0.4 to 1.5 dL/g, (2) a melt viscosity of 700 to 5,000 Pa·s, (3) a molecular weight distribution of 2.5 to 12.0; and (4) a glass transition temperature of 90° C. or higher and a cooling crystallization exotherm peak of 5 J/g or lower. The polyester resin of the present invention is excellent in heat resistance, transparency, mechanical properties, moldability and fabrication qualities and useful for producing shaped articles such as films, sheets, hollow containers and foamed products.Type: GrantFiled: June 13, 2001Date of Patent: September 10, 2002Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Dai Oguro, Koji Yamamoto, Takeo Hayashi, Takeshi Hirokane, Masahiro Kurokawa
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Publication number: 20020071955Abstract: The present invention provides a crosslinking agent which may have reactive benzoxazine groups prepared from (a) at least one aromatic compound, (b) at least one aminotriazine compound, and (c) at least one other compound having active hydrogen groups reactive with aminoplast compound (b). The crosslinking agent is essentially free of hydroxyl functionality and has a glass transition temperature of at least 25° C. The present invention is further directed to a method for preparing the above-described crosslinking agent, and a curable powder coating composition comprising a mixture of (A) a polymer having functional groups reactive with aminotriazine and/or benzoxazine groups having a glass transition temperature of at least 30° C.; and (B) the above crosslinking agent. Multilayer composite coating compositions are also provided including a basecoat deposited from a film-forming composition and a topcoat over the basecoat, deposited from the curable powder coating composition described above.Type: ApplicationFiled: July 31, 2001Publication date: June 13, 2002Inventors: Ronald R. Ambrose, Anthony M. Chasser, Shengkui Hu, Jackie L. Smith
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Publication number: 20010041784Abstract: An ether compound having a specific episulfide structure and a cured resin prepared by using this ether compound.Type: ApplicationFiled: June 11, 2001Publication date: November 15, 2001Applicant: MITSUBISHI GAS CHEMICAL CO., INC.Inventors: Akikazu Amagai, Motoharu Takeuchi, Atsuki Niimi
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Patent number: 6316109Abstract: A crosslinking agent having reactive benzoxazine groups is provided. The crosslinking agent is the ungelled reaction product of a polyhydric aromatic compound and an aminotriazine compound having one or less non-alkylated NH bond per triazine ring. The crosslinking agent is essentially free of hydroxyl functionality and has a glass transition temperature of at least 10° C. Additionally provided is a method for preparing the crosslinking agent. Also provided is a curable powder coating composition including a solid particulate, film-forming mixture of a polymer having functional groups reactive with benzoxazine groups and the crosslinking agent. Further provided is a multilayer composite coating composition having a base coat layer deposited from a film-forming base coating composition and a topcoat layer deposited from the curable powder coating composition. Coated substrates are also provided.Type: GrantFiled: September 21, 2000Date of Patent: November 13, 2001Assignee: PPG Industries Ohio, Inc.Inventors: Ronald R. Ambrose, Anthony M. Chasser, Shengkui Hu, John R. Schneider, Jackie L. Smith
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Publication number: 20010027227Abstract: Polymeric compounds useful as low foaming surfactants and defoaming and stabilizing agents for aqueous-and nonaqueous-based compositions, and to processes for the preparation of the polymeric compounds, wherein the polymeric compounds are the reaction products of reactants comprisingType: ApplicationFiled: February 15, 2001Publication date: October 4, 2001Inventors: Kenneth Breindel, Ronald W. Broadbent, Michael S. Wiggins, Marcie Natale
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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: 6184339Abstract: Disclosed are fluorinated materials for use in dental uses and non-dental uses, e.g., adhesives or coatings. Multifunctional monomers and prepolymers with pendant (meth)acrylate groups were prepared from epoxide ring-opening reactions. Resins based on the fluorinated monomers and prepolymers with diluent comonomers, were photocured as composites with particulate fillers. Fluorine contents of the prepolymers ranged from 15 to 65%. Composites with high transverse strength (up to 120 MPa), low water sorption (as low as 0.11 mass %) and extremely low polymerization shrinkage (as low as 3.4% by volume) were obtained. The fluorinated resins may be employed to produce hydrophobic dental composite materials with high strength and low polymerization shrinkage.Type: GrantFiled: November 12, 1997Date of Patent: February 6, 2001Assignee: The United States of America as represented by the Secretary of the CommerceInventors: Jeffrey W. Stansbury, Joseph M. Antonucci, Kyung M. Choi
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Patent number: 6117923Abstract: A resinous composition which comprises a compound having, in one molecule, one or more structures of the formula (1) ##STR1## wherein R.sup.1 is a hydrocarbon having 1 to 10 carbon atoms; R.sup.2, R.sup.3 and R.sup.4 are each hydrogen or a hydrocarbon group having 1 to 10 carbon atoms; and X is S or O, and a ratio of S to the total of S and O constituting the three-membered ring is 50% or more on the average; and another compound having one or more SH groups in one molecule. The resinous composition can be used for an optical material having improved oxidation resistance.Type: GrantFiled: April 20, 1998Date of Patent: September 12, 2000Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Akikazu Amagai, Masanori Shimuta, Motoharu Takeuchi, Katsuyuki Mizuno
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Patent number: 6107362Abstract: A mixture of acrylic or methacrylic compounds, containing from 40 to 95% by weight, based on the total amount of the acrylic or methacrylic compounds, of epoxide (meth)acrylates, is obtainable by a process comprising the process stepsa) esterification of hydroxy compounds with acrylic acid or methacrylic acid,b) if required, subsequent addition of further acrylic acid or methacrylic acid andc) subsequent reaction of the excess acrylic or methacrylic acid with epoxides in the presence of the esterification product of a).Type: GrantFiled: November 2, 1998Date of Patent: August 22, 2000Assignee: BASF AktiengesellschaftInventors: Rainer Koniger, Wolfgang Paulus, Wolfgang Reich, Erich Beck, Lothar Wolf
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Patent number: 6080835Abstract: A functionialized polymer according to the invention includes a polymer molecule having the general formula AYLi where A is a cyclic amine-containing radical having the general formula ##STR1## wherein R.sub.1 is a divalent alkylene, an oxy- or amino-alkylene, or substituted alkylene having from 6 to about 20 carbon atoms; R.sub.2 is a linear-, branched-, or cyclo-alkylene having from about 2 to about 20 carbon atoms; and Y is a divalent polymer radical and Li is a lithium atom bonded to a carbon atom of Y.Type: GrantFiled: September 24, 1997Date of Patent: June 27, 2000Assignee: Bridgestone CorporationInventors: David F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr., John R. Schreffler
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Patent number: 6025406Abstract: Photocurable, addition polymerizable compositions contain an epoxy resin and a photoinitiator system containing (a) an epoxy resin and (b) a photoinitiator system comprising: (i) an iodonium salt; (ii) a visible light sensitizer; and (iii) an electron donor compound, wherein the photoinitiator system has a photoinduced potential of at least about 0 mV relative to a standard solution of 2.9.times.10.sup.-5 moles/g diphenyl iodonium hexafluoroantimonate and 1.5.times.10.sup.-5 moles/g camphorquinone in 2-butanone. The compositions cure on exposure to light in the visible spectrum and are useful in a variety of applications, including dental adhesives and composites.Type: GrantFiled: April 11, 1997Date of Patent: February 15, 2000Assignee: 3M Innovative Properties CompanyInventors: Joel D. Oxman, Dwight W. Jacobs
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Patent number: 6001958Abstract: The invention relates to a crosslinkable polymer for use in optics and non-linear optics, which comprises at least one chromophore, characterized in that it has, on at least two of its ends, at least one reactive end group of a different chemical type from the group predominantly used in polymerization and the preparation of a polymer skeleton. Said reactive end group comprises at least one CC, CN, CS, SS or NS double bond and/or triple bond, and/or an epoxy group and/or a thiol group or a derivative of said groups, and the polymerization groups are selected from at least one of the following groups: urethane, ester, amide, imide, ether, carbon-carbon, sulfide, silane and siloxane, urethane and ester groups being particularly preferred. Application in optical and opto-electronic materials and devices.Type: GrantFiled: October 28, 1996Date of Patent: December 14, 1999Assignee: Flamel TechnologiesInventors: Gilles Hugues Tapolsky, You Ping Chan, Remi Meyrueix, Jean-Pierre Lecomte, Michael Dickens
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Patent number: 5990189Abstract: A photopolymerizable material is provided that is suitable for use in the production of coatings or resists on printed circuit boards, for example The material is an ethylenically unsaturated polymerizable reaction product of a polyepoxide and a mixture of (i) a major proportion of an ethylenically unsaturated carboxylic acid and (ii) a minor. proportion of a saturated aliphatic or aromatic carboxylic acid, the reaction product being further modified by reaction with a dicarboxylic acid or anhydride thereof.Type: GrantFiled: January 14, 1998Date of Patent: November 23, 1999Assignee: Coates Brothers PLCInventors: Stephen Anthony Hall, Nicholas Eric Ivory
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Patent number: 5968543Abstract: Polymers useful as orthopedic implants or vehicles for the sustained delivery of pharmaceutical, cosmetic and agricultural agents are prepared in such a manner that the rate and degree to which they are hydrolyzed can be controlled without addition of exogenous acid. This control results from the incorporation of esters of short-chain .alpha.-hydroxy acids such as esters of glycolic acid, lactic acid or glycolic-co-lactic acid copolymer into the polymer chain and variation of the amount of these esters relative to the polymer as a whole.Type: GrantFiled: December 5, 1997Date of Patent: October 19, 1999Assignee: Advanced Polymer Systems, Inc.Inventors: Jorge Heller, Steven Y. Ng
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Patent number: 5962547Abstract: Radiation- or thermally-initiated cationically-curable styrene oxides of the structure ##STR1## are suitable for use in cationically curable adhesive and coating compositions.Type: GrantFiled: May 14, 1998Date of Patent: October 5, 1999Inventors: Nikola A. Nikolic, Rose Ann Schultz
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Patent number: 5908912Abstract: An electrodepositable coating composition is provided comprising (a) an active hydrogen-containing, cationic salt group-containing resin electrodepositable on a cathode; (b) a curing agent for transurethanation, transamidation or transesterification curing like at least a partially capped polyisocyanate curing agent; and (c) a catalytic mixture of bismuth and an amino acid or amino acid precursor. Optionally, an auxiliary acid may be present to increase the effectiveness of the amino acid in the mixture with bismuth.Type: GrantFiled: June 3, 1997Date of Patent: June 1, 1999Assignee: PPG Industries Ohio, Inc.Inventors: Raphael O. Kollah, Matthew S. Scott, Gregory J. McCollum, Joseph A. Bethoski
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Patent number: 5891960Abstract: Coating compositions comprised of a film forming polymer which is the reaction product of (a) a compound containing pendant and/or terminal hydroxyl or epoxy functional groups and (b) citric acid or citric acid anhydride. The coating compositions have enhanced adhesion to galvanized and galvanealed steel substrates without the use of a chrome containing wash primer.Type: GrantFiled: September 12, 1997Date of Patent: April 6, 1999Assignee: PPG Industries, Inc.Inventors: James A. Claar, Karl F. Schimmel, Shanti Swarup, Bruce A. Connelly
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Patent number: 5859211Abstract: A conjugated polymer comprising repeating units of the formula (I), ##STR1## where the symbols and indices have the following meanings: .PSI. is an element of the 4th main group of the Periodic Table with the exception of carbon;D, E, F, G are identical or different and are --CR.sup.1 R.sup.2 --, --O--, --S--, --NR.sup.3 -- or a chemical bond;U is --CR.sup.4 .dbd.CR.sup.5 -- or a chemical bond;V is as defined for U or is --CR.sup.1 R.sup.2 --, --O--, --S--, --NR.sup.3 --, --SiR.sup.1 R.sup.2 --, --SO.sub.2 --, --O--, --CO--;A are identical or different and are H, a C.sub.1 --C.sub.20 -hydrocarbon radical which can also contain heteroatoms;T is --O--, --S--, --NR.sup.3 --, --CR.sup.1 R.sup.2 --, --CH.dbd.N--, --CA.dbd.CA--, --CH.dbd.CA--, --CH.dbd.CF-- or --CF.dbd.CF--;K, Q are identical or different hydrocarbon radicals which can contain heteroatoms and have conjugated electron systems;M, L are H or a straight-chain or branched alkyl group having from 1 to 22 carbon atoms, Br, Cl, F, CN, NO.sub.2 or CF.sub.Type: GrantFiled: April 17, 1997Date of Patent: January 12, 1999Assignee: Hoechst AktiengesellschaftInventors: Willi Kreuder, Donald Lupo, Josef Salbeck, Hermann Schenk, Thomas Stehlin
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Patent number: 5858553Abstract: An improved oxazolidine-based hardener to be used with a resorcinol resin or a tannin resin as the adhesive for the bonding of wood articles. Preferably, an oxazolidine is combined with a base such as NaOH and a powdered absorbent such as wheat flour. The adhesive based on the improved hardener can be used to glue wood particles to pass wet strength requirements after the glue is cured at room temperature for under 24 hours. The improved hardener composition is storage stable; it can be prepared anytime before its use, thus eliminating the need to prepare a hardener immediately prior to the glue use. Since it is formaldehyde-free; it eliminates the safety issues associated with handling formaldehyde or paraformaldehyde. Also, the hardener provides flexible gel time or working time. Since the resins can be cured at room temperature, heating in an oven is not needed but could be used to reduce curing time. If radio frequencies are used to cure the resins, the exposure time can be reduced.Type: GrantFiled: April 2, 1997Date of Patent: January 12, 1999Assignee: ANGUS Chemical CompanyInventor: Gaoming Wu
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Patent number: 5763636Abstract: Polymers containing spiro atoms which can be used as electroluminescence materials, suitable for use in ligerting or display devices, and which improve the property profile of these devices. Specifically, a conjugated polymer comprising structural units of the formula (I), ##STR1## where the symbols and indices have the following meanings: D, E, F.sup.1, G are identical or different, and are --CR.sup.1 R.sup.1 --, --O--, --S--, --NR.sup.3 -- or a chemical bond;Ar.sup.1, Ar.sup.2 are carbocycles or heterocycles;U.sup.1, V.sup.1 are identical or different, and are --CR.sup.5.dbd.CR.sup.6 --, --CR.sup.7 R.sup.8 --, --CR.sup.9 R.sup.10 --CR.sup.11 R.sup.12 --, --NR.sup.13 --, --SiR.sup.14 R.sup.15 --, --O--, --S--, --SO--, --SO.sub.2 --, --CO-- or a chemical bond;Ar.sup.5, Ar.sup.6, X, Y.sup.1 are identical or different, and are cyclic or acyclic, conjugated hydrocarbons and X and/or y.sup.1 can also be H or R.sup.Type: GrantFiled: March 4, 1997Date of Patent: June 9, 1998Assignee: Hoechst AktiengesellschaftInventors: Willi Kreuder, Hubert Spreitzer
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Patent number: 5723562Abstract: Novel functionalized peroxides which may be used as crosslinking, grafting and curing agents, initiators for polymerization reactions and as monomers for condensation polymerizations to form peroxy-containing polymers, which in turn can be used to prepare block and graft copolymers, have the following Formula I: ##STR1## R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, X, Y.sup.1, Y.sup.2, Y.sup.3, Z.sup.1, Z.sup.2, x, y and z are as defined in the Summary of the Invention. The compounds of Formula I may be prepared by reacting hydroxy-containing tertiary hydroperoxides with diacid halides, phosgene, dichloroformates, diisocyanates, anhydrides and lactones to form the functionalized peroxides. These reaction products may be further reacted, if desired, with dialcohols, diamines, aminoalcohols, epoxides, epoxy alcohols, epoxy amines, diacid halides, dichloroformates and diisocyanates to form additional functionalized peroxides.Type: GrantFiled: December 5, 1996Date of Patent: March 3, 1998Assignee: Elf Atochem North America, Inc.Inventor: Daryl L. Stein
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Patent number: 5710242Abstract: A multi-functional epoxy resin with good high temperature properties allowing prolonged service at temperatures above 120.degree. C. is derived from a precursor of formula (I): ##STR1## in which R.sup.3 to R.sup.8 inclusive are independently selected from hydrogen, C.sub.1 to C.sub.3 alkyl or halo-alkyl and R.sup.9 is hydrogen, alkyl or halogen, and in which n has the value 0, 1 or 2. The precursor (I) may be self-coupled or cross-coupled with precursors of other epoxy compounds of the TGDDM type. Such cross-coupling gives rise to a complex mixture containing not only the mixed product, but also the self-coupled products of each constituent. Regardless of the precise chemical make-up of the mixture, the observed glass transition temperature is higher than for TGDDM resins formed without precursor (I). If the substituent at the R.sup.9 position is alkyl or halogen, oligomer formation is suppressed and a less complex mixture results.Type: GrantFiled: October 25, 1996Date of Patent: January 20, 1998Assignee: The Secretary of State for Defence in her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland of Defence Evaluation Research AgencyInventors: Peter Johncock, David Alan Jones
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Patent number: 5710210Abstract: Novel functionalized peroxides which may be used as crosslinking, grafting and curing agents, initiators for polymerization reactions and as monomers for condensation polymerizations to form peroxy-containing polymers, which in turn can be used to prepare block and graft copolymers, have the following Formula I: ##STR1## R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, X, Y.sup.1, Y.sup.2, Y.sup.3, Z.sup.1, Z.sup.2, x, y and z are as defined in the Summary of the Invention. The compounds of Formula I may be prepared by reacting hydroxy-containing tertiary hydroperoxides with diacid halides, phosgene, dichloroformates, diisocyanates, anhydrides and lactones to form the functionalized peroxides. These reaction products may be further reacted, if desired, with dialcohols, diamines, aminoalcohols, epoxides, epoxy alcohols, epoxy amines, diacid halides, dichloroformates and diisocyanates to form additional functionalized peroxides.Type: GrantFiled: June 6, 1995Date of Patent: January 20, 1998Assignee: Elf Atochem North America, Inc.Inventor: Daryl L. Stein
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Patent number: 5686551Abstract: Thermoplastic hydroxy ether polymers containing inertly substituted or unsubstituted stilbene and ether linkages in the backbone chain and pendant hydroxyl moieties are prepared by reacting (a) an inertly substituted or unsubstituted dihydroxy-stilbene with (b) a diglycidyl ether and, optionally, (c) a difunctional monomer under conditions sufficient to cause the hydroxyl moieties to react with the epoxy moieties to form ether linkages and pendant hydroxyl moieties. The polymers exhibit excellent oxygen barrier properties and are useful in packaging oxygen-sensitive materials.Type: GrantFiled: January 7, 1994Date of Patent: November 11, 1997Assignee: The Dow Chemical CompanyInventors: Jerry E. White, H. Craig Silvis, Michael N. Mang, Shari L. Kram, Robert E. Hefner, Jr.
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Patent number: 5670603Abstract: This invention relates to polymers having non-linear optical properties which polymers include fluorene moieties having at least one electron accepting group and at least one electon donating group substituted to different phenyl rings of the fluorene moiety.Type: GrantFiled: March 8, 1993Date of Patent: September 23, 1997Assignee: AlliedSignal Inc.Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
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Patent number: 5639843Abstract: The present invention relates to novel reaction products of azlactones and organometallic nucleophiles and the method of making these reaction products. The invention also relates to methods of using such reaction products to prevent or eliminate microbial and fungal growth on substrates. Reaction products can be provided that show improved antifouling and antimicrobial action.Type: GrantFiled: January 12, 1994Date of Patent: June 17, 1997Assignee: Minnesota Mining and Manufacturing CompanyInventors: Stefan A. Babirad, W. Stuart Bigham
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Patent number: 5621131Abstract: Conjugated polymers comprising recurring units of the formula (I), ##STR1## A, B, C, D are identical or different and are each from one to fifteen identical or different arylene and/or heteroarylene and/or vinylene groups which, like the spirobifluorene skeleton itself, may be unsubstituted or substituted;S are identical or different substituents;m, n are 0 or 1.The polymers of the invention having the formula (I) are suitable as electroluminescence materials and have, in particular, a high color purity of the emission.Type: GrantFiled: October 12, 1995Date of Patent: April 15, 1997Assignee: Hoechst AktiengesellschaftInventors: Willi Kreuder, Donald Lupo, Josef Salbeck, Hermann Schenk, Thomas Stehlin
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Patent number: 5612439Abstract: Novel functionalized peroxides which may be used as crosslinking, grafting and curing agents, initiators for polymerization reactions and as monomers for condensation polymerizations to form peroxy-containing polymers, which in turn can be used to prepare block and graft copolymers, have the following Formula I: ##STR1## R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, X, Y.sup.1, Y.sup.2, Y.sup.3, Z.sup.1, Z.sup.2, x, y and z are as defined in the Summary of the Invention. The compounds of Formula I may be prepared by reacting hydroxy-containing tertiary hydroperoxides with diacid halides, phosgene, dichloroformates, diisocyanates, anhydrides and lactones to form the functionalized peroxides. These reaction products may be further reacted, if desired, with dialcohols, diamines, aminoalcohols, epoxides, epoxy alcohols, epoxy amines, diacid halides, dichloroformates and diisocyanates to form additional functionalized peroxides.Type: GrantFiled: June 6, 1995Date of Patent: March 18, 1997Assignee: Elf Atochem North America, Inc.Inventor: Daryl L. Stein
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Patent number: 5571907Abstract: A method for producing sucrose-based epoxy monomers having one to eight epoxy groups per molecule of sucrose, which comprises reacting a mixture comprising: a sucrose monomer having an allyl-containing group on at least one of the hydroxyl groups, and a reagent or catalyst selected from molybdenum, tungsten, vanadium, titanium and peracid, in the presence of hydrogen peroxide or a derivative thereof, in relative amounts sufficient to produce a sucrose-based epoxy monomer. Monomers thus produced are also provided. The sucrose-based epoxy monomers can be cured to produce a sucrose-based epoxy resin. Such resins are useful, for example, as adhesives, composites and coatings.Type: GrantFiled: February 14, 1995Date of Patent: November 5, 1996Assignee: Hawaiian Sugar Planters' AssociationInventors: Navzer D. Sachinvala, Morton H. Litt
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Patent number: 5521063Abstract: The present invention describes an assay system wherein target polynucleotide molecules are captured on a support by base-specific binding to support-bound polymers, which are themselves substantially uncharged, and the target polynucleotides can be detected on the basis of their backbone charge. The assay system may also include polycationic reporter molecules which are designed to bind to the fully charged analyte backbone, but not the uncharged (or substantially uncharged) polymer backbone. In one embodiment, the reporter molecules are composed of a polycationic moiety or tail designed to bind electrostatically to a fully charged polynucleotide, under conditions where the reporter does not bind to the less charged or uncharged binding polymer carried on the diagnostic reagent.Type: GrantFiled: February 9, 1993Date of Patent: May 28, 1996Assignee: Antivirals Inc.Inventors: James E. Summerton, Dwight D. Weller
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Patent number: 5506337Abstract: A method of generating a compound capable of interacting specifically with a selected macromolecular ligand is disclosed. The method involves contacting the ligand with a combinatorial library of oligomers composed of morpholino subunits with a variety of nucleobase and non-nucleobase side chains. Oligomer molecules that bind specifically to the receptor are isolated and their sequence of base moieties is determined. Also disclosed is a combinatorial library of oligomers useful in the method and novel morpholino-subunit polymer compositions.Type: GrantFiled: May 11, 1994Date of Patent: April 9, 1996Assignee: Antivirals Inc.Inventors: James E. Summerton, Dwight D. Weller
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Patent number: 5464924Abstract: Polyaminoethers prepared by reacting (1) a primary amine or bis(secondary) diamine with (2) a diglyeidyl ether and (3) an amine- or epoxy-functionalized poly(alkylene oxide) exhibit a combination of low glass transition temperature (Tg of 14.degree. C. to 73.degree. C.) and low oxygen transmission rate (OTR of 0.53 to 19.0 cc-mil/100-in.sup.2 -atm-day).Type: GrantFiled: January 7, 1994Date of Patent: November 7, 1995Assignee: The Dow Chemical CompanyInventors: H. Craig Silvis, Shari L. Kram
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Patent number: 5405938Abstract: The present invention describes a polymer composition effective to bind, in a sequence-specific manner to a target sequence of a duplex polynucleotide, at least two different-oriented Watson/Crick base-pairs at selected positions in the target sequence. The composition includes an uncharged backbone with 5- or 6-membered cyclic backbone structures and selected bases attached to the backbone structures effective to hydrogen bond specifically with different oriented base-pairs in the target sequence. Also disclosed are subunits useful for the construction of the polymer composition. The present invention further includes methods for (i) coupling a first free or polymer-terminal subunit, and (ii) isolating, from a liquid sample, a target duplex nucleic acid fragment having a selected sequence of base-pairs.Type: GrantFiled: November 23, 1992Date of Patent: April 11, 1995Assignee: Anti-Gene Development GroupInventors: James E. Summerton, Dwight D. Weller
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Patent number: 5364924Abstract: Diamino ureas having the formula ##STR1## wherein each ring is saturated and includes 3-5 carbon atoms and n alkyl substituents R of 1-4 carbon atoms each and n for each ring is 1-4, a method of using these materials as chain extending agents in the manufacture of poly(urethane/urea)s or polyureas, and polymers having at least one constituent unit derived from such diamino ureas are claimed.Type: GrantFiled: March 31, 1993Date of Patent: November 15, 1994Assignee: OSi Specialties Inc.Inventors: Richard M. Gerkin, Forest A. Richey, Jr.
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Patent number: 5338828Abstract: Novel cyclic imino ether compositions containing one or more mesogenic moieties, when polymerized, result in products having improved properties.Type: GrantFiled: September 10, 1993Date of Patent: August 16, 1994Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5300625Abstract: Polyethers which contain recurring units of the formula I ##STR1## in which A is a divalent aryl or heteroaryl radical,X is O, S or NR,Z is a divalent aryl or heteroaryl radical or an alkynyl, azo or (CF.sub.2) group, andR is arylare synthesized. The polyethers can be used as thermoplastics for the production of injection-molded articles, extrudates, polymer blends and coatings and for the production of films and membranes from solution.Type: GrantFiled: January 10, 1992Date of Patent: April 5, 1994Assignee: Hoechst AktiengesellschaftInventors: Brigitte Helmreich, Klaus Burger, Gerhard Maier, Reinhold Hecht, Oskar Nuyken