Ethylenic Reactant Contains An Acetylenic Group Patents (Class 525/275)
  • Patent number: 11241014
    Abstract: Disclosed are antimicrobial articles and surfaces, as well as methods of making such articles and surfaces.
    Type: Grant
    Filed: May 31, 2017
    Date of Patent: February 8, 2022
    Assignee: Georgia Tech Research Corporation
    Inventors: M. G. Finn, Jennifer Marie Beveridge, Allison Geoghan Aioub, Zhishuai Geng
  • Patent number: 9006345
    Abstract: In one aspect, the present invention is directed to dendrimers comprised of macromolecules and trifunctional branches. In another aspect, the invention relates to methods for generating dendrimeric compositions comprising macromolecules and trifunctional branches. In certain embodiments, the radial density of the dendrimeric composition is controlled by selective incorporation of branches.
    Type: Grant
    Filed: March 26, 2012
    Date of Patent: April 14, 2015
    Assignee: The Trustees of Columbia University in the City of New York
    Inventors: Jeffrey Lancaster, Jeffrey T. Koberstein, Nicholas J. Turro
  • Patent number: 8779071
    Abstract: One aspect of the invention relates to a linker-free, one-step method of grafting polymer films onto organic substrates, and the films obtained by such a method. In certain embodiments, the grafted polymer films are conductive. In certain embodiments, said grafting method utilizes the ability for Friedel-Crafts catalyst to form radical cations from organic substrates. In one embodiment, the method provides poly-3,4-ethylenedioxythiophene (PEDOT) thin films grafted to organic substrates. In other embodiments, the method is applicable to the polymerization of other monomers to yield conducting polymers, such as polyanilines, polypyrroles, polyfurans, polythiophenes and their derivatives. Remarkably, the polymer films grafted by the inventive methods show enormous increases in adhesion strength. Further, in certain embodiments, polymer patterns were easily obtained using the inventive methods and soft lithography techniques.
    Type: Grant
    Filed: January 31, 2008
    Date of Patent: July 15, 2014
    Assignee: Massachusetts Institute of Technology
    Inventors: Karen K. Gleason, Sung G. Im
  • Publication number: 20140187722
    Abstract: Described herein is a composition comprising at least one of: X—R—(Z)n wherein X is selected from: an aziridine amide, an aziridine urea, an isocyanate, an alcohol, an amine, an epoxy, or a sulfhydryl, R is a multifunctional organic group, and Z is selected from —N3 or —C?C—R?, wherein R? is a hydrogen or a monofunctional organic group and n is from one to about 10. Also, described are mixtures, curable polymeric compositions, and methods of making cured polymeric compositions.
    Type: Application
    Filed: March 5, 2014
    Publication date: July 3, 2014
    Applicant: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Anthony P. Manzara, Michael D. Crandall, Joshua R. Wurst
  • Patent number: 8697809
    Abstract: The invention provides a novel block polymer applicable to a light-emitting device. The block polymer has an electron-transporting block and a hole-transporting block, wherein the main chain backbone of the block polymer is polyacetylene.
    Type: Grant
    Filed: December 19, 2008
    Date of Patent: April 15, 2014
    Assignee: Canon Kabushiki Kaisha
    Inventors: Takeyuki Sone, Otto Albrecht, Koji Yano
  • Publication number: 20130213688
    Abstract: A compound of formula (I) as defined in claims.
    Type: Application
    Filed: July 20, 2011
    Publication date: August 22, 2013
    Applicant: BOREALIS AG
    Inventor: Daniel Nilsson
  • Publication number: 20130171461
    Abstract: In one aspect, the present invention is directed to methods for fabricating multilayer polymacromer compositions. In some embodiments, the multilayer polymacromer compositions described herein can comprise heterobifunctional macromolecules and heterotrifunctional molecules.
    Type: Application
    Filed: August 13, 2012
    Publication date: July 4, 2013
    Applicant: THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK
    Inventors: Benjamin I. Dach, Jeffrey T. Koberstein, Sandra Turro
  • Patent number: 8476375
    Abstract: The invention relates to a process for grafting hydrolysable silane groups to a polyolefin, comprising reacting the polyolefin with an unsaturated silane, containing an olefinic —C?C— bond or acetylenic —C?C— bond and having at least one hydrolysable group bonded to Si, or a hydrolysate thereof, in the presence of means capable of generating free radical sites in the polymer. The silane contains an aromatic ring or a further olefinic double bond or acetylenic unsaturation, the aromatic ring or the further olefinic double bond or acetylenic unsaturation being conjugated with the olefinic —C?C— or acetylenic —C?C— unsaturation of the silane. The unsaturated silane may also contains electron-withdrawing moiety with respect to the olefinic —C?C— or acetylenic —C?C— bond. The invention permits to provide a silane-modified polyolefin having a high grafting efficiency while limiting/preventing polymer degradation by chain scission.
    Type: Grant
    Filed: July 2, 2009
    Date of Patent: July 2, 2013
    Assignee: Dow Corning Corporation
    Inventors: Michael Backer, Valerie Smits, Damien Deheunynck
  • Patent number: 8455590
    Abstract: It is an object to provide a film having both high transparency and high heat resistance, and particularly a coating solution for forming a coating film from which an optical film can be produced. A triaroylbenzene-skeleton polymer in which a terminal of a polymer produced by polymerizing a compound of Formula [1] below is modified by a compound of Formula [2] below. A coating solution for forming a coating film, comprising the polymer. A film obtained from the coating solution for forming a coating film. In the formulae below, X1 is a divalent group of Formula [1a], Formula [1b], or Formula [1c] below (where Y1 and Y2 are independently a C1-2 alkylene group; n is an integer of 1 to 6; and m is an integer of 1 to 6), X2 is divalent benzene, thiophene, furan, or fluorine, and X3 is a hydrogen atom, a halogen atom, CF3, a C1-6 alkoxy group, or a C1-6 alkyl group.
    Type: Grant
    Filed: October 2, 2009
    Date of Patent: June 4, 2013
    Assignee: Nissan Chemical Industries, Ltd.
    Inventor: Takuro Oda
  • Patent number: 8309660
    Abstract: The present invention provides a perfluoroelastomer seal material in which adhesive strength, contamination, corrosion and color change of a contacted surface with a seal material are improved, and an amount of an uncrosslinked polymer component is at most 1% by weight, measured under specific conditions, and a process for preparing the same. The present invention relates to a perfluoroelastomer seal material, wherein a rate of weight decrease is at most 1% by weight when the seal material is immersed into perfluoro(tri-n-butyl) amine at 60° C. for 70 hours and is dried at 90° C. for 5 hours, 125° C. for 5 hours and 200° C. for 10 hours after taken out of the emersion. And, the present invention also relates to a process for preparing a perfluoroelastomer seal material comprising a step of treating with a solvent having at least 50% of a swelling rate based on said molded article, when said molded article is immersed at 60° C. for 70 hours.
    Type: Grant
    Filed: October 13, 2010
    Date of Patent: November 13, 2012
    Assignee: Daikin Industries, Ltd.
    Inventors: Hiroyuki Tanaka, Tsuyoshi Noguchi
  • Publication number: 20110319551
    Abstract: It is an object to provide a film having both high transparency and high heat resistance, and particularly a coating solution for forming a coating film from which an optical film can be produced. A triaroylbenzene-skeleton polymer in which a terminal of a polymer produced by polymerizing a compound of Formula [1] below is modified by a compound of Formula [2] below. A coating solution for forming a coating film, comprising the polymer. A film obtained from the coating solution for forming a coating film. In the formulae below, X1 is a divalent group of Formula [1a], Formula [1b], or Formula [1c] below (where Y1 and Y2 are independently a C1-2 alkylene group; n is an integer of 1 to 6; and m is an integer of 1 to 6), X2 is divalent benzene, thiophene, furan, or fluorine, and X3 is a hydrogen atom, a halogen atom, CF3, a C1-6 alkoxy group, or a C1-6 alkyl group.
    Type: Application
    Filed: October 2, 2009
    Publication date: December 29, 2011
    Applicant: NISSAN CHEMICAL INDUSTRIES, LTD.
    Inventor: Takuro Oda
  • Publication number: 20110315424
    Abstract: The invention relates to a method for modifying a polymer composition, to modified polymer compositions, to an article, preferably wire or cable, comprising said modified polymer composition, to a process for preparing an article, preferably a wire or cable, to the use of said modified polymer in one or more layers of a wire or cable, as well as to a compound for use as a radical generating compound for modifying a polymer composition.
    Type: Application
    Filed: December 1, 2009
    Publication date: December 29, 2011
    Applicant: BOREALIS AG
    Inventors: Daniel Nilsson, Jerker Martensson
  • Publication number: 20110278503
    Abstract: The invention relates to an amphiphilic polymer (A) comprising repeat units of the general formulae (I), (II) and (III): or salts thereof, wherein the repeat unit of general formula (I) is comprised in the amphiphilic polymer with a number of m units, the repeat unit of general formula (II) is comprised in the amphiphilic polymer with a number of o units and repeat unit of general formula (III) is comprised in the amphiphilic polymer with a number of p units, wherein each of m, o and p is an independently selected integer from about 3 to about 400 and wherein the sum of m+o+p is selected in the range from about 10 to about 10000, R1 in repeat units (I)-(III) is H or methyl, R2 in repeat unit (II) is an aliphatic moiety with a main chain of about 3 to about 30 carbon atoms and 0 to about 3 heteroatoms selected from the group N, O, S, Se and Si, and, R3 in repeat unit (III) is one of (i) an alicyclic moiety with a main chain of about 5 to about 80 carbon atoms and 0 to about 30 heteroatoms selected from the gro
    Type: Application
    Filed: October 12, 2009
    Publication date: November 17, 2011
    Applicant: Agency for Science,Technology and Research
    Inventors: Dominik Janczewski, Nikodem Tomczak, Ming-Yong Han, G. Julius Vancso
  • Publication number: 20110178198
    Abstract: The invention relates to a process for grafting hydrolysable silane groups to a polyolefin, comprising reacting the polyolefin with an unsaturated silane, containing an olefinic —C?C— bond or acetylenic —C?C— bond and having at least one hydrolysable group bonded to Si, or a hydrolysate thereof, in the presence of means capable of generating free radical sites in the polymer. The silane contains an aromatic ring or a further olefinic double bond or acetylenic unsaturation, the aromatic ring or the further olefinic double bond or acetylenic unsaturation being conjugated with the olefinic —C?C— or acetylenic —C?C— unsaturation of the silane. The unsaturated silane may also contains electron-withdrawing moiety with respect to the olefinic —C?C— or acetylenic —C?C— bond. The invention permits to provide a silane-modified polyolefin having a high grafting efficiency while limiting/preventing polymer degradation by chain scission.
    Type: Application
    Filed: July 2, 2009
    Publication date: July 21, 2011
    Inventors: Michael Backer, Valerie Smits, Damien Deheunynck
  • Publication number: 20110124819
    Abstract: Disclosed is a method of preparing a modified halogenated polymer surface, comprising the steps of (a) activating the surface by modification with a polymerisation initiator by (a1) reacting the halogenated polymer surface with sodium azide and subsequent (a2) 1,3 dipolar cycloaddition with an alkine-functionalized initiator; or (a3) reacting the halogenated polymer surface with mercapto-functionalized initiators; and (b) reacting the activated surface obtained in steps (a1)/(a2) or (a3) with polymerizable monomeric units A and/or B. The modified halogenated polymer substrates according to the invention exhibit outstanding properties.
    Type: Application
    Filed: April 22, 2009
    Publication date: May 26, 2011
    Applicant: BASF SE
    Inventors: Werner Hoelzl, Holger Braun, Olof Wallquist
  • Publication number: 20110112254
    Abstract: Described herein is a mixture comprising: a non-self-crosslinking polymer; and a modifying compound comprising at least two different functional groups. The first functional group of the modifying compound is capable of reacting with the non-self-crosslinking polymer and the second functional group is capable of crosslinking with a curing agent. Also, described are compositions, curable polymeric compositions, articles using such curable polymeric compositions, and methods of making cured polymeric compositions.
    Type: Application
    Filed: November 10, 2010
    Publication date: May 12, 2011
    Inventors: Anthony P. Manzara, Michael D. Crandall, Joshua R. Wurst
  • Publication number: 20100331441
    Abstract: The present invention relates to functionalizing a surface of an organic material. For example, surfaces of materials having C—H bonds, such as polymers having C—H bonds, can be functionalized. In certain embodiments, a heterobifunctional molecule having a photoactive anchor, a spacer, and a terminal functional group is applied to the surface of an organic material that contains one or more C—H bonds. The heterobifunctional molecule can be bound to any surface having C—H bonds as the photoactive anchor can react with C—H bonds upon irradiation. The terminal functional group has a “click” functionality which can be utilized to functionalize the surface of the organic material with any desired functionalizing moiety having the orthogonal click functionality.
    Type: Application
    Filed: June 8, 2010
    Publication date: December 30, 2010
    Applicant: Columbia University
    Inventors: Jeffrey LANCASTER, Nicholas J. Turro, Jeffrey T. Koberstein
  • Patent number: 7834096
    Abstract: The present invention provides a perfluoroelastomer seal material in which adhesive strength, contamination, corrosion and color change of a contacted surface with a seal material are improved, and an amount of an uncrosslinked polymer component is at most 1% by weight, measured under specific conditions, and a process for preparing the same. The present invention relates to a perfluoroelastomer seal material, wherein a rate of weight decrease is at most 1% by weight when the seal material is immersed into perfluoro(tri-n-butyl)amine at 60° C. for 70 hours and is dried at 90° C. for 5 hours, 125° C. for 5 hours and 200° C. for 10 hours after taken out of the emersion. And, the present invention also relates to a process for preparing a perfluoroelastomer seal material comprising a step of treating with a solvent having at least 50 % of a swelling rate based on said molded article, when said molded article is immersed at 60° C. for 70 hours.
    Type: Grant
    Filed: September 21, 2004
    Date of Patent: November 16, 2010
    Assignee: Daikin Industries, Ltd.
    Inventors: Hiroyuki Tanaka, Tsuyoshi Noguchi
  • Patent number: 7576159
    Abstract: Gas-permeable polymeric materials comprise poly(disubstituted acetylene) and a siloxanyl-based polymer. Medical devices, such as ophthalmic devices, are manufactured from such gas-permeable materials.
    Type: Grant
    Filed: April 28, 2006
    Date of Patent: August 18, 2009
    Assignee: Bausch & Lomb Incorporated
    Inventors: Joseph C. Salamone, Jay F. Kunzler
  • Publication number: 20090093593
    Abstract: This invention relates to a rubber composition capable of providing high gripping performances without tire performances such as facture properties, wear resistance and the like and a workability in factories when being used in a tire tread as well as a tire using the same, and more particularly to a rubber composition comprising a rubber component and a particular amount of a reaction product obtained by reacting an inorganic metal compound and a phenolic resin at a particular ratio, a rubber composition comprising a rubber component and a combination of an inorganic metal compound and a phenolic resin, and a pneumatic tire using these rubber compositions in a tread member.
    Type: Application
    Filed: December 14, 2005
    Publication date: April 9, 2009
    Applicant: Bridgestone Corporation
    Inventors: Seiichi Kato, Kumi Fujiki
  • Patent number: 7279527
    Abstract: Provided is a method of converting an anionic living end to a protected free radical “living” end in a well-controlled manner, which enables copolymerization by plural mechanisms. The method is particularly useful for copolymerization of anionically polymerizable monomers and free radical polymerizable monomers, and therefore useful for production of PB-g-PS, HIPS, ABS, and MBS etc. Also provided is a reversibly coupled polymer, which, when decoupled, generates “living” free radical for further copolymer chain reaction.
    Type: Grant
    Filed: April 22, 2005
    Date of Patent: October 9, 2007
    Assignee: Bridgestone Corporation
    Inventors: James Harwood, James Oziomek, David F. Lawson, James E. Hall
  • Patent number: 7141188
    Abstract: The present invention provides a composition comprising: (a) dielectric material; and (b) porogen comprising at least two fused aromatic rings wherein each of the fused aromatic rings has at least one alkyl substituent thereon and a bond exists between at least two of the alkyl substituents on adjacent aromatic rings. Preferably, the dielectric material is a composition comprising (a) thermosetting component comprising (1) optionally monomer of Formula I as set forth below and (2) at least one oligomer or polymer of Formula II as set forth below where Q, G, h, I, I, and w are as set forth below and (b) porogen.
    Type: Grant
    Filed: May 30, 2002
    Date of Patent: November 28, 2006
    Assignee: Honeywell International Inc.
    Inventors: Bo Li, Nancy Iwamoto, Boris Korolev, Paul G. Apen, Kreisler Lau, John G. Sikonia, Ananth Naman, Amauel Gebrebrhan, Nassrin Sleiman, Ruslan Zherebin
  • Patent number: 7118735
    Abstract: Disclosed herein is a composition, for example, a cosmetic care and/or makeup composition for a keratin material, comprising, in a cosmetically acceptable medium, i) at least one polyester resulting from esterification of at least one Guerbet capped polyester ii) at least one oil of a molar mass ranging from 650 to 10,000 g/mol, and iii) at least one colorant. The composition may possess cosmetic properties and can, for example, endow the makeup or care product with properties of gloss, smoothness of application and comfort. Further disclosed herein is the use of the at least one polyester and the at least one oil with a molar mass ranging from 650 to 10,000 g/mol in a physiologically acceptable composition as an agent for endowing the composition with properties of slip, gloss, comfort, definition, non-migration, enhanced color intensity and/or enhanced color retention after challenge.
    Type: Grant
    Filed: December 30, 2005
    Date of Patent: October 10, 2006
    Assignee: Zenitech LLC
    Inventor: Anthony J. O'Lenick, Jr.
  • Patent number: 6887944
    Abstract: A modified polypropylene which is a polypropylene having a value of racemic diad fraction [r] in a specific range and modified with a specific compound, e.g., (meth)acrylic acids, and their derivatives or styrene derivatives to have well-balanced properties of affinity for polypropylene-based materials, thermal stability, and high solubility in organic solvents; and a process for producing same. More particularly, the modified polypropylene which is a polypropylene having a value of racemic diad fraction [r] of 0.51 to 0.88, determined by 13C-NMR analysis, and chemically modified with a compound serving as a modifier, e.g., (meth)acrylic acids, and their derivatives or styrene derivatives; and the process for producing the modified polypropylene, wherein the polypropylene having a value of racemic diad fraction [r] in the above range is reacted with at least one type of the compound serving as the modifier in the presence of a radical initiator.
    Type: Grant
    Filed: June 30, 2003
    Date of Patent: May 3, 2005
    Assignee: Tonen Chemical Corporation
    Inventors: Hideaki Wakabayashi, Hiroyuki Ozaki, Kunihiko Imanishi, Takeshi Ishihara, Masatoshi Horii, Satoshi Ueki
  • Patent number: 6878778
    Abstract: An elastomer composition for crosslinking which comprises (A) a compound having at least two crosslinkable reactive groups represented by the formula (I): wherein R1 are the same or different and each is fluorine atom or a monovalent organic group, and (B) an elastomer having a curing site capable of reacting with the crosslinkable reactive group (I). The composition provides a crosslinked article which possesses improved mechanical strength and heat resistance and has excellent chemical resistance.
    Type: Grant
    Filed: October 31, 2000
    Date of Patent: April 12, 2005
    Assignee: Daikin Industries, Ltd.
    Inventors: Kazuyoshi Kawasaki, Tsuyoshi Itagaki, Katsuhiko Iseki, Takafumi Yamato, Tsuyoshi Noguchi, Mitsuru Kishine
  • Patent number: 6716927
    Abstract: Amines having an unsaturated bond can be introduced into the organic layer of organic-inorganic laminar perovskite compounds comprising a metal halide and an organic amine, and the organic layer can be polymerized by applying external energy such as by irradiating with UV light or radiation. In this way, the quantum well structure is stabilized. The organic-inorganic laminar perovskite polymer compound is produced by cross-linking unsaturated bonds of an organic-inorganic laminar perovskite compound represented by the general formula (RNH3)2MX4 (in the formula, R is a hydrocarbon group having an unsaturated bond, X is a halogen or mixture of same, M is Group IVa metal, Eu, Cd, Cu, Fe, Mn or Pd). R is represented by CH3(CH2)nC≡C—C≡CCH2 (n=2-14). It is preferred that M is Pb, and X is a bromine atom.
    Type: Grant
    Filed: July 29, 2002
    Date of Patent: April 6, 2004
    Assignee: Japan Science and Technology Agency
    Inventors: Yuko Takeoka, Keisuke Asai
  • Patent number: 6635716
    Abstract: A golf ball formed of a core and a cover, wherein the core has a diameter of at least about 1.50 inches and comprises a polybutadiene rubber composition comprising at least about 2.2 parts per hundred of a halogenated organosulfur compound, and wherein the cover has a thickness of less than about 0.1 inches and comprises a polyurethane composition.
    Type: Grant
    Filed: September 13, 2001
    Date of Patent: October 21, 2003
    Assignee: Acushnet Company
    Inventors: Peter R. Voorheis, Murali Rajagopalan
  • Publication number: 20030114598
    Abstract: The present invention provides a composition comprising (a) thermosetting component comprising: (1) optionally monomer of Formula I as set forth below and (2) at least one oligomer or polymer of Formula II as set forth below where E, Q, G, h, I, j, and w are as set forth below and (b) porogen that bonds to thermosetting component (a). Preferably, the porogen is selected from the group consisting of unsubstituted polynorbornene, substituted polynorbornene, polycaprolactone, unsubstituted polystyrene, substituted polystyrene, polyacenaphthylene homopolymer, and polyacenaphthylene copolymer. Preferably, the present compositions may be used as dielectric substrate in microchips, multichip modules, laminated circuit boards, or printed wiring boards.
    Type: Application
    Filed: May 30, 2002
    Publication date: June 19, 2003
    Inventors: Bo Li, Paul G. Apen, Kreisler S. Lau, Edward J. Sullivan
  • Patent number: 6417282
    Abstract: The invention provides a golf ball cover stock based on a heated mixture of (a) an ionomer resin, (b) polyethylene, and (c) an epoxy group-modified polyolefin or (d) a low molecular weight polyethylene wax. Component (c) or (d) improves the dispersion of polyethylene in the ionomer resin so that a larger amount of polyethylene may be blended in micro-dispersion form. A golf ball having a cover made of the cover stock is durable and wear resistant and offers a good feel when hit.
    Type: Grant
    Filed: April 17, 2001
    Date of Patent: July 9, 2002
    Assignee: Bridgestone Sports Co., Ltd.
    Inventors: Rinya Takesue, Yasushi Ichikawa, Shunichi Kashiwagi
  • Patent number: 6350817
    Abstract: Phenylethynyl containing reactive additives were prepared from aromatic diamines containing phenylethynyl groups and various ratios of phthalic anhydride and 4-phenylethynylphthalic anhydride in glacial acetic acid to form the imide in one step or in N-methyl-2-pyrrolidinone to form the amide acid intermediate. The reactive additives were mixed in various amounts (10% to 90%) with oligomers containing either terminal or pendent phenylethynyl groups (or both) to reduce the melt viscosity and thereby enhance processability. Upon thermal cure, the additives react and become chemically incorporated into the matrix and effect an increase in crosslink density relative to that of the host resin. This resultant increase in crosslink density has advantageous consequences on the cured resin properties such as higher glass transition temperature and higher modulus as compared to that of the host resin.
    Type: Grant
    Filed: April 13, 1999
    Date of Patent: February 26, 2002
    Assignee: The United States of America as represented by the United States National Aeronautics and Space Administration
    Inventors: John W. Connell, Joseph G. Smith, Jr., Paul M. Hergenrother
  • Patent number: 6111026
    Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one groups [sic] R.sup.3 --O--CF.sub.2 -- or R.sup.3 -- or R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 --O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.
    Type: Grant
    Filed: November 10, 1997
    Date of Patent: August 29, 2000
    Assignees: Centre National de la Recherche Scientifique, Hydro-Quebec
    Inventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
  • Patent number: 6111022
    Abstract: The present invention is directed to a process of atom (or group) transfer radical polymerization for the synthesis of novel homopolymer or a block or graft copolymer, optionally containing at least one polar group, with well defined molecular architecture and narrow polydispersity index, in the presence of an initiating system comprising (i) an initiator having a radically transferrable atom or group, (ii) a transition metal compound, and (iii) a ligand; the present invention is also directed to the synthesis of a macromolecule having at least two halogen groups which can be used as a macroinitiator component (i) to subsequently form a block or graft copolymer by an atom or group transfer radical polymerization process; the present invention is also directed to a process of atom or group transfer radical polymerization for the synthesis of a branched or hyperbranched polymer; in addition, the present invention is directed to a process of atom or group transfer radical polymerization for the synthesis of a ma
    Type: Grant
    Filed: December 8, 1998
    Date of Patent: August 29, 2000
    Assignee: Carnegie-Mellon University
    Inventors: Krzysztof Matyjaszewski, Simion Coca, Scott G. Gaynor, Yoshiki Nakagawa, Seong Mu Jo
  • Patent number: 5973075
    Abstract: Methods for preparing rigid-rod macromonomers having a polyaromatic backbone, solubilizing side groups, and reactive end groups are provided. Such methods include catalytic reductive coupling of substituted 1,4-dihaloaromatic compounds in the presence of an endcapping moiety.
    Type: Grant
    Filed: June 8, 1998
    Date of Patent: October 26, 1999
    Assignee: Maxdem Incorporation
    Inventors: Robert R. Gagne, Matthew Louis Marrocco, III, Mark Steven Trimmer, Neil H. Hendricks
  • Patent number: 5917074
    Abstract: The invention provides new fluorinated .gamma.-tri-substsituted silylpropargyl phosphonates and methods for their use to generate a variety of diverse fluorine-containing compounds. The new fluorinated phosphonate synthons contain a novel juxtaposition of four different functional groups: fluoro, alkynyl, tri-substituted silyl, and phosphonato groups. The latter three of these groups provide convenient handles for the construction of fluorine-containing organic molecules.
    Type: Grant
    Filed: October 7, 1997
    Date of Patent: June 29, 1999
    Assignee: University of Massachusetts
    Inventors: Gerald B. Hammond, Antonio J. Zapata
  • Patent number: 5717034
    Abstract: In accordance with the present invention, it has been discovered that perfluorinated hydrocarbon polymers can be used as fillers for the preparation of adhesive formulations having excellent dielectric properties, i.e., very low conductivities. Invention compositions display excellent rheological properties, in addition to low dielectric constants. Invention formulations can be used for a variety of purposes, such as, for example, for the preparation of filled adhesive formulations with a reduced propensity to settle out, excellent dispensing characteristics due to the thixotropic nature thereof, and the like.
    Type: Grant
    Filed: July 29, 1996
    Date of Patent: February 10, 1998
    Assignee: Quantum Materials, Inc.
    Inventors: Stephen M. Dershem, Deborah D. Forray
  • Patent number: 5708128
    Abstract: Novel thermoset polyimide and composite materials comprising the thermoset polyimides and a fibrous reinforcement are prepared according to this invention. The thermoset polyimides are obtained by heat-treating a linear polyamic acid or a linear polyimide prepared by using 4,4'-bis(3-aminophenoxy)biphenyl and pyromellitic dianhydride as essential monomers or by adding 4,4'-diaminodiphenyl ether or 3,3',4,4'-biphenyltetracarboxylic dianhydride to the essential monomers and by end-capping the molecular chain end with an aromatic dicarboxylic anhydride having a carbon-carbon triple bond. The thermoset polyimides have essential excellent properties of thermoplastic polyimide and additionally has enhanced heat resistance and improved mechanical properties. The thermoset polyimide can be used to provide various kinds of composite materials for aircraft matrices, electric and electronic appliances and others.
    Type: Grant
    Filed: June 24, 1996
    Date of Patent: January 13, 1998
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Hideaki Oikawa, Shoji Tamai, Masahiro Ohta, Akihiro Yamaguchi
  • Patent number: 5670564
    Abstract: Rigid-rod macromonomers, and methods for preparing such macromonomers, having a polyaromatic backbone, solubilizing side groups, and reactive end groups are provided. The macromonomers are chemically incorporated into polymer systems to provide stronger, stiffened polymers.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: September 23, 1997
    Assignee: Maxdem Incorporated
    Inventors: Robert R. Gagne, Matthew Louis Marrocco, III, Mark Steven Trimmer, Neil H. Hendricks
  • Patent number: 5654371
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Q.sub.n --Z--OA(R.sup.1 R.sup.2 R.sup.3) (II)wherein M is defined as an alkali metal, selected from the group consisting of lithium, sodium and potassium, Q is a saturated or unsaturated hydrocarbyl group derived by incorporation of a compound selected from the group consisting of conjugated diene hydrocarbons and alkenylsubstituted aromatic hydrocarbons; Z is defined as a branched or straight chain hydrocarbon tether or connecting group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; A is an element selected from Group IVa of the periodic table and R.sup.1, R.sup.2, and R.sup.3 are independently selected from hydrogen, alkyl, substituted alkyl, aryl or substituted aryl groups, and n is an integer from 1 to 5.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: August 5, 1997
    Assignee: FMC Corporation
    Inventors: James A. Schwindeman, Conrad W. Kamienski, Robert C. Morrison
  • Patent number: 5567800
    Abstract: Controlled molecular weight phenylethynyl terminated imide oligomers (PETIs) have been prepared by the cyclodehydration of precursor phenylethynyl terminated amic acid oligomers. Amino terminated amic acid oligomers are prepared from the reaction of dianhydride(s) with an excess of diamine(s) and subsequently endcapped with phenylethynyl phthalic anhydride(s) (PEPA). The polymerizations are carried out in polar aprotic solvents such as N-methyl-2-pyrrolidinone or N,N-dimethylacetamide under nitrogen at room temperature. The amic acid oligomers are subsequently cyclodehydrated either thermally or chemically to the corresponding imide oligomers. Direct preparation of PETIs from the reaction of dianhydride(s) with an excess of diamine(s) and endcapped with phenylethynyl phthalic anhydride(s) has been performed in m-cresol. Phenylethynyl phthalic anhydrides are synthesized by the palladium catalyzed reaction of phenylacetylene with bromo substituted phthalic anhydrides in triethylamine.
    Type: Grant
    Filed: October 28, 1994
    Date of Patent: October 22, 1996
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Paul M. Hergenrother, Joseph G. Smith, Jr.
  • Patent number: 5559191
    Abstract: This invention relates to a process for functionalising synthetic hydrocarbyl polymers having at least one olefinic group by (i) reacting at elevated temperature the synthetic hydrocarbyl polymer with an alkyne compound substituted with at least one electron withdrawing --C(O)R or a --CN group so that the olefinic group in the polymer reacts with the alkyne group of the alkyne compound to form an intermediate and (ii) reacting the intermediate from step (i) above with a nucleophile to form a functionalised hydrocarbyl polymer. The functionalised polymers are useful as additives for lubricating oils and fuels.
    Type: Grant
    Filed: August 30, 1995
    Date of Patent: September 24, 1996
    Assignee: BP Chemicals Limited
    Inventor: John R. Blackborow
  • Patent number: 5556921
    Abstract: This invention is directed to a fast curing polymer composition which does not require baking or thermosetting to provide a cross-linked coating binder. The composition comprises a polymer which is a homopolymer or copolymer of alpha, beta unsaturated monomers having pendent acetylenic groups which cross-link upon air drying to provide a coating binder.
    Type: Grant
    Filed: February 14, 1994
    Date of Patent: September 17, 1996
    Assignee: Eastern Michigan University
    Inventors: Stoil Dirlikov, Zhao Chen
  • Patent number: 5554695
    Abstract: There are disclosed a styrenic copolymer which comprises at least one structural unit represented by the general formula (I) ##STR1## and a structural unit represented by the general formula (II) ##STR2## or a structural unit represented by the general formula (IX) ##STR3## wherein the symbols are each as previously defined in the specification, the structural unit (II) or (IX) being contained in an amount of 0.01 to 99.9 mol %; and a process for the production of the above copolymer.The above styrenic copolymer has a high degree of syndiotactic configuration in the stereoregularity of the main chain of the structural unit (I) as well as adhesivity and compatibility with a resin of a different type.
    Type: Grant
    Filed: May 4, 1995
    Date of Patent: September 10, 1996
    Assignee: Idemitsu Kosan Co. Ltd.
    Inventors: Shuji Machida, Toshinori Tazaki
  • Patent number: 5502086
    Abstract: A water-absorptive contact lens obtained by saponification of a copolymer composed essentially of (A) from 1 to 30% by weight of a (meth)acrylate polymer having at least one polymerizable group per molecule on an average obtained by copolymerizing (a) an alkyl (meth)acrylate and (b) a monomer having at least two polymerizable groups per molecule, as the main components; (B) from 45 to 95% by weight of a fatty acid vinyl ester; (C) from 0.02 to 10% by weight of a crosslinking agent which is not decomposable by saponification; and (D) from 0.1 to 20% by weight of a crosslinking agent which is decomposable by saponification.
    Type: Grant
    Filed: June 20, 1994
    Date of Patent: March 26, 1996
    Assignee: Menicon Co., Ltd.
    Inventors: Haruyuki Hiratani, Keiji Sugimoto
  • Patent number: 5457074
    Abstract: The present invention provides linear organosilicon polymers including acetylene and vinylene moieties, and a process for their preparation. These diorganosilacetylene-alt-diorganosilvinylene linear polymers can be represented by the formula: --[--(R.sup.1)(R.sup.2)Si--C.tbd.C--(R.sup.3)(R.sup.4)Si--CH.dbd.CH--].sub .n --, wherein n.gtoreq.2; and each R.sup.1, R.sup.2, R.sup.3, and R.sup.4 is independently selected from the group consisting of hydrogen, halogen, alkyl, alkenyl, aryl, and aralkyl radicals. The polymers are soluble in organic solvents, air stable, and can be pulled into fibers or cast into films. They can be thermally converted into silicon carbide ceramic materials.
    Type: Grant
    Filed: February 28, 1994
    Date of Patent: October 10, 1995
    Assignee: Iowa State University Research Foundation, Inc.
    Inventors: Thomas J. Barton, Sina Ijadi-Maghsoodi, Yi Pang
  • Patent number: 5426133
    Abstract: 1. A water-absorptive contact lens obtained by saponification of a copolymer composed essentially of:(A) from 1 to 30% by weight of a (meth)acrylate polymer having at least one polymerizable group per molecule on an average obtained by copolymerizing (a) an alkyl (meth)acrylate and (b) a monomer having at least two polymerizable groups per molecule, as the main components;(B) from 1 to 10% by weight of a vinyl monomer selected from the group consisting of maleic acid esters and N-vinyl lactams;(C) from 50 to 98% by weight of a fatty acid vinyl ester; and(D) from 0.02 to 10% by weight of a cross linking monomer.
    Type: Grant
    Filed: September 10, 1993
    Date of Patent: June 20, 1995
    Assignee: Menicon Co., Ltd.
    Inventors: Yasuhito Hishida, Masanori Kadoya, Keiji Sugimoto, Tsuyoshi Watanabe, Noriko Iwata
  • Patent number: 5281672
    Abstract: A method for producing acetylide polymers substantially without charring or decomposition comprises heating a mixture comprising an acetylene terminated monomer and a prepolymer of said monomer, resulting in a lower reaction exotherm.
    Type: Grant
    Filed: September 10, 1992
    Date of Patent: January 25, 1994
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Thomas Diberardino
  • Patent number: 5260378
    Abstract: The invention relates to a block copolymer according to the general formula A-b-B on the basis of a furan derivative as binding group (b) and the process for the preparation hereof. The furan derivative as binding group (b) is a compound according to formula (I). ##STR1## The block copolymer can simply be prepared in one single reactor and is suitable for use as compatibilizer.
    Type: Grant
    Filed: January 18, 1990
    Date of Patent: November 9, 1993
    Assignee: Stamicarbon B.V.
    Inventors: Alessandro Gandini, Marie C. Salon
  • Patent number: 5239032
    Abstract: A heterofunctional macromer represented by the formula: ##STR1## in which R.sub.1 is H or C.sub.1 -C.sub.4 alkyl; R.sub.2 is a (poly) lactone or (poly) ether chain; X.sub.1 is --COO--, --COOCH.sub.2 CH.sub.2 OCO--, --CONHCOO--, --COOCH.sub.2 CH.sub.2 NH--COO-- or ##STR2## X.sub.2 is --O--, --COO-- or --OCO--NH--R.sub.3 --NHCOO-- group; R.sub.3 is C.sub.1 -C.sub.6 alkylene, aromatic or alicyclic group; A is --CH.sub.2 --, --C(CH.sub.3).sub.2 -- or ##STR3## and reactive polymers derived from said macromer.
    Type: Grant
    Filed: December 29, 1992
    Date of Patent: August 24, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Kei Aoki
  • Patent number: 5081198
    Abstract: A tough, high performance polyimide is provided by reacting a triple bond conjugated with an aromatic ring in a bisethynyl compound with the active double bond in a compound containing a double bond activated toward the formation of a Diels-Adler type adduct, especially a bismaleimide, a biscitraconimide, or a benzoquinone, or mixtures thereof. Addition curing of this product produces a highly linear polymeric structure and heat treating the highly linear polymeric structure produces a thermally-stable aromatic addition-type thermoplastic polyimide, which finds utility in the preparation of molding compounds, adhesive compositions, and polymer matrix composites.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: January 14, 1992
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventor: Ruth H. Pater
  • Patent number: 5019287
    Abstract: An additive composition containing pendant perfluoroaliphatic urethanes within a copolymer prepared from ethylene and propylene or an ethylene-propylene terpolymer containing non-conjugated diene or triene comprising from about 15 to 80 mole percent of ethylene, 85 to 15 mole percent propylene and from about 20 to 85 mole percent of the (C.sub.3 -C.sub.10) alphamonoolefin and having a number average molecular weight ranging from about 5,000 to 500,000 which has been reacted with at least one isocyanoacrylate agent to form one or more acrylating reaction intermediates characterized by having a pendant isocyano function within their structure and reacting said reaction intermediate with a perfluoroaliphatic alcohol and a lubricating oil composition containing same are provided.
    Type: Grant
    Filed: December 1, 1989
    Date of Patent: May 28, 1991
    Assignee: Texaco Inc.
    Inventors: Thomas F. Derosa, Benjamin J. Kaufman, Rosemary J. Jennejahn