Nitrogen Atom Is Part Of A Nitrile Group And Is Other Than (meth)acrylonitrile Patents (Class 525/295)
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Patent number: 11299651Abstract: Curable cyanoacrylate compositions are reported that comprise cyanoacrylate and a thermoplastic polyurethane (TPU) components. Such compositions are toughened cyanoacrylate compositions exhibiting long term viscosity stability when stored for prolonged periods at room temperature (25° C.). TPU components are reported having structural units in which at least one of the structural units has the formula —O—R1—O—Ar—O—R2—O—, wherein Ar is a C6-C20 aromatic group with at least one aromatic ring; R1 is a C2-C10 alkyl group; and R2 is a C2-C10 alkyl group. The thermoplastic polyurethane (TPU) component may be present in the curable cyanoacrylate composition from about 1 wt % to about 40 wt %, for example from about 2 wt % to about 30 wt %, such from about 3 wt % to about 20 wt %, suitably from about 5 wt % to about 10 wt %, based on the total weight of the composition.Type: GrantFiled: April 6, 2020Date of Patent: April 12, 2022Assignee: Henkel AG & Co. KGaAInventors: Rory R. Barnes, Raymond Tully, Barry Burns
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Patent number: 10539852Abstract: An electrochromic element includes a pair of electrodes and an electrochromic layer disposed between the pair of electrodes. The electrochromic layer contains an electrochromic material, a solvent, and a cyanoethylated polymer.Type: GrantFiled: April 4, 2017Date of Patent: January 21, 2020Assignee: Canon Kabushiki KaishaInventor: Kazuya Miyazaki
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Patent number: 9782433Abstract: In one or more embodiments, the present invention relates to a substantially homogeneous miscible liquid adhesive composition comprising a relatively high number average molecular weight (Mn=6,000-10,000 g/mole) cyanoacrylate tri-telechelic star polymer having polyisobutylene chains terminated with cyanoacrylate groups (High-Ø(PIB-CA)3); 2-octyl cyanoacrylate (Oct-CA); and a relatively low molecular weight (Mn=1,000-4,000 g/mole) cyanoacrylate tri-telechelic star polymer having polyisobutylene chains terminated with cyanoacrylate groups (Low-Ø(PIB-CA)3). The Low-Ø(PIB-CA)3 compatibilizes the High-Ø(PIB-CA)3 and Oct-CA removing the need for a solvent. When the substantially homogeneous miscible liquid adhesive compositions of various embodiments are reacted with a nucleophile, such as water or an initiator, they form a polymer co-network suitable for any of a number of biomedical applications, from wound closure and healing of skin tissue, to sealant for surgical cuts.Type: GrantFiled: November 13, 2015Date of Patent: October 10, 2017Assignee: The University of AkronInventors: Joseph Kennedy, Istvan Szanka, Amalia Szanka
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Patent number: 9603868Abstract: The present invention is directed to a substantially homogeneous miscible liquid adhesive composition comprising a relatively high number average molecular weight (Mn=6,000-10,000 g/mole) multi-arm star polymer having polyisobutylene chains terminated with cyanoacrylate groups (High-Ø(PIB-CA)3); 2-octyl cyanoacrylate (Oct-CA); and a low boiling point biocompatible solvent having a boiling point of not more than 37° C. When this adhesive composition contacted with living tissue and reacted with a nucleophile, such as water or an initiator, the biocompatible solvent will evaporate and the High-Ø(PIB-CA)3 and Oct-CA will co-polymerize in-situ to form a poly(2-octyl cyanoacrylate)-polyisobutylene co-network suitable for any of a number of biomedical applications, from wound closure and healing of skin tissue, to sealant for surgical cuts.Type: GrantFiled: November 13, 2015Date of Patent: March 28, 2017Assignee: The University of AkronInventors: Joseph Kennedy, Istvan Szanka, Amalia Szanka
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Publication number: 20150075709Abstract: The present invention provides for curable compositions composed of one or more cyanoacrylate monomers, and one or more (co)polymers. The compositions of the present invention may exhibit pressure sensitive adhesion properties at 23° C. Subsequent cure of the compositions can be initiated as appropriate. For example, an external stimulus such as heat or radiation (e.g. UV cure) may be applied to induce cure of the composition when desired to do so.Type: ApplicationFiled: November 21, 2014Publication date: March 19, 2015Inventors: Ciaran McArdle, Edward Shude Xiao, Kerstin Van Wijk, Ligang Zhao, Anja Schneider, Reinhold Domanski, Patricia Petrick, Hansjoerg Ander
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Patent number: 8877868Abstract: A curable adhesive composition comprising (i) 10 to 80 wt-% of a derivatives of cyanoacrylic esters, cyanopentadienoate esters, methyliden malonate esters (ii) 15 to 50 wt-% non-reactive (co)polymer(s) based on unsaturated monomers selected from vinyl esters or alkyl (meth)acrylates, iii) hydrocarbon resins and optionally iv) additives.Type: GrantFiled: February 26, 2013Date of Patent: November 4, 2014Assignees: Henkel IP & Holding GmbH, Henkel US IP LLCInventors: Marcus Heemann, Charles W. Paul, Maria Xenidou, Maja Schroeder, Sebastian Kostyra, Marisa Phelan
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Publication number: 20140275403Abstract: A method for preparing a functionalized polymer, the method comprising the steps of polymerizing monomer to form a reactive polymer, and reacting the reactive polymer with a polycyano compound.Type: ApplicationFiled: June 3, 2014Publication date: September 18, 2014Inventor: Steven LUO
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Publication number: 20140073743Abstract: A polymer conetwork formed from the polymerization reaction of octyl-cyanoacrylate and a tri-telechelic star polymer comprising polyisobutylene terminated with cyanoacrylate groups (Ø(PIB-CA)3), wherein the ratio of octyl cyanoacrylate to Ø(PIB-CA)3 is from about 10:1 to about 40:1.Type: ApplicationFiled: February 7, 2012Publication date: March 13, 2014Applicant: THE UNIVERSITY OF AKRONInventors: Joseph Kennedy, Gabor Erdodi, Ryan Gasser, Juay Seng Tang
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Patent number: 8609780Abstract: The present invention relates to toughened cyanoacrylate compositions.Type: GrantFiled: June 29, 2012Date of Patent: December 17, 2013Assignee: Henkel Ireland LimitedInventors: Hanns R. Misiak, William Hally, Daniel D. Morrogh
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Patent number: 8344066Abstract: A method for preparing a functionalized polymer, the method comprising the steps of (i) polymerizing monomer with a coordination catalyst to form a reactive polymer; and (ii) reacting the reactive polymer with a nitrile compound containing a protected amino group.Type: GrantFiled: January 22, 2010Date of Patent: January 1, 2013Assignee: Bridgestone CorporationInventors: Steven Luo, Eiju Suzuki, Dennis R. Brumbaugh
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Publication number: 20120322947Abstract: The present invention relates to toughened cyanoacrylate compositions.Type: ApplicationFiled: June 29, 2012Publication date: December 20, 2012Applicant: LOCTITE (R&D) LIMITEDInventors: Hanns R. Misiak, William Hally, Daniel D. Morrogh
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Publication number: 20120268710Abstract: Methods and devices for altering the power of a lens, such as an intraocular lens, are disclosed. In one method, the lens comprises a single polymer matrix containing crosslinkable pendant groups, wherein the polymer matrix increases in volume when crosslinked. The lens does not contain free monomer. Upon exposure to ultraviolet radiation, crosslinking causes the exposed portion of the lens to increase in volume, causing an increase in the refractive index. In another method, the lens comprises a polymer matrix containing photobleachable chromophores. Upon exposure to ultraviolet radiation, photobleaching causes a decrease in refractive index in the exposed portion without any change in lens thickness. These methods avoid the need to wait for diffusion to occur to change the lens shape and avoid the need for a second exposure to radiation to lock in the changes to the lens.Type: ApplicationFiled: June 29, 2012Publication date: October 25, 2012Applicants: The Ohio State University Research Foundation, Battelle Memorial InstituteInventors: Vincent D. McGinniss, Steven M. Risser, Cynthia J. Roberts
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Publication number: 20120269050Abstract: To provide a polymer compound capable of forming an alignment film which has a sufficient aligning performance to a liquid crystalline compound and which is excellent also in adhesion with an optical anisotropic film obtainable by polymerizing a liquid crystalline compound in an aligned state, and a composition containing it, as well as an alignment film obtainable by using such a composition, an optical element and an optical information writing/reading device. Provided is a polymer compound comprising polymerized units derived from a fumaric acid diester and polymerized units having a radical polymerizable group in a side chain. By using this polymer compound, an alignment film is prepared. An optical element having this alignment film and an optical anisotropic film is used as a retardation plate 4 having mechanical strength and heat resistance, and good reliability without peeling. An optical information writing/reading device is constituted by using it.Type: ApplicationFiled: April 13, 2012Publication date: October 25, 2012Applicant: Asahi Glass Company, LimitedInventors: Satoshi Okada, Hiroshi Kumai
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Publication number: 20110288200Abstract: A method for preparing a functionalized polymer, the method comprising the steps of polymerizing monomer to form a reactive polymer, and reacting the reactive polymer with a polycyano compound.Type: ApplicationFiled: January 22, 2010Publication date: November 24, 2011Inventor: Steven Luo
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Publication number: 20110172368Abstract: The present disclosure provides a functionalized olefin-based polymer, a process for producing the same, and articles containing the functionalized olefin-based polymer. The functionalized olefin-based polymer includes an olefin-based polymer, and a functional agent grafted to the olefin-based polymer by way of a coagent. The coagent is either a cinnamoyl derivative and/or a cyano-acrylate compound. The presence of the coagent inhibits a change in the molecular weight during radical functionalization of the olefin-based polymer.Type: ApplicationFiled: September 22, 2009Publication date: July 14, 2011Inventor: Sandra K. Stolz-Dunn
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Publication number: 20110170939Abstract: The present invention relates to cyanoacrylate compositions in non-flowable and gel forms. More particularly, the present invention relates to non-flowable cyanoacrylate compositions which can be packaged in a convenient pocket-sized applicator dispenser for use in spreading the cyanoacrylate compositions onto substrates.Type: ApplicationFiled: March 18, 2011Publication date: July 14, 2011Applicant: Henkel CorporationInventor: Shabbir Attarwala
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Patent number: 7687561Abstract: The present invention relates to toughened cyanoacrylate compositions.Type: GrantFiled: October 5, 2006Date of Patent: March 30, 2010Assignee: Loctite (R&D) LimitedInventor: Hanns R. Misiak
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Publication number: 20100048803Abstract: A method for producing a polymer for oil-resistant rubber, which comprises adding, to an aqueous dispersion of an unsaturated nitrile-conjugated diene copolymer (component A), a monomer composition (component B) containing at least one kind of monomer selected from the group consisting of a nitrile group-containing monomer (component B-1), a (meth)acrylic acid ester monomer (component B-2) and an aromatic vinyl compound monomer (component B-3), and conducting a polymerization reaction in a state that the ratio of the conjugated diene monomer present in the system, to the total monomers present in the system is controlled at 10 mol % or less.Type: ApplicationFiled: December 28, 2007Publication date: February 25, 2010Applicant: JSR CORPORATIONInventors: Minoru Tsuneyoshi, Yukihiro Sawada, Tsukasa Toyoshima, Kenji Hasegawa, Toshihiro Tadaki
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Publication number: 20080314519Abstract: This invention relates to cyanoacrylate-containing compositions that include, in addition to the cyanoacrylate component, a rubber toughening component, which is substantially clear and colorless and which is substantially free of release agents and anti-oxidants known to impair the fixture speeds and shelf life stability of cyanoacrylate compositions to which they are added. As a result, the inventive rubber cyanoacrylate adhesive compositions demonstrate improved properties, such as fixture speed, strength and shelf life under accelerated aging conditions.Type: ApplicationFiled: July 11, 2006Publication date: December 25, 2008Applicant: Henkel CorporationInventors: Shabbir Attarwala, Rosa M. Davila, Benjamin Surowiecki, Stan Wojciak, Ling Li, Roger Grismala
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Patent number: 7416559Abstract: Pharmacologically active, easy-to-deploy, biomechanically compatible, inflatable endovascular, drug-eluting stent are formed of a primary expandable polymeric or metallic construct, intimately mantled with a biomechanically compatible, polymeric microporous, microfibrous, compliant, stretchable fabric formed by direct electrospinning onto the outside surface of the primary construct using at least one polymer solution containing at least one active compound, selected from those expected to control key biological events leading to in-stent restenosis.Type: GrantFiled: March 27, 2006Date of Patent: August 26, 2008Assignee: Poly-Med, Inc.Inventor: Shalaby W. Shalaby
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Patent number: 7390851Abstract: This invention relates to toughened cyanoacrylate compositions which exhibit improved peel strengths and fixture speeds. The toughened cyanoacrylate compositions include a toughening agent comprising poly(vinychloride-co-vinyl acetate) and poly(methylmethacrytlate).Type: GrantFiled: April 14, 2006Date of Patent: June 24, 2008Assignee: Loctite (R&D) LimitedInventor: Hanns Roland Misiak
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Patent number: 6986902Abstract: The present invention relates generally to the amphiphilic polyelectrolyte, poly(2-ethylacrylic acid) and covalently bonded lipids to generate Lipo-PEAA. These Lipo-PEAA are then used to make pH-sensitive liposomes which become unstable, permeable or fusogenic with certain pH changes. In addition, this invention generally describes methods for delivering therapeutic compounds and drugs to target cells by administering to a host the pH-sensitive liposomes of the present invention.Type: GrantFiled: April 27, 1999Date of Patent: January 17, 2006Assignee: Inex Pharmaceuticals CorporationInventors: Tao Chen, Yuehua He, Peter Cullis, Thomas Madden, Peter Scherrer, David Tirrell, Phalgun Joshi, Jung Soo Kim
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Patent number: 6933348Abstract: Disclosed is a method of producing a powdery coating material by using a curable acrylic resin (A) having a number average molecular weight of from 2,000 to 20,000 and a glass transition temperature of from 30 to 90° C. obtained by polymerizing a starting monomer containing from 15 to 50 mol % of an unsaturated compound which contains at least a glycidyl group and/or a methylglycidyl group, and from 20 to 50 mol % of methyl methacrylate; a curing agent (B) capable of being reacted with the glycidyl group or the methylglycidyl group constituting the curable acrylic resin (A); and an alcohol solvent (C) having a boiling point under normal pressure of from 70 to 120° C.; said method comprising a kneading step of so kneading the curable acrylic resin (A), the curing agent (B) and the alcohol solvent (C) that at least the curing agent (B) is dissolved in the alcohol solvent (C) at a temperature of not higher than 130°C.Type: GrantFiled: March 13, 2002Date of Patent: August 23, 2005Assignee: Mitsubishi Gas Chemical Co., Inc.Inventors: Nobuyuki Koike, Shojiro Kuwahara
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Patent number: 6835780Abstract: A rubber composition comprising a nitrile rubber and incorporated therein an organic sulfonic acid salt. A vulcanized rubber article obtained by vulcanization of the rubber composition exhibits a reduced deterioration in tensile strength and elongation when kept in a hot-temperature air atmosphere.Type: GrantFiled: May 12, 2003Date of Patent: December 28, 2004Assignee: Zeon CorporationInventors: Yoshiaki Aimura, Suguru Ito
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Patent number: 6822052Abstract: A toughened cyanoacrylate adhesive composition including a cyanoacrylate monomer and an elastomeric copolymer soluble in the monomer, the copolymer being the reaction product of an olefin C2-20 and a (meth)acrylate ester. The invention further discloses novel elastomeric copolymers which do not contain additives or functional groups which can interfere with the cure rate or stability of the adhesive composition in which they are included. Benefits of the copolymers include improved toughness of the cured adhesive composition as measured by Dynamic Mechanical Analysis.Type: GrantFiled: September 20, 2002Date of Patent: November 23, 2004Assignee: Henkel CorporationInventors: John Woods, Susanne Morrill
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Patent number: 6699940Abstract: The present invention is directed toward cyanoacrylate-based tissue adhesive or sealant compositions comprising cyanoacrylate-capped heterochain polymers, such as those comprising one or more oxyalkylene, alkylene carbonate, and ester-units derived from cyclic lactones. Such compositions can be radiochemically sterilized and used in repairing internal organs or tissue blocking body conduits.Type: GrantFiled: November 20, 2002Date of Patent: March 2, 2004Assignee: Poly Med, Inc.Inventor: Shalaby W. Shalaby
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Publication number: 20030208002Abstract: A toughened cyanoacrylate adhesive composition including a cyanoacrylate monomer and an elastomeric copolymer soluble in the monomer, the copolymer being the reaction product of an olefin C2-20 and a (meth)acrylate ester. The invention further discloses novel elastomeric copolymers which do not contain additives or functional groups which can interfere with the cure rate or stability of the adhesive composition in which they are included. Benefits of the copolymers include improved toughness of the cured adhesive composition as measured by Dynamic Mechanical Analysis.Type: ApplicationFiled: September 20, 2002Publication date: November 6, 2003Inventors: John Woods, Susanne Morrill
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Patent number: 6602970Abstract: A 2-cyanoacrylate composition comprising a cyclic phenol sulfide derivative. The composition has a high curing rate and is excellent in moist-heat resistance, surface curability and clearance curability.Type: GrantFiled: June 13, 2001Date of Patent: August 5, 2003Assignees: Toagosei Co., Ltd., Cosmo Oil Co., Ltd.Inventors: Yushi Ando, Seitaro Tajima, Yoshiharu Ohashi, Haruhiko Takeya, Setsuko Miyanari, Toshihiro Kobori
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Patent number: 6586530Abstract: A block copolymer including a block of residues of a low surface tension (meth)acrylate monomer; a block of residues of a monomer free of hydroxyl group and amine group residues; and, optionally, a third block of residues of a monomer free of hydroxyl groups and amine groups. The first, second and third blocks are made of different residues from each other and the block copolymer has a polydispersity index of less than 2.5. A controlled radical polymerization method is disclosed to make the low surface tension block copolymers. The method includes the steps of sequentially adding a first monomer composition that is free of hydroxyl groups and amine groups and a second monomer composition that includes the low surface tension monomer to a suitable atom transfer radical polymerization initiator and polymerizing the monomer compositions to form a block copolymer.Type: GrantFiled: September 27, 2001Date of Patent: July 1, 2003Assignee: PPG Industries Ohio, Inc.Inventors: Jonathan D. Goetz, Kurt A. Humbert, Karl F. Schimmel, Karen A. Barkac, Simion Coca, Joanne H. Smith
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Publication number: 20030114593Abstract: A block copolymer including a block of residues of a low surface tension (meth)acrylate monomer; a block of residues of a monomer free of hydroxyl group and amine group residues; and, optionally, a third block of residues of a monomer free of hydroxyl groups and amine groups. The first, second and third blocks are made of different residues from each other and the block copolymer has a polydispersity index of less than 2.5. A controlled radical polymerization method is disclosed to make the low surface tension block copolymers. The method includes the steps of sequentially adding a first monomer composition that is free of hydroxyl groups and amine groups and a second monomer composition that includes the low surface tension monomer to a suitable atom transfer radical polymerization initiator and polymerizing the monomer compositions to form a block copolymer.Type: ApplicationFiled: September 27, 2001Publication date: June 19, 2003Inventors: Jonathan D. Goetz, Kurt A. Humbert, Karl F. Schimmel, Karen A. Barkac, Simion Coca, Joanne H. Smith
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Patent number: 6414089Abstract: A method of manufacturing a polymer film having second order non-linear optical properties which has excellent stability of orientated molecules and does not become disorientated, and a polymer film and a non-linear optical element are provided. A polymer solution is placed between two substrates, which are disposed substantially perpendicular with respect to a rotating stand and substantially symmetrical with respect to a rotation axis of the rotating stand, and the rotating stand is rotated. A polymer film having second order non-linear optical properties is formed by the centrifugal force generated at the polymer solution.Type: GrantFiled: August 29, 2000Date of Patent: July 2, 2002Assignees: Riken, Japan Science and Technology CorporationInventors: Hiromi Kimura-Suda, Hiroyuki Sasabe, Tatsuo Wada
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Patent number: 6214922Abstract: A nitrite polymer vulcanizate having improved hot air aging characteristics is described. The nitrite polymer vulcanizate may be produced admixing a composition comprising: (i) a nitrite polymer; (ii) a filler; (iii) an additive selected from the group comprising: a strong base, a salt of a strong base and a weak acid, a salt of a weak acid, a carbodiimide, a polycarbodiimide and mixtures thereof; and (iv) a vulcanization system. A vulcanizable composition useful for producing such a vulcanizate and a method for improving the hot air aging characteristics of a nitrite polymer are also described.Type: GrantFiled: March 3, 1999Date of Patent: April 10, 2001Assignee: Bayer Inc.Inventor: Ezio Campomizzi
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Patent number: 5994464Abstract: According to the present invention there is provided a cyanoacrylate adhesive composition having high shear bond strength, peeling bond strength and impact bond strength and superior particularly in hot-cold cycle resistance and heat resistance. The cyanoacrylate adhesive composition contains (a) a cyanoacrylate monomer, (b) an elastomer miscible or compatible with the cyanoacrylate monomer, and (c) a core-shell polymer having a core of a rubbery polymer and a shell of a glassy polymer, the core-shell polymer being compatible but not miscible with the cyanoacrylate monomer.Type: GrantFiled: May 30, 1997Date of Patent: November 30, 1999Assignee: Three Bond., Ltd.Inventors: Nobuo Ohsawa, Hiroyuki Mikuni, Tatsuo Fujii, Hiroshi Takeuchi
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Patent number: 5948879Abstract: A maleimide-based copolymer containing maleimide monomer units (a-1), aromatic vinyl monomer units (a-2) and other vinyl monomer units (a-3), wherein,(I) the content of residual maleimide monomer in the copolymer is 0.1% by weight or less, and the content of whole volatiles other than the maleimide monomer is 0.5% by weight or less;(II) a compound obtained from at least one monomer selected from the group consisting of a maleimide monomer, an aromatic vinyl monomer and other vinyl monomers, having a weight-average molecular weight of from 200 to 1,000, is contained in an amount of 2 to 10% by weight;(III) the copolymer has a yellow index of 30 or less; and(IV) the copolymer has an intrinsic viscosity of from 0.3 to 1.5.Type: GrantFiled: October 24, 1997Date of Patent: September 7, 1999Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Hiroshi Mori, Yasuaki Ii, Hisaya Yokohama, Yasunori Tsuneshige, Seizo Fujii, Takanori Nakazato
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Patent number: 5777038Abstract: This invention provides an organic dispersion-type electroluminescence (abbreviated as "EL") element comprising a backing electrode, a reflective insulating layer, a luminescent layer, and a transparent electrode, wherein said reflective insulating layer comprises a high dielectric binder resin, an inorganic high dielectric material (i.e. powdery barium titanate), an impurity ion killer, and/or a hydrophobic hydrocarbon group-containing alkoxysilane compound, which is effective for inhibiting or preventing undesirable deterioration of dielectric properties and shortening of durability induced by the impurity ions present in the powdery barium titanate, and further a high dielectric graft polymer composition which is useful as a high dielectric binder resin used in the preparation of the reflective insulating layer and luminescent layer in said EL element.Type: GrantFiled: November 15, 1995Date of Patent: July 7, 1998Assignee: Sunstar Giken Kabushiki KaishaInventors: Satoshi Nishikawa, Mihoko Aoyama
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Patent number: 5658415Abstract: A process and a composite adhesive composition for applying artificial nails eliminate the need for fabrics or the application of initiators, solvents or catalysts as part of the nail application process. A preferred form of the composition comprises: cyanoacrylate adhesive and a powdered, polymeric filler in a stable, clear suspension, preferably having a viscosity of from about 100 to about 1000 cP as measured by a Brookfield viscometer at 25.degree. C. using a No. 1 spindle at 20 rpm, formed for example from two cyanoacrylates, one having a viscosity of less than about 100 cP and the other having a viscosity of at least 1000 cP. The powdered, polymeric filler enhances the strength of the cured cyanoacrylate and preferably comprises poly (ethyl methacrylate).Type: GrantFiled: October 12, 1994Date of Patent: August 19, 1997Inventors: Elizabeth Montemurro, Andrew J. Montemurro
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Patent number: 5516834Abstract: An aqueous coating composition constitutes an aqueous graft copolymer and an amino resin, the graft copolymer being obtained by neutralizing, with a base, the carboxyl groups of a copolymer which is obtained by copolymerizing the following components (a), (b), (c) and (d) and which contains 3-30% of component (a), 3-20% of component (b), 5-40% of component (c) and 10-89% of component (d):(a) a radical-polymerizable polyester compound having a (meth)acryloyl group at one end, preferably a macromolecular monomer which is a copolymer of a hydroxyalkyl (meth)acrylate and another .alpha.,.beta.-ethylenically unsaturated monomer, having a radical-polymerizable group at one end,(b) an .alpha.,.beta.-ethylenically unsaturated carboxylic acid,(c) a hydroxyalkyl (meth)acrylate, and(d) another vinyl monomer.Type: GrantFiled: June 28, 1995Date of Patent: May 14, 1996Assignee: Toagosei Chemical Industry Co., Ltd.Inventors: Yoshio Mori, Shiro Kojima
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Patent number: 5512635Abstract: This invention relates to a process for preparation of non-crosslinked linear monofunctional and telechelic difunctional unsaturated polymers wherein the functional groups are reactive terminal groups other than vinyl groups. The average functionality number of the monofunctional unsaturated polymers is at least 0.7, as determined by nuclear magnetic resonance spectroscopy (NMR). The average functionality number of the telechelic difunctional polymers is at least 1.7, as determined by NMR. Monofunctional olefins and difunctional olefins are reacted with cyclic olefins or unsaturated polymers to prepare difunctional polymers. The process is substantially free of side reactions comprising double bond migration and cyclization.Type: GrantFiled: December 15, 1993Date of Patent: April 30, 1996Assignee: Amoco CorporationInventors: Philip O. Nubel, Howard B. Yokelson, Steven A. Cohen, Raymond T. Behrends, William G. Bouslog, James P. Nelson
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Patent number: 5483005Abstract: A process for preparing (meth)acrylate polymers with lateral non-linear optical chromophores and molecular weights of from 5000 to 500,000, comprises reacting polymers of (meth)acryloyl isocyanate in solution with D-.omega.-hydroxyalkyl chromophores of the formula (I) ##STR1## where D is an electron donor,A is an electron acceptor,R.sup.1, R.sup.2, R.sup.3 and R.sup.4 can be identical or different and are each H, alkyl, cycloalkyl, alkoxy or R.sup.3 and R.sup.4 are each CN, NO.sub.2 or CHO or R.sup.1 and R.sup.2, or R.sup.3 and R.sup.4, together form a fused-on ring,X is CH and/or Nandm is an integer from 2 to 11.The products are suitable for optical components in communications technology.Type: GrantFiled: November 4, 1993Date of Patent: January 9, 1996Assignee: BASF AktiengesellschaftInventors: Karl-Heinz Etzbach, Stefan Beckmann
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Patent number: 5461125Abstract: The present invention provides:A core-shell insert latex composition comprising latex particles, each latex particle comprising:(a) a core comprising a (co)polymer comprising (meth)acrylate ester;(b) a shell, surrounding the core, comprising a copolymer, wherein the copolymer comprises:(i) a nitrogen-bearing ethylenically-unsaturated free-radically polymerizable monomer;(ii) at least one (meth)acrylate ester of about a C.sub.1 to about a C.sub.14 alcohol; and(iii) an optional ethylenically-unsaturated free-radically polymerizable silane monomer; wherein the nitrogen-bearing ethylenically-unsaturated free-radically polymerizable monomer comprises from about 15 to about 60 percent by weight of the shell and further wherein the core comprises from about 40 to about 85 percent of the weight of the total core-shell latex particle.The invention also relates to the use of the core-shell latex composition as a binder or primer for coatings and adhesives.Type: GrantFiled: April 30, 1993Date of Patent: October 24, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventors: Ying-Yuh Lu, Chi-Ming Tseng, James E. Bunker, Terrence E. Cooprider, Ronald W. Most, Gregory J. Stanich
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Patent number: 5455306Abstract: An aqueous coating composition constitutes an aqueous graft copolymer and an amino resin, the graft copolymer being obtained by neutralizing, with a base, the carboxyl groups of a copolymer which is obtained by copolymerizing the following components (a), (b), (c) and (d) and which contains 3-30% of component (a), 3-20% of component (b), 5-40% of component (c) and 10-89% of component (d):(a) a radical-polymerizable compound, preferably a macromolecular monomer which is a copolymer of a hydroxyalkyl (meth)acrylate and another .alpha.,.beta.-ethylenically unsaturated monomer, having a radical-polymerizable group at one end,(b) an .alpha.,.beta.-ethylenically unsaturated carboxylic acid,(c) a hydroxyalkyl (meth)acrylate, and(d) another vinyl monomer.Type: GrantFiled: February 28, 1994Date of Patent: October 3, 1995Assignee: Toagosei Chemical Industry Co., Ltd.Inventors: Yoshio Mori, Shiro Kojima
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Patent number: 5418285Abstract: Proposed is a novel vinyl chloride-based copolymeric resin suitable as an electron beam-curable binder resin for forming a magnetic recording layer of a magnetic recording medium. The binder resin is a vinyl chloride-based copolymeric resin containing monomeric units having a hydroxy group which is reacted with an ethylenically unsaturated monomeric compound having an isocyanato group in a molecule and then subjected to a modification reaction with an amine compound. The magnetic recording medium, e.g., magnetic recording tape, prepared by using the binder resin is excellent in the surface properties such as gloss and traveling resistance as well as in the magnetic properties such as residual magnetic flux density and squareness ratio of the magnetic hysteresis loop.Type: GrantFiled: July 8, 1993Date of Patent: May 23, 1995Assignee: Nissin Chemical Industry Co., Inc.Inventors: Masahiko Ikka, Tomoki Horiguchi, Yoshiyuki Yasuhara
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Patent number: 5359008Abstract: The present invention provides a second-order nonlinear optical polymer including a polymer backbone and side groups bonded to the polymer backbone, wherein the side groups include one or more of a first nonlinear optical group represented by the following formula (C-1) and one or more of a second nonlinear optical group represented by the following formula (C-2) or (C-2)': ##STR1## wherein .pi..sub.1 to .pi..sub.n, .pi.'.sub.1, .pi.'.sub.2, and .pi.".sub.1 each represent independently a .pi.-conjugated cyclic compound group; X.sub.1 to X.sub.n-1, X'.sub.1, Y.sub.1 to Y.sub.n-1, and Y'.sub.1 each represent independently CH, N, or N.fwdarw.O; A.sub.1, A.sub.2, and A.sub.3 each represent independently an electron attracting group; D.sub.1, D.sub.2, and D.sub.3 each represent independently an electron donating group; and n represents an integer of 3 or greater.Type: GrantFiled: May 17, 1993Date of Patent: October 25, 1994Assignee: Nippon Telegraph and Telephone CorporationInventors: Michiyuki Amano, Makoto Hikita, Satoru Tomaru, Toshikuni Kaino, Yoshito Shuto
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Patent number: 5281673Abstract: Polymer compositions which are highly absorbent to aqueous electrolyte solutions are prepared by copolymerization of an ampholytic monomer having the formula of ##STR1## where one and only one of the substituted groups R.sub.1, R.sub.2, R.sub.3 and R.sub.4 must be a vinyl group, the rest can be the same or different and can be hydrogen or a C.sub.1 -C.sub.3 alkyl group; R.sub.5 is a phenyl group; n is .gtoreq.1 and .ltoreq.6; and q is 0 or 1; and an olefin monomer having an ethylenic structure as well as by graft copolymerization of at least an olefin monomer having an ethylenic structure and an ampholytic monomer having the formula disclosed above onto a main polymer selected from the group consisting of polysacchardies and polyolefins. Also disclosed is a process for absorbing large quantity of aqueous electrolyte solution employing the polymer compositions.Type: GrantFiled: February 1, 1993Date of Patent: January 25, 1994Assignee: Phillips Petroleum CompanyInventors: Iqbal Ahmed, Henry L. Hsieh
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Patent number: 5268452Abstract: Unsaturated polyester resins of the type already having reactive liquid polymers reacted into the backbone of the resins, are cured in the presence of a reactive liquid polymer additive admixed with the prereacted unsaturated polyester resin. Heating of this system during cure causes the reactive liquid polymer additive to miscibilize with the unsaturated polyester resin. The unsaturated polyester resin modified in the manner described above shows a significant enhancement in toughness as measured by fracture energy over unmodified counterparts or counterparts modified by known methods of adduction or admixing alone.Type: GrantFiled: July 22, 1992Date of Patent: December 7, 1993Assignee: The B.F. Goodrich CompanyInventors: Alan R. Siebert, Robert J. Bertsch
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Patent number: 5231140Abstract: The invention relates to a process for the preparation of (meth)acrylate polymers with side-chain, non-linear optical chromophores and molecular weights of from 5000 to 5000000, which comprises reacting polymers of (meth)acryloyl chloride in solution with D-.omega.-hydroxyalkyl chromophores of the formula (I) or the alcoholates thereof ##STR1## where D is an electron donor,A is an electron acceptor,X is CH and/or N, and m is from 2 to 11.The polymers can be used in optical components.Type: GrantFiled: May 22, 1992Date of Patent: July 27, 1993Assignee: BASF AktiengesellschaftInventors: Heike Kilburg, Karl-Heinz Etzbach, Karin H. Beck, Peter Strohriegl, Harry Mueller, Oskar Nuyken
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Patent number: 5212250Abstract: In one embodiment this invention provides poly(maleic anhydride) side chain copolymers which exhibit nonlinear optical susceptibility and which can be formed into crack-free thin film waveguiding media. An invention copolymer is illustrated by the recurring structure: ##STR1## The side chain chromophores can be oriented by an external field to form a noncentrosymmetric thin film which exhibits second order nonlinear optical susceptibility.Type: GrantFiled: September 17, 1991Date of Patent: May 18, 1993Assignee: Hoechst Celanese Corp.Inventors: Iain McCulloch, Thomas M. Leslie
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Patent number: 5194511Abstract: There is disclosed an organic nonlinear optical material which comprises a polymer having the following constitutional units, in amounts of 5 to 100 mole % of (I) and 0 to 95 mole % of (II), and a weight average molecular weight (Mw) of the polymer being 10,000 to 2,000,000. ##STR1## wherein the symbols represent the same meanings as defined in the specification. ##STR2## A nonlinear optical element has large nonlinear optical effect and yet is excellent in molding processability so that it can be widely applied to the filed of optical processings.Type: GrantFiled: January 31, 1992Date of Patent: March 16, 1993Assignee: Mitsubishi Petrochemical Co., Ltd.Inventors: Iwao Seo, Manabu Kishimoto, Atsushi Oda, Kenji Nakajima
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Patent number: 5187234Abstract: This invention provides novel vinyl polymers with pendant side chains which exhibit nonlinear optical response. The polymers have utility as a transparent optical media in optical devices.Type: GrantFiled: September 6, 1991Date of Patent: February 16, 1993Assignee: Hoechst Celanese Corp.Inventors: Thomas M. Leslie, Ching F. Shu, Karsten Blatter, Ronald DeMartino, Frank Battito
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Patent number: RE34141Abstract: The weather and UV-light resistance of polyacetal resin compositions is improved by incorporating into polyacetal resin a stabilizing package comprised of at least one stabilizing agent selected from benzotriazoles, benzophenones, aromatic benzoates, cyanoacrylates, oxalanilides, and hindered amines, and an acylate resin selected from homopolymers or copolymers of acrylic or methacrylic acid, and ester derivatives thereof.Type: GrantFiled: August 1, 1991Date of Patent: December 8, 1992Assignee: Polyplastics Co., Ltd.Inventor: Sadatsugu Okuda