Patents Examined by Rabon Sergent
  • Patent number: 9790398
    Abstract: The present application is directed at the reaction product of an azide compound having two or more azide groups attached thereto and an alkyne compound having two or more alkyne groups attached thereto, wherein the azide and alkyne groups react in a 1,3-dipolar cyclo addition to form 1,4-disubstituted triazols and wherein the azide or alkyne compound or both include —O—(C?O)—NR— functional groups. The reaction products can be used as coatings, such as for flat roofs, sealants, adhesives and in elastomer applications. Methods for producing the reaction products as well as substrates including a coating of the reaction product are also disclosed.
    Type: Grant
    Filed: February 5, 2014
    Date of Patent: October 17, 2017
    Assignee: SIKA TECHNOLOGY AG
    Inventors: Neil Carter, Ian Martin, Alexander Coward, Mark Gatrell, Michael Byrne, John E. Cullen, Peter Cormack
  • Patent number: 9765177
    Abstract: Methods for producing a polymer with end groups of formula (I), which is free of isocyanate groups, wherein at least one hydrosilane of formula (II) is reacted with at least one polyurethane polymer containing isocyanate groups, where R1 stands for an alkyl group having 1 to 12 C atoms, R2 stands for a hydrogen atom or for an alkyl group having 1 to 12 C atoms, which optionally comprises ether oxygen or amine nitrogen, R3 stands for a linear or a branched alkylene or cycloalkylene residue having 1 to 20 C atoms, optionally with aromatic parts, and optionally with one or more heteroatoms, R4 stands for an alkyl group having 1 to 6 C atoms, R5 stands for an alkyl group having 1 to 10 C atoms, which optionally comprises one or more ether oxygens, n stands for 2 or 3 or 4, and x stands for 0 or 1.
    Type: Grant
    Filed: May 22, 2013
    Date of Patent: September 19, 2017
    Assignee: SIKA TECHNOLOGY AG
    Inventors: Andreas Kramer, Urs Burckhardt
  • Patent number: 9745403
    Abstract: To provide a polymer material having properties that allow the polymer material to replace a polyimide and a polyamide synthesized from a petroleum raw material, said polymer material being synthesized from a raw material derived from natural molecules. [Solution] This polymer material is obtained by polymerizing a polymer raw material comprising a dimer of 4-amino cinnamic acid or a dimer of a 4-amino cinnamic acid derivative, which are natural molecules, wherein the carboxyl group is protected by an alkyl chain. The TGA curve of a polyamide acid (PAA-1) and a polyimide (PI-1) according to the present invention is shown in FIG. 5.
    Type: Grant
    Filed: November 13, 2012
    Date of Patent: August 29, 2017
    Assignee: JAPAN SCIENCE AND TECHNOLOGY AGENCY
    Inventors: Tatsuo Kaneko, Akio Miyazato, Seiji Tateyama, Phruetchika Suvannasara, Yuuki Oka
  • Patent number: 9745468
    Abstract: The present invention relates to a polyurethane resin composition for a support pad including a polyurethane resin, a DMF solvent, an anionic surfactant, and polyethylene glycol (PEG), and a polyurethane support pad including the polyurethane resin composition for a support pad. According to the present invention, long and large pores may be uniformly formed therein, and thus a support pad having an excellent compression rate and compression recovery rate may be provided.
    Type: Grant
    Filed: August 17, 2012
    Date of Patent: August 29, 2017
    Assignee: LG CHEM, LTD.
    Inventors: Dong-Mok Shin, Na-Ri Kim, Byeong-In Ahn, Sang-Soon Choi, Young-Ji Tae, Keong-Yeon Yoon
  • Patent number: 9732181
    Abstract: A process of forming a polyurethane material includes forming an alkyne-terminated triglyceride material from an unsaturated plant oil. The process also includes forming a hydroxyl-terminated polyol material from the alkyne-terminated triglyceride material. The process further includes polymerizing a mixture that includes the hydroxyl-terminated polyol material to form a polyurethane material.
    Type: Grant
    Filed: December 9, 2015
    Date of Patent: August 15, 2017
    Assignee: INTERNATIONAL BUSINESS MACHINES CORPORATION
    Inventors: Scott B. King, Brandon M. Kobilka, Joseph Kuczynski, Jason T. Wertz
  • Patent number: 9732180
    Abstract: The invention relates to metal complex compounds of the formula Mk(L)x(Y)kz-nx, where the ligand L has the formula (I), and to metal complex compounds which include the reaction product of at least one salt or a complex of a transition metal or a main group metal element of the groups 13 to 15 and at least one 1,3-ketoamide. Such complex compounds are suitable in particular as catalysts for polyurethane compositions. The invention also relates to two-component polyurethane compositions including at least one polyisocyanate as the first component, at least one polyol as the second component, and at least one such metal complex compound as the catalyst. The invention additionally relates to different uses of the two-component polyurethane compositions.
    Type: Grant
    Filed: December 12, 2012
    Date of Patent: August 15, 2017
    Assignee: SIKA TECHNOLOGY AG
    Inventors: Urs Burckhardt, Rita Cannas
  • Patent number: 9725556
    Abstract: Sulfur-containing polyurea compositions comprising a polyisocyanate and a polyamine are disclosed. The polyisocyanate comprises the reaction product of reactants comprising a diisocyanate having isocyanate groups with different reactivities toward thiol groups, and a thiol-terminated sulfur-containing polymer such as a thiol-terminated polythioether polymer and/or a thiol-terminated polyformal polymer. The polyamine can be an aromatic polyamine and/or an aromatic amine-terminated polythioether adduct. The sulfur-containing polyurea compositions are useful as aerospace sealants.
    Type: Grant
    Filed: November 4, 2014
    Date of Patent: August 8, 2017
    Assignee: PRC-DeSoto International, Inc.
    Inventors: Juexiao Cai, Stephen J. Hobbs, Marfi Ito, Scott Moravek, Renhe Lin
  • Patent number: 9688814
    Abstract: The invention relates to a method for producing functionalized polyoxymethylene block copolymers comprising the step of polymerizing formaldehyde in a reaction vessel in the presence of a catalyst, the polymerization of formaldehyde in addition taking place in the presence of a starter compound comprising at least 2 Zerewitinoff active H atoms, to obtain an intermediate product. The intermediate product obtained is subsequently reacted with a cyclic carboxylic acid ester or carbonic acid ester, thus obtaining a functionalized polyoxymethylene block copolymer. The invention further relates to functionalized polyoxymethylene block copolymers obtained by such a method and to the use of said copolymers.
    Type: Grant
    Filed: December 18, 2013
    Date of Patent: June 27, 2017
    Assignee: Covestro Deutschland AG
    Inventors: Thomas Ernst Müller, Christoph Gürtler, Walter Leitner, Henning Vogt, Gabor Barath
  • Patent number: 9683127
    Abstract: The invention relates to a process for the preparation of water-emulsifiable isocyanates and to their use.
    Type: Grant
    Filed: September 16, 2013
    Date of Patent: June 20, 2017
    Assignee: BASF SE
    Inventors: Angelika Maria Steinbrecher, Peter Keller, Frederic Lucas
  • Patent number: 9670305
    Abstract: The present invention is related to a polyurethane dispersant and a preparation method thereof. The polyurethane dispersant is terminated by a nitrogen-containing heterocyclic compound during synthesis. The nitrogen-containing heterocyclic compound is prepared by subjecting anhydride and a compound containing a primary amine and a secondary amine or a hydroxyl or mercapto group to dehydration condensation. The condensed product is the nitrogen-containing heterocyclic compound, containing a reactive hydrogen. The structural formula of the compound containing the primary amine and the secondary amine or hydroxyl or mercapto group is shown as follows: wherein n=1 to 5, and preferably 2 to 4, R1 and R2 are respectively alkyls containing 1 to 8 carbons, R1 and R2 are independent of each other or connected by a chemical bond to form one or more saturated or unsaturated 4-member to 8-member rings, and X represents N, O, or S.
    Type: Grant
    Filed: October 8, 2012
    Date of Patent: June 6, 2017
    Assignees: AFCONA CHEMICALS (HAIMEN) CO., LTD.
    Inventor: Zhijun Wang
  • Patent number: 9657129
    Abstract: To provide a novel cyclic amine compound and a process for producing a polyurethane resin by using it. A 3-hydroxy-1,5-diazabicyclo[3.2.2]nonane represented by the following formula (1), and a process for producing a polyurethane resin by using a catalyst for producing a polyurethane resin, which contains the 3-hydroxy-1,5-diazabicyclo[3.2.2]nonane. When the compound represented by the formula (1) has optical isomers, diastereomers or geometric isomers, the compound includes both a mixture of any of them and an isolated isomer of any of them. [in the above formula (1), each of R1, R2, R3, R4, R5, R6, R7 and R8 which are independent of one another, is a hydrogen atom, a C1-4 alkyl group, a hydroxy group, a hydroxymethyl group or a C1-4 alkoxy group.
    Type: Grant
    Filed: December 22, 2011
    Date of Patent: May 23, 2017
    Assignee: TOSOH CORPORATION
    Inventors: Hiroyuki Kiso, Takao Suzuki, Yoshihiro Takahashi
  • Patent number: 9657130
    Abstract: A process of forming a polyurethane material includes forming an unsaturated alcohol from an unsaturated plant oil via a reduction reaction. The process includes forming an alkyne-terminated alcohol from the unsaturated alcohol and forming a polyol having two primary hydroxyl groups from the alkyne-terminated alcohol. The process further includes polymerizing a mixture that includes the polyol having the two primary hydroxyl groups to form a polyurethane material.
    Type: Grant
    Filed: December 10, 2015
    Date of Patent: May 23, 2017
    Assignee: INTERNATIONAL BUSINESS MACHINES CORPORATION
    Inventors: Scott B. King, Brandon M. Kobilka, Joseph Kuczynski, Jason T. Wertz
  • Patent number: 9644289
    Abstract: Provided are novel polyurethane elastic fibers having a high recovery stress, low hysteresis loss, and high heat resistance. The polyurethane elastic fibers of the present invention are polyurethane elastic fibers formed from a polyurethaneurea obtained from a copolyalkylene ether diol produced from different C2-10 alkylene ethers; a diisocyanate; and a diamine, the polyurethane elastic fibers being characterized in that the polyurethaneurea has a hard segment percentage of 14.0% to 25.0% as defined by formula (1): hard segment percentage (%)=(urea moiety number-average molecular weight)/{(urea moiety number-average molecular weight)+(moiety segment number-average molecular weight)}×100 (formula (1)).
    Type: Grant
    Filed: March 13, 2012
    Date of Patent: May 9, 2017
    Assignee: ASAHI KASEI FIBERS CORPORATION
    Inventors: Masayuki Adachi, Takamasa Mori, Junichi Kojima
  • Patent number: 9631044
    Abstract: A method for preparing a comb-like polyurethane, including: 1) adding a diol to a reaction vessel, stirring, heating, vacuum dehydrating, and cooling the diol; adding a diisocyanate to the diol, and pre-polymerizing the diisocyanate and the diol under vacuum to yield a polyurethane prepolymer; 2) dissolving lysine in a mixture of water and an organic solvent to yield a first solution, adding the first solution to the polyurethane prepolymer to yield a first reaction mixture; stopping stirring and allowing the first reaction mixture to stand for between 10 and 12 hrs, pouring the first reaction mixture into water, and drying a precipitate to yield a polyurethane elastomer containing carboxyl groups; 3) dissolving the polyurethane elastomer in an organic solvent to yield a second solution; adding an epoxy-terminated polyethylene glycol to the second solution, and stirring a resulting mixture at between 110 and 130° C.
    Type: Grant
    Filed: October 12, 2015
    Date of Patent: April 25, 2017
    Assignees: SICHUAN UNIVERSITY, LAVAL UNIVERSITY
    Inventors: Xingyi Xie, Ze Zhang, Xiangyang Wu, Qiang Fu, Yinping Zhong
  • Patent number: 9617370
    Abstract: A polyurethane used for orthopedics external fixing system in complex environment is obtained by reaction of mixture of polyether polyol with modified isocyanate in the weight ratio of 1:0.6-0.75. The modified isocyanate is obtained by reaction of polyphenylene polymethylene isocyanate with polyether glycol. The components and corresponding weight percent amounts of the mixture of polyether polyol are as follows: 60-65% polyether polyol; 0.3-1% catalyst; 0.1-2% foam stabilizer; 0.1-2% or 3-20% foaming agent; 25-40% filler and 0.5-2% functional auxiliary agent. The method of producing the polyurethane is also provided.
    Type: Grant
    Filed: July 14, 2015
    Date of Patent: April 11, 2017
    Inventor: Xieping Zhu
  • Patent number: 9598527
    Abstract: The present invention provides polyurethanes including a reaction product of components including: (a) about 1 equivalent of at least one polyisocyanate; (b) about 0.05 to about 0.9 equivalents of at least one branched polyol having 4 to 18 carbon atoms and at least 3 hydroxyl groups; and (c) about 0.1 to about 0.95 equivalents of at least one diol having 2 to 18 carbon atoms, wherein the reaction product components are essentially free of polyester polyol and polyether polyol and the reaction components are maintained at a temperature of at least about 100° C. for at least about 10 minutes, compositions, coatings and articles made therefrom and methods of making the same.
    Type: Grant
    Filed: December 14, 2006
    Date of Patent: March 21, 2017
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Thomas G. Rukavina, Robert Hunia, Yan Wang
  • Patent number: 9574044
    Abstract: An addition compound, prepared by reacting a) one or more polyisocyanates having an average functionality of 2-6; b) one or more compounds comprising at least one chain selected from the group consisting of polyester, polyether, polyacrylate, polyurethane, polyolefin and a combination thereof; and at least one isocyanate reactive group, wherein the at least one isocyanate reactive group is an amino group; and c) one or more compounds selected from the group consisting of N-(3-aminopropyl) imidazole (API), benzoguanamine (BGA) and N-(2-aminoethyl) piperazine (AEP). The addition compound is suitable as dispersant or anti-sedimentation agent, especially for pigments, fillers and matting agents.
    Type: Grant
    Filed: September 17, 2015
    Date of Patent: February 21, 2017
    Assignee: Evonik Degussa GmbH
    Inventors: Girish Tilak, Bing Guo, Shenglan Cheng
  • Patent number: 9568643
    Abstract: A composition for the preparation of a transparent, non-elastomeric optical article is provided, the composition including: (1) a polyisocyanate component containing one or more different polyisocyanates; and (2) a component that is reactive with isocyanates, including: (a) optionally at least one polyol having a number average molecular weight greater than 500; (b) (i) at least one polyol and/or polythiol and (ii) at least one compound containing both amine and hydroxyl functional groups, wherein the compound (ii) has a number average molecular weight less than 500; and optionally (3) a urethanation catalyst. Multi-step and one-pot methods of preparing a cured, non-elastomeric polyurethane-containing optical article are also provided.
    Type: Grant
    Filed: December 10, 2013
    Date of Patent: February 14, 2017
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Nina Vassileva Bojkova, Marvin Jerome Graham, Matthew John Kryger, Federico Menta
  • Patent number: 9567423
    Abstract: The present invention relates to a process for the preparation of low-viscosity, radiation-curable, aqueous dispersions based on polyurethane acrylates (UV-PUDs), wherein the UV-PUDs hydrophilized via hydroxy-functionalized carboxylic acids have a lower initial viscosity when a large part of the urethanization, that is to say the reaction of the NCO-functionalized compounds with the OH-functionalized compounds, initially takes place in the absence of the acid-carrying compounds and the incorporation of the acid-carrying compounds via their hydroxyl function takes place as late as possible.
    Type: Grant
    Filed: December 13, 2010
    Date of Patent: February 14, 2017
    Assignee: Covestro Deutschland AG
    Inventors: Stefan Sommer, Thorsten Rische, Erhard Luehmann
  • Patent number: 9567500
    Abstract: The present invention relates to a polyurethane adhesive comprising an isocyanate component A and a polyol component B where the isocyanate component A comprises at least one diisocyanate or polyisocyanate and the polyol component B comprises the alkoxylation product of a mixture of castor oil or ricinoleic acid (i), of an aromatic di- or polyol (ii), and of an OH-functional compound having aliphatically bonded OH groups and OH-functionality of from 1 to 8 (iii), and also optionally of a compound (iv), selected from the group consisting of cyclic anhydrides of dicarboxylic acids, and optionally of a compound (v) selected from the group consisting of cyclic mono- or diesters. The present invention further relates to a process for adhesive bonding with use of the polyurethane adhesive of the invention, to an item adhesive-bonded with the use of the polyurethane adhesive, and to the use of said item in the construction of wind turbines.
    Type: Grant
    Filed: June 16, 2014
    Date of Patent: February 14, 2017
    Assignee: VASF SE
    Inventors: Berend Eling, Hans-Juergen Reese, Christian Koenig, Patrick Bolze