Nitrogen Compound Wherein Nitrogen Atom Is Bonded To Three Atoms Of Carbon Contains A Bridged- Or Fused-ring System, E.g., Triethylene Diamine, Etc. Patents (Class 528/54)
  • Patent number: 10479916
    Abstract: Disclosed are latent two-part polyurethane adhesives that rapidly develop adhesive strength when cured by application of infrared radiation containing a polyol component which includes; one or more polyols having a hydroxyl equivalent weight of 400 to 2000 and a nominal hydroxyl functionality of 2 to 4; one or more aliphatic diol chain extenders; and one or more latent room temperature organometallic catalysts; b) a polyisocyanate component containing one or more polyisocyanate compounds; and v) a carboxylic acid-blocked cyclic amidine compound and vi) a phenol-blocked cyclic amidine compound which each may be located in the polyol component or the isocyanate component. Further disclosed are methods of bonding structures together using the latent two-part polyurethane adhesives.
    Type: Grant
    Filed: June 14, 2016
    Date of Patent: November 19, 2019
    Assignee: DOW GLOBAL TECHNOLOGIES LLC
    Inventors: Stefan Schmatloch, Joel Kunz, Sergio Grunder
  • Patent number: 10400145
    Abstract: Two-component polyurethane adhesives include a polyol component and a polyisocyanate component. The polyol component includes a polyether polyol and an aliphatic diol chain extender, but is devoid of primary and second amine compounds. The polyisocyanate component includes one or more polyisocyanate compounds. The adhesive contains a mixture of a dialkyltinthioglycolate catalyst and an acid-blocked cyclic amidine catalyst. The tin catalyst is formulated into the polyol component, whereas the cyclic amidine catalyst can be formulated into either the polyol or the polyisocyanate components.
    Type: Grant
    Filed: June 14, 2016
    Date of Patent: September 3, 2019
    Assignee: DOW GLOBAL TECHNOLOGIES LLC
    Inventors: Stefan Schmatloch, Joel Kunz
  • Patent number: 10392542
    Abstract: Disclosed are latent two-part polyurethane adhesives that rapidly develop adhesive strength when cured by application of infrared radiation containing a polyol component which includes; one or more polyols having a hydroxyl equivalent weight of 400 to 2000 and a nominal hydroxyl functionality of 2 to 3; one or more aliphatic diol chain extenders; one or more latent room temperature organometallic catalysts; and one or more multifunctional polyols having a functionality of greater than 3; b) a polyisocyanate component containing one or more polyisocyanate compounds; and v) a carboxylic acid-blocked cyclic amidine compound, vi) a phenol-blocked cyclic amidine compound or both of v) one or more carboxylic acid-blocked cyclic amidine compounds and vi) one or more phenol-blocked cyclic amidine compounds which may be located in the polyol component or the isocyanate component. Further disclosed are methods of bonding structures together using the latent two-part polyurethane adhesives.
    Type: Grant
    Filed: June 14, 2016
    Date of Patent: August 27, 2019
    Assignee: DOW GLOBAL TECHNOLOGIES LLC
    Inventors: Stefan Schmatloch, Joel Kunz, Grunder Sergio, Felix Koch
  • Patent number: 9290654
    Abstract: Polymer compositions with improved lacquer adhesion comprising A) 30 to 80 parts by wt. of at least one polymer chosen from the group of aromatic polycarbonates and aromatic polyester carbonates, B) 2 to 40 parts by wt. of at least one rubber-free and/or rubber-modified vinyl (co)polymer, the rubber-modified vinyl (co)polymers being prepared in the bulk, solution or suspension polymerization process, C) 0.5 to 20.0 parts by wt. of at least one rubber-modified vinyl (co)polymer prepared in the emulsion polymerization process, D) 2 to 16 parts by wt. of at least one polymer, E) 0 to 35 parts by wt. of at least one inorganic filler or reinforcing substance, F) 0.01 to 20.0 parts by wt. of at least one polymer additive, wherein the sum of the parts by weight of components A+B+C+D+E+F in the composition is 100.
    Type: Grant
    Filed: December 28, 2012
    Date of Patent: March 22, 2016
    Assignee: BAYER INTELLECTUAL PROPERTY GMBH
    Inventors: Ralf Hufen, Andreas Seidel
  • Patent number: 8946376
    Abstract: The present invention relates to 1,4-diketopyrrolo[3,4-c]pyrrole (DPP) derivatives of the below formula to their manufacture; to their use as organic semiconductors, e.g. in semiconductor devices, especially a sensor, a diode, a photodiode, an organic field effect transistor, a transistor for flexible displays, and/or a solar cell (photovoltaic cell); to such semiconductor devices comprising diketopyrrolopyrrol derivatives of the formula I as a semiconducting effective means, and to devices containing said semiconductor devices. The compounds of the formula I have excellent solubility in organic solvents. High efficiency of energy conversion, excellent field-effect mobility, good on/off current ratios and/or excellent stability can be observed, when said compounds are used in semiconductor devices or organic photovoltaic (PV) devices.
    Type: Grant
    Filed: September 27, 2011
    Date of Patent: February 3, 2015
    Assignee: BASF SE
    Inventors: Frank Würthner, Sabin-Lucian Suraru, Pascal Hayoz
  • Patent number: 8940853
    Abstract: Blocked polyisocyanates, obtained by using a polyisocyanate derived from an aliphatic and/or an alicyclic diisocyanate monomer, as a precursor, and including both of a blocked isocyanate group blocked with a pyrazole compound and a cationic group neutralized with an anion, in one molecule thereof; methods for making and using such blocked polyisocyanates; and compositions of matter including such blocked polyisocyanates.
    Type: Grant
    Filed: March 16, 2011
    Date of Patent: January 27, 2015
    Assignee: Asahi Kasei Chemicals Corporation
    Inventors: Yoshiyuki Asahina, Michiaki Sasahira
  • Patent number: 8912113
    Abstract: Described herein are metal amidine complexes in combination with a second compound useful as catalysts in a number of polymerization reactions, including polyurethane and epoxy polymerization reactions. Also described herein are various coating compositions and methods of using same for coating substrates using the metal amidine complexes in combination with a second compound.
    Type: Grant
    Filed: March 5, 2012
    Date of Patent: December 16, 2014
    Assignee: King Industries, Inc.
    Inventors: Ramanathan Ravichandran, Robert Coughlin, Bing Hsieh, Farouk Abi-Karam, John Florio
  • Patent number: 8883958
    Abstract: Disclosed are certain polymeric compounds and their use as organic semiconductors in organic and hybrid optical, optoelectronic, and/or electronic devices such as photovoltaic cells, light emitting diodes, light emitting transistors, and field effect transistors. The disclosed compounds can provide improved device performance, for example, as measured by power conversion efficiency, fill factor, open circuit voltage, field-effect mobility, on/off current ratios, and/or air stability when used in photovoltaic cells or transistors. The disclosed compounds can have good solubility in common solvents enabling device fabrication via solution processes.
    Type: Grant
    Filed: March 15, 2013
    Date of Patent: November 11, 2014
    Assignee: Raynergy Tek Inc.
    Inventors: Antonio Facchetti, Hakan Usta, Hualong Pan, Martin Drees, Mitchell Denti
  • Patent number: 8841380
    Abstract: The present invention provides high solids, two-component polyurethane compositions comprising, as one component, polyisocyanate compositions having one or more isocyanurate made from bis(isocyanatomethyl)-cyclohexane, as a second component, one or more high solids polyol, and in either component, one or more tertiary amine catalyst. Optionally, the compositions further comprise one or more zinc amine catalyst. The compositions provide coatings, which exhibit an excellent balance of pot life and dry to touch or tack free time, as well as early rain resistance and hardness, while enabling a lower volatile organic content (VOC) of the compositions for comparable performance.
    Type: Grant
    Filed: November 16, 2011
    Date of Patent: September 23, 2014
    Assignee: Rohm and Haas Company
    Inventors: Donald C. Schall, Jia Tang
  • Patent number: 8809484
    Abstract: An extended isoindigo polymer of Formula (I), below, is provided.
    Type: Grant
    Filed: December 27, 2012
    Date of Patent: August 19, 2014
    Assignee: Xerox Corporation
    Inventors: Anthony J. Wigglesworth, Yiliang Wu
  • Patent number: 8802770
    Abstract: The present invention discloses a semicrystalline, thermoplastic polyurethane which is comprised of the reaction product of (1) a hydrophobic polyol, (2) a polyisocyanate, and (3) a linear chain extender containing 5 carbon atoms or 7 to 12 carbon atoms; wherein the hydrophobic polyol has a number average molecular weight which is within the range of about 1,000 to about 4,000; wherein the semicrystalline, thermoplastic polyurethane has a weight average molecular weight which is within the range of 50,000 to 1,000,000; and wherein the semicrystalline, thermoplastic polyurethane has a melting point which is within the range of 80° C. to 150° C. This hydrophobic thermoplastic polyurethane offers a unique array of characteristics that are highly desirable for utilization in manufacturing a variety of products. For instance, it can be used in overmolding soft grips onto consumer products, in adhesives, and in protective coatings.
    Type: Grant
    Filed: January 21, 2009
    Date of Patent: August 12, 2014
    Assignee: Lubrizol Advanced Materials, Inc.
    Inventors: Donald A. Meltzer, Jacques P. E. J. Horrion
  • Publication number: 20140221594
    Abstract: Polyisocyanate-based polymers are formed by curing a reaction mixture containing at least one polyisocyanate and at least one isocyanate-reactive compound having at least two isocyanate-reactive groups in the presence of a tertiary amine catalyst having a molecular weight of up to 300 and from 0.01 to 1.0 mole per mole of the tertiary amine compound(s) of a non-protic, non-catalytic, metal-containing Lewis acid.
    Type: Application
    Filed: August 29, 2012
    Publication date: August 7, 2014
    Inventors: Rajat Duggal, Nathan Wilmot, Richard J. Keaton, Duane R. Romer, Peter M. Margl
  • Patent number: 8772442
    Abstract: Disclosed are certain polymeric compounds and their use as organic semiconductors in organic and hybrid optical, optoelectronic, and/or electronic devices such as photovoltaic cells, light emitting diodes, light emitting transistors, and field effect transistors. The disclosed compounds can provide improved device performance, for example, as measured by power conversion efficiency, fill factor, open circuit voltage, field-effect mobility, on/off current ratios, and/or air stability when used in photovoltaic cells or transistors. The disclosed compounds can have good solubility in common solvents enabling device fabrication via solution processes.
    Type: Grant
    Filed: March 14, 2013
    Date of Patent: July 8, 2014
    Assignee: Polyera Corporation
    Inventors: Zhengguo Zhu, Hualong Pan, Martin Drees, Hakan Usta, Shaofeng Lu, Antonio Facchetti
  • Patent number: 8759469
    Abstract: The present invention relates to a process for preparing a compound comprising at least a urethane group —HN—C(?O)—O, said process comprising a step (E) in which a compound (I) comprising at least an isocyanate functional group —N?C?O is reacted with an organic compound (II) carrying at least a hydroxyl group —OH, said reaction being carried out in a presence of a carbene (III) used as a catalyst.
    Type: Grant
    Filed: July 25, 2008
    Date of Patent: June 24, 2014
    Assignees: Vencorex Frence, Centre National de la Recherche Scientifique (C.N.R.S)
    Inventors: Gerard Mignani, Mathias Destarac, Daniel Taton, Yves Gnanou, Antoine Baceiredo, Tsuyoshi Kato, Fabien Bonnette, Gopakumar Sivasankarapillai
  • Patent number: 8604147
    Abstract: A porphyrin copolymer containing quinoxaline unit, preparation method and uses thereof are disclosed. The copolymer has the structural formula (I), wherein R1, R2, R3, R4 are selected from C1˜C32 alkyl groups, and n is an integer between 1 and 100. The copolymer is useful in the fields of solar battery and the like.
    Type: Grant
    Filed: May 18, 2010
    Date of Patent: December 10, 2013
    Assignee: Ocean's King Lighting Science & Technology Co., Ltd.
    Inventors: Mingjie Zhou, Jie Huang, Yijin Liu
  • Patent number: 8598301
    Abstract: A copolymer containing fluorenylporphyrin-anthracene is disclosed, which comprises a polymer represented by formula (1), in which R1, R2, R3 and R4, which may be identical or different, are C1-C16 alkyl, and n is an integer of 1 to 100. A preparation method of the copolymer containing fluorenylporphyrin-anthracene and the application thereof in manufacture of solar cell devices, organic field-effect transistors, organic electroluminescent devices, organic optical storage device, organic nonlinear materials or organic laser devices are also disclosed.
    Type: Grant
    Filed: January 30, 2010
    Date of Patent: December 3, 2013
    Assignee: Ocean's King Lighting Science & Technology Co., Ltd.
    Inventors: Mingjie Zhou, Jie Huang, Yijin Liu
  • Patent number: 8598302
    Abstract: A perylenetetracarboxylic acid diimide organic semiconductive material is represented by the following formula (I), which belongs to the field of photoelectric material. In formula (I), n is an integer of 1-100, R1, R2 or R3 is hydrogen, C1-C20 alkyl, C1-C20 alkoxyl, phenyl or alkoxyphenyl, R4 or R5 is C1-C20 alkyl, R6 or R7 is hydrogen, C1-C20 alkyl, C1-C20 alkoxyl or phenyl.
    Type: Grant
    Filed: September 10, 2010
    Date of Patent: December 3, 2013
    Assignee: Ocean's King Lighting Science & Technology Co., Ltd.
    Inventors: Mingjie Zhou, Jie Huang, Rong Guan
  • Patent number: 8598299
    Abstract: A semiconductor composition for producing a semiconducting layer with consistently high mobility is disclosed. The semiconductor composition includes a diketopyrrolopyrrole-thiophene copolymer and a non-aromatic halogenated hydrocarbon solvent. The copolymer has a structure disclosed within. Preferably, the non-aromatic halogenated hydrocarbon solvent contains at least 2 carbon atoms and at least 3 halogen atoms.
    Type: Grant
    Filed: December 6, 2011
    Date of Patent: December 3, 2013
    Assignee: Xerox Corporation
    Inventors: Yiliang Wu, Anthony James Wigglesworth, Ping Liu
  • Publication number: 20130303720
    Abstract: The invention relates to polyisocyanate polyaddition products, to a process for preparation thereof and to the use thereof.
    Type: Application
    Filed: December 13, 2011
    Publication date: November 14, 2013
    Applicant: Bayer Intellectual Property GmbH
    Inventor: Jens Krause
  • Patent number: 8546512
    Abstract: A copolymer containing fluorenylporphyrin-benzene is disclosed, which comprises a copolymer represented by formula (1), in which R1, R2, R3 and R4, which may be identical or different, are C1-C16 alkyl, and n is an integer of 1 to 100. The preparation method of said copolymer containing fluorenylporphyrin-benzene and the use thereof in manufacture of solar batteries components, organic field effect transistors, organic electroluminescent components, organic optical storage components, organic non-linear materials or organic laser components are also disclosed.
    Type: Grant
    Filed: March 23, 2010
    Date of Patent: October 1, 2013
    Assignee: Ocean's King Lighting Science & Technology Co., Ltd.
    Inventors: Mingjie Zhou, Jie Huang, Yijin Liu
  • Patent number: 8507637
    Abstract: A porphyrin copolymer containing thienothiadiazole units, preparation method and uses thereof are disclosed. The copolymer has the structural formula (I), wherein: R1, R2, R3, R4 are same or different and each represents a C1-C32 alkyl; n is an integer of 1-100. The copolymer comprises fluorene units, thienothiadiazole units and porphyrin units, which enhance the density of electron cloud in copolymer skeleton, make the band-gap of the copolymer become narrow, thereby broaden the spectral response range of the copolymer, and improve the photoelectric transformation efficiency.
    Type: Grant
    Filed: June 7, 2010
    Date of Patent: August 13, 2013
    Assignee: Ocean's King Lighting Science & Technology Co., Ltd.
    Inventors: Mingjie Zhou, Jie Huang, Yijin Liu
  • Patent number: 8465840
    Abstract: The present invention relates to the use of a polyurethane system, comprising (a) polyisocyanates, (b) at least one isocyanate-reactive compound, (c) at least one carboxylic salt of an amine catalyst, where, based on one equivalent of the amine of the amino catalyst, from 0.5 to 1.5 equivalents of acid groups of a carboxylic acid are comprised, (d) if appropriate, further catalysts, (e) if appropriate, a reactive chain extender having at least two groups reactive toward isocyanates, where at least one group reactive toward isocyanates is a free, primary, NH2 group, and (f) if appropriate, further additives, for the production of polyurethane sandwich components. The present invention further relates to a process for the production of polyurethane sandwich components, and also to the polyurethane sandwich components obtained by the process of the invention.
    Type: Grant
    Filed: March 18, 2009
    Date of Patent: June 18, 2013
    Assignee: BASF SE
    Inventor: Michael Fader
  • Patent number: 8349988
    Abstract: Substrates, particularly low surface energy substrates, can be bonded using certain solvent-free liquid polyurethane adhesives. The adhesive cures through reaction with moisture and/or an active hydrogen-containing curing agent to form a tough, strong, thermoset polymer having excellent chemical and heat resistance. The adhesive is based on a polyurethane prepolymer obtained by reacting a stoichiometric excess of at least one polyfunctional isocyanate having a functionality of less than 2.2 with at least one polyether polyol and at least one polyester polyol containing isophthalic acid moieties but relatively few if any phthalic acid or terephthalic acid moieties.
    Type: Grant
    Filed: July 22, 2010
    Date of Patent: January 8, 2013
    Assignee: Henkel Corporation
    Inventors: Zhengzhe Song, Yingjie Li
  • Publication number: 20120285612
    Abstract: A mixture of a 1,2,4-triazole-blocked 1,8-diazabicyclo-5.4.0-undecene-7 and a phthalic acid-blocked 1,8-diazabi-cyclo-5.4.0-undecene-7 in a weight ratio of from 5:95 to about 30:70 is a useful polyurethane polymerization catalyst. The catalyst mixture is especially useful in applications in which long open times are needed at temperatures up to about 40° C., to be followed by a fast high temperature cure.
    Type: Application
    Filed: January 26, 2011
    Publication date: November 15, 2012
    Inventor: Stephen Burks
  • Publication number: 20120225982
    Abstract: Described herein are metal amidine complexes in combination with a second compound useful as catalysts in a number of polymerization reactions, including polyurethane and epoxy polymerization reactions. Also described herein are various coating compositions and methods of using same for coating substrates using the metal amidine complexes in combination with a second compound.
    Type: Application
    Filed: March 5, 2012
    Publication date: September 6, 2012
    Inventors: Ramanathan Ravichandran, Robert Coughlin, Bing Hsieh, Farouk Abi-Karam, John Florio
  • Patent number: 8158744
    Abstract: A polymer of Formula (I) wherein R1, R2, Ar1, Ar2, and n are as described herein. The polymer may be used in a semiconducting layer of an electronic device.
    Type: Grant
    Filed: March 1, 2011
    Date of Patent: April 17, 2012
    Assignee: Xerox Corporation
    Inventors: Yiliang Wu, Ping Liu, Anthony James Wigglesworth, Nan-Xing Hu
  • Patent number: 7834123
    Abstract: A two component polyurethane adhesive composition having one or more polyols as a first component and one or more isocyanates as a second component. The composition also comprises one or more catalysts and one or more blocking agents to delay the curing reaction. The composition provides long open time, improved wet out of the substrates to be bonded, a rapid cure rate and excellent final bond performance at room and elevated temperatures. Optional ingredients, such as fillers, chain extenders and plasticizers may be added as desired. In one embodiment, the catalyst is a tin catalyst such as dibutyl tin dilaurate which may optionally be combined with other catalysts such as tertiary amines. The blocking agent in one embodiment is 8-hydroxyquinoline.
    Type: Grant
    Filed: May 19, 2006
    Date of Patent: November 16, 2010
    Assignee: Henkel AG & Co. KGaA
    Inventor: Wu Suen
  • Publication number: 20100222444
    Abstract: A catalyst for polyurethane production is provided which is non-corrosive and exhibits effective delay of catalyst action. The catalyst comprises a mixture of a tertiary amine, and a saturated dicarboxylic acid represented by General Formula: HOOC—(CH2)n—COOH where n is an integer of from 2 to 14.
    Type: Application
    Filed: September 18, 2009
    Publication date: September 2, 2010
    Inventors: Hiroyuki Kometani, Yutaka Tamano, Masaki Ishida
  • Patent number: 7709589
    Abstract: The invention relates to high-reactivity polyurethane compositions. The invention further relates to low temperature curable polyurethane compositions which contain uretdione groups, particularly useful for polyurethane powder coating compositions and adhesive compositions, and to processes for preparing and using the same.
    Type: Grant
    Filed: October 6, 2004
    Date of Patent: May 4, 2010
    Assignee: Evonik Degussa GmbH
    Inventors: Emmanouil Spyrou, Holger Loesch, Dirk Hoppe
  • Patent number: 7658974
    Abstract: There is provided a two-pack composition for making urethane-containing structures, said composition comprising (a) a first pack comprising at least one reaction product of at least one polyisocyanate and at least one polyol, wherein said first pack has %NCO of 6% or greater, and (b) a second pack comprising at least one polyol and at least one amine catalyst, wherein the reactive mixture formed by admixing said first pack and said second pack is capable of curing in the absence of water; and wherein said reactive mixture comprises less than 3% solvent by weight based on the weight of said reactive mixture. Also provided are methods of making such urethane-containing structures, and the urethane structures made thereby.
    Type: Grant
    Filed: April 25, 2005
    Date of Patent: February 9, 2010
    Assignee: Rohm and Haas Company
    Inventor: Sebastiano Failla
  • Patent number: 7576143
    Abstract: A polyurethane acrylate (A), comprises, as synthesis components, (a) at least one polyisocyanate which comprises isocyanurate groups, based on 1-isocyanato-3,3,5-trimethyl-5-(isocyanatomethyl)cyclohexane, (b) at least one polyisocyanate which comprises isocyanurate groups, based on hexamethylene diisocyanate, (c) at least one aliphatic and/or cycloaliphatic diisocyanate, (d1) at least one polyetherdiol or polyesterdiol having a molecular weight ranging from 500 to 2000, (d2) optionally, at least one diol having a molecular weight of less than 220 g/mol, (e) at least one compound having at least one group reactive toward isocyanate and at least one unsaturated group capable of free radical polymerization, and (f) optionally, at least one compound having exactly one group reactive toward isocyanate.
    Type: Grant
    Filed: March 8, 2006
    Date of Patent: August 18, 2009
    Assignee: BASF Aktiengesellschaft
    Inventors: Reinhold Schwalm, Erich Beck, Klaus Menzel
  • Publication number: 20090143558
    Abstract: The invention relates to the use of specific pyridines as catalysts for the dimerization of isocyanates (uretdione formation) and a process for preparing polyisocyanates having a high content of uretdione groups.
    Type: Application
    Filed: December 2, 2008
    Publication date: June 4, 2009
    Inventors: Frank Richter, Andreas Hecking, Reinhard Halpaap
  • Patent number: 7507361
    Abstract: Polyisocyanate-based reaction systems, a pultrusion process of those systems to produce reinforced matrix composites, and to composites produced thereby. The polyisocyanate-based systems are mixing activated reaction systems that include a polyol composition, an optional chain extender or crosslinker, and a polyisocyanate. The polyisocyanate-based systems exhibit improved processing characteristics in the manufacture of fiber reinforced thermoset composites via reactive pultrusion.
    Type: Grant
    Filed: May 25, 2005
    Date of Patent: March 24, 2009
    Assignee: Huntsman International LLC
    Inventors: Ravi R. Joshi, Evan H. Cheolas
  • Patent number: 7144607
    Abstract: A polyimide-containing liquid crystal alignment treating agent having a structure of the formula (I) incorporated therein, wherein Q is a single bond or a divalent organic group, R1 to R4 represent aromatic groups, and R1 to R4 may be the same as, or different from, one another.
    Type: Grant
    Filed: June 11, 2002
    Date of Patent: December 5, 2006
    Assignee: Nissan Chemical Industries, Ltd.
    Inventors: Tomohisa Yamada, Hiroyoshi Fukuro, Hideyuki Endo
  • Patent number: 7041770
    Abstract: A golf ball comprising a layer including a saturated polyurethane composition formed of a saturated prepolymer and a saturated curing agent, wherein the layer may be casted as an outer cover, formed as an intermediate layer, or both.
    Type: Grant
    Filed: June 23, 2003
    Date of Patent: May 9, 2006
    Assignee: Acushnet Company
    Inventor: Shenshen Wu
  • Patent number: 6914115
    Abstract: Polyurethane powder coating compositions containing uretdione groups and curing at low temperatures are provided, along with processes for preparing such compositions, and their use as powder coatings, wherein the compositions generally contain: A) a uretdione-containing powder coating hardener derived from aliphatic, (cyclo)aliphatic, cycloaliphatic or aromatic polyisocyanates and hydroxyl-containing compounds, and having a melting point from 40 to 130° C., a free NCO content of less than 5% by weight, and a uretdione content of 6-18% by weight; B) a hydroxyl-containing polymer having a melting point from 40 to 130° C., and an OH number between 20 and 200 mg KOH/gram, and C) a catalyst of the formula [NR1R2R3R4]+[R5]?, in which R1-R4 simultaneously, or independently of one another, are alkyl, aryl, aralkyl, heteroaryl or alkoxyalkyl radicals, and each R1-R4 is aromatic, linear or branched, unbridged or bridged with other radicals, R1-R4.
    Type: Grant
    Filed: November 27, 2002
    Date of Patent: July 5, 2005
    Assignee: Degussa AG
    Inventors: Emmanouil Spyrou, Holger Loesch, Andreas Wenning
  • Patent number: 6770727
    Abstract: A process for preparing an urethane compound for medical instruments, characterized by reacting a hydroxyl compound (A) with an isocyanate compound (B) in the absence of a catalyst or in the presence of a reaction catalyst other than an organic tin compound to give an urethane compound (I). According to the process, the urethane compound showing high safety can be easily prepared, in particular, while molecular weight of the compound is controlled.
    Type: Grant
    Filed: October 31, 2002
    Date of Patent: August 3, 2004
    Assignee: Menicon Co., Ltd.
    Inventors: Tsuyoshi Watanabe, Eri Ito, Sadayasu Tanikawa, Shoji Ichinohe, Toshio Yamazaki
  • Patent number: 6770728
    Abstract: A process for preparing an ocular lens with a urethane compound comprising the steps of a) preparing a urethane compound by reacting at least one hydroxyl compound and at least one isocyanate compound in the presence of an organic iron compound, b) removing the organic iron compound from the urethane compound obtained in the step a) c) mixing the urethane compound obtained in the step b) with at least one compound selected from the group consisting of another copolymerizable compound, a crosslinking agent, a UV absorbent, a dye, a polymerization initiator, a photosensitizer, and an organic solvent to obtain a mixture, and d) curing the mixture obtained in the step c) to prepare a lens.
    Type: Grant
    Filed: October 31, 2002
    Date of Patent: August 3, 2004
    Assignee: Menicon Co., Ltd.
    Inventors: Tsuyoshi Watanabe, Eri Ito, Sadayasu Tanikawa, Shoji Ichinohe, Toshio Yamazaki, Mouad Lamrani
  • Publication number: 20040147705
    Abstract: A method for producing a polyurethane resin, which comprises reacting a polyol with a polyisocyanate in the presence of a catalyst selected from the group consisting of a catalyst (A) containing an amine compound of the following formula (1): 1
    Type: Application
    Filed: January 15, 2004
    Publication date: July 29, 2004
    Applicant: Tosoh Corporation
    Inventors: Takahiro Masuda, Hiroaki Nakamura, Yutaka Tamano
  • Patent number: 6767985
    Abstract: The invention relates to liquid stable MDI prepolymers and curative systems which are suitable for room temperature casting and which yield high performance low-shrinkage urethane elastomers upon room-temperature curing, the prepolymer and curative components, the elastomers themselves, and separately packaged prepolymer component and its complementary curative component provided as a single unit or kit.
    Type: Grant
    Filed: November 26, 2001
    Date of Patent: July 27, 2004
    Assignee: Azon USA Inc.
    Inventors: Gerard Scott Freeland, James E. Doyle
  • Patent number: 6756468
    Abstract: Cmpositions for coatings having a dry content higher than 80%, preferably of about 85-90% by weight, based on polyisocyanates and PFPEs, completely crosslinkable also in a range of temperatures between 5° C. and 20° C., comprising the following components: Component 1): mixture comprising: 1.a) Partially fluorinated prepolymers, having free NCO groups, obtained by reaction of (per)fluoropolyethers (PFPEs) diols having number average molecular weight Mn in the range 800-1,300 with the cyclic trimer of the isophorondiisocyanate, 1.b) non cyclic isocyanic trimer of hexamethylendiisocyanate, Component 2): (per) fluoropolyether (PFPE) diol with Mn in the range 350-700, preferably 500-650, component 3): inert organic solvent in crosslinking conditions, complement to 100% by weight of the composition.
    Type: Grant
    Filed: January 12, 2001
    Date of Patent: June 29, 2004
    Assignee: Ausimont S.p.A.
    Inventors: Stefano Turri, Carlo Pogliani
  • Publication number: 20040122202
    Abstract: Breathable thermoplastic polyurethanes are prepared from the reaction of a polyol component, a polyisocyanate component, and a chain extender in the presence of a metal-free catalyst. The metal-free catalyst comprises a polyalcohol amine, a tertiary amine catalyst, or a combination thereof. The polyurethanes of the present invention are suitable for film applications as they form breathable films which are permeable to water vapor but not air or water. The polyurethane compositions are substantially metal-free, have low extractables, and excellent melt strength.
    Type: Application
    Filed: December 20, 2002
    Publication date: June 24, 2004
    Inventors: A. Donald Meltzer, Julius Farkas
  • Publication number: 20040110916
    Abstract: A catalyst for production of a two component polyurethane sealant, which comprises a salt of a bicyclic tertiary amine of the following formula (1): 1
    Type: Application
    Filed: December 2, 2003
    Publication date: June 10, 2004
    Applicant: Tosoh Corporation
    Inventors: Hiroyuki Kometani, Yutaka Tamano
  • Patent number: 6740710
    Abstract: The present invention provides a method and composition for waterproofing explosive materials. The method includes providing a waterproofing composition and subsequently coating an explosive material with the composition to produce a moisture barrier. In one embodiment, the composition comprises a reaction product of from 25 to 40 percent by weight of mixed isomers of diphenylmethane diisocyanate; from 45 to 85 percent by weight of a polymer derived from 1,3-butadiene and containing functional groups that are reactive with an isocyanate group; from 0.005 to 0.05 percent by weight of an aromatic isocyanate; and from 0.005 to 0.05 percent by weight of a catalyst.
    Type: Grant
    Filed: August 20, 2002
    Date of Patent: May 25, 2004
    Inventor: Jack J. Wick
  • Patent number: 6723819
    Abstract: Polyurethane resins are produced by reacting a polyol with a polyisocyanate in the presence of an amine catalyst of one of the formulae:
    Type: Grant
    Filed: May 21, 2002
    Date of Patent: April 20, 2004
    Assignee: Tosoh Corporation
    Inventors: Takahiro Masuda, Hiroaki Nakamura, Yutaka Tamano
  • Patent number: 6703471
    Abstract: Low-odor, storage-stable monomer-containing polyisocyanurate is prepared from isophorone diisocyanate by conducting a partial trimerization for 3 minutes to 3 hours in the presence of 0.05-2% by weight of a catalyst, based on the weight of the diisocyanate, the catalyst having the formula [R—NX3]m⊕mY⊖ wherein Y⊖ is a carboxylic acid anion of 4-8 carbons, R is a &bgr;-hydroxyalkyl group of 2-6 carbons, X is an alkylene group of 2-3 carbons and m is a number from 1.0 to 2.0. The three radicals X form a ring with the quaternary nitrogen by way of a common nitrogen atom, which may be partly &bgr;-hydroxyalkylated, said ring optionally having an OH group positioned &agr;, &bgr; or &ggr; to the nitrogen. The reaction proceeds at a temperature of 0-160° C.
    Type: Grant
    Filed: June 27, 2002
    Date of Patent: March 9, 2004
    Assignee: Degussa AG
    Inventors: Stephan Kohlstruk, Manfred Kreczinski, Rainer Lomölder
  • Patent number: 6680356
    Abstract: A fast hardening clear coating composition for repairing a clearcoat/colorcoat finish of a vehicle, which composition is capable of being wet sanded, buffed or polished to a high gloss finish on the same day of application, comprising a film forming binder and an organic liquid carrier, where the binder contains a hydroxyl component comprising a hydroxyl-containing acrylic polymer and a hydroxyl-terminated polyester oligomer, and an organic polyisocyanate crosslinking component, at least portion of which comprises a trimer of isophorone diisocyanate, where the composition further contains, as a combined curing catalyst, at least one dialkyl tin aliphatic carboxylate, at least one tertiary aliphatic mono or diamine, and at least one aliphatic carboxylic acid, in an effective amount such that the clear coating composition on curing at ambient temperatures is in a water spot free and sufficiently hard state for sanding or buffing within about 4 hours after application or on cool down when baked under normal cond
    Type: Grant
    Filed: September 9, 2002
    Date of Patent: January 20, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Gia Huynh-Ba
  • Patent number: 6677425
    Abstract: A fast hardening clear coating composition for repairing a clearcoat/colorcoat finish of a vehicle, which composition is capable of being wet sanded, buffed or polished to a high gloss finish on the same day of application, comprising a film forming binder and an organic liquid carrier, where the binder contains a hydroxyl component comprising a hydroxyl-containing acrylic polymer and a hydroxyl-terminated polyester oligomer, and an organic polyisocyanate crosslinking component, at least portion of which comprises a trimer of isophorone diisocyanate, where the composition further contains, as a combined curing catalyst, at least one dialkyl tin aliphatic carboxylate, at least one tertiary aliphatic mono or diamine, and at least one aliphatic carboxylic acid, in an effective amount such that the clear coating composition on curing at ambient temperatures is in a water spot free and sufficiently hard state for sanding or buffing within about 4 hours after application or on cool down when baked under normal cond
    Type: Grant
    Filed: September 9, 2002
    Date of Patent: January 13, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Gia Huynh-Ba
  • Publication number: 20030212236
    Abstract: A composition is disclosed for producing an elastomer using toluene diisocyanate prepolymers. The composition is prepared by mixing (a) polyisocyanate, (b) curative component and (c) a catalyst consisting essentially of 1,8-diazabicyclo(5,4,0) undec-7-ene; wherein the polyisocyanate comprises at least 70 percent by weight of the isocyanate containing composition is a toluene diisocyanate terminated prepolymer containing less than about 2 percent by weight free toluene diisocyanate monomer and the curative component contains compounds having isocyanate-reactive groups, wherein at least 40 percent by weight of the compounds having isocyanate-reactive groups are compounds having at least one hydroxyl group.
    Type: Application
    Filed: October 23, 2002
    Publication date: November 13, 2003
    Inventors: Luigi Pellacani, Holger Paschke, Michael Janssen, Klaus Haase
  • Patent number: 6627725
    Abstract: The present invention relates to a composition, particularly useful in paint. This composition is defined in that it contains, for successive or simultaneous addition: an isocyanate which is at least partially masked, having a glass transition temperature (sometimes denoted by the abbreviation Tg) of at least 20° C., advantageously of at least 40° C., and a degree of liberation at 120° C. of not more than 5%; a polyol having the following characteristics: a glass transition temperature (sometimes denoted by the abbreviation Tg) which is at least equal to about 40° C., advantageously at least equal to about 50° C.; a hydroxyl number at least equal to about 10 mg/g, advantageously at least equal to about 15 mg/g; an average molecular mass Mn at least equal to about 1000 g/mol and advantageously to 2000 g/mol.
    Type: Grant
    Filed: July 31, 2001
    Date of Patent: September 30, 2003
    Assignees: Rhodia Chimie, Resinas Sinteticas S. A.
    Inventors: Pierre Ardaud, Francis John Williams, Jean-Marie Bernard, Bernard Vogin