Ether Or Thioether Contains A Carbocyclic Or Aromatic Group Patents (Class 528/79)
  • Patent number: 10889729
    Abstract: A curable composition for forming an overcoat film for flexible wiring boards, the curable composition being effective in improving adhesion to substrates, low warpage, flexibility, the property of inhibiting wire breakage, and long-term reliability. The curable composition according to the present invention comprises a polyurethane (component a) having carboxyl groups and an aromatic-ring concentration of 0.1-6.5 mmol/g and containing an organic residue derived from a polyisocyanate, a solvent (component b), and a compound (component c) having two or more epoxy groups in the molecule.
    Type: Grant
    Filed: November 17, 2016
    Date of Patent: January 12, 2021
    Assignee: NIPPON POLYTECH CORP.
    Inventors: Kazuhiko Ooga, Naoki Murata, Kai Suzuki
  • Publication number: 20150148441
    Abstract: The present invention provides polymeric photoinitiators being co-polymers of photoinitiator monomers and at least one further monomer, as well as photoinitiator monomers being intermediates in the preparation of such polymeric photoinitiators. Additionally, there is provided polyacrylate obtained by radical polymerization of at least one acrylate monomer (Ac) in the presence of such polymeric photoinitiators. In the photoinitiator monomers and polymeric photoinitiators, a photoinitiator moiety, a hydrolytic stable linker and two polymerisable functional groups are incorporated into the photoinitiator structure.
    Type: Application
    Filed: May 14, 2013
    Publication date: May 28, 2015
    Inventors: Niels Joergen Madsen, Petr Sehnal, David George Anderson, Bo Rud Nielsen
  • Patent number: 8987404
    Abstract: The invention relates to a coating composition comprising: A) at least one thiol-functional compound having at least one thiol group, B) at least one polyisocyanate cross-linking agent with at least one free isocyanate group and C) at least one catalyst compound, said catalyst compound comprising at least one catalyst for the curing reaction between the thiol groups of component A and the free isocyanate groups of component B, and at least one cyclodextrine.
    Type: Grant
    Filed: April 29, 2010
    Date of Patent: March 24, 2015
    Assignee: Axalta Coating Systems IP Co., LLC
    Inventors: Carmen Flosbach, Stefanie Matten, Katharina Dreger
  • Patent number: 8946374
    Abstract: A polyurethane resin composition for optical applications can contain, as essential components, a polyisocyanate and a polyester-ether polyol obtained by polycondensation of a glycol component containing an alkylene oxide adduct of a bisphenol and an aromatic carboxylic acid component and particularly preferably having a glass transition temperature of 50° C. or lower. An optical material using the composition is also provided for.
    Type: Grant
    Filed: September 14, 2010
    Date of Patent: February 3, 2015
    Assignee: DIC Corporation
    Inventors: Tomoyuki Imada, Kouji Shiraishi
  • Patent number: 8927614
    Abstract: The invention relates to a process for producing polyurethanes by reacting a) polyisocyanates with b) compounds having at least two hydrogen atoms which are reactive toward isocyanate groups, wherein the compounds b) having at least two hydrogen atoms which are reactive toward isocyanate groups comprise at least one polyether alcohol b1) which has been prepared by reaction of an aromatic amine b1a) with propylene oxide using an amine b1b) which is different from b1a) as catalyst.
    Type: Grant
    Filed: April 22, 2011
    Date of Patent: January 6, 2015
    Assignee: BASF SE
    Inventors: Marc Fricke, Markus Schütte, Sirus Zarbakhsh, Johann Klassen
  • Publication number: 20140311021
    Abstract: The present invention provides highly fluorescent markers, made from a reactive polymer and an isocyanate, that fluoresce in the ultraviolet or near infrared region without being visible to the human eye at low concentrations in the fluid or article being marked. The molecular weight and fluorescence emission wavelength of these highly fluorescent marker compounds can be adjusted to provide a multitude of markers with unique fluorescence signatures.
    Type: Application
    Filed: June 30, 2014
    Publication date: October 23, 2014
    Inventor: George G. Combs
  • 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: 20140213677
    Abstract: The present invention discloses polyester-polyether polyols suitable for blending with other polyols or other materials mutually compatible with the polyester polyols to achieve polyurethane and polyisocyanurate products. In particular the present invention discloses polyester-polyether polyols produced by the reaction of: 1) phthalic anhydride with an alcohol having a nominal functionality of 3 and a molecular weight of 90 to 500 under conditions to form a phthalic anhydride half-ester; and 2) alkoxylating the half-ester formed in step 1 to form a polyester-polyether polyol having a hydroxyl number of from 200 to 350; with the proviso when the alcohol is a polyether polyol, the polyether polyol contains at least 70 weight percent of polyoxypropylene.
    Type: Application
    Filed: September 10, 2012
    Publication date: July 31, 2014
    Applicant: DOW GLOBAL TECHNOLOGIES LLC
    Inventors: Jorge Jimenez, Pavel L. Shutov, William N. Felsted, II, Melissa M. Rose, Davide Micheletti
  • Patent number: 8748558
    Abstract: Methods for producing biocompatible compositions are provided. The biocompatible compositions include an aliphatic polyester macromer produced without the use of solvents or catalysts. The resulting aliphatic polyester macromer may be reacted with a polyisocyanate to form an end-capped aliphatic polyester macromer which, in turn, may be reacted with a polyol to produce a polyurethane. The polyurethane, in turn, may be reacted with a second polyisocyanate to produce an isocyanate-functional polyurethane. The compositions prepared by the methods of the present disclosure may be used as adhesives or sealants for medical/surgical uses.
    Type: Grant
    Filed: April 21, 2008
    Date of Patent: June 10, 2014
    Assignee: Covidien LP
    Inventors: Walter Skalla, Allison Calabrese, Ahmad R. Hadba, Nadya Belcheva
  • Patent number: 8497341
    Abstract: Light-stable, thermoplastic polyurethanes with good processability and having an ASTM D-1003 haze value of less than 10%, the polyurethane prepared by a process comprising: reacting: (a) a diisocyanate component comprising 1,6-hexamethylene diisocyanate; (b) a chain extension component consisting of (b1) 1,4-di(?-hydroxyethyl)hydroquinone and (b2) at least one chain extender selected from the group consisting of diols having a 2 or 3 carbon atom chain length between the two OH groups, in a molar ratio of chain extender (b1) to chain extender (b2) of 10:1 to 1:4; and (c) at least one polyol component having a number average molecular weight of 450 to 10000 g/mol, and an average number of Zerewitinoff-active hydrogen atoms of at least 1.8 to at most 3.0; wherein the ratio of isocyanate groups in component (a) to isocyanate-reactive groups in components (b) and (c) is 0.9:1 to 1.1:1.
    Type: Grant
    Filed: January 23, 2009
    Date of Patent: July 30, 2013
    Assignee: Bayer MaterialScience AG
    Inventors: Henricus Peerlings, Faisal Shafiq, Markus Broich
  • Publication number: 20130131189
    Abstract: The present invention concerns new associative thickening agents belonging to the category of HEURs (Hydrophobically modified Ethylene oxide URethane). These products contain an original associative monomer with a base of alkyl cyclohexanol alkoxylates. Their thickening power is equal to or greater than that procured by HEUR associative thickening agents of the prior art containing grafted alkyl phenols. An efficient substitute product is therefore available, which is free of alkyl phenols, matching current market demand.
    Type: Application
    Filed: November 8, 2012
    Publication date: May 23, 2013
    Applicant: COATEX S.A.S.
    Inventor: COATEX S.A.S.
  • Patent number: 8440308
    Abstract: The method of manufacturing shoes of the present invention comprises a pre-step of heating a following reactive hot-melt adhesive to melt it and providing the melted adhesive on a joining surface of at least one adherend, an ultraviolet treating step of irradiating the adhesive with ultraviolet light having irradiation energy more than 100 mJ/cm2 and less than 1200 mJ/cm2 to polymerize a polyurethane prepolymer, and a joining step of overlaying a joining surface of another adherend on the adhesive to bond both adherends together. The reactive hot-melt adhesive contains a polyurethane prepolymer having an (meth)acryloyl group and an isocyanate group at the end of a molecule, and a photopolymerization initiator. The polyurethane prepolymer includes a non-crystalline polyol and a crystalline polyol, wherein the non-crystalline polyol is contained from 20% by mass to 90% by mass with respect to the whole polyols. The viscosity of the reactive hot-melt adhesive at 80° C. is 300 Pa·s or less.
    Type: Grant
    Filed: January 29, 2008
    Date of Patent: May 14, 2013
    Assignee: Asics Corporation
    Inventors: Kenichi Harano, Tatsuya Amano, Hisao Matsumiya
  • Publication number: 20130096224
    Abstract: A photoinitiator of the general formula (I): (—(R1(A1)m)u—(R2(A2)n-0)0—(R3(A3)p-0)q-(R4(A4)r)v-C(0)NH—R5(A5)5-NHC(0))t- wherein R1(R2, R3, R4 and R5 and m, n, o, p, q, r, s, t, u and v are as defined herein and A1, A2, A3, A4 and A5 are identical or different photoinitiator moieties.
    Type: Application
    Filed: June 22, 2011
    Publication date: April 18, 2013
    Inventors: Christian B. Nielsen, Niels Joergen Madsen
  • Publication number: 20130035467
    Abstract: A process for preparing a hybrid polyester-polyether polyol comprises contacting a carboxyl group-containing component and an epoxide, optionally in the presence of one or more of a double metal cyanide catalyst, a superacid catalyst, a metal salt of a superacid catalyst and/or a tertiary amine catalyst, under conditions such that a hybrid polyester-polyether polyol is formed. The hybrid polyester-polyether polyol offers the advantages of both ester and ether functionalities when used in a polyurethane formulation, thus enhancing physical properties. The process results in products having narrow polydispersity, a low acid number and unsaturation, and reduced byproduct formation, particularly when the double metal cyanide catalyst is employed.
    Type: Application
    Filed: April 21, 2011
    Publication date: February 7, 2013
    Inventors: Pavel L. Shutov, Jorge Jimenez, Hanno R. Van der Wal, Francois M. Casati
  • Publication number: 20110313053
    Abstract: Thickeners, which are based on an aqueous preparation of nonionic water-dispersible or water-soluble polyurethanes, it being possible to produce these polyurethanes by reacting (a) one or more hydrophilic polyols (a) which contain, per molecule, at least two OH groups and at least two functional groups which are selected from the functions —O— (ether groups) and —COO— (ester groups), where the molecular weight of these hydrophilic compounds is at least 300, (b) one or more compounds of the formula (I), in which R is a CH3—CH(CH3)—(CH2—CH(CH3))2— group or a C15H31-m group (where m=0, 2, 4 or 6), Y is hydrogen or a methyl group and n is a number in the range from 0 to 10, and (c) one or more at least difunctional isocyanates, in which the compounds a), b) and c) are reacted with one another in the equivalent ratios OHa):OHb):NCOc) of 1:(1+x):2(1+y), with the provisos that the following conditions apply: x is a number in the range from 0.05 to 1.2, y is a number in the range from (0.2 to 1.
    Type: Application
    Filed: February 25, 2011
    Publication date: December 22, 2011
    Applicant: COGNIS IP MANAGEMENT GMBH
    Inventors: Cindy Münzenberg, Oliver Pietsch
  • Publication number: 20110123476
    Abstract: The disclosure relates to biocompatible components useful for forming compositions for use as medical/surgical synthetic adhesives and sealants. Biocompatible components of the present disclosure may include a multifunctional amine or multifunctional polyol core, with isocyanate and/or polyalkylene oxide arms, which may optionally be capped with electrophilic or nucleophilic groups. These biocompatible components may, in embodiments, be combined with optional cross linkers to form adhesive and/or sealant compositions.
    Type: Application
    Filed: January 25, 2011
    Publication date: May 26, 2011
    Inventors: Mbiya Kapiamba, Ahmad Robert Hadba
  • Publication number: 20110112241
    Abstract: The invention provides novel flame-retardant polymers and materials, their synthesis and use. More particularly, the flame-retardant polymers are deoxybenzoin-derived polymers.
    Type: Application
    Filed: March 30, 2009
    Publication date: May 12, 2011
    Inventors: Todd Emrick, Bryan E. Coughlin, Thangamani Ranganathan, Michael Beaulieu, Richard Farris, Bon-Cheol Ku
  • Publication number: 20110054056
    Abstract: Thermoset polyurethanes comprising a cis, trans-1,3- and -1,4-cyclohexanedimethylether moiety. Adducts of epoxy resins comprising a cis, trans-1,3- and -1,4-cyclohexanedimethylether moiety are used to react with a polyisocyanate to produce the thermoset polyurethanes.
    Type: Application
    Filed: May 4, 2009
    Publication date: March 3, 2011
    Inventors: Robert E. Hefner, JR., James W. Ringer
  • Patent number: 7838592
    Abstract: There is provided a starch-based coating composition with excellent storage stability as a one-pack type paint, which can form coating films with excellent drying property, finished appearances, pencil hardness, mar resistance, adhesion, alkali resistance, solvent resistance and weather resistance, as well as coated articles that have been coated with the starch-based coating composition. The starch-based coating composition comprises as the binder a resin composition obtained by reacting (A) starch and/or modified starch with (B) an isocyanate group-containing compound obtained by reacting a polyisocyanate compound (b1) and a polyhydric alcohol (b2), or by reaction of these components with a resin obtained by radical polymerization of a mixture comprising an aromatic-based radical polymerizing unsaturated monomer, a hydroxyl group-containing radical polymerizing unsaturated monomer and optionally another radical polymerizing unsaturated monomer.
    Type: Grant
    Filed: June 6, 2007
    Date of Patent: November 23, 2010
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Chikara Kawamura, Kenichi Umezawa
  • Patent number: 7709555
    Abstract: Coating composition comprising one or more polythiols and one or more polyisocyanates and a latent base catalyst which is activatable by moisture, wherein the equivalence ratio NCO:SH is between 1:2 and 2:1. The latent catalyst is selected from the group of oxazolidine, aldimine, ketimine, and enamine. The latent catalyst is present in an amount of up to 20% relative to the weight of the curable material. The composition further comprises one or more photoinitiators in an amount of up to 4% relative to the weight of the curable material.
    Type: Grant
    Filed: September 16, 2005
    Date of Patent: May 4, 2010
    Assignee: Akzo Nobel Coatings International
    Inventors: Franciscus Huburtus Maria Stappers, Joseph Theodorus Maria Van Dijk
  • Patent number: 7666964
    Abstract: A copolymer comprises repeating units derived from at least one co-reactant comprising two or more mercapto functional groups, and repeating units derived from a fluoroacrylate comprising the reaction product of: (a) at least one fluorochemical alcohol represented by the formula: C4F9—X—OH wherein: R=hydrogen or an alkyl group of 1 to 4 carbon atoms, m=2 to 8, Rf=CnF2n+1, n=1 to 5, y=0 to 6, and q=1 to 8; (b) at least one unbranched symmetric diisocyanate; and (c) at least one hydroxy-terminated alkyl (meth)acrylate or 2-fluoroacrylate monomer having 2 to about 30 carbon atoms in its alkylene portion.
    Type: Grant
    Filed: September 21, 2007
    Date of Patent: February 23, 2010
    Assignee: 3M Innovative Properties Company
    Inventors: Zai-Ming Qiu, John C. Clark, Ramesh C. Kumar
  • Patent number: 7217761
    Abstract: The invention relates to the use of a compound with an alkylene oxide chain as a thickener of aqueous compositions, containing a filler and/or pigmented, white or colored, with the aim of supplying pigmentary compositions for paint which provide excellent pigmentary compatibility and a high viscosity at small and medium shear stress gradient. The invention also relates to the said non-ionic thickener as well as the aqueous composition, containing a filler and/or pigmented, white or colored, containing same.
    Type: Grant
    Filed: June 6, 2002
    Date of Patent: May 15, 2007
    Assignee: Coatex S.A.S.
    Inventors: Denis Ruhlmann, Jean-Marc Suau
  • Patent number: 7202322
    Abstract: A thermoplastic polyether polyurethane having high moisture vapor transmission, high melting point and static dissipative properties is disclosed. The thermoplastic polyether polyurethane is prepared by reacting a hydroxyl terminated polyether intermediate, an aromatic chain extender glycol, and a polyisocyanate. The polymers formed are useful for melt-spun fibers, fabric coatings for breathable garments, house wrap, roofing membranes, and other applications requiring high vapor transmission and high melting points.
    Type: Grant
    Filed: October 27, 2003
    Date of Patent: April 10, 2007
    Assignee: Noveon, Inc.
    Inventors: Ravi Ram Vedula, Kimberly Lynn Young
  • Patent number: 7169844
    Abstract: An emulsion of resin having a function of oxidation inhibition obtained by subjecting an antioxidant (A) having two or more alcoholic hydroxy groups, a polyol compounds (B) as an optical ingredient, a compound (C) having a carboxy group and an active-hydrogen group, and an organic polyisocyanate (D) to urethanation reaction in an organic solvent, neutralizing the resultant resin solution with a neutralizing agent (E), and then dispersing the solution in water. A resin having the function of oxidation inhibition is obtained from the emulsion.
    Type: Grant
    Filed: January 21, 2003
    Date of Patent: January 30, 2007
    Assignee: Daicel Chemical Industries, Ltd.
    Inventor: Kiyotaka Inokami
  • Patent number: 7151121
    Abstract: The invention relates to a polyurethane obtainable by reacting a polyisocyanate and a polyol composition comprising a highly branched polysaccharide of randomly bonded glucopyranose units or an alkoxylated derivative of the same. The polysaccharide has an average number of 10–100 glucose residues and said polysaccharide and derivative both have an average functionality of 30 or more. The invention also relates to a process for the production of such a polyurethane as well as a mix for the production of a polyurethane comprising a polyol composition, comprising 2–100 % of a highly branched polysaccharide, at least one catalyst and at least one surfactant.
    Type: Grant
    Filed: May 26, 2004
    Date of Patent: December 19, 2006
    Assignee: Danisco A/S
    Inventors: Charles M. Nichols, Kenneth F. Knoblock, David D. Russell, James M. O'Connor, Alexander McLauchlin
  • Patent number: 6995231
    Abstract: A thermoplastic polyurethane composition having a high crystalline content which advantageously can be processed in an extruder. The composition includes a crystallization retarding component of a short chain or monomeric diol which is branched, substituted or contains heteroatoms, or a combination thereof. The crystallization retarding component delays the onset of crystallization during extrusion processing until the composition has exited the extruder.
    Type: Grant
    Filed: December 21, 2001
    Date of Patent: February 7, 2006
    Assignee: Noveon IP Holdings, Corp.
    Inventor: Kemal Onder
  • Patent number: 6987160
    Abstract: A thermoplastic polyurethane useful for elastomers, elastic fibers and artificial leathers contains a polyaddition product of a diisocyanate and a chain extender with a liquid polyethercarbonate diol which is a reaction product of a carbonate compound with a polyether diol having structural units (a) (—(CH2)6—O—) and at least one member of structural units (b) (—(CH2)2—O) and (c) (—CH2CH(CH3)—O—), and in which the units (b) are present in an average number (n) of moles of 0 to 5 per mole of the units (a), the units (c) are present in an average number (m) of moles of 0 to 5 per mole of the units (a), and the total average number (n+m) of moles of the units (b) and (c) is more than 1 but not more than 5, per mole of the units (a).
    Type: Grant
    Filed: March 3, 2005
    Date of Patent: January 17, 2006
    Assignee: Ube Industries, Ltd
    Inventors: Hideho Tanaka, Masaru Kunimura, Kohichi Kashiwagi, Takayoshi Kaneko
  • Patent number: 6887966
    Abstract: The polyurethane resin produced by reacting a component composed mainly of an active hydrogen-containing compound with a component composed mainly of an organic polyisocyanate compound which contains a backbone structure represented by the formula: in an amount of 25% by weight or higher, exhibits a high gas-barrier property and a high adhesion property. Accordingly, the present invention provides: (A) a two-part liquid curable polyurethane resin composition having an excellent adhesion property; (B) a heat-curing gas-barrier polyurethane resin useful as a packaging material; and (C) a paint having excellent rust-proofing property, corrosion resistance and aesthetic decorating property.
    Type: Grant
    Filed: June 4, 2003
    Date of Patent: May 3, 2005
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Takeshi Nomura, Takeshi Koyama
  • Patent number: 6790926
    Abstract: Claimed is a non-porous, waterproof film having a water vapor permeability of at least 1000 g/m2 day, based on a thermoplastic polyurethane, wherein the polyurethane is composed of a) 40 to 52 wt. % of polyether glycol having an atomic ratio of carbon to oxygen in the range of 2,0 to 4,3, with at least 30 wt. % of the polyurethane being composed of a polyether glycol having an atomic ratio of carbon to oxygen in the range of 2,0 to 2,4, b) 30 to 45 wt. % of polyisocyanate, calculated as 4,4′-diphenyl methane diisocyanate, c) 0,5 to 10 wt. % of araliphatic diol, and d) 5 to 20 wt. % of low-molecular weight chain extender, calculated as 1,4-butane diol, less the amount of araliphatic diol. Also claimed is the use of these films in rainwear, shoes, tents, seats, as mattress covers, as understating, in garments for medical purposes, and for the manufacture thereof of wound dressings.
    Type: Grant
    Filed: June 20, 2001
    Date of Patent: September 14, 2004
    Assignee: Sympatex Technologies GmbH
    Inventors: Jozef C. W. Spijkers, Hendricus J. M. Van De Ven, Thomas Mezger, Dirk Bontinck, Luc De Koninck
  • Patent number: 6784276
    Abstract: This invention is a highly concentrated stable solution of polyimide precursors (monomers) having a solids content ranging from about 80 to 98 percent by weight in lower aliphatic alcohols i.e. methyl and/or ethyl alcohol. The concentrated polyimide precursor solution comprises effective amounts of at least one aromatic diamine, at least one aromatic dianhydride or a lower molecular weight alkyl ester of said dianhydride, and a monofunctional endcap including monoamines, monoanhydrides and the lower alkyl esters of said monoanhydrides. These concentrated polyimide precursor solutions are particularly useful for the preparation of fibrous prepregs and composites for use in structural materials for military and civil applications.
    Type: Grant
    Filed: July 25, 2002
    Date of Patent: August 31, 2004
    Assignee: The United States of America as represented by the United States National Aeronautics and Space Administration
    Inventor: Chun-Hua Chuang
  • Patent number: 6780958
    Abstract: The invention provides an improved spandex that is prepared from a polyurethane that is the reaction product of organic diisocyanates, polymeric glycols, and polyols that have an aromatic functionality, such as alkoxylated phenols. The spandex has improved resistance to high temperature dyeing with minimal loss of physical properties, such as elastic recovery.
    Type: Grant
    Filed: July 24, 2002
    Date of Patent: August 24, 2004
    Assignee: RadiciSpandex Corporation
    Inventor: Andrea DeGuia
  • Patent number: 6703443
    Abstract: A new and useful nonaqueous liquid pigment dispersion is provided which is easy to handle and produces thorough and effective colorations within target media, particularly as compared to standard solid pigments or high-viscosity liquid pigment dispersions. More specifically, the present invention relates to liquid pigment dispersions possessing viscosities of at most 5,000 centipoise at standard temperature and pressure. Such a low viscosity is obtained through the addition of relatively low amounts of aprotic viscosity modifiers possessing dipole moments of at between about 1.0 and 5.0, alternatively measured in terms of a flash point between about −20° C. and 180°, such as, most preferably cyclic carbonates.
    Type: Grant
    Filed: September 13, 2002
    Date of Patent: March 9, 2004
    Assignee: Milliken & Company
    Inventors: Jusong Xia, Mark E. Ragsdale, Eric B. Stephens
  • Patent number: 6699957
    Abstract: Disclosed herein is a polyurethane elastomer comprising the reaction product of: A) at least one aliphatic diisocyanate monomer; B) at least one high molecular weight polyol; C) at least one low molecular weight diol comprising an aromatic moiety; and D) at least one saturated diol curing agent. These elastomers are useful as components of golf ball covers.
    Type: Grant
    Filed: February 1, 2002
    Date of Patent: March 2, 2004
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Vincent J. Gajewski, Glen C. Proctor
  • Patent number: 6683152
    Abstract: An insert for a golf club, wherein the insert is formed of a polyurethane composition comprising a prepolymer comprised of a polyol and a polyisocyanate, and a curing agent; and wherein the polyisocyanate is selected from the group consisting of 4,4′-diphenylmethane diisocyanate, polymeric 4,4′-diphenylmethane diisocyanate, toluene diisocyanate, 3,3′-dimethyl-4,4′-biphenylene diisocyanate, p-phenylene diisocyanate, 4,4′-dicyclohexylmethane diisocyanate, and isophorone diisocyanate.
    Type: Grant
    Filed: August 2, 2001
    Date of Patent: January 27, 2004
    Assignee: Acushnet Company
    Inventors: Shenshen Wu, Murali Rajagopalan
  • Patent number: 6677400
    Abstract: An aqueous polyurethane resin dispersions containing i) a polyol component with a molecular weight above 300 daltons, containing a polyether diol initiated on an aromatic diol, ii) a polyol component with a molecular weight of 62 to 299 daltons, iii) a monofunctional isocyanate-reactive compound with an ethylene oxide content of at least 50 wt. % and a molecular weight of at least 400 daltons, iv) a polyisocyanate v) an aliphatic polyamine with a molecular weight of 60 to 300 daltons or hydrazine, and vi) a hydrophilic aliphatic diamine, a process for making the dispersion and substrates primed with the dispersion.
    Type: Grant
    Filed: August 5, 2002
    Date of Patent: January 13, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Thomas Münzmay, Uwe Klippert, Frank Kobor, Claus Kobusch, Gerald Kurek
  • Patent number: 6645091
    Abstract: A golf ball comprising a center, a cover, and optionally, at least one intermediate layer disposed between the center and the cover, wherein at least one of the cover and the at least one intermediate layer is formed with a thermoplastic polyurethane composition comprising a reaction product of at least one polyol and at least one diisocyanate, and a curing agent consisting essentially of at least one diol having the formula: HOH2CH2C(OH2CH2C)nO—X—O(CH2CH2O)mCH2CH2OH; wherein n and m, each separately have a value of 0, 1, 2, or 3, X is o-phenylene, m-phenylene, p-phenylene, 1,2-cyclohexyl, 1,3-cyclohexyl, 1,4-cyclohexyl; and mixtures a thereof.
    Type: Grant
    Filed: January 10, 2001
    Date of Patent: November 11, 2003
    Assignee: Acushnet Company
    Inventors: Shenshen Wu, Murali Rajagopalan
  • Patent number: 6639041
    Abstract: A low set (at low temperatures) spandex, based on copoly(alkylene ethers), which are copolymers containing tetramethylene ether and either ethylene ether or 1,2-propylene ether moieties, is provided.
    Type: Grant
    Filed: May 31, 2002
    Date of Patent: October 28, 2003
    Assignee: DuPont-Toray Co. Ltd.
    Inventors: Hiroshi Nishikawa, Masao Umezawa
  • Patent number: 6624282
    Abstract: The present invention relates to reactive compositions containing (A) NCO prepolymers based on (cyclo)aliphatic polyisocyanates having an NCO content of 1 to 8 wt. % and a monomeric polyisocyanate content of less than 2 wt. %, (B) amine-free chain extenders containing at least 50 equivalent percent of a compound melting between 50° and 160° C. having formula (I) HO—X—Y—X—OH  (I)  wherein Y denotes methylene, ethylene, —C≡C—, 1,4-, 1,3-, or 1,2-cyclohexylene, or 1,4-, 1,3-, or 1,2-phenylene, and X denotes methylene, —OCH2CH2— (wherein oxygen is bonded to group Y), or 1,4-, 1,3-, or 1,2-cyclohexylene, and (C) 0 to 20 wt. %, relative to component (A), of inert organic solvents, wherein the equivalent ratio of the free NCO groups of component (A) to the NCO-reactive groups of component (B) is 0.90 to 1.35.
    Type: Grant
    Filed: August 7, 1997
    Date of Patent: September 23, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Stefan Groth, Josef Pedain, Lutz Schmalstieg, Detlef-Ingo Schütze
  • Patent number: 6613867
    Abstract: The present invention is a thermoplastic polyurethane (TPU) or thermoplastic polyurethane/urea (TPUU) comprising structural units of: a) a diisocyanate; b) ethylene glycol, diethylene glycol, or 1,3-propanediol; c) a diol, a diamine, or an amino alcohol different from the one selected in (b) and having a molecular weight of less than 400 Daltons; and (d) ethylene oxide polyol or ethylene oxide-capped propylene oxide polyol. The TPU or TPUU has low temperature flexibility, high moisture vapor transition rates, and is considerably less expensive than state-of-the-art TPUs or TPUUs. The preferred composition is a TPU that is substantially free of phase segregation, and consequently has clarity and tensile strength not known for TPUs prepared using ethylene oxide polyol or ethylene oxide-capped propylene oxide polyol.
    Type: Grant
    Filed: December 5, 2001
    Date of Patent: September 2, 2003
    Assignee: Dow Global Technologies Inc.
    Inventors: Mark F. Sonnenschein, Mark Cox, Paul J. Moses, Jr., Christopher P. Christenson, Benjamin L. Wendt
  • Patent number: 6569352
    Abstract: Disclosed are polyester-ether polyols and their use in urethane prepolymers, urethane foams and non-foam urethane coatings, adhesives, sealants and/or elastomers. Methods for producing such polyester-ether polyols are disclosed, along with methods for producing urethane prepolymers. The polyester-ether polyols of the instant invention are preferably the reaction product of phthalic anhydride, diethylene glycol, and propylene oxide. These polyester-ether polyols are useful as either the primary polyol in urethane compositions or in combination with conventional auxiliary polyester- and/or polyether-based polyols. The polyester-ether polyols impart greatly improved solubility and compatibility to mixtures of either polyether and/or polyester polyols. The polyester-ether polyols of the instant invention are desirably of lower viscosity than their precursor intermediate polyester polyols and are generally soluble in either polyester- and/or polyether-based polyols.
    Type: Grant
    Filed: October 25, 1999
    Date of Patent: May 27, 2003
    Assignee: Stepan Company
    Inventors: Douglas K. Hillshafer, George Magnus
  • Patent number: 6562881
    Abstract: An alkoxylate adduct of a polyol. The polyol is an amorphous diol having a melting point above about 100° C. The alkoxylate is propylene oxide, butylene oxide, a mixture of propylene oxide and butylene oxide or a mixture of one or both of propylene oxide and butylene oxide with up to 50 mole % of ethylene oxide. The first polyol has an average of from about 1 to about 5 units of alkoxylate per mole of said amorphous diol. The adduct is useful in preparing urethane (meth)acrylate capped resins and compositions thereof. Resins prepared from such adducts have better manufacturing and solubility properties while retaining similar physical properties to resins prepared from the unadducted diol. The adduct may be for instance a propoxylate of hydrogenated bisphenol A having an average of from 1.5 to 3.5 moles of PO per mole of hydrogenated bisphenol A.
    Type: Grant
    Filed: May 30, 2001
    Date of Patent: May 13, 2003
    Assignee: Henkel Loctite Corporation
    Inventors: Anthony Jacobine, David Glaser
  • Patent number: 6562933
    Abstract: A composition suitable for slush molding is disclosed. The composition comprises a thermoplastic polyurethane elastomer (A) having a number average molecular weight of 10,000 to 50,000 and mainly comprised of a diol component including an aromatic ring-containing diol and a non-aromatic diisocyanate; a plasticizer (B); and optionally an additive. The composition provides a molded article excellent in durability such as thermal/light aging resistance and chemical resistance, soft touch at low temperature, and appearance.
    Type: Grant
    Filed: September 27, 1999
    Date of Patent: May 13, 2003
    Assignees: Sanyo Chemical Industries, Ltd., Toyota Jidosha Kabushiki Kaisha
    Inventors: Hideki Ohmori, Yoshitsugu Takai, Junzo Ukai, Hideo Nishimura, Kazuo Kobayashi, Mahito Nomura
  • Publication number: 20030088049
    Abstract: The invention provides an improved spandex that is prepared from a polyurethane that is the reaction product of organic diisocyanates, polymeric glycols, and polyols that have an aromatic functionality, such as alkoxylated phenols. The spandex has improved resistance to high temperature dyeing with minimal loss of physical properties, such as elastic recovery.
    Type: Application
    Filed: July 24, 2002
    Publication date: May 8, 2003
    Inventor: Andrea DeGuia
  • Patent number: 6548615
    Abstract: The invention relates to a reactive composition containing A) an isocyanate-containing compound, B) a polyol, C) an organic tin or bismuth compound, D) a thiol group-containing compound or a polyphenol which is able to react with an isocyanate group in the presence of a tertiary amine as activator and with adjacent hydroxyl groups and E) a hydrolyzable halogen compound, wherein the molar ratio SH and/or OH:metal is 2 to 500 and the molar ratio halogen/metal is 0.05 to 10.
    Type: Grant
    Filed: March 2, 2001
    Date of Patent: April 15, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Stefan Groth, Jan Mazanek, Rolf Langel, Detlef-Ingo Schütze, Jürgen Urban
  • Patent number: 6509434
    Abstract: Mixtures of isomeric alkylthiated mononuclear aromatic amines comprising in the range of about 30 to about 70 mole percent of (i) at least one 3,5-di(alkyl-thio)-2,6-diamino-1-alkylbenzene and in the range of about 30 to about 70 mole percent of at least one 3,5-di(alkylthio)-2,4-diamino-1-alkylbenzene, such mixture containing at least about 90 mole percent of (i) and (ii), and optionally containing up to 10 mole percent of one or more isomers of (i) and/or (ii). An alkyl group may be present as a substituent in lieu of a hydrogen atom in the remaining ring position. These mixtures are useful as curatives or extenders in processes for making polyurethanes, polyurethane-ureas, and polyureas.
    Type: Grant
    Filed: March 20, 2000
    Date of Patent: January 21, 2003
    Assignee: Albemarle Corporation
    Inventors: William R. Brown, John C. Prindle, Jr., Gregory H. Lambeth
  • Publication number: 20020147295
    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.
    Type: Application
    Filed: January 12, 2001
    Publication date: October 10, 2002
    Applicant: Ausimont S.p.A.
    Inventors: Stefano Turri, Carlo Pogliani
  • Publication number: 20020016436
    Abstract: A composition suitable for slush molding is disclosed. The composition comprises a thermoplastic polyurethane elastomer (A) having a number average molecular weight of 10,000 to 50,000 and mainly comprised of a diol component including an aromatic ring-containing diol and a non-aromatic diisocyanate; a plasticizer (B); and optionally an additive. The composition provides a molded article excellent in durability such as thermal/light aging resistance and chemical resistance, soft touch at low temperature, and appearance.
    Type: Application
    Filed: September 27, 1999
    Publication date: February 7, 2002
    Applicant: Sanyo Chemical Industries, Ltd. and Toyota Jidosha Kabushiki Taisa
    Inventors: HIDEKI OHMORI, YOSHITSUGU TAKAI, ERIKO TAKAI, JUNZO UKAI, HIDEO NISHIMURA, KAZUO KOBAYASHI, MAHITO NOMURA
  • Patent number: 6303732
    Abstract: Novel diol blends are disclosed. The blends are comprised of an aromatic diol portion derived from dihydric phenol and an aliphatic diol portion in a ratio of aromatic to aliphatic of 5:95 to 95:5. The aromatic portion is the reaction product of a dihydric phenol and one or more alkylene carbonates using a stoichiometric excess of carbonate. Methods for preparing these diol blends are also disclosed, as are methods for using these compounds in the preparation of cast elastomers. Cast elastomers prepared from these blends are also disclosed; the elastomers have physical and mechanical properties that make them appropriate for use in many demanding applications.
    Type: Grant
    Filed: September 10, 1999
    Date of Patent: October 16, 2001
    Assignee: Indspec Chemical Corporation
    Inventor: Raj B. Durairaj
  • Patent number: 6291580
    Abstract: A polyurethane, soluble or dispersible in water, prepared from organic diisocyanate diols or other isocyanate reactive materials and a 2,2-hydroxymethyl-substituted carboxylic acid diol neutralized with a cosmetically acceptable organic or inorganic base and formulated into a hair fixative composition containing low amounts of volatile organic solvent. The present invention is also directed to a process for the preparation of polyurethanes comprising dispersing the polyurethane after at least 70% of the theoretical isocyanate reaction has taken place, but before completion of the reaction.
    Type: Grant
    Filed: June 25, 1999
    Date of Patent: September 18, 2001
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventors: Pravin K. Kukkala, Sharon P. Lee, Andrew J. Kielbania, Jr., Melissa J. Vitale
  • Patent number: 6277942
    Abstract: Novel melt-spun elastomeric fibers and methods for their preparation. Embodiments are provided in which fibers are melt-spun from a melt-spinnable elastomeric polymer comprising a diisocyanate-capped polyol prepolymer which is chain-extended with an aromatic dihydroxy compound. Also provided are melt-spinnable elastomeric polymers and prepolymers therefor. The fibers may be knit or woven into textile articles including, inter alia, hosiery and pantyhose.
    Type: Grant
    Filed: May 19, 1998
    Date of Patent: August 21, 2001
    Assignee: Optimer, Inc.
    Inventor: Robert P. Foss