Isocyanate Polymer Having Stated Hydrophilic Or Hydrophobic Property Patents (Class 528/904)
  • Patent number: 8461255
    Abstract: An aqueous polyurethane resin is prepared by reaction of an isocyanate group-terminated prepolymer with a chain extender containing polyamine. The isocyanate group-terminated prepolymer is obtained by reaction of at least a polyisocyanate containing 50 wt % or more of a non-multiple ring polyisocyanate that does not contain an aromatic ring and an aliphatic ring, or contains one aromatic ring or aliphatic ring; polyoxyethylene polyol; and a polyoxyethylene side chain-containing active compound having two or more hydroxyl groups or isocyanate groups at its molecular terminal and having a polyoxyethylene group in the side chain.
    Type: Grant
    Filed: December 4, 2008
    Date of Patent: June 11, 2013
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Masahiro Isobe, Akihiro Imai, Atsuko Tachibana
  • Patent number: 8236922
    Abstract: The instant invention provides polyamides, processes for making the polyamides, and articles comprising the polyamides.
    Type: Grant
    Filed: July 31, 2009
    Date of Patent: August 7, 2012
    Assignee: Dow Global Technologies LLC
    Inventors: John M. Warakomski, Jerry E. White
  • Patent number: 7589163
    Abstract: A peel-treating agent comprising a reaction product of an aliphatic isocyanate having an aliphatic group of at least 8 carbon number with an ethylene/vinyl alcohol copolymer or polyvinyl alcohol as an effective component, wherein a bisurea form content in the reaction product is at most 3 wt %.
    Type: Grant
    Filed: March 10, 2005
    Date of Patent: September 15, 2009
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Nobuo Kaifu, Hiroshi Satoh
  • Patent number: 7193028
    Abstract: A peel-treating agent comprising a reaction product of an aliphatic isocyanate having an aliphatic group of at least 8 carbon number with an ethylene/vinyl alcohol copolymer or polyvinyl alcohol as an effective component, wherein a bisurea form content in the reaction product is at most 3 wt %.
    Type: Grant
    Filed: July 10, 2002
    Date of Patent: March 20, 2007
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Nobuo Kaifu, Hiroshi Satoh
  • Patent number: 6894140
    Abstract: Fast curing surgical adhesives and sealants contain an NCO-terminated hydrophilic urethane prepolymer derived from an aromatic diisocyanate and a polyol. Substantially all the aromatic diisocyanate used to prepare the NCO-terminated hydrophilic urethane prepolymer is in the para form. Optionally, the aromatic diisocyanate is substituted with at least one electron withdrawing group, such as, for example, a fluorine group.
    Type: Grant
    Filed: October 27, 2003
    Date of Patent: May 17, 2005
    Assignee: Tyco Healthecare Gropu LP
    Inventor: Mark Roby
  • Patent number: 6806341
    Abstract: A method of applying an adhesive to a substrate is disclosed which utilizes a hydrophilic, high molecular weight, nonionic polyurethane adhesive. The polyurethane adhesive is soluble in water and a 1% by weight solution of the adhesive in water at 20% has a specific viscosity of at least 0.4.
    Type: Grant
    Filed: May 24, 2002
    Date of Patent: October 19, 2004
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Herbert Fischer, Winfried Emmerling, Thomas Moeller, Hermann Onusseit, Werner Haller, Bernhard Schoettmer, Bernhard Herlfterkamp, Dieter Feustel, Klaus Friedrich, Hartmut Buesching, Norbert Huebner
  • 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: 6753384
    Abstract: A polyurethane is described which is a reaction product of at least one isocyanate containing material having at least two isocyanate groups and at least one compound having at least two hydrogen atoms capable of reacting with the isocyanate. The compound having the at least two hydrogen atoms contains a hydroxyalkanoate, which is preferably a thermally decomposable or a biodegradable polyhydroxyalkanoate. The polyurethane of the present invention can be used in a number of applications and preferably has improved properties such as, but not limited to, improved flexibility and/or improved hydrophobicity. The polyurethanes of the present invention are preferably biodegradable and easily recycled.
    Type: Grant
    Filed: July 13, 2001
    Date of Patent: June 22, 2004
    Assignee: Metabolix, Inc.
    Inventors: Robert S. Whitehouse, Sean Daughtry, Luhua Zhong
  • Patent number: 6720401
    Abstract: 1. A coating composition to form a coating layer or film of a hydrophilic polyurethane resin having a moisture permeability and being substantially non-porous, which comprises, as an essential component, an isocyanate group-containing prepolymer obtainable by reacting diphenylmethane diisocyanate with the following polyoxyalkylene polyol: A polyoxyalkylene polyol which contains at least 60 wt % of a polyoxyethylene polyol having at least three hydroxyl groups and having an oxyethylene group-content of at least 10 wt %, satisfies 3.0<n<3.5, where n is the average number of hydroxyl groups, and has an average oxyethylene group-content of from 60 to 90 wt %.
    Type: Grant
    Filed: June 6, 2001
    Date of Patent: April 13, 2004
    Assignee: Asahi Glass Company, Limited
    Inventors: Masanori Toyofuku, Satoru Mori, Josho Kashiwame, Kaoru Oguro
  • Patent number: 6399735
    Abstract: A hydrophilic, high molecular weight nonionic polyurethane, characterized by solubility in water and by a specific viscosity of at least 0.4 (1% by weight solution at 20° C.) is provided. Examples of such polyurethanes are those characterized by the following structural units: a) —O(—CH2—CH2—O)n—, where n=8 to 500, and b) —CO—NH—X—NH—CO—, where X is an aliphatic or cycloaliphatic radical. Also provided are methods of using the polyurethane as an adhesive, more particularly a hotmelt adhesive or a solvent-based adhesive, for example a wallpaper adhesive and labelling adhesive, of using polyurethane as a stabilizer in the emulsion polymerization of, in particular, vinyl acetate and vinyl chloride and in the copolymerization of ethylene and vinyl acetate, and of using the polyurethane as a thickener for aqueous systems, more particularly together with nonionic surfactants.
    Type: Grant
    Filed: July 27, 1995
    Date of Patent: June 4, 2002
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Herbert Fischer, Winfried Emmerling, Thomas Moeller, Hermann Onusseit, Werner Haller, Bernhard Schoettmer, Bernhard Herlfterkamp, Dieter Feustel, Klaus Friedrich, Hartmut Buesching, Norbert Huebner
  • Patent number: 6130309
    Abstract: An improved polyurethane is prepared by reacting a diol, an organic diisocyanate and a carboxylic acid with a critical selection of the amount of water in the reaction mixture. The polyurethane has improved adhesion, hydrophilicty and strength. The polymer has improved feel, and washability. Solutions of the polymer have low viscosity in aqueous solutions.
    Type: Grant
    Filed: September 20, 1996
    Date of Patent: October 10, 2000
    Assignee: Tyndale Plains-Hunter, Ltd.
    Inventors: Murray H. Reich, Ken Nelson
  • Patent number: 5763682
    Abstract: A hydrophilic polyol having a molecular weight of less than about 4500 and comprising ethylene oxide units and alkylene oxide units selected from propylene oxide, butylene oxide and mixtures thereof in a weight ratio of ethylene oxide units to alkylene oxide units in the range of from about 95:5 to about 60:40, the polyol having a secondary hydroxyl content of at least about 80% based on the total hydroxyl content of the polyol. A process for producing the hydrophilic polyol is also described.
    Type: Grant
    Filed: December 21, 1995
    Date of Patent: June 9, 1998
    Assignee: Woodbridge Foam Corporation
    Inventor: Terry L. Moore
  • Patent number: 5710117
    Abstract: Detergent formulation for washing laundry characterized in that it comprises:from about 10 to 80% of its weight of at least one hydrated zeolite (z) of formulaxNa.sub.2 O.yAl.sub.2 O.sub.3.zSiO.sub.2.wH.sub.2 Oin which, if y=1, x is from about 0.7 to 1.1, z is from about 1.3 to 3.3 and w is from about 10 to 264from about 0.005 to 5%, of its weight of a least one polyalkylene terephthalate-polyoxyalkylenebisurethane (PET-UPOEU) copolymeric nonionic or anionic anti-soiling agent, said copolymer being obtained by reaction of a polyalkylene terephthalate (PET) and a polyoxyalkylnebisurethane (UPOEU), the molar ratio of the NCO functions to all of the OH functions or OH function equivalents being from about 0.5 to 1,from about 3 to 40%, of its weight of a least one saturated C.sub.5 -C.sub.24, aliphatic or hydroxyaliphatic alkyl sulphate anionic surfactant (FAS) optionally condensed with approximately 0.
    Type: Grant
    Filed: April 4, 1996
    Date of Patent: January 20, 1998
    Assignee: Rhone-Poulenc Chimie
    Inventors: Claire David, Etienne Fleury
  • Patent number: 5589543
    Abstract: A hydrophobic polyurethane elastomer composition is disclosed containing a linear soft segment without pendant chain branched groups, wherein said polyurethane elastomer has a glass transition temperature (Tg) of less than -70.degree. C. and a moisture uptake of less than 1.0 wt. % after 24 hours of immersion in water at 70.degree. C., and wherein said polyurethane elastomer comprises at least one repeat unit containing said linear soft segment, which soft segment comprises a moiety derived from a polyol of the structure:X--[CH.dbd.CH(CH.sub.2).sub.n ].sub.m CH.dbd.CH--Xwherein X is a hydroxyl-containing moiety selected from the group consisting of --CH.sub.2 OH, --(CH.sub.2).sub.8 COO(CH.sub.2).sub.p OH and --COO(CH.sub.2).sub.p OH, wherein the functionality number of the terminal groups is 2.0, p is 2 to 12, n is 1 to 10, m is a number average value of up to 1000, and the weight of the polyol is from about 0.5 wt. % to about 99.5 wt. % of the resulting polyurethane elastomer.
    Type: Grant
    Filed: November 27, 1995
    Date of Patent: December 31, 1996
    Assignee: Amoco Corporation
    Inventors: Howard B. Yokelson, Philip O. Nubel, Raymond T. Behrends
  • Patent number: 5512176
    Abstract: Polyurethane polymers useful as hydrogels wherein the polyol is a specific polyol of block copolymers and a method for desalination of water.
    Type: Grant
    Filed: June 21, 1994
    Date of Patent: April 30, 1996
    Assignee: Saudi Basic Industries Corporation
    Inventor: E. Allan Blair
  • Patent number: 5403750
    Abstract: Affinity matrices useful for the chromatography and immobilization of biological materials and the method of preparing and using the same are disclosed. The affinity supports are based on hydrated polyurethane polymers which have been activated to provide a means for covalently attaching a variety of bioaffinity agents. The hydrated polymer matrices are characterized by their biocompatibility and resistance to nonspecific protein adsorption. Preferably, the prepolymers used to prepare the hydrated polymers are isocyanate-capped oxyethylene-based diols or polyols, at least 75% of said diols and polyols having a molecular weight of 7000 to about 30,000.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: April 4, 1995
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: James A. Braatz, Aaron H. Heifetz
  • Patent number: 5354835
    Abstract: Polyurethane polymers useful as hydrogels wherein the polyol is a specific polyol of block copolymers and a method for desalination of water.
    Type: Grant
    Filed: July 23, 1993
    Date of Patent: October 11, 1994
    Assignee: Saudi Basic Industries Corporation
    Inventor: E. Allan Blair
  • Patent number: 5349041
    Abstract: The present invention relates to water dilutable, urethane group-containing polyester polyols having an acid number of 6 to 45 mg KOH/g, wherein 25 to 100% of the acid groups are neutralized by bases, a hydroxyl number of 20 to 250 mg KOH/g, a molecular weight (M.sub.w) of 2,000 to 150,000 and a urethane content (--NH--CO--O--) of 2 to 16% by weight, wherein the polyester polyol is the at least partly neutralized reaction product ofa) 35 to 90% by weight of branched polyester polyols having a hydroxyl number of 40 to 600 and prepared froma1) 0 to 60% by weight of monocarboxylic acids,a2) 6 to 65% by weight of di- and/or tricarboxylic acids or their anhydrides,a3) 10 to 70% by weight of alcohols,a4) 0 to 35% by weight of monoalcohols,a5) 0 to 30% by weight of hydroxycarboxylic acids, aminocarboxylic acids, lactones, lactams and aminoalcohols anda6) 0 to 45% by weight of polycarbonate polyols,b) 0.5 to 8.5% by weight of hydroxycarboxylic acidsc) 0 to 15% by weight of compounds containing OH, NH and/or NH.sub.
    Type: Grant
    Filed: May 12, 1993
    Date of Patent: September 20, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Harald Blum, Lothar Kahl, Nusret Yuva, Manfred Bock
  • Patent number: 5326847
    Abstract: The invention relates to a dry cleaning solvent resistant hydrophilic urethane polymer having about 0.5 to 10 weight percent of a hindered phenolic antioxidant reacted into its structure. The invention also relates to a hindered phenolic antioxidant capable of being reacted into the polymer. The invention also relates to a dry cleaning solvent resistant waterproof, moisture-vapor permeable material such as a laminate or a unitary sheet material.
    Type: Grant
    Filed: December 18, 1992
    Date of Patent: July 5, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Malcolm B. Burleigh, Roger A. Mader
  • Patent number: 5252671
    Abstract: The present invention relates to coating compositions containing(A) 70 to 98% by weight, based on the sum of components (A) and (B), of(a) isocyanate-free polymers of ethylenically unsaturated monomers and/or polyurethanes or blocked isocyanate prepolymers, and(b) optional organic solvents,wherein component (A) contains no significant quantities of groups capable of reacting with component (B) or starting materials thereof and has a viscosity (at 23.degree. C.) of 2000 to 100,000 mPa.s;(B) 2 to 30% by weight, based on the sum of components (A) and (B), of a polyaddition product prepared in and dispersed in component (A), wherein the polyaddition product is a polyurethane, polyurethane urea, polyurea, or mixture thereof, containing ionic groups and/or potentially ionic groups in a quantity corresponding to from 0.
    Type: Grant
    Filed: May 21, 1992
    Date of Patent: October 12, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Josef Pedain, Klaus Noll, Wilhelm Thoma, Detlef-Ingo Schutze
  • Patent number: 5231116
    Abstract: A urethane prepolymer composition useful as sealant is disclosed. The composition comprises a reaction product of an organic polyisocyanate and a polyether polyol mixture at an NCO/OH equivalent ratio from 1.6 to 2.5. The polyether polyol mixture contains (a) from 75 to 95 % by weight of the mixture of a polyoxyalkylenediol having an average MW from 400 to 1,000 and an oxyethlene unit content greater than 50 % by weight, and (b) the balance of the mixture of a polyoxyalkylenetriol having an average MW from 5,000 to 10,000 and an oxyethylene unit content greater than 50 % by weight. An equivalent composition is produced by reacting the polyoxyalkylenediol and polyoxyalkylenetriol with the organic polyisocyanate separately and mixing together after the reaction.
    Type: Grant
    Filed: July 22, 1991
    Date of Patent: July 27, 1993
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventors: Takashi Sano, Hidehiro Uchikata
  • Patent number: 5189133
    Abstract: The present invention relates to hydrophilic polyurethanes having a content of (i) olefinic double bonds (expressed as C.dbd.C, molecular weight 24) of at least 1.0% by weight and (ii) ethylene oxide units incorporated through polyethylene glycol of 20 to 80% by weight, which are based on the reaction product ofa) 1.0 mole of a polyisocyanate component consisting of at least one organic polyisocyanate withb) 0.3 to 2.5 moles of at least one .beta.,.gamma.-ethylenically unsaturated ether alcohol containing 5 to 29 carbon atoms,c) 0 to 1.0 mole of at least one synthesis component containing at least two isocyanate-reactive groups and having a molecular weight of 62 to 2,000 andd) 0.25 to 0.85 moles of a polyethylene glycol component containing at least one polyethylene glycol having a molecular weight of 1,300 to 5,000,at an NCO/OH equivalent ratio, based on starting components a) to d), of 0.7:1 to 1.2:1.
    Type: Grant
    Filed: February 20, 1992
    Date of Patent: February 23, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jurgen Meixner, Wolfgang Kremer
  • Patent number: 5179174
    Abstract: A flexible, lubricious organic polymeric coating is formed by applying a mixture of an isocyanate, a polyol, poly(ethylene oxide), and carrier liquid to a surface to be coated. The carrier liquid is removed and the mixture reacted to form a polyurethane coating with associated poly(ethylene oxide) giving a highly lubricious, abrasion resistant, flexible coating particularly suitable for use as a protective lubricious coating on devices introduced into the body.
    Type: Grant
    Filed: August 30, 1991
    Date of Patent: January 12, 1993
    Assignee: C. R. Bard, Inc.
    Inventor: Richard K. Elton
  • Patent number: 5173301
    Abstract: Surgical adhesives, comprising an NCO-terminated hydrophilic urethane prepolymer derived from an organic polyisocyanate and a polyol component comprising a polyester polyol derived from an electron-attracting group-containing dicarboxylic acid, such as 2-ketoglutaric acid, are capable of being easily hydrolyzed within a living body after a certain period of time.
    Type: Grant
    Filed: November 27, 1991
    Date of Patent: December 22, 1992
    Assignee: Sanyo Chemical Industries, Ltd.
    Inventors: Tetsuo Itoh, Takehisa Matsuda
  • Patent number: 5169720
    Abstract: Polymer-coated medical and laboratory devices are disclosed which are characterized by their biocompatibility and resistance to nonspecific protein adsorption. The polyurea-polyurethane coatings of this invention are prepared from high molecular weight isocyanate end-capped prepolymers substantially or exclusively comprised of ethylene oxide units. At least 75%, preferably at least 90%, of the prepolymer units are oxyethylene-based diols or polyols having molecular weights of about 7000-30,000, with essentially all of the hydroxyl groups capped with polyisocyanate prior to formation of the hydrated polymer coating.
    Type: Grant
    Filed: March 6, 1991
    Date of Patent: December 8, 1992
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: James A. Braatz, Aaron H. Heifetz, Clifton L. Kehr, Richard A. Wolfe
  • Patent number: 5118779
    Abstract: A non-toxic hydrophilic polyurethane elastomer having less than about 0.5% by weight extractables and which is curable in the absence of heat is disclosed. The elastomers are prepared from suitable hydrophilic polyurethane oligomers in combination with suitable ultraviolet light absorbers which become chemically bound into the elastomer during the polymerization (curing) thereof and thus become essentially non-extractable therefrom.
    Type: Grant
    Filed: October 10, 1989
    Date of Patent: June 2, 1992
    Assignee: PolyMedica Industries, Inc.
    Inventor: Michael Szycher
  • Patent number: 5023309
    Abstract: A water dispersible, modified polyurethane which is the reaction product of polyisocyanate, polyether polyol, modifying agent containing at least one pendant hydrophobic group and at least two active hydrogen moieties and capping agent. The modified polyurethane may also include a second type of modifying agent which does not have a pendant hydrophobic group. The modified polyurethane can be prepared by reacting the polyisocyanate and the polyether polyol and then adding the capping agent and finally the modifying agent with or without the second modifying agent. The modified polyurethane resists microbial attack, exhibits superior efficiency in thickening aqueous compositions under high shear conditions and achieves acceptable sag and leveling.
    Type: Grant
    Filed: September 18, 1987
    Date of Patent: June 11, 1991
    Assignee: Rheox, Inc.
    Inventors: Uno Kruse, Burlon C. Crowley, Wilbur S. Mardis
  • Patent number: 4994542
    Abstract: Elastomeric or flexible surgical adhesives, comprising (i) a NCO-terminated hydrophilic urethane prepolymer derived from a fluorine-containing polyisocyanate and a hydrophilic polyether polyol of higher oxyethylene content, or a combinatioin of (i) with (ii) an unsaturated cyano compound containing a cyano group directly bonded to a polymerizable double bond, exhibit low toxicity, may be safely used for bonding of tissues and possess a rapid cure rate and sufficient bonding power.
    Type: Grant
    Filed: March 7, 1989
    Date of Patent: February 19, 1991
    Assignees: Asahi Glass Co., Ltd., Sanyo Chemical Industries, Ltd.
    Inventors: Takehisa Matsuda, Teruo Takakura, Tetsuo Itoh
  • Patent number: 4945149
    Abstract: A coating composition for forming a substantially non-porous moisture-permeable coating layer or film of a hydrophilic polyurethane resin, which comprises a polyol combination and a polyisocyanate compound, or a prepolymer or polyurethane resin obtained by reacting them, said polyol combination comprising:(a) from about 50 to about 98% by weight of a polyoxyethylene polyol having an oxyethylene group content of from about 50 to about 90% by weight, a hydroxyl valve of from about 15 to about 60 and at least 3 hydroxyl groups; and(b) from about 2 to about 50% by weight of a diol having a molecular weight of from about 62 to about 2,000 which may contain oxyethylene groups;provided that the molar equivalent ratio of the component (b) to the component (a) is from about 0.2 to about 5, and the total oxyethylene group content in the components (a) and (b) is at least about 70% by weight.
    Type: Grant
    Filed: August 2, 1988
    Date of Patent: July 31, 1990
    Assignee: Asahi Glass Company Ltd.
    Inventors: Yukio Matsumoto, Nobuaki Kunii
  • Patent number: 4940737
    Abstract: A class of modified hydrophilic prepolymers and polymers is disclosed which are characterized by their specific reactivity. Isocyanate-capped oxyethylene-based prepolymers are modified by reacting with a compound having an isocyanate-reactive group which is a sulfhydryl group, an amino group, a hydroxyl group or a carboxyl group, and a non-isocyanate-reactive group, in quantities sufficient to modify at least a portion of the isocyanate groups of the prepolymer. Where said first functional group is an amino group contained in a diamine or polyamine compound or is a carboxyl group, the modifying compound is present in quantities sufficient to modify all or substantially all of the isocyanate groups of the prepolymer.
    Type: Grant
    Filed: November 2, 1988
    Date of Patent: July 10, 1990
    Assignee: W. R. Grace & Co.-Conn
    Inventors: James A. Braatz, Aaron H. Heifetz, Richard A. Wolfe, Narender P. Luthra
  • Patent number: 4886866
    Abstract: Hydrophilic polymeric soft contact lenses which are characterized by their biocompatibility and resistance to nonspecific protein adsorption. At least 75%, preferably at least 80%, of the prepolymers from which the lenses are prepared are isocyanate-capped oxyethylene-based diols or polyols having molecular weight of about 7000-30,000. Essentially all of the hydroxyl groups of the diols or polyols are capped with polyisocyanate prior to formation of the hydrated polymer of which the contact lenses are made.
    Type: Grant
    Filed: February 16, 1989
    Date of Patent: December 12, 1989
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: James A. Braatz, Clifton L. Kehr
  • Patent number: 4873086
    Abstract: An organic solvent soluble active agent containing water-insoluble hydrophilic hydrogel comprising a copolymer of (A) a water-soluble monoolefinic monomer or a mixture thereof optimally containing up to 50% thereof of one or more water-insoluble mono-olefinic monomers and (B) a terminally diolefinic hydrophobic macromer containing polypropylene oxide or polytetramethylene oxide units prepared in the presence of an effective macromer expanding amount of a macromer soluble compound of the formulaR'--R"--O.sub.n R"'where R', R", R"' and n are as defined in the claims, hydrogels useful in the loading of such active agents, their preparation, and use are disclosed.
    Type: Grant
    Filed: August 8, 1988
    Date of Patent: October 10, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: William R. Good, John Mikes, Joseph Sikora
  • Patent number: 4789720
    Abstract: A hydrophilic, thermoplastic polyurethane polymer of improved dimensional stability and mechanical strength having an average molecular weight of from about 10,000 to about 200,000 produced by reacting (A) an organic diisocyanate with (B) a blend of glycol components comprising (i) ethylene glycol and/or diethylene glycol, (ii) a polyoxyethylene glycol having an average molecular weight of from about 400 to about 20,000 and (iii) a polyoxypropylene glycol having an average molecular weight of from about 200 to about 2500, and (C) water in an amount up to about 0.5% by weight of the reaction mixture. The polymers are particularly useful in the form of a film product such as gloves and condoms. Other uses are as low friction coatings, body implants and active agent release media.
    Type: Grant
    Filed: March 9, 1988
    Date of Patent: December 6, 1988
    Assignee: Tyndale Plains-Hunter, Ltd.
    Inventor: John M. Teffenhart
  • Patent number: 4745170
    Abstract: This invention is a polyurethane and/or polyurea elastomer prepared in the reaction of:(a) an organic polyisocyanate;(b) a chain extender and(c) a polyether having a molecular weight from about 500 to about 10,000, which polyether is a block copolymer of ethylene oxide and butylene oxide comprising an internal poly(EO) block bonded on each side to a poly(BO) block, wherein oxybutylene moieties comprise from about 10 to about 90 percent of the total weight of the polyether.
    Type: Grant
    Filed: July 25, 1985
    Date of Patent: May 17, 1988
    Assignee: The Dow Chemical Company
    Inventors: Kimbley A. Bushman, Michael K. Laughner
  • Patent number: 4740534
    Abstract: Elastomeric or flexible surgical adhesives, comprising [A] NCO-terminated hydrophilic urethane prepolymer derived from hydrophilic polyether polyol of higher oxyethylene content, or combination of [A] with [B] unsaturated cyano compound containing cyano group attached to a carbon atom constituting the polymerizable double bond, are used for bonding of tissues, with rapid cure rate and sufficient bonding power.
    Type: Grant
    Filed: August 21, 1986
    Date of Patent: April 26, 1988
    Assignee: Sanyo Chemical Industries, Ltd.
    Inventors: Takehisa Matsuda, Hiroo Iwata, Tetsuo Itoh
  • Patent number: 4670330
    Abstract: There are provided moisture-permeable, antistatic, and oil-resistant work gloves made of film of water-insoluble, hydrophilic polyurethane resin having hydrophilic groups and/or hydrophilic segments in the main chains and/or side chains. They are produced by applying an organic solvent solution of water-insoluble, hydrophilic polyurethane resin having hydrophilic groups and/or hydrophilic segments in the main chains and/or side chains, to the surface of a glove form or the surface of a glove form on which is put a glove substrate, drying the applied solution, and stripping the deposit film from the form.
    Type: Grant
    Filed: September 4, 1985
    Date of Patent: June 2, 1987
    Assignee: Dia Rubber Company, Ltd.
    Inventor: Seihei Ishiwata
  • Patent number: 4663377
    Abstract: The present invention is directed to a polyisocyanate preparation dispersible in water and having an average NCO functionality of about 2.0 to 3.5 which contains(a) an aliphatic polyisocyanate or a mixture of aliphatic polyisocyanates; and(b) a quantity of an emulsifier sufficient to ensure the dispersibility of the polyisocyanates.The present invention is also directed to the use of this polyisocyanate preparation as an additive for aqueous adhesives based on polymers dispersed in water.
    Type: Grant
    Filed: May 29, 1986
    Date of Patent: May 5, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rudolf Hombach, Helmut Reiff, Manfred Dollhausen
  • Patent number: 4499233
    Abstract: A water dispersible, modified polyurethane which is the reaction product of polyisocyanate, polyether polyol, modifying agent containing at least two active hydrogen moieties and capping agent. The modified polyurethane is preferably prepared by reacting the polyisocyanate, the polyether polyol and the modifying agent and then adding the capping agent. The modified polyurethane resists microbial attack, exhibits superior efficiency in thickening aqueous compositions and imparts improved leveling.Included among the modifying agents are ethylene diamine, 1,6-diaminohexane, 1,10-diaminodecane, N-phenyl-p-phenylenediamine, succinic acid, suberic acid, sebacic acid, 1,10-decanedicarboxylic acid, 1,4-benzene-dicarboxylic acid, ethanolamine, 2-(ethylamino)ethanol, and p-carboxyphenol and mixtures thereof.
    Type: Grant
    Filed: May 3, 1983
    Date of Patent: February 12, 1985
    Assignee: NL Industries, Inc.
    Inventors: Marvin T. Tetenbaum, Burlon C. Crowley
  • Patent number: 4454309
    Abstract: Polyurethane polyene compositions are obtained by reacting from about 10 to about 50 parts by weight of a polyene in the presence of about 100 parts by weight of a hydrophilic polyurethane resin. The resulting products will swell and increase in weight upon immersion in water and are permeable to gases, moisture vapor ions, and other low molecular weight species. The hydrophilic polyurethane diacrylate compositions may be molded to form shaped products that are dimensionally stable after repeated exposure to boiling water and exhibit memory.
    Type: Grant
    Filed: October 8, 1982
    Date of Patent: June 12, 1984
    Assignee: Tyndale Plains-Hunter, Ltd.
    Inventors: Francis E. Gould, Christian W. Johnston
  • Patent number: 4439585
    Abstract: Polyurethane diacrylate compositions are obtained by reacting a diacrylate in the presence of from about 65 to about 95 weight percent of a hydrophilic polyurethane resin. The compositions will form a hydrogel upon immersion in water and are permeable to gases, ions and other low molecular weight species. The hydrophilic polyurethane diacrylate compositions may be molded to form shaped products that are dimensionally stable after repeated exposure to boiling water and exhibit memory. The compositions are useful as carriers for pharmacologically active agents in forming an oral delivery system.
    Type: Grant
    Filed: September 2, 1982
    Date of Patent: March 27, 1984
    Assignee: Tyndale Plains-Hunter, Ltd.
    Inventors: Francis E. Gould, Christian W. Johnston
  • Patent number: 4439583
    Abstract: Canulae formed of or having a coating of polyurethane diacrylate compositions obtained by reacting a diacrylate in the presence of from about 65 to about 95 weight percent of a hydrophilic polyurethane resin. The compositions will form a hydrogel upon immersion in water and are permeable to gases, ions and other low molecular weight species. The hydrophilic polyurethane diacrylate compositions may be molded to form shaped products that are dimensionally stable after repeated exposure to boiling water and exhibit memory.
    Type: Grant
    Filed: September 1, 1982
    Date of Patent: March 27, 1984
    Assignee: Tyndale Plains-Hunter, Ltd.
    Inventors: Francis E. Gould, Christian W. Johnston
  • Patent number: 4439584
    Abstract: Gas and ion permeable membranes useful as burn dressings, surgical drapes and the like formed of polyurethane diacrylate compositions obtained by reacting a diacrylate in the presence of from about 65 to about 95 weight percent of a hydrophilic polyurethane resin. The compositions will form a hydrogel upon immersion in water and are also permeable to other low molecular weight species. The hydrophilic polyurethane diacrylate compositions may be molded to form shaped products that are dimensionally stable after repeated exposure to boiling water and exhibit memory.
    Type: Grant
    Filed: September 1, 1982
    Date of Patent: March 27, 1984
    Assignee: Tyndale Plains-Hunter, Ltd.
    Inventors: Francis E. Gould, Christian W. Johnston
  • Patent number: 4439552
    Abstract: A method of forming a hydrophilic urethane prepolymer comprising the steps of reacting an isocyanate compound to a hydrophilic polyether or polyester compound which has been heated to such a temperature that the temperature of the reactants after addition of isocyanate is at least as high as about 120.degree. C. The resulting urethane prepolymer may be reacted with water to form a cellular urethane polymer.
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: March 27, 1984
    Assignee: Gravi-Mechanics Co.
    Inventor: Richard R. Dedolph
  • Patent number: 4438226
    Abstract: The invention is a polyurethane comprising the reaction product of(a) a 1,4-lactone of 3,6-anhydropentahydroxyhexanoic acid; and(b) an organic polyisocyanate.The polyurethanes of this invention are useful in coatings, compression moldings, control release systems, films, foams and the like.
    Type: Grant
    Filed: April 22, 1983
    Date of Patent: March 20, 1984
    Assignee: The Dow Chemical Company
    Inventors: Stoil K. Dirlikov, Connie J. Schneider
  • Patent number: 4424305
    Abstract: Surgical implants, intrauterine devices and the like formed of polyurethane diacrylate compositions obtained by reacting a diacrylate in the presence of from about 65 to about 95 weight percent of a hydrophilic polyurethane resin. The compositions will form a hydrogel upon immersion in water and are permeable to gases, ions and other low molecular weight species. The hydrophilic polyurethane diacrylate compositions may be molded to form shaped products that are dimensionally stable after repeated exposure to boiling water and exhibit memory. The shaped products contain distributed therein a desired medicament.
    Type: Grant
    Filed: September 1, 1982
    Date of Patent: January 3, 1984
    Assignee: Tyndale Plains-Hunter, Ltd.
    Inventors: Francis E. Gould, Christian W. Johnston
  • Patent number: 4412054
    Abstract: An antithrombogenic material is composed of a fluorine-containing block polymer obtained by the polyaddition or polycondensation of a prepolymer with a chain extender, said prepolymer being a diisocyanate prepolymer represented by the formulaOCN--CH.sub.2 RfCH.sub.2 NHCOO--A--CONH].sub.m CH.sub.2 RfCH.sub.2 NCO (I)wherein Rf is a perfluoroalkylene or perfluoroxyalkylene group having from 1 to 20 carbon atoms and containing from 0 to 10 ether linkages, A is a divalent organic group containing an oxygen atom in its main chain and m is from 1 to 3, or a dicarbamate prepolymer obtained by reacting the diisocyanate prepolymer with a lower alcohol.
    Type: Grant
    Filed: August 17, 1982
    Date of Patent: October 25, 1983
    Assignee: Asahi Glass Company Ltd.
    Inventors: Masaaki Yamabe, Masao Kato, Teruo Takakura
  • Patent number: 4409383
    Abstract: Articles of commerce which are transparent at a first temperature and less transparent at a second temperature which is different from said first temperature and which are capable of reverting to the original state of transparency are obtained by curing compositions containing at least one isocyanate-functional monomeric or polymeric material which may or may not contain hydrophilic centers consisting essentially of ethylene oxide units having the structure (CH.sub.2 CH.sub.2 O).sub.n, wherein n is at least two. When the isocyanate-functional material does not contain such hydrophilic centers, it must be cured in the presence of at least one monomeric or polymeric material which may or may not be reactive with isocyanate groups but must contain such hydrophilic centers. Thermosensitivity is imparted to the cured products by the presence of water in the cured material.
    Type: Grant
    Filed: December 2, 1981
    Date of Patent: October 11, 1983
    Assignee: Lord Corporation
    Inventors: Denis J. Zalucha, Frederick H. Sexsmith, Dennis D. Howard, Michael L. Nulph
  • Patent number: 4403083
    Abstract: This invention relates to novel hydrophilic, crosslinked, polyurea-urethane, solid, discrete particles formed by adding in droplet form a hydrophilic prepolymer comprising an isocyanate-capped polyol or mixtures thereof wherein said polyol or mixture of polyols has a reaction functionality greater than two, the total of said polyol present having an ethylene oxide content of at least 40 weight percent, before capping to a large excess of a stirred aqueous reactant. The resultant solid particles can be molded into various shapes as desired or used for coating or adhesive applications.
    Type: Grant
    Filed: August 31, 1982
    Date of Patent: September 6, 1983
    Assignee: W. R. Grace & Co.
    Inventors: Nelson S. Marans, Clifton L. Kehr
  • Patent number: 4390679
    Abstract: Urethane resins containing, as latent hardeners, the reaction products of an acid anhydride or imide, such as phthalic anhydride, and an aromatic or cycloaliphatic polyamine, said resin systems being stable for long periods when stored at ambient or moderately elevated temperatures while providing on curing for relatively short periods at elevated temperatures, on the order of 100.degree.-150.degree. C., hardened products of good properties.
    Type: Grant
    Filed: December 17, 1981
    Date of Patent: June 28, 1983
    Assignee: Ciba-Geigy Corporation
    Inventors: Jonas Weiss, Raymond Seltzer
  • Patent number: 4371686
    Abstract: An antithrombogenic, highly elastic polyurethane compound produced by the reaction of a polyether diol with a diisocyanate and a diamine, which polyurethane compound is characterized by said polyether diol being a compound of the general formula: ##STR1## wherein, a, b, and c each denote a positive integer and having a polyoxyethlene content in the range of from 10 to 50 weight percent and an average molecular weight in the range of from 500 to 5,000.
    Type: Grant
    Filed: September 14, 1981
    Date of Patent: February 1, 1983
    Assignee: Agency of Industrial Science & Technology Ministry of International Trade & Industry
    Inventors: Noboru Yamamoto, Iwao Yamashita