Ether Or Thioether Contains A Carbocyclic Or Aromatic Group Patents (Class 528/79)
  • Patent number: 5064875
    Abstract: This invention relates to a process for preparing polyurethane urea elastomers by reacting (a) compounds containing at least two isocyanate-reactive groups and having a molecular weight in the range from about 400 to about 10,000; (b) polyisocyanates; and (c) aromatic diamines corresponding to the formula ##STR1## wherein R.sup.1 and R.sup.2 are independently hydrogen or alkyl.
    Type: Grant
    Filed: November 30, 1990
    Date of Patent: November 12, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Grogler, Urs Thiery, Andreas Ruckes, Richard Kopp, Heinrich Hess
  • Patent number: 5049638
    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 poloyisocyanate 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 value 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: June 29, 1989
    Date of Patent: September 17, 1991
    Assignee: Asahi Glass Company, Ltd.
    Inventors: Yukio Matsumoto, Nobuaki Kunii
  • Patent number: 5043410
    Abstract: Fluorinated polyurethanes containing blocks having a perfluoropolyethereal structure, with rubber-like properties, alternated with stiff structural units are taught. The stiff units are at least partially provided with a double bond of the olefinic type, which is suitable for causing the cross-linking of the polymeric chains with a cross-linking system of the radicalic type.
    Type: Grant
    Filed: September 15, 1989
    Date of Patent: August 27, 1991
    Assignee: Ausimont S.r.l.
    Inventors: Alberto Re, Francesco Giavarini, Cesare Cova
  • Patent number: 5023367
    Abstract: This invention relates to a linear, low-molecular-weight polyester-based polyol having terminal primary hydroxyl groups, low viscosity, high solids content and having the structural formula: ##STR1## where n is 1 or 2 and at least 70% by weight is n=1, and m=2-10, said polyol being substantially free of cyclohexane dimethanol.
    Type: Grant
    Filed: May 22, 1989
    Date of Patent: June 11, 1991
    Assignee: King Industries, Inc.
    Inventors: Leonard J. Calbo, Jr., Lawrence V. Gallacher
  • Patent number: 5003027
    Abstract: The present invention is directed to an improved process for the production of polyurethane moldings by reacting a reaction mixture comprising (a) a polyisocyanate, (b) an isocyanate-reactive material, and (c) a chain extender and/or cross-linker, said reaction mixture being processed as a one-shot system by the RIM process at an isocyanate index of from about 70 to about 130. In the improvement, component (b) comprises a polyester polyol having a molecular weight of from about 840 to about 1500 and having the structure ##STR1## wherein X represents ##STR2## R" represents the residue of an aromatic anhydride or aromatic dicarboxylic acid,R"' represents hydrogen or methyl,p is a number of from 1 to about 5, andy is a number of from 1 to about 14.
    Type: Grant
    Filed: March 13, 1990
    Date of Patent: March 26, 1991
    Assignee: Mobay Corporation
    Inventor: Neil H. Nodelman
  • Patent number: 5001209
    Abstract: Polyurethanes having high hyperpolarizability densities and other favorable properties can be easily prepared from nonlinear optical active diols (NLO-diols) of a certain general formula, which have a delocalized .pi. electron system to which both an electron donor group and an electron acceptor group are coupled directly (D.pi.A system). The polyurethanes may be used in optical waveguides.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: March 19, 1991
    Assignee: Akzo N.V.
    Inventors: Carel T. J. Wreesmann, Doetze J. Sikkema, Erwin W. P. Erdhuisen
  • Patent number: 4943626
    Abstract: Polyether active hydrogen compounds having at least two terminal active hydrogen groups on primary carbon atoms are prepared by (a) forming polyoxyalkylene molecules each having at least one active hydrogen precursor, (b) linking at least two of the polyoxyalkylene molecules, and (c) converting the active hydrogen precursor groups to active hydrogen groups on primary carbon atoms. The polyoxyalkylene molecule is formed by exposing a reaction mixture comprising at least one alkylene oxide and at least one protective initiator to conditions effective for the polymerization of the alkylene oxides. Linking is accomplished at polyether chain ends distal to the protected active hydrogen precursor groups, such that the active hydrogen precursors remain on the linked polyether chains until they are converted to active hydrogen groups.
    Type: Grant
    Filed: July 29, 1988
    Date of Patent: July 24, 1990
    Assignee: The Dow Chemical Company
    Inventors: James E. McGrath, Youngtai Yoo, Robert B. Turner, Diane M. Lewis
  • Patent number: 4940770
    Abstract: Disclosed are novel compositions useful in mixed epoxy material synthesis, poly(epoxy)-(urea) synthesis and cases where epoxy curing agents require flexibility which are essentially the reaction products of polyoxyalkylene polyamines and epoxides. Specifically the amine reactants comprise polyoxypropylene triamines, amine terminated alkylene glycols and polyoxypropylene diols, such as those represented by Texaco Chemical Company's JEFFAMINE.RTM. T-series, JEFFAMINE.RTM. EDR series and JEFFAMINE.RTM. D-series amines, respectively. The epoxide component prepolymers essentially comprise Bisphenol A diglycidyl ethers. The ratio of JEFFAMINE.RTM. amine to epoxide and the use of acetone are essential to prepare non-gelled products.
    Type: Grant
    Filed: November 14, 1988
    Date of Patent: July 10, 1990
    Assignee: Texaco Chemical Co.
    Inventors: George P. Speranza, Jiang-Jen Lin
  • Patent number: 4929712
    Abstract: A polyacetal resin composition is prepared by melt-kneading a polyacetal resin (A) (99 to 40 wt. %) with a thermoplastic polyurethane (B) (1 to 60 wt. %) in the presence of a polyisocyanate compound, a polyisothiocyanate compound or a modification thereof (C) in an amount of 0.1 to 10 wt. % based on the total of A and B.
    Type: Grant
    Filed: June 26, 1989
    Date of Patent: May 29, 1990
    Assignee: Polyplastics Co., Ltd.
    Inventors: Noriyuki Sugiyama, Mitsuhiro Mochizuki
  • Patent number: 4929697
    Abstract: The present invention is directed to a process for the production of polyurethane moldings by reacting a reaction mixture comprising(a) a polyisocyanate,(b) an isocyanate-reactive material having a molecular weight of from about 840 to about 5,000, and(c) a chain extender, said reaction mixture being processed as a one-shot system by the RIM process at an isocyanate index of from about 70 to about 130,the improvement wherein component (b) comprises a polyester polyol having the structure: ##STR1## wherein R represents the residue of a polyepoxide after ring opening with a carboxylic acid group,R' represents the residue of a cyclic anhydride,X represents the organic residue of a polyol,m represents the number of epoxy groups of the polyepoxide ring opened with carboxylic acid groups, andn is an integer of from one to seven.
    Type: Grant
    Filed: January 27, 1989
    Date of Patent: May 29, 1990
    Assignee: Mobay Corporation
    Inventor: Neil H. Nodelman
  • Patent number: 4929707
    Abstract: Polyurethane base lens resins obtained by reacting one or more of sulfur-containing polyisocyanates compound with one or more of sulfur-containing polyols, and polyurethane base lenses comprising these resins are disclosed.A method for preparing polyurethane base lenses which comprises adding internal mold releasing agents to the mixture of the above polyisocyanates and polyols prior to casting polymerization is also disclosed.
    Type: Grant
    Filed: February 3, 1989
    Date of Patent: May 29, 1990
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Teruyuki Nagata, Koju Okazaki, Nobuyuki Kajimoto, Tohru Miura, Yoshinobu Kanemura, Katsuyoshi Sasagawa
  • Patent number: 4902821
    Abstract: This invention relates to a linear, low-molecular-weight polyester-based polyol having terminal primary hydroxyl groups, low viscosity, high solids content and having the structural formula: ##STR1## where n is 1 or 2 and at least 70% by weight is n=1, and m=2-10, said polyol being substantially free of cyclohexane dimethanol.
    Type: Grant
    Filed: December 27, 1982
    Date of Patent: February 20, 1990
    Assignee: King Industries, Inc.
    Inventors: Leonard J. Calbo, Jr., Lawrence V. Gallacher
  • Patent number: 4888365
    Abstract: Polyurethane/polyisocyanurate rigid foams having low thermal conductivity are prepared from isocyanate-terminated quasi-prepolymers prepared from polyester polyols derived from phthalic anhydride or from the transesterification of polyethylene terephthalate scrap.
    Type: Grant
    Filed: September 16, 1988
    Date of Patent: December 19, 1989
    Assignee: BASF Corporation
    Inventors: Robert E. Riley, Thirumurti Naravan
  • Patent number: 4888441
    Abstract: This invention relates to certain linear, low-molecular-weight polyester-based polyols having at least two hydroxyl groups, low viscosity, high solids content and having the structural formula: ##STR1## wherein R is a moiety derived from a saturated aliphatic polyhydric alcohol; n is 1 or 2, and at least about 50% by weight, of n is n=1; p is 0 to 4 inclusive and m is 2 to 10 inclusive; said polyol being substantially free of any unreacted polyhydric alcohol.
    Type: Grant
    Filed: December 21, 1984
    Date of Patent: December 19, 1989
    Assignee: King Industries, Inc.
    Inventors: Leonard J. Calbo, Jr., Lawrence V. Gallacher
  • Patent number: 4826944
    Abstract: Reactive resin systems suitable for cast-molding polyurethanes comprise reactive isocyanates and chain extenders for the isocyanates comprising polyol addition products of C.sub.1 -C.sub.8 alcohols and epoxidized triglyceride oils: if desired, the polyol addition products used have been alkoxylated with C.sub.2 -C.sub.4 -alkylene oxides.
    Type: Grant
    Filed: September 4, 1987
    Date of Patent: May 2, 1989
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Rainer Hoefer, Bert Gruber, Alfred Meffert, Roland Gruetzmacher
  • Patent number: 4816543
    Abstract: This invention relates to improved polyurethane systems prepared by reacting an organic polyisocyanate with a hydroxyl containing compound, the improvement comprising utilizing mono tertiary-alkyltoluenediamine where the tertiary-alkyl group is ortho to an amine group as a chain extender or component thereof. The ortho-tertiary-butyltoluenediamine isomer is particular effective for use in reaction injection molding of polyurethanes and can be formulated with polyol as a chain extender mix.
    Type: Grant
    Filed: August 23, 1985
    Date of Patent: March 28, 1989
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burgoyne, Jr., Jeremiah P. Casey, Dale D. Dixon, Barton Milligan
  • Patent number: 4786693
    Abstract: Urethane oligomer modified epoxy resin compositions are prepared by copolymerization of (A) an epoxy resin and (B) a urethane oligomer containing at least one oxyalkylene group and both polymerizable ethylenic unsaturation and isocyanate (isothiocyanate) groups in the presence of a suitable amount of a suitable catalyst for oxazolidinone (thiazolidinone) formation.These modified epoxy resin compositions can be cured with conventional epoxy curing agents and they can be used to prepare vinyl ester resins.
    Type: Grant
    Filed: November 16, 1987
    Date of Patent: November 22, 1988
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4775733
    Abstract: Disclosed herein are a high-refractivity plastic lens resin obtained by polymerizing under heat at least one polyisocyanate (I): ##STR1## wherein X means a hydrogen, chlorine or bromine atom or a methyl or ethyl group, Z is a hydrogen atom or a methyl group, a stands for an integer of 1-4, b is an integer of 2-4, and a+b is not greater than 6 (a+b.ltoreq.6), with at least one polythiol (II): ##STR2## wherein R means a methyl, ethyl, chloromethyl or bromomethyl group, m stands for an integer of 0-2 and n is 4-m and/or at least one polythiol (III): ##STR3## wherein X means a hydrogen, chlorine or bromine atom or a methyl or ethyl group, Y denotes an oxygen or sulfur atom, r stands for 0 or 1, s is an integer of 0-2, p is an integer of 2-4, q is an integer of 1-4 and p+q is not greater than 6 (p+q.ltoreq.6), in such amounts that the --NCO/--SH molar ratio falls within 0.5-3.0, as well as a lens made of the above resin.
    Type: Grant
    Filed: February 27, 1987
    Date of Patent: October 4, 1988
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Yoshinobu Kanemura, Masao Imai, Katsuyoshi Sasagawa, Nobuyuki Kajimoto, Teruyuki Nagata
  • Patent number: 4757097
    Abstract: Oligoesters having hydroxyl groups and an OH number of from 200 to 600 mg KOH/g are made by reacting a cyclic dicarboxylic acid anhydride in which no halogen is present with a polyfunctional alcohol or dialkanolamine in a molar ratio of from 1:0.5 to 1:1.5 at a temperature of from 50.degree. to 150.degree. C. to form the corresponding dicarboxylic acid semiester and/or semiamide. This semiester and/or semiamide is then alkoxylated with ethylene oxide and/or propylene oxide in the presence of a catalyst at 80.degree. to 150.degree. C. The equivalent ratio of acid groups to alkylene oxide groups is from 1:0.8 to 1:1.7. The catalysts are reaction products of alkoxides with at least 3 C-atoms with ammonia, piperidine, piperazine and/or C.sub.2 -C.sub.6 aliphatic, polyamines, preferably diamines in which all of the NH-functional groups have been alkoxylated. The resultant oligoester may then be reacted with a polyisocyanate optionally in the presence of known additives, such as blowing agents and catalysts.
    Type: Grant
    Filed: June 23, 1987
    Date of Patent: July 12, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Dietrich, Manfred Kapps, Klaus Konig, Roland Nast
  • Patent number: 4742146
    Abstract: Urethane oligomer modified epoxy resin compositions are prepared by copolymerization of (A) an epoxy resin and (B) a urethane oligomer containing at least one oxyalkylene group and both polymerizable ethylenic unsaturation and isoeyanate (isothiocyanate) groups in the presence of a suitable amount of a suitable catalyst for oxazolidinone (thiazolidinone) formation.These modified epoxy resin compositions can be cured with conventional epoxy curing agents and they can be used to prepare vinyl ester resins.
    Type: Grant
    Filed: October 18, 1985
    Date of Patent: May 3, 1988
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4740531
    Abstract: Polyaminohydroxyl compounds having molecular weights of from 200 to 20,000 and a functionality greater than 1 but less than or equal to 8 containing 0.165-16.5 wt. % amino and hydroxyl groups and 0.295-29.5 wt. % urethane and/or urea groups are produced by hydrolyzing the corresponding NCO prepolymer containing OH groups. The equivalent ratio of amino groups to hydroxyl groups in these polyaminohydroxyl compounds is from 99:1 to 0.1:99.9. Groups which are inert with respect to amines and isocyanates may optionally be present in the polyaminohydroxyl compounds in quantities such that the equivalent ratio of amine groups to inert groups is from 100:0 to 33.3:66.6 and the equivalent ratio of hydroxyl groups to inert groups is from 100:0 to 33.3:66.6. These polyaminohydroxyl compounds are useful in the production of polyurethanes. The polyaminohydroxyl compounds in which the difference between the sum of amino groups plus hydroxyl groups plus inert groups and the sum of hydroxyl groups plus inert groups is 2.+-.
    Type: Grant
    Filed: July 23, 1987
    Date of Patent: April 26, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventor: Werner Rasshofer
  • 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: 4737566
    Abstract: The present invention is directed to a process for the preparation of an oligourethane and free isocyanate groups which soluble in aromatic solvents and suitable as a lacquer binder by reacting an organic diisocyanate with a high molecular polyol and a low molecular weight polyol which contains 2,2,4-trimethylpentane-1,3-diol, its ethoxylation and/or propoxylation products or addition products of this low molecular weight diol with .epsilon.-caprolactone. The present invention is also directed to oligourethanes produced by this process and to their use as the binder or binder component in moisture hardening one-component lacquers.
    Type: Grant
    Filed: April 2, 1987
    Date of Patent: April 12, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Josef Pedain, Michael Sonntag
  • Patent number: 4722803
    Abstract: Fluorocarbon blowing agent compatible polyol blends are provided comprising reaction products of a combination of (a) a residue from the manufacture of dimethyl terephthalate, (b) a low molecular weight diol compound, (c) a nonionic surfactant compound, (d) optionally a hydrophobic compound, and (e) optionally a polybasic carboxylic acid compound. These polyol blends are produced by a simple heating process and are thereafter optionally blendable with various conventional polyols and other additives (including fluorocarbons and catalysts) to make resin prepolymer blends. Such resin blends can be catalytically reacted with organic isocyanates to produce cellular polyurethanes and polyurethane/polyisocyanurates.
    Type: Grant
    Filed: October 29, 1985
    Date of Patent: February 2, 1988
    Assignee: Stepan Company
    Inventors: George Magnus, Melvin Loeb, Robert J. Wood, Brian Kelley
  • Patent number: 4707535
    Abstract: This invention is directed to adducts of a poly(active hydrogen) organic compound and a polyepoxide comprising the reaction product of a poly(active hydrogen) organic compound and a polyepoxide containing two or more epoxy groups per molecule, said poly(active hydrogen) organic compound being employed in an amount at least sufficient to effect substantially complete reaction of the epoxy groups of the polyepoxide. The adducts are useful in the formulation of high solids coating compositions, polyurethane elastomers, inks, sealants, adhesives and the like.
    Type: Grant
    Filed: October 27, 1983
    Date of Patent: November 17, 1987
    Assignee: Union Carbide Corporation
    Inventor: Joseph V. Koleske
  • Patent number: 4687788
    Abstract: Urethane elastomers are prepared which have a percent linear dimensional change after being immersed in water of not greater than 0.80%.
    Type: Grant
    Filed: November 25, 1983
    Date of Patent: August 18, 1987
    Assignee: The Dow Chemical Company
    Inventors: Douglas K. Hillshafer, Robert B. Turner
  • Patent number: 4657940
    Abstract: The present invention is directed to 4,4'-diisocyanato phenylbenzylether, its method of production by reaction of the corresponding diamine with phosgene and the use of the diisocyanate for the production of polyisocyanate polyaddition products, preferably polyurethane plastics.
    Type: Grant
    Filed: February 13, 1986
    Date of Patent: April 14, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Konig, Peter Heitkamper
  • Patent number: 4645817
    Abstract: The present invention relates to a process for the preparation of alkoxylation products of organic carboxylic acids containing alcoholic hydroxyl groups by the reaction of any organic compounds containing at least one carboxyl group with alkylene oxides in an alkoxylation reaction in the presence of catalysts, characterized in that the catalysts used are phase transfer catalysts selected from the group consisting of(a) tetraalkylammonium or tetraalkylphosphonium halides in which the sum of carbon atoms of the alkyl groups is at least 8,(b) basic alkali metal compounds converted into complexes with crown ethers and(c) complexes of (i) basic alkali metal compounds and (ii) acyclic organic compounds containing at least 5 alkylene oxide units of the formula --R--O-- (R=C.sub.1 -C.sub.
    Type: Grant
    Filed: April 11, 1985
    Date of Patent: February 24, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Joachim Probst, Michael Sonntag, Roland Richter, Hanns P. Muller
  • Patent number: 4624980
    Abstract: An N-t-alkyl-N-sec-alkyl secondary amine compound of the formula: ##STR1## wherein X, Y and Z are each independently selected from --H, --OH, or an alkyl group having from 1 to about 15 carbon atoms; and n is an integer of from 3 to about 6.
    Type: Grant
    Filed: March 28, 1985
    Date of Patent: November 25, 1986
    Assignee: Milliken Research Corporation
    Inventors: John W. Rekers, Edward W. Kluger
  • Patent number: 4622361
    Abstract: A high modulus polyurethane elastomer having improved combustion resistance and satisfactory physical properties comprising the reaction product of a polyol or polymer polyol, a low molecular weight chain extender, a liquid organic polymeric isocyanate having an average functionality of at least about 2.4 and a defined concentration of flame retardant.
    Type: Grant
    Filed: March 29, 1985
    Date of Patent: November 11, 1986
    Assignee: Union Carbide Corporation
    Inventors: William A. Gill, Richard M. Gerkin
  • Patent number: 4609684
    Abstract: Reaction injection molded (RIM) elastomers are made in a one-shot process from certain aromatic-amine amides which comprise the reaction product of a polyoxyalkylene polyamine selected from the group consisting of diamines, triamines and mixtures thereof, and having an average molecular weight of above about 3000 and an isatoic anhydride of the formula: ##STR1## where R is selected from the group consisting of hydrogen, alkyl, nitro, halo, hydroxy, amino and cyano and n is a number of 1-4. Such elastomers have improved tensile strength, tear strength and elongation properties.
    Type: Grant
    Filed: June 21, 1985
    Date of Patent: September 2, 1986
    Assignee: Texaco Inc.
    Inventors: Robert A. Grigsby, Jr., Richard J. G. Dominguez
  • Patent number: 4609683
    Abstract: Quasi-prepolymers are made from aromatic isocyanates and aromatic-amine amides which comprise the reaction product of a polyoxyalkylene polyamine selected from the group consisting of diamines, triamines and mixtures thereof, and an isatoic anhydride of the formula: ##STR1## where B is selected from the group consisting of hydrogen, alkyl, nitro, halo, hydroxy, amino and cyano and n is a number from 1 to 4. Such materials are useful for the production of reaction injection molded elastomers having improved properties.
    Type: Grant
    Filed: June 21, 1985
    Date of Patent: September 2, 1986
    Assignee: Texaco Inc.
    Inventors: Robert A. Grigsby, Jr., Richard J. G. Dominguez
  • Patent number: 4604445
    Abstract: A process and urethane composition for making urethane prepolymers from a polyisocyanate and blends of two or more urethane intermediates. The prepolymers so produced when cured have improved physical properties such as high low strain modulus and tensile strength relative to cured polyurethanes prepared from a mixture of prepolymers prepared by reacting a polyisocyanate with the component intermediates and subsequently blending the prepolymers.
    Type: Grant
    Filed: April 18, 1985
    Date of Patent: August 5, 1986
    Assignee: The Firestone Tire & Rubber Co.
    Inventors: Edward L. Kay, Kenneth B. Roskos
  • Patent number: 4581388
    Abstract: Urethane-modified polyisocyanates having an NCO-content of from 5 to 45 wt. % are made by reacting an organic polyisocyanate or mixture of polyisocyanates having an NCO-content of from 30 to 50 wt. % with an organic polyhydroxyl compound or mixtures of polyhydroxyl compounds. The organic polyhydroxyl compound must include at least 10 hydroxyl equivalent percent of an alkoxylation product of a bisphenol corresponding to a specified formula containing two alcoholic hydroxyl groups and having an OH number of from 112 to 389. The reactants are employed in quantities such that the NCO:OH equivalent ratio is from 2:1 to 50:1. The urethane-modified polyisocyanates of the present invention are particularly useful in the production of polyurethanes by the isocyanate polyaddition process.
    Type: Grant
    Filed: January 7, 1985
    Date of Patent: April 8, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Rasshofer, Richard Kopp, Reiner Paul, Klaus Seel, Otto Ganster
  • Patent number: 4569951
    Abstract: Polymers having high impact strength, high modulus and high heat distortion temperatures are prepared by reacting a polyisocyanate with a secondary amine terminated adduct of a polyepoxide and a primary amine.
    Type: Grant
    Filed: January 18, 1985
    Date of Patent: February 11, 1986
    Assignee: The Dow Chemical Company
    Inventor: Donald L. Nelson
  • Patent number: 4569981
    Abstract: The present invention relates to water-dispersible plastics precursors which are solid at temperatures below about 40.degree. C. The plastics precursors are based on isocyanate-terminated prepolymers which have been hydrophilically modified with ionic groups and/or ethylene oxide units and which contain specified amounts of isocyanate groups and --NH-- groups.The present invention also relates to processes for preparing aqueous dispersions from the solid plastics precursors and to using the plastics precursors for cross-linking dispersed plastics containing isocyanate-reactive groups.
    Type: Grant
    Filed: July 6, 1981
    Date of Patent: February 11, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Wenzel, Dieter Dieterich
  • Patent number: 4551517
    Abstract: The invention relates to two-component polyurethane adhesive preparations in which the resin component is an oleochemical polyol. The oleochemical polyols used are ring-opened products of the reaction of epoxidized fatty alcohols, fatty acid esters (particularly triglycerides) or fatty acid amides with alcohols. The oleochemical polyols may be varied within wide limits in regard to their OH-functionality and so formulated with the hardener polyisocyanate components that the adhesives satisfy the relevant requirements. Reaction products of epoxidized triglycerides with monohydric alcohols are a particularly effective substitute for castor oil.
    Type: Grant
    Filed: December 12, 1984
    Date of Patent: November 5, 1985
    Assignee: Henkel KGaA
    Inventors: Julius Herold, Hermann Kluth, Alfred Meffert, Manfred Leder
  • Patent number: 4543369
    Abstract: Alkoxylated polyester polyols useful in the manufacture of polyurethanes are disclosed. For example, 9(10)-methylhydroxymethyloctadecanoate can be reacted with bishydroxymethyltricyclodecane to prepare a polyester polyol which can be ethoxylated to prepare an alkoxylated polyester polyol. The resulting polyester polyol can be reacted with a diisocyanate, such as a modified diphenylmethane diisocyanate, to prepare a urethane elastomer.
    Type: Grant
    Filed: October 26, 1984
    Date of Patent: September 24, 1985
    Assignee: Henkel Corporation
    Inventors: Dwight E. Peerman, Edgar R. Rogier
  • Patent number: 4540768
    Abstract: Reaction injection molded elastomers made from polymer polyols derived by reacting a liquid terephthalic polyester polyol with an organic polyisocyanate in the presence of a polyether polyol solvent are described. The liquid terephthalic polyester polyol may be made by reacting residue or scrap polyethylene terephthalate (PET) with an oxyalkylene glycol. The oxyalkylene glycol is preferably either diethylene glycol alone or a mixture of diethylene glycol and at least one other oxyalkylene glycol. The liquid terephthalic polyester polyol is preferably distilled to remove ethylene glycol. RIM elastomers made from these polymer polyols have improved hot tear (green strength) and final tear properties than prior art elastomers.
    Type: Grant
    Filed: October 9, 1984
    Date of Patent: September 10, 1985
    Assignee: Texaco Inc.
    Inventors: George P. Speranza, Michael Cuscurida, Richard J. G. Dominguez
  • Patent number: 4539384
    Abstract: The present invention relates to the novel monomer 4,4'-bis(4-hydroxyphenyl thio)biphenyl, to a process for its production and to its use in the preparation of polycarbonates, polyurethanes, polyesters, polysulfones and polyethers.
    Type: Grant
    Filed: May 7, 1984
    Date of Patent: September 3, 1985
    Assignee: Mobay Chemical Corporation
    Inventors: Sivaram Krishnan, John R. Sanderson
  • Patent number: 4481309
    Abstract: The invention relates to a process for the preparation of cellular or non-cellular polyurethanes through the reaction of organic polyisocyanates with a polyether-polyester polyol component containing di- to tetrafunctional polyether-polyester polyols having hydroxyl numbers of from 10 to 200, which are themselves prepared by esterifying conventional di- to tetrafunctional polyether polyols with carboxylic acid anhydrides, preferably aromatic carboxylic acid anhydrides, in the presence of selected catalysts to form carboxylic acid half esters, and oxyalkylating the resulting carboxylic acid half esters with alkylene oxides in the presence of N-methylimidazole, triethylene diamine, triphenylphosphine or mixtures thereof with thiodialkylene glycol as catalysts.
    Type: Grant
    Filed: April 9, 1984
    Date of Patent: November 6, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Straehle, Ingolf Buethe, Matthias Marx
  • Patent number: 4468478
    Abstract: The oxidation promoting harmful effects of the presence of an alkaline catalyst in a polyoxyalkylene can be eliminated and the product made more resistant to oxidation especially at elevated temperatures by the incorporation therein of soluble salts of certain benzoic acid derivatives. The soluble salts can be formed by reaction with the alkali or alkaline earth metal ion derived from the alkaline catalyst utilized in the polymerization of the polyoxyalkylene.
    Type: Grant
    Filed: October 14, 1983
    Date of Patent: August 28, 1984
    Assignee: BASF Wyandotte Corporation
    Inventors: Edward M. Dexheimer, Michael J. Anchor, Basil Thir, Stephen E. Eisenstein
  • Patent number: 4448907
    Abstract: No Bake foundry cores and molds for casting metals are prepared by using a binder comprising a polyol generally derived from alkoxylating an amine compound and a polyisocyanate. The binder is especially useful for casting non-ferrous metals, for example, the casting of aluminum, magnesium and other light weight metals. The cores and molds produced for casting aluminum and other light weight metals exhibit excellent shakeout while retaining other desirable core and mold properties. In addition the binders of this invention would have been observed to have an autocatalytic nature.
    Type: Grant
    Filed: January 24, 1983
    Date of Patent: May 15, 1984
    Assignee: Ashland Oil, Inc.
    Inventor: Robert J. Schafer
  • Patent number: 4442281
    Abstract: Thermoplastically workable polyurethane-elastomers are disclosed which are obtained through polyaddition of substantially pure trans-cyclohexane-1,4-diisocyanate, macrodiols of average molecular weight from 800 to 4000 and bisethoxylated Bisphenol A or mixtures thereof with short-chain diols customarily employed as chain lengtheners. The polyurethanes possess the advantage that their softening points lie in a very favorable temperature range which makes possible their thermoplastic workability at below the decomposition temperature, and also guarantees outstanding mechanical-elastic characteristics as well as excellent long-term light stability. As a result the polyurethanes according to the present invention are outstandingly suitable as material for shaped bodies to be employed in areas of use placing high requirements on the employed materials. For example, highly valuable elastomer fibers can be manufactured from these polyurethanes by means of melt spinning.
    Type: Grant
    Filed: September 6, 1983
    Date of Patent: April 10, 1984
    Assignee: AKZO nv
    Inventors: Peter Hentschel, Walter Brodowski, Hans Zengel
  • Patent number: 4438235
    Abstract: Filled liquid, polyhydroxyl-containing polymers such as polyether and polyester polyols can be increased in viscosity by incorporating therein a tertiary alkanol monoamine.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: March 20, 1984
    Assignee: BASF Wyandotte Corporation
    Inventor: Bernardas Brizgys
  • Patent number: 4424334
    Abstract: A novel tetrahydroxy oligomer crosslinkable with polyisocyanates to form a coating composition adapted for use as an automative topcoat and which upon curing forms a hard, glossy, coating with outstanding durability and excellent resistance to solvents and water. The coating composition comprises:(A) a tetrahydroxy oligomer having a number average (M.sub.n) molecular weight of between about 600-2000 and being the reaction product of:(i) an ester containing pendant hydroxyl and carboxyl functionality and being made by reaction of reactants consisting essentially of:(a) a C.sub.3 -C.sub.
    Type: Grant
    Filed: December 28, 1981
    Date of Patent: January 3, 1984
    Assignee: Ford Motor Company
    Inventor: Mohinder S. Chattha
  • Patent number: 4413112
    Abstract: This invention relates to new emulsifiers for aqueous isocyanate emulsions and to their use as binders in the production of molded articles, in particular plates, e.g., from materials containing lignocellulose.
    Type: Grant
    Filed: May 16, 1980
    Date of Patent: November 1, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Reiff, Hanns I. Sachs
  • Patent number: 4396647
    Abstract: Disclosed is a coating composition which is rapidly curable at room temperature in the presence of a vaporous tertiary amine catalyst. The coating composition comprises an aromatic hydroxyl functional polyol comprising 2,3',4-trihydroxydiphenyl and a multi-isocyanate curing agent.
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: August 2, 1983
    Assignee: Ashland Oil, Inc.
    Inventor: Gary L. Linden
  • Patent number: 4374970
    Abstract: Copolyether glycols are modified so that they contain 1-25%, by weight of .beta.,.beta.'-dihydroxyalkyl sulfide moieties.These modified copolyether glycols have enhanced resistance to degradation by heat and oxygen.The invention also relates to a method of making the modified copolyether glycols, to their use as stabilizers against the degradation of the polyether chains, and to polyurethanes made with them.
    Type: Grant
    Filed: July 7, 1981
    Date of Patent: February 22, 1983
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ivan M. Robinson
  • Patent number: 4373084
    Abstract: Polypropylene ether glycol is modified so that it contains 1-25%, by weight of .beta.,.beta.'-dihydroxyalkyl sulfide moieties.These modified polypropylene ether glycols have enhanced resistance to degradation by heat and oxygen.The invention also relates to a method of making the modified PPG's, to their use as stabilizers against the degradation of the polyether chain, and to polyurethanes made with them.
    Type: Grant
    Filed: July 7, 1981
    Date of Patent: February 8, 1983
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ivan M. Robinson