Nitrogen Reactant Contains A C-xh Group Wherein X Is A Chalcogen Atom And Wherein The C Atom Is Not Double-bonded To A Chalcogen Atom Patents (Class 521/164)
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Patent number: 5084486Abstract: A process for manufacture of molded, high resiliency, polyurethane foam substantially free of volatile organic blowing agents comprising feeding at least three streams into a mixing device to form a reaction mixture, wherein a first stream contains (i) a polyol, (ii) water, (iii) a catalyst, (iv) a surfactant; a second stream contains an organic polyisocyanate; and a third stream contains (i) water, (ii) a crosslinking/extending agent, and (iii) a process/foam modifier.Type: GrantFiled: December 20, 1990Date of Patent: January 28, 1992Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: William Patten, Keith D. Cavender, Frank E. Critchfield
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Patent number: 5073576Abstract: Low and high density structural RIM compositions are disclosed which have low viscosities. These compositions contain a resin "B-side" component which comprises a hydroxyl-functional tertiary amine polyol.Type: GrantFiled: June 28, 1990Date of Patent: December 17, 1991Assignee: BASF CorporationInventors: Gregg S. Kuyzin, John R. Stoll
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Patent number: 5049591Abstract: A shape memory polymer foam which takes on a deformed shape and an as-molded shaped, said deformed shape being produced when the polymer foam is compressed at a temperature higher than the glass transition point (Tg) of the polymer and then kept compressed at a temperature lower than the Tg until compression sets, said as-molded shape being produced when the compressed polymer foam is heated again to a temperature higher than the Tg until it recovers its original shape.Type: GrantFiled: September 28, 1989Date of Patent: September 17, 1991Assignee: Mitsubishi Jukogyo Kabushiki KaishaInventors: Shunichi Hayashi, Hiroshi Fujimura
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Patent number: 5041467Abstract: This invention relates to a method of producing particulate polymers. This production method is characterized in that a mixture of an isocyanate compound containing two or more isocyanato groups per molecule and a surfactant containing two or more hydroxyl groups per molecule is emulsified and allowed to cure in a dispersing medium which does not dissolve the isocyanate compound without use of a protective colloid. According to the production method of the invention, there occurs no aggregation of polymer particles during and after the curing reaction.Type: GrantFiled: September 4, 1990Date of Patent: August 20, 1991Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Hironori Kataoka, Kazuhito Jinno, Tokiko Yamashita
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Patent number: 5028635Abstract: The present invention is directed to a RIM process and an isocyanate-reactive mixture useful therein. The mixture comprisesi) a polyether having at least two isocyanate-reactive groups and a molecular weight of from 1800 to 12,000 in which at least 50% of the isocyanate-reactive groups are primary and/or secondary amine groups,ii) an amine-terminated chain extender, andiii) from 2 to 20 parts by weight per 100 parts by weight of components b) and c) of propylene carbonate.Type: GrantFiled: June 29, 1990Date of Patent: July 2, 1991Assignee: Mobay CorporationInventor: Neil H. Nodelman
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Patent number: 5013777Abstract: The present invention comprises novel single-functional and mixtures of multi-functional oligomeric performance additive compounds having one or more components of Structure A ##STR1## (The definitions of R, Z1, Z2, Z3, A1, A2, A3 and y are given in the Summary Section), their uses and polymeric compounds and compositions containing them which have enhanced oxidative stabilities, enhanced ultraviolet (UV) and light stabilities and/or enhanced flame retardance. An example is the bis sulfonic acid bispotassium salt reaction product from an oligomeric caprolactone diol (TONE.RTM. 260), 2-sulfobenzoic acid anhydride and potassium carbonate, and use of this product, at levels up to about 3.0%, in a general purpose bisphenol A polycarbonate resin, to enhance the fire resistance or flame retardance of the polycarbonate resin.Type: GrantFiled: December 24, 1987Date of Patent: May 7, 1991Assignee: Atochem North America, Inc.Inventors: Ronald E. MacLeay, Jose Sanchez, Daryl L. Stein
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Patent number: 4980388Abstract: A polyurea foam is formed from a reaction mixture comprising at least one polyisocyanate component and an active hydrogen component, wherein active hydrogen compounds of relatively high equivalent weight have an average of about 1.5 to about 10 active hydrogen-containing groups per molecule, of which active hydrogen-containing groups: an average of (a) from about 5 to about 60 percent are primary or secondary aliphatic amine groups or (b) at least about 25 percent are primary aromatic, Lewis acid-blocked primary aliphatic, secondary aliphatic or aromatic amine groups or mixtures thereof. Carbon dioxide is adducted to said active hydrogen component. The adduct releases carbon dioxide to blow the foam.Type: GrantFiled: October 17, 1988Date of Patent: December 25, 1990Assignee: The Dow Chemical CompanyInventors: Ronald M. Herrington, Robert B. Turner, James R. Porter, Ralph D. Priester, Jr.
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Patent number: 4963593Abstract: Flexible polyurethane foam prepared from foam forming compositions of a polyether polyol, an organic isocyanate compound, a blowing agent, and a curing agent of a melamine derivative in an amount effective to rapidly cure the resultant foam and improve the compression set properties of the foam, the amount of curing agent generally ranging from about 0.01 up to about 2 parts by weight based on 100 parts polyether polyol. Also, flame retardant polyether polyurethane foam prepared from foam forming components of a polyether polyol, an organic isocyanate compound, water, a liquid phosphorus ester in an amount of about 4 to 10 parts by weight and the curing agent in an amount of 0.4 to 2 parts by weight, each based on 100 parts by weight of the polyether polyol in the composition. The most preferred curing agent has the formulaC.sub.3 N.sub.6 (R.sub.2).sub.x (R.sub.1).sub.6-xwherein R.sub.1 is hydrogen or an alkyl, alkenyl, cycloaliphatic or aryl moeity having between one and twelve carbon atoms; R.sub.Type: GrantFiled: July 7, 1988Date of Patent: October 16, 1990Assignee: Knoll International Holdings, Inc.Inventors: Michael A. Ricciardi, Fred N. Teumac
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Patent number: 4946872Abstract: A liquid prepolymer composition is disclosed which contains free isocyanate groups which is the reaction product of a stoichiometric excess of a polyisocyanate and an active hydrogen-containing compound which contains an internal rigid polyaromatic grouping. Polyurethane and/or polyurea polymers made from these prepolymer compositions are also disclosed.Type: GrantFiled: March 30, 1989Date of Patent: August 7, 1990Assignee: The Dow Chemical CompanyInventors: Oomman P. Thomas, Earl E. Burt, III, Richard D. Peffley
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Patent number: 4923903Abstract: Air is mechanically entrained in a dyed or colored, aqueous solution comprising surfactant, poly(oxyalkylene) polyisocyanate prepolymer and the reaction product of said prepolymer and one or more isocyanate-reactive dyes, the poly(oxyalkylene) portion of said prepolymer containing sufficient oxyethylene units to render the prepolymer and the reaction product water-soluble and hydrophilic, to form a dyed or colored, fluid, aqueous air foam which is sprayed or otherwise applied to exposed surface of a substrate, e.g. a sanitary landfill, the applied foam gelling or increasing in viscosity, due to the polymerization, e.g.Type: GrantFiled: January 24, 1989Date of Patent: May 8, 1990Assignee: Minnesota Mining and Manufacturing CompanyInventors: Roger R. Alm, Richard M. Stern
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Patent number: 4919878Abstract: A process for the production of optionally foamed moldings having a compact surface by the reaction in closed molds of a mixture of(a) organic polyisocyanates,(b) compounds containing isocyanate-reactive groups and having a molecular weight of 62 to about 10,000 and(c) mold release agents based on salts of (i) saturated or unsaturated aliphatic or cycloaliphatic carboxylic acids or carboxylic acid mixtures containing (on a statistical average) at least 8 carbon atoms per molecule and (ii) tertiary amines,characterized in that the release agents (c) used are salts in which the amine component (ii) is based on tertiary monoamines or mixtures of tertiary monoamines corresponding to the following formula ##STR1## in which R.sub.1 represents a saturated or unsaturated aliphatic hydrocarbon radical containing at least 12 carbon atoms and R.sub.2 and R.sub.Type: GrantFiled: August 3, 1987Date of Patent: April 24, 1990Assignee: Bayer AktiengesellschaftInventors: Friedhelm Pilger, Richard Kopp, Otto Ganster
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Patent number: 4904706Abstract: A soft polyurethane foam produced from a polyhydroxy compound, a polyisocyanate, a catalyst, a foam stabilizer, water and/or a blowing agent, the improvement wherein the polyhydroxy compound is[1] a terminal hydroxyl group-containing urethane prepolymer obtained by the reaction of at least one polyol selected from the group consisting of the following (A) to (H) with a polyisocyanate and/or[2] at least one polyo selected from the group consisting of the following (D), (E) and (F):(A) a low-molecular-weight polyhydroxy compound,(B) a polyoxyalkylene polyol,(C) an aromatic ring-containing diol,(D) a polyester ether polyol and optionally a low-molecular-weight polyhydroxy compound and at least one compound selected from aliphatic dicarboxylic acids, aromatic dicarboxylic acids, and anhydrides and derivatives thereof,(E) a polyester ether polyol and optionally a low-molecular-weight polyhydroxy compound and at least one compound selected from aliphatic dicarboxylic acids, aromatic dicarboxylic acids, and anhydridType: GrantFiled: July 19, 1988Date of Patent: February 27, 1990Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Kazuya Uenishi, Yasuji Tsunekawa
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Patent number: 4904707Abstract: The present invention is directed to a novel polyol composition and the use thereof in the preparation of a rigid polyurethane foam. More particularly the polyol composition is a blend of specific amounts of two polyols, one based on ortho-toluene diamine and the other based on a non-ortho-toluene diamine.Type: GrantFiled: December 21, 1988Date of Patent: February 27, 1990Assignee: Mobay CorporationInventor: Soheila R. Lunney
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Patent number: 4904705Abstract: Polyurea foams are prepared by the reaction of N-(polyoxyalkyl)-N-(alkyl)amines with organic isocyanates in the presence of a suitable catalyst.Type: GrantFiled: March 31, 1988Date of Patent: February 27, 1990Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventors: Richard M. Gerkin, Michael W. Jorgenson
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Patent number: 4886626Abstract: An electrically conductive polyurethane foam product is prepared by the in situ combination of polyurethane-forming reactants and an effective amount of a charge transfer agent selected from the group consisting of tetracyanoethylene (TCNE), picric acid and analogs thereof, for lowering electrical resistance of the foam product to less than 1.times.10.sup.12 ohms. In a preferred embodiment, the conductive foam product is reticulated to a void volume of more than 80% after completion of the foam forming reaction.Type: GrantFiled: November 19, 1987Date of Patent: December 12, 1989Assignee: Crest-Foam CorporationInventors: Richard P. Cope, Leo Fisher
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Patent number: 4883826Abstract: Mannich polyols of low viscosity and reduced reactivity are prepared by condensing a phenolic compound with formaldehyde and a mixture of diethanolamine and at least one other alkanol amine. The condensation product is the alkoxylated to form a polyol which is particularly useful in preparing rigid polyurethane foam.Type: GrantFiled: July 27, 1988Date of Patent: November 28, 1989Assignee: The Dow Chemical CompanyInventors: J. E. Marugg, Michael A. P. Gansow, J. A. Thoen
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Patent number: 4808636Abstract: A process for producing a shaped article of a non-cellular or microcellular polyurethane elastomer by reaction injection molding by using a high molecular weight active hydrogen compound component (A), a chain extender component (B) and a polyisocyanate compound component (C) as starting materials,wherein(I) the high molecular weight active hydrogen compound component (A) comprises(1) at least one polyoxyalkylene polyol (a-1) having an average molecular weight per hydroxyl group of from 800 to 4000 and an average number of hydroxyl groups per molecule of from 2 to 8 and containing at least 5% by weight of oxyethylene groups at the terminal portions of its molecules,(2) a high molecular weight amine (a-2) having from 2 to 8 active hydrogen-containing groups, and optionally(3) a high molecular weight polyol (a-3) other than the polyalkylene polyol (a-1), and(II) the chain extender component (B) comprises(1) a low molecular weight polyol (b-1) having from 2 to 4 hydroxyl groups and a molecular weight of at mostType: GrantFiled: April 22, 1988Date of Patent: February 28, 1989Assignee: Asahi Glass Company Ltd.Inventors: Joichi Saito, Hiroshi Wada, Shigehito Shibata, Takashi Watabe, Kiyoshi Tanabe, Nobuaki Kunii
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Patent number: 4801736Abstract: The invention relates to a method for preparing microcellular polyurethane elastomer by reacting an organic isocyanate, a polyester polyol, a difunctional chain extender and a blowing agent, wherein at least a part of the polyester polyol used consists of a polyester polyol having a hydroxyl number between 28 and 112 and comprising units derived from aliphatic and/or aromatic dicarboxylic acids and from aliphatic, cycloaliphatic and/or heterocyclic glycols, as well as between 0.02 and 11 mole percent of units derived from monoalkanolamine with respect to the total amount of glycol and monoalkanolamine present in the polyester polyol.Type: GrantFiled: January 21, 1987Date of Patent: January 31, 1989Assignee: Imperial Chemical Industries PLCInventors: Gian C. Bagaglio, James M. Bentley, James P. Brown
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Patent number: 4797428Abstract: Rigid flame resistant polyurethane foams are made by reacting an aromatic polyisocyanate with a mixture of 25-75% oligoester and another isocyanate-reactive material in the presence of a blowing agent at an NCO index of less than 300. These foams which have an ASTM E-84 Class 1 rating are particularly useful in construction applications.Type: GrantFiled: June 22, 1987Date of Patent: January 10, 1989Assignee: Mobay CorporationInventor: Wolfgang W. Reichmann
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Patent number: 4797430Abstract: Amine-modified polyurethane (urea) foams are made by reacting a polyisocyanate with a relatively high molecular weight isocyanate-reactive compound in the presence of a difunctional and/or polyfunctional amine corresponding to the formula(e) ##STR1## in which X, R', R", m and n each represent specified groups or values. The amine is used in a quantity of from 0.01 to 5 parts by weight for every 100 parts by weight relatively high molecular weight isocyanate-reactive compound. Known additives and auxiliaries may also be included in the reaction mixture. The foams thus produced are characterized by improved mechanical properties and reduced amine odor. These foams are usefuel as cushioning materials, insulating materials, coatings and elastomeric materials.Type: GrantFiled: June 3, 1987Date of Patent: January 10, 1989Assignee: Bayer AktiengesellschaftInventors: Peter Haas, Hans-Joachim Kogelnik
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Patent number: 4791230Abstract: A series of hydroxy-terminated amides has been discovered. They are of the formulae:R--[NHCO(CH.sub.2).sub.z OH].sub.2andR--[NHCO(CH.sub.2 OCH.sub.2 OCH.sub.2 CH.sub.2 OH)].sub.2wherein:R is a polyoxyethylene radical of 1 to 9 mers which is optionally capped at both ends with 1 or 2 propylene oxide mers, and z is 3 or 5.The amides are water soluble and cold acetone insoluble. They are useful in flexible polyurethane foams.Type: GrantFiled: March 30, 1988Date of Patent: December 13, 1988Assignee: Texaco Chemical CompanyInventors: Jiang-Jen Lin, George P. Speranza
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Patent number: 4785026Abstract: Polymer polyols with high polymer or solids content made by the reaction of alkanolamines with polyisocyanates in a dispersing media of polymer polyols created from vinyl monomers in a conventional manner. The equivalents of alkanolamine to equivalents of polyisocyanate ranges from about 1/1 to 5/1 to give novel polymer polyols with solid contents from about 25% to up to 50%. Polyurethane foams made employing the novel polymer polyols of the present invention have higher load bearing properties, and provide a good balance between the load bearing properties and the open cell content of the foam to provide a stable foam, as compared with those employing only conventional polymer polyols.Type: GrantFiled: November 24, 1987Date of Patent: November 15, 1988Assignee: ARCO Chemical CompanyInventors: Ernest L. Yeakey, Michael Cuscurida
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Patent number: 4780482Abstract: The invention relates to integral skin rigid polyurethane structural foam having high impact strength, high heat distortion and flame retardant properties. This foam is prepared from a polyol selected from the group consisting of polyoxyalkylene polyether polyol, a polyester polyol or mixture thereof, an organic polyisocyanate, a chain extender and blowing agent.Type: GrantFiled: May 1, 1987Date of Patent: October 25, 1988Assignee: BASF CorporationInventor: David C. Krueger
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Patent number: 4780485Abstract: A highly flame retardant and substantially non-combustible polyisocyanurate foam having low friability and no bursting characteristics and method for preparing the same. The method includes the step of reacting an isocyanate having an average isocyanate equivalent weight between about 135 and 145 with a polyether polyol having a hydroxyl number between about 300 and about 600 and a hydroxyl functionality of at least 3. The compounds are combined in amounts to provide NCO/OH equivalent ratio between about 10 and about 50 and are reacted in the presence of a chlorofluorocarbon blowing agent and a catalyst having the general formula: ##STR1## wherein R is a hydrocarbon having between about 1 and about 2 carbon atoms, R' is an alcohol radical having between about 2 and about 3 carbon atoms, and R" is selected from the group consisting of hydrogen and an alkane group having between 1 and 8 carbon atoms.Type: GrantFiled: July 2, 1987Date of Patent: October 25, 1988Assignee: Harry A. FischerInventor: Kaneyoshi Ashida
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Patent number: 4762950Abstract: The subject invention relates to compositions prepared by oxyalkylation of N-(2-hydroxyalkyl)-aniline as the initiator compound with one or more alkylene oxides at elevated temperatures and in the presence of an alkali metal hydroxide. The resulting compositions have an unsymmetric structure with two functional groups, a secondary amino nitrogen and a hydroxyl group. The initiator compound reacts completely and removal of any residual initiator from the polyol is not required. When the subject invention polyol composition is reacted with an isocyanate, both urea and urethane groups form. The subject polyols may be used in the preparation of polyurethane products as well as nonionic and ionic surfactants.Type: GrantFiled: December 16, 1985Date of Patent: August 9, 1988Assignee: BASF CorporationInventors: Alexander Korczak, William W. Levis, Jr.
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Patent number: 4761434Abstract: The present invention is directed to a stable dispersion of a polyurea and/or a polyhydrazodicarbonamide having a solids content of from 5 to 40%, by weight, in a relatively high molecular weight, hydroxyl group-containing polyether, obtained by continuously reacting:(a) an organic di- and/or polyisocyanate withan amine-functional material selected from the group consisting of (i) primary and/or secondary amino group-containing di- and/or polyamines, (ii) hydrazines, (iii) hydrazides and (iv) mixtures thereof in(c) said polyetherat an equivalent ratio of components (a) to (b) of from 1.051:1 to 1.50:1 in a throughflow mixer in such a quantity that the average residence time of the reaction components in the mixer is less than 10 minutes and collecting the reaction product issuing from the throughflow mixer in a receiver optionally with heating to from 50.degree. to 150.degree. C. and optionally with subsequent stirring. The invention also relates to the production and use of such dispersions.Type: GrantFiled: December 20, 1985Date of Patent: August 2, 1988Assignee: Bayer AktiengesellschaftInventors: Manfred Dietrich, Klaus Konig
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Patent number: 4760100Abstract: The preparation of isocyanurate foams from a recycled polyethylene terephthalate polyol modified with alkoxylated amines and alkoxylated amides is disclosed. These modified foams exhibit improved fluorocarbon solubility, and do not cause the resultant polyols to be monofunctional, but rather difunctional. The foams may be used for building, roofing and sheathing applications.Type: GrantFiled: October 26, 1987Date of Patent: July 26, 1988Assignee: Arco Chemical CompanyInventor: Kenneth G. McDaniel
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Patent number: 4758604Abstract: This invention is an active hydrogen-containing composition comprising(A) a relatively high equivalent weight liquid active hydrogen-containing material or mixture thereof having at least 50% of its active hydrogen containing groups in the form of primary and/or secondary amine groups;(B) a chain extender having an equivalent weight of about 31 to about 250 and about 2 active hydrogen-containing groups per molecule; and(C) from about 1 to about 30 parts, per 100 parts by weight of the composition, of an amide formed by the reaction of a C.sub.2 -C.sub.30 monocarboxylic acid with a relatively high equivalent weight amine-terminated polyether.Type: GrantFiled: April 7, 1987Date of Patent: July 19, 1988Assignee: The Dow Chemical CompanyInventor: Benny G. Barron
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Patent number: 4757096Abstract: A process for the manufacture of a polyurethane froth foam is provided. The process, which comprises contacting a polyurethane forming formulation with an inert gas under conditions which produce a froth, uses a formulation which contains either (1) an aromatic amine having the formula ##STR1## wherein the R groups are independently selected from hydrogen or alkyl groups and the R.sup.1 and R.sup.2 groups are independently selected from hydrogen or hydroxyalkyl groups or (2) an alkoxylated bisphenol A. Optionally a second additive which is a linear glycol can also be used. The polyurethane froth foams produced are thermoformable while exhibiting good shape retention at ambient temperature.Type: GrantFiled: November 12, 1987Date of Patent: July 12, 1988Assignee: BP Chemicals LimitedInventors: Paul R. Berthevas, Alain F. Fanget
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Patent number: 4757094Abstract: Flexible polyurethane foam forming compositions comprising a polyether polyol, an organic isocyanate compound, a blowing agent, and a curing agent, preferably melamine, in an amount effective to rapidly cure the resultant foam and improve the compression set properties of the foam, the amount of curing agent generally ranging from about 0.25 up to about 4 parts by weight based on 100 parts polyether polyol. Also, the composition of polyurethane foams and methods of forming same from such foam-forming compositions.Type: GrantFiled: May 21, 1987Date of Patent: July 12, 1988Assignee: Reeves Brothers, Inc.Inventors: Fred N. Teumac, Michael A. Ricciardi, Ronald L. Murph, Gregory W. Howard
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Patent number: 4745136Abstract: A solution or colloidal dispersion of a polymer of an ethylenically unsaturated steroid derivative in an active hydrogen-containing compound is claimed. The polymer provides improved physical properties to a polyurethane made by reacting the solution or dispersion with an polyisocyanate.Type: GrantFiled: July 14, 1987Date of Patent: May 17, 1988Assignee: The Dow Chemical CompanyInventors: Oomman P. Thomas, Robert B. Turner
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Patent number: 4745137Abstract: The inclusion of a polymer containing rigid moieties in an active hydrogen-containing compound has surprisingly been found to yield significant and unexpected improvements in the physical properties of polyurethane and/or polyurea polymers prepared therefrom. In particular, cellular polyurethane and/or polyureas made from these solutions have excellent firmness and high moduli.Type: GrantFiled: July 14, 1987Date of Patent: May 17, 1988Assignee: The Dow Chemical CompanyInventors: Oomman P. Thomas, Robert B. Turner
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Patent number: 4742087Abstract: The invention relates to isocyanate-terminated polyurethane prepolymers containing a stoichiometric excess of an isocyanate component comprised of one or more aromatic isocyanates containing on average from 2 to 4 isocyanate groups per molecule and a polyol component comprised of an oleochemical polyol prepared by epoxidation of a triglyceride containing olefinic unsaturation and subsequent ring opening with an alcohol. In use, accelerators, flameproofing agents, blowing agents and, optionally, liquefying agents, dyes and/or stabilizers, are included. The oleochemical polyol does not contain any free epoxide groups and is obtained by complete ring opening of epoxidized triglycerides of a fatty acid mixture containing at least partly olefinically unsaturated fatty acids with one or more C.sub.1 -C.sub.12 alcohols and partial conversion by alcoholysis or transesterification of the triglyceride derivatives to alkyl ester polyols containing from 1 to 12 carbon atoms in the alkyl radical.Type: GrantFiled: July 31, 1987Date of Patent: May 3, 1988Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Hermann Kluth, Bert Gruber, Alfred Meffert, Wilfried Huebner
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Patent number: 4742089Abstract: Rigid polyurethane foams produced by reacting a polyol component having a special composition with an isocyanate component in the presence of a blowing agent, a reaction catalyst and a foam stabilizer with a mold release time of as short as 5.5 minutes or less, have remarkably low thermal conductivity of 12.5.times.10.sup.-3 Kcal/m.hr..degree.C. or less and a low density and are suitable as heat insulating materials for refrigerators and the like.Type: GrantFiled: August 12, 1987Date of Patent: May 3, 1988Assignee: Hitachi, Ltd.Inventors: Reishi Naka, Kazuyoshi Kuroishi
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Patent number: 4734442Abstract: The present invention relate to a method of preparing a novel polyurethane polymer having good flame-retardent qualities from an ammonia-modified polyether polyol. The preferred method comprises treating a reducing sugar with an epoxide to form a polyether polyol which is then treated with ammonia, which reacts with the polyol chemically and becomes chemically bound thereto. The ammonia-modified polyether polyol is then reacted with an isocyanate to form a fire-resistant polyurethane.Type: GrantFiled: June 5, 1987Date of Patent: March 29, 1988Inventor: Tito Viswanathan
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Patent number: 4727094Abstract: Novel polyols, useful in, for example, reaction injection molding, high resiliency foams and the preparation of polymer/polyols, characterized by the following formula: ##STR1## wherein A and A', which may be the same or different, are connective atoms--carbon, oxygen or combinations thereof with hydrogen atoms or the like satisfying the valences; B is nitrogen (N) or CR, R being hydrogen, alkyl, aryl or the like; Q is 0, CH.sub.2 O, C.sub.2 H.sub.4 O, C.sub.3 H.sub.6 O, or C.sub.4 H.sub.8 O; D is an oxyalkylene or ##STR2## X and X', which may be the same or different, are OH, NH.sub.2 or H; Z is OH; n and d are integers of 0 to 10 and the sum of n and d does not exceed 10; s is 0 or 1, and m is an integer of at least about 16, with the proviso that when B is N and either n or d is zero, X and X' are other than H, provide processing advantages and are highly compatible with low molecular weight extenders such as ethylene glycol.Type: GrantFiled: December 3, 1986Date of Patent: February 23, 1988Assignee: Union Carbide CorporationInventors: Kenneth L. Hoy, Glenn A. Taylor
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Patent number: 4716182Abstract: The present invention relates to cold setting compositions of (A) suspensions of solid polyisocyanates with retarded reactivity in aliphatic polyamines, and which are stable under storage due to a polyadduct covering, and (B) polyols and/or water. The activation of the composition is caused by the polyol or water. Additional activating materials can also be added for hardening. Such compositions, which already harden at ambient temperature, are stable under storage, have a long potlife for processing and, in relation to the potlife, have a very short hardening time to the final reaction product.Type: GrantFiled: July 29, 1986Date of Patent: December 29, 1987Assignee: Bayer AktiengesellschaftInventors: Heinrich Hess, Gerhard Grogler, Richard Kopp
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Patent number: 4714719Abstract: A polyurethane is prepared with use of a catalyst comprising a compound having the formula: ##STR1## in which n is an integer of 2 to 12, A is a hydrogen or a group of --CH.sub.2 CHRCH.sub.2 NH.sub.2 and R is hdyrogen or methyl, provided that n is 6 when A is hydrogen. The compound scarcely smells and does not elute out of the polyurethane article. The process is easy to control.Type: GrantFiled: November 4, 1986Date of Patent: December 22, 1987Assignee: Kao CorporationInventors: Harumasa Yamasaki, Masayoshi Morii, Yukinaga Yokota, Akira Mamada, Yoshiyuki Nabata
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Patent number: 4710521Abstract: Rigid polyisocyanurate foams are prepared by (a) bringing together on a continuously advancing conveyor an organic polyisocyanate, a minor amount of a polyester polyol, a blowing agent and, in an organic solvent, a catalyst mixture comprising: (i) a salt of a low molecular weight carboxylic acid selected from the group consisting of an alkali metal salt and an alkaline earth metal salt and mixtures thereof, and (ii) a tertiary amine, the amount of the salt of the low molecular weight carboxylic acid being sufficient and the molecular weight of the carboxylic acid of the salt being sufficiently low to provide a firm foam having a non-friable surface, and (b) foaming the foam-forming mixture.Type: GrantFiled: July 25, 1986Date of Patent: December 1, 1987Assignee: The Celotex CorporationInventors: Thomas G. Soukup, John P. Oliver
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Patent number: 4704409Abstract: A process for preparing a poly(alkylene amido-ether) polyols by reaction of a bicyclic amide acetal with a polyol at a temperature in the range of from 140.degree.-240.degree. C. and the use of these poly(alkylene amidoether) polyols in the formation of polyurethanes are described.Type: GrantFiled: January 20, 1987Date of Patent: November 3, 1987Assignee: Ashland Oil, Inc.Inventor: Anil B. Goel
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Patent number: 4704447Abstract: The compounds of the present invention are obtained by the reaction of carbamoyl lactams (from lactams and polyisocyanates) with polyhydric alcohols or monoamino alcohols in the presence of catalytic quantities of a strong basic catalyst, e.g. an alkali metal alcoholate, at elevated temperatures.The polyols contain urea groups and either ester or amide groups and correspond to formula (I) or (II) ##STR1## The polyols are crystalline, relatively high melting compounds which are used as reactants for the synthesis of polyurethane elastomers, in particular in the form of finely divided components in one-component polyurethane reaction mixtures.Type: GrantFiled: January 30, 1986Date of Patent: November 3, 1987Assignee: Bayer AktiengesellschaftInventors: Gerhard Balle, Gerhard Grogler, Walter Meckel
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Patent number: 4696954Abstract: Molded cellular polymers are disclosed which are derived from the reaction of organic polyisocyanates with novel active hydrogen compositions comprising (A) a polyester polyol mixture derived from (i) an aromatic polycarboxylic compound containing two or more carboxylic groups; and (ii) an excess of at least one polyol having from 2 to 8 hydroxyl groups and an equivalent weight of from about 30 to about 250; and (B) from about 5 to about 30 percent by weight of a primary or secondary amine terminated polyether of greater than 1500 molecular weight and amine functionality of from about 2 to about 8.The molded products are characterized by a combination of excellent impact strength and resistance to high temperatures as well as good resistance to burning.Type: GrantFiled: April 23, 1986Date of Patent: September 29, 1987Assignee: The Dow Chemical CompanyInventors: James R. Pritchard, Dale F. Regelman
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Patent number: 4689353Abstract: Polyahls comprising(1) a backbone having a random arrangement of(a) a plurality of alkylene urethane and/or(b) alkylene urea moieties and, optionally,(c) a plurality of alkylene carbonate and/or alkyleneoxy moieties, and/or alkylene moieties of greater than 6 carbons, and(2) a plurality of active hydrogen moieties covalently bonded to the backbone or a side chain of the backbone provided that at least one of said active hydrogen moieties is hydroxyl and at least one of said active hydrogen moieties is amino are described.Isocyanate-functional prepolymers are formed by the reaction of these polyahls with polyisocyanates. Polyurethane or polyurea compositions can be formed by the reaction of these isocyanate-functional prepolymers with a polyol or polyamine.Type: GrantFiled: February 21, 1986Date of Patent: August 25, 1987Assignee: The Dow Chemical CompanyInventor: Robert F. Harris
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Patent number: 4681903Abstract: Polyester polyols corresponding to the formula ##STR1## in which R.sub.1, Z, x, A.sub.1, A.sub.2, A.sub.3, A.sub.4, A.sub.5, A.sub.6, A.sub.7 and A.sub.8 each represent specified groups or values are made by reacting (a) a dicarboxylic acid or derivative thereof or anhydride thereof with (b) a tris-alkanolamine and/or tetrakis-alkanol diamine. These polyester polyols are particularly useful in the production of polyurethane and polyisocyanurate foams.Type: GrantFiled: August 4, 1986Date of Patent: July 21, 1987Assignee: Bayer AktiengesellschaftInventors: Peter Haas, Hans-Ulrich Weber, Claus-Dieter Sommerfeld, Manfred Giersig, Rolf Wiedermann
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Patent number: 4657940Abstract: 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: GrantFiled: February 13, 1986Date of Patent: April 14, 1987Assignee: Bayer AktiengesellschaftInventors: Klaus Konig, Peter Heitkamper
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Patent number: 4642320Abstract: Reaction injection molded polyurethanes prepared from a composition comprising (A) a relatively high molecular weight polyol, (B) a chain extender and (C) an aliphatic polyisocyanate or polyisothiocyanate are improved by replacing a portion of the relatively high molecular weight polyol with an aminated or partially aminated polyoxyalkylene material.Type: GrantFiled: June 19, 1985Date of Patent: February 10, 1987Assignee: The Dow Chemical CompanyInventors: Robert B. Turner, Richard D. Peffley, James A. Vanderhider
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Patent number: 4595711Abstract: Polyol blend compositions are provided containing nonionic ethoxylate propoxylate compounds and aromatic ester polyols, especially phthalate polyester polyols, which blends are miscible with fluorocarbon blowing agents. These blends are suitable for reaction with polyfunctional organic isocyanates in the presence of polymerization catalysts to make cellular polyurethanes and polyisocyanurates.Type: GrantFiled: April 22, 1985Date of Patent: June 17, 1986Assignee: Stepan CompanyInventor: Robert J. Wood
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Patent number: 4588803Abstract: The invention relates to low shrinkage polyurethane sealant compositions which are prepared by reacting a mixture of a polyoxyalkylene polyether glycol, an ethylene oxide adduct of toluenediamine and triisopropanolamine with an organic polyisocyanate.Type: GrantFiled: November 14, 1984Date of Patent: May 13, 1986Assignee: BASF CorporationInventor: Donald L. Christman
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Patent number: 4585804Abstract: The K-factor and/or dimensional stability and/or expansion at demold properties of rigid foams are improved by including in the reaction mixture containing a polyol, polyisocyanate, foaming agent and catalyst, an appropriate amount of a compound containing at least one aliphatic primary amine group such as ethylene diamine.Type: GrantFiled: January 31, 1985Date of Patent: April 29, 1986Assignee: The Dow Chemical CompanyInventors: Gerald M. Lancaster, Robert B. Turner, Llewellyn D. Booth
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Patent number: RE33290Abstract: Rigid polyurethane foams produced by reacting a polyol component having a special composition with an isocyanate component in the presence of a blowing agent, a reaction catalyst and a foam stabilizer with a mold release time of as short as 5.5 minutes or less, have remarkably low thermal conductivity of 12.5.times.10.sup.-3 Kcal/m.hr..degree.C. or less and a low density and are suitable as heat insulating materials for refrigerators and the like.Type: GrantFiled: January 19, 1989Date of Patent: August 7, 1990Assignee: Hitachi, Ltd.Inventors: Reishi Naka, Kazuyoshi Kuroishi