-c-x-c- Compound Contains A Nitrogen Atom Patents (Class 521/115)
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Patent number: 5126441Abstract: Bisglycosides IGly--O--CHR.sup.2 --(CH.sub.2).sub.p --(XR.sup.1).sub.n --(CH.sub.2).sub.q --(CHR.sup.3).sub.m --O--Gly IwhereX is C--R.sup.4 or N,R.sup.1 is C.sub.1 -C.sub.30 -alkyl, C.sub.2 -C.sub.30 -alkenyl, O--C.sub.1 -C.sub.30 -alkyl or O--C.sub.2 -C.sub.30 -alkenyl when X is C--R.sup.4, and is CO--C.sub.1 -C.sub.30 -alkyl or CO--C.sub.2 -C.sub.30 -alkenyl when X is N,R.sup.2 to R.sup.4 are each hydrogen, C.sub.1 -C.sub.30 -alkyl or C.sub.2 -C.sub.30 -alkenyl,n is from 1 to 3,m is 0 or 1,p and q are each from 0 to 2 andGly is a mono- or disaccharide composed of aldopentoses,aldohexoses and/or ketohexoses,are used as surfactants or emulsifiers in detergents, cleaning agents and toiletries.Type: GrantFiled: February 15, 1991Date of Patent: June 30, 1992Assignee: BASF AktiengesellschaftInventors: Gerhard Wolf, Richard R. Schmidt, Karin Jankowski, Andreas Terjung
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Patent number: 5126379Abstract: Novel esters containing bonded fluorocarbon and oxypropylenealkylether groups and of the formula ##STR1## where Rf is straight-chain or branched, partially fluorinated or perfluorinated alkyl of 2 to 10 carbon atoms, partially fluorinated or perfluorinated cycloalkyl of 4 to 8 carbon atoms,perfluorophenyl orperfluoroalkylphenyl where the perfluoroalkyl radical is of 1 to 6 carbon atoms,R is straight-chain or branched alkyl of 1 to 4 carbon atoms andn is an integer from 2 to 70,blowing agent-containing emulsions which have a long shelf life and contain at least one partially fluorinated or perfluorinated (cyclo)aliphatic hydrocarbon of 3 to 8 carbon atoms and/or sulfur hexafluoride, at least one unmodified or modified organic polyisocyanate or a relatively high molecular weight reactive hydrogen compound and at least one of the abovementioned carboxylic or carbamic esters, and the use of these emulsions for the preparation of cellular plastics by the polyisocyanate polyaddition method.Type: GrantFiled: December 18, 1990Date of Patent: June 30, 1992Assignee: BASF AktiengesellschaftInventors: Otto Volkert, Werner Hinz
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Patent number: 5096933Abstract: The present invention relates to a process for the preparation of polyurethane rigid foams having a low thermal conductivity, comprising reacting:a) organic and/or modified organic polyisocyanates with,b) at least one higher molecular weight compound having at least two reactive hydrogen atoms, and optionallyc) lower molecular weight chain extending agents and/or crosslinking agents in the presence of,d) cyclopentane (d1) or mixtures (d2) comprising, d2i) cyclopentane, and/or cyclohexane, d2ii) at least one compound homogeneously miscible with cyclopentane and/or cyclohexane, said compound preferably has a boiling point below 35.degree. C. and is selected from the group consisting of alkanes, cycloalkanes having a maximum of 4 carbon atoms, dialkylethers, cycloalkylene ethers and fluoroalkanes, optionally combined with water as said blowing agent (d),e) catalysts, and optionallyf) auxiliaries and/or additives.Type: GrantFiled: September 4, 1990Date of Patent: March 17, 1992Inventor: Otto Volkert
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Patent number: 5091583Abstract: The invention pertains to tertiary amines used as catalysts for the preparation of polyurethane foams prepared via the catalytic reaction of a polyisocyanate with a polyol in the presence of blowing agents, etc. The tertiary amine catalysts are prepared by reacting an olefinic nitrile with aliphatic polyol having at least secondary hydroxyl functionality in a ratio less than stoichiometric for providing cyanoalkylated polyol having residual hydroxyl functionality. The resulting cyanoalkylated polyol then is reacted with a secondary amine under conditions for effective reductive alkylation.The tertiary amine catalysts, because of residual secondary hydroxyl functionality, provide for uniform dispersion within a polyurethane, formulation; they provude for additional or extended pot life in polyurethane formulations at temperature below reaction condition, and they are bound by reaction on cure.Type: GrantFiled: May 9, 1991Date of Patent: February 25, 1992Assignee: Air Products and Chemicals, Inc.Inventors: Jeremiah P. Casey, Richard V. C. Carr, George J. Wasilczyk, Robert G. Petrella
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Patent number: 5079270Abstract: A method and composition are disclosed for the preparation of polyurethane and polyurea molded articles, particularly according to the RIM method, in which liquid polybutadiene with an average molecular weight of 1,500 to 6,000 is used as an internal release agent in an amount of 0.5 to 5% by weight, based on the reaction formulation. The release agent is highly effective and demolded products which contain this release agent can be painted over without formation of surface defects.Type: GrantFiled: October 23, 1989Date of Patent: January 7, 1992Assignee: Th. Goldschmidt AGInventors: Georg Burkhart, Hans-Joachim Kollmeier, Helmut Lammerting
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Patent number: 5071809Abstract: The invention pertains to tertiary amines used as catalysts for the preparation of polyurethane foams prepared via the catalytic reaction of a polyisocyanate with a polyol in the presence of blowing agents, etc. The tertiary amine catalysts are prepared by reacting an olefinic nitrile with aliphatic polyol having at least secondary hydroxyl functionality in a ratio less than stoichiometric for providing cyanoalkylated polyol having residual hydroxyl functionality. The resulting cyanoalkylated polyol then is reacted with a secondary amine under conditions for effective reductive alkylation.The tertiary amine catalysts, because of residual secondary hydroxyl functionality, provide for uniform dispersion within a polyurethane formulation; they provide for additional or extended pot life in polyurethane formulations at temperatures below reaction condition, and they are bound by reaction on cure.Type: GrantFiled: May 7, 1990Date of Patent: December 10, 1991Assignee: Air Products and Chemicals, Inc.Inventors: Jeremiah P. Casey, Richard V. C. Carr, George J. Wasilczyk, Robert G. Petrella
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Patent number: 5068280Abstract: Polyurethane and/or polyurea dispersions are prepared by reacting certain coreactants with a polyisocyanate in the presence of a preformed polyurethane and/or polyurea dispersion. The resulting products are epsecially useful to prepare flexible polyurethane foams which exhibit low shrinkage. In addition, polyurethane and/or polyurea dispersions having a bimodal particle size distribution are disclosed.Type: GrantFiled: September 12, 1989Date of Patent: November 26, 1991Assignee: The Dow Chemical CompanyInventors: Jack M. Pal, James P. Cosman, Karen Tan
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Patent number: 5064957Abstract: A novel morpholino-substituted tertiary amine compound is proposed which is tris[2-(4-morpholino)ethyl] amine or a derivative thereof by optionally substituting methyl and/or ethyl groups for a part or all of the hydrogen atoms at the 2- and 6-positions of the morpholine rings. The amine compound can be synthesized by heating tris[N,N-di(2-hydroxyethyl)aminoethyl] amine or a corresponding derivative thereof in a mixture with sulfuric acid. The amine compound is useful as a catalyst for the urethane-forming reaction between a polyisocyanate compound and a polyol compound without the problems of environmental pollution or unpleasant odor as in the use of methyl or ethyl morpholine for the same purpose.Type: GrantFiled: March 13, 1990Date of Patent: November 12, 1991Assignee: San-Apro LimitedInventor: Nobuyasu Nakasugi
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Patent number: 4963399Abstract: This invention relates to a process for the manufacture of polyurethane foams which exhibit a reduced tendency to stain vinyl films with which they are in contact, such as are produced for use in automobile interiors.Type: GrantFiled: March 16, 1988Date of Patent: October 16, 1990Assignee: Union Carbide Chemicals and Plastics Company, Inc.Inventor: William A. Gill
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Patent number: 4957944Abstract: Certain dimethylamino alkyleneoxy isopropanols obtained by propoxylation of dimethylamino alkanols and ethers is used as a catalyst for preparing polyurethane foam.Type: GrantFiled: June 16, 1989Date of Patent: September 18, 1990Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventors: Reinhart Schiffauer, Walter Buchmuller
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Patent number: 4923904Abstract: A process for producing a polyurethane foam from a foam raw material containing polyols, organic isocyanates, catalysts and blowing agents, which comprises using as the polyols a high-molecular weight polyol having a hydroxyl number lower than 100 and a low-molecular weight polyol having a hydroxyl number higher than 200 which are mixed at a ratio of 4:6 to 6:4 (by weight), and also using as the catalysts a tertiary amine alone. Polyurethane forms having good buckling performance can be obtained by the process and they are expected to be useful as a packaging material, shock-absorbing material, heat-insulating material, and so on.Type: GrantFiled: December 22, 1988Date of Patent: May 8, 1990Assignee: Bridgestone CorporationInventors: Hajime Hasegawa, Taiji Koga, Atsuo Takei, Toru Okuyama
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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: 4914137Abstract: This invention relates to the stabilization of polyurethane foam by using a combination of a phenothiazine with at least a co-stabilizing effective amount of a compound selected from the group consisting of certain dithiocarbamates, thiuramsulfides, mercaptobenzothiazole, phosphites, phosphonites, phenolic antioxidants, pentaerythritol-tetrakis(beta-laurylthiopropionate), 4,4'-thiobis(2-t-butyl-5-methylphenol) and mixtures thereof.Type: GrantFiled: August 11, 1988Date of Patent: April 3, 1990Assignee: Uniroyal Chemical Company, Inc.Inventors: Bernard C. Smith, Frank Powell, John F. Sierakowski
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Patent number: 4897428Abstract: The present invention is directed to an internal mold release agent, a composition containing the mold release agent, and a method of using such agent. The mold release broadly comprises zinc oleate or zinc laurate and a specific fatty amine derivative.Type: GrantFiled: August 31, 1988Date of Patent: January 30, 1990Assignee: Mobay CorporationInventors: John E. Dewhurst, Gregory D. Williams, Robert M. Loring
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Patent number: 4895879Abstract: Internal mold release compositions suitable for use in preparing polyurethane and polyurea moldings comprise a tertiary amine compound, a metal salt of a carboxylic acid, amidocarboxylic acid, phosphorus-containing acid or boron-containing acid. The metal is from Group IA, IB, IIA, or IIB metal or aluminum, chromium, molybdenum, iron, cobalt, nickel, tin, lead, antimony or bismuth.Type: GrantFiled: April 20, 1987Date of Patent: January 23, 1990Assignee: The Dow Chemical CompanyInventors: Donald L. Nelson, Roney J. Matijega, Dennis P. Miller, deceased
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Patent number: 4894403Abstract: Polyisocyanates containing dissolved or colloidally dispersed polymers containing rigid moieties are disclosed. Included among the dissolved or colloidally dispersed polymers are polymers ethylenically unsaturated polyaromatic compounds, ethylenically unsaturated benzoic acid derivatives, ethylenically unsaturated steroid derivatives, and rigid aromatic polyurethane and/or polyurea polymers. The dissolved or colloidally dispersed polymers provide substantial reinforcement and physical property improvement to polyurethane or polyurea polymers made from the polyisocyanate solution or dispersion.Type: GrantFiled: July 14, 1987Date of Patent: January 16, 1990Assignee: The Dow Chemical CompanyInventors: Oomman P. Thomas, Richard D. Peffley, Earl E. Burt, III
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Patent number: 4889908Abstract: The present invention is directed to polyethers obtained by the reaction of a substituted 1,2-epoxy-alkane bearing at least one alkyl substituent containing at least 8 carbon atoms with at least one polyol corresponding to the formulaR(OH).sub.x (1)whereinR is an organic radical andx is an integer having a value of 2 or more,2 or more moles of epoxyalkane being added onto the polyol (1).The present invention is also directed to a process for the preparation of high molecular weight polymers wherein the process is conducted in the presence of the previously described polyethers as a mold release agent.Type: GrantFiled: September 28, 1988Date of Patent: December 26, 1989Assignee: Bayer AktiengesellschaftInventors: Joachim Franke, Wilhelm Goyert, Helmut Kipphardt
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Patent number: 4847307Abstract: The present invention is directed to a process for the production of optionally cellular, polyurethane elastomer moldings or optionally cellular, rigid structural polyurethanes by reacting a reaction mixture containing(i) a polyisocyanate,(ii) a high molecular weight polymer having at least two hydroxy groups and having a molecular weight of 400 to about 10,000,(iii) about 5 to 50% by weight, based on the weight of component (ii) of a chain-extender having at least two hydroxy groups and(iv) about 0.05 to 10 weight percent, based on the weight of components (ii) and (iii) of a salt based on a carboxy functional siloxane and an amidine group-containing compound of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.Type: GrantFiled: August 8, 1988Date of Patent: July 11, 1989Assignee: Mobay CorporationInventors: John E. Dewhurst, Stephen J. Harasin
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Patent number: 4820810Abstract: Catalytic quantities of urea are used in the alkoxylation of aqueous sucrose to prepare low color polyols useful in rigid polyurethane foams.Type: GrantFiled: October 30, 1986Date of Patent: April 11, 1989Assignee: ARCO Chemical Technology, Inc.Inventors: Howard P. Klein, Michael E. Brennan
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Patent number: 4800040Abstract: There are provided low temperature, storage stable, liquid mixtures of (1) isocyanato-containing prepolymers obtained from the reaction of linear and/or slightly branched polyols and a polyisocyanate characterized by a methylene group --CH.sub.2 -- bonded to two benzenoid nuclei, and (2) a non-hydroxyl-containing flow modifier which is compatible with the said prepolymer. Novel liquid mixtures thus prepared exhibit little tendency to crystallize or phase separate when stored for prolonged periods of time, i.e., well below room temperature for several days.Type: GrantFiled: May 20, 1987Date of Patent: January 24, 1989Inventor: Fritz Hostettler
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Patent number: 4789689Abstract: Covers a method of producing a polyurethane by utilizing specific amine compounds of high activity as a catalyst in reacting an organic polyisocyanate with an organic polyester polyol or polyether polyol in the presence of said catalyst. Said amines fall within the following structural formula: ##STR1## where R.sub.1 and R are lower alkyl and x is 2-4.Type: GrantFiled: October 29, 1987Date of Patent: December 6, 1988Assignee: Texaco Inc.Inventors: Robert L. Zimmerman, Terry L. Renken
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Patent number: 4789688Abstract: The present invention is directed to a process for the production of optionally cellular, polyurethane elastomer moldings or optionally cellular, rigid structural polyurethanes by reacting a reaction mixture containing(i) a polyisocyanate,(ii) a high molecular weight polymer having at least two hydroxy groups and having a molecular weight of 400 to about 10,000,(iii) about 5 to 50% by weight, based on the weight of component (ii) of a chain-extender having at least two hydroxy groups and(iv) about 0.05 to 10 weight percent, based on the weight of components (ii) and (iii) of a salt based on a carboxy functional siloxane and an amidine group-containing compound of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.Type: GrantFiled: January 20, 1988Date of Patent: December 6, 1988Assignee: Mobay CorporationInventors: John E. Dewhurst, Stephen J. Harasin
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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: 4719244Abstract: The present invention is directed to polyisocyanate compositions containing(a) at least one organic polyisocyanate and(b) at least one dissolved catalyst corresponding to the general formula ##STR1## wherein R.sup.1 and R.sup.2 may be identical or different and denote hydrogen or a methyl group, provided that R.sup.1 and R.sup.2 do not both stand for a methyl group,R.sup.3, R.sup.4 and R.sup.5 denote identical or different organic groups which are inert in isocyanate addition reactions andk, m and n represent identical or different integers with values from 1 to 5.The present invention also relates to the use of the polyisocyanate compositions as the polyisocyanate component for the production of polyisocyanate polyaddition products, especially moisture cure coating compositions or adhesives.Type: GrantFiled: March 13, 1987Date of Patent: January 12, 1988Assignee: Bayer AktiengesellschaftInventors: Hanns P. Muller, Bernhard Jansen, Rudolf Hombach
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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: 4707501Abstract: In the preparation of a high resiliency polyurethane foam by reacting a polyisocyanate with a polyurea dispersion-containing polyol based masterbatch composition also containing a tertiary amine catalyst for the polyurethane reaction, the improvement for eliminating cure draft of such stored polyol compositions which comprises employing a catalyst composition consisting essentially of5 to 15 wt% triethylenediamine,20 to 35 wt% 4-(2-dimethylaminoethyl) morpholine,20 to 35 wt% N,N,N',N'-tetramethyl-1,2-diamino-2-methylpropane,10 to 25 wt% bis(dimethylaminoethyl)ether, and5 to 40 wt% of an N-hydroxyalkyl quaternary ammonium acid salt.Type: GrantFiled: February 13, 1987Date of Patent: November 17, 1987Assignee: Air Products and Chemicals, Inc.Inventors: Robert G. Petrella, Michael Scarpati
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Patent number: 4665230Abstract: 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 amido-ether) polyols in the formation of polyurethanes are described.Type: GrantFiled: June 6, 1985Date of Patent: May 12, 1987Assignee: Ashland Oil, Inc.Inventor: Anil B. Goel
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Patent number: 4656199Abstract: The present invention is directed to a process for the production of matte, non-blocking, thin-walled molded articles, films or tubes from polyurethane elastomers prepared from high molecular weight polyols which contain dispersed polyadducts based on polyisocyanate polyaddition products. The use of these high molecular weight polyols contained dispersed polyadducts allows for the preparation of thin-walled, molded articles which have reduced surface tackiness. The present invention is additionally directed to the molded articles produced by this process and to their use for forming polyurethane foam composites.Type: GrantFiled: January 30, 1986Date of Patent: April 7, 1987Assignee: Bayer AktiengesellschaftInventors: Georg Niederdellmann, Wilhelm Goyert, Bernd Quiring, Hans Wagner
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Patent number: 4617286Abstract: The disclosed catalyst for polyurethane comprises an organic carboxylic acid salt of a tertiary amine compound and 1-methyl-4-(2-dimethylaminoethyl)piperazine. The tertiary amine compound is selected from the group of triethylenediamine, bis(2-dimethylaminoethyl)ether and N,N,N',N",N"-pentamethyldiethylenetriamine and the organic carboxylic acid is selected from the organic carboxylic acids having 1-20 carbon atoms.Type: GrantFiled: September 5, 1984Date of Patent: October 14, 1986Assignee: Toyo Soda Manufacturing Co., Ltd.Inventors: Shoji Arai, Yutaka Tamano, Yukihiro Tsutsumi
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Patent number: 4608398Abstract: Surface coating methods and compositions are disclosed which eliminate many of the disadvantages associated with known coating processes from pollution, equipment, materials, energy, labor and cost standpoints. According to techniques described, thermosetting liquid compositions containing film-forming solids are formulated, then conveyed in the foam state toward a surface, and upon foam disintegration, form a film of solids on the surface. The foamable thermosetting resin compositions contain a curable resin having a free hydroxyl or carboxyl group, a curing agent consisting of a lower (C.sub.1 -C.sub.4) alkoxylated amine for reaction with the resin hydroxyl or carboxyl group and a liquid blowing agent consisting of a C.sub.1 -C.sub.4 alkanol which is also a by-product of the thermosetting reaction.Type: GrantFiled: December 2, 1983Date of Patent: August 26, 1986Assignee: Nordson CorporationInventors: Walter H. Cobbs, Jr., Robert G. Shong, William R. Rehman
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Patent number: 4585803Abstract: Internal mold release compositions suitable for use in preparing polyurethane and polyurea moldings comprise a tertiary amine compound, a metal salt of a carboxylic acid, amidocarboxylic acid, phosphorus-containing acid or boron-containing acid. The metal is from Group IA, IB, IIA, or IIB metal or aluminum, chromium, molybdenum, iron, cobalt, nickel, tin, lead, antimony or bismuth.Type: GrantFiled: August 17, 1984Date of Patent: April 29, 1986Assignee: The Dow Chemical CompanyInventors: Donald L. Nelson, Roney J. Matijega, Dennis P. Miller, deceased
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Patent number: 4579875Abstract: The use of liquid oxazolines as compatibilizing agents in the preparation of rigid polyurethane/polyisocyanurate foams from certain polyol mixtures, polyisocyanates and fluorocarbon blowing agent is disclosed.Type: GrantFiled: April 24, 1985Date of Patent: April 1, 1986Assignee: Ashland Oil, Inc.Inventor: Anil Goel
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Unsaturated polyoxyalkylene adduct/fumarate diester reaction product for cellular foam stabilization
Patent number: 4572919Abstract: Polyoxyalkylene surfactants for cellular foams can be prepared by reacting under free radical polymerization conditions (1) an unsaturated polyoxyalkylene adduct and (2) an esterified unsaturated dibasic acid ingredient, wherein unsaturated diester ingredient (2) either completely or partially comprises a fumarate diester.Type: GrantFiled: February 15, 1985Date of Patent: February 25, 1986Assignee: Jim Walter Resources, Inc.Inventor: Michael E. Londrigan -
Patent number: 4555442Abstract: Polyoxyalkylene surfactants for cellular foams can be prepared by reacting a polyoxyalkylene adduct and an esterified unsaturated dibasic acid in the presence of a free-radical initiator.Type: GrantFiled: April 11, 1985Date of Patent: November 26, 1985Assignee: The Celotex CorporationInventor: Richard L. Frentzel
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Patent number: 4546034Abstract: Polyoxyalkylene surfactants for cellular foams can be prepared by reacting under free radical polymerization conditions a polyoxyalkylene adduct, a cyclic nitrogenous vinyl monomer and an esterified unsaturated dibasic acid in the presence of an organic or inorganic per-compound and a metal catalyst.Type: GrantFiled: March 18, 1985Date of Patent: October 8, 1985Assignee: The Celotex CorporationInventor: Richard L. Frentzel
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Patent number: 4536490Abstract: Disclosed are novel compositions capable of catalytically trimerizing organic isocyanates said compositions comprising solutions of the reaction products obtained by reacting in an inert solvent in substantially equimolar proportions electron-rich ketene-aminals with electron-poor olefins having the respective formulae (I) and (II) ##STR1## The variously substituted electron-rich ketene-aminals (I), as the name implies, have high electron density associated with the double bond because of the two tertiary amine groups while the electron-poor olefins (II) have the opposite situation due to the presence of electron withdrawing substituents R.sub.9 and R.sub.10.Also disclosed is an improved process for trimerizing organic isocyanates using the above catalyst compositions including the preparation of polyisocyanurate polymers and isocyanurate-modified polyisocyanates.Type: GrantFiled: March 8, 1984Date of Patent: August 20, 1985Assignee: The Upjohn CompanyInventor: Dale F. Regelman
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Patent number: 4525316Abstract: A method for shipping flexible polyurethane foam product comprising (a) reacting a flexible polyurethane foam composition containing a polyisocyanate, a polyether polyol, a surfactant, a catalyst and water to provide a foam product, (b) conditioning the foam product to develop substantially full cure, (c) applying a force to compress the product to a fraction of its original size, (d) shipping the compressed product and (e) removing the compression force so that the product may return to its original size, the improvement for reducing the conditioning time or temperature prior to compressing the foam product while ensuring the substantial restitution of the foamed product when the compression force is removed which improvement comprises employing as the catalyst in the flexible polyurethane foam composition a polyurethane catalyst which is N-alkyl morpholine or N-(dialkylaminoalky) morpholine.Type: GrantFiled: February 15, 1984Date of Patent: June 25, 1985Assignee: Air Products and Chemicals, Inc.Inventors: Edward A. Galla, Bruce A. Smoyer
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Patent number: 4524102Abstract: There are provided a wide range of polyurethane products, e.g., cellular, dense elastomer, and integral skin microcellular products, obtained by the reaction of (a) a polyisocyanate compound, (b) a polyol, (c) optionally a chain extender and/or blowing agent with/without other known additives, (d) in the presence of a non-hydroxyl flow modifier characterized by carbon and hydrogen atoms, at least one and, generally, a plurality of oxyalkylene groups, and at least one urethane, ##STR1## group. Several of the polyurethane products exhibit unique properties, e.g., foamed articles with capability to conduct static electricity, soft elastomers characterized by improved coefficient of friction, etc. Several classes of the flow modifiers are novel per se. The polyurethane products can be synthesized via the one shot or prepolymer process. Multipackage systems, in particular, two and three component systems are useful in molding operations, e.g., manufacture of shoe soles.Type: GrantFiled: February 15, 1984Date of Patent: June 18, 1985Inventor: Fritz Hostettler
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Patent number: 4520140Abstract: Polyoxyalkylene surfactants for cellular foams can be prepared by reacting a polyoxyalkylene adduct and an esterified unsaturated dibasic acid in the presence of a free-radical initiator.Type: GrantFiled: October 22, 1984Date of Patent: May 28, 1985Assignee: The Celotex CorporationInventor: Richard L. Frentzel
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Patent number: 4511626Abstract: Adhesive, coating, or sealant compositions containing prepolymer(s) derived from MDI (or derivative(s) thereof) and polyol(s) containing primary hydroxyl groups, together with bis[2-N,N-dialkylamino)alkyl]ether(s).Type: GrantFiled: September 9, 1982Date of Patent: April 16, 1985Assignee: Minnesota Mining and Manufacturing CompanyInventor: Gerald F. Schumacher
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Patent number: 4510269Abstract: A process for the production of an optionally cellular polyurethane by reacting at least one compound having at least two hydrogen atoms which are reactive with isocyanate groups and have a molecular weight of from about 400 to 10,000 with polyisocyanates in the presence of a poly(dialkylaminoalkyl)ether catalyst corresponding to the formula ##STR1## wherein A represents a straight-chain or branched-chain (x+1)-valent, optionally substituted C.sub.2 -C.sub.6 alkyl radical,x represents an integer of 1 to 4 andR.sup.1 -R.sup.4 represent the same or different C.sub.1 -C.sub.4 alkyl radicals, which optionally form a heterocyclic radical with N.Type: GrantFiled: August 6, 1984Date of Patent: April 9, 1985Assignee: Bayer AktiengesellschaftInventors: Richard Kopp, Hans-Albrecht Freitag
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Patent number: 4507407Abstract: A process of coloring polyurethane resins during the production of same with reactive colorants having the formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 are selected from halogen, carboxylic acid, alkanoyl, aryloyl, alkyl, aryl, cyano, sulfonylalkyl, sulfonylaryl, thioalkyl, thioaryl, sulfinylalkyl, sulfinylaryl, dithioalkyl, dithioaryl, thiocyano, amidoalkyl, amidodialkyl, oxyalkyl, oxyaryl, hydrogen, sulfonamidoalkyl, sulfonamidoaryl, sulfonamidodialkyl, sulfonamidodiaryl, carbocyclic forming polymethylene chains, sulfenamidoalkyl, sulfenamidodialkyl, sulfenamidoaryl, sulfenamidodiaryl, sulfinamidoalkyl, sulfinamidodialkyl, sulfinamidoaryl, sulfinamidodiaryl; and A is an organic dyestuff coupler that is resistant to stannous octanoate and flame retardant compounds and which has functionality through reactive substituents thereof.Type: GrantFiled: June 25, 1984Date of Patent: March 26, 1985Assignee: Milliken Research CorporationInventors: Edward W. Kluger, Patrick D. Moore
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Patent number: 4490489Abstract: Polyoxyalkylene surfactants for cellular foams can be prepared by reacting under free radical polymerization conditions a polyoxyalkylene adduct, a cyclic nitrogenous vinyl monomer and an esterified unsaturated dibasic acid in the presence of an organic or inorganic per-compound and a metal catalyst.Type: GrantFiled: March 2, 1984Date of Patent: December 25, 1984Assignee: The Celotex CorporationInventor: Richard L. Frentzel
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Patent number: 4482651Abstract: Haloalkoxymethylmelamine adduct is prepared by reacting hexamethoxymethylmelamine with a halogenated alcohol. Dispersions of this adduct in a polyol produce a polyurethane product which displays improved flame retardancy.Type: GrantFiled: December 1, 1982Date of Patent: November 13, 1984Assignee: BASF Wyandotte CorporationInventors: Curtis J. Reichel, John T. Patton, Jr., Thirumurti Narayan
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Patent number: 4481307Abstract: Polyoxyalkylene surfactants for cellular foams can be prepared by reacting a polyoxyalkylene adduct and an esterified unsaturated dibasic acid in the presence of a free-radical initiator.Type: GrantFiled: October 21, 1983Date of Patent: November 6, 1984Assignee: The Celotex CorporationInventor: Richard L. Frentzel
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Patent number: 4473666Abstract: A catalyst system and process are provided for producing polyurethane foams using a carboxylic acid blowing agent, wherein an organic polyol and an organic polyisocyanate are contacted with a catalyst system comprising a dialkylcyclohexylamine and an N-substituted alkoxyalkyl piperazine.Type: GrantFiled: January 30, 1984Date of Patent: September 25, 1984Assignee: Abbott LaboratoriesInventors: Francois M. Casati, Daniel S. Raden, Francis W. Arbir
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Patent number: 4469616Abstract: There are provided low temperature, storage stable, liquid mixture of (1) isocyanato-containing prepolymers obtained from the reaction of linear and/or slightly branched polyols and a polyisocyanate characterized by a methylene group --CH.sub.2 -- bonded to two benzenoid nuclei, and (2) a non-hydroxyl-containing flow modifier which is compatible with the said prepolymer. Novel liquid mixtures thus prepared exhibit little tendency to crystallize or phase separate when stored for prolonged periods of time, i.e., well below room temperature for several days.Type: GrantFiled: June 27, 1983Date of Patent: September 4, 1984Inventor: Fritz Hostettler
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Patent number: 4465791Abstract: Polyol-catalyst mixtures, useful in the preparation of rigid polyurethane cellular products, are prepared simultaneously by reacting a Mannich base compound, water, and an epoxide and subsequently removing the water from the reaction mixture. Also provided are new rigid polyurethane cellular products having a high content of isocyanurate linkages, superior heat distortion temperatures and improved insulating properties, which products are obtained by reacting a polyisocyanate with the aforementioned polyol-catalyst mixture.Type: GrantFiled: August 4, 1983Date of Patent: August 14, 1984Assignee: Texaco Inc. (parent)Inventors: Howard P. Klein, George P. Speranza
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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