Ether Or Thioether Contains At Least One Nitrogen Atom Other Than As A C Nh, C=nh, Or C-n(h)-h Patents (Class 528/78)
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Patent number: 5023309Abstract: A water dispersible, modified polyurethane which is the reaction product of polyisocyanate, polyether polyol, modifying agent containing at least one pendant hydrophobic group and at least two active hydrogen moieties and capping agent. The modified polyurethane may also include a second type of modifying agent which does not have a pendant hydrophobic group. The modified polyurethane can be prepared by reacting the polyisocyanate and the polyether polyol and then adding the capping agent and finally the modifying agent with or without the second modifying agent. The modified polyurethane resists microbial attack, exhibits superior efficiency in thickening aqueous compositions under high shear conditions and achieves acceptable sag and leveling.Type: GrantFiled: September 18, 1987Date of Patent: June 11, 1991Assignee: Rheox, Inc.Inventors: Uno Kruse, Burlon C. Crowley, Wilbur S. Mardis
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Patent number: 5001209Abstract: 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: GrantFiled: June 29, 1989Date of Patent: March 19, 1991Assignee: Akzo N.V.Inventors: Carel T. J. Wreesmann, Doetze J. Sikkema, Erwin W. P. Erdhuisen
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Patent number: 4977195Abstract: An elastomer which is the reaction product of:(a) at least one organic polyisocyanate;(b) at least one compound containing a plurality of isocyanate-reactive groups and having a molecular weight greater than 600, and(c) at least one chain extender having a molecular weight not exceeding 600,wherein at least one of components (a) and (b) is or includes a compound having a molecular weight greater than 600 and at least two reactive sites, at least one of which sites contains at least two isocyanate or isocyanate-reactive groups which are separated one from another by a chain of from 2 to 30 atoms and from the reactive groups in other reactive sites by a chain of more than 30 atoms.Type: GrantFiled: September 28, 1988Date of Patent: December 11, 1990Assignee: Imperial Chemical Industries PLCInventor: Herbert R. Gillis
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Patent number: 4943626Abstract: 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: GrantFiled: July 29, 1988Date of Patent: July 24, 1990Assignee: The Dow Chemical CompanyInventors: James E. McGrath, Youngtai Yoo, Robert B. Turner, Diane M. Lewis
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Patent number: 4939182Abstract: Condensates of certain amino-substituted s-triazines, formaldehyde and alkanolamines are disclosed. These condensates can be used, with or without alkoxylation, in forming polyurethanes having desirable burn properties.Type: GrantFiled: July 27, 1988Date of Patent: July 3, 1990Assignee: The Dow Chemical CompanyInventors: John E. Marugg, Johan A. Thoen, Michael A. P. Gansow
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Patent number: 4935460Abstract: An isocyanate-reactive polymer comprising the reaction product of:(a) an isocyanate-terminated polyuretane prepolymer formed by reacting a polymeric polyol having a hydroxyl equivalent weight of at least 500 with a stoichiometric excess of an organic polyisocyanate, and(b) a stoichiometric excess, relative to the free isocyanate groups present in the prepolymer, of an imino-functional or enamine-containing compound having a molecular weight less than about 750.Type: GrantFiled: July 7, 1989Date of Patent: June 19, 1990Assignees: ICI Americas Inc., Imperial Chemical Industries PLCInventors: Edward F. Cassidy, Herbert R. Gillis, Malcolm Hannaby, Jan W. Leenslag, Alain Parfondry
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Patent number: 4925909Abstract: A gas-generating agent for use in a ducted rocket engine essentially consists of an aliphatic polyester represented by the formula: ##STR1## or the formula: ##STR2## and a curing agent and optionally incorporating therein additives such as a curing catalyst.Type: GrantFiled: October 10, 1989Date of Patent: May 15, 1990Assignees: Japan as represented by Director General, Technical Research and Development Institute, Japan Defense Agency, Nippon Oil & Fats Co., Ltd.Inventors: Naminosuke Kubota, Haruaki Shimizu, Tadashi Sonobe, Goro Nakashita
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Patent number: 4916201Abstract: This invention relates to novel polymeric polyamines containing internal urea, biuret, thiourea, dithiobiuret, and/or thioamide moieties, and to polymers prepared therefrom. This invention also relates to novel isocyanate-functional prepolymers containing urea, biuret, amide, thiourea, dithiobiuret, and/or thioamide moieties and to polymers prepared therefrom.Type: GrantFiled: September 21, 1988Date of Patent: April 10, 1990Assignee: The Dow Chemical CompanyInventors: Robert F. Harris, Craig D. DePorter
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Patent number: 4906723Abstract: A method is described for producing dispersions of polyurea and the like in polyols of increased stability by polymerizing an amine and an isocyanate in the presence of an aminoalcohol, typically an aminopolyol, having the following formula: ##STR1## wherein A and A' are individually connective atoms which may be same or different, and are selected from the group consisting of carbon and oxygen or combinations thereof with hydrogen atoms or the like satisfying the valences; B is a member selected from the group consisting of nitrogen, NR, R being alkyl or aryl, or CR', R' being hydrogen, alkyl or aryl; D is a member selected from the group consisting of ##STR2## wherein a has a value of one to four; X is a member selected from the group consisting of OH, NH.sub.Type: GrantFiled: November 28, 1988Date of Patent: March 6, 1990Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventors: Kenneth L. Hoy, Glenn A. Taylor, Chinsoo Lee
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Patent number: 4902768Abstract: N-(polyoxyalkyl)-N-(alkyl)amines are reacted with isocyanates and chain extenders to form polyureas and/or polyurethane-urea elastomers.Type: GrantFiled: March 31, 1988Date of Patent: February 20, 1990Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventors: Richard M. Gerkin, Nigel Barksby
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Patent number: 4877879Abstract: In an improved process for the preparation of polyether compositions, amine-initiated, alkaline catalyzed polyethers are neutralized with a substantial excess of formic acid that neutralizes the catalyst and stabilizes the resultant composition. This is particularly advantageous where tertiary nitrogen is found in the amine initiator or in the polyether that results.Type: GrantFiled: January 4, 1988Date of Patent: October 31, 1989Assignee: Dow Chemical (Nederland) B.V.Inventor: Michael A. P. Gansow
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Patent number: 4874837Abstract: An aminated, hydroxylated, polyester polyol resin comprised of the product of a reaction of an acid anhydride selected from the group including maleic acid anhydride or a mixture of maleic acid anhydride and a polyfunctional acid anhydride, a low molecular weight polyether polyol having an average molecular weight of about 100 to about 600, selected from the group including diethylene glycol or a mixture of diethylene glycol and another low molecular weight polyether polyol, a lower alkylene oxide and having from 2 to 4 carbon atoms, and a mono- or di-functional amino compound selected from the group including diethanolamine or a mixture of diethanolamine and at least one mono- or di-functional amino compounds containing at least one isocyanate reactive group attached to the nitrogen of the mono- or di- functional amino compound.Type: GrantFiled: January 11, 1988Date of Patent: October 17, 1989Assignee: Owens-Corning Fiberglas CorporationInventors: James P. Bershas, Russell H. Tobias
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Patent number: 4874832Abstract: Improved microcapsules have a capsule wall which contains a polyurethane which can be obtained by reacting an isocyanate with a polyether polyol which contains amino groups.Type: GrantFiled: December 9, 1988Date of Patent: October 17, 1989Assignee: Bayer AktiengesellschaftInventors: Gert Jabs, Adolf Richartz
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Patent number: 4857581Abstract: Cationic paint binders obtained through reaction of substituted ureas with formaldehyde and phenols are described. The substituted ureas are obtained through reaction of an isocyanate compound carrying at least one free, and optionally also blocked, NCO-group with equivalent quantities of a secondary non-aromatic amine. After partial protonation, the binders are used in water-dilutable paints, particularly in cathodically depositable electrodeposition paints.Type: GrantFiled: December 15, 1987Date of Patent: August 15, 1989Assignee: Vianova Kunstharz, A.G.Inventors: Willibald Paar, Anton Arzt
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Patent number: 4816543Abstract: 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: GrantFiled: August 23, 1985Date of Patent: March 28, 1989Assignee: Air Products and Chemicals, Inc.Inventors: William F. Burgoyne, Jr., Jeremiah P. Casey, Dale D. Dixon, Barton Milligan
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Patent number: 4801674Abstract: N,N'-disubstituted diamines are effective curing agents in combination with other polyamines and polyols in reaction injection molding for a diverse class of polyisocyanates. The diamines provide a broad spectrum of cure times, as well as giving elastomers an interesting and useful diversity of properties. Such diamines may be used as a constituent in a blend of polyamines as the isocyanate-reactive component, in which case the elastomer may be viewed as predominantly a polyurea, or as a constituent in a blend with polyols, in which case the elastomer may be viewed as an elastomer with both urethane and urea segments.Type: GrantFiled: March 20, 1987Date of Patent: January 31, 1989Assignee: UOP Inc.Inventors: Ray V. Scott, Jr., David W. House
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Patent number: 4798880Abstract: A shaped article of a polyurethane-urea spandex formed from polyalkaneether glycol that was capped with tertiary aralkyl diisocyanate and then chain extended with a specific tricomponent diamine mixture has unexpectedly good heat settability. The diamine mixture comprises 25 to 80% of hydrogenated m-phenylenediamine, 10 to 50% of hydrogenated p-phenylendiamine and 10 to 30% of tetrachloro-p-xylylenediamine.Type: GrantFiled: December 30, 1987Date of Patent: January 17, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventor: Gary A. Lodoen
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Patent number: 4769435Abstract: The invention concerns a process for the manufacture of thermoplastic polyurethanes wherein an organic polyisocyanate is made to polymerize with a polyol (reactive with same isocyanate) in the presence of a chain extending agent having a molecular weight lower than 400, under continuous stirring, at a temperature higher than 150.degree. C. and for a time sufficient to obtain a product having a melt flow index lower than 25 g/10'.Type: GrantFiled: July 16, 1987Date of Patent: September 6, 1988Assignee: Ausimont S.p.A.Inventors: Gianflavio Lunardon, Lino Credali, Ermanno Benetti, Carlo Mulas
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Patent number: 4766172Abstract: The present invention is directed to mold release compositions based on a solution which is liquid at room temperature and contains(i) at least one zinc salt of a straight or branched chain, saturated or unsaturated aliphatic carboxylic acid containing 8 to 24 carbon atoms in(ii) at least one organic compound containing tertiary nitrogen atoms which is liquid at room temperature,the zinc salt being present in a quantity of about 10 to 75% by weight, based on the total weight of the composition, characterized in that component (ii) is based on at least one compound corresponding to the formula ##STR1## wherein R', R", R"' and R.sup.iv, which may be identical or different, denote alkyl group containing 1 to 4 carbon atoms or any two of the groups R' and R" or R"' and R.sup.Type: GrantFiled: July 21, 1987Date of Patent: August 23, 1988Assignee: Bayer AktiengesellschaftInventors: Christian Weber, Peter Haas
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Patent number: 4757097Abstract: 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: GrantFiled: June 23, 1987Date of Patent: July 12, 1988Assignee: Bayer AktiengesellschaftInventors: Manfred Dietrich, Manfred Kapps, Klaus Konig, Roland Nast
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Patent number: 4740534Abstract: 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: GrantFiled: August 21, 1986Date of Patent: April 26, 1988Assignee: Sanyo Chemical Industries, Ltd.Inventors: Takehisa Matsuda, Hiroo Iwata, Tetsuo Itoh
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Patent number: 4737566Abstract: 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: GrantFiled: April 2, 1987Date of Patent: April 12, 1988Assignee: Bayer AktiengesellschaftInventors: Josef Pedain, Michael Sonntag
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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: 4731415Abstract: A polyisocyanate having a biuret structure obtained by allowing .alpha.,.alpha.,.alpha.',.alpha.'-tetramethyl-xylylene diisocyanate, a diisocyanate represented by the general formula:OCN--CH.sub.2 --R--CH.sub.2 --NCOwherein R is a divalent hydrocarbon residue and water to react.The polyisocyanate is used in the form of the two-part type of polyurethane composition in combination with a polyol.The composition can provide coating films which excel in every physical properties required for the coating film, such as drying property, impact resistance, weathering resistance and chemical resistance, and therefore are advantageously used, for example, as a paint for automobile repairing uses, etc.Type: GrantFiled: April 2, 1986Date of Patent: March 15, 1988Assignee: Takeda Chemical Industries, Ltd.Inventors: Shoichi Fujita, Kohji Nasu
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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: 4725636Abstract: In the production of elasthane threads by solution spinning of polyurea polyurethanes by conventional spinning processes, excellent stabilization against light and noxious gases are obtained if at least one component of the system to be spun contains tertiary amino groups and the substances used as antioxidizing agents are phenols of the kind which do not form colored nitro compounds.Type: GrantFiled: April 3, 1986Date of Patent: February 16, 1988Assignee: Bayer AktiengesellschaftInventors: Michael Kausch, Hans Schroer, Karl-Heinz Wolf, Heinz Gall, Carlhans Suling, Rudi Dauscher
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Patent number: 4722946Abstract: A non-liquid, energy-absorbing polyurethane is derived from the process which comprises reacting a mixture of linear and branched polyols, a polyisocyanate and, optionally, a blowing agent, under polyurethane-forming conditions at an isocyanate index of from about 65 to about 85.Type: GrantFiled: July 3, 1986Date of Patent: February 2, 1988Assignee: Polymer Dynamics (Delaware), Ltd.Inventor: Fritz Hostettler
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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: 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: 4704446Abstract: A process for preparing a novel polyurethane comprising blending a poly (alkylene ether) urethane polyol with both short- and long-chain polyols and reacting the blend with a polyisocyanate is described.Type: GrantFiled: March 3, 1986Date of Patent: November 3, 1987Assignee: Ashland Oil, Inc.Inventor: Anil B. Goel
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Patent number: 4698410Abstract: The invention relates to a process for preparing high temperature-resistant dense or cellular polyurethane elastomers by reacting the following, preferably using low-pressure processing techniques:(a) organic polyisocyanates, preferably in the form of isocyanate group-containing prepolymers and/or modified urethane group-containing organic polyisocyanates, with(b) relatively high molecular weight compounds having at least 2 reactive hydrogen atoms,(c) urea derivatives and, optionally,(d) chain extenders and/or cross-linking agents in the presence of(e) catalysts and, optionally,(f) blowing agents(g) auxiliaries and/or additiveswherein amino and/or hydroxyl group-substituted ureas and/or polyureas having molecular weights from 200 to 4000 are also used as the urea derivatives. Said ureas and/or polyureas are prepared by reacting organic diisocyanates with primary aliphatic and/or cycloaliphatic diamines and/or alkanolamines in molar ratios of from 1:1.Type: GrantFiled: June 26, 1986Date of Patent: October 6, 1987Assignee: BASF AktiengesellschaftInventors: Wolfgang Straehle, Matthias Marx, Uwe Schuett
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Patent number: 4687788Abstract: Urethane elastomers are prepared which have a percent linear dimensional change after being immersed in water of not greater than 0.80%.Type: GrantFiled: November 25, 1983Date of Patent: August 18, 1987Assignee: The Dow Chemical CompanyInventors: Douglas K. Hillshafer, Robert B. Turner
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Patent number: 4677029Abstract: An aliphatic isocyanate (such as the biuret of 1,6-diisocyanatohexane) is combined with a tertiary amine polyahl (such as a tertiary amine polyol) and coated onto a substrate. The coated substrate is then exposed to the vapor of a urethane catalyst for curing to a tack-free state. This process permits the preparation of coatings which will cure rapidly and which are light stable. These coatings have utility in the field of automotive topcoats.Type: GrantFiled: November 21, 1985Date of Patent: June 30, 1987Assignee: Akzo America Inc.Inventors: Kurt C. Frisch, Hiong X. Xiao, Taki J. Anagnostou
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Patent number: 4677136Abstract: The present invention is directed to a process for the production of polyisocyanates containing urea and/or biuret groups by reacting organic polyisocyanates with a mixture of water, high molecular weight isocyanate reactive compounds and optionally low molecular weight isocyanate reactive compounds. The present invention is further directed to the products obtained by this process and their use for the production of polyisocyanate polyaddition productions, especially for the preparation of molded articles by the RIM process.Type: GrantFiled: July 11, 1986Date of Patent: June 30, 1987Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Reiner Paul
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Patent number: 4677157Abstract: Method and composition are provided for repair of bumpers and like auto body components formed of synthetic organic polymers, by the use of a urethane polymer having a crystalline polymer phase distributed in a noncrystalline polymer phase by virtue of differential reactivity of the urethane forming reagents.Type: GrantFiled: June 3, 1985Date of Patent: June 30, 1987Inventor: Richard Jacobs
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Patent number: 4677181Abstract: The present invention is directed to polyhydroxyl compounds containing both ether and ester groups, having an average hydroxyl functionality of 2 to 6 and an average hydroxyl number of about 100 to 600, based on the esterification product of (i) polyether polyols having an average hydroxyl functionality of 3 to 8 and an average hydroxyl number of about 200 to 1000 with (ii) about 5 to 70 equivalent %, based on the hydroxyl group of component (i) and the carboxyl group of component (ii), of organic monocarboxylic acids. The present invention is also directed to the use of the polyhydroxyl compounds as synthesis components in the production of polyurethane plastics materials by the isocyanate-polyaddition process, particularly their use as the polyol component in two-component polyurethane coating agents and/or polyurethane casting systems which are solvent-free or have a low solvent content.Type: GrantFiled: July 21, 1986Date of Patent: June 30, 1987Assignee: Bayer AktiengesellschaftInventors: Peter Hohlein, Alois Fehlbier, Hermann Gruber
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Patent number: 4661532Abstract: Hydrophobic polyurethane compositions can be used to repair or fill-in surface defects in structural components. The hydrophobic composition can be packaged in two parts, a hydrophobic polyol part and a isocyanate part wherein the polyol part comprises a polyol and a coal tar or pitch composition and the isocyanate part comprises a reactive isocyanate compound. The parts of the composition can be mixed and applied to surface defects of structural members such as railroad ties and can rapidly form a hard, permanent, strongly bonded repair.Type: GrantFiled: June 25, 1985Date of Patent: April 28, 1987Assignee: H. B. Fuller CompanyInventor: Sandra K. Morin
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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: 4622361Abstract: 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: GrantFiled: March 29, 1985Date of Patent: November 11, 1986Assignee: Union Carbide CorporationInventors: William A. Gill, Richard M. Gerkin
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Patent number: 4622378Abstract: Water-soluble zwitterionic polymers having clay soil removal/anti-redeposition properties, which comprise a polymer backbone, at least 2 M groups and at least one L-X group, wherein M is a cationic group attached to or integral with the backbone and contains an N+ positively charged center; X is an anionic group or a mixture of anionic and nonionic groups; and L is a hydrophilic chain connecting groups M and X or connecting X to the polymer backbone. L also contains the polyoxyalkylene moiety --[(R'O).sub.m (CH.sub.2 CH.sub.2 O).sub.n ]--, wherein R' is C.sub.3 -C.sub.4 alkylene or hydroxyalkylene, m and n are numbers such that the moiety --(CH.sub.2 CH.sub.2 O).sub.n -- comprises at least about 50% by weight of said polyoxyalkylene moiety, and n is at least about 3. These zwitterionic polymers are useful in detergent compositions at from about 0.05 to about 95% by weight.Type: GrantFiled: February 15, 1985Date of Patent: November 11, 1986Assignee: The Procter & Gamble CompanyInventor: Eugene P. Gosselink
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Patent number: 4609683Abstract: 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: GrantFiled: June 21, 1985Date of Patent: September 2, 1986Assignee: Texaco Inc.Inventors: Robert A. Grigsby, Jr., Richard J. G. Dominguez
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Patent number: 4604445Abstract: 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: GrantFiled: April 18, 1985Date of Patent: August 5, 1986Assignee: The Firestone Tire & Rubber Co.Inventors: Edward L. Kay, Kenneth B. Roskos
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Patent number: 4595743Abstract: A polyurea or polyurea-polyurethane elastomer which is the reaction product of reaction mixture comprising (a) an organic polyisocyanate, (b) a low equivalent weight aromatic amine chain extender in an amount from about 15 to 60 parts by weight based on the weight of isocyanate reactive components present in said reaction mixture, (c) an amount of an amine-initiated polyol sufficient to provide the elastomer with a measurably decreased brittleness at demold as compared to a similar elastomer prepared in the absence of said amine initiated polyol.Type: GrantFiled: January 22, 1985Date of Patent: June 17, 1986Assignee: The Dow Chemical CompanyInventors: Michael K. Laughner, James R. Porter, Lee M. Huber
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Patent number: 4595712Abstract: Stable polyisocyanate prepolymers containing hydroxy functions. The prepolymers are products of the polyaddition of at least one organic polyisocyanate with at least one condensation product (A) of an alkylene oxide with an amine, in the presence of at least one polyol (B) containing free hydroxy functions. The polyol (B) contains no primary hydroxy functions and has a molecular weight of at least 1,300.The process for the manufacture of these prepolymers reacts, at a temperature between about 10.degree. and about 150.degree. C., the mixture of at least one organic polyisocyanate, at least one condensation product (A), and at least one polyol (B).Type: GrantFiled: January 22, 1985Date of Patent: June 17, 1986Assignee: Societe Chimique des Charbonnages, S.A.Inventor: Francois-Bernard Laumain
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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: 4582873Abstract: A process is provided for making an aqueous dispersible, polyurethane or poly(urethane-urea) polymer which has internal pendant, siliconate anions. The aqueous dispersion is prepared from a reaction product of polyisocyanates, organic compounds with at least 2 active hydrogens, and organosilane which is at least monofunctional in reaction with isocyanate groups on at least one organic moiety of the organo silane and also has at least one hydrolyzed or hydrolyzable groups associated with the silicone atom. Optionally, a hydrophilic additive may also be a comonomer in preparing the reaction product. The polymeric reaction product is formed at temperatures less than 200.degree. C. at atmospheric pressure. The polymeric reaction product is combined with water to form an oil-in-water dispersion and the pH of the aqueous dispersion is maintained at least about 7, when the silyl concentration on the reaction product is at least about 0.1 weight percent based on the water in the dispersion.Type: GrantFiled: May 21, 1984Date of Patent: April 15, 1986Assignee: PPG Industries, Inc.Inventors: Peter C. Gaa, David E. Dana
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Patent number: 4562239Abstract: A tertiary nitrogen atom-containing urethane polymer which comprises units of the following formulas (I) and (II) as the essential components and units of the following formulas (III), (IV) and (V) as the optional components, the content of the unit of the formula (I) being not less than 10 milliequivalents in terms of the tertiary nitrogen atom per kilogram of the urethane polymer, and has a molecular weight of not less than 500: ##STR1## wherein R.sub.1 and R.sub.2 are each a C.sub.1 -C.sub.4 alkyl group and, when taken together with the adjacent nitrogen atom to which they are attached, represent a nitrogen-containing heterocyclic group, R.sub.3 is a C.sub.1 -C.sub.4 alkyl group, R.sub.4 is an optionally branched C.sub.1 -C.sub.8 alkylene group, m is a positive integer and n is zero or a positive integer but m+n is a number which can provide the unit of the formula (I) with a molecular weight of 131 to 6998 and the bondings in the unit of the formula (I) may be in random and/or block, R.sub.Type: GrantFiled: August 6, 1984Date of Patent: December 31, 1985Assignee: Toyo Boseki Kabushiki KaishaInventors: Noriomi Yamane, Yoshikazu Arimatsu, Kenichi Katsuo, Minoru Saitoh, Katsya Tani, Hideyuki Mitamura, Kamatani Hiroyoshi
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Patent number: 4555536Abstract: An anti-corrosive polyurethane coating composition which has excellent anti-corrosive property, water resistance, adhesive property to metals and impact resistance and can be coated thick in one coating operation, comprising (1) a polyol mixture of castor oil or a polyol derived from castor oil and an amine polyol produced by addition reaction of an alkylene oxide to a nitrogen-containing compound having at least 2 active hydrogen atoms such as ammonia, an aliphatic amine or an aromatic amine, the amine polyol having at least 2 hydroxyl groups and a hydroxyl value of at least 150 mgKOH/g, (2) a polyisocyanate compound, and optionally coal tar, an aromatic hydrocarbon oil or resin, or usual paint additives.Type: GrantFiled: July 3, 1984Date of Patent: November 26, 1985Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Hirohisa Maki, Takashi Sano, Misao Yamamoto
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Patent number: 4551517Abstract: 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: GrantFiled: December 12, 1984Date of Patent: November 5, 1985Assignee: Henkel KGaAInventors: Julius Herold, Hermann Kluth, Alfred Meffert, Manfred Leder