With Organic Compound Reactant Containing At Least Two Nh, Hnh Or =nh Groups And Wherein The Reactant Composition Is Devoid Of -c-xh, -c(=x)xh Or Anhydride Patents (Class 528/68)
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Patent number: 4342860Abstract: A coating or molding composition including a polyisocyanate and an unsaturated imide, and having a ratio of total isocyanate functions to total polymerizable double bonds in the imide in the range of from 0.3 to 15, in addition polymerized to hard, imide group containing polymers characterized by the recurring unit: ##STR1## Coatings and shaped articles formed from such polymers are hard, tough, thermally stable, solvent resistant and are good insulators.Type: GrantFiled: May 22, 1980Date of Patent: August 3, 1982Assignee: Rhone-Poulenc IndustriesInventors: Jean-Louis Locatelli, Jean Robin
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Patent number: 4339566Abstract: A water-dispersible urethane acrylate binding agent which comprises a reaction product of: (A) 1 gram equivalent NCO of a di- or tri-isocyanate; (B) from 0 to 0.7 gram equivalent OH of a polyol, free of organically bound sulphur; (C) from 0.1 to 0.7 gram equivalent OH of a hydroxy-(C.sub.2 -C.sub.6 alkyl)-acrylate; and (D) from 0.01 to 0.5 gram equivalent NH of an amino sulphonic acid or an alkali metal or an alkaline earth metal salt thereof having from 1 to 4 amino groups per sulphonic acid group; the ratio of NCO group: NCO-reactive groups being from 1:1 to 1:1.2 which are prepared by reacting components (A), (B), (C), and (D) in a ratio of NCO groups:NCO-reactive groups of from 1:1 to 1:1.2 at a temperature of from 20.degree. to 100.degree. C.Type: GrantFiled: September 2, 1980Date of Patent: July 13, 1982Assignee: Bayer AktiengesellschaftInventors: Hans J. Rosenkranz, Hellmut Striegler, Otto Bendszus
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Patent number: 4328322Abstract: Synthetic polymers and a process for their preparation by a polyisocyanate polyaddition reaction are described. Synthetic polymers are provided by the reaction of a polyisocyanate with substantially an equivalent amount of an oligomeric para-, meta- or di-meta-aminobenzoic acid ester or amide having the formula ##STR1## wherein n is an integer of from 2 to 4; each x is one or two; each benzoyl nucleus is para-, meta- or di-meta- amino-substituted; each Z is ##STR2## and G is an n-valent radical which may be obtained by the removal of hydroxyl or amino groups from an n-valent oligomeric polyol or polyamine having a molecular weight of from about 400 to about 6,000. Useful synthetic polymeric products can be simply and effectively provided by reaction of the polyisocyanate and the oligomeric aminobenzoic acid ester or amide reactants without the requirement of additional curative or chain-extending agents.Type: GrantFiled: September 22, 1980Date of Patent: May 4, 1982Assignee: Polaroid CorporationInventor: Richard C. Baron
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Patent number: 4314922Abstract: A process for preparing aqueous polyurethane dispersions has been discovered which comprises(a) forming a polyurethane solution by reacting an organic polyisocyanate in the presence of a solvent with(i) an acrylic ester diol having a molecular weight of between 146 and 3,000;(ii) an organic polyhydroxyl compound other than (i) having a molecular weight between 400 and 5,000 selected from the group consisting of polyester polyols, polyether polyols, polycarbonates, polylactones, and mixtures thereof; and(iii) a chain extender having a molecular weight between 62 and 400 selected from the group consisting of diols, triols, diamines, aminoalcohols, and mixtures thereof;(b) forming an anionic polyurethane addition product by reacting said polyurethane solution with a mercaptocarboxylic acid salt in the presence of a solvent;(c) adding water; and(d) removing the solvent.The dispersions can be used in a variety of applications. For instance, they can be used to prepare films, coating, and binders.Type: GrantFiled: February 5, 1981Date of Patent: February 9, 1982Assignee: BASF AktiengesellschaftInventors: August Lehner, Alexander Kud, Heinrich Hartmann
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Patent number: 4303780Abstract: This invention relates to ureylene prepared by reacting an oxyalkylated polyamine with urea and to uses of such ureylene for example in removing oils, solids, and combinations thereof from aqueous systems, etc.Type: GrantFiled: February 26, 1980Date of Patent: December 1, 1981Assignee: Petrolite CorporationInventor: Thomas J. Bellos
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Patent number: 4302572Abstract: A coating or molding composition including a polyisocyanate, an unsaturated imide and an olefinically unsaturated comonomer copolymerizable with the unsaturated imide, and having a ratio of total isocyanate functions to total polymerizable double bonds in the imide in the range of from 0.3 to 15, is addition polymerized to hard, imide group containing polymers characterized by the recurring unit: ##STR1## Coatings and shaped articles formed from such polymers are hard, tough, thermally stable, solvent resistant and are good insulators.Type: GrantFiled: January 17, 1980Date of Patent: November 24, 1981Assignee: Rhone-Poulenc IndustriesInventors: Jean-Louis Locatelli, Jean Robin
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Patent number: 4292217Abstract: Water based coatings have been developed comprising water containing dispersed liquid droplets of water immiscible, hydroxy functional organic material, which are emulsified in the water, the water having dispersed therein an amine salt constituted by a salt of a solubilizing acid with a polyamide having a plurality of terminal primary amine groups. About one of the primary amine groups in the polyamide is unsubstituted, and at least about 70% of the isocyanate-reactive amino hydrogen atoms in the polyamide other than in the unsubstituted primary amine group are reacted with one isocyanate group of an organic polyisocyanate, the remaining isocyanate groups of which are blocked by a volatile blocking agent. The blocked isocyanate groups are nonreactive at room temperature and the unblocked isocyanate groups are reactive with the hydroxy functionality of the organic hydroxy functional material at elevated temperature.Type: GrantFiled: May 12, 1980Date of Patent: September 29, 1981Assignee: Mobil Oil CorporationInventor: Arthur T. Spencer
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Patent number: 4284752Abstract: Novel, crosslinked, unsaturated polymers which have properties better than those of known crosslinked, unsaturated polymers are produced by reaction of .beta.-aminocrotonic acid esters, nitriles or amides with polyisocyanates, at temperatures for example of between 50.degree. and 180.degree. C.Type: GrantFiled: May 8, 1980Date of Patent: August 18, 1981Assignee: Ciba-Geigy CorporationInventor: Theobald Haug
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Patent number: 4260729Abstract: Polyurea polymer compositions produced by reaction of isocyanates with compounds having terminal amino groups, said compounds being of the formula ##STR1## wherein z is 2 or 3, X is oxygen or sulfur and R stands for a z-valent group of the formula ##STR2## wherein k is 1 or 2, A is alkylidene or alkylated or non-alkylated vinylene, Y is B when k=1 and z=2; when k=2 and z=2; then Y is --CH.sub.2 --; when k=2 and z=3, then Y is ##STR3## and B in each case represents a divalent polyalkylene ether group or a polyalkylene thioether group such as is obtained by removal of the hydroxyl or mercapto groups from a polyalkylene ether diol or a polyalkylene thioether diol of a molecular weight of 100 to 15000. The polymer compositions are useful for the formation of vehicle tires of all types and for the formation of portions of vehicle wheels, for belts, fasteners and shoe soles.Type: GrantFiled: January 3, 1980Date of Patent: April 7, 1981Assignee: Lim-Holding S.A.Inventors: Oskar Schmidt, Walter Sibral
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Patent number: 4254176Abstract: The present disclosure is concerned with a novel transparent polyurethane polyurea which is particularly suitable for lamination to glass and glasslike transparent plastics. The polymer is the reaction product of high molecular weight diols, optionally low molecular weight diols, dihydroxy carboxylic acids, diisocyanates with only aliphatically and cycloaliphatically bound isocyanates and organic diamines having aliphatically and cycloaliphatically bound primary amino groups. It has specified contents of carboxyl groups and urea groups, and it has a minimum shear modulus at both 20.degree. and 60.degree. C.The present disclosure is also concerned with a process for synthesizing such polymers. A preferred method is to react the diisocyanate and hydroxyl bearing compounds to prepare an isocyanate terminated prepolymer and chain extend with the diamine.Type: GrantFiled: September 29, 1978Date of Patent: March 3, 1981Assignee: Bayer AktiengesellschaftInventors: Hanns P. Muller, Wolfgang Oberkirch, Kuno Wagner, Bernd Quiring
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Patent number: 4254229Abstract: The instant invention is directed to polyurethane plastics which may be cellular, produced by reaction of polyisocyanates with relatively high molecular weight polyhydroxyl compounds and, optionally, low molecular weight polyhydroxyl compounds, and diamines, said polyurethane plastic containing structural units corresponding to the general formula ##STR1## in which R' represents a straight or branched divalent aliphatic, cycloaliphatic or aromatic radicals containing from 2 to 20 carbon atoms andR" represents hydrogen, a straight or branched alkyl radical containing from 1 to 6 carbon atoms, an aryl radical containing from 6 to 15 carbon atoms, a cycloalkyl radical containing from 4 to 12 carbon atoms, halogen, --NO.sub.2, --CN, --OR'" or a radical ##STR2## where R"' represents a straight or branched alkyl radical containing from 1 to 6 carbon atoms.Type: GrantFiled: December 26, 1979Date of Patent: March 3, 1981Assignee: Bayer AktiengesellschaftInventors: Jurgen Schwindt, Gerhard Grogler, Paul Uhrhan
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Patent number: 4251649Abstract: A heat-curable and solvent-soluble ester group containing polymer composition is prepared by the steps of:(1) either (i) reacting a highly polymerized linear aromatic polyester with a diaryl carbonate to depolymerize it to a solvent-soluble low-molecular-weight polyester (component A) containing terminal aryl carboxylate groups, or (ii) effecting the above depolymerization in the presence of a compound containing at least two specified functional groups thereby to form a modified solvent-soluble low-molecular-weight polyester (component A') containing terminal aryl carboxylate groups; and(2) either (i) mixing the resulting component A or A' with a monomeric or solvent-soluble polymeric, polyfunctional compound (component B) containing at least two hydroxyl and/or primary or secondary amino groups or (ii) partially reacting the resulting component A or A' with the component B. The composition has superior workability in molding and curing, and gives cured molded products of high utilitarian value.Type: GrantFiled: April 6, 1978Date of Patent: February 17, 1981Assignee: Teijin LimitedInventors: Shigeyoshi Hara, Tateyoshi Yamada
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Patent number: 4247677Abstract: Polyurea polymer compositions produced by the isocyanate polyaddition process by reacting compounds having terminal groups and represented by the general formula: ##STR1## wherein z is an integer of 2 to 4, X is oxygen or sulfur and R is a group of the formula:-Y-[Ar-B].sub.kwherein k is an integer of 1 to 4, Ar is an aromatic group, Y is B when k is 1 and when k is 2, then Y is an alkylidene group having 1 to 5 carbon atoms and B represents a divalent polyalkylene ether group or polyalkylene thioether group such as is obtained by the removal of the hydroxyl or mercapto groups from a polyalkylene ether diol or a polyalkylene thioether diol of a molecular weight of about 100 to 15000, with a polyisocyanate. The polymer compositions are useful for the formation of vehicle tires of all types and for the formation of portions of vehicle wheels, for belts, fasteners and shoe soles.Type: GrantFiled: April 13, 1979Date of Patent: January 27, 1981Assignee: Lim-Holding S.A.Inventors: Oskar Schmidt, Walter Sibral
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Patent number: 4238378Abstract: The instant invention is directed to novel polyurethane cationic electrolyte-stable dispersions characterized by lateral or terminal polyalkylene oxide polyether chains containing from 2 to 10%, by weight, of ethylene oxide units, based on the total weight of the polyurethane; a content of ##STR1## groups of from 16 to 100 milliequivalents per 100 g of polyurethane; an average particle size of from 50 to 300 m.mu.; and a solids content of from 10 to 45%.Type: GrantFiled: November 8, 1977Date of Patent: December 9, 1980Assignee: Bayer AktiengesellschaftInventors: Peter Markusch, Klaus Noll, Dieter Dieterich
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Patent number: 4237264Abstract: The instant invention is directed to novel polyurethanes which have a substantially linear molecular structure and which are dispersible in water, and the method of producing such polyurethanes. The polyurethanes of the present invention are characterized by an ethylene oxide unit content of from 0.5 to 10%, by weight, and by an ionic content of from 0.1 to 15 milliequivalents per 100 grams of polyurethane.Type: GrantFiled: November 8, 1977Date of Patent: December 2, 1980Assignee: Bayer AktiengesellschaftInventors: Klaus Noll, Klaus Nachtkamp, Josef Pedain
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Patent number: 4233410Abstract: Condensation polymers or addition polymers which contain sterically hindered polyalkylpiperidine groups are proposed as light stabilizers for plastics. The polymers concerned are relatively low-molecular polymers and a difunctional derivative of a polyalkylpiperidine is additionally used for the manufacture of these. The piperidine radical can be present in the main chain or as a side group of the polymeric stabilizer. Polymeric stabilizers of this type do not tend to migrate out of the plastic or to be removed by extraction; they are therefore very permanent in use.Type: GrantFiled: November 16, 1978Date of Patent: November 11, 1980Assignee: Ciba-Geigy CorporationInventors: Jean Rody, Michael Rasberger
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Patent number: 4229560Abstract: A thermostable heterocyclic polymer constituted by monomer units of the general formula ##STR1## where R.sup.1 and R.sup.2 denote an organic radical having from 2 to 1000 carbon atoms;a radical having 2 to 1000 carbon atoms, containing:1 to 1000 atoms of Si,and/or 1 to 1000 atoms of F,and/or 1 to 1000 atoms of Cl,and/or 1 to 1000 atoms of Br,and/or 1 to 1000 atoms of N,and/or 1 to 1000 atoms of S,and/or 1 to 1000 atoms of P,and/or 1 to 1000 atoms of B,and/or 1 to 1000 atoms of O,R.sup.1 and R.sup.2 being either the same or different;R.sup.3 .dbd.NH, CH.sub.2 ;R.sup.4 is a radical which, with R.sup.3 .dbd.NH, may be ##STR2## while with R.sup.3 .dbd.CH.sub.Type: GrantFiled: May 30, 1978Date of Patent: October 21, 1980Inventors: Alexei Y. Chernikhov, Mikhail N. Yakovlev, Valentina B. Lysova, Evgeny L. Gefter, Nina N. Shmagina
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Patent number: 4229561Abstract: New polyurea polymer compositions are disclosed which are prepared by a polyaddition reaction of a polyisocyanate with a compound having the general formula: ##STR1## wherein X is oxygen or sulfur and R represents a group of the formula: ##STR2## wherein R.sub.1 to R.sub.4 are hydrogen or halogen and B stands for a divalent polyalkylene ether group or a polyalkylene thioether group such as it is obtained by removal of the hydroxyl or mercapto groups from a polyalkylene ether diol or from a polyalkylene thioether dithiol of a molecular weight of 100 to 15000. The polymer composition are useful for the formation of vehicle tires of all types including plastic components for parts of wheels, for conveyor belts, fasteners and shoe soles.Type: GrantFiled: April 13, 1979Date of Patent: October 21, 1980Assignee: Lim-Holding, S.A.Inventors: Oskar Schmidt, Walter Sibral
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Patent number: 4225479Abstract: Polyepoxide resins are reacted in approximately equivalent ratios with primary amines to form cationic resinous compositions. The primary amine is a mixture of an aliphatic monoamine and an aliphatic diamine which contains one primary amine group and one tertiary amine group. The resinous reaction products can be salted with an acid and can be dissolved or dispersed in water. The aqueous dispersions or solutions can then be formulated into primer coatings for metal objects.Type: GrantFiled: July 30, 1979Date of Patent: September 30, 1980Assignee: Celanese CorporationInventor: Darrell D. Hicks
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Patent number: 4221896Abstract: A room temperature curable polyorganosiloxane composition which comprises (A) 100 parts by weight of .alpha.,.omega.-dihydroxypoly(diorganosiloxane) having a viscosity of 20 to 1,000,000 cp measured at 25.degree. C. and being represented by the following general formula:HO(R.sup.1.sub.2 SiO).sub.n Hwherein R.sup.1 stands for a monovalent substituted or unsubstituted hydrocarbon group and two R.sup.1 groups may be the same or different, and n is a number satisfying said requirement of the viscosity,(B) 0.1 to 30 parts by weight of an aminoxy group-containing organic silicon compound having at least two organoaminoxy groups on the average in the molecule, and (C) 0.001 to 20 parts by weight of a compound having at least one isocyanate group in the molecule.Type: GrantFiled: March 12, 1979Date of Patent: September 9, 1980Assignee: Toshiba Silicone Co., Ltd.Inventor: Isao Endo
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Patent number: 4217436Abstract: Novel bis cyclic ureas are disclosed having the formula ##STR1## wherein C.sub.n H.sub.a n represents alkylene from 4 to 12 inclusive and provided there are at least 4 carbon atoms in succession in the chain and R is the residue obtained by the removal of both halogen atoms from a diacid halide.The bis cyclic ureas are easily converted to a novel class of aliphatic diisocyanates simply by heating. Alternatively, they are blended with polymeric polyols to form one-component storage stable compositions which are thermally converted to polyurethane resins without any significant volatile or side product formation.Type: GrantFiled: December 11, 1978Date of Patent: August 12, 1980Assignee: The Upjohn CompanyInventors: Reinhard H. Richter, Benjamin W. Tucker, Henri Ulrich
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Patent number: 4206110Abstract: Flame-resistant polyhydantoin sheets or films containing from 0.01 to 2% by weight of a salt of an organic sulphonic acid.Type: GrantFiled: February 3, 1978Date of Patent: June 3, 1980Assignee: Bayer AktiengesellschaftInventors: Eckart Reese, Joachim Wank, Rudolf Binsack
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Patent number: 4202987Abstract: Novel bis-anthranilates are obtained by reacting 1 mol of a N,N'-bis-(hydroxyalkyl)-urea with 2 mols of isatoic anhydride. The novel bis-anthranilates are valuable chain extenders for polyurethanes and valuable crosslinking agents for polyurea and epoxide resins.Type: GrantFiled: December 4, 1978Date of Patent: May 13, 1980Assignee: Ciba-Geigy CorporationInventors: Jurgen Habermeier, Roland Moser, Wolfgang Seiz
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Patent number: 4194070Abstract: Covers certain aromatic-amine amides which comprise the reaction product of a bis-amino-n propyl ether and an isatoic anhydride of the formula: ##STR1## where R is selected from the group consisting of hydrogen, alkyl, nitro, halo, hydroxy, amino, and cyano, and n is a number of 1-4. Also covers the use of said compounds as chain-extenders in polyurethane compositions. Such chain-extenders provide for the production of polyurethane elastomers having improved tensile strength, tear strength and elongation properties.Type: GrantFiled: October 10, 1978Date of Patent: March 18, 1980Assignee: Texaco Development CorporationInventors: Edward T. Marquis, Ernest L. Yeakey
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Patent number: 4191835Abstract: Bis-anthranilates of the formula I ##STR1## or mixtures thereof, in which, in the formula, m and n are each 0 or a number from 1 to 5, preferably a number from 1 to 3, and the sum of m and n must be at least 1, as novel chain extenders and crosslinking agents for the production of polyurethanes and polyurea resins. The compounds of the formula I are also suitable as curing agents for epoxide resins.Type: GrantFiled: December 4, 1978Date of Patent: March 4, 1980Assignee: Ciba-Geigy CorporationInventors: Jurgen Habermeier, Roland Moser
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Patent number: 4191836Abstract: Bis-anthranilates of the formula ##STR1## or mixtures thereof, in which, in the formula, m and n are each 0 or a number from 1 to 5 and the sum of m and n must be at least 1, y is 0 or 1 and X is an alkylene radical having 1 to 8 C atoms, para- or meta-phenylene or para-cyclohexylene.The novel compounds are valuable chain extenders and crosslinking agents for the production of polyurethanes and polyurea resins and are also suitable as curing agents for epoxide resins.Type: GrantFiled: December 4, 1978Date of Patent: March 4, 1980Assignee: Ciba-Geigy CorporationInventors: Jurgen Habermeier, Roland Moser
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Patent number: 4184005Abstract: A process for the production of laminated films employing a two component non-solvent adhesive system, which comprises the steps of applying a thin film of at least one polyether having at least two terminal isocyanate groups and a molecular weight between 2000 and 5000 to one of two films to be bonded together, applying a thin film of at least one long chain compound having at least two reactive terminal amino groups to the other film to be bonded, the application of both thin films being in such amounts that the molar ratio of isocyanate groups to amine groups is from 1:1 to 5:1 and the two components together being present in an amount of 0.5 to 5.0 gm/m.sup.2, pressing the coated sides of the two coated films together and recovering said laminated films.Type: GrantFiled: April 20, 1978Date of Patent: January 15, 1980Assignee: Henkel Kommanditgesellschaft auf Aktien (Henkel KGaA)Inventors: Hans Bauriedel, Rainer Hasenkamp
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Patent number: 4182825Abstract: Hydroxy terminated polyethers are capped with toluene diisocyanate, and the amount of unreacted toluene diisocyanate substantially reduced. When cured with 4,4'-methylene-bis-(2-chloroaniline), the cured products have superior dynamic properties to the corresponding toluene diisocyanate capped polyethers with usual unreacted toluene diisocyanate content. The cured products are useful in fabricating industrial tires.Type: GrantFiled: October 11, 1978Date of Patent: January 8, 1980Assignee: Thiokol CorporationInventor: William A. Jackle
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Patent number: 4181789Abstract: A polyparabanic acid derivative having a recurrent structural unit of the formula ##STR1## wherein X is O or S; each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4, which may be the same or different, when taken separately is hydrogen or an aliphatic, aromatic or aliphatic-aromatic group; R.sup.1 and R.sup.2 when taken together complete a cycloaliphatic ring and R.sup.3 and R.sup.4 when taken together complete a cycloaliphatic ring and each of R.sup.5, R.sup.6 and R.sup.7, which may be the same or different, is an aliphatic, aromatic or aliphatic-aromatic residue of an organic isocyanate after removal of at least one isocyanate group and method of producing same by reacting a compound of the formula ##STR2## with at least one organic isocyanate having at least two isocyanate groups at a temperature of from -20.degree. to 400.degree. C.Type: GrantFiled: September 22, 1978Date of Patent: January 1, 1980Assignee: Bayer AktiengesellschaftInventors: Henning Giesecke, Jurgen Hocker, Rudolf Merten
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Patent number: 4180644Abstract: Covers certain aromatic-amine amides which comprise the reaction product of an alkylene polyoxypropylene diamine, triamine, or tetramine and an isatoic anhydride of the formula: ##STR1## where R" is selected from the group consisting of hydrogen, alkyl, nitro, halo, hydroxy, amino, and cyano, and n is a number of 1-4. Also covers the use of said compounds as chain-extenders in polyurethane compositions. Such chain-extenders provide for the production of polyurethane elastomers having improved tensile strength, tear strength and elongation properties.Type: GrantFiled: July 31, 1978Date of Patent: December 25, 1979Assignee: Texaco Development Corp.Inventors: Edward T. Marquis, Ernest L. Yeakey
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Patent number: 4178427Abstract: An improved curable epoxy resin composition of a vicinalpolyepoxide and an effective amount of a novel polyether urea curing agent is disclosed. The improved curable epoxy resins which are useful as coatings, castings, sealants, and adhesives show improved tensile shear strength, flexural strength, and ultimate elongation. The novel polyether urea curing agents of the instant invention are characterized by terminal primary amino groups and are formed by reaction of polyoxyalkylenepolyamines with urea, urea forming compounds, or bifunctional isocyanates.A preferred curing agent includes a mixture of a novel polyether urea formed by reaction of a polyoxypropylenepolyamine having a molecular weight of from about 200-2000 and an effective amount of urea; and another known epoxy resin curing agent such as polyoxyalkylenepolyamine in ratios of from about 5:1 to 1:5 by weight.Type: GrantFiled: February 6, 1978Date of Patent: December 11, 1979Assignee: Texaco Development Corp.Inventors: Harold G. Waddill, Heinz Schulze
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Patent number: 4174455Abstract: Anthranilates of the formula ##STR1## wherein each R is hydrogen or ##STR2## each n is the number 2, 3 or 4, y is nought or 1 and X is an alkylene radical having 1 to 8 C atoms, meta- or para-phenylene or meta- or para-cyclohexylene, are obtained by reacting a hydroxyalkylated dicarboxylic acid diamide of the formula ##STR3## wherein each R is hydrogen or --CH.sub.2).sub.n OH and n, y and X are as defined above, with isatoic anhydride, preferably in the presence of an alkaline catalyst.The novel compounds are valuable chain extenders and crosslinking agents for the production of polyurethanes and polyurea resins and are also suitable as curing agents for epoxide resins.Type: GrantFiled: December 4, 1978Date of Patent: November 13, 1979Assignee: Ciba-Geigy CorporationInventors: Jurgen Habermeier, Roland Moser, Wolfgang Seiz
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Patent number: 4174433Abstract: This invention relates to new polyols modified by guanidine groups, to a process for the preparation thereof and to the use thereof as starting component for the preparation of preferably foamed polyurethane plastics. The process involves (A) reacting diisocyanato-carbodiimides corresponding to the following general formula:OCN--R.sup.2 -N.dbd.C.dbd.N).sub.m R.sup.2 -NCOat a temperature of from about 25.degree. to 130.degree. C., optionally in the presence of an inert solvent, with polyhydroxyl compounds corresponding to the following general formula:A--OH).sub.nin an ON/NCO-ratio of from 1.2:1 to 30:1 to form a polyhydroxyl compound containing carbodiimide groups and (B) completely or partly reacting, at a temperature of from 0.degree. to 150.degree. C., the remaining carbodiimide groups remaining in the production of Step (A), optionally in the presence of an inert solvent, with an amine, amide or hydrazide corresponding to the following general formula:R.sup.3 --NR.sup.1 H).sub.Type: GrantFiled: March 23, 1978Date of Patent: November 13, 1979Assignee: Bayer AktiengesellschaftInventors: Walter Schafer, Kuno Wagner, Kurt Findeisen
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Patent number: 4170701Abstract: Processes for the production of hydantoins substituted by amide groups wherein unsaturated cyclic imide compounds are reacted with primary amins and then with organic isocyanates.Type: GrantFiled: April 19, 1978Date of Patent: October 9, 1979Assignee: Bayer AktiengesellschaftInventors: Ludwig Rottmaier, Rudolf Merten
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Patent number: 4169931Abstract: A process for the preparation of an amide-substituted (thio)hydantoin which comprises reacting a primary mono- or poly-amine with an optionally substituted maleic acid amide reacting the resulting product with an organic mono- or poly-iso(thio)cyanate and subsequently cyclizing the resulting product by the action of heat.Type: GrantFiled: April 19, 1978Date of Patent: October 2, 1979Assignee: Bayer AktiengesellschaftInventors: Ludwig Rottmaier, Rudolf Merten
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Patent number: 4161492Abstract: Cycloaliphatic amines are prepared by catalytically hydrogenating an aromatic amine under elevated pressures and temperatures in the presence of a supported ruthenium catalyst wherein the support is a hydroxide and/or hydrated oxide of chromium and manganese and/or their dehydration products. The catalyst preferably contains from 0.1 to 10% by weight ruthenium based on the total weight of the supported catalyst. Novel cycloaliphatic amines produced according to the process have the formulas ##STR1## wherein THE R substituents are hydrogen or alkyl.Type: GrantFiled: July 27, 1977Date of Patent: July 17, 1979Assignee: Bayer AktiengesellschaftInventor: Oskar Weissel
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Patent number: 4156675Abstract: A urea compound having a sulfonate radical is obtained by reaction of aminoaminosulfonate represented by the formula: ##STR1## (where R.sub.1 is a hydrocarbon-based radical, and R.sub.3 is propylene radical, a substituted propylene radical, butylene radical or a substituted butylene radical) with diisocyanate, optionally in the presence of diamine and/or water. The reaction may be achieved by interfacial polymerization, solution polymerization, or solvent-free polymerization.Type: GrantFiled: February 17, 1978Date of Patent: May 29, 1979Assignee: NHK Spring Co., Ltd.Inventors: Shitomi Katayama, Takeyasu Iwashita, Kiyoshi Jin
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Patent number: 4154724Abstract: Novel polyether polyureides useful in the manufacture of plastics, sealants, molds, foams and coatings. The novel composition comprises a ureido-terminated polyoxyalkylene prepared by reacting a primary amine-terminated polyoxyalkylene with urea at temperatures in the range from about 120.degree. C. to about 150.degree. C. in a molar ratio of about one mole of urea for each terminal primary amino group.Type: GrantFiled: June 28, 1976Date of Patent: May 15, 1979Assignee: Texaco Development Corp.Inventor: Heinz Schulze
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Patent number: 4153801Abstract: The invention relates to novel poly(thio)ethers having terminal amino groups, a process for their production and their application in the production of polyureas showing increased thermal stability and improved tensile and structural strength.Type: GrantFiled: October 26, 1976Date of Patent: May 8, 1979Assignee: Lim Holding, S.A.Inventors: Oskar Schmidt, Walter Sibral
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Patent number: 4152510Abstract: Novel polyurethane elastomers having excellent physical properties are prepared utilizing as chain extenders aromatic diamine compounds having the general formula ##STR1## wherein R is hydrogen, C.sub.1 to C.sub.4 alkyl, halogen, C.tbd.N, CF.sub.3 or SO.sub.2 --Z wherein Z is C.sub.1 to C.sub.4 alkyl, several of which diamine compounds are hitherto unknown in the art.Type: GrantFiled: October 25, 1977Date of Patent: May 1, 1979Assignee: Bayer AktiengesellschaftInventors: Johannes Blahak, Walter Meckel, Erwin Muller
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Patent number: 4129716Abstract: A novel polyether containing urea-aldehyde resin useful in plastics, sealants, molds, foams and coatings. The novel composition comprises the condensation product of a ureido-terminated polyoxyalkylene and an aldehyde. The ureido terminated polyoxyalkylene compound is prepared by reacting a primary amine terminated polyoxyalkylene with urea at temperatures in the range of about 120.degree. C to about 160.degree. C in a molar ratio of about 1 molecule of urea for each primary amino group.Type: GrantFiled: June 6, 1977Date of Patent: December 12, 1978Assignee: Texaco Development CorporationInventor: Heinz Schulze
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Patent number: 4129741Abstract: Compounds having terminal amino groups and being of the general formula ##STR1## wherein z is an integer of 2 to 4, X is oxygen or sulfur and R is a group of the formula--Y--[Ar--B].sub.k (II)wherein k is an integer of 1 to 4,Ar is aromatic,When k = 1, Y is B and when k = 2 to 4 then Y is an akylidene group having 1 to 5 carbon atoms,B represents divalent polyalkylene ether or polyalkylene thioether such as it is obtained by removal of the hydroxyl or mercapto groups from a polyalkylene ether diol or a polyalkylene thioether dithiol of a molecular weight of about 100 to 15000. The compounds are useful to prepare polyureas.Type: GrantFiled: October 26, 1976Date of Patent: December 12, 1978Assignee: Lim-Holding, S.A.Inventors: Oskar Schmidt, Walter Sibral
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Patent number: 4111915Abstract: Functional liquid conjugated diene copolymers are prepared from conjugated dienes, or conjugated dienes with monovinyl aromatic hydrocarbon monomers, with lithium salts of alkenols as comonomers. The lithium alkenoxide comonomer can be employed as a comonomer during polymerization of the other monomers, or copolymerized at the end of polymerization of the other monomers. The functional copolymers can be cured with such as the polyisocyanate curing systems.Type: GrantFiled: February 1, 1977Date of Patent: September 5, 1978Assignee: Phillips Petroleum CompanyInventor: Charles M. Selman
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Patent number: 4108843Abstract: Random copolymers of polyparabanic acids and polyamide-imides are described. The copolymers are highly useful engineering thermoplastics which, unlike the corresponding polyparabanic acid homopolymers, are readily moldable by compression molding and like techniques. The copolymers are readily prepared by the one-shot reaction of bis(alkoxyoxalyl)amides of aliphatic, araliphatic or aromatic diamines, with organic diisocyanates and trimellitic anhydride.Type: GrantFiled: July 5, 1977Date of Patent: August 22, 1978Assignee: The Upjohn CompanyInventors: Augustin T. Chen, Kemal B. Onder
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Patent number: 4107151Abstract: A urethane elastomer is produced by simultaneously reacting an organic polyisocyanate with(1) a chain polyol having a molecular weight of 400 to 5,000,(2) an aromatic diamine and(3) a polyol having at least one urethane bond and/or an amino alcohol having at least one urethane bond.Type: GrantFiled: October 28, 1976Date of Patent: August 15, 1978Assignee: Ihara Chemical Company Co., Ltd.Inventors: Akio Takahashi, Hirokichi Saito, Yoshijiro Oyaizu
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Patent number: 4107200Abstract: This invention relates to new aliphatic diamines containing cyanide groups, a process for their preparation by hydrogenation of the corresponding trinitriles and their use as chain lengthening agents in the isocyanate polyaddition process.Type: GrantFiled: January 27, 1977Date of Patent: August 15, 1978Assignee: Bayer AktiengesellschaftInventors: Eberhard Konig, Josef Pedain
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Patent number: 4107152Abstract: This invention relates to novel flame retarding agents and processes in which they are used in the production of polyurethanes. These compounds are represented by the general formula: ##STR1## wherein: A and L, which are identical or different, represent optionally branched C.sub.1 -C.sub.17 -alkyl groups or -OR groups wherein R represents an optionally branched C.sub.1 -C.sub.8 -alkyl group, andX represents hydrogen, halogen, an optionally branched C.sub.1 -C.sub.8 alkyl group, a C.sub.6 -C.sub.12 aryl or aralkyl group, NH.sub.2, CF.sub.3, CN, COOR', SO.sub.3 R', ##STR2## wherein: R' represents hydrogen or an optionally branched alkyl or cycloalkyl group having 1-10 C atoms andR" represents an optionally branched alkyl or cycloalkyl group having 1-10 C atoms.Type: GrantFiled: September 1, 1977Date of Patent: August 15, 1978Assignee: Bayer AktiengesellschaftInventors: Hans Hubner, Johannes Blahak, Hans-Joachim Meiners