Organic Nh, =nh, Or Hnh Nitrogen-containing Reactant Contains A Heterocyclic Ring Patents (Class 528/62)
-
Patent number: 4728710Abstract: An improved antifoaming two component polyurethane adhesive comprising a first component composed of a polyisocyanate prepolymer and a second component composed of a polyol, a poly amine and a bicyclic amide acetal is described.Type: GrantFiled: November 28, 1986Date of Patent: March 1, 1988Assignee: Ashland Oil, Inc.Inventor: Anil B. Goel
-
Patent number: 4727095Abstract: Thermoformable rigid foams are made by reacting an organic polyisocyanate with a polyol component. The polyol component includes at least one organic polyhydroxyl compound having a hydroxyl number of from 28 to 1200, a foaming agent, a catalyst and a compound which masks isocyanate groups. Preferred isocyanate masking compounds are .epsilon.-caprolactam and nonyl phenol. The foam thus obtained may then be molded and crosslinked by heating it to a temperature of from 150.degree. to 190.degree. C. These foams are particularly useful as interior trim for motor vehicles.Type: GrantFiled: March 18, 1987Date of Patent: February 23, 1988Assignee: Bayer AktiengesellschaftInventors: Eberhard Konig, Uwe F. Gronemeier, Karl-Josef Kraft
-
Patent number: 4663415Abstract: This invention relates to a process for the production of solid polyamines stabilized by a polyadduct covering and showing retarded reactivity comprising reacting(1) one or more solid organic polyamines in particulate form, said polyamines containing at least two primary and/or secondary amino groups and having melting points above 50.degree. C., and(2) from 0.1 to 25 equivalent % of isocyanate per amine equivalent of a water insoluble, difunctional and/or higher functional polyisocyanate,said reaction being conducted at a temperature below the melting point of said solid polyamine, and being conducted in the presence of(3) a liquid medium selected from the group consisting of(a) organic compounds containing two or more hydroxy groups and having molecular weights of from 62 to 10,000,(b) plasticizers,(c) water, and(d) mixtures thereofto form a suspension of polyadduct-covered stabilized polyamines in the liquid medium.Type: GrantFiled: July 29, 1985Date of Patent: May 5, 1987Assignee: Bayer AktiengesellschaftInventors: Gerhard Grogler, Richard Kopp, Heinrich Hess, Werner Rasshofer
-
Patent number: 4647647Abstract: Addition compounds suitable as dispersing agents, obtainable by the reaction of polyisocyanates having an average functionality of from 2.5 to 6 with monohydroxyl compounds, reaction of the resulting reaction product with compounds of the formula IIG--(E).sub.n IIwherein E stands for --OH, --NH.sub.2 and/or --NHR (wherein R represents an alkyl group with 1 to 4 carbon atoms) and n stands for 2 or 3, and G represents an aliphatic, cycloaliphatic and/or aromatic group, and further reaction of the reaction product thus obtained with compounds of the formula IIIZ--Q IIIwherein Q stands for --OH, --NH.sub.2, --NHR (wherein R stands for an alkyl group having 1 to 4 carbon atoms) or --SH, and Z denotes a group having at least one basic group containing nitrogen. The invention also relates to processes for the preparation of these addition compounds, their use, and pulverulent or fibrous solids which are coated with these dispersing agents and are to be incorporated in liquid systems.Type: GrantFiled: December 24, 1984Date of Patent: March 3, 1987Assignee: BYK-Chemie GmbHInventors: Karlheinz Haubennestel, Peter Kramp
-
Patent number: 4619985Abstract: The present invention is directed to a process for the production of suspensions of finely-divided polyisocyanates which are obtainable by the surface reaction with from 0.1 to 25 equivalent percent of reactive group per NCO of stabilizers in relatively high molecular weight polyols and/or relatively high molecular weight polyamines having molecular weights from 400 to 6,000 optionally with addition of lower molecular weight polyols and/or aromatic amines having molecular weights of from 60 to 399, which are characterized in that unreacted quantities of stabilizers in the suspension are subsequently partially or completely deactivated by addition of substances having an acylating and/or neutralizing and/or alkylating effect and/or adsorbing effect as "deactivators". In particular, mono- and/or polyisocyanates are used as "deactivators".Type: GrantFiled: May 8, 1985Date of Patent: October 28, 1986Assignee: Bayer AktiengesellschaftInventors: Heinrich Hess, Gerhard Grogler, Richard Kopp, James M. Barnes
-
Patent number: 4587275Abstract: Polyurethane urea elastomers are produced by reacting polyisocyanates with compounds containing at least two isocyanate reactive hydrogen atoms having a molecular weight of 400 to 10,000 and mononuclear or dinuclear aromatic diamines. The aromatic diamines must have at least one sulfonamide group as a substituent on at least one of their aromatic rings. Known chain lengthening agents, activators, blowing agents, auxiliary agents and additives may also be included in the reaction mixture.Polyurethane elastomers produced by this process have excellent mechanical properties. In particular, such elastomers are soft yet have high tear propagation resistance.Type: GrantFiled: September 30, 1982Date of Patent: May 6, 1986Assignee: Bayer AktiengesellschaftInventors: Richard Kopp, Holger Meyborg, Gerhard Grogler, Jurgen Schwindt
-
Patent number: 4581435Abstract: Alkyl-substituted thiapolycyclic polyahls such as dimethyl-9-thiabicyclononane diamines form polymers that have improved physical properties.Type: GrantFiled: April 27, 1984Date of Patent: April 8, 1986Assignee: The Dow Chemical CompanyInventor: David W. Hughes
-
Patent number: 4581433Abstract: The present invention relates to coating compositions comprising (i) an isocyanate prepolymer based on bis(4-isocyanatocyclohexyl)methane and polyalkylene ether polyols having hydroxyl functionalities of 2 to 3 and (ii) at least one diprimary aromatic diamine having at least one alkyl substituent in an ortho-position to one amino group and two alkyl substituents in both ortho-positions to the other amino group.Type: GrantFiled: April 29, 1985Date of Patent: April 8, 1986Assignee: Mobay CorporationInventors: Terry A. Potter, Peter H. Markusch, David J. Prepelka
-
Patent number: 4579928Abstract: Urethane elastomers are produced by initially adding at least one incremental amount of a curing agent to a urethane prepolymer, having free polyisocyanate therein. Generally, free polyisocyanate-curing agent adducts are precipitated. Subsequently, the remaining amount of curing agent is added. Chain extension, accordingly, is favored which produces hard segment domains more evenly distributed in the polymer chain and imparts improved physical properties such as hardness, tear strength and high-low strain modulus.Type: GrantFiled: April 18, 1985Date of Patent: April 1, 1986Assignee: The Firestone Tire & Rubber CompanyInventors: Edward L. Kay, Kenneth B. Roskos
-
Patent number: 4560738Abstract: A novel pest-combating agent of increased duration of action is produced by reacting a pest-combating agent having at least one hydrogen atom active in a Zerewitinoff reaction other than a hydrogen atom which is part of a carbamic acid ester group ##STR1## with a polyether isocyanate, the reaction with the polyether isocyanate taking place on said other hydrogen atom.Type: GrantFiled: August 19, 1983Date of Patent: December 24, 1985Assignee: Bayer AktiengesellschaftInventors: Roland Richter, Paul Reinecke, Hanns P. Muller, Gerhard Bonse, Wilhelm Brandes
-
Patent number: 4552945Abstract: Polyamide-polyurea containing polymers are disclosed that are derived from the reaction of (A) an organic polyisocyanate; (B) an organic compound having at least two active hydrogen containing groups; and (C) about 15 to about 160 parts per 100 parts of said (B) of a chain extender combination comprising (i) a particular enamine and (ii) an aromatic diamine and optionally (iii) an extender diol wherein the ratio of equivalents of (A) to total equivalents of (B) and (C) is within the range of about 0.90:1 to 1.10:1.The polymers find particular utility in the preparation of RIM parts having excellent physical properties. At the same time, the polymers are characterized by slower gel times than prior art aromatic diamine extended polymers thereby allowing the filling of larger molded parts.Type: GrantFiled: December 19, 1984Date of Patent: November 12, 1985Assignee: The Dow Chemical CompanyInventors: Louis M. Alberino, Dale F. Regelman, Nancy P. Vespoli
-
Patent number: 4540720Abstract: The invention relates to a simplified, economic process for the production of polyamines by the alkaline hydrolysis of compounds containing terminal aromatic and/or aliphatic isocyanate groups (including modified isocyanates or NCO-prepolymers and semi-prepolymers with NCO-contents of from 0.5 to 40% by weight), with strong aqueous bases, direct isolation of the polyamines from the carbamate stage being possible by thermal carbamate decomposition and/or solvent extraction.The invention also relates to the use of the aromatic and/or aliphatic polyamines containing primary NH.sub.2 -groups obtainable by the process according to the invention for the production of polyurethanes, such as optionally cellular polyurethane plastics and polyurethane foams.Type: GrantFiled: July 26, 1982Date of Patent: September 10, 1985Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Gerhard Grogler, Klaus Konig, Dieter Dieterich
-
Patent number: 4520186Abstract: Aromatic uret dione diurea diamines corresponding to the formula ##STR1## in which X, Y, m and n are as defined herein are produced by reacting an aromatic diamine with a diisocyanate corresponding to a specified formula in a molar ratio of diamine to diisocyanate of at least 1.8 to 1. These diamines are particularly useful in the production of elastomers.Type: GrantFiled: August 25, 1983Date of Patent: May 28, 1985Assignee: Bayer AktiengesellschaftInventors: Heinrich Hess, Gerhard Grogler, Richard Kopp
-
Patent number: 4444976Abstract: An improved two component adhesive whereby said adhesive exhibits sag resistance on a vertical surface substantially immediately after the two components are mixed with adequate gel time for use thereof said two component adhesive being composed of a polyurethane prepolymer component and a curative component mixed at a ratio of 4:1.Type: GrantFiled: December 20, 1982Date of Patent: April 24, 1984Assignee: The Goodyear Tire & Rubber CompanyInventor: Thomas G. Rabito
-
Patent number: 4391957Abstract: An elasticized addition product formed from (a) polyalkylene ether-polyols having a molecular weight of 500 to 10,000 and 2 to 6 C atoms in the alkylene radical and (b) polyisocyanates, the ratio of the NCO groups of the component (b) to the OH groups of the component (a) being 1.5:1 to 2.5:1, and the addition product of (a) with (b) is further reacted with hydroxyl compounds from the group comprising (c) imidazolidine of a particular formula and/or (d) hexahydropyrimidine derivatives of a particular formula in an approximately 1:1 ratio of NCO groups to the OH groups of the components (c) and/or (d), and is in the form of this reaction product and/or in the form of a hydrolysis product thereof.Type: GrantFiled: July 19, 1982Date of Patent: July 5, 1983Assignee: Hoechst AktiengesellschaftInventor: Wilhelm Becker
-
Patent number: 4376193Abstract: Fully and partially aryl amine terminated polysulfide polymers and processes for their preparation and use are disclosed. The fully aryl amine terminated products are curable with isocyanates to high molecular weight polymers and are thus useful in molding and casting as well as in sealants. The partially aryl amine terminated polymers may be further reacted with polyisocyanates to form thiol terminated polysulfide polymers containing urea chain segments. These compounds are curable in the fashion of standard polysulfide polymers to form firmer polymers. The partially aryl amine terminated polymers may be also chain extended with isocyanate terminated urethane prepolymers. These block copolymers may be cured by standard SH terminated polysulfide polymer cure methods to prepare sealants of exceptional resiliency and weather resistance.Type: GrantFiled: January 22, 1980Date of Patent: March 8, 1983Assignee: Thiokol CorporationInventor: Eugene R. Bertozzi
-
Patent number: 4371686Abstract: An antithrombogenic, highly elastic polyurethane compound produced by the reaction of a polyether diol with a diisocyanate and a diamine, which polyurethane compound is characterized by said polyether diol being a compound of the general formula: ##STR1## wherein, a, b, and c each denote a positive integer and having a polyoxyethlene content in the range of from 10 to 50 weight percent and an average molecular weight in the range of from 500 to 5,000.Type: GrantFiled: September 14, 1981Date of Patent: February 1, 1983Assignee: Agency of Industrial Science & Technology Ministry of International Trade & IndustryInventors: Noboru Yamamoto, Iwao Yamashita
-
Patent number: 4355119Abstract: Oligomeric formal diols are prepared by coupling segments of PTMEG, each having a molecular weight of 1000-3000, with formaldehyde. The formal diols are useful in preparing polyurethanes.Type: GrantFiled: November 6, 1981Date of Patent: October 19, 1982Assignee: E. I. DuPont de Nemours and CompanyInventor: Engelbert Pechhold
-
Patent number: 4350781Abstract: A polymer precursor containing an oxazolin-2-one ring is made by reacting (a) an amino-reactive group containing compound having at least two groups capable of entering into an addition or condensation reaction with primary or secondary aromatically-bound amino groups with (b) an aromatic amine having at least one primary or secondary aromatically-bound amino group and at least one condensed oxazolin-2-one ring. The reactants are used in quantities such that for each aromatically bound primary or secondary amino group there are from 0.95 to 5 groups present in the amino-reactive group containing compound which are capable of reacting with the amino group. These polymer precursors may be used to produce high molecular weight polymers useful in the production of solid molded products, adhesives, foam plastics and coatings.Type: GrantFiled: July 24, 1981Date of Patent: September 21, 1982Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Gerhard Grogler, Holger Meyborg
-
Patent number: 4283548Abstract: Object of the invention are new diisatoic acid and triisatoic acid derivatives of the general formula I ##STR1## wherein n represents 2 or 3, X stands for oxygen or sulfur and R for a group of the general formula IIY--Z--B].sub.m, (II)in which m stands for 1 or 2, Y for B when m is 1 and Y further represents a di- or trivalent alkyl group with 1 to 5 carbon atoms when m is 2, B represents alkylene with 1 to 4 carbon atoms and Z stands for phenylene-1,4-dioxy or diphenylene-4,4'-dioxy optionally singly or multiply substituted by Cl, NO.sub.2 or alkyl or for a 5- to 7-membered heterocyclic ring which is optionally substituted by one or more of said substituents and has one or more atoms selected from the group consisting of N, S and O as members of the ring, with a benzene nucleus optionally being annulated to said ring, and a process for the production of these compounds which is characterized in that a compound of the general formula IIIR--XH).sub.Type: GrantFiled: April 10, 1979Date of Patent: August 11, 1981Assignee: Lim-Holding S.AInventors: Walter Sibral, Oskar Schmidt
-
Patent number: 4260691Abstract: 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 14, 1978Date of Patent: April 7, 1981Assignee: Ciba-Geigy CorporationInventors: Jean Rody, Michael Rasberger
-
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
-
Patent number: 4224417Abstract: The invention relates to new polyamines, preferably containing polyether segments, a process for their preparation and their use as starting components for the production of polyurethane resins. The process involves producing ketimines, aldimines or enamines containing hydroxyl groups by reacting a hydroxyl amine with an aldehyde or ketone and removing the water by product. The ketimine, aldimine, or enamine is then reacted with an NCO prepolymer wherein the hydroxyl group of the material reacts with the isocyanate group without disturbing the blocked amine. This polyaddition product is then hydrolyzed to unblock the high molecular weight polyamine.Type: GrantFiled: January 2, 1979Date of Patent: September 23, 1980Assignee: Bayer AktiengesellschaftInventors: Manfred Hajek, Kuno Wagner, Friedrich Moller, Peter Vehlewald
-
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
-
Patent number: 4136092Abstract: Isocyanate-terminated prepolymers can be cured with di- and triamino-s-triazines of formula ##STR1## where R is ##STR2## --S--R.sub.5 ; --O--R.sub.6 or ##STR3## where at least one of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is hydrogen; R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are hydrogen or an optionally substituted aromatic or aliphatic group andR' is the divalent residue of an organic diamine, the residue of an organic diisocyanate, or the residue of an organic diepoxide.Type: GrantFiled: May 11, 1976Date of Patent: January 23, 1979Assignee: Thiokol CorporationInventors: William A. Jackle, Michael P. Mazzeo, Marina N. Gillis
-
Patent number: 4118376Abstract: The present invention is concerned with a hydrocurable composition suitable for use as coatings, adhesives or grouts. The composition contains oxazolidine compounds and free isocyanate group containing prepolymers. The prepolymers are obtained by the reaction of polyisocyanates with special types of dispersions wherein the dispersed phase is synthesized in situ in a dispersing media of polyhydroxyl compounds. The dispersed phase may be a free radical addition polymer, an aminoplast polycondensate or a polyisocyanate addition product. In the last case, the non-isocyanate reactants used to form the dispersed phase are substantially more reactive with isocyanates than the dispersing media. An especially preferred composition is based on urethane oxazolidines and prepolymers of aliphatic or cycloaliphatic isocyanates with dispersions of isocyanate hydrazine or hydrazine hydrate condensates in polyhydroxy-polyethers having molecular weights of 200 to 16,000.Type: GrantFiled: July 18, 1977Date of Patent: October 3, 1978Assignee: Bayer AktiengesellschaftInventors: Josef Pedain, Wolfgang Wellner, Hermann Gruber, Manfred Dietrich