To Three Ring Carbons Patents (Class 544/221)
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Patent number: 4874860Abstract: The novel process ##STR1## gives the end products, known as animal growth-promoters and cooccidiostatics. Intermediates II are new.Type: GrantFiled: December 18, 1987Date of Patent: October 17, 1989Assignee: Bayer AktiengesellschaftInventors: Bernd Gallenkamp, Andreas Gunther, Karl-Heinrich Mohrmann, Thomas Schmidt
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Patent number: 4868298Abstract: A continuous method for the high-yield, one-step, solvent-free manufacture of blocked polyisocyanurate compounds useful as curing agents in powder coating compositions. The preferred method of manufacture is to pre-mix a blocking agent and a polymerization catalyst (BAC mix) prior to injection with an organic isocyanate monomer having two or more isocyanate groups (herein termed a polyisocyanate) into a preheated reaction zone wherein the BAC mix and the polyisocyanate react to form the blocked polyisocyanurate compound that is obtained after discharge from the reaction zone and cooling.Type: GrantFiled: June 22, 1988Date of Patent: September 19, 1989Assignee: Cargill, IncorporatedInventor: Larry F. Brinkman
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Patent number: 4863982Abstract: Compounds of the formula I ##STR1## R.sup.4 is C.sub.5 -C.sub.7 -cycloalkyl which can be substituted by C.sub.1 -C.sub.4 -alkyl, and R.sup.5 to R.sup.9 are independently of one another C.sub.1 -C.sub.18 alkyl, unsubstituted or C.sub.1 -C.sub.4 -alkyl-substituted C.sub.5 -C.sub.7 -cycloalkyl, phenyl, benzyl or allyl, are suitable for stabilizing organic material against thermal, oxidative and/or actinic degradation.Type: GrantFiled: July 6, 1988Date of Patent: September 5, 1989Assignee: Ciba-Geigy CorporationInventors: Werner Stegmann, Eduard Troxler, Peter Hofmann, Hans-Rudolf Meier, Paul Dubs
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Patent number: 4839359Abstract: Fungicidally active trisubstituted 1,3,5-triazine-2,4,6-trione of the formula ##STR1## in which Ar represents optionally substituted aryl,R.sup.1 represents an optionally substituted aliphatic or cycloaliphatic radical andR.sup.2 represents an optionally substituted aliphatic radical.Type: GrantFiled: November 5, 1987Date of Patent: June 13, 1989Assignee: Bayer AktiengesellschaftInventors: Wolfgang Fuhrer, Engelbert Kuhle, Alfons Adler, Gerd Hanssler
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Patent number: 4837321Abstract: The present invention is directed to a process for the preparation of isocyanurate group-containing polyisocyanates by trimerizing a portion of the isocyanate groups of an organic polyisocyanate and terminating the trimerization reaction by the addition of a catalyst poison, characterized in that the trimerization catalyst used is a quaternary phosphonium salt of a tertiary phosphine and an alkylating ester of an acid of phosphorus. The present invention also relates to the use of the polyisocyanates obtained according to this process, optionally, in a form that has been freed from excess starting polyisoyanate and/or optionally blocked with blocking agents for isocyanate groups as the isocyanate component for the preparation of polyisocyanate polyaddition products, preferably polyurethanes.Type: GrantFiled: December 4, 1986Date of Patent: June 6, 1989Assignee: Bayer AktiengesellschaftInventors: Dimitrios Kerimis, Hanns P. Muller
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Patent number: 4826983Abstract: Novel hindered hydroxyphenyl alkyl isocyanurates are provided which are useful as stabilizers of resins made from at least one ethylenically unsaturated monomer.Type: GrantFiled: November 16, 1987Date of Patent: May 2, 1989Assignee: ICI Americas Inc.Inventors: James P. Neilan, John F. Stephen
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Patent number: 4778887Abstract: The present invention is related with .alpha.-aryl-4-(4,5-dihydro-3,5-dioxo-1,2,4-triazin-2(3H)-yl)benzeneaceton itriles which are effective in destructing or preventing the growth of Protozoa in subjects suffering from such Protozoa.Type: GrantFiled: October 17, 1986Date of Patent: October 18, 1988Assignee: Janssen Pharmaceutica N.V.Inventors: Gustaaf M. Boeckx, Alfons H. M. Raeymaekers, Victor Sipido
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Patent number: 4767760Abstract: Novel 5,6-dihydro-2-(substituted phenyl)-1,2,4-triazine-3,5(2H,4H)-diones which are effective in destroying or preventing the growth of Protozoa in subjects suffering from such Protozoa.Type: GrantFiled: January 21, 1987Date of Patent: August 30, 1988Assignee: Janssen Pharmacuetica N.V.Inventors: Gustaaf M. Boeckx, Alfons H. M. Raeymaekers, Victor Sipido
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Patent number: 4746739Abstract: A pigment dispersant is derived from a compound of molecular weight less than 600 which contains at least three functional groups, at least one of which is an epoxy group. Preferably the compound contains at least three epoxy groups, for example triglycidyl isocyanurate. The core radical derived from the said compound is bonded to more than one solvent-compatible organic radical of molecular weight at least 200, the average molecular weight of the solvent-compatible radicals being at least 500, and to a pigment-compatible radical containing a polar group.Type: GrantFiled: July 11, 1986Date of Patent: May 24, 1988Assignee: International Paint public limited companyInventors: Keith Yeats, Ian D. Eeles, Graham C. Battersby
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Patent number: 4745189Abstract: A method of preparing N-halogenated organic heterocyclic compounds by reacting in an aqueous mixture under alkaline conditions (e.g. NaOH) and in the presence of a halogenated organic compound (e.g. methylene chloride), a N-hydrogen organic heterocyclic compound containing at least one NH group (e.g. 5,5-dimethylhydantoin) and a halogen-producing chemical (e.g. Br.sub.2).Type: GrantFiled: June 23, 1986Date of Patent: May 17, 1988Assignee: Ethyl CorporationInventors: John Y. Lee, Mark A. Templeton
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Patent number: 4727103Abstract: Isocyanurate esters of carboxyalkylthioalkanoesterphenols useful in the stabilization of organic materials normally susceptible to oxidative degradation are prepared by reacting an appropriate isocyanurate trithiol, which is a selected tris-mercapto alkanoic acid ester of tris-(2-hydroxyethyl) isocyanurate with an appropriate alkenyl compound, which is a selected 4-hydroxy-(mono- or di-alkyl)phenyl alkyl alkenoate. In a preferred embodiment, the ester is 1,3,5-tris [( 3,5-di-tert-butyl-4-hydroxyphenyl)-(3-propyl) oxycarbonylethylthiopropionyloxyethyl] isocyanurate.Type: GrantFiled: June 29, 1987Date of Patent: February 23, 1988Assignee: Mallinckrodt, Inc.Inventor: Neil Dunski
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Patent number: 4707502Abstract: The present invention relates to a process for the production of urethane modified polyisocyanate preparations having an isocyanate content of 5 to 32% by weight by the reaction of(a) polyisocyanates of the diphenylmethane series or polyisocyanate mixtures of the diphenylmethane series with(b) organic polyhydroxyl compoundsusing an NCO/OH equivalent ratio of from 2.5:1 to 50:1, characterized in that the organic polyhydroxyl compound (b) used are:(b1) urazoles or isocyanurates having OH numbers in the range of from 168 to 721 containing 2 or 3 alcoholic hydroxyl groups and carrying hydroxyalkyl substituents, optionally with ether bridges, on the nitrogen, or mixtures thereof, or(b2) mixtures of the polyhydroxyl compound mentioned under b1) with up to 50 hydroxy equivalents percent of other organic polyhydroxyl compounds.Type: GrantFiled: July 23, 1986Date of Patent: November 17, 1987Assignee: Bayer AktiengesellschaftInventors: Werner Rasshofer, Otto Ganster, Brund Luckas, Ludwig Rottmaier
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Patent number: 4680325Abstract: Isocyanurate esters of thioalkanoamidophenols useful in the stabilization of organic materials normally susceptible to oxidative degradation are prepared by reacting an appropriate isocyanurate trithiol, which is a selected tris-mercapto alkanoic acid ester of tris-(2-hydroxyethyl) isocyanurate with an appropriate alkenyl compound, which is a selected N-alkenyl[4-amino-(mono- or dialkyl)phenol] or, where the alkano moiety is a sole methylene group, by reaction of tris-(2-hydroxyethyl) isocyanurate with an appropriate [mercapto-N-(mono- or di-alkyl]-4-hydroxyphenylalkanamide alkenoic] acid. In a preferred embodiment, the ester is 1,3,5-tris{2-hydroxy ethyl-[3-mercapto-(3',5'-di-tert-butyl-4'-hydroxypropionanilide)]propionat e}isocyanurate.Type: GrantFiled: February 10, 1986Date of Patent: July 14, 1987Assignee: Mallinckrodt, Inc.Inventors: Neil Dunski, Ali A. Bazzi, Henry J. Buehler
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Patent number: 4668807Abstract: To reduce the content of hydrolyzable chlorine in glycidyl compounds, these are dissolved in a halogen-free organic solvent and treated with an equivalent excess of aqueous alkali metal hydroxide solution at elevated temperature, the excess being 100 to 200% of the equivalent amount theoretically required for complete dehydrochlorination of the hydrolyzable chlorine, the water is then removed from the organic solution, the organic solution is treated with 5 to 500 times the amount, based on the amount of alkali metal hydroxide employed, of moist cellulose containing up to 35% by weight of water at elevated temperature and, after filtration, the glycidyl compound is isolated from the organic solution.Type: GrantFiled: December 11, 1985Date of Patent: May 26, 1987Assignee: Ciba-Geigy CorporationInventors: Jacques Darbellay, Gerald Dessauges
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Patent number: 4659824Abstract: A process for the selective production of defined, partial reaction products of polyfunctional N-glycidyl compounds with hydrohalic acids, pseudohydrohalic acids or acids of phosphorus; mono- or di-ring opening products are obtainable as required. The process is carried out at a pH of from about 2 to 10 which is kept constant within a band of at most 2 units on the pH-scale. N,N'-diglycidyl-N"-(halohydroxypropyl)-urazoles and N-glycidyl-N,N"-bis(halohydroxypropyl) urazoles having pharmaceutical utility are produced in good yield.Type: GrantFiled: August 23, 1984Date of Patent: April 21, 1987Assignee: Henkel Kommanditgesellschaft auf AktienInventor: Hinrich Moller
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Patent number: 4632989Abstract: Disclosed are novel compositions capable of catalytically trimerizing organic isocyanates said compositions comprising solutions of the reaction products obtained by reacting in an inert solvent in substantially equimolar proportions electron-rich ketene-aminals with electron-poor olefins having the respective formulae (I) and (II) ##STR1## The variously substituted electron-rich ketene-aminals (I), as the name implies, have high electron density associated with the double bond because of the two tertiary amine groups while the electron-poor olefins (II) have the opposite situation due to the presence of electron withdrawing substituents R.sub.9 and R.sub.10.Also disclosed is an improved process for trimerizing organic isocyanates using the above catalyst compositions including the preparation of polyisocyanurate polymers and isocyanurate-modified polyisocyanates.Type: GrantFiled: May 28, 1985Date of Patent: December 30, 1986Assignee: The Dow Chemical CompanyInventor: Dale F. Regelman
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Patent number: 4633008Abstract: A phenol derivative represented by the formula ##STR1## wherein R.sup.1 is a secondary or tertiary hydrocarbon residue of having 3 to 8 carbon atoms, R.sup.2 is a hydrocarbon residue having 1 to 12 carbon atoms, X is ##STR2## wherein R.sup.3, R.sup.4 and R.sup.5 each is an alkylene group having 1 to 4 carbon atoms, Z is an n-valent group and n is an integer of 1 to 8.This compound is effective to prevent the oxidation of organic materials.Type: GrantFiled: February 29, 1984Date of Patent: December 30, 1986Assignee: Mitsubishi Yuka Fine Chemicals Co., Ltd.Inventors: Akiyoshi Oonishi, Kenji Tanaka, Makoto Tadeka, Kazuhiko Konno, Masaki Saito
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Patent number: 4602080Abstract: This invention relates to new salts of organic polyisocyanates containing at least one isocyanurate ring carrying a negative charge and at least one non-metal ion having a positive charge, these new salts being organic salts of mono- or polyisocyanurates containing at least two free isocyanate functions.The new organic salts according to this invention may be represented by the following general formula (I) ##STR1## in which R is a bivalent aliphatic, cycloaliphatic, aromatic or heterocyclic radical which may be substituted, Q is an onium cation substituted by four identical or different radicals which may be aliphatic, cycloaliphatic, aromatic or heterocyclic possibly substituted radicals, a is the average number of molecular isocyanurate rings which may be equal to zero or to more than zero, b is the number of tetrasubstituted heteroatoms of Q which is of at least 1 and n is the average number of ionic isocyanurate rings which is of at least 1.Type: GrantFiled: June 27, 1983Date of Patent: July 22, 1986Assignee: Societe Carbochimique en abrege "CARBOCHIM"Inventors: Pierre M. Lambert, Ignacio De Aguirre-Otegui
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Patent number: 4569959Abstract: Isocyanurate esters of thioalkanoamidophenols useful in the stabilization of organic materials normally susceptible to oxidative degradation are prepared by reacting an appropriate isocyanurate trithiol, which is a selected tris-mercapto alkanoic acid ester of tris-(2-hydroxyethyl) isocyanurate with an appropriate alkenyl compound, which is a selected N-alkenoyl[4-amino-(mono- or dialkyl)phenol] or, where the alkano moiety is a sole methylene group, by reaction of tris-(2-hydroxyethyl) isocyanurate with an appropriate [mercapto-N-(mono- or di-alkyl-4-hydroxyphenylalkanamide alkenoic] acid. In a preferred embodiment, the ester is 1,3,5-tris{2-hydroxy ethyl-[3-mercapto-(3',5'-di tert-butyl-4'-hydroxypropionanilide)]propionate}isocyanurate.Type: GrantFiled: January 17, 1985Date of Patent: February 11, 1986Assignee: Mallinckrodt, Inc.Inventors: Neil Dunski, Ali A. Bazzi, Henry J. Buehler
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Patent number: 4568674Abstract: 1-[4-(Benzothia- or -oxazol-2-ylthio- or -2-yloxy)phenyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-triones of the formula ##STR1## in which R is lower alkyl,R.sup.1 and R.sup.2 each independently is hydrogen, halogen, alkyl or alkoxy,R.sup.3 and R.sup.4 each independently is hydrogen, halogen, alkyl, alkoxy, alkylthio, fluoroalkyl, fluoroalkoxy or fluoroalkylthio, andX and Y each independently is sulphur or oxygen,or salts thereof, combat coccidioses, especially in poultry.Type: GrantFiled: February 11, 1985Date of Patent: February 4, 1986Assignee: Bayer AktiengesellschaftInventors: Axel Haberkorn, Heinrich Kolling, Toyohiko Kume, Shinpei Kuyama
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Patent number: 4562274Abstract: Polyglycidyl compounds are prepared by reacting certain polyallyl compounds with a percarboxylic acid containing 3 or 4 C atoms, subsequently removing, by distillation, the carboxylic acid formed from the percarboxylic acid, then separating the remaining mixture by simultaneous extraction with a lipophilic and a hydrophilic phase, subsequently working up the laden lipophilic phase and the laden hydrophilic phase separately in a manner which is known per se, and obtaining the polyglycidyl compound as the residue from working up of the laden hydrophilic phase.Type: GrantFiled: December 12, 1983Date of Patent: December 31, 1985Assignee: Bayer AktiengesellschaftInventors: Gebhard Rauleder, Helmut Waldmann, Ludwig Bottenbruch, Hans-Joachim Traenckner, Wolfgang Gau
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Patent number: 4540781Abstract: Disclosed is a method for the trimerization of organic isocyanates comprising thermally activating, in the presence of said isocyanates, a catalyst comprising a carboxylic acid salt selected from the alkali metal salts or quaternary ammonium salts of particular substituted malonic acids or half-esters thereof, particular carbamyl substituted aliphatic acids, or triaryl acetic acids.Mixtures of the catalysts with isocyanates have surprisingly long periods of stability at ambient temperatures (about 20.degree. C.) which makes the present method particularly suitable to systems for molding polyiso-cyanurates wherein long open times are required of a resin pre-mix prior to the actual curing step.Type: GrantFiled: August 11, 1983Date of Patent: September 10, 1985Assignee: The Upjohn CompanyInventor: Edward A. Barsa
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Patent number: 4518761Abstract: The present invention is directed to a new process for the preparation of mixed trimers by at least partly trimerizing the isocyanate groups of at least two organic isocyanates of a reactivity which differs in the sense of the trimerization reaction, in the presence of trimerization catalysts and optionally interrupting the trimerization reaction at the respectively desired degree of trimerization, in which process the less reactive isocyanate component is introduced, polymerization is then commenced in the presence of the catalyst with the trimerization of at least 0.1% of the isocyanate groups and the more reactive isocyanate component is finally metered into the reaction mixture thus obtained; the mixed trimers obtained according to this process; and the use of the mixed trimers having free isocyanate groups obtained by this process, optionally in a form blocked by blocking agents for organic polyisocyanates, as a starting material for the production of polyurethane plastics materials.Type: GrantFiled: November 4, 1982Date of Patent: May 21, 1985Assignee: Bayer AktiengesellschaftInventors: Roland Richter, Hanns P. Muller, Kuno Wagner, Bernd Riberi, Jurg Frohlich
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Patent number: 4512797Abstract: 1,3,5-Triazinones of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 have the meanings given in the description, are used for controlling undesirable plant growth.Type: GrantFiled: January 28, 1983Date of Patent: April 23, 1985Assignee: BASF AktiengesellschaftInventors: Adolf Parg, Gerhard Hamprecht, Bruno Wuerzer
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Patent number: 4496757Abstract: Ultraviolet-absorbing stabilizers of the formula E-(G-R).sub.n, L-(G-E).sub.m, or [G-E.sub.1 -G-Q].sub.p where E is a radical derived from an oxanilide, benzalmalonate, .alpha.-cyanocinnamate or o-hydroxphenylbenzotriazole, E.sub.1 is a radical derived from an oxanilide, G is --OCH.sub.2 CHOH--, R is alkyl, phenyl or --CH.sub.2 OT where T is alkyl or alkenyl, n is 1 or 2, m is 2 or 3, L is a direct bond, alkylene or other bis or tris radical, Q has the same meaning as L when m is 2, and p is 1 to 4, are particularly resistant to loss during weathering of outdoor thermoset or thermoplastic coating systems while exhibiting good stabilization efficacy and compatibility in said systems.Type: GrantFiled: September 30, 1982Date of Patent: January 29, 1985Assignee: Ciba-Geigy CorporationInventors: Martin Dexter, Roland A. E. Winter
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Patent number: 4496676Abstract: Ultraviolet-absorbing stabilizers of the formula E-(G-R).sub.n, L-(G-E).sub.m, or [G-E.sub.1 -G-Q].sub.p where E is a radical derived from an oxanilide, benzalmalonate, .alpha.-cyanocinnamate or o-hydroxyphenylbenzotriazole, E.sub.1 is a radical derived from an oxanilide, G is --OCH.sub.2 CHOH--, R is alkyl, phenyl or --CH.sub.2 OT where T is alkyl or alkenyl, n is 1 or 2, m is 2 or 3, L is a direct bond, alkylene or other bis or tris radical, Q has the same meaning as L when m is 2, and p is 1 to 4, are particularly resistant to loss during weathering of outdoor thermoset or thermoplastic coating systems while exhibiting good stabilization efficacy and compatibility in said systems.Type: GrantFiled: September 30, 1982Date of Patent: January 29, 1985Assignee: Ciba-Geigy CorporationInventors: Martin Dexter, Roland A. E. Winter
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Patent number: 4476302Abstract: New esters and urethanes containing polyalkylpiperidylaminotriazine groups of the formula ##STR1## are prepared from carboxylic acid exters or isocyanates and triazinyl alcohols. The compounds are valuable stabilizers for polymeric materials.Type: GrantFiled: March 15, 1982Date of Patent: October 9, 1984Assignee: Hoechst AktiengesellschaftInventors: Hartmut Wiezer, Gerhard Pfahler
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Patent number: 4456697Abstract: Catalysts comprising mixtures of HF and metal alkoxides and mixed metal alkoxides produce a sharply peaked alkoxylation distribution during the alkoxylation of organic materials.Type: GrantFiled: September 23, 1982Date of Patent: June 26, 1984Assignee: Conoco Inc.Inventor: Kang Yang
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Patent number: 4451651Abstract: The present invention relates to a process of preparing isocyanuric esters by catalytic isomerization of the corresponding cyanurates in the absence of a solvent that dissolves in the isocyanuric esters. As catalysts there are applied onium or inium salts such as quaternary ammonium and phosphonium compounds.In particular, the present process is applied in preparing triallyl isocyanurate.Type: GrantFiled: November 4, 1982Date of Patent: May 29, 1984Assignee: Akzo NVInventor: Johannes Brand
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Patent number: 4393060Abstract: N-substituted-diglycidyl-isocyanurates having the formula: ##STR1## wherein R represents a hydrocarbon-containing radical selected from the group consisting of alkyl, aryl, aralkyl, alkaryl and cycloalkyl, optionally containing:(a) heterocycles except epoxides, and unsaturation, and(b) substituents selected from the group consisting of halogen, hydroxyl, amino, N-substituted amino, mercapto, alkylmercapto, arylmercapto, alkylsulfoxy, arylsulfoxy, alkoxy, aryloxy and acyloxy,and R.sub.1 represents a member selected from the group consisting of hydrogen and alkyl having from 1 to 4 carbon atoms, as well as the method for preparing said N-substituted-diglycidyl-isocyanurates, therapeutic compositions with cytostatic action comprising said N-substituted-diglycidyl-isocyanurates, and a method of treatment of malignant neoplasias in warm-blooded animals by administering a therapeutically effective amount of said N-substituted-diglycidyl-isocyanurate.Type: GrantFiled: October 7, 1980Date of Patent: July 12, 1983Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Herbert Fischer, Manfred Budnowski, Ulrich Zeidler
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Patent number: 4385143Abstract: Synthetic resins, particularly polyolefins, are markedly improved in their resistances to heat and oxidation by the incorporation of a 2-methyl-4-t-butyl-5-hydroxyphenylalkanoic acid ester alone or in combination with a thioether-type antioxidant represented by the general formula ##STR1## wherein R represents an alkyl group of 12 to 20 carbon atoms, or by the general formula ##STR2## wherein R represents an alkyl group of 4 to 20 carbon atoms.Type: GrantFiled: August 31, 1981Date of Patent: May 24, 1983Assignee: Sumitomo Chemical Company, LimitedInventors: Shinichi Yachigo, Yuko Takahashi, Tsutomu Mitsuda, Mitsuhisa Nakatani
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Patent number: 4376120Abstract: New cytostatic compounds based on isocyanuric acid derivatives having 2 or 3 epoxide group containing substituents on ring nitrogen atoms, of which at least one differs from a glycidyl, having the formula ##STR1## wherein Oxiranyl is the same or different and has the formula ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 are the same or different and members selected from the group consisting of hydrogen, alkyl, haloalkyl, hydroxyalkyl and alkoxyalkyl and n in an integer from 1 to 8, with the proviso that if n is 1 in all oxiranyl groups, at least one of R.sub.1 or R.sub.3 is other than hydrogen, and R is a member selected from the group consisting of oxiranyl as defined above, hydrogen, alkyl, alkenyl, hydrocarbon aryl, hydrocarbon aralkyl, hydrocarbon alkaryl, cycloalkyl, and cycloalkenyl, optionally containing substituents.When R.sub.1, R.sub.2 and/or R.sub.3 denote alkyl or substituted alkyl in the oxiranyl radical, the alkyl radicals preferably have from 1 to 4 carbon atoms.Type: GrantFiled: August 3, 1981Date of Patent: March 8, 1983Assignee: Henkel Kommanditgesellschaft Auf AktienInventors: Ulrich Zeidler, Herbert Fischer, Brigitte Hase, Hinrich Moller, Hans-Christoph Wilk
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Patent number: 4374986Abstract: Described are selected siloxane adducts of tris(2-hydroxyethyl)isocyanurate having the formula: ##STR1## wherein each R and R' is individually selected from lower alkyl groups having 1 to 4 carbon atoms and lower alkoxy groups having 1 to 4 carbon atoms; and the sum of m, n, and p is from 0 to about 20; with the proviso that each R' is a lower alkoxy group when the sum of m, n, and p is 0. These siloxane adducts are also described as good functional fluids, particularly as lubricants and lubricant additives.Type: GrantFiled: August 3, 1981Date of Patent: February 22, 1983Assignee: Olin CorporationInventors: Jacqueline M. Renner, Robert N. Scott, David F. Gavin
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Patent number: 4359541Abstract: Polyisocyanurate polymers are prepared by polymerization of polyisocyanates in organic solvents employing trimerization catalysts. The polyisocyanates are reacted with monofunctional active hydrogen compounds prior to polymerization or subsequent to the polymerization. These polymers may be dispersed in polyols for the preparation of cellular and non-cellular polyurethane products having improved physical properties.Type: GrantFiled: January 19, 1981Date of Patent: November 16, 1982Assignee: BASF Wyandotte CorporationInventors: John T. Patton, Jr., Thirumurti Narayan, Gerhard G. Ramlow
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Patent number: 4359550Abstract: Polyisocyanurate polymers are prepared by the polymerization of organic polyisocyanates in organic solvents employing trimerization catalysts. After deactivation of the catalysts and removal of the solvents, these polymers may be dispersed in polyols which are employed for the preparation of cellular and non-cellular polyurethane products displaying improved load bearing properties.Type: GrantFiled: January 19, 1981Date of Patent: November 16, 1982Assignee: BASF Wyandotte CorporationInventors: Thirumurti Narayan, Gerhard G. Ramlow, Peter T. Kan
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Patent number: 4349468Abstract: A new process for preparing a polyhydric alcohol 3-alkylthiopropionate polyolefin resin stabilizer is provided, comprising the steps of heating at 40.degree.-160.degree. C. an alpha-olefin having 6 to 28 carbon atoms with betamercaptopropionic acid or a lower alkyl betamercaptopropionate in the presence of an organic peroxide or azonitrile reaction initiator, esterifying the resulting 3-alkylthiopropionic acid or ester with pentaerythritol or tris(2-hydroxyethyl) cyanurate, and recovering the polyhydric alcohol 3-alkylthiopropionate polyolefin resin stabilizer from the mixture.Polyolefin resin compositions stabilized with the stabilizer prepared by the process of this invention, and stabilizer compositions comprising the stabilizer prepared by the process of this invention together with a phenol and/or an alkaline earth metal salt of a monocarboxylic acid are also provided.Type: GrantFiled: November 28, 1980Date of Patent: September 14, 1982Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Yutaka Nakahara, Tohru Haruna
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Patent number: 4339383Abstract: The invention relates to alkanolamido-.beta.-carboxylic acid esters of the formula I ##STR1## A full definition of the above formula will be found in claim 1 of the specification. These compounds are useful stabilizers for chlorinated thermoplastics.Type: GrantFiled: July 2, 1980Date of Patent: July 13, 1982Assignee: Ciba-Geigy CorporationInventors: Wolfgang Wehner, Klaus-Peter Michaelis, Rainer Schneider
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Patent number: 4326043Abstract: Polyisocyanurate polymers are prepared by polymerization of polyisocyanates in organic solvents employing trimerization catalysts. The polyisocyanates are reacted with halogenated alcohols subsequent to polymerization. These polymers may be dispersed in polyols for the preparation of cellular and non-cellular polyurethane products having improved flame retardant physical properties.Type: GrantFiled: January 19, 1981Date of Patent: April 20, 1982Assignee: BASF Wyandotte CorporationInventors: Thirumurti Narayan, John T. Patton, Jr.
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Patent number: 4326057Abstract: 3-Oxopropyl isocyanurate compositions are prepared by addition of acrolein to isocyanuric acid. Reaction of the 3-oxopropyl isocyanurate compositions with alcohols yields hemiacetals and acetals. The compositions and their hemiacetals and acetals are useful polymerizing or crosslinking agents for polyfunctional compounds containing aldehyde-reactive groups.Type: GrantFiled: December 22, 1980Date of Patent: April 20, 1982Assignee: Monsanto CompanyInventors: Saul M. Cohen, John R. LeBlanc
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Patent number: 4321375Abstract: Acetals are prepared by reacting monohydric primary or secondary alcohols with acrolein-isocyanuric acid adducts. The acetals are useful polymerizing and cross-linking agents for polyfunctional compounds containing acetal-reactive groups such as alcohols, thiols, oxiranes and amides.Type: GrantFiled: December 22, 1980Date of Patent: March 23, 1982Assignee: Monsanto CompanyInventors: Saul M. Cohen, John R. LeBlanc
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Patent number: 4317911Abstract: New cyanuric acid derivatives containing at least one hindered phenolic moiety and at least one hindered amine moiety are effectful light stabilizers and antioxidants for polymeric materials.Type: GrantFiled: July 1, 1977Date of Patent: March 2, 1982Assignee: Ciba-Geigy CorporationInventors: Michael Rasberger, Friedrich Karrer
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Patent number: 4309546Abstract: Pyrrolidiones of the formula I ##STR1## wherein n is 1, 2, 3 or 4, R.sub.1 is free or esterified hydroxyl or hydroxyl which has been converted to a salt or is substituted or unsubstituted amino, X is a direct bond or a linking member and Pip is a substituted or unsubstituted 2,2,6,6-tetraalkylpiperidin-4-yl or a 2,2,6,6-tetraalkylpiperidin-4-ylidene, which pyrrolidones can be oligomerized or polymerized by linking R.sub.1 with X or by linking R.sub.1 with Pip. These compounds are used as light stabilizers for polymers.Type: GrantFiled: April 24, 1980Date of Patent: January 5, 1982Assignee: Ciba-Geigy CorporationInventor: Friedrich Karrer
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Patent number: 4308195Abstract: The present invention relates to epoxide resins containing phenol groups and to homo-oligomers thereof of the structure ##STR1## that are obtained by reacting phenolcarboxylic acids with one epoxide equivalent of a polyepoxide. The new compounds are difficultly volatile and resistant to migration and can be used as stabilizers in synthetic polymers, in particular in poly-.alpha.-olefins.Type: GrantFiled: April 23, 1980Date of Patent: December 29, 1981Assignee: Hoechst AktiengesellschaftInventors: Norbert Mayer, Gerhard Pfahler, Franz Scheidl
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Patent number: 4299958Abstract: Fluorinated allylisocyanurates are extremely efficient gelling agents for fluoroelastomers. Blends of fluorinated allylisocyanurate gelled fluoroelastomers with non-gelled fluoroelastomers have improved processability as compared with non-gelled fluoroelastomers and blends of other gelled fluoroelastomers with non-gelled fluoroelastomers.Type: GrantFiled: May 29, 1979Date of Patent: November 10, 1981Assignee: E. I. DuPont de Nemours and CompanyInventor: David Apotheker
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Patent number: 4293693Abstract: Hemiacetals are prepared by reacting monohydric primary and secondary alcohols with adducts of acrolein and isocyanuric acid. The hemiacetals are useful polymerizing or crosslinking agents for polyfunctional compounds containing hemiacetal-reactive groups such as amines, amides, alcohols, thiols and oxiranes.Type: GrantFiled: December 22, 1980Date of Patent: October 6, 1981Assignee: Monsanto CompanyInventors: Saul M. Cohen, John R. LeBlanc
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Patent number: 4291161Abstract: The compound of N,N',N"-trimethyl trithioisocyanurate and the novel compound N,N',N"-trimethyl 2-iminodithioisocyanurate have been found to be effective in protecting rice against Pyricylaria oryzae.Type: GrantFiled: February 25, 1980Date of Patent: September 22, 1981Assignee: Dupaar International Research B.V.Inventors: Hendrik Dolman, Johannes Kuipers
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Patent number: 4266055Abstract: Disclosed in this invention are a novel compound tris(3-acetylthiopropyl)isocyanurate which can serve as an intermediate for the preparation of tris(3-mercaptopropyl)isocyanurate useful as a polymerization reaction regulator, crosslinking agent, curing agent, lubricant adjunct, etc., and a process for preparing the said compound, as well as a process for preparing tris(3-mercaptopropyl)isocyanurate using the said compound as an intermediate.Type: GrantFiled: May 7, 1980Date of Patent: May 5, 1981Assignee: Nippon Kasei Chemical Co., Ltd.Inventors: Yoshiharu Inoue, Fumio Tanimoto, Hisao Kitano
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Patent number: 4262119Abstract: Novel tris-(polyalkoxylated) isocyanurate compounds are described having the formula: ##STR1## wherein X is an integer from 2-10; Y is either a hydrogen or methyl group; and R is an alkyl group having from 1-4 carbon atoms. The use of these isocyanurate compounds as functional fluids, including hydraulic-type and heat transfer-type fluids, is also described. Such functional fluids have superior fire resistance properties.Type: GrantFiled: June 6, 1980Date of Patent: April 14, 1981Assignee: Olin CorporationInventor: Frank J. Milnes
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Patent number: 4260505Abstract: Novel tris-(polyalkoxyalkylated) isocyanurate compounds are described having the formula: ##STR1## wherein x is an integer from 2-10; Y is either a hydrogen or methyl group; and R is an alkyl group having from 1-4 carbon atoms. The use of these isocyanurate compounds as functional fluids, including hydraulic-type and heat transfer-type fluids, is also described. Such functional fluids have superior fire resistance properties.Type: GrantFiled: October 25, 1978Date of Patent: April 7, 1981Assignee: Olin CorporationInventors: Frank J. Milnes, Robert J. Bucko, David F. Gavin
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Patent number: RE31002Abstract: The new N-[3-(3-hydroxyaryl)-2-hydroxypropyl]-imides may be prepared by reacting 3-(3-hydroxyaryl)-propenoxides with cyclic imides. These hydroxy compounds as well as their esters with carboxylic acids are highly effective in the stabilization of polymers, preferably of polyolefins, against thermal-oxydative attack. The compounds themselves exhibit a good stability against discoloration by radiation or gas fading.Type: GrantFiled: May 10, 1978Date of Patent: July 27, 1982Assignee: Ciba-Geigy CorporationInventor: Hanns Lind