Abstract: 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:
Grant
Filed:
October 25, 1978
Date of Patent:
April 7, 1981
Assignee:
Olin Corporation
Inventors:
Frank J. Milnes, Robert J. Bucko, David F. Gavin
Abstract: The instant invention relates to a process for the production of isocyanates in which tert.-alkyl urethanes are reacted with phosgene and to isocyanatoaryl sulphonic acid esters obtainable for the first time by this process.
Abstract: Aliphatic compounds containing isocyanato and hydroxyl functionality are formed by reacting the alkali metal salt of a dihydroxy-substituted aliphatic compound with cyanogen halide producing a monomeric product containing both cyanato and hydroxyl functionality that subsequently rearranges to produce the desired compounds.
Abstract: New and useful halogenated alkenyl isocyanurate compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 are specified substituents are formed by reacting a halogenated isocyanurate compound with a di- or polyolefin.
Abstract: Ethylenically unsaturated crosslinking agents and polymerizable monomers are disclosed. These agents contain a heterocyclic nucleus and are capable of forming oxygen insensitive, radiation curable systems.
Type:
Grant
Filed:
June 25, 1979
Date of Patent:
February 3, 1981
Assignee:
Minnesota Mining and Manufacturing Company
Abstract: A new process for preparing a polyhydric alcohol 3-alkyl-thiopropionate polyolefin resin stabilizer is provided, in which there is heated a reaction mixture containing a polyhydric alcohol, an alpha-olefin having 6 to 40 carbon atoms, and betamercaptopropionic acid or a lower alkyl betamercaptopropionate in the presence of an organic peroxide or azonitrile reaction initiator, and the polyhydric alcohol 3-alkylthiopropionate polyolefin resin stabilizer is recovered 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.
Abstract: 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.
Abstract: The invention relates to new (4-phenoxy-phenyl)-1,3,5-triazine derivatives of the formula ##STR1## in which R.sup.1 represents halogenoalkylthio, halogenalkylsulphinyl or halogenoalkylsulphonyl,R.sup.2 represents hydrogen, alkyl, alkoxy, alkoxyalkyl, alkylmercapto, halogen, halogenalkyl or an optionally substituted sulphamoyl, such as dialkyl, sulphamoyl, radical,R.sup.3 and R.sup.4 can be identical or different and represent hydrogen, alkyl, alkenyl or alkinyl andX is O or S,and their physiologically acceptable salts. The compounds have a very good coccidiostatic action and an excellent growth promoting action.Also included in the invention are compositions containing said compounds and methods for their preparation and use.
Type:
Grant
Filed:
March 12, 1979
Date of Patent:
August 26, 1980
Assignee:
Bayer Aktiengesellschaft
Inventors:
Axel Haberkorn, Martin Scheer, Jurgen Stoltefuss
Abstract: A process is disclosed for the preparation of alkyl cyanates, alkyl isocyanurates, multifunctional alkyl cyanates, and oligomers of multifunctional alkyl isocyanates by reacting cyanogen halide with the corresponding thallium(I) salt of an alkanol at reduced temperatures, optionally in the presence of an inert solvent. Subsequently, warming the resulting product to ambient temperature causes isomerization to the corresponding aliphatic isocyanate and ultimately oligomerization to form trialkyl isocyanurate or oligomers of multifunctional alkyl isocyanates.
Abstract: Hexafluorotriallylisocyanurate is prepared by reacting 1,1-difluoro-1,3-dibromopropane with cyanuric acid in the presence of one or more alkali or alkali earth metal inorganic bases or with alkali metal salts of cyanuric acid.
Abstract: Halogenated modified isocyanurates of the general formula: ##STR1## wherein R.sub.x is a halogenated alkyl or alkenyl radical; R.sub.1 and R.sub.2 are individually either halogenated alkyl radicals, halogenated alkenyl radicals, or unreactive alkyl or aryl moieties, are formed by the reaction of olefins or halogenated olefins with appropriate halogenated modified isocyanate compounds of the general formula: ##STR2## wherein X is a halogen and R.sub.1 ' and R.sub.2 ' are individually either halogens or unreactive alkyl or aryl moieties, in the presence of a solvent.
Abstract: An improved process for the preparation of tris-(.beta.-hydroxypropyl) isocyanurate by the reaction of propylene oxide with cyanuric acid. Propylene oxide and cyanuric acid are reacted at a temperature of between about 100.degree. and 150.degree. C. at an elevated pressure, and in the absence of a catalyst, in a reaction medium of a polyhydroxy compound which is a liquid at the reaction temperature and in which the tris-(.beta.-hydroxypropyl) isocyanurate is soluble or with which it is miscible.
Type:
Grant
Filed:
January 18, 1979
Date of Patent:
April 15, 1980
Assignee:
Stamicarbon, B.V.
Inventors:
Kurt C. Frisch, Daniel M. J. Tummers, Anne Te Nijenhuis
Abstract: A process for producing tri(allyl isocyanurate) by reacting an alkali cyanate and an allyl halide in an aprotic polar solvent, which comprises distilling off the solvent after the completion of the reaction, adding water or an aqueous solution of hydrogen chloride to a reaction mixture containing tri(allyl isocyanurate), forming a tri(allyl isocyanurate) layer and an aqueous layer and then separating the tri(allyl isocyanurate) layer from the aqueous layer.
Abstract: Alkylthioalkanoyloxyalkyl and alkylthioalkyl derivatives of N-heterocyclic moieties are stabilizers for organic materials subject to oxidative, thermal and/or light induced deterioration. They are prepared by classical transesterification, oxirane ring opening and addition of mercaptan to olefin reactions. Typical embodiments are tris[2-(3-n-dodecythiopropionyloxy)ethyl isocyanurate] and 3-(3-n-dodecylthio-2-hydroxypropyl)-5,5-dimethylhydantoin. These compounds are used in conjunction with phenolic antioxidants to stabilize organic materials, particularly polyolefins and hydrocarbon compositions, against the deleterious effects of heat and oxygen and against discoloration.
Abstract: A novel catalyst system is described that is useful in the trimerization of organic isocyanates. The system comprises (1) N,N',N"-trisdialkylaminoalkyl-s-hexahydrotriazine and (2) a compound selected from the group consisting of 3,5-bis(N,N-dialkylaminoalkyl)-1,3,5-tetrahydrooxadiazine, 5-(N,N-dialkylaminoalkyl)-1,3,5-dihydrodioxazine and the mixtures thereof.
Abstract: Disubstituted s-triazines are prepared by the reaction of allophanoyl chlorides with a metal cyanate in the presence of a dipolar aprotic solvent. The products may be used as intermediates in the production of pharmaceuticals, insecticides, disinfectants and in the preparation of polymers.
Abstract: Isocyanuric acid triesters are prepared by isomerization of the corresponding cyanuric acid triesters. The starting cyanuric acid esters are dissolved in a polar solvent which is free of active hydrogen atoms, which contains a nitrogen or sulfur atom in the molecule and which has a boiling point not higher than 260.degree. C. The solution may optionally contain an alkali metal halide, an alkaline earth metal halide or an ammonium halide. Isomerization is carried out at a temperature of from 50.degree. to 200.degree. C.
Abstract: New mixed hydroxymethyl-hydroxyalkyl isocyanurates are produced. Each hydroxyalkyl group in the mixed isocyanurates may contain between two and twelve carbon atoms. These mixed hydroxymethyl-hydroxy (C.sub.2 -C.sub.12 alkyl) isocyanurates are produced by reacting cyanuric acid with (1) a hydroxymethylating agent and (2) a hydroxyalkylating agent. The order of these two reactions may be varied.
Type:
Grant
Filed:
June 10, 1976
Date of Patent:
December 13, 1977
Assignee:
Stamicarbon, B.V.
Inventors:
Marinus J. A. M. denOtter, Albert A. VAN Geenen
Abstract: A process for preparing organic isocyanate compounds characterized by reacting a chloromethyl group-containing compound having the formula:(X).sub.n RCH.sub.2 Clwherein X, which can be the same or different, is chlorine, alkyl, cycloalkyl, alkenyl, phenyl, chloromethylphenyl or chloromethyl, n is 0 or an integer of 1 to 3, and R is an aromatic hydrocarbon radical or an olefin radical,With an alkali cyanate, in the presence of a catalyst composition comprising (a) a cuprous salt in an amount of 0.1 to 20% by weight, based on said chloromethyl group-containing compound, and (b) a tertiary amine compound or quaternary ammonium compound in an amount equivalent to 0.05 to 1.25 gram atoms of nitrogen per gram mole of said cuprous salt, in a high-boiling-point solvent having a dieelectric constant (.epsilon.) not higher than 20, at a reaction temperature of 150.degree. to 250.degree. C, for 0.1 to 10 hours.
Abstract: The compounds are 2,3,5-trialkylsubstituted hydroxy benzyl isocyanurates having the formula ##STR1## where R.sub.a is a 2,3,5-trialkylsubstituted hydroxybenzyl group of the formula II or hydrogen, and R.sub.b is a 2,3,5-trialkylsubstituted hydroxybenzyl group of formula II ##STR2## wherein R.sup.1 and R.sup.2 are alkyl or cycloalkyl groups, and R.sup.3 is hydrogen or alkylOne method for making the compounds of this invention is by reacting a 2,3,6-trialkyl-4-(dimethylamino)phenol with cyanuric acid.The compounds are useful as stabilizers of organic materials, especially polyolefins, which deteriorate upon exposure to light and heat.