GB515263A - An improved manufacture of resins - Google Patents

Abstract

515,263. Resinous condensation products ; halogenated hydrocarbons. STANDARD OIL DEVELOPMENT CO. May 27, 1938; No. 15872. Convention date, Oct. 6, 1937. [Class 2 (iii)] Resinous materials are prepared by condensirig a 2-alkyl-3-chlorpropene with benzene by heating the compounds together in the presence of a catalyst of the aluminium chloride or boron fluoride type, at a temperature between 100‹ and 220‹F. The alkyl group in the propene compound is preferably one containing from 1 to 6 carbon atoms, e.g. the methyl, ethyl, propyl, or amyl group. Substances which are polymerizable under the reaction conditions such as styrene or butadiene may be added to the materials to be condensed. In an example, 2-methyl-3-chlorpropene and benzene are heated in the presence of aluminium chloride and the excess benzene distilled off. The resinous product is boiled with water, dissolved in chloroform and precipitated by ethyl alcohol. Alternatively, the benzene solution of the resinous product may be washed with hydrochloric acid, and the resin precipitated by a low-boiling alcohol. The resins may be added to lubricating oils either as thickeners or to improve the colour and fluorescence, or may be used as plasticizers for chlorinated rubber ; they are compatible with hydrocarbon oils and resins and may be milled with rubber or other plastic materials. 2-alkyl-3 chlorpropenes are prepared by chlorinating the corresponding olefines, e.g., isobutylene or #,#-methyl-ethyl-ethylene, under conditions where the chlorine replaces a hydrogen of a saturated carbon atom. The chlorine is intimately mixed with the olefine, e.g. by injecting the chlorine through atomizing jets, and the flow is regulated so that at no time is chlorine in excess. In an example, isobutylene or a mixture containing isobutylene, preferably in the liquid state, is' treated with a stream of chlorine at a temperature below 212‹F. for 1 to 5 seconds, overheating being prevented by external cooling elements or by means of evaporating an external cooling agent. The reaction product is scrubbed with water in a tower. According to the Specification as open to inspection under Sect. 91, resinous materials are obtained by condensing alkyl or aryl 2-substituted-3-halo-propene compounds in general with aromatic materials in general. The aryl groups of the aryl halo-propenes may contain alkyl, sulphate', amino or hydroxyl groups. Specified propene compounds include 2-ethyl-3-brompropene, 2-phenyl-3 chlorpropene and 2-naphthyl-3-chlorpropene. Specified aromatic materials include naphthalene, substituted derivatives of benzene and naphthalene, e.g. those containing alkyl, sulphate, amino and hydroxyl groups, and materials of the type derived from coal tar or by the destructive hydrogenation of a petroleum oil. Alkyl or aryl. halo propenes in general are prepared similarly to the chlorpropenes specified above, aryl propenes specified for treatment including 2-phenyl-and 2-naphthyl-propylene. This subject-matter does not appear in the Specification as accepted.