GB666560A - Improvements in or relating to aralkyl carbonates - Google Patents

Abstract

Aralkyl carbonates of formula ArCH2O.CO.OCH2Ar where Ar is aromatic, one or both of which may be substituted, are mixed with vinyl resins, e.g. acrylates, polystyrenes, cellulose esters and ethers, alkyd resins, urea-formaldehyde resins and synthetic rubbers to give resinous compositions; a plasticizer and/or pigment may also be present. Ar is preferably aromatic, e.g. phenyl, which is substituted by halogen, hydrocarbon, or ether groups, e.g. the carbonate may be bis-(monochlorodimethylbenzyl) carbonate. In the examples: (1) vinyl chloride-acetate copolymer is mixed with dinaphthobenzyl carbonate, bis-(diethylbenzyl) carbonate is mixed with (2) ethyl cellulose and a wax, and (4) butadiene-acrylonitrile rubber, carbon black, zinc oxide, stearic acid, benzothiazyl sulphide and sulphur; (3) bis-(dimethylbenzyl) carbonate, and also a polymethyl derivative, is mixed with polyvinyl chloride.ALSO:Aralkyl carbonates of formula ArCH2O.CO.OCH2Ar, where Ar is aromatic, one or both of which may be substituted, are prepared by treatment of an aralkyl chloride ArCH2Cl with sodium carbonate or bicarbonate at elevated temperatures not over 130 DEG C. in presence of an amine R3N or quaternary salt R4NX, where at least one R is alkyl and the others may be alkyl, aryl, aralkyl, alkenyl, cycloalkyl, aminoalkyl, hydroxyalkyl, hydroxyaralkyl or aryloxy-alkoxy-alkyl, and X is halogen. The aryl group Ar is preferably substituted by halogen, e.g. chlorine, hydrocarbon, or ether groups. Very many examples of compounds with various aryl groups are given, including those where ArCH2- is propylbenzyl, phenoxybenzyl, chlorobenzyl, iodo-dimethylbenzyl, furylbenzyl, acetylbenzyl, methyl benzoxybenzyl, thienylcarboxy-benzyl, (methylbenzyl)-benzyl, (amylbenzyl)-benzyl, and sulphobenzyl. It is also stated that benzylmethylbenzyl carbonate may be prepared. The preferred catalyst is triethylamine; many others are specified, e.g. trihexylamine, dimethyloctadecylamine, 3-diethylaminopropylamine, dimethyl octylphenoxyethoxyethylamine, and triethylbenzyl ammonium chloride. The sodium carbonate or bicarbonate is preferably used in a 1 molar excess, in the solid state. In the examples: (1) dimethylbenzyl chloride is treated with sodium carbonate in presence of triethylamine to give bis-(dimethylbenzyl) carbonate; (2) benzyl chloride is used in place of the dimethyl derivative, and in further examples the following are used: polymethyl-, amyl-, diethyl-, methylnaphtho-, 2 : 4-dichloro-, ethyl-, naphtho-, chlorodimethyl-, isopropyl-and sec. - butyl - benzyl chlorides. Other examples are given of the use of different catalysts. Samples have been furnished under Sect. 2(5) of benzyl ethylbenzyl carbonate and benzyl-3 : 4-dichlorobenzyl carbonate, prepared as above by use of a mixture of the two appropriate aralkyl chlorides.