Patent GB-361951-A (GB)
Title: Improvements in the manufacture and production of synthetic resins
IPC: C08G61/02
Filed: 1930-08-20
Abstract: Resins are obtained by heating one molecular part of a non-basic partially hydrogenated aromatic compound free from sulphonic groups with more than four molecular parts of an aralkyl halide, different from the said compound and containing at least one further aliphatic radicle or of a naphthalene hydrogenated in one nucleus only and containing a halogenated alkyl group in the other nucleus, the reaction being carried out in the presence of a condensing agent, the resulting products being esterified if desired. Phenols, alcohols, &c. and condensation products from phenols and aldehydes are specified as esterifying agents. Mixtures of partially hydrogenated aromatic hydrocarbons and mixtures of aralkylhalides (which may also contain more than one halogen alkyl group) may be used. Hydrocarbons specified are dihydrotetrahydro- and hexahydronaphthalene, tetrahydrochlornaphthalenes, hydroanthracenes, hydrophenanthrenes, tetrahydrobenzene and partly hydrogenated naphthols or chlornaphthols. Natural resins such as colophony, dammar resin or tall oil and the acids of such resins or their esters may be employed. Specified condensing agents are anhydrous metal salts, e.g. chlorides, sulphates and resinates, metals such as tin, zinc, iron or aluminium and inorganic surface-active substances, e.g. fuller's earth.  Inert organic solvents may be used in the condensation.  The products are generally hard and are distinguished by their great solubility in linseed oil, benzine and liquid aliphatic hydrocarbons and may be used as a substitute for copal in the varnish industry.  In examples, (1) dihydronaphthalene is condensed with dimethylbenzyl chloride in presence of zinc; (2) methylbenzyl chloride is refluxed with colophony (or abietic glycerine ester) in presence of zinc chloride; the acid value of the product may be reduced by esterification with glycerine, phenols, etc.; (3) dimethylbenzyl chloride is condensed with tetrahydrobenzene in presence of iron; (4) ethylbenzyl chloride is condensed with colophony in presence of aluminium; (5) isopropylbenzyl chloride is condensed with colophony in presence of ferric chloride; (6) dimethylbenzyl chloride, tetrahydronaphthalene and colophony are refluxed with addition of zinc; (7) w-chlormethyl-a -methylnaphthalene and colophony are condensed in p-dichlorobenzene in presence of zinc chloride; (8) dimethylbenzyl chloride and tall oil are condensed in presence of zinc; (9) crude dimethylbenzyl chloride containing w-w<1>-dichlorotetramethylbenzene is resinified with colophony in presence of zinc; (10) w-chlormethyltetrahydronaphthalene is condensed with gum dammar in presence of zinc; (11) dimethylbenzylbromide is condensed with colophony in presence of zinc; (12) dimethylbenzyliodide is refluxed with tetrahydronaphthalene in presence of zinc chloride. Specifications 202,997, 240,318, and 314,588, [all in Class 2 (iii), Dyes &c.], are referred to. w-Chlormethyl-a -methylnaphthalene and w-chlormethyltetrahydronaphthalene are made respectively from a -methylnaphthalene and tetrahydronaphthalene by treatment with formaldehyde and hydrochloric acid.  Dimethylbenzylbromide is made from xylene with the aid of formaldehyde and hydrobromic acid. Dimethylbenzyliodide is made from dimethylbenzylbromide and potassium iodide.