Patent GB-420181-A (GB)
Title: The manufacture and application of new plasticisers
IPC: C08K5/10
Filed: 1933-02-17
Abstract: Compositions comprise cellulose derivatives and/or synthetic p resins which are plasticized by the addition of esters of polycarboxylic acids containing one or more methylene glycol residues, i.e. a residue --O,CH2,OX in which X represents hydrogen, an alkyl or acyl group.  The plasticizers are prepared by (1) interaction between a polycarboxylic acid or its anhydride and aqueous formaldehyde; (2) reaction between a halogenated methanol or an ether or ester thereof and a salt of a polycarboxylic acid or partial ester thereof; (3) the partial hydrolysis of a polycarboxylic acid ester containing the ester group --COO,CH2,O-- and also containing either the same ester group or another ester group which is more readily saponifiable than the methylene - containing group. Examples are given of the preparation of (1) oxymethyl-phthalic acid from phthalic anhydride and aqueous formaldehyde in the presence of hydrochloric acid; (2) mono-acetoxymethylphthalate from monosodium phthalate and chlormethylacetate; the product may be esterified with dimethyl sulphate; (3) acetoxymethyl-methylphthalate from sodium methylphthalate and chlormethylacetate; (4) diacetoxymethyl - phthalate from disodium phthalate and chlormethyl acetate; (5) acetoxymethyl-oxymethyl-phthalate and di-oxymethylphthalate by the hydrolysis of di-acetoxymethylphthalate with dilute sulphuric acid; (6) dichlormonoacetoxymethyl - phthalate from monosodium 3 : 6-dichlorphthalate and chlormethylacetate.  Other phthalates are specified and their methods of preparation indicated.  Other polycarboxylic acids mentioned are malonic, glutaric, succinic, and tartaric acids and their substitution products.  The compositions are made up with the same ingredients (cellulose derivatives, synthetic resins, solvents and diluents, other plasticizers, filling-materials, anti-acid bodies and non-inflammators), and are used for the same purposes, as the compositions described in Specification 418,506. The plasticizer may be introduced into the product in any way, special reference being made to the methods described in Specifications 354,860 and 354,861, [both in Group V].  Examples are given of the following compositions: (1) a plastic composition comprising acetone-soluble cellulose acetate, alcohol, benzene and diacetoxymethylphthalate; (2) a lacquer containing cellulose acetate, polymerized vinyl acetate, acetone, benzene, alcohol and methoxymethyl-ethoxymethyl-phthalate; (3) a lacquer comprising nitrocellulose, diphenylolpropaneformaldehyde resin, triphenyl phosphate, butyl acetate, acetone and methylacetoxymethylphthalate; (4) a composition for making films or coatings, e.g. for rubber-insulated cables, containing cellulose acetate, diphenylolpropaneformaldehyde resin, dibutyl tartrate, acetone, dioxane and ethoxymethyl - acetoxymethylphthalate.  Specification 207,562, [Class 2 (ii)], also is referred to.ALSO:Compositions comprise cellulose derivatives and/or synthetic resins which are plasticized by the addition of esters of polycarboxylic acids containing one or more methylene glycol residues, i.e. a residue-O.CH2.OX in which X represents hydrogen, an alkyl or acyl group.  Polycarboxylic acids mentioned are phthalic, malonic, glutaric, succinic and tartaric acids and their substitution products.  The compositions are made up with the same ingredients (cellulose derivatives, synthetic resins, solvents and diluents, other plasticizers, filling materials, anti-acid bodies and non-inflammators) and are used for the same purposes as the compositions described in Specification 418,506. The plasticizer may be introduced into the product in any way, special reference being made to the methods described in Specifications 354,860 and 354,861. Examples are given of the following compositions:-(1) a plastic composition comprising acetone-soluble cellulose acetate, alcohol, benzene and di-acetoxymethylphthalate; (2) a lacquer containing cellulose acetate, polymerized vinyl acetate, acetone, benzene, alcohol and methoxymethylethoxymethylphthalate; (3) a lacquer comprising nitrocellulose, diphenylol-propane-formaldehyde resin, triphenyl phosphate, butyl acetate, acetone and methylacetoxymethylphthalate; (4) a composition for making films or coatings, e.g. for rubber-insulated cables, containing cellulose acetate, diphenylolpropaneformaldehyde resin, dibutyl tartrate, acetone, dioxane and ethoxymethyl-acetoxymethylphthalate. Specification 207,562, [Class 2 (ii)], also is referred to.