Patent GB-478593-A (GB)
Title: Manufacture of new synthetic rubber-like materials
IPC: C08F236/04
Filed: 1936-07-20
Abstract: Synthetic rubber-like materials are produced by interpolymerizing in aqueous emulsion, a mixture of butadiene and a methacrylic chloroalkyl ester, e.g. the chloromethyl, a - or b -chloroethyl, a - b - or g -chloropropyl, or a -or b -chloroisopropyl ester.  The aqueous emulsion may be prepared by passing butadiene into a mixture of water or ice, the ester and other ingredients; by agitation at the appropriate temperature, emulsification and interpolymerization may be effected in a single operation.  Suitable emulsifying agents are diethylaminoethyloleylamide acetate or hydrochloride, cetyltrimethylammonium methyl sulphate, dimethylcetylsulphonium methyl sulphate and cetylpiperidinium methosulphate and, according to the Provisional Specification, trimethylcetylammonium bromide.  Small amounts of electrolytes, e.g. acetic acid alone or admixed with sodium acetate, and of chlorinated hydrocarbons, e.g. carbon tetrachloride, may be included.  The interpolymerization products are produced in latex-like form and are isolated by coagulation, washing and drying.  When compounded and cured they yield, with little or no sulphur, products resembling ordinary rubber vulcanizates; with 1--3 per cent of sulphur they yield products similar to ebonites or semi-ebonites.  In examples: (1) butadiene and b -chloroethyl methacrylate are mixed with an aqueous solution of trimethyl cetylammonium sulphate and acetic acid, agitated in a closed vessel for 5 days at 60 DEG  C., and the resulting latex-like product coagulated with ethyl alcohol and the coagulum separated, washed and dried; (2) a similar process is carried out using diethylaminoethyloleylamide hydrochloride; (3) a product is obtained from butadiene and g -chloropropyl methacrylate; (4) the product of (1) is compounded, with sulphur, and cured for 45 minutes at 141 DEG C., yielding an ebonite-like product; (5) the product of (2) is compounded and vulcanized with and without sulphur.  g -Chloropropyl methacrylate is made by interacting trimethylene p  glycol chlorohydrin and methacrylyl chloride in the presence of pyridine.ALSO:Synthetic rubber-like materials are produced by interpolymerizing in aqueous emulsion, a mixture of butadiene and a methacrylic chloroalkyl ester, e.g. the chloromethyl, a - or b -chloroethyl, a -b - or g - chloropropyl, or a - or b -chloroisopropyl ester.  The aqueous emulsion may be prepared by passing butadiene into a mixture of water or ice, the ester and other ingredients; by agitation at the appropriate temperature, emulsification and interpolymerization may be effected in a single operation.  Suitable emulsifying agents are diethylaminoethyloleylamide acetate or hydrochloride, cetyltrimethylammonium methyl sulphate, dimethylcetylsulphonium methyl sulphate and cetylpiperidinium methosulphate and, according to the Provisional Specification, trimethylcetylammonium bromide.  Small amounts of electrolytes, e.g. acetic acid alone or admixed with sodium acetate, and of chlorinated hydrocarbons, e.g. carbon tetrachloride, may be included.  The interpolymerization products are produced in latex-like form and are isolated by coagulation, washing and drying.ALSO:Synthetic rubber-like materials are produced by inter-polymerizing in aqueous emulsion, a mixture of butadiene and a methacrylic chloroalkyl ester, and, when compounded and cured they yield, with little or no sulphur, products resembling ordinary rubber vulcanizates; with 1-3 per cent of sulphur they yield products similar to ebonites or semiebonites.  In examples, (1) butadiene and b -chloroethyl methacrylate are mixed with an aqueous solution of trimethylcetylammonium sulphate and acetic acid, agitated in a closed vessel for 5 days at 60 DEG  C., and the resulting latex-like product coagulated with ethyl alcohol and the coagulum separated, washed and dried; (2) a similar process is carried out using diethylaminoethyloleylamide hydrochloride; (3) the product of (1) is compounded, with sulphur, and cured for 45 minutes at 141 DEG  C., yielding an ebonite-like product; (4) the product of (2) is compounded and vulcanized with and without sulphur.