Patent GB-396186-A (GB)
Title: Manufacture of mixed polymerisation products
IPC: C08F8/28
Filed: 1932-05-07
Abstract: Mixed polymerization products are manufactured by causing a product of the polymerization of a mixture of at least two different vinyl compounds, which compound contains free hydroxyl groups, to react with a compound capable of reacting with hydroxyl groups. Alternatively, instead of a polymerization product containing free hydroxyl groups there is employed the product of the polymerization of a mixture of at least two different vinyl compounds, at least one of which is an ester, which product is subjected to saponification and then caused to react with a compound capable of reacting with hydroxy groups, or is treated simultaneously with a saponifying agent and with a compound capable of reacting with hydroxy groups, this latter compound being in each case a compound other than that which would introduce the same group as was split off by the saponification process.  As compounds capable of reacting with hydroxyl groups may be employed aldehydes or ketones, or other compounds such as benzyl chloride, oleic acid chloride, chlorosulphonic acid or phthalic anhydride.  When starting from a mixed polymerization product of two different vinyl esters or a vinyl ester and an acrylic acid ester, there may first be obtained a product which still contains the one acid component whereas the other has been split off leaving free hydroxyl groups.  By the action of an aldehyde or ketone on this product there is obtained a mixed polymerization product the hydroxyl groups of which are in part esterified and in part combined with the aldehyde or ketone to form an acetal.  There may thus be obtained mixed polymerization products containing various ester or other groups, by suitably selecting which it is possible to combine the properties of the two different kinds of groups.  The saponification product may be reacted with the aldehydes or ketones without isolation, or the saponification and formation of the acetal may be combined by causing both agents to react simultaneously upon the mixed polymerized ester.  In examples: (1) the product obtained by polymerizing a mixture of vinyl acetate and oleate in alcoholic solution with the aid of benzoyl peroxide is heated in alcoholic solution with butyraldehyde and sulphuric acid, yielding a product containing oleic acid groups and butyraldehyde acetal groups; the product is suitable for making lacquers and plastic masses; (2) the product of polymerization of vinyl acetate and chloride is, after saponification, heated with benzyl chloride, benzene and pyridine, yielding a mixed polymerization product of vinyl chloride and vinyl-benzyl ether; (3) the mixed polymerization product of vinyl acetate and chloracetate is heated with sulphuric acid in suspension in methanol and benzene until dissolved and then further heated with cyclohexanone, whereby the acetyl residue is saponified and replaced by the cyclohexanone acetal group; (4) the mixed polymerization product of vinyl acetate and methyl acrylate is heated in alcohol with sulphuric acid and acetaldehyde, to produce a mixed polymerization product of methyl acrylate and vinyl alcohol acetaldehyde acetal; the product can be worked up into moulded articles; (5) the product of saponification of the mixed polymerization product of styrene and vinyl chloracetate is heated with oleic acid chloride, benzene and pyridine; (6) the mixed polymerization product of acrolein and p-hydroxystyrene is heated with chloracetic acid and aqueous caustic soda; the product can be used as an assistant in the textile industry; (7) the polyvinyl alcohol obtained by saponification in an acid medium of the mixed polymerization product of vinyl acetate and stearate and still containing the stearyl residue is heated with chlorosulphonic acid and pyridine, the product diluted with water, the pyridine and excess of sulphuric acid removed by dialysis and the residue neutralized, evaporated under reduced pressure and diluted with water to produce a viscous solution which can be used for sizing and other purposes in the textile industry; (8) the product obtained by polymerizing a mixture of vinyl octodecyl ether and vinyl acetate and removing the acid residue by saponification is heated with phthalic anhydride in solution in benzene and methanol; the product may be employed in lacquers.ALSO:A viscous solution useful for sizing textiles is obtained by heating the polyvinyl alcohol obtained by saponification in an acid medium of the mixed polymerization product of vinyl acetate and stearate and still containing the stearyl residue, with chlorosulphonic acid and pyridine, diluting the product with water, removing the pyridine and excess of sulphonic acid by dialysis, neutralizing the product, evaporating it under reduced pressure and diluting with water.