Patent GB-634762-A (GB)
Title: Improvements in or relating to the stabilisation of vinylidene chloride resins
IPC: C08K5/10
Filed: 1948-01-13
Abstract: A resinous composition, which does not deteriorate when admixed with iron or compounds of iron, comprises a polymeric resin having at least 25 per cent by weight of vinylidene chloride units in its molecular structure, and a neutral, functionally aliphatic ester derivative of a polyhydroxy aliphatic acid in which not more than one hydroxyl group is attached to any one carbon atom, and in which any free hydroxyl group occurs only on the acid residue.  Examples of suitable resins are polyvinylidene chloride and copolymers of vinylidene chloride with one or more of vinylbetamethoxybutyrate, vinyl methyl ketone, acrylonitrile, styrene, vinyl chloride and isobutene.  The ester derivative may be derived by elimination of water between the carboxyl radicals of the polyhydroxyaliphatic acid and the hydroxyl radical of a primary acyclic, cyclic or aryl-substituted aliphatic monohydric alcohol of 1 to 8 carbon atoms, or may be derived by elimination of water between the carboxyl and hydroxyl radicals of the polyhydroxy aliphatic acid.  Ester derivatives specified are dibutyl tartrate, ethyl trihydroxystearate, butyl mucate, glucono-lactone, butyl glycerate, hydroxy-butyrolactone, amyl dihydroxy butyrate, hexyl saccharate, ethyl gluconate and the ethyl ester of hydroxylated linseed oil fatty acids.  The ester derivative is preferably present in an amount of 2 to 10 per cent by weight of resin.  The compositions may also include di-(methyl-benzyl) ether, distyrene, the dimer of alpha-methyl-styrene or alphamethyl - benzyl betacyanoethyl ether as plasticizer.ALSO:The Specification, which relates to the stabilization of polymeric resins formed from vinylidene chloride (see Group IV (a)), gives the following information regarding the preparation of polyhydroxy aliphatic acids, esters of these acids, and lactones. 3 : 4-Dihydroxybutan-1-oic acid may be prepared by hydrolysis of the corresponding nitrile, obtained by the action of sodium or potassium cyanide on glycol monochlorohydrin.  Arabonic acid may be obtained by the oxidation of arabinose with bromine water, and stereoisomeric acids may be obtained similarly from other pentoses.  The butyl ester of 4 : 5-dihydroxypentan-1-oic acid may be obtained by hydroxylation of the butyl ester of allyl-acetic acid by means of hydrogen peroxide in anhydrous formic acid. Mannonic acid may be obtained from mannose and stereoisomeric acids from other hexoses by oxidizing with bromine water.  9 : 10 : 12-Trihydroxystearic acid may be prepared by the oxidation of ricinoleic acid with a dilute aqueous potassium permanganate solution, and the acid may be esterified with ethyl alcohol in the presence of paratoluene sulphonic acid as catalyst; other hydroxy-stearic acids may be obtained by hydroxylation of a commercial grade of linseed oil fatty acids in a similar way, and these acids may be esterified with ethyl alcohol using hydrogen chloride as catalyst.  Gluconic lactone may be prepared from a commercial specimen of gluconic acid, which has become pasty, by trituration with alcohol and recrystallization of the resulting solid from alcohol.