Showing papers on "Styrene oxide published in 1969"

Process for producing copolymer of epoxide and carbon dioxide

Abstract: A PROCESS FOR PRODUCING HIGH MOLECULAR WEIGHT COPOLYMERS OF AN EPOXIDE, SUCH AS PROPYLENE OXIDE, ETHYLENE OXIDE, STYRENE OXIDE, ISOBUTYLENE OXIDE OR EPICHLOROHYDRIN, AND CARBON DIOXIDE, WHEREIN THE COPOLYMERIZATION REACTION OCCURS UNDER THE PRESSURE OF CARBON DIOXIDE GAS AND IN THE PRESENCE OF AN ORGANOMETALLIC COMPOUND AS A CATALYST.

Formation and Application of Polymer S-Ylide

Abstract: p-Vinylphenyl methyl sulfide prepared by the reduction of p- (methylmercapto) acetophenone using lithium aluminium hydride with subsequent dehydration with the aid of potassium hydrogen sulfate could be bulk-polymerized in the presence of an initiator, 2, 2'-azobisisobutyronitrile. The linear sulfide-type polymer so formed was treated with dimethyl sulfate to obtain a water-soluble sulfonium-type derivative. A water insoluble sulfonium-type polymer was prepared in a similar manner from a p-vinylphenyl methyl sulfide-divinylbenzene copolymer.The sulfonium-type polymers were readily converted into polymer S-ylides in dry dimethyl sulf oxide containing potassium tirt-butoxide. The ylide reacted as a nucleophile with benzaldehyde to give styrene oxide.A cross-linked sulfoxide-type polymer, a polystyrene derivative, containing pendant sulf oxide groups was prepared by the oxidation of p-vinylbenzyl methyl sulfide-divinylbenzene copolymer with hydrogen peroxide.An analogous polymer S-ylide could also be prepared from sodium hydride and an oxosulfonium-type polymer, which had been prepared from a sulfoxide-type polymer and methyl iodide. It was noted that styrene oxide could also be obtained from such a polymer S-ylide and benzaldehyde.

Catalyst for cationic polymn e g of cyclic ethers

Abstract: Catalyst for cationic polymsn. processes, comprising a complex made by reaction 1 mol SbF5 with 1-20 mols of a cyclic either with 1-8C atoms in the ring, in a solvent which is resistant to oxidation and fluorination by the SbF5, Esp as a catalyst for cationic polymsn. of C2-8 cyclic eithers and vinly eithers, e.g. propylene oxide, ethylene oxide, styrene oxide, tetrahydrofuran, cyclohexane oxide, 1,3-dioxolan, epichlorhydrin, diglycidyl ether of bisphenol A, phenyl glycidyl ether, ethyl vinyl either, etc., and other eithers ROCH-CH2 where R=C1-10 alkyl or alkenyl grp. Polymsn. may be carried out in bulk or in the pres. of inert diluents such as aliphatic or aromatic hdrocarbons, acrylonitrile, nitrobenzene, halogen cpds. such as methylene chloride, CHCl3, etc., using 10-4 to 1 mol.% catalyst per mol. monomer. Polymsn. temps used range from used range from -20 to +150 deg.C for cyclic eithers and -78 to +60 deg.C for vinyl eithers.

Esters of Polyethers

Abstract: 1,154,726 Beta-ketocarboxylic acid esters of polyhydroxy compounds IMPERIAL CHEMICAL INDUSTRIES Ltd 31 Aug, 1966 [16 Sept, 1965], No 29883/67 Divided out of 1,154,725 Heading C2C [Also in Division C3] Novel beta-ketocarboxylic acid esters of hydroxyl-containing polyethers, polyacetals and polyether-acetals which have molecular weights of 500 and above and on average between 2A2 and 8 beta-ketocarboxylic ester groups in the molecule, each beta-ketoester group having at least one alpha-hydrogen atom, are obtained by ester interchange between a polyhydroxy compound of the kind stated and a lower alkyl ester of a beta-ketocarboxylic acid, such as methyl or ethyl acetoacetate, or by reaction of diketene or an aldoketene dimer with the polyhydroxy compound The hydroxy polyethers can be prepared by polymerization or copolymerization of 1,2-epoxides such as ethylene oxide, propylene oxide, butylene oxides, epichlorohydrin, styrene oxide and glyoidyl ethers of monohydric alcohols or phenols, oxacyclobutanes and substituted oxacyclobutanes, and tetrahydrofuran in the presence of acidic or basic catalysts and a compound having more than two active hydrogen atoms per molecule, such as glycerol, trimethylolpropane or other hexane-triols, pentaerythritol, sorbitol, sucrose and phenol-formaldehyde novolac reaction products The hydroxy polyacetals and polyether-acetals are those prepared by polymerizing cyclic acetals, copolymerizing cyclic acetals with unsaturated monomers, reaction of polyacetals with unsaturated monomers, and reaction of polyhydric alcohols with aldehydes or divinyl ethers

Deoxygenation of Styrene Oxide by Zinc Metal and Lewis Acid

Abstract: Styrene oxide was deoxygenated to styrene in 83% yield by zinc metal and zinc chloride in aqueous ether. Under the same reaction conditions phenyl glycidyl ether gave only 2.8% of phenyl allyl ether, and propylene oxide did not give propylene. Effects of the reaction variables on the deoxygenation of styrene oxide were investigated. The yield of styrene was varied with metal halide in anhydrous THF in the following order; ZnI2>ZnCl2∼ZnBr2>AlCl3>SnCl4>FeCl3>NaI>>MgBr2. Styrene was formed from styrene oxide by zinc metal and zinc chloride in ca. 50% yield in THF, acetone, acetic acid, and aqueous ethanol, but not in anhydrous benzene. The yield of styrene increased almost proportionally with the increase of the molar ratio of zinc chloride to styrene oxide up to 1:1. 2-Phenyl-2-chloroethanol gave styrene when treated with zinc metal in the presence or absence of zinc chloride, but 1-phenyl-2-chloroethanol did not. Possible reaction paths of the deoxygenation of styrene oxide by zinc metal and metal halide w...