Poly(alkylene oxide) ionomers VIII. Synthesis of methyl ω‐alkenoates and methyl ω‐epoxyalkanoates

Abstract

Synopsiso-Alkenoic acids, either commercially available or synthesized, were esterified to their corresponding methyl esters. They were characterized by their infrared, lH-, and W-NMR spectra. The o-alkenoates prepared were: propenoate (acrylic acid), butenoate, pentenoate, hexenoate, heptenoate, octenoate, nonenoate, and decenoate. These compounds were epoxidized with n-chloroperoxybenzoic acid to the corresponding methyl oepoxyalkanoates. The rate of epoxidation of the double bond is found to increase as the double bond is separated from the carbomethoxy group by increasing numbers of methylene groups. When at least three methylene groups are inserted, the rate of epoxidation becomes constant and is similar to the epoxidation of o-olefins. The methyl o-epoxyalkanoates were characterized by their infrared, lH-, and W-NMR spectra. Methyl o-alkenoates and methyl oepoxyalkanoates were prepared and characterized, and their purification was studied in preparation for their investigation as monomers for olefin or epoxide polymerization using coordination initiators.Part VII D. Bansleben, M. Hersman, and 0. Vogl, J. Polym. Sci. Polym. Chem. Ed., 22, +

Effect of temperature and span series surfactant on the structure of polysulfone membranes

“…The methyl w ‐alkenoates were epoxidized to methyl w ‐epoxyalkanoates. The rates of epoxidation varied depending on the length of the methylene spacer 85, 86. Although ethyl 3‐butenoate ( n = l) was epoxidized very slowly, the rate of epoxidation of the vinyl groups of the methyl ω‐alkenoates, with more than three methylene spacer groups, was not substantially affected by the presence of the ester groups; they were epoxidized like an α‐olefin (see Fig.…”

Enzymatic Ring‐Opening Polymerization of Oxiranes and Dicarboxylic Anhydrides

“…Benzyl glycidate (BG) was prepared by the epoxidation of benzyl acrylate with 3-chloroperoxybenzoic acid according to the method of Muggee et al [25] BG was further purified by silica gel column chromatography using hexane/acetone (9:1, v/v) as an eluent. Glycidyl phenyl ether (1,2-epoxy-3-phenoxypropane: GPE) was purchased from Tokyo Kasei Kogyo Co., Ltd. (Tokyo, Japan).…”

Poly(10,11-Epoxyundecanoic Acid), Poly(5,6-Epoxyhexanoic Acid), and Some of Their Derivatives

“…Further improvements of the systems provided initiating systems that also allowed the polymerization of epoxides that also have additional functional groups in the molecule (8)(9)(10)(11)(12)(13)(14)(15)(16).…”