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  • 1
    Electronic Resource
    Electronic Resource
    Poly(alkylene oxide) ionomers VIII.Part VII: D. Bansleben, M. Hersman, and O. Vogi, J. Polym. Sci. Polym. Chem. Ed., 22, 2489 (1984). Synthesis of methyl ω-alkenoates and methyl ω-epoxyalkanoates (1984)
    New York : Wiley-Blackwell
    Journal of Polymer Science: Polymer Chemistry Edition 22 (1984), S. 2501-2521 
    Details
    ISSN: 0360-6376
    Keywords: Physics ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: ω-Alkenoic acids, either commercially available or synthesized, were esterified to their corresponding methyl esters. They were characterized by their infrared, 1H-, and 13C-NMR spectra. The ω-alkenoates prepared were: propenoate (acrylic acid), butenoate, pentenoate, hexenoate, heptenoate, octenoate, nonenoate, and decenoate. These compounds were epoxidized with m-chloroperoxybenzoic acid to the corresponding methyl ω-epoxyalkanoates. 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 ω-olefins. The methyl ω-epoxyalkanoates were characterized by their infrared, 1H-, and 13C-NMR spectra. Methyl ω-alkenoates and methyl ω-epoxyalkanoates were prepared and characterized, and their purification was studied in preparation for their investigation as monomers for olefin or epoxide polymerization using corrdination initiators.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pol.1984.170221018
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  • 2
    Electronic Resource
    Electronic Resource
    Poly(alkylene oxide) ionomers. X. Copolymerization of methyl ω-epoxyalkanoates and characterization of the polymersPart IX: J. Muggee and O. Vogl, J. Polym. Sci. Polym. Chem. Ed., to appear. (1985)
    New York : Wiley-Blackwell
    Journal of Polymer Science: Polymer Chemistry Edition 23 (1985), S. 649-671 
    Details
    ISSN: 0360-6376
    Keywords: Physics ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Selected methyl ω-epoxyalkanoates ranging from methyl 3,4-epoxybutanoate to methyl 7,8-epoxyoctanoate were copolymerized with a number of oxiranes and with oxetane. Tetrahydrofuran did not take part in the attempted methyl ω-epoxyalkanote-tetrahydrofuran copolymerization, but acted only as the solvent. The oxirane copolymers had polymer compositions similar to the comonomer feed ratio. Oxirane comonomers used were propylene oxide (1,2-epoxypropane), butylene oxide (1,2-epoxybutane), 1,2-epoxyhexane, epichlorohydrin, and phenylglycidyl ether. The initiator system used was triethylaluminum/water/acetylacetone (1.0/0.5/1.0) in about 5 mol %. In the copolymerizations using methyl 3,4-epoxybutanoate as a comonomer, only small yields of polymer (in the range of 1 to 2%) were realized, while for methyl 4,5-epoxypentanoate the yields were generally in the range of 20 to 60%. Methyl 7,8-epoxyoctanoate copolymerized readily and gave yields of copolymers of 50 to 90%.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pol.1985.170230306
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  • 3
    Electronic Resource
    Electronic Resource
    Poly(alkylene oxide) ionomers IX.Part VIII: J. Muggee and O. Vogl, J. Polymer Sci., Polymer Chem. Ed., 22(10), 2501 (1984). Polymerization of methyl ω-epoxyalkanoates and characterization of the polymers (1986)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 24 (1986), S. 2327-2349 
    Details
    ISSN: 0887-624X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Polymerization of linear methyl ω-epoxyalkanoates of C-3 to C-10 carboxylic acids (0 to 7 methylene groups between oxirane ring and carbomethoxy group) was accomplished with a triethylaluminum/water/acetylacetone (1.0/0.5/1.0) initiator system to yield polymers of high molecular weight, apparently via a coordinative anionic mechanism. The rate of polymerization increased as the number of methylene groups between the oxirane ring and the carbomethoxy group increased, up to three methylene groups. When more than three methylene groups separate the polymerizable oxirane group and the carbomethoxy group, the rate of polymerization becomes essentially constant. The polymers were characterized by their infrared and 13C-NMR spectra, DSC, GPC, and inherent viscosity. The lower members of the series (ω-epoxyalkanoates of n 〈 3) gave polymers of lower molecular weight and wider-molecular-weight distribution (Mw/Mn 〉 2), while the higher members had molecular weight distributions between 1.5 and 2. The glass transition temperatures of the polymers also decreased from -26°C for n = 1 to around -50 to -55°C for n ≥ 3.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pola.1986.080240925
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