The Formation of Butane in the Polymerization of Methyl Methacrylate with Butyllithium
Polymer Journal, Vol. 12, No. 8, pp 535-537 (1980) SHORT COMMUNICATION The Formation of Butane in the Polymerization of Methyl Methacrylate with Butyllithium Koichi HATADA, Tatsuki KITAYAMA, and Heimei YUKI Department of Chemistry, Faculty of Engineering Science, Osaka University, Machikaneyama, Toyonaka, Osaka 560, Japan. (Received February 28, 1980) KEY WORDS Methyl Methacrylate I Perdeuterated Methyl Methacrylate I Anionic Polymerization I Butyllithium I Toluene I Tetrahydrofuran I Butane Formation I Mass Spectroscopy I Butene I It has been found that a small amount of butane merization reactions in toluene: (1) the poly is formed when the polymerization of methyl merization of MMA terminated by CH30D methacrylate is initiated with butyllithium and (MMA-CH30D system) and (2) that of MMA-d8 terminated with acetic acid. The origin of the butane terminated by CH3 0H (MMA-d8-CH3 0H system). was not clear, although the proton abstraction from The reactions were quenched at 10 min following the monomer is assumed. 1 the initiation. The spectra of butane (BuH) and In this work the polymerizations of undeuterated butane-d-1, CH3 CH2 CH2CH2 D, (BuD) are also (MMA) and perdeuterated (MMA-d8 ) methyl shown for comparison. The BuH and BuD were methacrylates were initiated with undeuterated obtained by the reaction of BuLi with CH30H and butyllithium (BuLi) and terminated by CH3 0D and CH30D, respectively. By inspecting these four CH3 0H, respectively. Deuterium distributions in spectra, it can be seen that the butane from the the butane formed were determined by combined MMA-CH3 0D system mainly consists of BuD and gas-liquid phase chromatography-mass spectrom the butane from the MMA-d8-CH30H system is etry.
[Show full text]