Lewis acid-assisted anionic polymerization of methyl cyclobutene-1-carboxylate |
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| Authors: | Tatsuki Kitayama Takehiro Kawauchi Bilal Sufi Henry K Hall Jr |
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| Affiliation: | a Department of Chemistry, Graduate School of Engineering Science, Osaka University, Toyonaka, Machikane-yama 1-3, Osaka 560-8531, Japan
b Department of Chemistry, The University of Arizona, Tucson, AZ 85721, USA |
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| Abstract: | A cyclobutene monomer, methyl cyclobutene-1-carboxylate (MHCB), has been polymerized by anionic addition polymerization. Although MHCB may be regarded as a member of α,β-disubstituted acrylate derivatives which are reluctant to undergo anionic addition polymerization, anionic polymerization of MHCB with tert-butyllithium (t-BuLi) in combination with bis(2,6-di-tert-butylphenoxy)ethylaluminum [EtAl(ODBP)2] in toluene at −78 °C gives a polymer consisting of 1,2-linked cyclobutane ring in the main chain with narrow molecular weight distribution. Copolymerization of MHCB and methyl methacrylate with t-BuLi/EtAl(ODBP)2 proceeds in a monomer-selective and living manner to form a block-like copolymer. Poly(MHCB) undergoes unique thermal reaction through ring opening of the cyclobutane units to form CC bonds between successive monomer units. |
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| Keywords: | Living polymerization Monomer-selective copolymerization Thermal isomerization degradation |
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