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Termination of Living Anionic Polymerization of Butyl Acrylate with α‐(Chloromethyl)acrylate for End‐Functionalization and Application to the Evaluation of Monomer Reactivity
Author(s) -
Kohsaka Yasuhiro,
Ishihara Shoya,
Kitayama Tatsuki
Publication year - 2015
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201500100
Subject(s) - polymer chemistry , reactivity (psychology) , monomer , acrylate , chemistry , isopropyl , acrylate polymer , polymerization , anionic addition polymerization , methyl acrylate , butyl acrylate , methacrylate , polymer , organic chemistry , medicine , alternative medicine , pathology
Anionic polymerization of n ‐butyl acrylate ( n BA) in toluene initiated with a binary initiator, isopropyl α‐lithioisobutyrate/ethylaluminum bis(2,6‐di‐ tert ‐butylphenoxide) at −60 °C, is terminated with ethyl α‐(chloromethyl)acrylate (ECMA) to afford a poly( n BA) possessing an acryloyl group at the terminal with 80% of termination efficiency. The reactivity of n BA against a polymer anion of methyl methacrylate formed under identical conditions is estimated relative to the termination with ECMA by reacting a mixture of n BA and ECMA followed by 1 H NMR spectroscopic chain‐end analysis; the relative reactivity of n BA is found 80 times or more higher than ECMA.