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Group Selective Linear Polymerization of Vinyl Acrylate Using 19‐Borabicyclo[3.3.1]nonane
Author(s) -
Kanno Shuichi,
Syouji Yasuyuki,
Hosoi Masayoshi,
Sato Rikiya,
Takeishi Makoto
Publication year - 1997
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/(sici)1097-0126(199704)42:4<367::aid-pi757>3.0.co;2-b
Subject(s) - polymerization , polymer chemistry , chemistry , radical polymerization , anionic addition polymerization , chain transfer , reversible addition−fragmentation chain transfer polymerization , living free radical polymerization , polymer , organic chemistry
Vinyl acrylate (VA) was polymerized with 9‐borabicyclo[3.3.1]nonane (9‐BBN) in tetrahydrofuran under argon at low temperatures (to ‐60°C). Hydroquinone and 2,6‐di‐ tert ‐butyl‐ p ‐cresol had little effect on the polymerization. Addition of tetrachloromethane as a radical chain transfer agent did not lead to decrease in molecular weight of the polymer obtained. The initial rate of polymerization was proportional to [9‐BBN] 0·91 and [VA] 1·37 . The experimental results were indicative of non‐radical properties of the propagating chain end. The polymer was soluble in organic solvents such as toluene, chloroform and N , N ‐dimethylformamide. The nuclear magnetic resonance measurements showed the presence of pendant vinyl groups in the polymer, indicating that only the acrylic double bond of VA reacted for polymerization to yield a linear polymer. Aniline retarded the polymerization and no polymer was formed in the presence of triethylamine. These inhibitory effects were explained on the basis of complex formation of 9‐BBN with amines. This polymerization is discussed in terms of a non‐radical mechanism. © of SCI.