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Nitroxide-mediated styrene polymerization initiated by an oxoaminium chloride

✍ Scribed by Seiya Kobatake; H. James Harwood; Roderic P. Quirk; Duane B. Priddy

Book ID
101270540
Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
155 KB
Volume
36
Category
Article
ISSN
0887-624X

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✦ Synopsis

An oxoaminium chloride that is prepared by reacting 2,2,6,6-tetramethylpiperidinyl-1-oxy (TEMPO) with chlorine in carbon tetrachloride initiates radical polymerization of styrene at 120°C. In the early stages of polymerization, a monomeric adduct, 2,2,6,6-tetramethyl-1-(2-chloro-1-phenylethoxy)piperidine, is formed. Thereafter, styrene polymerization exhibiting the characteristics of living polymerization proceeds. High molecular weight polymers with relatively narrow molecular weight distributions are obtained by this polymerization. 1 H-NMR spectra of the polymers reveal that a chlorine atom and a TEMPO group are present at the ␣and -termini, respectively. The monomeric adduct was prepared by heating the oxoaminium chloride and styrene in carbon tetrachloride at 65-70°C, and was characterized by 1 H-and 13 C-NMR spectroscopy. It was found to be suitable as an initiator for nitroxide-mediated radical polymerization of styrene to make polymers with chlorine on the chain end.

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