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4228674 
Journal Article 
Synthesis and radical polymerization of styrene-based monomer having a five-membered cyclic dithiocarbonate structure 
Miyata, T; Matsumoto, K; Endo, T; Yonemori, S; Watanabe, S 
2013 
Yes 
Journal of Polymer Science. Part A, Polymer Chemistry
ISSN: 0887-624X
EISSN: 1099-0518 
51 
6 
1398-1404 
WOS:000314975700015 
A styrene-based monomer having a five-membered cyclic dithiocarbonate structure, 4-vinylbenzyl 1,3-oxathiolane-2-thione-5-ylmethyl ether (VBTE), was synthesized from 4-vinylbenzyl glycidyl ether (VBGE) and carbon disulfide in the presence of lithium bromide in 86% yield. Radical polymerization of VBTE in dimethyl sulfoxide by 2,2-azobisisobutyronitrile was carried out at 60 degrees C to afford the corresponding the polymer, polyVBTE, in 64% yield. PolyVBTE with number-averaged molecular weight higher than 31,000 was obtained. The glass transition temperature (Tg) and 5 wt % decomposition temperature (Td5) of the polyVBTE were evaluated to be 66 and 264 degrees C under nitrogen atmosphere by differential scanning calorimetry and thermal gravimetry analysis, respectively. It was confirmed that a polymer consisting of the same VBTE repeating unit could also be obtained via polymer reaction, that is, a lithium bromide-catalyzed addition of carbon disulfide to a polyVBGE prepared from a radical polymerization of VBGE. Copolymerization of VBTE and styrene with various compositions efficiently gave copolymers of VBTE and styrene. (c) 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013 
4-(chloromethyl)styrene; carbon disulfide; copolymerization; cyclic dithiocarbonate; epoxide; polystyrene; radical polymerization; styrene