Wh. Li et al., HIGH-YIELD SYNTHESIS AND CHARACTERIZATION OF 1,2-BIS(P-VINYLPHENYL)ETHANE, Journal of polymer science. Part A, Polymer chemistry, 32(11), 1994, pp. 2023-2027
The quantitative synthesis and complete characterization of 1,2-bis(p-
vinylphenyl)ethane (p,p-BVPE) and its meta-, para-mixed isomers are re
ported. These crosslinkers copolymerize randomly with p-methylstyrene,
leading to random crosslink distributions. The crosslinkers are prepa
red by Grignard coupling of (m,p)-vinylbenzyl chloride in tetrahydrofu
ran at low temperature to give the statistical mixture of m,m-, m,p-,
and p,p-isomers in quantitative yield. Pure p-vinylbenzyl chloride is
converted to pure p,p-BVPE. p,p-BVPE has also been separated from the
mixture of isomers. The isomers are characterized by elemental analysi
s, mass spectrometry, H-1-NMR, and C-13-NMR and by reversed-phase HPLC
. (C) 1994 John Wiley & Sons, Inc.