Kd. Belfield et Jx. Wang, MODIFIED HORNER-EMMONS REACTION OF POLYMERIC PHOSPHONATES - VERSATILESYNTHESIS OF PENDANT STILBENE-CONTAINING POLYMERS, Journal of polymer science. Part A, Polymer chemistry, 33(8), 1995, pp. 1235-1242
Poly[styrene-co-(diethyl vinylbenzylphosphonate)] and poly[methylmetha
crylate-co-(diethyl vinylbenzylphosphonate)] were prepared and used in
modified Horner-Emmons reactions to synthesize polymers with covalent
ly attached stilbene groups. This versatile new method allowed for the
preparation of polymers with either electron-donor (OCH3, CH3) or ele
ctron-acceptor (Br, NO2) substituents on the stilbene aromatic ring. T
he resulting polymers were characterized by H-1 NMR, FT-IR, UV-visible
, DSC, and size exclusion chromatography. Efficient transformation of
polymeric phosphonates to the polymeric stilbene derivatives was reali
zed. Size exclusion chromatographic analyses demonstrated that the rea
ction conditions have no deleterious effect on the molecular weight di
stribution of the various polymers that were prepared. Photochromic be
havior was demonstrated for one of the derivatives. (C) 1995 John Wile
y and Sons, Inc.