Modified horner–emmons reaction of polymeric phosphonates: Versatile synthesis of pendant stilbene-containing polymers |
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Authors: | Kevin D Belfield Juexian Wang |
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Institution: | Department of Chemistry, University of Detroit Mercy P. O. Box 19900, Detroit, Michigan 48219-0900 |
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Abstract: | Polystyrene-co-(diethyl vinylbenzylphosphonate)] and polymethylmethacrylate-co-(diethyl vinylbenzylphosphonate)] were prepared and used in modified Horner-Emmons reactions to synthesize polymers with covalently attached stilbene groups. This versatile new method allowed for the preparation of polymers with either electron-donor (OCH3, CH3) or electron acceptor (Br, NO2) substituents on the stilbene aromatic ring. The resulting polymers were characterized by 1H NMR, FT-IR, UV-visible, DSC, and size exclusion chromatography. Efficient transformation of polymeric phosphonates to the polymeric stilbene derivatives was realized. Size exclusion chromatographic analyses demonstrated that the reaction conditions have no deleterious effect on the molecular weight distribution of the various polymers that were prepared. Photochromic behavior was demonstrated for one of the derivatives. © 1995 John Wiley & Sons, Inc. |
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Keywords: | polymeric phosphonates Horner-Emmons pendant stilbene photochromic |
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