Summary
Polymers having Fischer-type alkoxycarbenes in the side chain were synthesized by the reaction of pendant hydroxy groups with pentacarbonyltungsten acetoxyphenylcarbene [(CO)5W=C(Ph)O2CCH3, 2]. Namely, copolymers of methyl methacrylate with 4-hydroxybutyl methacrylate [poly(MMA-co-HBMA), 3b] were prepared and subjected to the reaction with 2 derived from tetramethylammonium salt of pentacarbonyltungsten hydroxyphenylcarbene [(CO)5W=C(Ph)ON(CH3)4, 1] with acetyl chloride. Soluble copolymers (4b) with pendant metal-carbene segments were obtained, and 1H NMR and UV spectroscopic analyses indicated that the metal-carbene moiety was introduced onto 20–70% of hydroxy groups of the copolymers. In contrast, the introduction of carbene moiety into a copolymer of MMA with 2-hydroxyethyl methacrylate [poly(MMA-co-HEMA), 3a] was unsuccessful because no reaction with 2 took place. The formed polymer (4b) served as a polymeric catalyst for the polymerization of phenylacetylene under the photo-irradiation.
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Received: 13 May 1999/Revised version: 19 July 1999/Accepted: 21 July 1999
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Nomura, R., Watanabe, K. & Masuda, T. Synthesis of alkoxycarbene-containing polymers and their application as polymeric catalysts for phenylacetylene polymerization. Polymer Bulletin 43, 177–182 (1999). https://doi.org/10.1007/s002890050550
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DOI: https://doi.org/10.1007/s002890050550