Phosphor ylide mediated polymerizations of MMA at ambient temperatures with quantitative initiator efficiencies

POLY 184

Jun Ling, junling@usc.edu and Thieo E. Hogen-Esch, hogenesc@usc.edu. Department of Chemistry, University of Southern California, Los Angeles, CA 90089
The living ylide–mediated polymerization of methyl methacrylate was successfully achieved at room temperature with quantitative initiator efficiency using (1-naphthyl)triphenylphosphonium triphenylmethanide initiator. A low temperature (-30 oC) and 1 hr reaction time for the preparation of the ylide by reaction of (1-naphthyl)triphenylphosphonium bromide and triphenylmethyl potassium were shown to be essential. The resulting ylide gives a nearly quantitative initiator efficiency and is capable of operating at temperatures well above ambient temperatures.