Summary
An initiator for living free radical polymerization may be prepared by trapping the benzylic ethylbenzene radical with the stable 2,2,6,6-tetramethylpiperidinyl-1-oxy (TEMPO) radical. The adduct, 2,2,6,6-tetramethyl-1-(1-phenethyloxy)piperidine (TMPEP), smoothly undergoes thermal fragmentation at temperatures approaching 140° C to afford an active carbon radical capable of initiating polymerization and a passive mediating nitroxyl radical to reversibly cap and preserve the propagating polymer chain.
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Howell, B.A., Priddy, D.B., Li, I.Q. et al. Synthesis and properties of 2,2,6,6-tetramethyl-1-(1-phenethyloxy)piperidine, an initiator for living free radical styrene polymerization. Polymer Bulletin 37, 451–456 (1996). https://doi.org/10.1007/BF00556804
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DOI: https://doi.org/10.1007/BF00556804