Abstract
The free radical telomerization of methacrylamide (MAA) with bromotrichloromethane (BTCM) as a chain transfer agent was carried out with varying temperature, molar ratio of BTCM to MAA, and solvent. The apparent overall activation energy for this system was calculated as 34 kJ mol−1. The growing radical with one repeating unit led to the formation of telomer accompanying normal chain transfer by bromine abstraction from BTCM, while growing radicals with two repeating units or more led to the formation of lactams through intramolecular cyclization of the resulting telomers with evolution of hydrogen bromide or self-cyclization accompanying chain transfer to produce a cyclic oligomer. The cis type was formed in preference to the trans one in a ratio of 3:1–4:1 as diastereoisomeric lactams made from the growing radical with two repeating units.
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Kimura, T., Hamashima, M. Free Radical Telomerization of Methacrylamide Using Bromotrichloromethane. Polym J 21, 35–40 (1989). https://doi.org/10.1295/polymj.21.35
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DOI: https://doi.org/10.1295/polymj.21.35