Stereospecific radical polymerization
Morikami, Akihiro The University of Tokushima
Radical polymerization of N-methyl-N-(2-pyridyl)acrylamide (MPyAAm) was carried out in dichloromethane at low temperatures in the presence of trifluoroacetic acid (TFA). The m dyad contents of the polymers obtained at 0°C increased linearly from 37% to 60% with increase in the [TFA]0/[MPyAAm]0 ratio from unity to 5. NMR analysis of MPyAAm-TFA mixtures in dichloromethane-d2 revealed that the favorable conformation in terms of the pyridyl group to the carbonyl group in MPyAAm switched from s-trans to s-cis by protonation. The results suggest that controlling the conformation of MPyAAm resulted in control of the stereospecificity in radical polymerization of the monomer.
Journal of Polymer Science Part A : Polymer Chemistry
This is the peer reviewed version of the following article: Hirano, T., Morikami, A. and Ute, K. (2011), Control of stereospecificity in the radical polymerization of N‐methyl‐N‐(2‐pyridyl)acrylamide by conformational switching of the monomer with protonation. J. Polym. Sci. A Polym. Chem., 49: 4164-4171., which has been published in final form at https://doi.org/10.1002/pola.24858. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.
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