Remarkable effect of hydrogen-bonding interaction on stereospecificity in the radical polymerization of N-vinylacetamide |
| |
Authors: | Tomohiro Hirano Yuya Okumura Makiko Seno Tsuneyuki Sato |
| |
Affiliation: | Department of Chemical Science and Technology, Faculty of Engineering, Tokushima University, Minamijosanjima 2-1, Tokushima 770-8506, Japan |
| |
Abstract: | Radical polymerization of N-vinylacetamide (NVA) in toluene at low temperatures was investigated. It was found that the addition of Lewis bases or alcohol compounds significantly influenced stereospecificity in NVA polymerization. For example, syndiotacticity increased from 25% to 34% by adding tri-n-butyl phosphate at −40 °C. Mono-alcohol compounds increased heterotacticity and heterotactic poly(NVA) with mr triad content of 58% was obtained at −40 °C in the presence of 1,1,1,3,3,3-hexafluoro-2-propanol. Furthermore, isotactic poly(NVA) with mm triad = 49% was obtained at −60 °C in the presence of diethyl l-tartrate. The NMR analysis demonstrated that complex formation between NVA monomer and the added agents, through hydrogen-bonding interaction, played an important role to induce the stereospecificity. |
| |
Keywords: | Hydrogen bond N-vinylacetamide Stereospecific radical polymerization Syndiotactic Heterotactic Isotactic |
本文献已被 ScienceDirect 等数据库收录! |
|