Citation: Wei Hu, Jing Cao, Yi-ling Huang, Sai Liang. Asymmetric Polymerization of N-Vinylcarbazole with Optically Active Anionic Initiators[J]. Chinese Journal of Polymer Science, ;2015, 33(11): 1618-1624. doi: 10.1007/s10118-015-1689-9 shu

Asymmetric Polymerization of N-Vinylcarbazole with Optically Active Anionic Initiators

Wei Hu ¹ ,
Jing Cao ^1,, ,
Yi-ling Huang ¹ ,
Sai Liang ¹

1.
Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, College of Chemistry, Xiangtan University, Hunan 411105, China

Corresponding author: Jing Cao, caojing8435.student@sina.com
Received Date: 25 April 2015
Revised Date: 18 May 2015

Fund Project: This work was financially supported by the open project program of Key Laboratory of Environmentally Friendly Chemistry and Applications of the Ministry of Education, China (No. 09HJYH04) and Xiangtan University Doctoral Scientific Research Fund.

The anionic polymerization of N-vinylcarbazole (NVC) by using optically active anionic initiators such as the lithium salts of (S)-1-(9H-fluoren-2-yl)-4-isopropyl-4,5-dihydrooxazole ((S)-1-FIDH) and (S)-2-(9H-fluoren-2-yl)-4-isopropyl-4,5-dihydrooxazole ((S)-2-FIDH) and complexes of (-)-Sparteine with n-butylithium (n-BuLi-(-)-Sp) or fluorenyl lithium (FILi-(-)-Sp) was achieved. The yield and specific rotation of poly(N-vinylcarbazole)s (poly(NVC)s) were considerably affected by the molar ratio of (S)-FIDH to NVC. The highest yield and specific rotation were obtained with Li-(S)-1-FIDH as an initiator, with a molar ratio of monomer and initiator [M]/[I] = 10/1. The effects of the chiral initiators, type of solvent and the polymerization temperature were investigated. The obtained optical activity of polymers was attributed to asymmetric induction of the chiral initiators.
- Helical polymer,
- Anionic polymerization,
- Chiral carbon anionic initiator,
- N-vinylcarbazole
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