A Novel Type of Optically Active Helical Polymers: Synthesis and Characterization of Poly(alpha,beta-unsaturated ketone)

作者：Wu, Shi; Yang, Nianfa^*; Yang, Liwen; Cao, Jing; Liu, Ji

来源：Journal of Polymer Science Part A: Polymer Chemistry , 2010, 48(6): 1441-1448.

DOI：10.1002/pola.23915

• anionic polymerization
• alpha,beta-unsaturated ketone
• chiral
• helical polymers
• synthesis

New alpha,beta-unsaturated ketone monomers, menthyl vinyl ketone (MVK), and 1-menthylbut-3-en-2-one (MBEK) were synthesized. The monomers were polymerized using butyllithium as an initiator. The polymer derived from MVK (poly-MVK) had a tremendous specific optical rotation [alpha](365)(25), which was as 32 times large as that of its monomer MVK. Poly-MVK was confirmed to keep a prevailing helicity of backbone in solution by means of comparing the specific optical rotation and the CD spectra with that of MVK and the model compound such as ethyl menthyl ketone (EMK) and n-hexyl menthyl ketone (n-HMK). This conclusion was also confirmed by the fact that the specific optical rotation and the CD signal intensity of poly-MBEK were not enough large due to backbone flexibility caused by the effective isolation of the main chain from the bulky menthyl. The excess value of one-handed helicity of poly-MVK decreased with the increase of polymerization temperature.

• 出版日期2010-3-15
• 单位湘潭大学