Synthesis and polymerization of maleimide containing an l-menthyl group

✍ Scribed by Tsutomu Oishi; Kensoh Kagawa; Haruo Nagata

• Publisher: Elsevier Science
• Year: 1997
• Tongue: English
• Weight: 734 KB
• Volume: 38
• Category: Article
• ISSN: 0032-3861
• DOI: 10.1016/s0032-3861(96)00642-8

✦ Synopsis

Two types of optically active N-(c-menthoxycarbonyl-n-pentyl)maleimide (MPMI) and N-(L-menthoxycarbonyl-n-undecyl)maleimide (MUMI) were synthesized. Radical homopolymerizations of MPMI and MUMI were performed at 60°C for 24 h to give optically active polymers. Radical copolymerizations of MPMI (M1) and MUMI (M0 were performed with styrene (M2), methyl methacrylate (M2) in toluene at 60°C. Monomer reactivity ratios and the Alfrey-Price Q, e values were also determined. Anionic homopolymerizations of MPMI and MUMI were also carried out. Chiroptical properties of the polymers and copolymers were investigated. Hydrolysed MPMI and MUMI polymers and copolymers still had optical activity judged from specific rotation and circular dichroism spectra. This suggests that chiral carbons in the polymer main chains were formed and that asymmetric induction took place.