Synthesis of methylene butyrolactone polymers from itaconic acid Academic Article uri icon

abstract

  • © 2017 Wiley Periodicals, Inc. Herein, we report the transformation of β-monomethyl itaconate, an inexpensive and biorenewable alternative to petroleum feedstocks, to the high-value monomer α-methylene-γ,γ-dimethyl-γ-butyrolactone (Me2MBL) through a selective addition strategy. This strategy is also applied to the synthesis of α-methylene-γ-butyrolactone (MBL, tulipalin A), a monomer that can be polymerized to give materials with desirable properties (high decomposition temperature, glass transition temperature, and refractive index). Subsequent polymerization of both Me2MBL and MBL through reversible addition-fragmentation chain-transfer polymerization generates well-defined poly(Me2MBL) and poly(MBL) (PMBL). Physical characterization of poly(Me2MBL) shows good physical properties comparable with known PMBL materials. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 2730–2737.

author list (cited authors)

  • Trotta, J. T., Jin, M., Stawiasz, K. J., Michaudel, Q., Chen, W., & Fors, B. P.

publication date

  • January 1, 2017 11:11 AM

publisher