ChemRxiv
These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
ChemRxiv.pdf (2.5 MB)
0/0

Chemoselective Ring-Opening Polymerization of Bio-Renewable α-Methylene-γ-Butyrolactone via an Organophosphazene/urea Binary Synergistic Catalytic System Toward a Sustainable Polyester

preprint
submitted on 19.01.2020 and posted on 21.01.2020 by Yong Shen, Wei Xiong, YongZheng Li, ZhiChao Zhao, Hua Lu, Zhibo Li
Despite the great potential of bio-renewable a-methylene-g-butyrolactone (MBL) to produce functional recyclable polyester, the ring-opening polymerization (ROP) of MBL remains as a challenge due to the competing polymerization of the highly reactive exocyclic double bond and the low strained five membered ring. In this contribution, we present the first organocatalytic chemoselective ROP of MBL to exclusively produce recyclable unsaturated polyester by utilizing a phosphazene base/urea binary catalyst. We show that delicate chemoselectivity can be realized by controlling the temperature and using selected urea catalysts. Experimental and theoretical calculations provide mechanistic insights and indicate that the kinetically controlled ROP pathway is favored by using urea with stronger acidity at low temperatures.

History

Email Address of Submitting Author

shenyong@iccas.ac.cn

Institution

College of Chemical Engineering, Qingdao University of Science and Technology

Country

China

ORCID For Submitting Author

0000-0002-8624-2662

Declaration of Conflict of Interest

no conflict of interest

Exports