Chemoselective Ring-Opening Polymerization of Bio-Renewable α-Methylene-γ-Butyrolactone via an Organophosphazene/urea Binary Synergistic Catalytic System Toward a Sustainable Polyester
semanticscholar(2020)
摘要
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.
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