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Understanding the phosphoric acid catalysed ring opening polymerisation of β-Butyrolactone and other cyclic esters

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Abstract A series of phosphoric acid derivatives have been synthesised and their catalytic activity in the ring opening polymerisation of β-Butyrolactone (β-BL), ɛ-caprolactone and rac -lactide probed. Improved synthetic protocols… Click to show full abstract

Abstract A series of phosphoric acid derivatives have been synthesised and their catalytic activity in the ring opening polymerisation of β-Butyrolactone (β-BL), ɛ-caprolactone and rac -lactide probed. Improved synthetic protocols and characterisation data are provided for a range of catalysts substituted with functional groups altering their electron density and p K a . Lower rates are observed for β-BL polymerisations than other aliphatic cyclic esters. By exploring the reaction kinetics and in situ NMR spectroscopy, we show that the activity decreases due to competitive formation of an off-cycle deactivated species through cleavage of catalyst P O bonds.

Keywords: ring opening; opening polymerisation; phosphoric acid; polymerisation butyrolactone; cyclic esters

Journal Title: European Polymer Journal
Year Published: 2017

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