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Issue 21, 2020
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Polymerization of epoxide monomers promoted by tBuP4 phosphazene base: a comparative study of kinetic behavior

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Abstract

The kinetics of the anionic ring-opening polymerizations (AROP) of epoxide monomers, 1,2-epoxybutane (BO), 1,2-epoxypropane (PO), tert-butyl glycidyl ether (tBuGE), allyl glycidyl ether (AGE), benzyl glycidyl ether (BnGE), and ethoxyethyl glycidyl ether (EEGE), was investigated using benzyl alcohol/tBuP4 as the initiating system. All the polymerizations proceed in a controlled manner following a first order kinetics with respect to the monomer. The influence of the side chains borne by the oxirane ring was evidenced. Propagating centers derived from epoxide bearing heretoatom-containing side chains display higher reactivities and propagation rates. A reactivity scale has been established and is as follows, kp,BnGE > kp,AGE > kp,EEGEkp,tBuGEkp,PO > kp,BO. Using BO as the model monomer and different initiator concentrations, the nature of the propagating species has been identified as ion pairs. The influence of a Lewis acid addition on the monomer reactivities and on the control of the polymerization was also investigated. In the presence of triisobutylaluminum (iBu3Al), polymerization kinetics was faster but led to a broadening of the molar mass distributions. The monomer reactivity scale was also strongly modified with kp,PO > kp,BO > kp,EEGEkp,AGE > kp,BnGEkp,tBuGE. The polymerizations of PO, BO and tBuGE follow zero order kinetics which is not the case for the other oxirane monomers.

Graphical abstract: Polymerization of epoxide monomers promoted by tBuP4 phosphazene base: a comparative study of kinetic behavior

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Supplementary files

Article information


Submitted
25 Mar 2020
Accepted
30 Apr 2020
First published
06 May 2020

Polym. Chem., 2020,11, 3585-3592
Article type
Paper

Polymerization of epoxide monomers promoted by tBuP4 phosphazene base: a comparative study of kinetic behavior

V. Puchelle, H. Du, N. Illy and P. Guégan, Polym. Chem., 2020, 11, 3585
DOI: 10.1039/D0PY00437E

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