Controlled polymerisation of lactide using an organo-catalyst in supercritical carbon dioxide

Blakey, Idriss, Yu, Anguang, Howdle, Steven M., Whittaker, Andrew K. and Thurecht, Kristofer J. (2011) Controlled polymerisation of lactide using an organo-catalyst in supercritical carbon dioxide. Green Chemistry, 13 8: 2032-2037. doi:10.1039/c1gc15344g


Author Blakey, Idriss
Yu, Anguang
Howdle, Steven M.
Whittaker, Andrew K.
Thurecht, Kristofer J.
Title Controlled polymerisation of lactide using an organo-catalyst in supercritical carbon dioxide
Journal name Green Chemistry   Check publisher's open access policy
ISSN 1463-9262
1463-9270
Publication date 2011-08
Sub-type Article (original research)
DOI 10.1039/c1gc15344g
Open Access Status Not Open Access
Volume 13
Issue 8
Start page 2032
End page 2037
Total pages 6
Place of publication Cambridge, United Kingdom
Publisher Royal Society of Chemistry
Collection year 2012
Language eng
Formatted abstract
The controlled, ring-opening polymerisation of DL-lactide in supercritical carbon dioxide (scCO2) using benzyl alcohol as an initiator and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as an organo-catalyst, is reported. Despite reports of DBU being efficiently converted to a carbonate salt in the presence of a proton source, it was found that DBU was still an efficient catalyst for the ring opening polymerisation of DL-lactide. Matrix-assisted laser desorption ionisation time of flight mass spectroscopy and 1H nuclear magnetic resonance analysis demonstrated that end-group fidelity was maintained on the resulting polymer and significant transesterification was not observed under anhydrous conditions. We report a truly ‘green’ process for the synthesis of polylactic acid (PLA) with the total absence of potentially toxic organic solvents and inorganic catalysts. In addition, the reaction in scCO2 is conducted at temperatures much lower than that required for bulk polymerisation of LA.
Keyword Ring-opening polymerization
N-heterocyclic carbenes
Dispersion polymerization
Cyclic esters
Chemoenzymatic synthesis
Emulsion polymerization
Living polymerization
Epsilon-caprolactone
Renewable resources
CO2
ε-Caprolactone
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

 
Versions
Version Filter Type
Citation counts: TR Web of Science Citation Count  Cited 16 times in Thomson Reuters Web of Science Article | Citations
Scopus Citation Count Cited 16 times in Scopus Article | Citations
Google Scholar Search Google Scholar
Created: Sun, 21 Aug 2011, 01:20:45 EST by System User on behalf of Aust Institute for Bioengineering & Nanotechnology