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Benzyl bispidine as an efficient replacement for (−)-sparteine in ring opening polymerisation
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Todd, Richard (Researcher in chemistry), Rubio, Gabriel, Hall, Daniel J., Tempelaar, Sarah and Dove, Andrew P. (2013) Benzyl bispidine as an efficient replacement for (−)-sparteine in ring opening polymerisation. Chemical Science, Vol.4 (No.3). pp. 1092-1097. doi:10.1039/c2sc22053a ISSN 2041-6520.
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Official URL: http://dx.doi.org/10.1039/C2SC22053A
Abstract
The synthesis and application of a dibenzyl-functionalized bispidine, in combination with 1-(3,5-bis(trifluoromethyl)phenyl)-3-cyclohexylthiourea (TU) co-catalyst, has been demonstrated to be an excellent catalyst for the controlled ring-opening polymerisation (ROP) of lactide and cyclic carbonate monomers. Notably, the polymerisation proceeds with negligible transesterification or epimerisation, with the polymerisation of stereopure L-lactide affording highly crystalline poly(lactide) with a Tm of 156 °C. ROP of racemic lactide results in the observation of a modest degree of stereocontrol such that the probability of isotactic enchainment, Pm = 0.74. Comparison of a range of alternative hydrogen bond donor co-catalysts revealed that TU displayed the highest polymerisation rates in combination with the dibenzyl-functionalized bispidine.
Item Type: | Journal Article | ||||
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Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||
Journal or Publication Title: | Chemical Science | ||||
Publisher: | Royal Society of Chemistry | ||||
ISSN: | 2041-6520 | ||||
Official Date: | 2013 | ||||
Dates: |
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Volume: | Vol.4 | ||||
Number: | No.3 | ||||
Page Range: | pp. 1092-1097 | ||||
DOI: | 10.1039/c2sc22053a | ||||
Status: | Peer Reviewed | ||||
Publication Status: | Published | ||||
Access rights to Published version: | Restricted or Subscription Access |
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