Aluminium salophen and salen initiators in the ring-opening polymerisation of rac-lactide and rac-β-butyrolactone: Electronic effects on stereoselectivity and polymerisation rates

Christian Agatemor, Amy E. Arnold, Edward D. Cross, Andreas Decken, Michael P. Shaver

Research output: Contribution to journalArticlepeer-review

Abstract

Three aluminium salophen and two aluminium salen complexes were synthesised, characterised and screened in the ring-opening polymerisation (ROP) of rac-lactide and rac-β-butyrolactone. The focus was on controlling the apparent polymerisation rate (Κp) and stereoselectivity of poly(lactic acid) and poly(3-hydroxybutyrate) by modulating the electron density at the aluminium centre or by switching from an alkyl backbone (salen complex) to an aryl backbone (salophen complex). The salen complexes generally showed higher Κp as well as isoselectivity compared to the salophen complexes. For instance, salophen and salen complexes biased the microstructure of poly(3-hydroxybutyrate) towards syndiotacticity and isotacticity, respectively. Electron-withdrawing or electron-donating backbones on a salophen complex tuned Κp, with electron-donating backbones offering faster Κp.

Original languageEnglish
Pages (from-to)335-340
JournalJournal of organometallic chemistry
Volume745-746
Early online date21 Aug 2013
DOIs
Publication statusPublished - 15 Nov 2013

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