New insights into the lactide polymerisation with neutral N-donor stabilised zinc complexes: Comparison of imidazolin-2-imine vs. guanidine complexes

J Borner, U Florke, T Gloge, T Bannenberg, M Tamm, M D Jones, A Doring, D Kuckling, S Herres-Pawlis

Research output: Contribution to journalArticlepeer-review

53 Citations (Scopus)

Abstract

Two imidazolin-2-imine zinc complexes [Zn(8MeBL)Cl-2] (1) and [Zn(8MeBL)(OAc)(2)] (2) were synthesised, completely characterised and investigated for their activity in the solvent-free ring-opening polymerisation of D,L-lactide. It could be shown that these compounds are able to act as efficient initiators for lactide polymerisation,and polylactides with molecular weights (M-w) of around 23,000-55,000 g/mol could be obtained with relatively narrow polydispersities. 1 and 2 exhibit an advantageous combination of robustness towards humidity and high activity in the polymer melt. A comparative DFT study on 1 and 2 and their guanidine counterparts revealed that the two complex series possess a strikingly similar electronic structure. Although the imidazolin-2-imine is more basic, its zinc complexes have only a slightly greater positive charge on the zinc atom in comparison to the corresponding guanidine complexes. Accordingly, their activity in the initiation of the ring-opening polymerisation is increased which is directly related to the Lewis acidity of the zinc atom. These findings allow more insights into the mechanism of the lactide polymerisation with neutral N-donor stabilised zinc complexes. (C) 2009 Elsevier B.V. All rights reserved.
Original languageEnglish
Pages (from-to)139-145
Number of pages7
JournalJournal of Molecular Catalysis A: Chemical
Volume316
Issue number1-2
DOIs
Publication statusPublished - 1 Feb 2010

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