B Gupta

I dos Santos Vieira

J Börner

O Dechy-Cabaret

S Herres-Pawlis

U Flörke

Journal of Cheminformatics

English

PubMed

Springer - Publisher Connector

POSTER PRESENTATION Open Access
Studies on the mechanism of the lactide
polymerization with highly active zinc
guanidine catalysts
I dos Santos Vieira1, J Börner2, U Flörke2, S Herres-Pawlis1*
From 6th German Conference on Chemoinformatics, GCC 2010
Goslar, Germany. 7-9 November 2010
Polylactide (PLA) is a biodegradable polyester which is
able to replace petrochemical based plastics in many
fields [1]. It is commonly produced by ring-opening
polymerisation (ROP) of the cyclic diester lactide with
metal containing initiator systems using anionic ligand
systems [2].
Zinc complexes with neutral guanidine ligands have
proven to be highly active initiators in the ROP of lac-
tide [3,4]. In an integrated study combining kinetic ana-
lyses, spectroscopic measurements and DFT calculations
the mechanism of the lactide polymerisation with this
special catalyst class could be clarified. We could show
that the polymerisation proceeds via a coordination-
insertion-mechanism.
A complete reaction coordinate diagram including
enthalpies of intermediates and transition states could
be compiled by B3LYP-DFT for the initiation step of
the polymerisation with the initiator [Zn(TMGqu)2
(CF3SO3)][CF3SO3] and also for the chain propagation.
The initiating step includes three transition states with
102 kJ/mol as highest activation barrier. The model for
the propagation step reveals two transition states with
an energy barrier not exceeding 65 kJ/mol. The results
of this study demonstrate that lactide ROP proceeds not
only with classical complexes using anionic ligands, but
also with complexes containing neutral but highly
nucleophilic guanidine ligands.
Author details
1Anorganische Chemie II, Technical University of Dortmund, 44225
Dortmund, Germany. 2University of Paderborn, 33098 Paderborn, Germany.
Published: 19 April 2011
References
1. Gupta B, Revagade N, Hilborn J: Poly(lactic acid) fiber: An overview. Prog
Polym Sci 2007, 32:455-482.
2. Dechy-Cabaret O, Martin-Vaca B, Bourissou D: Controlled Ring-Opening
Polymerization of Lactide and Glycolide. Chem Rev 2004, 104:6147-6176.
3. Börner J, Flörke U, Huber K, Döring A, Kuckling D, Herres-Pawlis S: Lactide
Polymerisation with Air-Stable and Highly Active Zinc Complexes with
Guanidine-Pyridine Hybrid Ligands. Chem Eur J 2009, 15:2362-2376.
4. Börner J, Herres-Pawlis S, Flörke U, Huber K: [Bis(guanidine)]zinc
Complexes and Their Application in Lactide Polymerisation. Eur J Inorg
Chem 2007, 5645-5651.
doi:10.1186/1758-2946-3-S1-P22
Cite this article as: dos Santos Vieira et al.: Studies on the mechanism of
the lactide polymerization with highly active zinc guanidine catalysts.
Journal of Cheminformatics 2011 3(Suppl 1):P22.
Open access provides opportunities to our 
colleagues in other parts of the globe, by allowing 
anyone to view the content free of charge.
Publish with ChemistryCentral and every
scientist can read your work free of charge
W. Jeffery Hurst, The Hershey Company.
available free of charge to the entire scientific community
peer reviewed and published immediately upon acceptance
cited in PubMed and archived on PubMed Central
yours     you keep the copyright
Submit your manuscript here:
http://www.chemistrycentral.com/manuscript/
* Correspondence: sonja.herres-pawlis@tu-dortmund.de
1Anorganische Chemie II, Technical University of Dortmund, 44225
Dortmund, Germany
Full list of author information is available at the end of the article
dos Santos Vieira et al. Journal of Cheminformatics 2011, 3(Suppl 1):P22
http://www.jcheminf.com/content/3/S1/P22
© 2011 dos Santos Vieira et al; licensee BioMed Central Ltd. This is an open access article distributed under the terms of the Creative
Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and
reproduction in any medium, provided the original work is properly cited.


Studies on the mechanism of the lactide polymerization with highly active zinc guanidine catalysts

Crossref

3(Suppl 1):P22. Open access provides opportunities to our colleagues in other parts of the globe, by allowing anyone to view the content free of charge.

Bis(guanidine)]zinc Complexes and Their Application in Lactide Polymerisation.

Controlled Ring-Opening Polymerization of Lactide and Glycolide. Chem Rev

Herres-Pawlis S: Lactide Polymerisation with Air-Stable and Highly Active Zinc Complexes with Guanidine-Pyridine Hybrid Ligands. Chem Eur J

Poly(lactic acid) fiber: An overview. Prog Polym Sci

file:///data/core-remote/dit/data/Springer-OA/pdf/bd5/aHR0cDovL2xpbmsuc3ByaW5nZXIuY29tLzEwLjExODYvMTc1OC0yOTQ2LTMtUzEtUDIyLnBkZg==.pdf

Studies on the mechanism of the lactide polymerization with highly active zinc guanidine catalysts

Abstract

Similar works

Full text

Available Versions

Springer - Publisher Connector

Crossref