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Article
Acyclic Diene Metathesis with a Monomer from Renewable Resources: Control of Molecular Weight and One-Step Preparation of Block Copolymers
Article first published online: 21 MAY 2008
DOI: 10.1002/cssc.200800047
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Rybak, A. and Meier, M. (2008), Acyclic Diene Metathesis with a Monomer from Renewable Resources: Control of Molecular Weight and One-Step Preparation of Block Copolymers. ChemSusChem, 1: 542–547. doi: 10.1002/cssc.200800047
Publication History
- Issue published online: 11 JUN 2008
- Article first published online: 21 MAY 2008
- Manuscript Revised: 16 APR 2008
- Manuscript Received: 5 MAR 2008
Funded by
- German Federal Ministry of Food, Agriculture and Consumer Protection. Grant Number: FKZ 22026905
- Abstract
- Article
- References
- Cited By
Keywords:
- ADMET (acyclic diene metathesis);
- block copolymers;
- fatty acids;
- renewable resources
Graphical Abstract
As easy as ABA: A variety of polyesters, including ABA triblock copolymers, were prepared through a one-step acyclic diene metathesis (ADMET) polymerization with undecyl undecenoate, a monomer from renewable resources. The molecular weights of the polymers could be controlled through the choice of metathesis catalyst as well as the amount of chain stopper used.
Abstract
The preparation of a long-chain aliphatic α,ω-diene from plant oil derivatives and its subsequent polymerization through acyclic diene metathesis (ADMET) is described. The ADMET bulk polymerization of the thus-obtained monomer, undecyl undecenoate, was investigated and optimized by applying ruthenium-based metathesis catalysts from Grubbs and Hoveyda–Grubbs, leading to high-molecular-weight polyesters. Moreover, by applying different amounts of methyl 10-undecenoate as a chain stopper in this ADMET step growth polymerization, the molecular weight of the resulting polyester could be tuned in a range from approximately 10 to 45 kDa. Finally, the application of a poly(ethylene glycol) methyl ether acrylate as the chain stopper led to the preparation of ABA triblock copolymers in a one-step, one-pot procedure.