AMADEus Seminar - Prof. Michael Meier - Tuesday 17 December 2013, 04:00 pm - Amphi IECBle mardi 17 décembre 2013 de 16h à 17h
Prof. Dr. Michael Meier, Karlsruhe Institute of Technology (KIT)
Institute of Organic Chemistry, 76131 Karlsruhe, Germany
Sustainable Use of Renewable Resources for the Polymer Industry
Abstract: In ages of depleting fossil reserves and an increasing emission of greenhouse gases, it is obvious that the utilization of renewable feedstocks is one necessary step towards a sustainable development of our future. Especially plant oils bear a large potential for the substitution of currently used petrochemicals, since a variety of value added chemical intermediates can be derived from these resources in a straightforward fashion taking full advantage of nature’s synthetic potential. Here, new approaches for the synthesis of monomers as well as polymers from plant oils as renewable resources will be discussed.
For instance, we could show that different chain length ?,?-diester monomers can be obtained from fatty acid esters via olefin cross-metathesis (CM) with methyl acrylate taking advantage of natures "synthetic pool" of fatty acids with different chain lengths and positions of the double bonds. Similarly, we could show that the cross-metathesis with allyl chloride and other functional olefins allows for the synthesis of ?,?-difunctional compounds. Moreover, thiol-ene click chemistry offers a complementary approach for the introduction of different functional groups to fatty acids in a straightforward and efficient manner, as demonstrated for the functionalization of the castor oil derived methyl 10-undecenoate with a variety of thiols. Moreover, palladium catalyzed C-H activation was used to obtain acetoxy ester functionalized fatty acid methyl esters. Furthermore, a sustainable access to nitrogen containing monomers for the sustainable synthesis of renewable polyamides and polyurethanes will be discussed. The thus obtained renewable platform chemicals are valuable starting materials for a large variety of polymers.[6-9]
The focus of the presentation will be divided between the mentioned efficient (catalytic) routes to renewable step-growth monomers and the synthesis and properties of selected thereof derived polymers. In summary, we will thus demonstrate the versatility of plant-oil derived platform chemicals for the synthesis of a large variety of renewable monomers and polymers.
 M. A. R. Meier, J. O. Metzger, U. S. Schubert, Chem. Soc. Rev. 2007, 36, 1788.;  A. Rybak, M. A .R. Meier, Green Chem. 2007, 9, 1356;  O. Türünç, M. A. R. Meier, Macromol. Rapid Commun. 2010, 31, 1822;  A. Rybak, M. A. R. Meier, ChemSusChem 2008, 1, 542;  O. Kreye, S. Wald, M. A. R. Meier, Adv. Synth. Catal. 2013, 355, 81-86;  P. A. Fokou, M. A. R. Meier, J. Am. Chem. Soc. 2009, 131, 1664;  L. Montero de Espinosa, M. A. R. Meier, Chem. Commun. 2011, 47, 1908.;  O. Türünç, M. A. R. Meier, Green Chem. 2011, 13, 314.;  O. Kreye, T. Tóth, M. A. R. Meier, J. Am. Chem. Soc. 2011, 133, 1790.