Homoserine Lactone as a Structural Key Element for the Synthesis of Multifunctional Polymers
Fabian Marquardt,
Stefan Mommer,
Justin Lange,
Pascal M. Jeschenko,
Helmut Keul,
Martin Möller
Affiliations
Fabian Marquardt
Institute of Technical and Macromolecular Chemistry, RWTH Aachen University and DWI-Leibniz-Institute for Interactive Materials, Forckenbeckstr. 50, D-52056 Aachen, Germany
Stefan Mommer
Institute of Technical and Macromolecular Chemistry, RWTH Aachen University and DWI-Leibniz-Institute for Interactive Materials, Forckenbeckstr. 50, D-52056 Aachen, Germany
Justin Lange
Institute of Technical and Macromolecular Chemistry, RWTH Aachen University and DWI-Leibniz-Institute for Interactive Materials, Forckenbeckstr. 50, D-52056 Aachen, Germany
Pascal M. Jeschenko
Institute of Technical and Macromolecular Chemistry, RWTH Aachen University and DWI-Leibniz-Institute for Interactive Materials, Forckenbeckstr. 50, D-52056 Aachen, Germany
Helmut Keul
Institute of Technical and Macromolecular Chemistry, RWTH Aachen University and DWI-Leibniz-Institute for Interactive Materials, Forckenbeckstr. 50, D-52056 Aachen, Germany
Martin Möller
Institute of Technical and Macromolecular Chemistry, RWTH Aachen University and DWI-Leibniz-Institute for Interactive Materials, Forckenbeckstr. 50, D-52056 Aachen, Germany
The use of bio-based building blocks for polymer synthesis represents a milestone on the way to “green” materials. In this work, two synthetic strategies for the preparation of multifunctional polymers are presented in which the key element is the functionality of homoserine lactone. First, the synthesis of a bis cyclic coupler based on a thiolactone and homoserine lactone is displayed. This coupler was evaluated regarding its regioselectivity upon reaction with amines and used in the preparation of multifunctional polymeric building blocks by reaction with diamines. Furthermore, a linear polyglycidol was functionalized with homoserine lactone. The resulting polyethers with lactone groups in the side chain were converted to cationic polymers by reaction with 3-(dimethylamino)-1-propylamine followed by quaternization with methyl iodide.
