Macromolecules, 38 (25), 10388 -10396, 2005. 10.1021/ma051002c S0024-9297(05)01002-8
Web Release Date: November 12, 2005

Copyright © 2005 American Chemical Society

Synthesis of Terpyridine-Terminated Polymers by Anionic Polymerization

Carlos Guerrero-Sanchez, Bas G. G. Lohmeijer, Michael A. R. Meier, and Ulrich S. Schubert*

Laboratory of Macromolecular Chemistry and Nanoscience, Eindhoven University of Technology and Dutch Polymer Institute (DPI), P.O. Box 513, 5600 MB Eindhoven, The Netherlands

Received May 13, 2005

Revised Manuscript Received September 19, 2005

Abstract:

The synthesis of terpyridine-functionalized polystyrene was achieved by reacting 4'-chloro-2,2':6',2' '-terpyridine (terminating agent) with "living" polymeric carbanions synthesized by anionic polymerization. The obtained polymers were characterized by gel permeation chromatography, nuclear magnetic resonance, matrix-assisted laser desorption/ionization time-of-flight mass spectrometry, elemental analysis, and ultraviolet-visible absorption spectroscopy. The conversion of the polystyryllithium species into the corresponding 1,1-diphenylalkyllithium chain ends by reaction with 1,1-diphenylethylene (DPE) was a necessary step in order to promote an efficient chain-end functionalization and to avoid undesired side reactions (coupling) between the polymer chains due to the high reactivity of the polystyryl anion. Moreover, the obtained well-defined terpyridine-terminated polystyrenes were used for the synthesis of self-assembled metallo-supramolecular block copolymers.


Download the full text: PDF | HTML