Detrimental Ni(0) transfer in Kumada catalyst transfer polycondensation of benzo[2,1‐b:3,4‐b']dithiophene |
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| Authors: | Anjan Bedi Julien De Winter Pascal Gerbaux Guy Koeckelberghs |
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| Affiliation: | 1. Department of Chemistry, Laboratory for Polymer Synthesis, KU Leuven, Heverlee, Belgium;2. Organic Synthesis and Mass Spectrometry Laboratory, Research Institute for Materials Sciences and Engineering, University of Mons—UMONS, Mons, Belgium |
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| Abstract: | This article deals with the Kumada Catalyst Transfer Polycondensation (KCTP) of 4,7‐dioctylbenzo[2,1‐b:3,4‐b']dithiophene ( BDP‐Oct ) using Ni(II) catalyst or In/cat combination. A combination of MALDI MS, GPC, and 31P NMR spectroscopy is used to reveal the failure of the KCTP of this particular monomer. Intermolecular transfer reactions to monomer appeared to prevent the formation of polymer. This result is remarkable, since isomeric benzo[1,2‐b:4,5‐b']dithiophene polymerizes in a controlled way. The presence of a “non‐aromatic double bond” in annulated monomers is discussed. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016 , 54, 1706–1712 |
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| Keywords: | conducting polymers KCTP living polymerization MALDI metal‐polymer complexes |
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