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Issue 13, 2016
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A fast controlled synthesis of poly(p-phenyleneethynylene)s under transition-metal-free conditions

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Abstract

A transition-metal-free polymerization of an AB-type monomer for the synthesis of well-defined poly(p-phenyleneethynylene)s is described. The polymerization of 1-pentafluorophenylethynyl-4-[(trimethylsilyl)ethynyl]benzene with a catalytic amount of tetrabutylammonium fluoride or potassium t-butoxide in the presence of cryptand[2.2.2] affords polymers within a few minutes. When monitoring the polymerization, the molecular weight as a function of monomer conversion shows a linear relationship, where the polydispersity indexes are around 1.6. The polymerization proceeds predominantly via intramolecular fluoride anion transfer to the polymer end. End capping of the active polymerization end is also demonstrated.

Graphical abstract: A fast controlled synthesis of poly(p-phenyleneethynylene)s under transition-metal-free conditions

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Article information


Submitted
07 Jan 2016
Accepted
25 Feb 2016
First published
08 Mar 2016

Polym. Chem., 2016,7, 2323-2328
Article type
Communication

A fast controlled synthesis of poly(p-phenyleneethynylene)s under transition-metal-free conditions

A. Motoshige, J. Kakinuma, T. Iyoda and T. Sanji, Polym. Chem., 2016, 7, 2323
DOI: 10.1039/C6PY00030D

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