Polythiophenes with vinylene linked ortho, metaand para-carborane sidechains

We report the synthesis of a series of novel polythiophenes with vinylene linked pendant carborane sidechains. Polymers containing ortho, metaand parasubstituted carborane linked viaa cisor transdouble bond are reported. The inclusion of carborane sidechains is demonstrated to afford soluble polymer...

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Bibliographic Details
Published in:Polymer chemistry 2014-09, Vol.5 (21), p.6190-6199
Main Authors: Marshall, Jonathan, Hooton, Jake, Han, Yang, Creamer, Adam, Ashraf, Raja Shahid, Porte, Yoann, Anthopoulos, Thomas D, Stavrinou, Paul N, McLachlan, Martyn A, Bronstein, Hugo, Beavis, Peter, Heeney, Martin
Format: Article
Language:English
Subjects:
Bonding
Carborane
Devices
Isomers
Optoelectronics
Photovoltaic cells
Solar cells
Synthesis
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Summary:We report the synthesis of a series of novel polythiophenes with vinylene linked pendant carborane sidechains. Polymers containing ortho, metaand parasubstituted carborane linked viaa cisor transdouble bond are reported. The inclusion of carborane sidechains is demonstrated to afford soluble polymers without the presence of any additional alkyl groups. The choice of carborane and double bond isomer is shown to influence the optoelectronic, photovoltaic and charge-transporting properties of the polymer. In particular the incorporation of ortho-carborane was shown to have a pronounced electron withdrawing effect resulting in a substantial increase in polymer ionisation potential. Field effect transistors and solar cells devices fabricated from the various isomers showed significant differences in performance.
ISSN:1759-9954
1759-9962
DOI:10.1039/c4py00767k