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Published on: October 18, 2018
Poly[(arylene ethynylene)-alt-(arylene vinylene)]s Based on Anthanthrone and Its Derivatives: Synthesis and
Suru Vivian John1,2, Věra Cimrová3, Christoph Ulbricht2,4
1SensorLab, Department of Chemistry, University of Western Cape, Robert Sobukwe Road, Private Bag X17, Bellville, 7535, Cape Town, South Africa.
Abstract:
Anthanthrone and its derivatives are large polycyclic aromatic compounds (PACs) that pose a number of challenges for incorporation into the structure of soluble conjugated polymers. For the first time, this group of PACs was employed as the building blocks for the synthesis of copolymers (P1-P5) based on poly[(arylene ethynylene)-alt-(arylene vinylene)]s backbone (-Ph-C≡C-Anth-C≡C-Ph-CH=CH-Ph-CH=CH-) . During the synthesis of P1-P5, different alkyloxy side chains were incorporated in order to tune the properties of the polymers. Of the copolymer series only P1 (containing anthanthrone and branched 2-ethylhexyloxy side chains on phenylenes), and (for which the anthanthrones containing carbonyl groups were converted to anthanthrene containing alkyloxy substituents) were soluble. The photophysical, electrochemical, electroluminescent and photovoltaic properties of P1-P3 are reported, compared and discussed with respect to the effects of side chains.
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