Poly[(arylene ethynylene)-alt-(arylene vinylene)]s Based on Anthanthrone and Its Derivatives: Synthesis and Photophysical, Electrochemical, Electroluminescent, and Photovoltaic Properties
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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?)n. 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), P2 and P3 (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.