Poly[(arylene ethynylene)-alt-(arylene vinylene)]s based on anthanthrone and its derivatives: synthesis and photophysical, electrochemical, electroluminescent, and photovoltaic properties

0481359 - ÚMCH 2018 RIV US eng J - Journal Article
John, S. V. - Cimrová, Věra - Ulbricht, C. - Pokorná, Veronika - Růžička, Aleš - Giguére, J.-B. - Lafleur-Lambert, A. - Morin, J.-F. - Iwuoha, E. - Egbe, D. A. M.
Poly[(arylene ethynylene)-alt-(arylene vinylene)]s based on anthanthrone and its derivatives: synthesis and photophysical, electrochemical, electroluminescent, and photovoltaic properties.
Macromolecules. Roč. 50, č. 21 (2017), s. 8357-8371. ISSN 0024-9297. E-ISSN 1520-5835
R&D Projects: GA ČR(CZ) GA13-26542S
Institutional support: RVO:61389013
Keywords : polycyclic aromatic compounds * anthanthrones and anthanthrone derivatives * electroluminescence
OECD category: Condensed matter physics (including formerly solid state physics, supercond.)
Impact factor: 5.914, year: 2017

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.
Permanent Link: http://hdl.handle.net/11104/0278145