Conjugated Copolymers of Vinylene Flanked Naphthalene Diimide
Author(s) -
Zhuping Fei,
Yang Han,
Jaime Martín,
Fiona H. Scholes,
Mohammed AlHashimi,
Siham Y. Al-Qaradawi,
Natalie Stingelin,
Thomas D. Anthopoulos,
Martin Heeney
Publication year - 2016
Publication title -
macromolecules
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.994
H-Index - 313
eISSN - 1520-5835
pISSN - 0024-9297
DOI - 10.1021/acs.macromol.6b01423
Subject(s) - copolymer , materials science , diimide , polymer , polymer chemistry , monomer , conjugated system , photochemistry , chemistry , organic chemistry , molecule , perylene , composite material
We report the synthesis of a novel naphthalene diimide (NDI) monomer containing two (tributylstannyl)vinyl groups. The utility of this building block is demonstrated by its copolymerization with five different electron-rich comonomers under Stille conditions. The resulting high molecular weight polymers show red-shifted optical absorptions in comparison to the analogous polymers without the vinylene spacer and a significant increase in the intensity of the low-energy intramolecular charge transfer band. The polymers all exhibit ambipolar behavior in bottom-gate, top-contact organic thin-film transistors. The insertion of a solution-processed barium hydroxide layer between the polymer and the gold electrode led to unipolar behavior with improved electron mobilities
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