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Effect of Dithienopyrrole Unit on Electrochromic and Optical Properties of Benzotriazole‐Based Conjugated Polymers
Author(s) -
Unlu Naime Akbasoglu,
Deniz Tugba Kaya,
Sendur Merve,
Cirpan Ali
Publication year - 2012
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201200274
Subject(s) - benzotriazole , electrochromism , stille reaction , pyrrole , conjugated system , thiophene , chemistry , moiety , polymer , homo/lumo , polymer chemistry , stereochemistry , molecule , organic chemistry , electrode
A series of benzotriazole (BTz)‐ and dithienopyrrole (DTP)‐based three polymers; poly[2‐(2‐dodecyl‐2H‐benzo[d][1,2,3]triazol‐4‐yl)‐4‐hexyl‐4H‐dithieno[3,2‐b:2′,3′‐d]pyrrole] ( P1 ), poly[2‐ (5‐(2‐dodecyl‐7‐(thiophen‐2‐yl)‐2H‐benzo[d][1,2,3]triazol‐4‐yl)thiophen‐2‐yl)‐4‐hexyl‐4H‐dithieno[3,2‐b:2′,3′‐d]pyrrole] ( P2 ), and poly[2‐(5‐(2‐dodecyl‐7‐(4‐hexylthiophen‐2‐yl)‐2H‐benzo[d][1,2,3]triazol‐4‐yl)‐3‐hexylthiophen‐2‐yl)‐4‐hexyl‐4H‐dithieno[3,2‐b:2′,3′‐d]pyrrole] ( P3 ) was synthesized via Stille coupling. To investigate the effect of the π‐bridges on the electrochromic properties of BTz‐based polymers, thiophene and 3‐ hexylthiophene was incorporated between BTz and DTP moiety. Different π‐bridges affected the HOMO and LUMO energy levels, coloration efficiency, switching time, and optical contrast.