Electrochemical Properties of Perylene Diimide (PDI) and Benzotriazole (Btz) Bearing Conjugated Polymers to Investigate the Effect of pi-Bridge on Electrochemical Properties

BAYSEC, Sebnem
UNLU, Naime Akbasoglu
Udum, Yasemin Arslan
Çırpan, Ali
Toppare, Levent Kamil
In this study, a series of benzotriazole (BTZ) and perylene diimide (PDI) based copolymers; CoP1 and CoP2 were synthesized via Stille coupling. The effect of perylene diimide (PDI) unit on electrochemical properties of BTZ bearing polymers was investigated. In addition, two different pi-bridges: thiophene and dithienopyrrole (DTP) were incorporated into polymer backbone to explore their effects on electrochemical and spectroelectrochemical properties of corresponding polymers; CoP1 and CoP2. Electrochemical and spectral results showed that while CoP1 has only n-type doping property CoP2 has an ambipolar character although p-type doping property is rare for PDI based polymers. Owing to the DTP group, CoP2 showed the lowest band gap reported up to now between perylene diimide derivatives. The effect of different pi-bridges and perylene diimide (PDI) unit on the HOMO and LUMO energy levels, optical band gaps, switching time, and optical contrast were presented.


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In this study, a series of benzotriazole (BTz) and triphenylamine (TPA)-based random copolymers; poly4-(5-(2-dodecyl-7-methyl-2H-benzo[d][1,2,3]triazol-4-yl)thiophen-2-yl)-N-(4-(5-methylthiophen-2-yl)phenyl)-N-phenylaniline (P1), poly4-(2-dodecyl-7-methyl-2H-benzo[d][1,2,3]triazol-4-yl)-N-(4-methyl-[1,1-biphenyl]-4-yl)-N-phenyl-[1,1-biphenyl]-4-amine (P2), and poly4-(5-(2-dodecyl-7-(5-methylthiophen-2-yl)-2H-benzo[d][1,2,3]triazol-4-yl)-[2,2-bithiophen]-5-yl)-N-(4-(5-methylthiophen-2-yl)phenyl)-N-phenylanil...
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This study focused on modifying the alkyl‐end‐group of benzotriazole and thiophene containing conjugated polymers. Introducing a moiety with struc‐turally rigid and tendency to enhance the π‐π stacking and also absorption in the high energetic region, influence the both electronic and optic properties of the conjugated polymers. Stille cross coupling chemical polymerization method was performed to synthesize the polymer contains: benzotriazole and bisthiophene. Characterizations of polymers were done in ter...
synthesis of a novel series of furan and fluorene containing monomers and their polymers
Güneş, Arzu; Önal, Ahmet Muhtar; Cihaner, Atilla; Department of Polymer Science and Technology (2011)
In this study, a novel series of conjugated monomers containing furan and fluorene units; 2,7-di(furan-2-yl)-9H-fluoren-9-one (FOF), 2-(2-(furan-2-yl)-9H-fluoren-7-yl)furan (FFF), and 2-(2-(furan-2-yl)-9,9-dihexyl-9H-fluoren-7-yl)furan (FHF) were synthesized and their electrochemical polymerization were achieved via potential cycling. Optical and electrochemical properties of the polymers, poly(2,7-di(furan-2-yl)-9H-fluoren-9-one) (PFOF), poly(2-(2-(furan-2-yl)-9H-fluoren-7-yl)furan (PFFF) and poly(2-(2-(fu...
The impact of [1,2,5]chalcogenazolo[3,4-f]-benzo[1,2,3]triazole structure on the optoelectronic properties of conjugated polymers
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Two novel conjugated near-infrared (NIR) absorbing donor-acceptor type copolymers comprising benzodithiophene as the donor and [1,2,5]chalcogenazolo[3,4-f]-benzo[1,2,3]triazole derivatives as the acceptors, spaced with thiophene as the pi-bridge, were designed and synthesized via Stille polycondensation reaction. The effect of acceptor strength on optoelectronic properties was targeted and investigated. Branched alkyl chains (the extended 2-octyl-1-dodecyl alkyl chain; -C8C12) were introduced to 5H-[1,2,3]t...
Citation Formats
S. BAYSEC, N. A. UNLU, S. O. HACIOGLU, Y. A. Udum, A. Çırpan, and L. K. Toppare, “Electrochemical Properties of Perylene Diimide (PDI) and Benzotriazole (Btz) Bearing Conjugated Polymers to Investigate the Effect of pi-Bridge on Electrochemical Properties,” JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY, pp. 1–9, 2015, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/47393.