Polythiophenes with carboxylate side chains and vinylene linkers in main chain for polymer solar cells

Polythiophenes with carboxylate side chains and vinylene linkers in main chain for polymer solar... Two polythiophenes with carboxylate side chains and vinylene linkers in conjugated backbones, i.e., poly[5,5′-(E)-bis(2-hexyldecyl)-2,2′-(ethene-1,2-diyl)bis(thiophene-3-carboxylate)-alt-5,5′- 2,2′-bithiophene] (PBT) and poly[5,5′-(E)-bis(2-hexyldecyl)-2,2′-(ethene-1,2-diyl) bis(thiophene-3-carboxylate)-alt-5,5′-thieno[3,2-b]thiophene] (PTT), were synthesized and characterized. Compared to poly(3-hexylthiophene) (P3HT), both polymers displayed deeper HOMO energy levels caused by the introduction of the electron-withdrawing carboxylate group and lower band gaps and shorter π-π stacking distances (ca. 3.5 Å) due to the incorporation of vinylene linkers in the conjugated backbones. Polymer PBT possesses greater self-organization ability and thereby more ordered intermolecular packing in solid state. Consequently, organic field-effect transistors (OFETs) based on PBT showed a hole mobility of 0.24 cm2 V−1s−1, much higher than that (0.073 cm2 V−1s−1) of PTT. Polymer solar cells (PSCs) with the two polymers as donor materials and [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) as acceptor material were fabricated, and both PBT- and PTT-based PSCs showed open circuit voltage (Voc) above 0.8 V. Owing to the better hole transport property and more ordered nano-fibrillar film morphology, PBT-based PSCs exhibited a superior photovoltaic performance with power conversion efficiency (PCE) of 6.25%, higher than that of PTT-based PSCs (PCE = 5.53%). This study indicates that simultaneously introducing electron-withdrawing carboxylate in side chains and vinylene linkers in conjugated backbones could efficiently tune the energy levels and enhance the π-π interactions between conjugated backbones. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Polymer Elsevier

Polythiophenes with carboxylate side chains and vinylene linkers in main chain for polymer solar cells

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Publisher
Elsevier
Copyright
Copyright © 2018 Elsevier Ltd
ISSN
0032-3861
D.O.I.
10.1016/j.polymer.2018.02.035
Publisher site
See Article on Publisher Site

Abstract

Two polythiophenes with carboxylate side chains and vinylene linkers in conjugated backbones, i.e., poly[5,5′-(E)-bis(2-hexyldecyl)-2,2′-(ethene-1,2-diyl)bis(thiophene-3-carboxylate)-alt-5,5′- 2,2′-bithiophene] (PBT) and poly[5,5′-(E)-bis(2-hexyldecyl)-2,2′-(ethene-1,2-diyl) bis(thiophene-3-carboxylate)-alt-5,5′-thieno[3,2-b]thiophene] (PTT), were synthesized and characterized. Compared to poly(3-hexylthiophene) (P3HT), both polymers displayed deeper HOMO energy levels caused by the introduction of the electron-withdrawing carboxylate group and lower band gaps and shorter π-π stacking distances (ca. 3.5 Å) due to the incorporation of vinylene linkers in the conjugated backbones. Polymer PBT possesses greater self-organization ability and thereby more ordered intermolecular packing in solid state. Consequently, organic field-effect transistors (OFETs) based on PBT showed a hole mobility of 0.24 cm2 V−1s−1, much higher than that (0.073 cm2 V−1s−1) of PTT. Polymer solar cells (PSCs) with the two polymers as donor materials and [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM) as acceptor material were fabricated, and both PBT- and PTT-based PSCs showed open circuit voltage (Voc) above 0.8 V. Owing to the better hole transport property and more ordered nano-fibrillar film morphology, PBT-based PSCs exhibited a superior photovoltaic performance with power conversion efficiency (PCE) of 6.25%, higher than that of PTT-based PSCs (PCE = 5.53%). This study indicates that simultaneously introducing electron-withdrawing carboxylate in side chains and vinylene linkers in conjugated backbones could efficiently tune the energy levels and enhance the π-π interactions between conjugated backbones.

Journal

PolymerElsevier

Published: Mar 28, 2018

References

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