Naphthacenodithiophene based polymers—new members
of the acenodithiophene family exhibiting high mobility
and power conversion efficiency
of the acenodithiophene family exhibiting high mobility
and power conversion efficiency
File(s)
Published version
Author(s)
Type
Journal Article
Abstract
Wide-bandgap conjugated polymers with a linear naphthacenodithiophene
(NDT) donor unit are herein reported along with their performance in both
transistor and solar cell devices. The monomer is synthesized starting from
2,6-dihydroxynaphthalene with a double Fries rearrangement as the key step.
By copolymerization with 2,1,3-benzothiadiazole (BT) via a palladium-catalyzed
Suzuki coupling reaction, NDT-BT co-polymers with high molecular weights
and narrow polydispersities are afforded. These novel wide-bandgap polymers
are evaluated as the semiconducting polymer in both organic field effect transistor
and organic photovoltaic applications. The synthesized polymers reveal
an optical bandgap in the range of 1.8 eV with an electron affinity of 3.6 eV
which provides sufficient energy offset for electron transfer to PC70BM acceptors.
In organic field effect transistors, the synthesized polymers demonstrate
high hole mobilities of around 0.4 cm2
V–1 s–1. By using a blend of NDT-BT
with PC70BM as absorber layer in organic bulk heterojunction solar cells, power
conversion efficiencies of 7.5% are obtained. This value is among the highest
obtained for polymers with a wider bandgap (larger than 1.7 eV), making this
polymer also interesting for application in tandem or multijunction solar cells.
(NDT) donor unit are herein reported along with their performance in both
transistor and solar cell devices. The monomer is synthesized starting from
2,6-dihydroxynaphthalene with a double Fries rearrangement as the key step.
By copolymerization with 2,1,3-benzothiadiazole (BT) via a palladium-catalyzed
Suzuki coupling reaction, NDT-BT co-polymers with high molecular weights
and narrow polydispersities are afforded. These novel wide-bandgap polymers
are evaluated as the semiconducting polymer in both organic field effect transistor
and organic photovoltaic applications. The synthesized polymers reveal
an optical bandgap in the range of 1.8 eV with an electron affinity of 3.6 eV
which provides sufficient energy offset for electron transfer to PC70BM acceptors.
In organic field effect transistors, the synthesized polymers demonstrate
high hole mobilities of around 0.4 cm2
V–1 s–1. By using a blend of NDT-BT
with PC70BM as absorber layer in organic bulk heterojunction solar cells, power
conversion efficiencies of 7.5% are obtained. This value is among the highest
obtained for polymers with a wider bandgap (larger than 1.7 eV), making this
polymer also interesting for application in tandem or multijunction solar cells.
Date Issued
2016-08-18
Date Acceptance
2016-07-13
Citation
Advanced Functional Materials, 2016, 26 (38), pp.6961-6969
ISSN
1616-3028
Publisher
Wiley
Start Page
6961
End Page
6969
Journal / Book Title
Advanced Functional Materials
Volume
26
Issue
38
Copyright Statement
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the peer reviewed version of the following article: Knall, A.-C., Ashraf, R. S., Nikolka, M., Nielsen, C. B., Purushothaman, B., Sadhanala, A., Hurhangee, M., Broch, K., Harkin, D. J., Novák, J., Neophytou, M., Hayoz, P., Sirringhaus, H. and McCulloch, I. (2016), Naphthacenodithiophene Based Polymers—New Members of the Acenodithiophene Family Exhibiting High Mobility and Power Conversion Efficiency. Adv. Funct. Mater., 26: 6961–6969, which has been published in final form at https://dx.doi.org/10.1002/adfm.201602285. This article may be used for non-commercial purposes in accordance With Wiley Terms and Conditions for self-archiving.
Sponsor
Commission of the European Communities
Grant Number
604397
Subjects
Materials
03 Chemical Sciences
09 Engineering
02 Physical Sciences
Publication Status
Published