Influences of structural modification of naphthalenediimides with benzothiazole on organic field-effect transistor and non-fullerene perovskite solar cell characteristics

Developing air-stable high-performance small organic molecule-based n-type and ambipolar organic field-effect transistors (OFETs) is very important and highly desirable. In this investigation, we designed and synthesized two naphthalenediimide (NDI) derivatives (NDI-BTH1 and NDI-BTH2) and found that...

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Main Authors: Shaikh, Dada ., Ahmed Ali Said, Wang, Zongrui, Srinivasa Rao, Pedada, Bhosale, Rajesh S., Mak, Adrian M., Zhao, Kexiang, Zhou, Yu, Liu, Wenbo, Gao, Weibo, Xie, Jian, Bhosale, Sidhanath V., Bhosale, Sheshanath V., Zhang, Qichun
Other Authors: School of Materials Science and Engineering
Format: Article
Language:English
Published: 2021
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Online Access:https://hdl.handle.net/10356/154428
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Institution: Nanyang Technological University
Language: English
id sg-ntu-dr.10356-154428
record_format dspace
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Engineering::Materials
Electron Transport
Naphthalenediimides
Organic Field-Effect Transistors
Perovskite
Solar Cells
spellingShingle Engineering::Materials
Electron Transport
Naphthalenediimides
Organic Field-Effect Transistors
Perovskite
Solar Cells
Shaikh, Dada .
Ahmed Ali Said
Wang, Zongrui
Srinivasa Rao, Pedada
Bhosale, Rajesh S.
Mak, Adrian M.
Zhao, Kexiang
Zhou, Yu
Liu, Wenbo
Gao, Weibo
Xie, Jian
Bhosale, Sidhanath V.
Bhosale, Sheshanath V.
Zhang, Qichun
Influences of structural modification of naphthalenediimides with benzothiazole on organic field-effect transistor and non-fullerene perovskite solar cell characteristics
description Developing air-stable high-performance small organic molecule-based n-type and ambipolar organic field-effect transistors (OFETs) is very important and highly desirable. In this investigation, we designed and synthesized two naphthalenediimide (NDI) derivatives (NDI-BTH1 and NDI-BTH2) and found that introduction of 2-(benzo[d]thiazol-2-yl) acetonitrile groups at the NDI core position gave the lowest unoccupied molecular orbital (LUMO; -4.326 eV) and displayed strong electron affinities, suggesting that NDI-BTH1 might be a promising electron-transporting material (i.e., n-type semiconductor), whereas NDI-BTH2 bearing bis(benzo[d]thiazol-2-yl)methane at the NDI core with a LUMO of -4.243 eV was demonstrated to be an ambipolar material. OFETs based on NDI-BTH1 and NDI-BTH2 have been fabricated, and the electron mobilities of NDI-BTH1 and NDI-BTH2 are 14.00 × 10-5 and 8.64 × 10-4 cm2/V·s, respectively, and the hole mobility of NDI-BTH2 is 1.68 × 10-4 cm2/V·s. Moreover, a difference in NDI-core substituent moieties significantly alters the UV-vis absorption and cyclic voltammetry properties. Thus, we further successfully employed NDI-BTH1 and NDI-BTH2 as electron transport layer (ETL) materials in inverted perovskite solar cells (PSCs). The PSC performance exhibits that NDI-BTH2 as the ETL material gave higher power conversion efficiency as compared to NDI-BTH1, that is, NDI-BTH2 produces 15.4%, while NDI-BTH1 gives 13.7%. The PSC performance is comparable with the results obtained from OFETs. We presume that improvement in solar cell efficiency of NDI-BTH2-based PSCs is due to the well-matched LUMO of NDI-BTH2 toward the conduction band of the perovskite layer, which in turn increase electron extraction and transportation.
author2 School of Materials Science and Engineering
author_facet School of Materials Science and Engineering
Shaikh, Dada .
Ahmed Ali Said
Wang, Zongrui
Srinivasa Rao, Pedada
Bhosale, Rajesh S.
Mak, Adrian M.
Zhao, Kexiang
Zhou, Yu
Liu, Wenbo
Gao, Weibo
Xie, Jian
Bhosale, Sidhanath V.
Bhosale, Sheshanath V.
Zhang, Qichun
format Article
author Shaikh, Dada .
Ahmed Ali Said
Wang, Zongrui
Srinivasa Rao, Pedada
Bhosale, Rajesh S.
Mak, Adrian M.
Zhao, Kexiang
Zhou, Yu
Liu, Wenbo
Gao, Weibo
Xie, Jian
Bhosale, Sidhanath V.
Bhosale, Sheshanath V.
Zhang, Qichun
author_sort Shaikh, Dada .
title Influences of structural modification of naphthalenediimides with benzothiazole on organic field-effect transistor and non-fullerene perovskite solar cell characteristics
title_short Influences of structural modification of naphthalenediimides with benzothiazole on organic field-effect transistor and non-fullerene perovskite solar cell characteristics
title_full Influences of structural modification of naphthalenediimides with benzothiazole on organic field-effect transistor and non-fullerene perovskite solar cell characteristics
title_fullStr Influences of structural modification of naphthalenediimides with benzothiazole on organic field-effect transistor and non-fullerene perovskite solar cell characteristics
title_full_unstemmed Influences of structural modification of naphthalenediimides with benzothiazole on organic field-effect transistor and non-fullerene perovskite solar cell characteristics
title_sort influences of structural modification of naphthalenediimides with benzothiazole on organic field-effect transistor and non-fullerene perovskite solar cell characteristics
publishDate 2021
url https://hdl.handle.net/10356/154428
_version_ 1759853934450573312
spelling sg-ntu-dr.10356-1544282023-02-28T19:29:57Z Influences of structural modification of naphthalenediimides with benzothiazole on organic field-effect transistor and non-fullerene perovskite solar cell characteristics Shaikh, Dada . Ahmed Ali Said Wang, Zongrui Srinivasa Rao, Pedada Bhosale, Rajesh S. Mak, Adrian M. Zhao, Kexiang Zhou, Yu Liu, Wenbo Gao, Weibo Xie, Jian Bhosale, Sidhanath V. Bhosale, Sheshanath V. Zhang, Qichun School of Materials Science and Engineering School of Physical and Mathematical Sciences Engineering::Materials Electron Transport Naphthalenediimides Organic Field-Effect Transistors Perovskite Solar Cells Developing air-stable high-performance small organic molecule-based n-type and ambipolar organic field-effect transistors (OFETs) is very important and highly desirable. In this investigation, we designed and synthesized two naphthalenediimide (NDI) derivatives (NDI-BTH1 and NDI-BTH2) and found that introduction of 2-(benzo[d]thiazol-2-yl) acetonitrile groups at the NDI core position gave the lowest unoccupied molecular orbital (LUMO; -4.326 eV) and displayed strong electron affinities, suggesting that NDI-BTH1 might be a promising electron-transporting material (i.e., n-type semiconductor), whereas NDI-BTH2 bearing bis(benzo[d]thiazol-2-yl)methane at the NDI core with a LUMO of -4.243 eV was demonstrated to be an ambipolar material. OFETs based on NDI-BTH1 and NDI-BTH2 have been fabricated, and the electron mobilities of NDI-BTH1 and NDI-BTH2 are 14.00 × 10-5 and 8.64 × 10-4 cm2/V·s, respectively, and the hole mobility of NDI-BTH2 is 1.68 × 10-4 cm2/V·s. Moreover, a difference in NDI-core substituent moieties significantly alters the UV-vis absorption and cyclic voltammetry properties. Thus, we further successfully employed NDI-BTH1 and NDI-BTH2 as electron transport layer (ETL) materials in inverted perovskite solar cells (PSCs). The PSC performance exhibits that NDI-BTH2 as the ETL material gave higher power conversion efficiency as compared to NDI-BTH1, that is, NDI-BTH2 produces 15.4%, while NDI-BTH1 gives 13.7%. The PSC performance is comparable with the results obtained from OFETs. We presume that improvement in solar cell efficiency of NDI-BTH2-based PSCs is due to the well-matched LUMO of NDI-BTH2 toward the conduction band of the perovskite layer, which in turn increase electron extraction and transportation. Ministry of Education (MOE) Accepted version S.V.B. (IICT) is grateful for the financial support from The Director, CSIR-IICT, Hyderabad (Project Code: P07), India. IICT Communication Number IICT/Pubs./2019/284. S.V.B. (GU) acknowledges the University Grants Commission Faculty Recharge Program (India) for the award of Professorship. D.B.S. acknowledges the SRF fellowship from UGC, New Delhi. Q.Z. acknowledges financial support from AcRF Tier 1 (RG 111/17, RG 2/17, RG 114/16, and RG 8/16) and Tier 2 (MOE 2017-T2-1-021 and MOE 2018-T2-1-070), Singapore. Q.Z. also thanks the support (sklssm2019036) from the State Key Laboratory of Supramolecular Structure and Materials, Jilin University, Changchun, P. R. China. 2021-12-25T06:56:02Z 2021-12-25T06:56:02Z 2019 Journal Article Shaikh, D. .., Ahmed Ali Said, Wang, Z., Srinivasa Rao, P., Bhosale, R. S., Mak, A. M., Zhao, K., Zhou, Y., Liu, W., Gao, W., Xie, J., Bhosale, S. V., Bhosale, S. V. & Zhang, Q. (2019). Influences of structural modification of naphthalenediimides with benzothiazole on organic field-effect transistor and non-fullerene perovskite solar cell characteristics. ACS Applied Materials & Interfaces, 11(47), 44487-44500. https://dx.doi.org/10.1021/acsami.9b13894 1944-8244 https://hdl.handle.net/10356/154428 10.1021/acsami.9b13894 31692320 2-s2.0-85075746980 47 11 44487 44500 en RG 111/17 RG 2/17 RG 114/16 RG 8/16 MOE 2017-T2-1-021 MOE 2018-T2-1-070 ACS Applied Materials & Interfaces This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Applied Materials & Interfaces, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acsami.9b13894. application/pdf