New acceptor-donor-acceptor-type conjugated molecules bearing naphtho[1,2-b:5,6-b′]dithiophene and (E)-1,2-di(thiophen-2-yl)ethene and their applications in thin-film transistors and photovoltaic cells

Tae Wan Lee; Dae Hee Lee; Tae Ryang Hong; Jicheol Shin; Min Ju Cho; Dong Hoon Choi

doi:10.1016/j.synthmet.2015.05.005

New acceptor-donor-acceptor-type conjugated molecules bearing naphtho[1,2-b:5,6-b′]dithiophene and (E)-1,2-di(thiophen-2-yl)ethene and their applications in thin-film transistors and photovoltaic cells

Tae Wan Lee, Dae Hee Lee, Tae Ryang Hong, Jicheol Shin, Min Ju Cho, Dong Hoon Choi

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

9 Citations (Scopus)

Abstract

We synthesized new diketopyrrolopyrrole (DPP)-based small molecules i.e., TVT(DPP)₂ and NDT(DPP)₂, containing (E)-1,2-di(thiophen-2-yl)ethene and naphtho[1,2-b:5,6-b′]dithiophene, respectively, as electron-donating moieties with almost identical conjugation lengths. To study the effect of the conjugation bridge between the DPP units on the performance of thin-film transistors (TFTs) and photovoltaic (PV) devices, we performed theoretical calculations and investigated the photophysical and electrochemical properties. Finally, TFTs and PV devices were fabricated, and their charge carrier mobilities and power conversion efficiencies (PCEs) with [6,6]-phenyl-C61-butyric acid methyl ester (PC₆₁BM) were measured. The hole mobility of TVT(DPP)₂ was found to be larger than that of NDT(DPP)₂. The solution-processed bulk-heterojunction PV devices based on TVT(DPP)₂ and NDT(DPP)₂ gave maximum PCEs of 2.21% and 3.03%, respectively.

Original language	English
Pages (from-to)	24-32
Number of pages	9
Journal	Synthetic Metals
Volume	206
DOIs	https://doi.org/10.1016/j.synthmet.2015.05.005
Publication status	Published - 2015 May 16

Keywords

Carrier mobility
Conjugated molecule
Diketopyrrolopyrrole
Photovoltaic cell
Thin film transistor

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Condensed Matter Physics
Mechanics of Materials
Mechanical Engineering
Metals and Alloys
Materials Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.synthmet.2015.05.005

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New acceptor-donor-acceptor-type conjugated molecules bearing naphtho[1,2-b:5,6-b′]dithiophene and (E)-1,2-di(thiophen-2-yl)ethene and their applications in thin-film transistors and photovoltaic cells. / Lee, Tae Wan; Lee, Dae Hee; Hong, Tae Ryang et al.
In: Synthetic Metals, Vol. 206, 16.05.2015, p. 24-32.

Research output: Contribution to journal › Article › peer-review

@article{7613cc78e89a44fdb351263b50be560e,

title = "New acceptor-donor-acceptor-type conjugated molecules bearing naphtho[1,2-b:5,6-b′]dithiophene and (E)-1,2-di(thiophen-2-yl)ethene and their applications in thin-film transistors and photovoltaic cells",

abstract = "We synthesized new diketopyrrolopyrrole (DPP)-based small molecules i.e., TVT(DPP)2 and NDT(DPP)2, containing (E)-1,2-di(thiophen-2-yl)ethene and naphtho[1,2-b:5,6-b′]dithiophene, respectively, as electron-donating moieties with almost identical conjugation lengths. To study the effect of the conjugation bridge between the DPP units on the performance of thin-film transistors (TFTs) and photovoltaic (PV) devices, we performed theoretical calculations and investigated the photophysical and electrochemical properties. Finally, TFTs and PV devices were fabricated, and their charge carrier mobilities and power conversion efficiencies (PCEs) with [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) were measured. The hole mobility of TVT(DPP)2 was found to be larger than that of NDT(DPP)2. The solution-processed bulk-heterojunction PV devices based on TVT(DPP)2 and NDT(DPP)2 gave maximum PCEs of 2.21% and 3.03%, respectively.",

keywords = "Carrier mobility, Conjugated molecule, Diketopyrrolopyrrole, Photovoltaic cell, Thin film transistor",

author = "Lee, {Tae Wan} and Lee, {Dae Hee} and Hong, {Tae Ryang} and Jicheol Shin and Cho, {Min Ju} and Choi, {Dong Hoon}",

note = "Funding Information: This research was supported by National Research Foundation of Korea ( NRF2012R1A2A1A01008797 ) and by Key Research Institute Program ( NRF20100020209 ). We are grateful to Pohang Accelerator Laboratory (Pohang, Korea) for allowing us to conduct the grazing incidence X-ray diffraction (GI-XRD) measurements. Publisher Copyright: {\textcopyright} 2015 Elsevier B.V. All rights reserved.",

year = "2015",

month = may,

day = "16",

doi = "10.1016/j.synthmet.2015.05.005",

language = "English",

volume = "206",

pages = "24--32",

journal = "Synthetic Metals",

issn = "0379-6779",

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TY - JOUR

T1 - New acceptor-donor-acceptor-type conjugated molecules bearing naphtho[1,2-b:5,6-b′]dithiophene and (E)-1,2-di(thiophen-2-yl)ethene and their applications in thin-film transistors and photovoltaic cells

AU - Lee, Tae Wan

AU - Lee, Dae Hee

AU - Hong, Tae Ryang

AU - Shin, Jicheol

AU - Cho, Min Ju

AU - Choi, Dong Hoon

N1 - Funding Information: This research was supported by National Research Foundation of Korea ( NRF2012R1A2A1A01008797 ) and by Key Research Institute Program ( NRF20100020209 ). We are grateful to Pohang Accelerator Laboratory (Pohang, Korea) for allowing us to conduct the grazing incidence X-ray diffraction (GI-XRD) measurements. Publisher Copyright: © 2015 Elsevier B.V. All rights reserved.

PY - 2015/5/16

Y1 - 2015/5/16

N2 - We synthesized new diketopyrrolopyrrole (DPP)-based small molecules i.e., TVT(DPP)2 and NDT(DPP)2, containing (E)-1,2-di(thiophen-2-yl)ethene and naphtho[1,2-b:5,6-b′]dithiophene, respectively, as electron-donating moieties with almost identical conjugation lengths. To study the effect of the conjugation bridge between the DPP units on the performance of thin-film transistors (TFTs) and photovoltaic (PV) devices, we performed theoretical calculations and investigated the photophysical and electrochemical properties. Finally, TFTs and PV devices were fabricated, and their charge carrier mobilities and power conversion efficiencies (PCEs) with [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) were measured. The hole mobility of TVT(DPP)2 was found to be larger than that of NDT(DPP)2. The solution-processed bulk-heterojunction PV devices based on TVT(DPP)2 and NDT(DPP)2 gave maximum PCEs of 2.21% and 3.03%, respectively.

AB - We synthesized new diketopyrrolopyrrole (DPP)-based small molecules i.e., TVT(DPP)2 and NDT(DPP)2, containing (E)-1,2-di(thiophen-2-yl)ethene and naphtho[1,2-b:5,6-b′]dithiophene, respectively, as electron-donating moieties with almost identical conjugation lengths. To study the effect of the conjugation bridge between the DPP units on the performance of thin-film transistors (TFTs) and photovoltaic (PV) devices, we performed theoretical calculations and investigated the photophysical and electrochemical properties. Finally, TFTs and PV devices were fabricated, and their charge carrier mobilities and power conversion efficiencies (PCEs) with [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) were measured. The hole mobility of TVT(DPP)2 was found to be larger than that of NDT(DPP)2. The solution-processed bulk-heterojunction PV devices based on TVT(DPP)2 and NDT(DPP)2 gave maximum PCEs of 2.21% and 3.03%, respectively.

KW - Carrier mobility

KW - Conjugated molecule

KW - Diketopyrrolopyrrole

KW - Photovoltaic cell

KW - Thin film transistor

UR - http://www.scopus.com/inward/record.url?scp=84929302081&partnerID=8YFLogxK

U2 - 10.1016/j.synthmet.2015.05.005

DO - 10.1016/j.synthmet.2015.05.005

M3 - Article

AN - SCOPUS:84929302081

SN - 0379-6779

VL - 206

SP - 24

EP - 32

JO - Synthetic Metals

JF - Synthetic Metals

ER -

New acceptor-donor-acceptor-type conjugated molecules bearing naphtho[1,2-b:5,6-b′]dithiophene and (E)-1,2-di(thiophen-2-yl)ethene and their applications in thin-film transistors and photovoltaic cells

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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