TPD- and DPP-based small molecule donors containing pyridine end groups for organic photovoltaic cells

Jungwoon Kim; Chang Eun Song; Sang Kyu Lee; Eunhee Lim

doi:10.1002/bkcs.10647

TPD- and DPP-based small molecule donors containing pyridine end groups for organic photovoltaic cells

Jungwoon Kim, Chang Eun Song, Sang Kyu Lee, Eunhee Lim

Department of Applied Chemistry

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

3 Scopus citations

Abstract

We synthesized two new thieno[3, 4-c]pyrrole-4, 6-dione (TPD)- and diketopyrrolopyrrole (DPP)-based small molecules having pyridine end groups, TPDTPy and DPPTPy, using the Stille and Suzuki coupling reactions, respectively. The optical, electrochemical, and photovoltaic properties of these small molecules depended on the introduced electron-accepting units of TPD and DPP. DPPTPy exhibited a relatively low-energy bandgap (E_g) of 1.82 eV compared to TPDTPy (2.22 eV) because of the stronger electron-withdrawing ability of DPP compared to TPD. Organic photovoltaic cells with the inverted ITO/ZnO/small molecule:(6, 6)-phenyl-C₇₁ butyric acid methyl ester/MoO₃/Ag structure were fabricated. The DPPTPy-based device showed a relatively high power conversion efficiency of 0.62% compared to TPDTPy (0.16%), mainly because of the red-shifted UV absorption, lower E_g, and the higher short-circuit current of DPPTPy.

Original language	English
Pages (from-to)	161-165
Number of pages	5
Journal	Bulletin of the Korean Chemical Society
Volume	37
Issue number	2
DOIs	https://doi.org/10.1002/bkcs.10647
State	Published - 1 Feb 2016

Keywords

4-c]pyrrole-4
6-dione
Diketopyrrolopyrrole
Organic photovoltaic cells
Organic solar cells
Pyridine
Thieno[3

UN SDGs

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

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title = "TPD- and DPP-based small molecule donors containing pyridine end groups for organic photovoltaic cells",

abstract = "We synthesized two new thieno[3, 4-c]pyrrole-4, 6-dione (TPD)- and diketopyrrolopyrrole (DPP)-based small molecules having pyridine end groups, TPDTPy and DPPTPy, using the Stille and Suzuki coupling reactions, respectively. The optical, electrochemical, and photovoltaic properties of these small molecules depended on the introduced electron-accepting units of TPD and DPP. DPPTPy exhibited a relatively low-energy bandgap (Eg) of 1.82 eV compared to TPDTPy (2.22 eV) because of the stronger electron-withdrawing ability of DPP compared to TPD. Organic photovoltaic cells with the inverted ITO/ZnO/small molecule:(6, 6)-phenyl-C71 butyric acid methyl ester/MoO3/Ag structure were fabricated. The DPPTPy-based device showed a relatively high power conversion efficiency of 0.62% compared to TPDTPy (0.16%), mainly because of the red-shifted UV absorption, lower Eg, and the higher short-circuit current of DPPTPy.",

keywords = "4-c]pyrrole-4, 6-dione, Diketopyrrolopyrrole, Organic photovoltaic cells, Organic solar cells, Pyridine, Thieno[3",

author = "Jungwoon Kim and Song, {Chang Eun} and Lee, {Sang Kyu} and Eunhee Lim",

note = "Publisher Copyright: {\textcopyright} 2016 Korean Chemical Society, Seoul & Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.",

year = "2016",

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TY - JOUR

T1 - TPD- and DPP-based small molecule donors containing pyridine end groups for organic photovoltaic cells

AU - Kim, Jungwoon

AU - Song, Chang Eun

AU - Lee, Sang Kyu

AU - Lim, Eunhee

PY - 2016/2/1

Y1 - 2016/2/1

N2 - We synthesized two new thieno[3, 4-c]pyrrole-4, 6-dione (TPD)- and diketopyrrolopyrrole (DPP)-based small molecules having pyridine end groups, TPDTPy and DPPTPy, using the Stille and Suzuki coupling reactions, respectively. The optical, electrochemical, and photovoltaic properties of these small molecules depended on the introduced electron-accepting units of TPD and DPP. DPPTPy exhibited a relatively low-energy bandgap (Eg) of 1.82 eV compared to TPDTPy (2.22 eV) because of the stronger electron-withdrawing ability of DPP compared to TPD. Organic photovoltaic cells with the inverted ITO/ZnO/small molecule:(6, 6)-phenyl-C71 butyric acid methyl ester/MoO3/Ag structure were fabricated. The DPPTPy-based device showed a relatively high power conversion efficiency of 0.62% compared to TPDTPy (0.16%), mainly because of the red-shifted UV absorption, lower Eg, and the higher short-circuit current of DPPTPy.

AB - We synthesized two new thieno[3, 4-c]pyrrole-4, 6-dione (TPD)- and diketopyrrolopyrrole (DPP)-based small molecules having pyridine end groups, TPDTPy and DPPTPy, using the Stille and Suzuki coupling reactions, respectively. The optical, electrochemical, and photovoltaic properties of these small molecules depended on the introduced electron-accepting units of TPD and DPP. DPPTPy exhibited a relatively low-energy bandgap (Eg) of 1.82 eV compared to TPDTPy (2.22 eV) because of the stronger electron-withdrawing ability of DPP compared to TPD. Organic photovoltaic cells with the inverted ITO/ZnO/small molecule:(6, 6)-phenyl-C71 butyric acid methyl ester/MoO3/Ag structure were fabricated. The DPPTPy-based device showed a relatively high power conversion efficiency of 0.62% compared to TPDTPy (0.16%), mainly because of the red-shifted UV absorption, lower Eg, and the higher short-circuit current of DPPTPy.

KW - 4-c]pyrrole-4

KW - 6-dione

KW - Diketopyrrolopyrrole

KW - Organic photovoltaic cells

KW - Organic solar cells

KW - Pyridine

KW - Thieno[3

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DO - 10.1002/bkcs.10647

M3 - Article

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SN - 0253-2964

VL - 37

SP - 161

EP - 165

JO - Bulletin of the Korean Chemical Society

JF - Bulletin of the Korean Chemical Society

IS - 2

ER -

TPD- and DPP-based small molecule donors containing pyridine end groups for organic photovoltaic cells

Abstract

Keywords

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