Tuning the Isomeric Fused Heteroaromatic Core of Small Donor–Acceptor Molecules to Alter Their Crystalline Nature and Enhance Photovoltaic Performance

Dongfeng Dang; Manjun Xiao; Pei Zhou; Juan Zhong; Jiang Fan; Ning Su; Wenjing Xiong; Chuncheng Yang; Qiong Wang; Yafei Wang; Yong Pei; Renqiang Yang; Weiguo Zhu

doi:10.1002/ejoc.201403350

Tuning the Isomeric Fused Heteroaromatic Core of Small Donor–Acceptor Molecules to Alter Their Crystalline Nature and Enhance Photovoltaic Performance

Dongfeng Dang
, Manjun Xiao
, Pei Zhou
, Juan Zhong
, Jiang Fan
, Ning Su
, Wenjing Xiong
, Chuncheng Yang
, Qiong Wang
, Yafei Wang
, Yong Pei
, Renqiang Yang
, Weiguo Zhu

School of Chemistry

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

13 Scopus citations

Abstract

Novel donor–acceptor-type molecules, endo-DBST(BT-Cz)₂ and exo-DBST(BT-Cz)₂, were designed with benzothiadiazole-carbazole (BT-Cz) based arms and isomeric cores of dibenzosexithiophene (DBST), in which sulfur atoms at two lateral thienos in DBST are face-to-face for the endo-derivative and back-to-back for exo-derivative. In contrast to the endo-type, the exo-form exhibited highly crystalline properties, leading to an increased hole mobility up to 1.1 × 10^–4 cm V^–1s^–1. A significant effect of the isomeric DBST cores on the photovoltaic properties was also observed in the organic photovoltaic (OPV) cells. The maximum power conversion efficiency of 2.13 % with a fill factor up to 61.41 % was obtained for the exo-DBST(BT-Cz)₂-based devices, which are 1.2 times higher than that in the endo-DBST(BT-Cz)₂-based cells. Our results demonstrate that tuning the isomeric core would increase the carrier mobility significantly and consequently enhance the photovoltaic performance of the resulting molecules in OPV cells.

Original language	English
Pages (from-to)	820-827
Number of pages	8
Journal	European Journal of Organic Chemistry
Volume	2015
Issue number	4
DOIs	https://doi.org/10.1002/ejoc.201403350
State	Published - Feb 2015

Keywords

Density functional calculations
Donor–acceptor systems
Energy conversion
Solar cells
Thin films

UN SDGs

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

Access to Document

10.1002/ejoc.201403350

Cite this

Dang, D., Xiao, M., Zhou, P., Zhong, J., Fan, J., Su, N., Xiong, W., Yang, C., Wang, Q., Wang, Y., Pei, Y., Yang, R., & Zhu, W. (2015). Tuning the Isomeric Fused Heteroaromatic Core of Small Donor–Acceptor Molecules to Alter Their Crystalline Nature and Enhance Photovoltaic Performance. European Journal of Organic Chemistry, 2015(4), 820-827. https://doi.org/10.1002/ejoc.201403350

@article{c5b2c1542a8b4dbb9fc0f250ff1b7ce2,

title = "Tuning the Isomeric Fused Heteroaromatic Core of Small Donor–Acceptor Molecules to Alter Their Crystalline Nature and Enhance Photovoltaic Performance",

abstract = "Novel donor–acceptor-type molecules, endo-DBST(BT-Cz)2 and exo-DBST(BT-Cz)2, were designed with benzothiadiazole-carbazole (BT-Cz) based arms and isomeric cores of dibenzosexithiophene (DBST), in which sulfur atoms at two lateral thienos in DBST are face-to-face for the endo-derivative and back-to-back for exo-derivative. In contrast to the endo-type, the exo-form exhibited highly crystalline properties, leading to an increased hole mobility up to 1.1 × 10–4 cm V–1s–1. A significant effect of the isomeric DBST cores on the photovoltaic properties was also observed in the organic photovoltaic (OPV) cells. The maximum power conversion efficiency of 2.13 \% with a fill factor up to 61.41 \% was obtained for the exo-DBST(BT-Cz)2-based devices, which are 1.2 times higher than that in the endo-DBST(BT-Cz)2-based cells. Our results demonstrate that tuning the isomeric core would increase the carrier mobility significantly and consequently enhance the photovoltaic performance of the resulting molecules in OPV cells.",

keywords = "Density functional calculations, Donor–acceptor systems, Energy conversion, Solar cells, Thin films",

author = "Dongfeng Dang and Manjun Xiao and Pei Zhou and Juan Zhong and Jiang Fan and Ning Su and Wenjing Xiong and Chuncheng Yang and Qiong Wang and Yafei Wang and Yong Pei and Renqiang Yang and Weiguo Zhu",

note = "Publisher Copyright: {\textcopyright} 2015 WILEY-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2015",

month = feb,

doi = "10.1002/ejoc.201403350",

language = "英语",

volume = "2015",

pages = "820--827",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

number = "4",

}

Dang, D, Xiao, M, Zhou, P, Zhong, J, Fan, J, Su, N, Xiong, W, Yang, C, Wang, Q, Wang, Y, Pei, Y, Yang, R & Zhu, W 2015, 'Tuning the Isomeric Fused Heteroaromatic Core of Small Donor–Acceptor Molecules to Alter Their Crystalline Nature and Enhance Photovoltaic Performance', European Journal of Organic Chemistry, vol. 2015, no. 4, pp. 820-827. https://doi.org/10.1002/ejoc.201403350

TY - JOUR

T1 - Tuning the Isomeric Fused Heteroaromatic Core of Small Donor–Acceptor Molecules to Alter Their Crystalline Nature and Enhance Photovoltaic Performance

AU - Dang, Dongfeng

AU - Xiao, Manjun

AU - Zhou, Pei

AU - Zhong, Juan

AU - Fan, Jiang

AU - Su, Ning

AU - Xiong, Wenjing

AU - Yang, Chuncheng

AU - Wang, Qiong

AU - Wang, Yafei

AU - Pei, Yong

AU - Yang, Renqiang

AU - Zhu, Weiguo

PY - 2015/2

Y1 - 2015/2

N2 - Novel donor–acceptor-type molecules, endo-DBST(BT-Cz)2 and exo-DBST(BT-Cz)2, were designed with benzothiadiazole-carbazole (BT-Cz) based arms and isomeric cores of dibenzosexithiophene (DBST), in which sulfur atoms at two lateral thienos in DBST are face-to-face for the endo-derivative and back-to-back for exo-derivative. In contrast to the endo-type, the exo-form exhibited highly crystalline properties, leading to an increased hole mobility up to 1.1 × 10–4 cm V–1s–1. A significant effect of the isomeric DBST cores on the photovoltaic properties was also observed in the organic photovoltaic (OPV) cells. The maximum power conversion efficiency of 2.13 % with a fill factor up to 61.41 % was obtained for the exo-DBST(BT-Cz)2-based devices, which are 1.2 times higher than that in the endo-DBST(BT-Cz)2-based cells. Our results demonstrate that tuning the isomeric core would increase the carrier mobility significantly and consequently enhance the photovoltaic performance of the resulting molecules in OPV cells.

AB - Novel donor–acceptor-type molecules, endo-DBST(BT-Cz)2 and exo-DBST(BT-Cz)2, were designed with benzothiadiazole-carbazole (BT-Cz) based arms and isomeric cores of dibenzosexithiophene (DBST), in which sulfur atoms at two lateral thienos in DBST are face-to-face for the endo-derivative and back-to-back for exo-derivative. In contrast to the endo-type, the exo-form exhibited highly crystalline properties, leading to an increased hole mobility up to 1.1 × 10–4 cm V–1s–1. A significant effect of the isomeric DBST cores on the photovoltaic properties was also observed in the organic photovoltaic (OPV) cells. The maximum power conversion efficiency of 2.13 % with a fill factor up to 61.41 % was obtained for the exo-DBST(BT-Cz)2-based devices, which are 1.2 times higher than that in the endo-DBST(BT-Cz)2-based cells. Our results demonstrate that tuning the isomeric core would increase the carrier mobility significantly and consequently enhance the photovoltaic performance of the resulting molecules in OPV cells.

KW - Density functional calculations

KW - Donor–acceptor systems

KW - Energy conversion

KW - Solar cells

KW - Thin films

UR - https://www.scopus.com/pages/publications/85027929225

U2 - 10.1002/ejoc.201403350

DO - 10.1002/ejoc.201403350

M3 - 文章

AN - SCOPUS:85027929225

SN - 1434-193X

VL - 2015

SP - 820

EP - 827

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 4

ER -

Tuning the Isomeric Fused Heteroaromatic Core of Small Donor–Acceptor Molecules to Alter Their Crystalline Nature and Enhance Photovoltaic Performance

Abstract

Keywords

UN SDGs

Access to Document

Other files and links

Fingerprint

Cite this