A diketopyrrolopyrrole molecule end-capped with a furan-2-carboxylate moiety: the planarity of molecular geometry and photovoltaic properties

doi:10.1039/c3ta13534a

CORC > 化学研究所 > 中国科学院化学研究所

	A diketopyrrolopyrrole molecule end-capped with a furan-2-carboxylate moiety: the planarity of molecular geometry and photovoltaic properties
	Fu, Lei 1; Fu, Weifei 1; Cheng, Pei 2; Xie, Zhixin 1; Fan, Congcheng 1; Shi, Minmin 1; Ling, Jun 1; Hou, Jianhui 2; Zhan, Xiaowei 3; Chen, Hongzheng 1
刊名	JOURNAL OF MATERIALS CHEMISTRY A
	2014
卷号	2 期号:18 页码:6589-6597
ISSN号	2050-7488
DOI	10.1039/c3ta13534a
英文摘要	We designed and synthesized a diketopyrrolopyrrole (DPP) molecule with a fully-planar molecular geometry, 3,6-bis{5-[(ethylfuran-2-carboxylate)-2-yl] thiophene-2-yl}-2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole- 1,4-dione (DPP(CF)(2)), for solution-processable organic solar cells (OSCs). It is theoretically calculated that the dihedral angles between the two furan-2-carboxylate end-groups and the DPP core are both only 0.56 degrees. Due to this negligible steric distortion, the molecular conformation of DPP(CF)(2) can be considered fully coplanar, leading to a higher crystallinity for the DPP(CF)(2) film. As a result, the hole mobility of DPP(CF)(2) is one order of magnitude higher than that of the DPP derivative with thiophene-2carboxylate as the end-group (DPP(CT)(2)). DPP(CF)(2) exhibits both a low optical band gap (E-g) of 1.60 eV and a low-lying highest occupied molecular orbital (HOMO) energy level of -5.33 eV, implying that DPP(CF)(2) is a promising electron donor for OSCs. OSCs with DPP(CF)(2) or DPP(CT)(2) as the electron donor and [6,6]-phenyl-C-71-butyric acid methyl ester (PC71BM) as the electron acceptor were fabricated. It is found that the DPP(CF)(2)-based devices exhibit much better photovoltaic performance than the DPP(CT)(2)-based devices, with the highest power conversion efficiency of 5.37% and a short-circuit current density of 11.4 mA cm(-2). This phenomenon can be ascribed to the superior charge-transporting ability of DPP(CF)(2) due to its fully-planar molecular geometry.
语种	英语
出版者	ROYAL SOC CHEMISTRY
WOS记录号	WOS:000334123100044
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/52233]
专题	中国科学院化学研究所
通讯作者	Fu, Lei
作者单位	1.Zhejiang Univ, MOE Key Lab Macromol Synth & Functionalizat, State Key Lab Silicon Mat, Dept Polymer Sci & Engn, Hangzhou 310027, Zhejiang, Peoples R China 2.Chinese Acad Sci, Inst Chem, Beijing 100190, Peoples R China 3.Peking Univ, Coll Engn, Dept Mat Sci & Engn, Beijing 100871, Peoples R China
推荐引用方式 GB/T 7714	Fu, Lei,Fu, Weifei,Cheng, Pei,et al. A diketopyrrolopyrrole molecule end-capped with a furan-2-carboxylate moiety: the planarity of molecular geometry and photovoltaic properties[J]. JOURNAL OF MATERIALS CHEMISTRY A,2014,2(18):6589-6597.
APA	Fu, Lei.,Fu, Weifei.,Cheng, Pei.,Xie, Zhixin.,Fan, Congcheng.,...&Chen, Hongzheng.(2014).A diketopyrrolopyrrole molecule end-capped with a furan-2-carboxylate moiety: the planarity of molecular geometry and photovoltaic properties.JOURNAL OF MATERIALS CHEMISTRY A,2(18),6589-6597.
MLA	Fu, Lei,et al."A diketopyrrolopyrrole molecule end-capped with a furan-2-carboxylate moiety: the planarity of molecular geometry and photovoltaic properties".JOURNAL OF MATERIALS CHEMISTRY A 2.18(2014):6589-6597.