Novel D-A-D type dyes based on BODIPY platform for solution processed organic solar cells

被引：38

作者：

Liao, Junxu ^{[1
]}

Zhao, Hongbin ^{[2
]}

Xu, Yongjun ^{[2
]}

Cai, Zhuodi ^{[3
]}

Peng, Zaixi ^{[2
]}

Zhang, Wentao ^{[2
]}

Zhou, Weinan ^{[2
]}

Li, Bohong ^{[2
]}

Zong, Qiao ^{[2
]}

Yang, Xiaoxi ^{[1
,2
]}

机构：

[1] S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China

[2] Dongguan Univ Technol, Coll Energy & Chem Engn, Dongguan 523808, Peoples R China

[3] Chem Ind & Engn Soc Dongguan, Dongguan 523808, Peoples R China

来源：

DYES AND PIGMENTS | 2016年 / 128卷

基金：

中国国家自然科学基金;

关键词：

BODIPY dyes; Organic solar cells; Donor-acceptor-donor; Optoelectronic properties; DFT calculations; Photovoltaic performances; POWER CONVERSION EFFICIENCY; SMALL MOLECULES; ELECTROCHEMICAL PROPERTIES; PHOTOVOLTAIC PERFORMANCE; DIPYRROMETHENE; 3,5-POSITIONS; FLUORESCENCE; DERIVATIVES; 10-PERCENT; ABSORPTION;

D O I：

10.1016/j.dyepig.2016.01.020

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Four novel symmetrical donor-acceptor-donor (D-A-D) type boron dipyrromethene (BODIPY) based dyes, namely BDP1-4, featuring an electron-withdrawing BODIPY motif as the central core, and several types of electron-donating segments, including thiophene, bithiophene, fluorene and carbazole, flanked at its 2,6-positions as terminal groups were synthesized and characterized. All of these BDPs exhibit panchromatic absorption covering the wavelength range 300-900 nm with high extinction coefficients (0.78 x 10(5) to 1.22 x 10(5) cm(-1) M-1) and relatively lower HOMO energy levels from -5.17 to -5.48 eV. Furthermore, BDP1-4 show good thermal stabilities, excellent film-forming abilities and low fluorescent quantum yields. BDP2 flanking with bithiophene units demonstrates superior charge transport property and favorable nanoscale morphology relative to BDP1, BDP3 and BDP4. The power conversion efficiency (PCE) values of the organic solar cells (OSCs) based on the BDPs/PC61BM (1:0.5, w/w) are 1.49% for BDP1, 2.15% for BDP2, 1.06% for BDP3 and 1.56% for BDP4, respectively. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：131 / 140

页数：10

共 47 条

[1] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].

BECKE, AD .

JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652

[2] Design, synthesis and photophysical studies of dipyrromethene-based materials: insights into their applications in organic photovoltaic devices [J].

Bessette, Andre ;

Hanan, Garry S. .

CHEMICAL SOCIETY REVIEWS, 2014, 43 (10) :3342-3405

[3] High-Performance Solution-Processed Solar Cells and Ambipolar Behavior in Organic Field-Effect Transistors with Thienyl-BODIPY Scaffoldings [J].

Bura, Thomas ;

Leclerc, Nicolas ;

Fall, Sadiara ;

Leveque, Patrick ;

Heiser, Thomas ;

Retailleau, Pascal ;

Rihn, Sandra ;

Mirloup, Antoine ;

Ziessel, Raymond .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (42) :17404-17407

[4] High-Efficiency BODIPY-Based Organic Photovoltaics [J].

Chen, John J. ;

Conron, Sarah M. ;

Erwin, Patrick ;

Dimitriou, Michael ;

McAlahney, Kyle ;

Thompson, Mark E. .

ACS APPLIED MATERIALS & INTERFACES, 2015, 7 (01) :662-669

[5] Synthesis of Conjugated Polymers for Organic Solar Cell Applications [J].

Cheng, Yen-Ju ;

Yang, Sheng-Hsiung ;

Hsu, Chain-Shu .

CHEMICAL REVIEWS, 2009, 109 (11) :5868-5923

[6] Solution processable diketopyrrolopyrrole (DPP) cored small molecules with BODIPY end groups as novel donors for organic solar cells [J].

Cortizo-Lacalle, Diego ;

Howells, Calvyn T. ;

Pandey, Upendra K. ;

Cameron, Joseph ;

Findlay, Neil J. ;

Inigo, Anto Regis ;

Tuttle, Tell ;

Skabara, Peter J. ;

Samuel, Ifor D. W. .

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2014, 10 :2683-2695

[7] Synthesis and Optical Properties of Red and Deep-Red Emissive Polymeric and Copolymeric BODIPY Dyes [J].

Donuru, Venkat R. ;

Vegesna, Giri K. ;

Velayudham, Singaravelu ;

Green, Sarah ;

Liu, Haiying .

CHEMISTRY OF MATERIALS, 2009, 21 (10) :2130-2138

[8] 25th Anniversary Article: A Decade of Organic/Polymeric Photovoltaic Research [J].

Dou, Letian ;

You, Jingbi ;

Hong, Ziruo ;

Xu, Zheng ;

Li, Gang ;

Street, Robert A. ;

Yang, Yang .

ADVANCED MATERIALS, 2013, 25 (46) :6642-6671

[9] Facile synthesis and characterization of a novel thiophene-fused polycyclic aromatics based on pyrene [J].

Duan, Zong Fan ;

Yang, Zhi Gang ;

Liu, Dong Jie ;

Cai, Li ;

Hoshino, Daiki ;

Morita, Tsuyoshi ;

Zhao, Gao Yang ;

Nishioka, Yasushiro .

CHINESE CHEMICAL LETTERS, 2011, 22 (07) :819-822

[10] Acceptor-donor-acceptor small molecules containing benzo [1,2-b:4,5-b′]dithiophene and rhodanine units for solution processed organic solar cells [J].

Fan, Qunping ;

Li, Min ;

Yang, Pingao ;

Liu, Yu ;

Xiao, Manjun ;

Wang, Xiangdong ;

Tan, Hua ;

Wang, Yafei ;

Yang, Renqiang ;

Zhu, Weiguo .

DYES AND PIGMENTS, 2015, 116 :13-19

← 1 2 3 4 5 →