BODIPY-diketopyrrolopyrrole-porphyrin conjugate small molecules for use in bulk heterojunction solar cells

被引:47
作者
Bucher, Leo [1 ]
Desbois, Nicolas [1 ]
Koukaras, Emmanuel N. [2 ]
Devillers, Charles H. [1 ]
Biswas, Subhayan [3 ]
Sharma, Ganesh D. [3 ]
Gros, Claude P. [1 ]
机构
[1] Univ Bourgogne Franche Comte, CNRS, ICMUB, UMR 6302, 9 Ave Alain Savary,BP 47870, F-21078 Dijon, France
[2] Univ Patras, Dept Phys, Mol Engn Lab, GR-26500 Patras, Greece
[3] LNM Inst Informat Technol, Dept Phys, Jaipur 302031, Rajasthan, India
关键词
A-D-A; 13-PERCENT EFFICIENCY; BORON DIPYRROMETHENE; RATIONAL DESIGN; ENERGY-TRANSFER; BASIS-SETS; DONORS; DENSITY; THERMOCHEMISTRY; ACCEPTOR;
D O I
10.1039/c8ta01291a
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Two small molecules denoted as BD-pPor and BD-tPor composed of a central BODIPY core surrounded with two DPP and two porphyrin units have been designed and synthesized. In BD-pPor and BD-tPor, porphyrins are linked to the central BODIPY by phenyl and thiophene bridges, respectively. The optical and electrochemical properties were systematically investigated in order to employ them as donors along with PC71BM as an acceptor for solution processed bulk heterojunction organic solar cells. After the optimization of the active layer, the organic solar cells based on BD-pPor and BD-tPor exhibit overall power conversion efficiencies of 6.67% and 8.98% with an energy loss of 0.63 eV and 0.50 eV. The low value of energy loss for BD-tPor may be related to the low LUMO offset between the BD-tPor and PC71BM (0.31 eV) as compared to that between BD-pPor and PC71BM (0.36 eV). The low energy loss also leads to a higher value of open-circuit voltage for the BD-tPor based OSC than its BD-pPor counterpart, despite the slightly deeper HOMO energy level of BD-pPor. The enhanced values of J(sc) and FF of the BD-tPor based OSCs may be related to the better exciton dissociation and charge transport, as confirmed from the PL spectra and charge carrier mobility. These results indicate that the combination of BODIPY, DPP and porphyrin in the same conjugate is very promising for small molecule organic solar cells.
引用
收藏
页码:8449 / 8461
页数:13
相关论文
共 61 条
[1]  
[Anonymous], 2000, TURBOMOLE VERS 5 6
[2]   DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].
BECKE, AD .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652
[3]   Porphyrin Antenna-Enriched BODIPY Thiophene Copolymer for Efficient Solar Cells [J].
Bucher, Leo ;
Desbois, Nicolas ;
Harvey, Pierre D. ;
Gros, Claude P. ;
Sharma, Ganesh D. .
ACS APPLIED MATERIALS & INTERFACES, 2018, 10 (01) :992-1004
[4]   Porphyrins and BODIPY as Building Blocks for Efficient Donor Materials in Bulk Heterojunction Solar Cells [J].
Bucher, Leo ;
Desbois, Nicolas ;
Harvey, Pierre D. ;
Sharma, Ganesh D. ;
Gros, Claude P. .
SOLAR RRL, 2017, 1 (12)
[5]   Rational Engineering of BODIPY-Bridged Trisindole Derivatives for Solar Cell Applications [J].
Bulut, Ibrahim ;
Huaulme, Quentin ;
Mirloup, Antoine ;
Chavez, Patricia ;
Fall, Sadiara ;
Hebraud, Anne ;
Mery, Stephane ;
Heinrich, Benoit ;
Heiser, Thomas ;
Leveque, Patrick ;
Leclerc, Nicolas .
CHEMSUSCHEM, 2017, 10 (09) :1878-1882
[6]   A visible-near-infrared absorbing A-π2-D-π1-D-π2-A type dimeric-porphyrin donor for high-performance organic solar cells [J].
Chen, Song ;
Yan, Lei ;
Xiao, Liangang ;
Gao, Ke ;
Tang, Wei ;
Wang, Cheng ;
Zhu, Chenhui ;
Wang, Xingzhu ;
Liu, Feng ;
Peng, Xiaobin ;
Wong, Wai-Kwok ;
Zhu, Xunjin .
JOURNAL OF MATERIALS CHEMISTRY A, 2017, 5 (48) :25460-25468
[7]   Stability of organic solar cells: challenges and strategies [J].
Cheng, Pei ;
Zhan, Xiaowei .
CHEMICAL SOCIETY REVIEWS, 2016, 45 (09) :2544-2582
[8]   Small-Bandgap Polymer Solar Cells with Unprecedented Short-Circuit Current Density and High Fill Factor [J].
Choi, Hyosung ;
Ko, Seo-Jin ;
Kim, Taehyo ;
Morin, Pierre-Olivier ;
Walker, Bright ;
Lee, Byoung Hoon ;
Leclerc, Mario ;
Kim, Jin Young ;
Heeger, Alan J. .
ADVANCED MATERIALS, 2015, 27 (21) :3318-3324
[9]   Small is Powerful: Recent Progress in Solution-Processed Small Molecule Solar Cells [J].
Collins, Samuel D. ;
Ran, Niva A. ;
Heiber, Michael C. ;
Thuc-Quyen Nguyen .
ADVANCED ENERGY MATERIALS, 2017, 7 (10)
[10]   Recombination in polymer-fullerene bulk heterojunction solar cells [J].
Cowan, Sarah R. ;
Roy, Anshuman ;
Heeger, Alan J. .
PHYSICAL REVIEW B, 2010, 82 (24)