Journal
JOURNAL OF MATERIALS CHEMISTRY C
Volume 7, Issue 48, Pages 15141-15147Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9tc05013b
Keywords
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Funding
- NSF of China [51933001, 21975031, 21574013, 21734009, 21421003, 21875182]
- Beijing Natural Science Foundation [2182030]
- Program for Changjiang Scholars, Innovative Research Team in University
- Fundamental Research Funds for the Central Universities
- 111 project 2.0 [BP2018008]
- Office of Science, Office of Basic Energy Sciences, the U.S. Department of Energy [DE-AC02-05CH11231]
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Two mutually isomeric noncovalently fused-ring electron acceptors (NC-FREAs) NOC6F-1 and NOC6F-2 containing two cyclopentadithiophene (CPDT) moieties linked at the 2,6- and 1,5-positions, respectively, of the naphthalene ring were designed and synthesized for organic solar cells (OSCs). Intramolecular noncovalent SMIDLINE HORIZONTAL ELLIPSISO interactions were introduced into NOC6F-1 and NOC6F-2. The tiny structural variation in NOC6F-1 and NOC6F-2 by just changing the linkage positions affects largely their molecular configuration, absorption, molecular packing, charge transport and photovoltaic performance. Compared to NOC6F-2, NOC6F-1 exhibits smaller distortions between cyclopentadithiophene and the naphthalene unit, leading to an extended conjugation and enhanced pi-pi stacking. NOC6F-2 exhibits a poor planarity, which restricts the electron delocalization as well as dense pi-pi stacking in the film form. When blended with PBDB-T, NOC6F-1 exhibits more orderly stacking along both the out-of-plane and in-plane directions than NOC6F-2. OSCs based on PBDB-T:NOC6F-2 merely showed a power conversion efficiency (PCE) of 6.74% with lower J(sc) and FF values. OSCs based on NOC6F-1 achieved a higher J(sc) of 17.08 mA cm(-2) and an FF of 65.79%, thus leading to a significantly enhanced PCE of 10.62%. These results indicate that use of the acceptor molecules with a planar molecular backbone is an important design strategy for NC-FREAs.
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