期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 142, 期 42, 页码 18243-18250出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.0c09185
关键词
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资金
- U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences [DE-FG02-99ER14999]
- Soft and Hybrid Nanotechnology Experimental (SHyNE) Resource (NSF) [ECCS-1542205]
- State of Illinois
- International Institute for Nanotechnology (IIN)
- MRSEC program [NSF DMR-1720139]
- Keck Foundation
- State of Illinois, through the IIN
- DOE Office of Science by Argonne National Laboratory [DE-AC02-06CH11357]
- MRSEC program of the National Science Foundation [DMR-1720139]
- Materials Research Center of Northwestern University
Generation of electron-hole pairs via symmetry-breaking charge separation (SB-CS) in photoexcited assemblies of organic chromophores is a potentially important route to enhancing the open-circuit voltage of organic photovoltaics. While most reports of SB-CS have focused on molecular dimers in solution where the environmental polarity can be manipulated, here, we investigate SB-CS in polycrystalline thin films of 1,6,7,12-tetra(phenoxy)perylene-3,4:9,10-bis(dicarboximide) having either n-octyl groups (octyl-tpPDI) or hydrogen atoms (H-tpPDI) attached to its imide nitrogen atoms. Structural analyses using various X-ray techniques reveal that while both compounds show pi-pi stacking in thin films, H-tpPDI is more slip-stacked than octyl-tpPDI and has intermolecular hydrogen bonds to its neighboring molecules. Transient absorption spectroscopy shows that octyl-tpPDI exhibits strong mixing between its singlet excited state and a charge transfer state, yielding an excimer-like state, while H-tpPDI undergoes nearly quantitative SB-CS, making the latter a promising candidate for use in organic photovoltaic devices.
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