Carbazole-based green and blue-BODIPY dyads and triads as donors for bulk heterojunction organic solar cells

Two BODIPY derivatives with one ( B2 ) and two ( B3 ) carbazole moieties were synthesized and applied as electron-donor materials in organic photovoltaic cells (OPV). Their optical and electrochemical properties were systematically investigated. These BODIPY dyes exhibit excellent solubility in orga...

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Veröffentlicht in:Dalton transactions : an international journal of inorganic chemistry 2020-05, Vol.49 (17), p.566-5617
Hauptverfasser: Yang, Jian, Devillers, Charles H, Fleurat-Lessard, Paul, Jiang, Hao, Wang, Shifa, Gros, Claude P, Gupta, Gaurav, Sharma, Ganesh D, Xu, Haijun
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container_issue 17
container_start_page 566
container_title Dalton transactions : an international journal of inorganic chemistry
container_volume 49
creator Yang, Jian
Devillers, Charles H
Fleurat-Lessard, Paul
Jiang, Hao
Wang, Shifa
Gros, Claude P
Gupta, Gaurav
Sharma, Ganesh D
Xu, Haijun
description Two BODIPY derivatives with one ( B2 ) and two ( B3 ) carbazole moieties were synthesized and applied as electron-donor materials in organic photovoltaic cells (OPV). Their optical and electrochemical properties were systematically investigated. These BODIPY dyes exhibit excellent solubility in organic solvents and present high molar extinction coefficients (1.37-1.48 × 10 5 M −1 cm −1 ) in solutions with absorption maxima at 586 nm for mono-styryl groups and at 672 nm for di-styryl groups. The introduction of the styryl moieties results in a large bathochromic shift and a significant decrease in the HOMO-LUMO energy-gaps. The BODIPY dyes show relatively low HOMO energies ranging from −4.99 to −5.16 eV as determined from cyclic voltammetry measurements. Cyclic voltammetry measurements and theoretical calculations demonstrate that the frontier molecular orbital levels of these compounds match with those of PC 71 BM as the acceptor, supporting their application as donor materials in solution-processed small molecule bulk heterojunction (BHJ) organic solar cells. After the optimization of the active layer, B2 :PC 71 BM and B3 :PC 71 BM based organic solar cells showed an overall power conversion efficiency of 6.41% and 7.47%, respectively. The higher PCE of the B3 -based OSC is ascribed to the more balanced charge transport and exciton dissociation, better crystallinity and molecular packing. Two BODIPY derivatives with one ( B2 ) and two ( B3 ) carbazole moieties were synthesized and applied as electron-donor materials in organic photovoltaic cells (OPV), showing an overall PCE of 6.41% and 7.47%, respectively.
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Their optical and electrochemical properties were systematically investigated. These BODIPY dyes exhibit excellent solubility in organic solvents and present high molar extinction coefficients (1.37-1.48 × 10 5 M −1 cm −1 ) in solutions with absorption maxima at 586 nm for mono-styryl groups and at 672 nm for di-styryl groups. The introduction of the styryl moieties results in a large bathochromic shift and a significant decrease in the HOMO-LUMO energy-gaps. The BODIPY dyes show relatively low HOMO energies ranging from −4.99 to −5.16 eV as determined from cyclic voltammetry measurements. Cyclic voltammetry measurements and theoretical calculations demonstrate that the frontier molecular orbital levels of these compounds match with those of PC 71 BM as the acceptor, supporting their application as donor materials in solution-processed small molecule bulk heterojunction (BHJ) organic solar cells. After the optimization of the active layer, B2 :PC 71 BM and B3 :PC 71 BM based organic solar cells showed an overall power conversion efficiency of 6.41% and 7.47%, respectively. The higher PCE of the B3 -based OSC is ascribed to the more balanced charge transport and exciton dissociation, better crystallinity and molecular packing. 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After the optimization of the active layer, B2 :PC 71 BM and B3 :PC 71 BM based organic solar cells showed an overall power conversion efficiency of 6.41% and 7.47%, respectively. The higher PCE of the B3 -based OSC is ascribed to the more balanced charge transport and exciton dissociation, better crystallinity and molecular packing. 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Their optical and electrochemical properties were systematically investigated. These BODIPY dyes exhibit excellent solubility in organic solvents and present high molar extinction coefficients (1.37-1.48 × 10 5 M −1 cm −1 ) in solutions with absorption maxima at 586 nm for mono-styryl groups and at 672 nm for di-styryl groups. The introduction of the styryl moieties results in a large bathochromic shift and a significant decrease in the HOMO-LUMO energy-gaps. The BODIPY dyes show relatively low HOMO energies ranging from −4.99 to −5.16 eV as determined from cyclic voltammetry measurements. Cyclic voltammetry measurements and theoretical calculations demonstrate that the frontier molecular orbital levels of these compounds match with those of PC 71 BM as the acceptor, supporting their application as donor materials in solution-processed small molecule bulk heterojunction (BHJ) organic solar cells. After the optimization of the active layer, B2 :PC 71 BM and B3 :PC 71 BM based organic solar cells showed an overall power conversion efficiency of 6.41% and 7.47%, respectively. The higher PCE of the B3 -based OSC is ascribed to the more balanced charge transport and exciton dissociation, better crystallinity and molecular packing. 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source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Carbazoles
Charge transport
Donor materials
Donors (electronic)
Dyes
Electrochemical analysis
Energy conversion efficiency
Energy gap
Excitons
Heterojunctions
Mathematical analysis
Molecular orbitals
Optical properties
Optimization
Photovoltaic cells
Solar cells
Voltammetry
title Carbazole-based green and blue-BODIPY dyads and triads as donors for bulk heterojunction organic solar cells
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