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Keywords = fulleropyrrolidine acceptors

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19 pages, 5738 KiB  
Article
Thiophene- and Carbazole-Substituted N-Methyl-Fulleropyrrolidine Acceptors in PffBT4T-2OD Based Solar Cells
by Hugo Gaspar, Flávio Figueira, Karol Strutyński, Manuel Melle-Franco, Dzmitry Ivanou, João P. C. Tomé, Carlos M. Pereira, Luiz Pereira, Adélio Mendes, Júlio C. Viana and Gabriel Bernardo
Materials 2020, 13(6), 1267; https://doi.org/10.3390/ma13061267 - 11 Mar 2020
Cited by 6 | Viewed by 3334
Abstract
The impact of fullerene side chain functionalization with thiophene and carbazole groups on the device properties of bulk-heterojunction polymer:fullerene solar cells is discussed through a systematic investigation of material blends consisting of the conjugated polymer poly[(5,6-difluoro-2,1,3-benzothiadiazol-4,7-diyl)-alt-(3,3‴-di(2-octyldodecyl)-2,2′;5′,2″;5″,2‴-quaterthiophen-5,5‴-diyl)] (PffBT4T-2OD) as donor and C60 or [...] Read more.
The impact of fullerene side chain functionalization with thiophene and carbazole groups on the device properties of bulk-heterojunction polymer:fullerene solar cells is discussed through a systematic investigation of material blends consisting of the conjugated polymer poly[(5,6-difluoro-2,1,3-benzothiadiazol-4,7-diyl)-alt-(3,3‴-di(2-octyldodecyl)-2,2′;5′,2″;5″,2‴-quaterthiophen-5,5‴-diyl)] (PffBT4T-2OD) as donor and C60 or C70 fulleropyrrolidines as acceptors. The photovoltaic performance clearly depended on the molecular structure of the fulleropyrrolidine substituents although no direct correlation with the surface morphology of the photoactive layer, as determined by atomic force microscopy, could be established. Although some fulleropyrrolidines possess favorable lowest unoccupied molecular orbital levels, when compared to the standard PC71BM, they originated OPV cells with inferior efficiencies than PC71BM-based reference cells. Fulleropyrrolidines based on C60 produced, in general, better devices than those based on C70, and we attribute this observation to the detrimental effect of the structural and energetic disorder that is present in the regioisomer mixtures of C70-based fullerenes, but absent in the C60-based fullerenes. These results provide new additional knowledge on the effect of the fullerene functionalization on the efficiency of organic solar cells. Full article
(This article belongs to the Special Issue Novel Materials for Sustainable Energy Conversion and Storage)
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23 pages, 3095 KiB  
Article
PffBT4T-2OD Based Solar Cells with Aryl-Substituted N-Methyl-Fulleropyrrolidine Acceptors
by Hugo Gaspar, Flávio Figueira, Karol Strutyński, Manuel Melle-Franco, Dzmitry Ivanou, João P. C. Tomé, Carlos M. Pereira, Luiz Pereira, Adélio Mendes, Júlio C. Viana and Gabriel Bernardo
Materials 2019, 12(24), 4100; https://doi.org/10.3390/ma12244100 - 8 Dec 2019
Cited by 2 | Viewed by 3411
Abstract
Novel C60 and C70 N-methyl-fulleropyrrolidine derivatives, containing both electron withdrawing and electron donating substituent groups, were synthesized by the well-known Prato reaction. The corresponding highest occupied molecular orbital (HOMO)/lowest unoccupied molecular orbital (LUMO) energy levels were determined by cyclic voltammetry, [...] Read more.
Novel C60 and C70 N-methyl-fulleropyrrolidine derivatives, containing both electron withdrawing and electron donating substituent groups, were synthesized by the well-known Prato reaction. The corresponding highest occupied molecular orbital (HOMO)/lowest unoccupied molecular orbital (LUMO) energy levels were determined by cyclic voltammetry, from the onset oxidation and reduction potentials, respectively. Some of the novel fullerenes have higher LUMO levels than the standards PC61BM and PC71BM. When tested in PffBT4T-2OD based polymer solar cells, with the standard architecture ITO/PEDOT:PSS/Active-Layer/Ca/Al, these fullerenes do not bring about any efficiency improvements compared to the standard PC71BM system, however they show how the electronic nature of the different substituents strongly affects the efficiency of the corresponding organic photovoltaic (OPV) devices. The functionalization of C70 yields a mixture of regioisomers and density functional theory (DFT) calculations show that these have systematically different electronic properties. This electronic inhomogeneity is likely responsible for the lower performance observed in devices containing C70 derivatives. These results help to understand how new fullerene acceptors can affect the performance of OPV devices. Full article
(This article belongs to the Special Issue Progress in Organic and Hybrid Photovoltaics: Research and Applications)
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