Synthesis and characterization of benzodithiophene and benzotriazole-based polymers for photovoltaic applications
| Autor: | Patrik Henriksson, Ergang Wang, Mirko Seri, Desta Antenehe Gedefaw, Renee Kroon, Margherita Bolognesi, Marta Tessarolo, Mario Prosa, Michele Muccini, Wenliu Zhuang, Kim Bini, Mats Andersson |
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| Přispěvatelé: | Gedefaw, Desta, Tessarolo, Marta, Bolognesi, Margherita, Prosa, Mario, Kroon, Renee, Zhuang, Wenliu, Henriksson, Patrik, Bini, Kim, Wang, Ergang, Muccini, Michele, Seri, Mirko, Andersson, Mats R, Andersson, Mats R. |
| Rok vydání: | 2016 |
| Předmět: |
alkyl side chains
2D conjugated polymers 2D conjugated polymer benzodithiophene 02 engineering and technology 010402 general chemistry Photochemistry 01 natural sciences Full Research Paper bulk heterojunction solar cells Polymer solar cell lcsh:QD241-441 chemistry.chemical_compound lcsh:Organic chemistry Polymer chemistry Side chain Alkyl side chain lcsh:Science HOMO/LUMO Alkyl chemistry.chemical_classification Benzotriazole Organic Chemistry Polymer 021001 nanoscience & nanotechnology Acceptor BHJ solar cell 0104 chemical sciences Chemistry Monomer chemistry Bulk heterojunction solar cell lcsh:Q 0210 nano-technology fluorinated benzotriazole |
| Zdroj: | Beilstein Journal of Organic Chemistry, Vol 12, Iss 1, Pp 1629-1637 (2016) Beilstein journal of organic chemistry 12 (2016): 1629–1637. doi:10.3762/bjoc.12.160 info:cnr-pdr/source/autori:Desta Gedefaw, Marta Tessarolo, Margherita Bolognesi,Mario Prosa, Renee Kroon, Wenliu Zhuang, Patrik Henriksson, Kim Bini, Michele Muccini, Mirko Seri, MatsAndersson/titolo:Synthesis and characterization of benzodithiophene and benzotriazole-based polymers for photovoltaic applications/doi:10.3762%2Fbjoc.12.160/rivista:Beilstein journal of organic chemistry/anno:2016/pagina_da:1629/pagina_a:1637/intervallo_pagine:1629–1637/volume:12 Beilstein Journal of Organic Chemistry |
| ISSN: | 1860-5397 |
| Popis: | Two high bandgap benzodithiophene–benzotriazole-based polymers were synthesized via palladium-catalysed Stille coupling reaction. In order to compare the effect of the side chains on the opto-electronic and photovoltaic properties of the resulting polymers, the benzodithiophene monomers were substituted with either octylthienyl (PTzBDT-1) or dihexylthienyl (PTzBDT-2) as side groups, while the benzotriazole unit was maintained unaltered. The optical characterization, both in solution and thin-film, indicated that PTzBDT-1 has a red-shifted optical absorption compared to PTzBDT-2, likely due to a more planar conformation of the polymer backbone promoted by the lower content of alkyl side chains. The different aggregation in the solid state also affects the energetic properties of the polymers, resulting in a lower highest occupied molecular orbital (HOMO) for PTzBDT-1 with respect to PTzBDT-2. However, an unexpected behaviour is observed when the two polymers are used as a donor material, in combination with PC61BM as acceptor, in bulk heterojunction solar cells. Even though PTzBDT-1 showed favourable optical and electrochemical properties, the devices based on this polymer present a power conversion efficiency of 3.3%, considerably lower than the efficiency of 4.7% obtained for the analogous solar cells based on PTzBDT-2. The lower performance is presumably attributed to the limited solubility of the PTzBDT-1 in organic solvents resulting in enhanced aggregation and poor intermixing with the acceptor material in the active layer. |
| Databáze: | OpenAIRE |
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