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Novel A-D-A type small molecules with β-alkynylated BODIPY flanks for bulk heterojunction solar cells
Affiliation:1. School of Chemical Engineering and Energy Technology, Dongguan University of Technology, Dongguan 523808, People''s Republic of China;2. School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, People''s Republic of China;1. School of Science, Xi''an Jiao Tong University, Xi''an, 710049, PR China;2. Department of Chemistry, Key Lab of Environment-Friendly Chemistry and Application in the Ministry of Education, Xiangtan University, Xiangtan, 411105, PR China;3. Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, 266101, PR China;1. Key Laboratory of Nanobiosensing and Nanobioanalysis at Universities of Jilin Province, Department of Chemistry, Northeast Normal University, 5268 Renmin Street, Changchun, Jilin Province 130024, PR China;2. State key laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry Chinese Academy of Sciences, Changchun, 130022, PR China;1. Institute for Materials in Electronics and Energy Technology, Friedrich-Alexander University Erlangen-Nuremberg, Erlangen, D-91054, Germany;2. Department of Physics and Centre for Plastic Electronics, The Blackett Laboratory, Imperial College London, London, SW7 2BZ, UK;3. Molecular Electronics and Photonics Research Unit, Department of Mechanical Engineering and Materials Science and Engineering, Cyprus University of Technology, Limassol, 3603, Cyprus;4. Experimental Condensed Matter Physics Laboratory, Department of Physics, University of Cyprus, P.O. Box 20537, 1678 Nicosia, Cyprus;5. Department of Physics, Research Center of Ultrafast Science, University of Cyprus, Nicosia 1678, Cyprus;6. Bavarian Center for Applied Energy Research (ZAE Bayern), Erlangen, D-91058, Germany;1. Department of Chemistry, University of Agriculture, Faisalabad 38000, Pakistan;2. Department of Chemistry, College of Science, University of Bahrain, Bahrain;3. Punjab Bio-energy Institute, University of Agriculture, Faisalabad 38000, Pakistan
Abstract:A serial of novel A-D-A type small molecules with BODIPY linked through alkynyl with various electron donor units such as fluorene, carbazole, benzodithiophene and phenothiazine, namely F-BDP, C-BDP, B-BDP and P-BDP, respectively, were designed and synthesized. Introducing the alkynyl bridge leads to extending the molecular absorption spectrum to the range of 320–700 nm with high molar extinction coefficients (105 cm−1 M−1) and strong fluorescence quenching. The molecules showed relatively low HOMO ranging from −5.02 to −5.24 eV as estimated from cyclic voltammetry measurements. Interestingly, B-BDP with BDT as donor exhibits more obviously red-shifted absorption in the solid state compared to F-BDP, C-BDP and P-BDP. Furthermore, the solution-processed bulk-heterojunction organic solar cell based on B-BDP/PC71BM present superior charge transport property and more favorable nanoscale morphology, resulting in a significant higher Jsc of 11.84 mA cm2 and FF than the other counterparts, thus achieved a higher PCE of 4.65%, which is one of the best values among the ever reported BODIPY based organic solar cells.
Keywords:BODIPY derivatives  Organic solar cells  Acceptor-donor-acceptor  Optoelectronic properties  DFT calculations  Photovoltaic performances
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