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2,2-Dicyanovinyl-end-capped oligothiophenes as electron acceptor in solution processed bulk-heterojunction organic solar cells
Affiliation:1. Printable Electronics Research Center, Collaborative Innovation Center of Suzhou Nano Science and Technology, Suzhou Institute of Nano-Tech and Nano-Bionics, Chinese Academy of Sciences, 398 Ruoshui Road, SEID SIP, Suzhou, Jiangsu 215123, PR China;2. Nano Science and Technology Institute, Collaborative Innovation Center of Suzhou Nano Science and Technology, University of Science and Technology of China, 166 Ren Ai Road, SEID SIP, Suzhou, Jiangsu 215123, PR China;3. Department of Chemistry, Xi’an Jiaotong Liverpool University, 111 Ren Ai Road, SEID SIP, Suzhou, Jiangsu, 215123, PR China;1. CNR NANOTEC–Institute of Nanotechnology c/o Campus Ecotekne, University of Salento, Via Monteroni, 73100 Lecce, Italy;2. Center for Biomolecular Nanotechnologies (CBN) Fondazione Istituto Italiano di Tecnologia (IIT), Via Barsanti 1, Arnesano 73010, Italy;3. Dipartimento di Ingegneria dell''Innovazione, Università del Salento, Via Monteroni, 73100 Lecce, Italy;4. Istituto Nanoscienze–CNR, Euromediterranean Center for Nanomaterial Modelling and Technology (ECMT), Via per Arnesano, 73100 Lecce, Italy;5. Istituto di Chimica dei Composti OrganoMetallici (ICCOM) – Consiglio Nazionale delle Ricerche CNR, Via Orabona, 4, 720125 Bari, Italy;6. Dipartimento di Matematica e Fisica ‘Ennio De Giorgi’, Università del Salento, Via Monteroni, 73100 Lecce, Italy;7. Dipartimento di Scienze e Tecnologie Biologiche e Ambientali Universita'' del Salento c/o Edificio ‘La Stecca’ Via Monteroni, 73100 Lecce, Italy;1. Institute of Chemistry, University of Silesia, 9 Szkolna Str., 40-006 Katowice, Poland;2. Centre of Polymer and Carbon Materials, Polish Academy of Sciences, 34 M. Curie-Sklodowska Str., 41-819 Zabrze, Poland;3. Institute of Physics, Faculty of Physics, Astronomy and Informatics, Nicolaus Copernicus University, 5 Grudziadzka Str., 87-100 Torun, Poland;1. School of Materials Science and Engineering, University of Science and Technology Beijing, Beijing, 100083, PR China;2. Beijing National Laboratory for Molecular Sciences, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, PR China;3. School of Chemical Sciences, University of Chinese Academy of Sciences, Beijing, 100049, PR China;1. Karlsruher Institut für Technologie, ANKA, Germany;2. Institut für Physikalische und Theoretische Chemie, Universität Tübingen, Germany;3. Makromolekulare Chemie und Institut für Polymertechnologie, Bergische Universität Wuppertal, Germany;1. Department of Chemistry, College of Science, Shanghai University, 99 Shangda Road, BaoShan District 200444, Shanghai, PR China;2. Printable Electronics Research Center, Suzhou Institute of Nano-Tech and Nano-Bionics (SINANO), Chinese Academy of Sciences, 398 Ruo Shui Road, SEID SIP, Suzhou, 215123, PR China;3. Department of Chemistry, Xi''an Jiaotong Liverpool University, 111 Ren Ai Road, SEID SIP, Suzhou, 215123, China;1. Polymers and Functional Materials Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, Telangana, India;2. Academy of Scientific and Innovative Research (AcSIR), CSIR-IICT, Hyderabad 500007, Telangana, India;3. Institute for Frontier Materials, Deakin University, Waurn Ponds, Victoria 3216, Australia;4. Data61 CSIRO, Molecular and Materials Modelling, Docklands, Victoria 8012, Australia;5. State Key Laboratory of Silicate Materials for Architectures, Wuhan University of Technology, 122 Luoshi Rd, Wuhan 430070, Hubei, PR China;6. CSIRO Manufacturing, Bayview Avenue, Clayton South, Victoria 3169, Australia;7. School of Science, RMIT University, GPO Box 2476, Melbourne, Victoria 3001, Australia
Abstract:Three 2,2-dicyanovinyl (DCV) end-capped A-π-D-π-A type oligothiophenes (DCV-OTs) containing dithieno3,2-b:2′,3′-d]silole (DTSi), cyclopenta1,2-b:3,4-b′]dithiophene (DTCP) or dithieno3,2-b:2′,3′-d]pyrrole (DTPy) unit as the central donor part, mono-thiophene as the π-conjugation bridge were synthesized. The absorption spectroscopies, cyclic voltammetry of these compounds were characterized. Results showed that all these compounds have intensive absorption band over 500–680 nm with a LUMO energy level around −3.80 eV, which is slightly higher than that of 6,6]phenyl-C61-butyric acid methyl ester (PC61BM, ELUMO = −4.01 eV), but lower than that of poly(3-hexylthiophene) (P3HT, ELUMO = −2.91 eV). Solution processed bulk heterojunction “all-thiophene” solar cells using P3HT as electron donor and the above mentioned oligothiophenes as electron acceptor were fabricated and tested. The highest power conversion efficiency (PCE) of 1.31% was achieved for DTSi-cored compound DTSi(THDCV)2, whereas PTB7:DTSi(THDCV)2 based device showed slightly higher PCE of 1.56%. Electron mobilities of these three compounds were measured to be around 10−5 cm2 V−1 s−1 by space charge limited current method, which is much lower than that of PC61BM, and was considered as one of the reason for the low photovoltaic performance.
Keywords:Organic solar cells  A-π-D-π-A type oligothiophenes  Non-fullerene acceptor  “All-thiophene” solar cell  Structure–property relationship
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