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Synthesis,characterization, and photovoltaic performance of the polymers based on thiophene-2,5-bis((2-ethylhexyl)oxy) benzene-thiophene
Affiliation:1. College of Chemistry and Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry, Xiangtan University, Xiangtan 411105, Hunan Province, PR China;2. Key Laboratory of Polymeric Materials & Application Technology of Hunan Province, Xiangtan University, Xiangtan 411105, PR China;3. Department of Material Science & Engineering, Guangxi Key Laboratory of Information Materials, Guilin University of Electrical Technology, Guilin 541004, PR China;1. State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, PR China;2. Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, PR China;3. University of Chinese Academy of Sciences, Beijing 100039, PR China;1. Department of Materials Science and Engineering, Seoul National University, Seoul, Republic of Korea;2. Department of Chemical Engineering Education, Chungnam National University, 99 Daehak-ro, Yuseong-gu, Daejeon, 305-764, Republic of Korea;3. Graduate School of Energy Science and Technology, Chungnam National University, 99 Daehak-ro, Yuseong-gu, Daejeon, 305-764, Republic of Korea;4. Department of Advanced Materials Engineering for Information & Electronics, Kyung Hee University, 1732 Deogyeong-daero, Giheung-gu, Yongin-si, Gyeonggi-do, 446-701, Republic of Korea;1. Division of Chemical Engineering, Nanomaterials Processing Research Center, Chonbuk National University, 567 Baekje-Daero, Deokjin-gu, Jeonju, Jeonbuk 561-756, Republic of Korea;2. Department of Chemistry, Kunsan National University, 558 Daehak-ro, Gunsan, Jeonbuk 573-701, Republic of Korea;1. Department of Information Display, Hongik University, Seoul 121-791, Republic of Korea;2. Department of Science, Hongik University, Seoul 121-791, Republic of Korea;1. Key Laboratory for Green Organic Synthesis and Application of Hunan Province and Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, 411105, PR China;2. Hunan Chemical Vocational Technology College, Zhuzhou, 412000, PR China;3. Key Laboratory of Polymeric Materials & Application Technology of Hunan Province, Xiangtan University, Xiangtan, 411105, PR China
Abstract:Three novel conjugated copolymers based on thiophene-2,5-bis((2-ethylhexyl)oxy)benzene-thiophene (TBT) as electron-donating units, either isoindigo or both isoindigo and diketopyrrolopyrrole (DPP) as electron-withdrawing units have been designed and synthesized by Stille-coupling reaction. All the polymers exhibit high thermal stability, broad absorption in the range of 300–800 nm, and the low-lying energy level of highest occupied molecular orbits (HOMO) (−5.47 to −5.19 eV). After introduced with additional hexylthiophenes and further introduced with DPP units, the polymers PTBT-HTID and PTBT-HTID-DPP show smaller lamellar distance and π–π stacking distance, and the morphology of the corresponding photoactive layers possess more appropriate microphase separation and smaller domain size, which lead to high short circuit current densities (Jsc) and power conversion efficiency (PCE). The polymer photovoltaic devices based on PTBT-HTID-DPP/PC61BM exhibit a high Jsc value of 11.13 mA cm−2, a fill factor (FF) of 0.57, and the PCE of 4.2%.
Keywords:Polymer solar cells  Conjugated polymer  Thiophene–benzene–thiophene  Isoindigo  Diketopyrrolopyrrole
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