scholarly journals Synthesis of Bithiophene-Based D-A1-D-A2 Terpolymers with Different A2 Moieties for Polymer Solar Cells via Direct Arylation

Polymers ◽  
2019 ◽  
Vol 11 (1) ◽  
pp. 55 ◽  
Author(s):  
Jinfeng Huang ◽  
Zhenkun Lin ◽  
Wenhuai Feng ◽  
Wen Wang

A series of bithiophene (2T)-based D-A1-D-A2 terpolymers with different A2 moieties were prepared via direct arylation reaction. In these terpolymers, pyrrolo[3,4-c]pyrrole-1,4-dione (DPP) was selected as the first electron-accepting (A1) moiety, 2,1,3-benzothiadiazole (BT) or fluorinated benzothiadiazole (FBT) or octyl-thieno[3,4-c]pyrrole-4,6-dione (TPD) or 2,1,3-benzoselendiazole (SeT) was selected as the second electron-accepting (A2) moiety, while bithiophene with hexyl side chain was used as the electron-donating moiety. The UV-vis absorption, electrochemical properties, blend film morphology, and photovoltaic properties were studied to explore the effects of the A2 moiety. It is shown that these terpolymer films exhibit broad absorption (350–1000 nm), full width at half-maximum of more than 265 nm and ordered molecular packing. Varying the A2 moiety could affect the energy levels and blend film morphology leading to different polymer solar cell (PSC) performances of these (2T)-based D-A1-D-A2 terpolymers. As a result, the highest Jsc of 10.70 mA/cm2 is achieved for Polymer 1 (P1) with BT as A2 moiety, while the higher highest occupied molecular orbital (HOMO) level limits the open circuit voltage (Voc) and leads to a power conversion efficiency (PCE) of 3.46%.

2017 ◽  
Vol 5 (32) ◽  
pp. 16702-16711 ◽  
Author(s):  
Jisoo Shin ◽  
Min Kim ◽  
Boseok Kang ◽  
Jaewon Lee ◽  
Heung Gyu Kim ◽  
...  

The control of the molecular energy levels of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) is crucial to the design of highly efficient polymer solar cells (PSCs).


2020 ◽  
Vol 8 (43) ◽  
pp. 15426-15435
Author(s):  
Haijun Bin ◽  
Indunil Angunawela ◽  
Ruijie Ma ◽  
Asritha Nallapaneni ◽  
Chenhui Zhu ◽  
...  

Introduction of chlorine in the conjugated side chains significantly improves open-circuit voltage and power conversion efficiency, benefiting from a lower HOMO energy level, well-balanced charge transport and superior nanoscale morphology.


MRS Advances ◽  
2019 ◽  
Vol 4 (36) ◽  
pp. 2001-2007
Author(s):  
Enfang He ◽  
Hong Zhang ◽  
Yueyue Gao ◽  
Fengyun Guo ◽  
Shiyong Gao ◽  
...  

ABSTRACT:Two benzodifuran (BDF) polymers, PBDF-C and PBDF-S, with alkyl and alkylthio substituted thiophene side-chains and benzodithiophene-4,8-dione (BDD) as the acceptor were designed and synthesized. Their optical, electrochemical properties and photovoltaic performances were systematically investigated. The polymer solar cells (PSCs) with a device structure of ITO/PEDOT:PSS/polymer:PC71BM/Ca/Al were fabricated. The PBDF-C based device showed a power conversion efficiency (PCE) of 3.01% after adding 1 vol% 1,8-diodooctane (DIO) as the solvent additive, and PBDF-S gave an enhanced PCE of 3.48% without any post-treatments. The enhancements were from the higher open-circuit voltage (Voc) and fill factor (FF). The thermal- and solvent-treatment-free processing is more favourable for the large area roll-to-roll manufacturing or printing technology for PSCs.


Polymers ◽  
2019 ◽  
Vol 11 (5) ◽  
pp. 746 ◽  
Author(s):  
Mun Ho Yang ◽  
Ho Cheol Jin ◽  
Joo Hyun Kim ◽  
Dong Wook Chang

Three conjugated polymers, in which the electron-donating (D) 5-alkylthiophene-2-yl-substitued benzodithiophene was linked to three different electron-accepting (A) moieties, i.e., benzothiadiazole (BT), diphenylquinoxaline (DPQ), and dibenzophenazine (DBP) derivative via thiophene bridge, were synthesized using the Stille coupling reaction. In particular, the strong electron-withdrawing cyano (CN) group was incorporated into the A units BT, DPQ, and DBP to afford three D–A type target polymers PB–BTCN, PB–DPQCN, and PB–DBPCN, respectively. Owing to the significant contribution of the CN-substituent, these polymers exhibit not only low-lying energy levels of both the highest occupied molecular orbital and the lowest unoccupied molecular orbital, but also reduced bandgaps. Furthermore, to investigate the photovoltaic properties of polymers, inverted-type devices with the structure of ITO/ZnO/Polymer:PC71BM/MoO3/Ag were fabricated and analyzed. All the polymer solar cells based on the three cyano-substituted conjugated polymers showed high open-circuit voltages (Voc) greater than 0.89 V, and the highest power conversion efficiency of 4.59% was obtained from the device based on PB-BtCN with a Voc of 0.93 V, short-circuit current of 7.36 mA cm−2, and fill factor of 67.1%.


2016 ◽  
Vol 4 (21) ◽  
pp. 8291-8297 ◽  
Author(s):  
Dongfeng Dang ◽  
Pei Zhou ◽  
Linrui Duan ◽  
Xichang Bao ◽  
Renqiang Yang ◽  
...  

Good light harvesting properties and matched energy levels as well as enhanced Jsc value and high Voc value in solar cells were achieved simultaneously by construction of the D–A–π–A type regular terpolymers of PIDT-DTQ-TT, finally leading to the maximum PCE value of 6.63% in PSCs.


2013 ◽  
Vol 634-638 ◽  
pp. 2621-2628 ◽  
Author(s):  
Han Sol Yoo ◽  
Dae Hee Yun ◽  
Tae Won Ko ◽  
Yong Sung Park ◽  
Je Wan Woo

In this study, the alternating conductive polymers based on phenothiazine and bithiophene unit, poly[(N-10-dodecyl-phenothiazin-3,7-ylene)-alt-(2,2’-bithiophen-5-yl)] (P1) and poly[(N-10- dodecyl-phenothiazin-3,7-ylene)-alt-(4,4’-didodecyl-2,2’-bithiophen-5-yl)] (P2), were synthesized by Suzuki coupling reaction in the presence of palladium catalyst. The structures of synthesized compounds were confirmed by 1H NMR. The optical, electrochemical properties of synthesized polymers were investigated by UV-Vis, cyclic voltammetry (CV). The optical band gap of 2.22 eV and 2.50 eV was obtained from absorption onset of UV-Vis spectrum. Then, the two devices using blends of the polymer, as a donor, and PC71BM, as an acceptor, were fabricated by spin-coating. The device with a P1:PC71BM (1:4, w/w) as an active layer exhibited the best performance with an open circuit voltage (VOC) of 0.68 V, short circuit current (JSC) of 3.5 mA/cm2, fill factor (FF) of 31.8 % and power conversion efficiency (PCE) of 0.74 %.


2011 ◽  
Vol 383-390 ◽  
pp. 7677-7681
Author(s):  
Qiong Hou ◽  
Xiang Hua Zeng ◽  
Xin Xu ◽  
Ting Guo ◽  
Hong Yu Zhen ◽  
...  

High molecular weight, readily soluable copolymer was prepared from 9,9-di (2-thienyl-hexyl) fluorene (TF) 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-di octyl fluorene and narrow band gap comonomer 2,3-dimethyl- 5,8-(5-bromo)-dithien-2-yl-quinoxalines (DTQU) using pallad- ium catalyzed Suzuki coupling methods. To compare the copolymer to this without thiophene in the C9 side chain of fluorene, the copolymer from DOF and DTQU was synthesized. The electrochemical, optical and photovoltaic properties of the copolymers were studied. The absorption spectra of the copolymers measured in thin films display two absorption peaks. The power conversion efficiency achieved in the device configuration ITO/PEDT/FT- DTQU:PCBM (1:2)/Al is 0.85% with open-circuit voltage (Voc) 0.8V. Further improvement by manipulating polymer/electrode interface and further investigation of more polyfluorene copolymers with narrow band gap aryl-hetero cycle units on the side chain is in progress.


2014 ◽  
Vol 7 (7) ◽  
pp. 2276-2284 ◽  
Author(s):  
Chaohua Cui ◽  
Wai-Yeung Wong ◽  
Yongfang Li

The photovoltaic properties of 2D-conjugated copolymer PBDTTTs were further improved by side chain engineering in a 2D-conjugated polymer.


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