Design of benzodithiophene-diketopyrrolopyrrole based donor–acceptor copolymers for efficient organic field effect transistors and polymer solar cells

Design of benzodithiophene-diketopyrrolopyrrole based donor–acceptor copolymers for efficient organic field effect transistors and polymer solar cells
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DOI:
10.1039/c2jm34004f
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发表时间:
2012-10
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通讯作者:
Jianyu Yuan;Xiaodong Huang;Fengjiao Zhang;Jialin Lu;Zhichun Zhai;Chong‐an Di;Zuo‐Quan Jiang;Wanli Ma
Jianyu Yuan;Xiaodong Huang;Fengjiao Zhang;Jialin Lu;Zhichun Zhai;Chong‐an Di;Zuo‐Quan Jiang;Wanli Ma
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文献类型:
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作者:
Jianyu Yuan;Xiaodong Huang;Fengjiao Zhang;Jialin Lu;Zhichun Zhai;Chong‐an Di;Zuo‐Quan Jiang;Wanli Ma

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设计并合成了3种含苯并(1,2-B:4,5-B′)二噻吩(BDT)、3,6-二(2-噻吩基)吡咯并[3,4-c]吡咯-1,4(2 H,5 H)-二酮(TDP)和3,6-二(2-呋喃基)吡咯并[3,4-c]吡咯-1,4(2 H,5 H)-二酮(FDP)的低带隙给体-受体(D-A)共聚物。系统地研究了它们的热稳定性、光学和电化学性质以及用于有机场效应晶体管和聚合物太阳能电池的器件性能。通过在BDT核上引入共轭烷基噻吩基侧链和在聚合物主链上用呋喃取代噻吩,器件性能得到显著提高。与烷氧基侧链相比,共轭烷基噻吩基链导致更高的共面性,增加的热稳定性(Td从364 °C增加到417 °C)和更低的HOMO能级(从−5.10 eV到−5.24 eV)。呋喃的引入明显改善了聚合物的溶解性,导致原子力显微镜和透射电子显微镜证明了更精细的相分离形态。优化后,所设计的聚合物在OFFERS和PSC中均表现出优异的性能,最佳空穴迁移率为0.16 cm 2 V-1 s-1,功率转换效率为5.54%。
Three low-band-gap donor–acceptor (D–A) copolymers containing benzo(1,2-b:4,5-b′)dithiophene (BDT), 3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (TDP) or 3,6-di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (FDP) were designed and synthesized. Their thermal stability, optical and electrochemical properties, device performances for organic field effect transistors (OFETs) and polymer solar cells were systematically investigated. The device performances were significantly enhanced by the introduction of conjugated alkylthienyl side chains to the BDT core and the substitution of thiophene with furan moieties in polymer backbone. Compared to alkoxy side chains, conjugated alkylthienyl chains resulted in higher coplanarity, increased thermal stability (Td increased from 364 °C to 417 °C) and a lower HOMO level (from −5.10 eV to −5.24 eV). The incorporation of furan evidently improved the polymer solubility, leading to a finer phase separation morphology as proved by atomic force microscopy and transmission electron microscopy. After optimization, the designed polymer showed excellent performance in both OFETs and PSCs with an optimal hole mobility of 0.16 cm2 V−1 s−1 and a high power conversion efficiency of 5.54%.