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Synthesis and Photovoltaic Properties of Cyclopentadithiophene-Based Low-Bandgap Copolymers That Contain Electron-Withdrawing Thiazole Derivatives

机译:含吸电子噻唑衍生物的环戊二噻吩基低能隙共聚物的合成及光伏性能

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摘要

We have synthesized four types of cyclopentadithiophene (CDT)-based low-bandgap copolymers, poly-[{4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene-2,6- diyl}-alt-(2,2'-bithiazole-5,5'-diyl)](PehCDT-BT), poly[(4,4-dioctyl-4H-cyclopenta[2,1-b:3,4-b']dithiophene-2,6-diyl)-alt(2 ,2'-bithiazole-5,5'-diyl)](PocCDT-BT), poly[{4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene-2,6-d iyl}-alt-{2,5-di(thiophen-2-y1)thiazolo-[5,4-d]thiazole-5,5'-dyl}](PehCD T-TZ), and poly[(4,4-dioctyl-4H-cycloprnta[2,1-b:3,4-b']dithiophene-2,6-diyl)-alt-{ 2,5-di(thiophen-2-yl)thiazolo[5,4-d]thiazole-5,5'-diyl}[(PocCDT-TZ), for use in photovoltaic applications. The intramolecular charge-transfer interaction between the electron-sufficient CDT unit and electron-deficient bithiazole (BT) or thiazolothiazole (TZ) units in the polymeric backbone induced a low bandgap and broad absorption that covered 300 nm to 700-800 nm. The optical bandgap was measured to be around 1.9 eV for PehCDT-BT and PocCDT-BT, and mound 1 S eV for PehCDT-TZ and PocCDT-TZ. Gel permeation chromatography showed that number-average molecular weights ranged from 8000 to 14 000 g mol(-1). Field-effect mobility measurements showed hole mobility of 10(-6) -10(-4) cm(2) V-1 s(-1) for the copolymers. The film morphology of the bulk heterojunction mixtures with [6,6]phenyl-C-61-butyric acid methyl ester (PCBM) was also examined by atomic force microscopy before and after heat treatment. When the polymers were blended with PCBM, PehCDT-TZ exhibited the best performance with an open circuit voltage of 0.69 V, short-circuit current of 7.14 mA cm(-2), and power conversion efficiency of 2.23 % under air mass (AM) 1.5 global (1.5 G) illumination conditions (100 mW cm(-2)).
机译:我们已经合成了四种类型的基于环戊二噻吩(CDT)的低带隙共聚物,聚-[{4,4-双(2-乙基己基)-4H-环戊达[2,1-b:3,4-b']二噻吩-2,6-二基} -alt-(2,2'-bithiazole-5,5'-二基)](PehCDT-BT),聚[(4,4-二辛基-4H-环戊[2,1-b :3,4-b'] dithiophene-2,6-diyl)-alt(2,2'-bithiazole-5,5'-diyl)](PocCDT-BT),聚[{4,4-bis(2 -乙基己基)-4H-环戊[2,1-b:3,4-b']二噻吩-2,6-二基} -alt- {2,5-二(噻吩-2-y1)噻唑啉-[5 ,4-d]噻唑-5,5'-dyl}](PehCD T-TZ)和聚[(4,4-dioctyl-4H-cycloprnta [2,1-b:3,4-b'] dithiophene -2,6-二基)-alt- {2,5-二(噻吩-2-基)噻唑并[5,4-d]噻唑-5,5'-二基} [(PocCDT-TZ),用于光伏应用。电子足够的CDT单元与聚合物主链中电子不足的噻唑(BT)或噻唑并噻唑(TZ)单元之间的分子内电荷转移相互作用引起了低带隙和宽吸收,覆盖300 nm至700-800 nm。 PehCDT-BT和PocCDT-BT的光学带隙约为1.9 eV,PehCDT-TZ和PocCDT-TZ的带隙为1 S eV。凝胶渗透色谱显示数均分子量范围为8000至14000 g mol(-1)。场效应迁移率测量显示该共聚物的空穴迁移率为10(-6)-10(-4)cm(2)V-1 s(-1)。在热处理之前和之后,还通过原子力显微镜检查了具有[6,6]苯基-C-61-丁酸甲酯(PCBM)的本体异质结混合物的膜形态。当将聚合物与PCBM混合时,PehCDT-TZ表现出最佳性能,其开路电压为0.69 V,短路电流为7.14 mA cm(-2),在空气质量(AM)下的功率转换效率为2.23% 1.5全局(1.5 G)照明条件(100 mW cm(-2))。

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