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α,β-Unsubstituted meso-positioning thienyl BODIPY: a promising electron deficient building block for the development of near infrared (NIR) p-type donor–acceptor (D–A) conjugated polymers†
Journal of Materials Chemistry C ( IF 6.4 ) Pub Date : 2018-02-27 00:00:00 , DOI: 10.1039/c7tc05900k
Benedetta M. Squeo 1, 2, 3, 4 , Vasilis G. Gregoriou 1, 2, 3, 4, 5 , Yang Han 6, 7, 8, 9 , Alex Palma-Cando 10, 11, 12, 13 , Sybille Allard 10, 11, 12, 13 , Efthymis Serpetzoglou 4, 14, 15, 16 , Ioannis Konidakis 4, 14, 15, 16 , Emmanuel Stratakis 4, 14, 15, 16 , Apostolos Avgeropoulos 4, 17, 18, 19 , Thomas D. Anthopoulos 8, 9, 20, 21, 22 , Martin Heeney 6, 7, 8, 9 , Ullrich Scherf 10, 11, 12, 13 , Christos L. Chochos 1, 2, 3, 4, 17
Affiliation  

It is demonstrated that α,β-unsubstituted meso-positioning thienyl BODIPY is an electron deficient unit that leads to the development of ultra low optical band gap (Eoptg < 1 eV) π-conjugated D–A quarterthiophene polymers. Furthermore, it is revealed that the optoelectronic, electrochemical and charge transporting properties of the resulting α,β-unsubstituted meso-positioning thienyl BODIPY quaterthiophene-based polymers are alkyl side chain positioning dependent. Tail-to-tail (TT) positioning of the alkyl side chains at the two central thiophenes of the quaterthiophene segment results in lower Eoptg, higher energy levels and increased hole mobility as compared to head-to-head (HH) positioning. Finally, even though the synthesized polymers exhibit high electron affinity, higher even than that of the fullerene derivative [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM), they present only p-type behaviour in field effect transistors (FETs) independent of the alkyl side chain positioning.

中文翻译:

α,β-未取代的位噻吩基BODIPY:一种有前途的电子缺陷构建基,可用于开发近红外(NIR)p型供体-受体(DA)共轭聚合物

结果表明,α,β-未取代的位噻吩基BODIPY是一种电子不足的单元,可导致超低光学带隙(E opt g <1 eV)π共轭D–A四噻吩聚合物的发展。此外,揭示了所得的α,β-未取代的介孔的噻吩基BODIPY四噻吩基聚合物的光电,电化学和电荷传输性质是烷基侧链定位依赖性的。烷基侧链在四噻吩链段的两个中心噻吩上的尾部尾部定位(TT),导致E opt g降低与头对头(HH)定位相比,具有更高的能量水平和更高的空穴迁移率。最后,即使合成的聚合物表现出较高的电子亲和力,甚至高于富勒烯衍生物[6,6]-苯基-C 71-丁酸甲酯(PC 71 BM),但它们在现场仅表现出p型行为。效应晶体管(FET)与烷基侧链的位置无关。
更新日期:2018-02-27
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