1,2,5,6-Naphthalenediimide Based Donor鈥揂cceptor Copolymers Designed from Isomer Chemistry for Organic Semiconducting Materials

详细信息    查看全文

• 作者：Zheng Zhao ; Fengjiao Zhang ; Xu Zhang ; Xiaodi Yang ; Hongxiang Li ; Xike Gao ; Chong-an Di ; Daoben Zhu
• 刊名：Macromolecules
• 出版年：2013
• 出版时间：October 8, 2013
• 年：2013
• 卷：46
• 期：19
• 页码：7705-7714
• 全文大小：549K
• 年卷期：v.46,no.19(October 8, 2013)
• ISSN：1520-5835

文摘

Two new donor鈥揳cceptor (D鈥揂) copolymers based on 1,2,5,6-naphthalenediimides (iso-NDI) and thiophene units, iso-P(NDI2OD-T2) and iso-P(NDI2OD-TT), were designed from isomer chemistry and compared with the reported isomeric copolymers P(NDI2OD-T2) and P(NDI2DT-TT) to investigate the influence of isomeric structure on their optoelectronic properties. DFT calculations reveal that iso-P(NDI2OD-T2) and iso-P(NDI2OD-TT) have higher HOMO and LUMO energies and better backbone planarity relative to their isomeric polymers. Iso-P(NDI2OD-T2) and iso-P(NDI2OD-TT) were synthesized by the Stille coupling polymerization and characterized by elemental analysis, ¹H NMR, GPC, UV鈥搗is absorption, cyclic voltammetry, TGA, DSC, and organic thin film transistors (OTFTs). It was found that iso-P(NDI2OD-T2) and iso-P(NDI2OD-TT) had higher LUMO energies and broader band gaps than their isomeric ones and showed hole-dominated charge transport behavior, which is quite different from the electron-dominated charge transport feature of P(NDI2OD-T2) and P(NDI2DT-TT). In spite of the amorphous-like thin-film features, iso-P(NDI2OD-T2) exhibited high hole mobility of up to 0.3 cm² V^鈥? s^鈥?, and iso-P(NDI2OD-TT) showed ambipolar property with hole and electron mobility of up to 0.02 and 4 脳 10^鈥? cm² V^鈥? s^鈥?, respectively.