Two-Step Direct Arylation for Synthesis of Naphthalenediimide-Based Conjugated Polymer
Two-Step Direct Arylation for Synthesis of Naphthalenediimide-Based Conjugated Polymer
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两步直接芳基化合成萘二亚胺基共轭聚合物
DOI：
10.1002/pola.27140
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发表时间：
2014
期刊：
影响因子：
--
通讯作者：
and Takaki Kanbara
中科院分区：
文献类型：
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作者：
Yuta Nohara;Junpei Kuwabara;Takeshi Yasuda;Liyuan Han;and Takaki Kanbara
通过两步直接C-H芳基化反应合成了一种以萘二亚胺(NDI)为基础的共轭聚合物。在第一步中，两个乙二氧基噻吩基通过直接芳基化偶联到NDI上。在第二步中，单体与2，7-二溴-9，9-二辛基荧烷直接芳基化缩聚，得到相应的NDI基共轭聚合物(PEDOTNDIF)，其相对分子质量为21,500，产率为91%。对聚合物的光学和电化学性质进行了评价。该聚合物在有机场效应晶体管(OFET)中表现出双极行为。用具有源漏(S-D)金电极的场效应管器件估算了PEDOTNDIF的电子迁移率为2.3×10−6cm2V−1s−1。用S-D镁银电极改进的场效应管器件使PEDOTNDIF的电子迁移率提高到1.0×10−5cm2V−1s−1，这是因为这些电极具有更合适的功函数，从而降低了对半导体聚合物的注入势垒。©2014威利期刊公司J.Polym。科学，A部分：多晶硅。化学2014、52、1401-1407
A naphthalenediimide (NDI)‐based conjugated polymer was synthesized by a two‐step direct C‐H arylation sequence. In the first step, two ethylenedioxythiophene units were coupled to NDI by direct arylation. In the second step, the direct arylation polycondensation of the monomer, formed in the first step, with 2,7‐dibromo‐9,9‐dioctylfluorene afforded the corresponding NDI‐based conjugated polymer (PEDOTNDIF) with molecular weight of 21,500 in 91% yield. The optical and electrochemical properties of the polymer were evaluated. The polymer showed ambipolar behavior in organic field‐effect transistors (OFETs). The electron mobility ofPEDOTNDIFwas estimated to be 2.3 × 10−6cm2V−1s−1using an OFET device with source‐drain (S‐D) Au electrodes. A modified OFET device with S‐D MgAg electrodes increased the electron mobility forPEDOTNDIFto 1.0 × 10−5cm2V−1s−1due to the more suitable work function of these electrodes, which reduced the injection barrier to the semiconducting polymer. © 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem.2014,52, 1401–1407