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Organic Thin Film Transistors Based on Highly Dipolar Donor-Acceptor Polymethine Dyes

机译:基于高双极给体-受体聚次甲基染料的有机薄膜晶体管

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摘要

Organic thin film transistors (OTFTs) of a series of twenty dipolar donor-acceptor-substituted polymethine dyes (D-A dyes, dipole moments from 3-15 D) are investigated. The employed merocyanine dyes contain a dime-thine bridge that is substituted with 1-alkyl-3,3-dimethylindolin-2-ylidene ("Fischer base"), 3-alkyl-2,3-dihydrobenzothiazol-2-ylidene or 1,3-benzodith-iole-2-ylidene, respectively, as electron-donating unit and various acceptor heterocycles. These studies show that thin films formed by these D-A dyes upon deposition in high vacuum are all composed of antiparallel π-stacked dimers. However, they are either amorphous, discontinuous or highly crystalline due to the interplay between molecule-substrate and dimer-dimer interactions. With the help of single crystal X-ray analysis, out-of-plane X-ray studies (XRD), selected area electron diffraction (SAED), and atomic force microscopy (AFM), a correlation between the molecular structure, film ordering, and hole charge transport ability can be established. The mobility values are compared to Bassler's disorder charge transport theory and a film growth mechanism is proposed based on DFT calculations and single crystal structures. The results show that with carefully adjusted bulky substituents and high dipolarity an intimate centrosymmetric packing with a slipped, but tight π-stacking arrangement could be realized. This provides two-dimensional percolation pathways for holes and ultimately results in charge carrier mobilities up to 0.18 cm~2 V~(-1) s~(-1).
机译:研究了一系列二十种偶极施主-受体取代的聚次甲基染料(D-A染料,偶极矩为3-15 D)的有机薄膜晶体管(OTFT)。所用的花菁染料含有被1-烷基-3,3-二甲基吲哚-2-亚基(“菲舍尔碱”),3-烷基-2,3-二氢苯并噻唑-2-亚烷基或1取代的二甲硫氨酸桥。 3-给电子单元和各种受体杂环分别为3-苯并二氢-碘-2-亚烷基。这些研究表明,由这些D-A染料在高真空下沉积时形成的薄膜均由反平行π堆积的二聚体组成。然而,由于分子-底物和二聚体-二聚体相互作用之间的相互作用,它们是无定形的,不连续的或高度结晶的。借助单晶X射线分析,面外X射线研究(XRD),选定区域电子衍射(SAED)和原子力显微镜(AFM),分子结构,薄膜有序,可以建立空穴传输能力。将迁移率值与Bassler的无序电荷传输理论进行了比较,并基于DFT计算和单晶结构提出了膜生长机制。结果表明,通过精心调节庞大的取代基和高偶极性,可以实现紧密的中心对称堆积,具有紧密但紧密的π堆积排列。这为空穴提供了二维渗流途径,最终导致载流子迁移率高达0.18 cm〜2 V〜(-1)s〜(-1)。

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  • 来源
    《Advanced Functional Materials》 |2015年第1期|44-57|共14页
  • 作者单位

    Univesitaet Wuerzburg Institut fuer Organische Chemie & Center for Nanosystems Chemistry Am Hubland, 97074,Wuerzburg, Germany;

    Universitaet Wuerzburg Institut fuer Organische Chemie & Center for Nanosystems Chemistry Am Hubland, 97074, Wuerzburg, Germany;

    Universitaet Wuerzburg Institut fuer Organische Chemie & Center for Nanosystems Chemistry Am Hubland, 97074, Wuerzburg, Germany;

    Universitaet Wuerzburg Institut fuer Organische Chemie & Center for Nanosystems Chemistry Am Hubland, 97074, Wuerzburg, Germany;

    Universitaet Wuerzburg Institut fuer Organische Chemie & Center for Nanosystems Chemistry Am Hubland, 97074, Wuerzburg, Germany;

    Universitaet Wuerzburg Institut fuer Organische Chemie & Center for Nanosystems Chemistry Am Hubland, 97074, Wuerzburg, Germany;

    Universitaet Wuerzburg Institut fuer Organische Chemie & Center for Nanosystems Chemistry Am Hubland, 97074, Wuerzburg, Germany;

    Universitaet Wuerzburg Institut fuer Organische Chemie & Center for Nanosystems Chemistry Am Hubland, 97074, Wuerzburg, Germany;

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