Synthesis, morphology, and field-effect mobility of anthradithiophenes

Synthesis, morphology, and field-effect mobility of anthradithiophenes
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DOI:
10.1021/ja9728381
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发表时间:
1998-02-04
影响因子:
15
通讯作者:
Lovinger, AJ
Lovinger, AJ
中科院分区:
化学1区
文献类型:
--
作者:
Laquindanum, JG;Katz, HE;Lovinger, AJ

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合成。报道了基于新型蒽并噻吩(ADT)环体系的化合物的薄膜形貌和薄膜晶体管(TFT)中的空穴迁移率。研究了母体化合物及其2,8-二己基、双十二烷基和双十八烷基衍生物(分别为DHADT、DDADT和DOADT),这些衍生物通过烷基化噻吩二甲醛缩醛合成。它们都形成高度有序的多晶真空蒸发膜,迁移率高达0.15 cm(2)/(Vs),与以往观察到的多晶有机材料一样高。DOADT的迁移率为0.06 cm(2)/(Vs),尽管其分子体积的70%被烃链占据。在大气条件下,将DHADT从溶液浇铸到TFT上,得到0.01-0.02 cm(2)/(Vs)的迁移率。因此,烷基化ADT联合收割机结合了类似并五苯的固有迁移率与更大的溶解度和氧化稳定性。
The synthesis. thin-film morphology, and hole mobility in thin-film transistors (TFTs) of compounds based on the novel anthradithiophene (ADT) ring system are reported. The parent compound and its 2,8-dihexyl, didodecyl, and dioctadecyl derivatives (DHADT, DDADT, and DOADT, respectively), synthesized via alkylated thiophene dicarboxaldehyde acetals, were investigated. They all form highly ordered polycrystalline vacuum-evaporated films with mobilities as high as 0.15 cm(2)/(V s), as high as has ever been observed for a polycrystalline organic material. DOADT has a mobility of 0.06 cm(2)/(V s) even though 70% of its molecular volume is occupied by hydrocarbon chains. DHADT was cast from solution under atmospheric conditions onto a TFT giving a mobility of 0.01-0.02 cm(2)/(V s), Thus, the alkylated ADTs combine a pentacene-like intrinsic mobility with greater solubility and oxidative stability.