Synthesis of oligo(thienylfuran)s with thiophene rings at both ends and their structural, electronic, and field-effect properties
Synthesis of oligo(thienylfuran)s with thiophene rings at both ends and their structural, electronic, and field-effect properties
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DOI：
10.1002/asia.200700254
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发表时间：
2007-01-01
影响因子：
4.1
通讯作者：
Komatsu, K.
中科院分区：
文献类型：
--
作者：
Miyata, Y.;Terayama, M.;Komatsu, K.
通过重复的Stille偶联反应，合成了两端含噻吩环的噻吩基呋喃低聚物（SOSO-SOS、DE-SOSOS、DH-SOSOS、DE-SOSOSOS和DH-SOSOSOS; S和0分别表示噻吩环和呋喃环，DE和DH分别表示二乙基取代和二己基取代）。低聚物SO、SOSO、SOSOS、SOSOSO和SOSOSOS的UV/维斯最大吸收随杂环数目的增加而明显红移。通过循环伏安法测定的氧化峰电位（E-pa（1））的值随着杂环数目的增加而降低，每个杂环降低0.06-0.08 V。通过X射线晶体学测定的DE-SOSOS和DH-SOSOS的晶体堆积结构具有人字形图案，并且比并五苯和α-六噻吩的报道结构更致密。利用原子力显微镜和X射线衍射仪研究了真空沉积和旋涂两种方法制备的薄膜的形貌。在这些薄膜中，DE-SOSOS和DH-SOSOS薄膜表现出高度有序的排列。基于真空沉积和旋涂的DE-SOSOS和DH-SOSOS薄膜的器件在本研究报道的低聚物中显示出最高的FET迁移率，为10（-2）-10（-3）cm（2）V-1 s（-1）。
Oligo(thienylfuran)s with thiophene rings at both ends (SOSO-SOS, DE-SOSOS, DH-SOSOS, DE-SOSOSOS, and DH-SOSOSOS; S and 0 denote thiophene and furan rings, respectively, DE and DH denote diethyl- and dihexyl-substituted, respectively) were newly synthesized by repetitive Stille coupling reactions. The UV/ Vis maximum absorptions of the oligomers, SO, SOSO, SOSOS, SOSOSO, and SOSOSOS, exhibited a clear bath-ochromic shift with increasing number of heterocycles. The value of the oxidation peak potential (E-pa(1)) determined by cyclic voltammetry decreased with an increase in the number of heterocycles by 0.06-0.08 V per heterocycle. The crystal-packing structures of DE-SOSOS and DH-SOSOS determined by X-ray crystallography have a herringbone motif and are denser than the reported structures of pentacene and alpha-sexithiophene. The morphologies of thin films prepared by vacuum deposition and spin coating were investigated by atomic force microscopy and X-ray diffraction. Among these films, those of DE-SOSOS and DH-SOSOS exhibited highly ordered arrangements. The devices based on vacuum-deposited and spin-coated films of DE-SOSOS and DH-SOSOS displayed the highest FET mobilities of 10(-2)-10(-3) cm(2) V-1 s(-1) among the oligomers reported in this study.