Naphthyl and thionaphthyl end-capped oligothiophenes as organic semiconductors: Effect of chain length and end-capping groups

doi:10.1002/adfm.200706198

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	Naphthyl and thionaphthyl end-capped oligothiophenes as organic semiconductors: Effect of chain length and end-capping groups
	Tian, Hongkun ; Shi, Jianwu ; He, Bo ; Hu, Ninghai ; Dong, Shaoqiang ; Yan, Donghang ; Zhang, Jingping ; Geng, Yanhou ; Wang, Fosong
刊名	ADVANCED FUNCTIONAL MATERIALS
	2007-08-13
卷号	17 期号:12 页码:1940-1951
ISSN号	1616-301X
DOI	10.1002/adfm.200706198
英文摘要	Two series of oligothiophenes (OThs), NaTn and TNTn (n = 2-6 represents the number of thiophene rings), end-capped with naphthyl and thionaphthyl units have been synthesized by means of Stille coupling. Their thermal properties, optical properties, single crystal structures, and organic field-effect transistor performance have been characterized. All oligomers display great thermal stability and crystallinity. ne crystallographic structures of NaT2, NaT3, TNT2, and TNT3 have been determined. The crystals of NaT2 and NaT3 are monoclinic with space group P2(1)/C, while those of TNT2 and TNT3 are triclinic and orthorhombic with space groups P-1(-) and P2(1)2(1)2(1), respectively. All oligomers adopt the well-known herringbone packing-mode in crystals with packing parameters dependent on the structure of the end-capping units and the number of thiophene rings. The shorter intermolecular distance in NaT3 compared to NaT2 indicates that the intermolecular interaction principally increases with increasing molecular length. X-ray diffraction and atomic force microscopy (AFM) characterization indicate that the NaTn oligomers can form films with better morphology and high molecular order than TNTn oligomers with the same number of thiophene rings. The NaTn oligomers exhibit mobilities that are much higher than those for TNTn oligomers (0.028-0.39 cm(2) V-1 s(-1) versus 0.010-0.055 cm(2) V-1 s(-1), respectively). In particular, the NaTn oligomers with n=4-6 all show a mobility higher than 0.1 cm(2) V-1 s(-1). This device performance is among the best in aryl end-capped OThs, and indicates that naphthyl is an effectual building block for designing high-performance organic semiconducting materials.
语种	英语
出版者	WILEY-V C H VERLAG GMBH
WOS记录号	WOS:000248920000010
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/60607]
专题	中国科学院化学研究所
通讯作者	Tian, Hongkun
作者单位	1.Chinese Acad Sci, Changchun Inst Appl Chem, State Key Lab Polymer Phys & Chem, Changchun 130022, Peoples R China 2.NE Normal Univ, Fac Chem, Changchun 130024, Peoples R China 3.Chinese Acad Sci, Changchun Inst Appl Chem, Natl Analyt Res Ctr Electochem & Spect, Changchun 130022, Peoples R China
推荐引用方式 GB/T 7714	Tian, Hongkun,Shi, Jianwu,He, Bo,et al. Naphthyl and thionaphthyl end-capped oligothiophenes as organic semiconductors: Effect of chain length and end-capping groups[J]. ADVANCED FUNCTIONAL MATERIALS,2007,17(12):1940-1951.
APA	Tian, Hongkun.,Shi, Jianwu.,He, Bo.,Hu, Ninghai.,Dong, Shaoqiang.,...&Wang, Fosong.(2007).Naphthyl and thionaphthyl end-capped oligothiophenes as organic semiconductors: Effect of chain length and end-capping groups.ADVANCED FUNCTIONAL MATERIALS,17(12),1940-1951.
MLA	Tian, Hongkun,et al."Naphthyl and thionaphthyl end-capped oligothiophenes as organic semiconductors: Effect of chain length and end-capping groups".ADVANCED FUNCTIONAL MATERIALS 17.12(2007):1940-1951.