%0 Journal Article
%T Molecular Structure and Crystal Packing of n-Type Semiconducting Material 3′,3′-(1,4-Phenylene)bis{2′-(4′′-trifluoromethyl)phenyl}acrylonitrile
%A Tetsuji Moriguchi
%A Shuichi Nagamatsu
%A Tatsuo Okauchi
%A Akihiko Tsuge
%A Wataru Takashima
%A Shuji Hayase
%J Journal of Crystallography
%D 2014
%R 10.1155/2014/257249
%X The exact molecular structure and the crystal packing of the n-type semiconducting material 3′,3′-(1,4-phenylene)bis{2′-(4′′-trifluoromethyl)phenyl}acrylonitrile was determined by a single crystal X-ray diffraction with twin treatment technique. The air-stable product was crystallized from dichloromethane-hexane mixed solution. The solid-state structure is the example of a typical π-π stacking with side intermolecular CN–H short contact networks. 1. Introduction Organic semiconductors have attracted much attention to offer low-cost, flexible, and throwaway electronic applications, such as organic thin-film transistors (OTFT) and organic solar cells. Since thin-film transistor (TFT) is the most fundamental electronic device in electronic circuit, improvement of OTFT performance is desired [1–3]. Although there are many reports of new candidate organic semiconductor having high mobility, only few reports mentioned drifting characteristics of on-current in OTFTs at on-state [4, 5]. The n-type organic semiconductor with high performance transport characteristics is also strongly desired in organic electronics. Jones and coworkers have succeeded in achieving the air stability to perylenediimide derivatives by cyano (CN) and fluorine (F) substituent [6, 7]. Yasuda et al. reported good p-type transport characteristics in p-phenylenevinylene-type oligomer, which represents the intrinsic stacking functionality by the p-phenylenevinylene structure as distyrylbenzene derivatives. Even in terms of n-type transport simple distyrylbenzene derivatives with electron-withdrawing trifluoromethyl substituents are not reported so far [8]. Recently, we reported excellent n-type transport characteristics of p-phenylenevinylene derivative of 3′,3′-(1,4-phenylene)bis{2′-(4′′-trifluoromethyl)phenyl}acrylonitrile having two cyano (CN) and two trifluoromethyl (CF3) substituents [9]. We also reported the detailed synthetic methods of the compound and its analogues as Japan, Europe, and US patents [10]. Fabricated OTFTs were found to show relative high electron mobility of ca. 10？1？cm2？V？1？s？1 with extremely stable n-type OTFT characteristics. Furthermore, the material has large advantages in terms of the simple procedure via one step synthesis. This should be one good candidate material for n-type organic semiconductor. Herein, we reported X-ray structural determination of the title compound. 2. Materials and Methods The title compound was prepared according to the previous reported literature [10]. Single crystals of
%U http://www.hindawi.com/journals/jcrys/2014/257249/