Oxygen- and Sulfur-bridged L-shaped π-Conjugated Molecules: Synthesis, Aggregated Structures, and Charge Transporting Behavior
Oxygen- and Sulfur-bridged L-shaped π-Conjugated Molecules: Synthesis, Aggregated Structures, and Charge Transporting Behavior
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氧桥和硫桥 L 型 π 共轭分子：合成、聚集结构和电荷传输行为
DOI：
10.1002/ajoc.201800403
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发表时间：
2018
期刊：
影响因子：
--
通讯作者：
and Jun Takeya
中科院分区：
文献类型：
--
作者：
Toshihiro Okamoto;Hiroaki Dosei;Masato Mitani;Yoshinori Murata;Hiroyuki Ishii;Ken-ichi Nakamura;Masakazu Yamagishi;Masafumi Yano;and Jun Takeya
设计并研究了一系列具有Cs对称性的氧和硫桥连L型π电子核（π核）--二萘并[2，1-B：2′，3 ′-d]呋喃（DNF−L）和二萘并[2，1-B：2′，3 ′-d]噻吩（DNT − L）.值得注意的是，这些化合物在普通有机溶剂中表现出极高的溶解度，即使没有取代基，以及优异的热稳定性和化学稳定性。DNF −和DNT − L的X射线单晶结构分析表明，这两种分子都形成了适合二维电荷传输的人字形堆积结构，但DNT − L的堆积在纵轴方向上有很大的位移。此外，DNF− L在单晶晶体管中显示出高达1.5 cm 2/Vs的载流子迁移率，表明这些L形分子具有作为有机半导体主链的优异潜力，具有高溶解度和高热稳定性和化学稳定性。
A series of oxygen‐ and sulfur‐bridged L‐shaped π‐electron cores (π‐cores) withCssymmetry, dinaphtho [2, 1‐b:2′,3′‐d] furan (DNF−L) and dinaphtho [2, 1‐b:2′,3′‐d] thiophene (DNT−L), have been designed and investigated.DNF−LandDNT−Lwere successfully synthesized from commercially available 2‐methoxylnaphthalene in three and four steps, respectively. Notably, these compounds exhibited extremely high solubility in common organic solvents even without substituents and excellent thermal and chemical stability. X‐ray single‐crystal structural analyses ofDNF−LandDNT−Lreveal that both molecules form herringbone‐type packing structures suitable for two‐dimensional charge transport, but the packing ofDNT−Lhas a large displacement in the direction of the longitudinal axis. Moreover,DNF−Lshows a charge carrier mobility of up to 1.5 cm2/Vs in single‐crystal transistors, indicating that these L‐shaped molecules have excellent potential as organic semiconducting backbones with high solubility and high thermal and chemical stabilities.