3,7-bis(phenylethynyl)dibenzo[b,d]thiophene | 381186-36-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 3,7-bis(phenylethynyl)dibenzo[b,d]thiophene
• 英文别名: 3,7-Bis(2-phenylethynyl)dibenzothiophene
• CAS: 381186-36-3
• 化学式: C₂₈H₁₆S
• 分子量: 384.501
• InChiKey: BLVXWIWJGIBYTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二苯并噻吩 在 过氧乙酸 、 N-溴代丁二酰亚胺(NBS) 、 lithium aluminium tetrahydride 作用下， 以 硫酸 为溶剂， 生成 3,7-bis(phenylethynyl)dibenzo[b,d]thiophene
  参考文献：
  名称：

  Dibenzothiophene Derivatives: From Herringbone to Lamellar Packing Motif

  摘要：

  It is generally believed that pi-pi stacking would be much more efficient than herringbone stacking for the transporting of charge carriers. The electron-withdrawing group sulphone unit was introduced into dibenzothiophene (DBT) derivatives, and lamellar structures were observed in the single crystals of the products along with strong, long-range pi-pi intermolecular interactions. As a contrast, the reduced materials adopted herringbone packing. We contributed this change of packing motif to the polarity of the sulphone unit. These results are meaningful to the molecular design to obtain pi-pi stacking.

  DOI：

  10.1021/cg100863q

文献信息

• Dibenzo[b,d]thiophene based oligomers with carbon–carbon unsaturated bonds for high performance field-effect transistors
  作者：Chengliang Wang、Zhongming Wei、Qing Meng、Huaping Zhao、Wei Xu、Hongxiang Li、Wenping Hu

  DOI：10.1016/j.orgel.2009.12.011

  日期：2010.4

  Thin film transistors of these compounds displayed typical p-type behaviour. The best performance was obtained from 3,7-distyryldibenzo[b,d]thiophene (DSDBT) on OTS modified substrates with mobility as high as 0.15 cm2/Vs and on/off current ratio up to 108, one of the highest performance for DBT based oligomers.

  合成了具有碳-碳双键和三键的基于二苯并[b，d]噻吩（DBT）的低聚物。通过热分析，紫外可见吸收光谱和电化学研究了它们的热稳定性和能级。3,7-双（苯基乙炔基）二苯并[b，d]噻吩（BEDBT）单晶显示不饱和键的引入消除了相邻芳环之间的空间排斥，BEDBT在晶体中显示出平面结构。这些化合物的薄膜晶体管表现出典型的p型行为。在OTS改性的，迁移率高达0.15 cm 2的基材上，由3,7-二苯乙烯基二苯并[b，d]噻吩（DSDBT）获得了最佳性能/ Vs和开/关电流比高达10 8，这是基于DBT的低聚物的最高性能之一。
• IMPROVED RAMAN-ACTIVE TAGGANTS AND THEIR RECOGNITION
  申请人：Quantag Systems, Inc.

  公开号：EP1385637B1

  公开（公告）日：2011-08-24
• ORGANIC THIN FILM TRANSISTOR DEVICE AND ORGANIC THIN FILM LIGHT-EMITTING TRANSISTOR
  申请人：Nakano Yuki

  公开号：US20100012929A1

  公开（公告）日：2010-01-21

  An organic thin film transistor including a substrate having thereon at least three terminals of a gate electrode, a source electrode and a drain electrode, an insulator layer and an organic semiconductor layer, with a current between a source and a drain being controlled upon application of a voltage to the gate electrode, wherein the organic semiconductor layer includes a compound having a specified structure; and an organic thin film light emitting transistor utilizing an organic thin film transistor, wherein the organic thin film transistor is one in which light emission is obtained utilizing a current flowing between the source and the drain, and the light emission is controlled upon application of a voltage to the gate electrode, and is made high with respect to the response speed (driving speed) and has a large ON/OFF ratio, are provided.
• US8217389B2
  申请人：——

  公开号：US8217389B2

  公开（公告）日：2012-07-10
• Dibenzothiophene Derivatives: From Herringbone to Lamellar Packing Motif
  作者：Chengliang Wang、Huanli Dong、Hongxiang Li、Huaping Zhao、Qing Meng、Wenping Hu

  DOI：10.1021/cg100863q

  日期：2010.9.1

  It is generally believed that pi-pi stacking would be much more efficient than herringbone stacking for the transporting of charge carriers. The electron-withdrawing group sulphone unit was introduced into dibenzothiophene (DBT) derivatives, and lamellar structures were observed in the single crystals of the products along with strong, long-range pi-pi intermolecular interactions. As a contrast, the reduced materials adopted herringbone packing. We contributed this change of packing motif to the polarity of the sulphone unit. These results are meaningful to the molecular design to obtain pi-pi stacking.