naphthobisbenzo[b]thiophene | 91538-67-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: naphthobisbenzo[b]thiophene
• 英文别名: 9,22-Dithiahexacyclo[11.11.0.02,10.03,8.015,23.016,21]tetracosa-1(24),2(10),3,5,7,11,13,15(23),16,18,20-undecaene
• CAS: 91538-67-9
• 化学式: C₂₂H₁₂S₂
• 分子量: 340.469
• InChiKey: VXNAHIVJVJPORV-UHFFFAOYSA-N

物化性质

• 沸点：
  602.9±28.0 °C(Predicted)
• 密度：
  1.424±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-[(E)-2-(1-benzothiophen-2-yl)ethenyl]dibenzothiophene 以16%的产率得到
  参考文献：
  名称：

  TEDJAMULIA, M. L.;KUDO, HIROTAKA;CASTLE, R. N.;LEE, M. L., J. HETEROCYCL. CHEM., 1984, 21, N 2, 321-325

  摘要：

  DOI：

文献信息

• One-Pot Synthesis of Tetraphene and Construction of Expanded Conjugated Aromatics
  作者：Jianbo Wang、Jinzhong Yao、Hailong Wang、Hao Chen、Jingcheng Dong、Hongwei Zhou

  DOI：10.1021/acs.joc.6b00890

  日期：2016.6.17

  attracted considerable interest because of their outstanding semiconductor properties. We developed a one-pot synthesis for fully conjugated tetraphene via a sequence of propargyl-allenyl isomerization, phosphine addition, intramolecular Wittig reactions, and Diels–Alder cyclization reactions. The derivative-conjugated aromatic compounds including carbazole or triphenylamine have been constructed via Pd-catalyzed

  并苯衍生物作为一类多环芳族烃，因其出色的半导体性能而引起了人们的极大兴趣。我们通过炔丙基-烯基异构化，膦加成，分子内维蒂希反应和狄尔斯-阿尔德环化反应的序列开发了一种完全共轭四苯的一锅合成方法。通过钯催化的与二溴四苯醚的偶联反应已经构建了包括咔唑或三苯胺的衍生物-共轭芳族化合物。这些化合物显示出优异的光物理和电化学性能，使其成为光电共轭材料的候选者。
• Synthesis and properties of naphthobisbenzo[b]thiophenes: structural curvature of higher acene frameworks for solubility enhancement and high-order orientation in crystalline states
  作者：Kazuhiro Yamamoto、Hiroshi Katagiri、Hiroki Tairabune、Yuji Yamaguchi、Yong-Jin Pu、Ken-ichi Nakayama、Yoshihiro Ohba

  DOI：10.1016/j.tetlet.2012.01.114

  日期：2012.4

  The syntheses of naphtho[2,3-b:7,6-b']- and naphtho[2,1-b:5,6-b']bisbenzo[b]thiophenes (NBBTs) are achieved via inter- and intramolecular stepwise Friedel-Crafts-type reactions. The structural curvature of these NBBTs are found to improve their solubility in organic solvents, and to form well-defined herringbone structures in single crystals, especially when the C-2v symmetrical naphtho[2,3-b:7,6-b']bisbenzo[b]thiophene takes the form of asymmetric space groups in a parallel direction with each other, and having exhibited OFET characteristics with a hole mobility of 7 x 10(-5) cm(2) V-1 s(-1). (C) 2012 Elsevier Ltd. All rights reserved.
• CONDENSED CYCLIC COMPOUND AND AN ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：SAMSUNG DISPLAY CO., LTD.

  公开号：US20170200905A1

  公开（公告）日：2017-07-13

  A condensed cyclic compound represented by Formula 1 and an organic light-emitting device including the same.