2,7-di-(thiazol-2-yl)pyrene | 1309368-96-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 2,7-di-(thiazol-2-yl)pyrene
• 英文别名: 2-[7-(1,3-Thiazol-2-yl)pyren-2-yl]-1,3-thiazole
• CAS: 1309368-96-4
• 化学式: C₂₂H₁₂N₂S₂
• 分子量: 368.483
• InChiKey: MFBDMGWHNRFNJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene 、 2-溴噻唑 在 四(三苯基膦)钯 、 甲基三辛基氯化铵 、 sodium carbonate 作用下， 以 水 、 甲苯 为溶剂， 反应 36.0h， 以34%的产率得到2,7-di-(thiazol-2-yl)pyrene
  参考文献：
  名称：

  Novel 2,7-substituted pyrene derivatives: syntheses, solid-state structures, and properties

  摘要：

  A novel series of pyrene derivatives 3-6 functionalized with different aromatic substituents at 2,7-positions of the pyrene core have been readily synthesized by Suzuki coupling reactions. Single crystals suitable for X-ray crystallographic analysis of compounds 3-6 were all successfully obtained. The optical, electrochemical, and thermal properties of these newly synthesized compounds were thoroughly investigated and discussed. Theoretical calculation was adopted to study the geometric and electronic structure of compounds 3-6. Additionally, preliminary studies demonstrated that field-effect transistors using compound 3, 5, and 6 performed as p-type semiconductors, in which a field-effect mobility as high as 0.018 cm(2) V(-1) s(-1) and current on/off ratio of 10(6) were achieved from compound 6. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.055

文献信息

• ORGANIC SEMICONDUCTOR MATERIAL AND ORGANIC THIN-FILM TRANSISTOR
  申请人：Doi Noriyuki

  公开号：US20080087884A1

  公开（公告）日：2008-04-17

  Disclosed are an organic semiconductor material including a thiazole compound represented by the following general formula (1) and an organic thin-film transistor using the organic semiconductor material: A1-B1-C1  (1) wherein A1 and C1 each represent an unsubstituted or substituted thiazole ring, and B1 represents an unsubstituted or substituted benzene ring or an unsubstituted or substituted polycondensed aromatic ring. Accordingly, there are provided an organic semiconductor material having high ON current and excellent storage stability and an organic thin-film transistor using the organic semiconductor material.
• US8148543B2
  申请人：——

  公开号：US8148543B2

  公开（公告）日：2012-04-03
• Novel 2,7-substituted pyrene derivatives: syntheses, solid-state structures, and properties
  作者：Yali Qiao、Jing Zhang、Wei Xu、Daoben Zhu

  DOI：10.1016/j.tet.2011.03.055

  日期：2011.5

  A novel series of pyrene derivatives 3-6 functionalized with different aromatic substituents at 2,7-positions of the pyrene core have been readily synthesized by Suzuki coupling reactions. Single crystals suitable for X-ray crystallographic analysis of compounds 3-6 were all successfully obtained. The optical, electrochemical, and thermal properties of these newly synthesized compounds were thoroughly investigated and discussed. Theoretical calculation was adopted to study the geometric and electronic structure of compounds 3-6. Additionally, preliminary studies demonstrated that field-effect transistors using compound 3, 5, and 6 performed as p-type semiconductors, in which a field-effect mobility as high as 0.018 cm(2) V(-1) s(-1) and current on/off ratio of 10(6) were achieved from compound 6. (C) 2011 Elsevier Ltd. All rights reserved.