9,10-dibromo-1-azapentacene-6,13-quinone | 1306616-48-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 并四苯
• 英文名称: 9,10-dibromo-1-azapentacene-6,13-quinone
• 英文别名: 9,10-Dibromoanthra[2,3-g]quinoline-6,13-dione；9,10-dibromoanthra[2,3-g]quinoline-6,13-dione
• CAS: 1306616-48-7
• 化学式: C₂₁H₉Br₂NO₂
• 分子量: 467.116
• InChiKey: GXXBVUHDWPXEMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  9,10-dibromo-1-azapentacene-6,13-quinone 、 三异丙基硅基乙炔 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.5h， 生成
  参考文献：
  名称：

  Synthesis of Tetrachloro-azapentacene as an Ambipolar Organic Semiconductor with High and Balanced Carrier Mobilities

  摘要：

  Two new azapentacene derivatives 9,10-dibromo-6,13-bis(triisopropylsilylethynyl)-1-azapentacene (a) and 8,9,10,11-tetrachloro-6,13-bis(triisopropyisilylethynyl)-1-azapentacene (b) were synthesized, and their FET properties were investigated. Compound b exhibits high and balanced ambipolar transport properties, with the hole and electron mobilities reaching up to 0.12 and 0.14 cm(2) V(-1) s(-1), respectively. This work suggests that chlorination to the N-heteropentacene framework is an efficient way for producing high performance ambipolar organic semiconductors.

  DOI：

  10.1021/ol2008999
• 作为产物：
  描述：

  Α,Α,Α',Α',4,5-六溴邻二甲苯 、 benzo(g)quinoline-6,9-dione 在 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以70%的产率得到9,10-dibromo-1-azapentacene-6,13-quinone
  参考文献：
  名称：

  Synthesis of Tetrachloro-azapentacene as an Ambipolar Organic Semiconductor with High and Balanced Carrier Mobilities

  摘要：

  Two new azapentacene derivatives 9,10-dibromo-6,13-bis(triisopropylsilylethynyl)-1-azapentacene (a) and 8,9,10,11-tetrachloro-6,13-bis(triisopropyisilylethynyl)-1-azapentacene (b) were synthesized, and their FET properties were investigated. Compound b exhibits high and balanced ambipolar transport properties, with the hole and electron mobilities reaching up to 0.12 and 0.14 cm(2) V(-1) s(-1), respectively. This work suggests that chlorination to the N-heteropentacene framework is an efficient way for producing high performance ambipolar organic semiconductors.

  DOI：

  10.1021/ol2008999