3,10-Bis[(4-tert-butylphenyl)sulfanyl]-6,13-dioctyl-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1,3,8,10,15-pentaene-2,9-dicarbonitrile | 1379689-19-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,10-Bis[(4-tert-butylphenyl)sulfanyl]-6,13-dioctyl-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1,3,8,10,15-pentaene-2,9-dicarbonitrile
• 英文别名: 3,10-bis[(4-tert-butylphenyl)sulfanyl]-6,13-dioctyl-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1,3,8,10,15-pentaene-2,9-dicarbonitrile
• CAS: 1379689-19-6
• 化学式: C₅₂H₆₀N₄O₄S₂
• 分子量: 869.205
• InChiKey: ZEKLAGYFMMBTNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.9
• 重原子数：
  62
• 可旋转键数：
  20
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  173
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  、 4-叔丁基苯硫酚 在 potassium carbonate 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以55%的产率得到3,10-Bis[(4-tert-butylphenyl)sulfanyl]-6,13-dioctyl-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1,3,8,10,15-pentaene-2,9-dicarbonitrile
  参考文献：
  名称：

  Stepwise Cyanation of Naphthalene Diimide for n-Channel Field-Effect Transistors

  摘要：

  Stepwise cyanation of tetrabromonaphthalenediimide (NDI) 1 gave a series of cyanated NDIs 2-5 with the monocyanated NDI 2 and dicyanated NDI 3 isolated. The tri- and tetracyano- NDIs 4 and 5 show intrinsic instability toward moisture because of their extremely low-lying LUMO energy levels. The partially cyanated intermediates can be utilized as air-stable n-type semiconductors with OFET electron mobility up to 0.05 cm(2) V-1 s(-1).

  DOI：

  10.1021/ol300914k

文献信息

• Stepwise Cyanation of Naphthalene Diimide for n-Channel Field-Effect Transistors
  作者：Jingjing Chang、Qun Ye、Kuo-Wei Huang、Jie Zhang、Zhi-Kuan Chen、Jishan Wu、Chunyan Chi

  DOI：10.1021/ol300914k

  日期：2012.6.15

  Stepwise cyanation of tetrabromonaphthalenediimide (NDI) 1 gave a series of cyanated NDIs 2-5 with the monocyanated NDI 2 and dicyanated NDI 3 isolated. The tri- and tetracyano- NDIs 4 and 5 show intrinsic instability toward moisture because of their extremely low-lying LUMO energy levels. The partially cyanated intermediates can be utilized as air-stable n-type semiconductors with OFET electron mobility up to 0.05 cm(2) V-1 s(-1).