5,10-bis(2-ethylhexyl)naphtho[1,2-b:5,6-b']dithiophene | 1569744-36-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,10-bis(2-ethylhexyl)naphtho[1,2-b:5,6-b']dithiophene
• CAS: 1569744-36-0
• 化学式: C₃₀H₄₀S₂
• 分子量: 464.78
• InChiKey: QFUKIFWJMMGSAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.79
• 重原子数：
  32.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5,10-bis(2-ethylhexyl)naphtho[1,2-b:5,6-b']dithiophene 在 正丁基锂 、 sodium hydride 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 mineral oil 为溶剂， 反应 24.0h， 生成 2-[2-(Dicyanomethylidene)-5,10-bis(2-ethylhexyl)-[1]benzothiolo[7,6-g][1]benzothiol-7-ylidene]propanedinitrile
  参考文献：
  名称：

  Quinoidal Naphtho[1,2-b:5,6-b′]dithiophenes for Solution-Processed n-Channel Organic Field-Effect Transistors

  摘要：

  A series of new quinoidal naphthodithiophenes, 2,7-bis(alpha,alpha-dicyanomethylene)-2,7-dihydronaphtho[1,2-b:5,6-b']dithiophenes, in which all the four fused aromatic rings are incorporated into the quinoidal system, were synthesized and evaluated as an n-channel organic semiconductor. Solution-processed field-effect transistors exhibited typical n-channel transistor characteristics with the mobility as high as 0.1 cm(2) V-1 s(-1), which is higher by more than I order of magnitude than those reported for isomeric quinoidal naphthodithiophenes having a naphthoquinoidal structure.

  DOI：

  10.1021/ol5000567
• 作为产物：
  描述：

  2-乙基-1-己烯 在 四丁基氟化铵 、 9-硼双环[3.3.1]壬烷 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 5,10-bis(2-ethylhexyl)naphtho[1,2-b:5,6-b']dithiophene
  参考文献：
  名称：

  Quinoidal Naphtho[1,2-b:5,6-b′]dithiophenes for Solution-Processed n-Channel Organic Field-Effect Transistors

  摘要：

  A series of new quinoidal naphthodithiophenes, 2,7-bis(alpha,alpha-dicyanomethylene)-2,7-dihydronaphtho[1,2-b:5,6-b']dithiophenes, in which all the four fused aromatic rings are incorporated into the quinoidal system, were synthesized and evaluated as an n-channel organic semiconductor. Solution-processed field-effect transistors exhibited typical n-channel transistor characteristics with the mobility as high as 0.1 cm(2) V-1 s(-1), which is higher by more than I order of magnitude than those reported for isomeric quinoidal naphthodithiophenes having a naphthoquinoidal structure.

  DOI：

  10.1021/ol5000567