3,7-bis(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-10-hexylphenoxazine | 866926-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 3,7-bis(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-10-hexylphenoxazine
• 英文别名: 10-Hexyl-3,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxazine；10-hexyl-3,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxazine
• CAS: 866926-87-6
• 化学式: C₃₀H₄₃B₂NO₅
• 分子量: 519.297
• InChiKey: OFVYGCATRBFGPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.11
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  49.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  吩噁嗪 在 bis-triphenylphosphine-palladium(II) chloride 溴 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 76.0h， 生成 3,7-bis(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-10-hexylphenoxazine
  参考文献：
  名称：

  Phenoxazine-Based Conjugated Polymers:  A New Class of Organic Semiconductors for Field-Effect Transistors

  摘要：

  Five new phenoxazine-based conjugated polymers, including poly(10-hexylphenoxazine-3,7-diyl), poly(10-hexylphenoxazine-3,7-diyl-alt-9,9-dihexyl-2,7-fluorene), and poly(10-hexylphenoxazine-3,7-diyl-alt-3-hexyl-2,5-thiophene), were synthesized, characterized, and successfully used as p-channel semiconductors in organic field-effect transistors. The polymers have high glass transition temperatures in the 112-230 degrees C range. The phenoxazine-based polymers have low ionization potentials or high-lying HOMO levels (4.8-4.9 eV), which were estimated from cyclic voltammetry. Organic field-effect transistors based on the phenoxazine polymer semiconductors have a field effect hole mobility of up to 6 x 10(-4) cm(2)/(V s) and an on/off ratio of up to 10(4). These results demonstrate that phenoxazine-based conjugated polymers are promising p-type semiconductors for solution processable thin film transistors.

  DOI：

  10.1021/ma0510993

文献信息

• Phenoxazine-Based Conjugated Polymers:  A New Class of Organic Semiconductors for Field-Effect Transistors
  作者：Yan Zhu、Amit Babel、Samson A. Jenekhe

  DOI：10.1021/ma0510993

  日期：2005.9.1

  Five new phenoxazine-based conjugated polymers, including poly(10-hexylphenoxazine-3,7-diyl), poly(10-hexylphenoxazine-3,7-diyl-alt-9,9-dihexyl-2,7-fluorene), and poly(10-hexylphenoxazine-3,7-diyl-alt-3-hexyl-2,5-thiophene), were synthesized, characterized, and successfully used as p-channel semiconductors in organic field-effect transistors. The polymers have high glass transition temperatures in the 112-230 degrees C range. The phenoxazine-based polymers have low ionization potentials or high-lying HOMO levels (4.8-4.9 eV), which were estimated from cyclic voltammetry. Organic field-effect transistors based on the phenoxazine polymer semiconductors have a field effect hole mobility of up to 6 x 10(-4) cm(2)/(V s) and an on/off ratio of up to 10(4). These results demonstrate that phenoxazine-based conjugated polymers are promising p-type semiconductors for solution processable thin film transistors.