bis(4-(imidazol-1-yl)phenyl)dimethylsilane | 1244035-26-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: bis(4-(imidazol-1-yl)phenyl)dimethylsilane
• 英文别名: Me2Si(p-C6H4-imdazol-1-yl)2；Bis(4-imidazol-1-ylphenyl)-dimethylsilane；bis(4-imidazol-1-ylphenyl)-dimethylsilane
• CAS: 1244035-26-4
• 化学式: C₂₀H₂₀N₄Si
• 分子量: 344.491
• InChiKey: PUGYIICLXMAVSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,4-二溴苯 在 正丁基锂 、 potassium carbonate 、 copper(II) sulfate 作用下， 以 乙醚 为溶剂， 反应 25.0h， 生成 bis(4-(imidazol-1-yl)phenyl)dimethylsilane
  参考文献：
  名称：

  Tetrahedral silicon-based luminescent molecules: Synthesis and comparison of thermal and photophysical properties by various effect factors

  摘要：

  A series of luminescent molecules were presented employing the tetrahedral structural motif of the silicon atom, which further connected different N-containing heterocycle functional groups in their periphery using phenyl rings as the bridges. These compounds included three kinds of N-heterocycle functional silanes: imidazole derivatives (1a-h), pyrazole derivatives (2a-e) and benzimidazole derivatives (3a-b), and their structures were fully characterized by FT-IR, H-1 NMR, C-13 NMR and HRMS. The TGA results indicate that they all exhibit high thermal stabilities. The photophysical properties demonstrate that they are fluorescent in the violet-blue region and could be potentially applied as blue emitters for organic light-emitting diodes (OLEDs). The effect factors of sort, disposition and number of substituent groups and N-containing heterocycle functional groups on their thermal and photophysical properties were investigated. Molecular calculations were also performed to support the experimental results. Moreover, the computational results reveal that these compounds all exhibit relatively large HOMO-LUMO band gaps with the range from 4.82 eV (2d) to 5.19 eV (1a and 2c), making them become promising candidates as host materials for emitters and hole/electron blocking materials in OLEDs display. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.03.010

文献信息

• Tetrahedral silicon-centered imidazolyl derivatives: Promising candidates for OLEDs and fluorescence response of Ag (I) ion
  作者：Dengxu Wang、Yuzhong Niu、Yike Wang、Jianjun Han、Shengyu Feng

  DOI：10.1016/j.jorganchem.2010.06.026

  日期：2010.10

  A series of novel tetrahedral silicon-centered imidazolyl derivatives, Bis(4-(imidazol-1-yl)phenyl)dimethylsilane (1), Tri(4-(imidazol-1-yl)phenyl)methyl silane (2), Bis(4-(imidazol-1-yl)phenyl)diphenylsilane (3), Tri(4-(imidazol-1- yl)phenyl)phenylsilane (4), [Bis(4-(imidazol-1-yl) phenyl)](4-bromophenyl)phenylsilane (5) and [Tri(4-(imidazol-1-yl) phenyl)](4-bromophenyl) silane (6) have been synthesized and characterized by FTIR, H-1 NMR, C-13 NMR and mass spectroscopy. They all display high thermal stability, are fluorescent with emission in the region of violet to blue, and possess large HOMO-LUMO energy gaps ranging from 4.9585 to 5.1879 eV, which could be potentially used as blue emitters or hole blocking materials in OLEDs. Moreover, the metal ion titrations based on Ag (I) and compounds 1-4 reveal that these ligands show distinguishable fluorescence response with increasing of Ag (I) ions. (C) 2010 Elsevier B.V. All rights reserved.
• Tetrahedral silicon-based luminescent molecules: Synthesis and comparison of thermal and photophysical properties by various effect factors
  作者：Dengxu Wang、Linlin Wang、Lei Xue、Debo Zhou、Shengyu Feng、Xian Zhao

  DOI：10.1016/j.jorganchem.2013.03.010

  日期：2013.7

  A series of luminescent molecules were presented employing the tetrahedral structural motif of the silicon atom, which further connected different N-containing heterocycle functional groups in their periphery using phenyl rings as the bridges. These compounds included three kinds of N-heterocycle functional silanes: imidazole derivatives (1a-h), pyrazole derivatives (2a-e) and benzimidazole derivatives (3a-b), and their structures were fully characterized by FT-IR, H-1 NMR, C-13 NMR and HRMS. The TGA results indicate that they all exhibit high thermal stabilities. The photophysical properties demonstrate that they are fluorescent in the violet-blue region and could be potentially applied as blue emitters for organic light-emitting diodes (OLEDs). The effect factors of sort, disposition and number of substituent groups and N-containing heterocycle functional groups on their thermal and photophysical properties were investigated. Molecular calculations were also performed to support the experimental results. Moreover, the computational results reveal that these compounds all exhibit relatively large HOMO-LUMO band gaps with the range from 4.82 eV (2d) to 5.19 eV (1a and 2c), making them become promising candidates as host materials for emitters and hole/electron blocking materials in OLEDs display. (C) 2013 Elsevier B.V. All rights reserved.