2-(2-methyl-9,90-spirobi[fluorene]-7-yl)-1H-benzo[d]imidazole | 1395348-45-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(2-methyl-9,90-spirobi[fluorene]-7-yl)-1H-benzo[d]imidazole
• 英文别名: SPF-MB；2-(7'-methyl-9,9'-spirobi[fluorene]-2'-yl)-1H-benzimidazole
• CAS: 1395348-45-4
• 化学式: C₃₃H₂₂N₂
• 分子量: 446.551
• InChiKey: NQKWTRMZYWBXQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.88
• 重原子数：
  35.0
• 可旋转键数：
  1.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  28.68
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2,7-di-methyl-9,9'-spirobifluorene 在 ferrous(II) sulfate heptahydrate 、 dipotassium peroxodisulfate 、 溴化铵 、 copper(II) sulfate 、 二甲基亚砜 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 反应 57.0h， 生成 2-(2-methyl-9,90-spirobi[fluorene]-7-yl)-1H-benzo[d]imidazole
  参考文献：
  名称：

  Synthesis and optoelectronic properties of a series of novel spirobifluorene derivatives starting from the readily available reagent 4,4′-bisalkylated biphenyl

  摘要：

  Five novel spirobifluorene derivatives, SPF-DM, SPF-MB, SPF-BB, BSPF-NA1 and BSPF-NA2 were synthesized starting from the readily available reagent 4,4'-bisalkylated biphenyl. Their linear absorption, fluorescence and thermal properties were examined and their redox potential levels were estimated by cyclic voltammetry. These compounds possess high thermal stability. SPF-MB and SPF-BB possess excellent spectral sensitivities to pH changes and can be used as optical pH sensors of a wide pH range. The recognition behavior of SPF-BB toward various metal ions has been evaluated in a acetonitrile/water (15:1, v/v) solvent system. SPF-BB is highly selective in recognizing Ag+. The electroluminescent properties of SPF-DM, SPF-MB, BSPF-NA1 and BSPF-NA2 are demonstrated with a device configuration of ITO/MoO3 (6 nm)/NPB (80 nm)/EML (30 nm)/TPBI (40 nm)/LiF (1 nm)/Al (100 nm). The devices of BSPF-NA1 and BSPF-NA2 display a yellow emission in the EL spectra and their maximum brightness reached 380 and 311 cd m (2), respectively. At low turn-on voltage (7.9 V) a light blue emission was observed in the device of SPF-DM and its maximum brightness reached 391 cd m (2). Notably, the device of SPF-MB has a white emission with CIE coordinates (0.293, 0.307). (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.orgel.2012.05.002