1,1'(2',7'-dimethyl-9,9'-spirobi[fluorene]5',7-diyl)diethanone | 1395348-48-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 1,1'(2',7'-dimethyl-9,9'-spirobi[fluorene]5',7-diyl)diethanone
• 英文别名: SPF-DM；1-(4'-acetyl-2',7'-dimethyl-9,9'-spirobi[fluorene]-2-yl)ethanone
• CAS: 1395348-48-7
• 化学式: C₃₁H₂₄O₂
• 分子量: 428.53
• InChiKey: CZDSUIRIOGXMHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.05
• 重原子数：
  33.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  4,4'-二甲基联苯 在 aluminum (III) chloride 、 碘 、 magnesium 作用下， 以 四氢呋喃 、 二硫化碳 、 二氯甲烷 为溶剂， 反应 22.5h， 生成 1-(2',7'-dimethyl-9,9'-spirobi[fluorene]-7-yl)ethanone 、 1-(2,7-dimethyl-9,9'-spirobi[fluorene]-5-yl)ethanone 、 1,1'(2',7'-dimethyl-9,9'-spirobi[fluorene]5',7-diyl)diethanone
  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