2,7-di-methyl-9,9'-spirobifluorene | 1393098-97-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2,7-di-methyl-9,9'-spirobifluorene
• 英文别名: 2',7'-Dimethyl-9,9'-spirobi[fluorene]
• CAS: 1393098-97-9
• 化学式: C₂₇H₂₀
• 分子量: 344.456
• InChiKey: KUTGYMAREHZTKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  27
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  4,4'-二甲基联苯 在 碘 、 magnesium 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 19.5h， 生成 2,7-di-methyl-9,9'-spirobifluorene
  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

文献信息

• Direct synthesis of spirobifluorenes by formal dehydrative coupling of biaryls and fluorenones
  作者：Yugo Kato、Kazutoshi Nishimura、Yuji Nishii、Koji Hirano

  DOI：10.1039/d3sc05977d

  日期：——

  A Tf2O-mediated, direct dehydrative coupling of (hetero)biaryls and fluorenones proceeds to form the corresponding spirobifluorenes in good to high yields. The reaction system allows the relatively simple nonhalogenated and nonmetalated starting substrates to be directly adopted in the spirocyclisation reaction. In addition, the double cyclisation reaction is easily performed, giving the highly spiro-conjugated

  (杂)联芳基和芴酮的Tf 2 O介导的直接脱水偶联以良好到高产率形成相应的螺二芴。该反应系统允许相对简单的非卤化和非金属化起始底物直接用于螺环化反应。此外，双环化反应很容易进行，使得高度螺共轭的芳香族化合物在材料化学中具有重要意义。一些新合成的化合物的初步光电性质也得到了证明。
• Synthesis and optoelectronic properties of a series of novel spirobifluorene derivatives starting from the readily available reagent 4,4′-bisalkylated biphenyl
  作者：Haibo Xiao、Hongyao Yin、Lei Wang、Lei Ding、Songkui Guo、Xiaoying Zhang、Dongge Ma

  DOI：10.1016/j.orgel.2012.05.002

  日期：2012.9

  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.