2-tert-butyl-2',7-dinitro-9,9'-spirobi[fluorene] | 1316216-77-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-tert-butyl-2',7-dinitro-9,9'-spirobi[fluorene]
• 英文别名: 2-tert-butyl-7,7'-dinitro-9,9'-spirobi[9H-fluorene]；7-tert-butyl-2,2'-dinitro-9,9'-spirobifluorene；7-t-Butyl-2,2'-dinitro-9,9'-spirobifluorene；2'-tert-butyl-2,7'-dinitro-9,9'-spirobi[fluorene]
• CAS: 1316216-77-9
• 化学式: C₂₉H₂₂N₂O₄
• 分子量: 462.505
• InChiKey: NSGUQOXUNZTWHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  35
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-tert-butyl-2',7-dinitro-9,9'-spirobi[fluorene] 在 哌啶 、 盐酸 、 铁粉 作用下， 以 甲乙醚 为溶剂， 反应 72.0h， 生成 2,2'-(2'-tert-butyl-9,9'-spirobi[fluorene]-2,7'-diyl)bis(6-(piperidin-1-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione)
  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'-二叔丁基苯并 在 硫酸 、 溴 、 碘 、 硝酸 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 生成 2-tert-butyl-2',7-dinitro-9,9'-spirobi[fluorene]
  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

• 一种含叔丁基的螺二芴类化合物及其制备和应用
  申请人：上海师范大学

  公开号：CN106220514A

  公开（公告）日：2016-12-14

  本发明涉及一种含叔丁基的螺二芴类化合物及其制备和应用，所述的材料具有以下通式(I)：其中，R为‑Ar，其中，‑Ar选自下列结构单元或下列结构单元的衍生物中的至少一种：上述结构式中，m、n为0‑8的整数，R1、R2、R3、R4为氢或具有1‑22个碳原子的直链、支链或环状烷基或烷氧基链，且可以相同或不同。与现有技术相比，本发明采用廉价的4,4’‑二叔丁基‑2‑溴联苯替代目前9,9′‑螺二芴制备过程中普遍使用的价格昂贵的2‑溴联苯，合成方法具有成本低廉、合成路线简单、产率高且易工业化生产等特点，螺二芴类空穴传输/电致发光材料具有良好的空穴传输性能和电致发光性能。
• Two spirobifluorene-based fluorescent probes with aggregation-induced emission properties: synthesis and application in the detection of Zn²⁺ and cell imaging
  作者：Jianyong Wan、Wu Zhang、Hongda Guo、JingJing Liang、Danyu Huang、Haibo Xiao

  DOI：10.1039/c8tc05526b

  日期：——

  The synthesis and application of two spirobifluorene-based probes with AIEE properties have been reported for the first time.

  报道了首次合成和应用两种具有AIEE性质的基于螺环双芴的探针。
• Synthesis of 2,2′-diamino-7-tert-butyl-9,9′-spirobifluorene starting from 4,4′-di-tert-butylbiphenyl
  作者：Haibo Xiao、Hongyao Yin、Lei Wang、Chong Mei、Xiaoying Zhang

  DOI：10.1007/s00706-011-0620-5

  日期：2012.4

  AbstractA novel spirobifluorene diamine monomer, 2,2′-diamino-7-tert-butyl-9,9′-spirobifluorene, was obtained starting from the readily available reagent 4,4′-di-tert-butylbiphenyl. The key step of the synthesis is the introduction of a nitro group into the 2-position of the spirobifluorene through the loss of tert-butyl at the 2-position. Graphical Abstract

  摘要从容易获得的试剂4,4'-二叔丁基联苯开始，获得了新型螺二芴二胺单体2,2'-二氨基-7-叔丁基-9,9'-螺二芴。合成的关键步骤是通过2-位叔丁基的损失将硝基引入螺二芴的2-位。 图形概要