3,3'-(4,4'-(9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(oxy)diphthalonitrile | 301212-04-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 3,3'-(4,4'-(9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(oxy)diphthalonitrile
• 英文别名: 2-Cyano-3-(4-{9-[4-(2,3-dicyanophenoxy)phenyl]-9H-fluoren-9-YL}phenoxy)phenyl cyanide；3-[4-[9-[4-(2,3-dicyanophenoxy)phenyl]fluoren-9-yl]phenoxy]benzene-1,2-dicarbonitrile
• CAS: 301212-04-4
• 化学式: C₄₁H₂₂N₄O₂
• 分子量: 602.651
• InChiKey: XSFOWXMFLOQIHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  47
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.02
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,3'-(4,4'-(9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(oxy)diphthalonitrile 在 zinc diacetate 作用下， 以 戊醇 为溶剂， 反应 24.0h， 以50%的产率得到
  参考文献：
  名称：

  The synthesis, photophysical and dielectric properties of ball-type dinuclear zinc phthalocyanine

  摘要：

  本文介绍了在非外周位置含有四个 4,4′-(9H-芴-9,9-二基)二酚取代基的球型双核 Zn(II) 酞菁的合成。利用元素分析、紫外-可见光谱、傅立叶变换红外光谱、1H NMR 光谱和质谱对合成化合物的结构进行了表征。复合物的 ΦF 值为 0.16，ΦT 值为 0.72。在二甲基亚砜中，该复合物显示出相当长的三重态寿命（τT7210 μs）。还研究了 ZnPc 介电性能的频率和温度依赖性，频率范围为 40-105Hz，温度范围为 300-440°K。研究发现，介电常数ε′和介电损耗ε″随着频率的升高而减小，同时随着温度的升高而增大。ε′随频率升高而减小的原因是，随着频率的升高，取向源的极化贡献减小并最终消失。

  DOI：

  10.1142/s1088424612500836
• 作为产物：
  描述：

  双酚芴 、 3-硝基邻苯二腈 以 二甲基亚砜 为溶剂， 反应 120.0h， 生成 3,3'-(4,4'-(9H-fluorene-9,9-diyl)bis(4,1-phenylene))bis(oxy)diphthalonitrile
  参考文献：
  名称：

  The synthesis, photophysical and dielectric properties of ball-type dinuclear zinc phthalocyanine

  摘要：

  本文介绍了在非外周位置含有四个 4,4′-(9H-芴-9,9-二基)二酚取代基的球型双核 Zn(II) 酞菁的合成。利用元素分析、紫外-可见光谱、傅立叶变换红外光谱、1H NMR 光谱和质谱对合成化合物的结构进行了表征。复合物的 ΦF 值为 0.16，ΦT 值为 0.72。在二甲基亚砜中，该复合物显示出相当长的三重态寿命（τT7210 μs）。还研究了 ZnPc 介电性能的频率和温度依赖性，频率范围为 40-105Hz，温度范围为 300-440°K。研究发现，介电常数ε′和介电损耗ε″随着频率的升高而减小，同时随着温度的升高而增大。ε′随频率升高而减小的原因是，随着频率的升高，取向源的极化贡献减小并最终消失。

  DOI：

  10.1142/s1088424612500836

文献信息

• Synthesis and electrochemical behavior of novel peripherally and non-peripherally substituted ball-type cobalt phthalocyanine complexes
  作者：Mevlüde Canlıca、Irvin Noel Booysen、Tebello Nyokong

  DOI：10.1016/j.poly.2010.11.028

  日期：2011.2

  The syntheses of new ball-type Co(II) phthalocyanines containing 4,4'-(9H-fluorene-9,9-diyl)diphenol substituents at non-peripheral (complex 6) and peripheral (complex 7) positions are presented. These complexes were characterized by UV-Vis. FT-IR, mass spectroscopy and electrochemical methods. Both complexes exhibit metal and ring based redox processes, typical of cobalt phthalocyanine complexes. For 6, the metal based reduction was observed at -0.46 V followed by a ring based reduction at -1.40 V. The metal oxidation for 6 was observed at +0.16 V and the ring based oxidation at +1.05 V. For 7, reductions are easier but the oxidations are more difficult. The metal based reduction for 7 was observed at -0.38 V followed by a ring based reduction at -1.03 V. The metal oxidation for 7 was observed at +0.20V and the ring based oxidation at +1.35 V. (C) 2010 Elsevier Ltd. All rights reserved.
• The synthesis, photophysical and dielectric properties of ball-type dinuclear zinc phthalocyanine
  作者：Mevlüde Canlıca、Ahmet Altındal、Tebello Nyokong

  DOI：10.1142/s1088424612500836

  日期：2012.7

  The synthesis of ball-type dinuclear Zn(II) phthalocyanine containing four 4,4′-(9H-fluorene-9,9-diyl)diphenol substituents at the non-peripheral position is presented. The structure of the synthesized compound was characterized using elemental analyzes, and UV-vis, FT-IR,¹H NMR and mass spectroscopies. The Φ_Fvalue was 0.16 and Φ_Tvalue was 0.72. The complex showed reasonably long triplet lifetimes with τ_T7210 μs in DMSO. The frequency and temperature dependence of the dielectric properties of ZnPc were also investigated in the frequency range of 40–10⁵Hz and in the temperature range of 300–440 °K. It has been observed that both dielectric constant ε′ and dielectric loss ε″ decrease with the rise in frequency as they increase with the rise in temperature. The decrease in ε′ with increasing frequency is attributed to the fact that as the frequency increases, the polarizability contribution from orientation sources decreases and finally disappears.

  本文介绍了在非外周位置含有四个 4,4′-(9H-芴-9,9-二基)二酚取代基的球型双核 Zn(II) 酞菁的合成。利用元素分析、紫外-可见光谱、傅立叶变换红外光谱、1H NMR 光谱和质谱对合成化合物的结构进行了表征。复合物的 ΦF 值为 0.16，ΦT 值为 0.72。在二甲基亚砜中，该复合物显示出相当长的三重态寿命（τT7210 μs）。还研究了 ZnPc 介电性能的频率和温度依赖性，频率范围为 40-105Hz，温度范围为 300-440°K。研究发现，介电常数ε′和介电损耗ε″随着频率的升高而减小，同时随着温度的升高而增大。ε′随频率升高而减小的原因是，随着频率的升高，取向源的极化贡献减小并最终消失。