4-[2,4-bis(1,1-dimethylpropyl)phenoxy]phthalonitrile | 141031-59-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[2,4-bis(1,1-dimethylpropyl)phenoxy]phthalonitrile
• 英文别名: 4-[2,4-Bis(2-methylbutan-2-yl)phenoxy]benzene-1,2-dicarbonitrile；4-[2,4-bis(2-methylbutan-2-yl)phenoxy]benzene-1,2-dicarbonitrile
• CAS: 141031-59-6
• 化学式: C₂₄H₂₈N₂O
• 分子量: 360.499
• InChiKey: HBFQHYLBILFGLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  56.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[2,4-bis(1,1-dimethylpropyl)phenoxy]phthalonitrile 在 lithium 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 乙醇 为溶剂， 反应 5.0h， 以41%的产率得到tetrakis[4-(2,4-bis-(1,1-dimethylpropyl)phenoxy)]phthalocyanine
  参考文献：
  名称：

  Synthesis and characterization of solubility enhanced metal-free phthalocyanines for liquid crystal display black matrix of low dielectric constant

  摘要：

  For the liquid crystal display (LCD) black matrix (BM) with a low dielectric constant and high light absorption property, it is advantageous to employ dyes instead of carbon black or pigments. For this purpose, the dyes should have high solubility in industrial organic solvents. For improved solubility in industrial solvents, three metal-free phthalocyanines (PC), peripherally substituted with bulky groups, were synthesized and dye-based BMs were fabricated. The solubility as well as the spectral and thermal properties of the dyes were examined, and the optical, thermal and dielectric properties of a dye-based black matrix were tested. The greenish phthalocyanine dyes with high molar extinction coefficients and high thermal stability showed enhanced solubility in industrial solvents as a result of the greater steric hindrance among the dye molecules and higher affinity between the dye molecules and solvents. The dye-based BMs had low dielectric constants and exhibited superior optical properties and satisfactory thermal stability. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.08.001
• 作为产物：
  描述：

  4-硝基邻苯二甲酰胺 在 potassium carbonate 、 三氯氧磷 作用下， 生成 4-[2,4-bis(1,1-dimethylpropyl)phenoxy]phthalonitrile
  参考文献：
  名称：

  偏振UV-VIS光谱法测定Langmuir-Blodgett膜中酞菁衍生物的分子取向

  摘要：

  制备了（p-羧苯氧基）-三（2,4-二叔戊基苯氧基）酞菁铜（II）（asyCuPc）的Langmuir-Blodgett（LB）膜；氯仿溶液中化合物的相关形式以及LB膜中asyCuPc分子大环的特定取向是通过偏振UV-VIS确定的。

  DOI：

  10.1039/c39920000873

文献信息

• Turning lipophilic phthalocyanines/TiO2 composites into efficient photocatalysts for the conversion of CO2 into formic acid under UV–vis light irradiation
  作者：Giuseppe Mele、Cosimo Annese、Alberto De Riccardis、Caterina Fusco、Leonardo Palmisano、Giuseppe Vasapollo、Lucia D’Accolti

  DOI：10.1016/j.apcata.2014.05.008

  日期：2014.7

  Metal-free, Cu(II)- or Zn(II) tetrakis [4-(2,4-bis-(1,1-dimethylpropyl)phenoxy)]phthalocyanines loaded over TiO2 (anatase) proved to be active in the photoreduction of CO2 to formic acid (HCO2H) in water under UV–vis light. CuPc/TiO2 is catalyst of choice, allowing to reach a maximum yield of HCO2H, unequalled by any other similar catalytic systems. Because of their low environmental impact, low potential

  负载在TiO 2（锐钛矿）上的无金属，四价[4-（2,4-双-（1,1-二甲基丙基）苯氧基）]酞菁的Cu（II）-或Zn（II）在光还原反应中具有活性可见光下水中的CO 2转化为甲酸（HCO 2 H）。CuPc / TiO 2是选择的催化剂，可以实现HCO 2 H的最大产率，这是任何其他类似的催化体系所无法比拟的。由于这些材料对环境的影响小，潜在成本低且能有效进行功率转换，因此在建立可持续的CO 2增值方法中显示出希望。
• Photoreduction of Carbon Dioxide to Formic Acid in Aqueous Suspension: A Comparison between Phthalocyanine/TiO2 and Porphyrin/TiO2 Catalysed Processes
  作者：Giuseppe Mele、Cosimo Annese、Lucia D'Accolti、Alberto De Riccardis、Caterina Fusco、Leonardo Palmisano、Anna Scarlino、Giuseppe Vasapollo

  DOI：10.3390/molecules20010396

  日期：——

  Composite materials prepared by loading polycrystalline TiO2 powders with lipophilic highly branched Cu(II)- and metal-free phthalocyanines or porphyrins, which have been used in the past as photocatalysts for photodegradative processes, have been successfully tested for the efficient photoreduction of carbon dioxide in aqueous suspension affording significant amounts of formic acid. The results indicated that the presence of the sensitizers is beneficial for the photoactivity, confirming the important role of Cu(II) co-ordinated in the middle of the macrocycles. A comparison between Cu(II) phthalocyanines and Cu(II) porphyrins indicated that the Cu(II)- phthalocyanine sensitizer was more efficient in the photoreduction of CO2 to formic acid, probably due to its favorable reduction potential.

  复合材料的制备方法是将多晶TiO2粉末与亲脂性高度支化的Cu(II)和无金属酞菁或卟啉混合，这些物质过去曾用作光降解过程的光催化剂，现已成功用于水悬浮液中二氧化碳的高效光还原，生成大量甲酸。结果表明，光敏剂的存在有利于光活性，证实了Cu(II)在环状化合物中间的重要作用。Cu(II)酞菁和Cu(II)卟啉的比较表明，Cu(II)酞菁光敏剂在二氧化碳光还原生成甲酸的过程中效率更高，这可能是由于它具有更有利的还原电位。