4-[4-(14H-dibenzo[a,j]xanthen-14-yl)-2-methoxyphenoxy]-phthalonitrile | 1629251-46-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 4-[4-(14H-dibenzo[a,j]xanthen-14-yl)-2-methoxyphenoxy]-phthalonitrile
• 英文别名: 4-[2-Methoxy-4-(13-oxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4,6,8,10,15,17,19,21-decaen-2-yl)phenoxy]benzene-1,2-dicarbonitrile；4-[2-methoxy-4-(13-oxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4,6,8,10,15,17,19,21-decaen-2-yl)phenoxy]benzene-1,2-dicarbonitrile
• CAS: 1629251-46-2
• 化学式: C₃₆H₂₂N₂O₃
• 分子量: 530.582
• InChiKey: PYSHMTWPIVPOAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  41
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  75.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[4-(14H-dibenzo[a,j]xanthen-14-yl)-2-methoxyphenoxy]-phthalonitrile 、 zinc diacetate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 18.0h， 生成 2,9,16,23-tetrakis(4-(14H-dibenzo[a,j]xanthen-14-yl)-2-methoxyphenoxy)zinc(II) phthalocyanine
  参考文献：
  名称：

  Synthesis and computational studies of new metallo-phthalocyanines bearing dibenzoxanthenes and evaluation of their optical properties in solution and solid PMMA/ZnPc/Al nanocomposite films

  摘要：

  成功合成了新型热稳定金属酞菁化合物，采用二苯并呋喃作为高度有机溶解的芳香烃取代基，通过与无水金属盐（[Zn(CH$_{3}$COO)$_{2}$ 和 NiCl$_{2}$）在2-(二甲基氨基)乙醇中添加催化剂DBU的情况下，循环四聚合得到。这些酞菁均可溶于一些有机溶剂，如DMF、DMSO、THF、CH$_{2}$Cl$_{2}$和CHCl$_{3}$。然后，我们成功地通过将铝纳米颗粒掺入透明的PMMA/ZnPc基体中制备了聚（甲基丙烯酸甲酯）（PMMA）/ZnPc/Al纳米复合膜。利用X射线衍射和扫描电子显微镜对纳米复合膜的结构和形态进行了研究。PMMA/ZnPc/Al纳米复合膜的光学吸收光谱显示出聚合物基体中Q带的红移。两个酞菁的几何结构在RHF/3-21G*计算水平下进行了研究。

  DOI：

  10.3906/kim-1509-28
• 作为产物：
  描述：

  4-(4-formyl-1-methoxyphenoxy)phthalonitrile 、 2-萘酚 在 对甲苯磺酸 作用下， 以 neat (no solvent) 为溶剂， 反应 0.33h， 生成 4-[4-(14H-dibenzo[a,j]xanthen-14-yl)-2-methoxyphenoxy]-phthalonitrile
  参考文献：
  名称：

  Synthesis and computational studies of new metallo-phthalocyanines bearing dibenzoxanthenes and evaluation of their optical properties in solution and solid PMMA/ZnPc/Al nanocomposite films

  摘要：

  成功合成了新型热稳定金属酞菁化合物，采用二苯并呋喃作为高度有机溶解的芳香烃取代基，通过与无水金属盐（[Zn(CH$_{3}$COO)$_{2}$ 和 NiCl$_{2}$）在2-(二甲基氨基)乙醇中添加催化剂DBU的情况下，循环四聚合得到。这些酞菁均可溶于一些有机溶剂，如DMF、DMSO、THF、CH$_{2}$Cl$_{2}$和CHCl$_{3}$。然后，我们成功地通过将铝纳米颗粒掺入透明的PMMA/ZnPc基体中制备了聚（甲基丙烯酸甲酯）（PMMA）/ZnPc/Al纳米复合膜。利用X射线衍射和扫描电子显微镜对纳米复合膜的结构和形态进行了研究。PMMA/ZnPc/Al纳米复合膜的光学吸收光谱显示出聚合物基体中Q带的红移。两个酞菁的几何结构在RHF/3-21G*计算水平下进行了研究。

  DOI：

  10.3906/kim-1509-28

文献信息

• Magnetite–Sulfuric Acid Magnetic Nanoparticles: Preparation and Applica­tion in Synthesis of Mono-, Bis-, and Tris-14H-Dibenzo[a,j]xanthen-14-yl­arenes under Solvent-Free Conditions
  作者：Ali Karimi、Zeinab Dalirnasab、Marzie Karimi

  DOI：10.1055/s-0033-1338595

  日期：——

  Novel magnetite-sulfuric acid (Fe3O4 center dot SO3H) magnetic nanoparticles were prepared by the direct reaction of chlorosulfonic acid with magnetite nanoparticles, and characterized by IR spectroscopy, thermogravimetric analysis, X-ray diffraction, and scanning electron microscopy. The catalytic activity of the Fe3O4 center dot SO3H nanoparticles in the reaction of 2-naphthol with aryl mono-, di- and trialdehydes was examined, and these catalysts were shown to exhibit remarkable catalytic performance in the solvent-free synthesis of mono-, bis-, and tris-14H-dibenzo[a,j]xanthen-14-ylarenes. The catalyst retained its activity for several cycles.
• Synthesis and computational studies of new metallo-phthalocyanines bearing dibenzoxanthenes and evaluation of their optical properties in solution and solid PMMA/ZnPc/Al nanocomposite films
  作者：Ali Reza KARIMI、Zeinab JAFARZADEH、Meysam SOURINIA、Akbar ZENDEHNAM、Azam KHODADADI、Zeinab DALIRNASAB、Mohammad SOLIMANNEJAD、Peyman ZOLGHARNEIN

  DOI：10.3906/kim-1509-28

  日期：——

  New thermally stable metallo-phthalocyanines bearing dibenzoxanthenes as highly organo-solubilizing aromatic hydrocarbon substituents were successfully prepared by cyclotetramerization of corresponding phthalonitriles with anhydrous metal salts [Zn(CH$_3}$COO)$_2}$ and NiCl$_2}$] in the presence of a catalytic amount of DBU in 2-(dimethylamino) ethanol. All of these phthalocyanines are soluble in some organic solvents such as DMF, DMSO, THF, CH$_2}$Cl$_2}$, and CHCl$_3}$. Then we successfully prepared the poly(methyl methacrylate) (PMMA)/ZnPc/Al nanocomposite films by incorporating Al nanoparticles into a transparent PMMA/ZnPc matrix. The structure and morphology of nanocomposite films were studied using X-ray diffraction and scanning electron microscopy. The optical absorption spectra of PMMA/ZnPc/Al nanocomposite films showed red shifting in the Q-band in the polymeric matrix. The geometrical structure of two phthalocyanines was investigated at the RHF/3-21G* computational level.

  成功合成了新型热稳定金属酞菁化合物，采用二苯并呋喃作为高度有机溶解的芳香烃取代基，通过与无水金属盐（[Zn(CH$_3}$COO)$_2}$ 和 NiCl$_2}$）在2-(二甲基氨基)乙醇中添加催化剂DBU的情况下，循环四聚合得到。这些酞菁均可溶于一些有机溶剂，如DMF、DMSO、THF、CH$_2}$Cl$_2}$和CHCl$_3}$。然后，我们成功地通过将铝纳米颗粒掺入透明的PMMA/ZnPc基体中制备了聚（甲基丙烯酸甲酯）（PMMA）/ZnPc/Al纳米复合膜。利用X射线衍射和扫描电子显微镜对纳米复合膜的结构和形态进行了研究。PMMA/ZnPc/Al纳米复合膜的光学吸收光谱显示出聚合物基体中Q带的红移。两个酞菁的几何结构在RHF/3-21G*计算水平下进行了研究。