3-(3,4-dicyanophenoxy)benzoic acid

• 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: 3-(3,4-dicyanophenoxy)benzoic acid
• 化学式: C₁₅H₈N₂O₃
• 分子量: 264.24
• InChiKey: FLZUFWXMMZUPKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(2-pyridyloxy)phthalonitrile 、 3-(3,4-dicyanophenoxy)benzoic acid 、 zinc(II) acetate dihydrate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 戊醇 为溶剂， 反应 6.0h， 以31%的产率得到Zn(II) 3-carboxyphenoxy-tris(pyridin-2-yloxy) phthalocyanine
  参考文献：
  名称：

  Fabrication of efficient nonlinear optical absorber using Zn phthalocyanine-semiconductor quantum dots conjugates

  摘要：

  In this paper, we report on the synthesis of Zn(II) phthalocyanine derivatives and their conjugates with core/shell and core/shell/shell semiconductor quantum dots (SQDs). Zn(II) mono amino-carboxyethylphenoxy phthalocyanine (1), Zn(II) mono 3-carboxyphenoxy-tris(pyridin-2-yloxy) phthalocyanine (2) and Zn(II) mono aminophenoxy-tris(benzothiazole) phthalocyanine (3) were synthesized. The photophysical and optical limiting properties of the phthalocyanine (Pc) complexes and their conjugates with SQDs were investigated in dimethyl sulfoxide. The optical limiting behaviour of the Pc complexes and their conjugates were measured by the open aperture Z-scan technique at laser excitation wavelength of 532 nm with 10 ns pulse. The conjugates outperformed the Pc complexes alone with the conjugates of 2-SQDs affording highest nonlinear absorption coefficient (beta(eff)) value of similar to 80 cm/GW and lowest limiting threshold (I-lim) value of similar to 0.27 J.cm(-2) as compared to other samples while complex 1 gave low beta(eff) and high I-lim values of 42.2 cm/GW and 1.39 J.cm(-2), respectively. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2018.11.024
• 作为产物：
  描述：

  4-硝基邻苯二甲腈 、 间羟基苯甲酸 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以98%的产率得到3-(3,4-dicyanophenoxy)benzoic acid
  参考文献：
  名称：

  Phthalocyanine–titanate nanotubes: a promising nanocarrier detectable by optical imaging in the so-called imaging window

  摘要：

  TiONts-酞菁纳米杂化物（每个TiONts长150纳米，含450个Pc）结合了高效的光学探针和有前途的纳米载体。有机涂层通过逐步方法与TiONts共价结合，每一步都进行了彻底的表征。

  DOI：

  10.1039/c4ra13988g

文献信息

• Fabrication of efficient nonlinear optical absorber using Zn phthalocyanine-semiconductor quantum dots conjugates
  作者：Sithi Mgidlana、David O. Oluwole、Tebello Nyokong

  DOI：10.1016/j.poly.2018.11.024

  日期：2019.2

  In this paper, we report on the synthesis of Zn(II) phthalocyanine derivatives and their conjugates with core/shell and core/shell/shell semiconductor quantum dots (SQDs). Zn(II) mono amino-carboxyethylphenoxy phthalocyanine (1), Zn(II) mono 3-carboxyphenoxy-tris(pyridin-2-yloxy) phthalocyanine (2) and Zn(II) mono aminophenoxy-tris(benzothiazole) phthalocyanine (3) were synthesized. The photophysical and optical limiting properties of the phthalocyanine (Pc) complexes and their conjugates with SQDs were investigated in dimethyl sulfoxide. The optical limiting behaviour of the Pc complexes and their conjugates were measured by the open aperture Z-scan technique at laser excitation wavelength of 532 nm with 10 ns pulse. The conjugates outperformed the Pc complexes alone with the conjugates of 2-SQDs affording highest nonlinear absorption coefficient (beta(eff)) value of similar to 80 cm/GW and lowest limiting threshold (I-lim) value of similar to 0.27 J.cm(-2) as compared to other samples while complex 1 gave low beta(eff) and high I-lim values of 42.2 cm/GW and 1.39 J.cm(-2), respectively. (C) 2018 Elsevier Ltd. All rights reserved.
• Phthalocyanine–titanate nanotubes: a promising nanocarrier detectable by optical imaging in the so-called imaging window
  作者：J. Paris、Y. Bernhard、J. Boudon、O. Heintz、N. Millot、R. A. Decréau

  DOI：10.1039/c4ra13988g

  日期：——

  TiONts–phthalocyanine nanohybrids (150 nm long, 450 Pc per TiONts) combine an efficient optical probe and a promising nanovector. The organic coating was covalently attached onto TiONts in a step-by-step approach with a thorough characterization at each step.

  TiONts-酞菁纳米杂化物（每个TiONts长150纳米，含450个Pc）结合了高效的光学探针和有前途的纳米载体。有机涂层通过逐步方法与TiONts共价结合，每一步都进行了彻底的表征。