4-(hex-5-ynyloxy)phthalonitrile | 1269206-28-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(hex-5-ynyloxy)phthalonitrile
• 英文别名: 4-hexy-5-ynyloxyphthalonitrile；4-hex-5-ynoxyphtalonitrile
• CAS: 1269206-28-1
• 化学式: C₁₄H₁₂N₂O
• 分子量: 224.262
• InChiKey: UALFVRGHCMVPAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  17.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  56.81
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-(hex-5-ynyloxy)phthalonitrile 、 zinc diacetate 反应 15.0h， 以7%的产率得到2,9,16,23-tetrakis(5-hexyn-1-yloxy)phthalocyanine zinc(II)
  参考文献：
  名称：

  A versatile synthetic strategy for nanoporous gold–organic hybrid materials for electrochemistry and photocatalysis

  摘要：

  Nanoporous gold (npAu) was employed as high surface area substrate for immobilization of redox- and photooxidative-active organic molecules. A two-step synthetic routine is demonstrated as a versatile and robust method for immobilization of various molecules. First, self-assembled monolayers (SAMs) of thiols containing an azide moiety were prepared on npAu substrates. Then, alkyne-modified ferrocene, tetrathiafulvalene, and zinc(II)phthalocyanine derivatives were covalently bound via the click reaction to this linker. Following the provided synthetic procedures high performance composite materials are generated for electrochemistry and photochemistry. The robust bonding between the organic functional group and the gold support provides stability even under strongly oxidizing conditions (applied potential or singlet oxygen). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.091
• 作为产物：
  描述：

  5-己炔-1-醇 、 4-硝基邻苯二甲腈 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 生成 4-(hex-5-ynyloxy)phthalonitrile
  参考文献：
  名称：

  一种新型己炔基取代的锰酞菁的循环伏安法和光谱电化学

  摘要：

  摘要 我们在此报告了一种新的锰酞菁配合物的合成，即 Mn 四（5-己炔-氧基）酞菁 (3)，专门设计用于拥有炔部分，通过所谓的“点击”化学反应。通过循环伏安法研究了配合物 3 的电化学活性，并通过光谱电化学阐明了观察到的氧化还原对的性质。这项工作还表明，Mn(III)Pc 复合物还原为 Mn(II)Pc 伴随着 MnPc μ-oxo 物种的形成。进一步还原导致形成 Mn(II)Pc(-3) 而不是 Mn(I)Pc(-2)。

  DOI：

  10.1016/j.inoche.2010.11.029

文献信息

• Photophysical and non-linear optical behavior of novel tetra alkynyl terminated indium phthalocyanines: Effects of the carbon chain length
  作者：Owolabi M. Bankole、Jonathan Britton、Tebello Nyokong

  DOI：10.1016/j.poly.2014.12.020

  日期：2015.3

  We report on the synthesis, photophysical and nonlinear optical behavior of tetra-substituted alkynyl indium phthalocyanine complexes (3a and 3b). Both complexes showed large triplet quantum yields. Nonlinear optical properties were also evaluated for the two complexes at a wavelength of 532 nm using nanosecond Z-scan technique in dimethylsulfoxide. We observed two-photon absorption (2PA) and strong reverse saturable absorption (RSA) as the dominant mechanisms at nanosecond laser excitation. The underlining 2PA and observed RSA were subjected to further scrutiny by comparing the analytical absorption model to the transmittance optical absorption theory. The theoretical results were in good agreement to the observed RSA and the 2PA mechanism. Large two-photon absorption cross-section (1.29 x 10(-42) and 1.15 x 10(-42) cm(4) s/photon), third-order susceptibility (2.10 x 10(-14) and 2.15 x 10(-14) esu) and hyperpolarizability (2.70 x 10(-32) and 3.19 x 10(-32) esu) were estimated for complex 3a and 3b, respectively. (C) 2014 Elsevier Ltd. All rights reserved.