2,9,16,23-tetranitrophthalocyanine iron | 27680-30-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2,9,16,23-tetranitrophthalocyanine iron
• 英文别名: 2,9,16,23-tetranitrophthalocyanine iron (II)；ferrous 2,9,16,23-tetranitrophthalocyanine；Iron(2+);6,15,24,33-tetranitro-2,11,20,29,37,39-hexaza-38,40-diazanidanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13(18),14,16,19(39),20,22(27),23,25,28,30(37),31(36),32,34-nonadecaene；iron(2+);6,15,24,33-tetranitro-2,11,20,29,37,39-hexaza-38,40-diazanidanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13(18),14,16,19(39),20,22(27),23,25,28,30(37),31(36),32,34-nonadecaene
• CAS: 27680-30-4
• 化学式: C₃₂H₁₂FeN₁₂O₈
• 分子量: 748.37
• InChiKey: RHYUTSAXCSMQDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.76
• 重原子数：
  53
• 可旋转键数：
  0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  259
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2,9,16,23-tetranitrophthalocyanine iron 在 sodiumsulfide nonahydrate 、 盐酸 、 水 、 sodium hydroxide 作用下， 生成 铁(II)2,9,16,23-四氨基酞菁
  参考文献：
  名称：

  木质素在磺酰氯改性多孔碳负载金属酞菁上催化降解木质素：催化剂浓度的影响

  摘要：

  制备了一种磺酰氯改性的木质素基多孔碳负载金属酞菁催化剂，用于替代传统的 Fenton 试剂进行木质素降解。通过 FT-IR、XPS、BET 和 SEM 对催化剂进行了官能团分布、表面积、形态结构的详细表征分析。催化剂的比表面积为 638.98 m2/g，孔体积为 0.291 cm3/g。研究了所制备的催化剂在不同反应条件下对木质素的氧化降解能力。通过优化反应条件，在 135 °C 下，使用 3.5 wt% 的催化剂和 15 × 10−2 mol/L H2O2 获得最大液体产物收率 38.94%;同时，酚类选择性最高为 32.58%。通过 GC-MS、FT-IR、1H-NMR 和 EA 比较研究了使用不同催化剂浓度降解木质素获得的液体产物的组成和性质。此外，还讨论了固体残留物的结构变化。

  DOI：

  10.3390/molecules29020347
• 作为产物：
  描述：

  4-硝基邻苯二甲酰亚胺 在 ferrous(II) sulfate heptahydrate 、 hexaammonium heptamolybdate tetrahydrate 、 尿素 作用下， 以 硝基苯 为溶剂， 反应 3.0h， 以56%的产率得到2,9,16,23-tetranitrophthalocyanine iron
  参考文献：
  名称：

  First observation of tetranitro iron (II) phthalocyanine catalyzed oxidation of phenolic pollutant assisted with 4-aminoantipyrine using dioxygen as oxidant

  摘要：

  A novel system for catalytic oxidation of phenol and chlorophenol pollutant in water by tetranitro iron (II) phthalocyanine (TNFe(II)Pc) is reported for the first time. In this system, several phenolic substrates (phenol, 2-chlorophenol, 4-chlorophenol and 2,4-dichlorophenol) could be easily oxidized by naturally dissolved oxygen in the presence of INFe(II)Pc, and then rapidly combined with 4-aminoantipyrine to generate the pink dye. The catalytic oxidation process and resulting products were monitored by UV-Vis spectroscopy and high performance liquid chromatography-mass spectrometer (HPLC-MS) technique. Control experiments demonstrated that the generation of superoxide anion radical was crucial for the dye formation, and a possible mechanism involved a successive single electron transfer from phenolic substrates to O(2) via the axis of TNFe(II)Pc was proposed. Potentially, this system is promising for application in chromogenic identification of phenolic pollutant. Crown Copyright (C) 2011 Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2011.06.002
• 作为试剂：
  描述：

  4-氨基安替比林 、 对氯苯酚 在 2,9,16,23-tetranitrophthalocyanine iron 、 氧气 作用下， 以 水 为溶剂， 生成 antipyrilquinoneimine
  参考文献：
  名称：

  First observation of tetranitro iron (II) phthalocyanine catalyzed oxidation of phenolic pollutant assisted with 4-aminoantipyrine using dioxygen as oxidant

  摘要：

  A novel system for catalytic oxidation of phenol and chlorophenol pollutant in water by tetranitro iron (II) phthalocyanine (TNFe(II)Pc) is reported for the first time. In this system, several phenolic substrates (phenol, 2-chlorophenol, 4-chlorophenol and 2,4-dichlorophenol) could be easily oxidized by naturally dissolved oxygen in the presence of INFe(II)Pc, and then rapidly combined with 4-aminoantipyrine to generate the pink dye. The catalytic oxidation process and resulting products were monitored by UV-Vis spectroscopy and high performance liquid chromatography-mass spectrometer (HPLC-MS) technique. Control experiments demonstrated that the generation of superoxide anion radical was crucial for the dye formation, and a possible mechanism involved a successive single electron transfer from phenolic substrates to O(2) via the axis of TNFe(II)Pc was proposed. Potentially, this system is promising for application in chromogenic identification of phenolic pollutant. Crown Copyright (C) 2011 Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2011.06.002

文献信息

• Selective oxidation of aromatic compounds with dioxygen and peroxides catalyzed by phthalocyanine supported catalysts
  作者：A.B Sorokin、S Mangematin、C Pergrale

  DOI：10.1016/s1381-1169(01)00486-1

  日期：2002.5

  covalently grafted in the dimeric form yielded catalyst more active and selective that those containing monomeric species but suffered from a lack of stability transforming into less selective monomer complexes during catalysis. The stabilization of supported dimer form by covalent link of two adjacent phthalocyanine molecule through appropriate diamine spacer provided more selective and stable catalysts

  本文总结了我们在负载型金属酞菁催化剂的设计和研究方面的催化氧化研究。在2-甲基萘（2MN）氧化为2-甲基-1,4-萘醌（维生素K 3，VK 3），2,3,6-三甲基苯酚（TMP）生成三甲基-1,4-苯醌（维生素E的前体）和烯烃的环氧化反应。以二聚体形式共价接枝的四硫代酞菁铁（FePcS）产生的催化剂比含单体物种的催化剂更具活性和选择性，但缺乏稳定性，在催化过程中转化为选择性较低的单体络合物。通过两个相邻的酞菁分子通过适当的二胺间隔基的共价连接来稳定负载的二聚体形式，提供了更具选择性和稳定性的催化剂。获得三甲基-1，4-苯醌，以87％的TMP转化率得到87％的收率。更苛刻的2MN氧化可提供45％的VK 3收率。使用两个机械探针2-甲基-1-苯基丙-2-基氢过氧化物（MPPH）来特别强调这些氧化的机械方面，以区分在形成活性物质和形成活性物质时O-O键的均质裂解还是杂合裂解。硫杂蒽5氧化物（SS
• Constructing iron phthalocyanine nanosheets/electrospun carbon nanofibers heterostructures with enhanced photocatalytic activity under visible light irradiation
  作者：Zengcai Guo、Jingbo Mu、Yiwei Lian、Zhen Li

  DOI：10.1016/j.jallcom.2016.08.052

  日期：2017.1

  work, a novel heterostructures photocatalyst was constructed by loading 2,9,16,23-tetranitrophthalocyanine iron (II) (TNFePc) nanosheets on one-dimensional carbon nanofibers (CNFs). The coverage density of TNFePc nanosheets could be tailored by changing the precursor concentration for fabrication of TNFePc/CNFs heterostructures. These TNFePc/CNFs heterostructures exhibited enhanced visible light photocatalytic

  摘要 在这项工作中，通过将 2,9,16,23-四硝基酞菁铁 (II) (TNFePc) 纳米片负载在一维碳纳米纤维 (CNF) 上，构建了一种新型异质结构光催化剂。可以通过改变制备 TNFePc/CNFs 异质结构的前体浓度来调整 TNFePc 纳米片的覆盖密度。这些 TNFePc/CNFs 异质结构表现出比纯 TNFePc 更高的可见光光催化活性。光电化学性能测试表明，TNFePc/CNFs 异质结构的电流密度增加，约为纯 TNFePc 的 1.8 倍，这表明 TNFePc/CNFs 异质结构中光生载流子的复合受到极大抑制。尤其，
• Visible/near-IR-light-driven TNFePc/BiOCl organic–inorganic heterostructures with enhanced photocatalytic activity
  作者：Lu Li、Mingyi Zhang、Zhenyu Zhao、Baodong Sun、Xitian Zhang

  DOI：10.1039/c6dt01091a

  日期：——

  Tetranitrophthalocyanine iron/bismuth oxychloride organic–inorganic heterostructures exhibit high photocatalytic behavior for the decomposition of MO and BPA under visible/near-IR light illumination.

  四硝基酞菁铁/铋氯氧化物有机-无机异质结构在可见光/近红外光照射下表现出高光催化行为，可用于降解MO和BPA。
• Biologically Inspired Highly Durable Iron Phthalocyanine Catalysts for Oxygen Reduction Reaction in Polymer Electrolyte Membrane Fuel Cells
  作者：Wenmu Li、Aiping Yu、Drew C. Higgins、Bernard G. Llanos、Zhongwei Chen

  DOI：10.1021/ja106217u

  日期：2010.12.8

  In the present work, we have designed and synthesized a new highly durable iron phtalocyanine based nonprecious oxygen reduction reaction (ORR) catalyst (Fe-SPc) for polymer electrolyte membrane fuel cells (PEMFCs). The Fe-SPc, with a novel structure inspired by that of naturally occurring oxygen activation catalysts, is prepared by a nonpyrolyzing method, allowing adequate control of the atomic structure

  在目前的工作中，我们设计并合成了一种用于聚合物电解质膜燃料电池 (PEMFC) 的新型高度耐用的基于铁酞菁的非贵氧还原反应 (ORR) 催化剂 (Fe-SPc)。Fe-SPc 具有受天然氧活化催化剂启发的新型结构，通过非热解方法制备，可以充分控制材料的原子结构和表面性质。与商业 Fe-Pc 催化剂相比，观察到 Fe-SPc 的 ORR 稳定性显着提高。Fe-SPc 最初具有与商用 Fe-Pc 相似的活性，而 Fe-SPc 在 10 次扫描电位循环后显示出比商用 Fe-Pc 高 4.6 倍的电流密度，以及 7.4 倍的电流密度100 个循环后更高。这归因于电子供体官能团的结合，以及维持活性位点隔离的高度空间位阻。非贵重的 Fe-SPc 有望作为 PEMFC 的潜在替代 ORR 电催化剂。
• Carbon Nanotubes Chemically Modified by Metal Phthalocyanines with Excellent Electrocatalytic Activity to Li/SOCl₂Battery
  作者：Yan Gao、Siwen Li、Xiao Wang、Ronglan Zhang、Gai Zhang、Ying Zheng、Jianshe Zhao

  DOI：10.1149/2.0611706jes

  日期：——

  Carbon nanotubes (CNTs)-templated metal phthalocyanines (MPc) (M = Mn(II), Fe(II), Co(II), Ni(II), Cu(II), Zn(II)) assemblies (CNTs-CONH-MPc) were synthesized and characterized by IR, XRD, SEM, XPS. The lithium-thionyl chloride (Li/SOCl2) cells using CNTs-CONH-MPc as catalysts showed excellent performance, which the capacities increased by 15.44-88.49%, and the initial voltages improved to 3.09-3.22 V. The sequence of the electrochemical catalytic performance of CNTs-CONH-MPc was ranked by central metal ion: Co > Ni > Mn > Fe > Cu > Zn. Based on cyclic voltammetry measurements, the reasonable mechanism is proposed and the role of catalyst is verified. The modified CNTs by MPc greatly promoted the electronic transmission, which significantly improved the performance and the initial voltage of Li/SOCl2 battery. (C) 2017 The Electrochemical Society. All rights reserved.