5,10,15,20-tetrakis(2'-thienyl)porphyrinatocopper(II) | 364369-95-9

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 5,10,15,20-tetrakis(2'-thienyl)porphyrinatocopper(II)
• CAS: 364369-95-9
• 化学式: C₃₆H₂₀CuN₄S₄
• 分子量: 700.392
• InChiKey: DAIMQGLLTUCGDI-VJAPHRHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  copper(II) nitrate trihydrate 、 5,10,15,20-tetrakis(2'-thienyl)porphyrinatocopper(II) 在 乙酸酐 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 反应 0.75h， 以72%的产率得到5-(5-nitrothien-2-yl)-10,15,20-tri(thien-2-yl)porphyrinato copper(II)
  参考文献：
  名称：

  Conformational features of meso-tetrathienylporphyrins and photosensitising properties of their β-1-acetyl-2-oxopropyl derivatives

  摘要：

  The difference in the site of electrophilic nitration of meso-tetra-thien-2-yl- and thien-3-yl-porphyrins is explained based on the difference in extended conjugation between porphyrin core and meso-thienyl rings. The significance of resonance in dictating the site of substitution is also explained based on the behavior of tetrakis(5-bromothien-2-yl)porphyrin toward electrophilic nitration. Three new beta-1-acetyl-2-oxopropyl-substituted porphyrins are synthesized by Michael addition of acetylacetone group on pyrrole beta-nitroporphyrins. The photosensitizing properties of these porphyrins is investigated using porphyrin-TiO2 composites in the degradation of 4-nitrophenol. The results showed the importance of the effect of the position of sulfur on the thienyl ring and the orientation of meso-thienyl groups with the central macrocyclic ring of porphyrins in deciding its efficiency as photosensitiser. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2015.04.006
• 作为产物：
  描述：

  2-噻吩甲醛 以 甲醇 、 氯仿 、 溶剂黄146 、 丙酸 、 硝基苯 为溶剂， 反应 2.33h， 生成 5,10,15,20-tetrakis(2'-thienyl)porphyrinatocopper(II)
  参考文献：
  名称：

  Synthesis and Optical/Electrochemical Properties of meso-5,10,15,20-Tetrathienyl Substituted Porphyrins and Their Metal Complexes

  摘要：

  合成并表征了两种meso-5,10,15,20-四噻吩取代的卟啉化合物，meso-5,10,15,20-四(2-噻吩)卟啉（H2TTP）、meso-5,10,15,20-四(3-甲基-2-噻吩)卟啉（H2T(3-M)TP）及其金属配合物，采用红外光谱（IR）、氢核磁共振（1H NMR）、紫外-可见吸收光谱、荧光光谱、光致发光光谱以及合成的卟啉和金属卟啉的循环伏安图进行了表征。光学特性显示，锌卟啉具有强烈的荧光发射，而钴(II)和铜(II)卟啉则没有荧光发射。当H2TTP和H2T(3-M)TP与金属离子发生配合时，电化学带隙（Eg）增大，同时ELUMO的变化小于EHOMO的变化。论文中还给出了合成的卟啉和金属卟啉的电离势、电子亲和力、HOMO能级（EHOMO）和LUMO能级（ELUMO）的值。

  DOI：

  10.14233/ajchem.2015.17089

文献信息

• 一种卟啉化合物及其制备方法和在二次电池正极材料中的应用
  申请人：湘潭大学

  公开号：CN112480131B

  公开（公告）日：2022-01-04

  本发明公开了一种卟啉化合物及其制备方法和在二次电池正极材料中的应用。本发明通过在卟啉结构单元上引入不同的活性官能团，因卟啉分子结构中包含多活性位点，作为电极活性材料具有超高理论比容量、放电电压、以及功率密度。本发明的卟啉化合物结构稳定、热稳定性好、材料普通易得、生产成本低。将该卟啉化合物应用于碱金属离子电池或碱土金属离子电池中，结果显示，所得电池具有良好的放电比容量和优异的循环稳定性，且展示了优异的能量密度和功率密度，在电化学储能领域具有潜在的应用价值。
• Observations on the Mechanochemical Insertion of Zinc(II), Copper(II), Magnesium(II), and Select Other Metal(II) Ions into Porphyrins
  作者：Adewole O. Atoyebi、Christian Brückner

  DOI：10.1021/acs.inorgchem.9b00052

  日期：2019.8.5

  such as ball mill speed and reaction time, and investigated the often surprising roles of a variety of grinding agents. Also, the mechanochemical reaction conditions that remove zinc from a zinc porphyrin complex or exchange it for copper were studied. Using some standardized conditions, we also screened the feasibility of a number of other metal(II) insertion reactions (VO, Ni, Fe, Co, Ag, Cd, Pd

  基于概念证明研究，该研究表明使用球磨机将一些M（II）金属机械化学插入内消旋四苯基卟啉中的可能性，以替代传统的基于溶液的方法，在此我们详细研究在行星式磨机上进行反应的许多实验变量。主要使用机械化学的锌，铜和镁插入反应，卟啉类型的范围和限制（富电子或贫电子内消旋-四芳基卟啉，合成或天然存在的八烷基卟啉和内消旋确定了适用于这种金属插入方式的（-三苯基甲氧基）和金属离子源。我们证明了实验金属插入参数（例如球磨机速度和反应时间）的影响，并研究了各种研磨剂通常令人惊讶的作用。此外，还研究了从卟啉锌络合物中除去锌或将其交换为铜的机械化学反应条件。使用一些标准化条件，我们还筛选了许多其他金属（II）插入反应（VO，Ni，Fe，Co，Ag，Cd，Pd，Pt，Pb）的可行性。发现确定插入反应速率的潜在因素是复杂的，并不总是容易预测的。突出了一些对于机械理解金属离子向卟啉的机械化学插入具有根本意义的发现。特别
• Porphyrin‐Thiophene Based Conjugated Polymer Cathode with High Capacity for Lithium‐Organic Batteries
  作者：Xing Wu、Wang Zhou、Chao Ye、Jiahao Zhang、Zheyuan Liu、Chengkai Yang、Jinfeng Peng、Jilei Liu、Ping Gao

  DOI：10.1002/anie.202317135

  日期：2024.4.2

  Organic electrode materials are promising for next‐generation energy storage materials due to their environmental friendliness and sustainable renewability. However, problems such as their high solubility in electrolytes and low intrinsic conductivity have always plagued their further application. Polymerization to form conjugated organic polymers can not only inhibit the dissolution of organic electrodes in the electrolyte, but also enhance the intrinsic conductivity of organic molecules. Herein, we synthesized a new conjugated organic polymer (COPs) COP500‐CuT2TP (poly [5,10,15,20‐tetra(2,2′‐bithiophen‐5‐yl) porphyrinato] copper (II)) by electrochemical polymerization method. Due to the self‐exfoliation behavior, the porphyrin cathode exhibited a reversible discharge capacity of 420 mAh g−1, and a high specific energy of 900 Wh Kg−1 with a first coulombic efficiency of 96 % at 100 mA g−1. Excellent cycling stability up to 8000 cycles without capacity loss was achieved even at a high current density of 5 A g−1. This highly conjugated structure promotes COP500‐CuT2TP combined high energy density, high power density, and good cycling stability, which would open new opportunity for the designable and versatile organic electrodes for electrochemical energy storage.