m-ZnTCPP | 817627-99-9

• 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: m-ZnTCPP
• 英文别名: (5,10,15,20-tetrakis(3-carboxyphenyl)porphyrinato)zinc(II)；zinc-(II)-5,10,15,20-tetra(3-carboxyphenyl)porphyrin；m-ZnTCPP-[A]
• CAS: 817627-99-9
• 化学式: C₄₈H₂₈N₄O₈Zn
• 分子量: 854.162
• InChiKey: JSKRNXUKQDWGRF-DAJBKUBHSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 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：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  m-ZnTCPP 、 三乙胺 以 四氢呋喃 为溶剂， 以71%的产率得到Zn(II)-5,10,15,20-tetra(3-triethylammoniumcarboxyphenyl)porphyrin
  参考文献：
  名称：

  Tetrachelate Porphyrin Chromophores for Metal Oxide Semiconductor Sensitization:  Effect of the Spacer Length and Anchoring Group Position

  摘要：

  Four Zn(II)-tetra(carboxyphenyl)porphyrins in solution and bound to metal oxide (TiO2, ZnO, and ZrO2) nanoparticle films were studied to determine the effect of the spacer length and anchoring group position (para or meta) on their binding geometry and photoelectrochemical and photophysical properties. The properties of three types of anchoring groups (COOH and COONHEt3) for four Zn(II)-porphyrins (Zn(II)-5,10,15,20-tetra(4-carboxyphenyl)porphyrin (p-ZnTCPP), Zn(II)-5,10,15,20-tetra(3-carboxyphenyl)porphyrin (m-ZnTCPP), Zn(II)-5,10,15,20-tetra(3-(4-carboxyphenyl)phenyl)porphyrin (m-ZnTCP2P), and Zn(II)-5,10,15,20-tetra(3-ethynyl(4-carboxyphenyl)phenyl)porphyrin (m-ZnTC(PEP)P)) were compared. In m-ZnTCPP, m-ZnTCP2P, and m-ZnTC(PEP)P the four anchoring groups are in the meta position on the meso-phenyl rings of the porphyrin macrocycle, thus favoring a planar binding mode to the metal oxide surfaces. The three meta-substituted porphyrin salts have rigid spacer units of increasing length (phenyl (P), biphenyl (P-2), and diphenylethynyl (PEP)) between the porphyrin ring and the carboxy anchoring groups, thus raising the macrocycle from the metal oxide surface. All porphyrins studied here, when bound to TiO2 and ZnO, exhibited quenching of the fluorescence emission, consistent with electron injection into the conduction band of the semiconductor. Steady-state UV-vis and fluorescence studies of p-ZnTCPP on insulating ZrO2 showed evidence of aggregation and exciton coupling. This was not observed in any of the meta-substituted porphyrins. The photoelectrochemical properties (IPCE, V-oc, and I-sc) of the porphyrins bound to TiO2 films in solar cells have been measured and rationalized with respect to the sensitizer binding geometry and distance from the surface.

  DOI：

  10.1021/ja068218u
• 作为产物：
  描述：

  3-甲醛苯甲酸甲酯 在 三氟化硼乙醚 、 zinc diacetate 、 水 、 potassium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 m-ZnTCPP
  参考文献：
  名称：

  在注水的Yoctowell中，光诱导电子在5、10和15Å距离上的转移

  摘要：

  已经建立了一系列小深度的，在胺化的二氧化硅颗粒和金电极上具有“功能性”壁的圆孔腔。所形成间隙的尺寸为直径为2.2 nm，“功能”深度为5、10和15Å，具体取决于所施加的亲密白细胞的长度和正极边缘的位置；这些间隙是通过并入的烯酰胺基团的迈克尔加成而制备的。使用这种结构以及正极环和阴离子醌之间的静电相互作用作为固定方法，制备了卟啉-醌二元体系。供体和受体之间的距离在水溶液中被系统地改变，同时在每种情况下都保持相似的环境。卟啉被光激发后，

  DOI：

  10.1002/asia.201100533

文献信息

• A novel self-assembly with horizontal anchor porphyrin for supramolecular solar cells
  作者：Yu Wu、Jun-Xiang Zhang、Xiao-Xia Feng、Jia-Cheng Liu、Ren-Zhi Li、Neng-Zhi Jin

  DOI：10.1039/c6ra07834f

  日期：——

  Novel horizontal anchor zinc porphyrin assemblies via zinc-to-ligand axial coordination approach immobilized on TiO2 electrode surface have been impressive increased photoelectric conversion efficiency in supramolecular solar cell.

  通过将锌-配体轴向配位固定在TiO 2电极表面上的新型水平锚固锌卟啉组件，在超分子太阳能电池中提高了光电转换效率。
• Three horizontal anchor porphyrins for dye-sensitized solar cells: An optical, electrochemical and photovoltaic investigation
  作者：Yu Wu、Jia-Cheng Liu、Wen-Bo Guo、Ren-Zhi Li、Neng-Zhi Jin

  DOI：10.1016/j.poly.2016.06.002

  日期：2016.10

  Porphyrins are promising DSSC sensitizers focused on novel anchoring. Herein, three horizontal anchor zinc porphyrins have been designed, synthesized, and well-characterized. Their optical, photovoltaic, theory calculation and electrochemical performances in dye-sensitized solar cells were investigated. Absorption spectra indicated the stronger H-aggregation in ortho carboxylic acid anchor porphyrin (o-ZnPA) than that in meta carboxylic acid anchor porphyrin (m-ZnPA) on the surface of TiO2 nanopartides. The photoelectric conversion efficiency studies showed a significantly enhanced photovoltaic behavior for meta carboxylic acid anchor porphyrin (m-ZnPA) compared to meta tetrazolium anchor porphyrin (m-ZnPTz). The infrared spectroscopies, theory calculations and the electrochemical impedance spectroscopies revealed that carboxylic acid anchoring binding modes could increase the efficiency of electron injection. (C) 2016 Elsevier Ltd. All rights reserved.