5-(4-carboxyphenyl)-10-(2,4,6-trimethylphenyl)-15,20-[N,N-bis(4-methylphenyl)amino]porphyrinatozinc(II) | 160734-19-0

• 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: 5-(4-carboxyphenyl)-10-(2,4,6-trimethylphenyl)-15,20-[N,N-bis(4-methylphenyl)amino]porphyrinatozinc(II)
• 英文别名: 5,10,15-trimesityl-20-(4-carbonylphenyl)porphyrin zinc(II) complex；5-(4-carboxyphenyl)-10,15,20-trimesitylporphyrinate zinc(II)；5-(4-carboxyphenyl)-10,15,20-trimesitylporphynatozinc(II)；5-(4-carboxyphenyl)-10,15,20-tris(2,4,6-trimethylphenyl)porphyrinatozinc(II)
• CAS: 160734-19-0
• 化学式: C₅₄H₄₆N₄O₂Zn
• 分子量: 848.375
• InChiKey: HDRHEMVCMSFGHN-ICRMOVKOSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  5-(4-carboxyphenyl)-10,15,20-trimesitylporphine 在 zinc(II) acetate dihydrate 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 2.5h， 以93%的产率得到5-(4-carboxyphenyl)-10-(2,4,6-trimethylphenyl)-15,20-[N,N-bis(4-methylphenyl)amino]porphyrinatozinc(II)
  参考文献：
  名称：

  Tuning Electron Transfer Rates via Systematic Shifts in the Acceptor State Density Using Size-Selected ZnO Colloids

  摘要：

  We report direct measurements of the influence of the available density of acceptor states on the rate of near-barrierless electron transfer between a dye sensitizer and an oxide semiconductor. The electron donor was the excited state of a zinc porphyrin, and the acceptors were a series of size-selected ZnO nanocrystals. The available density of states was tuned by controlling the relative position of the ZnO band edge using quantum confinement. The resulting change in the rate was consistent with a simple model of the state density as a function of energy above the ZnO band edge.

  DOI：

  10.1021/ja104482t

文献信息

• Effect of Li ions doping into p-type semiconductor NiO as a hole injection/transfer medium in the CO2 reduction sensitized/catalyzed by Zn-porphyrin/Re-complex upon visible light irradiation
  作者：Ryosuke Nakazato、Yoki Kou、Daisuke Yamamoto、Tetsuya Shimada、Tamao Ishida、Shinsuke Takagi、Hirokazu Munakata、Kiyoshi Kanamura、Hiroshi Tachibana、Haruo Inoue

  DOI：10.1007/s11164-020-04334-1

  日期：2021.1

  Re(dicarboxybipyridine)(CO)3(CH3CN) as the catalyst co-adsorbed on p-type semiconductor, NiO, were adopted for the MCSS catalyzed photoreduction of CO2 into CO. NiO was prepared by sol/gel method, and Li ions were doped to promote the hole carrier mobility with the amount of [Li]/[Ni] = 0, 3, 6, 9%, respectively. The conductivity of NiO increased linearly with the doping amount of Li ions, while the photoreduction

  由增敏剂和共吸附在半导体上的分子催化剂组成的分子催化剂敏化系统（MCSS）应该是人​​造光合作用系统的有希望的候选者之一，该系统可以用水将CO 2固定为电子供体。在此，采用共聚吸附在p型半导体NiO上的单羧基苯基三甲硅烷基卟啉锌（II）和Re（二羧基联吡啶）（CO）3（CH 3 CN）作为催化剂用于MCSS催化的CO 2光还原。通过溶胶/凝胶法制备NiO，并掺杂Li离子以提高空穴载流子迁移率，分别为[Li] / [Ni] = 0、3、6、9％。NiO的电导率随Li离子的掺杂量线性增加，而MCSS中CO 2的光还原作用在Li离子的3％，6％的掺杂下有所增强，而在9％的较高掺杂量下则有所减弱。明显矛盾的增强和延迟都通过锂离子掺杂对NiO内空穴载流子迁移率的促进作用得以成功解释，该促进作用既增强了与自由基离子对的电荷分离，又增强了NiO中自由空穴载流子的电荷复合。
• Fused Five-membered Porphyrin for Dye-sensitized Solar Cells
  作者：Shinya Hayashi、Yusuke Matsubara、Seunghun Eu、Hironobu Hayashi、Tomokazu Umeyama、Yoshihiro Matano、Hiroshi Imahori

  DOI：10.1246/cl.2008.846

  日期：2008.8.5

  Fused five-membered zinc porphyrin carboxylic acid has been synthesized to improve light-harvesting capability in the visible and near-infrared regions. The fused porphyrin-sensitized TiO2 cell exhibited the photocurrent generation extending over 800 nm, although the power conversion efficiency was found to be moderate (0.30%).

  合成了稠合五元锌卟啉羧酸，以提高可见光和近红外区域的光捕获能力。熔融卟啉敏化 TiO2 电池的光电流产生范围超过 800 nm，但功率转换效率中等（0.30%）。
• Efficient solar hydrogen production of zinc trimesityl porphyrin-based photocatalysts
  作者：Eleni Agapaki、Kalliopi Ladomenou、Vasilis Nikolaou、Athanassios G. Coutsolelos

  DOI：10.1142/s1088424623500207

  日期：2023.1

  Dye-sensitized photocatalytic systems (DSPs) have emerged as a promising strategy to achieve efficient and stable solar-driven H₂ evolution systems. In this work, we prepared and tested a series of zinc-trimesityl porphyrin carboxylic acid derivatives as photosensitizes in DSPs for H₂ evolution. In order to unveil the influence of the anchoring group, different positions of the carboxylic acid were studied. All porphyrins were adsorbed onto platinum-doped titanium dioxide nanoparticles (Pt-TiO₂ NPs) and were irradiated by a white LED source. The DSPs coated with Zn-TM(pCOOH)P(i.e. the carboxylic acid at the para-phenyl position) illustrated increased stability (2514 TONs for 1.0 × 10[Formula: see text] M) and the highest H₂ evolution activity (1959 mmol g[Formula: see text] h[Formula: see text] for 1.5 × 10[Formula: see text] M). These results reveal that efficient and stable DSPs for H₂ evolution can be developed by utilizing porphyrin derivatives as photosensitizers.

  染料敏化光催化系统（DSP）已成为实现高效、稳定的太阳能驱动型 H2 演化系统的一种有前途的策略。在这项工作中，我们制备并测试了一系列锌-三巯基卟啉羧酸衍生物，并将其作为 DSPs 中的光敏剂用于 H2 进化。为了揭示锚定基团的影响，我们研究了羧酸的不同位置。所有卟啉都吸附在掺铂二氧化钛纳米粒子（Pt-TiO2 NPs）上，并用白光 LED 光源照射。涂有 Zn-TM(pCOOH)P（即位于对位苯基的羧酸）的 DSP 显示出更高的稳定性（1.0 × 10[式：见正文] M 时为 2514 吨）和最高的 H2 演化活性（1.5 × 10[式：见正文] M 时为 1959 mmol g[式：见正文] h[式：见正文]）。这些结果表明，利用卟啉衍生物作为光敏剂，可以开发出高效、稳定的用于 H2 演化的 DSP。
• JP6028296
  申请人：——

  公开号：——

  公开（公告）日：——
• Antenna Effect in Noble Metal‐Free Dye‐Sensitized Photocatalytic Systems Enhances CO2‐to‐CO Conversion
  作者：Vasilis Nikolaou、Chinju Govind、Evangelos Balanikas、Jaya Bharti、Stéphane Diring、Eric Vauthey、Marc Robert、Fabrice Odobel

  DOI：10.1002/anie.202318299

  日期：2024.3.22

  Dye‐sensitized photocatalytic systems (DSPs) have been extensively investigated for solar‐driven hydrogen (H2) evolution. However, their application in carbon dioxide (CO2) reduction remains limited. Furthermore, current solar‐driven CO2‐to‐CO DSPs typically employ rhenium complexes as catalysts. In this study, we have developed DSPs that incorporate noble metal‐free components, specifically a zinc‐porphyrin as photosensitizer (PS) and a cobalt‐quaterpyridine as catalyst (CAT). Taking a significant stride forward, we have achieved an antenna effect for the first time in CO2‐to‐CO DSPs by introducing a Bodipy as an additional chromophore to enhance light harvesting efficiency. The energy transfer from Bodipy to zinc porphyrin resulted in remarkable stability (turn over number (TON)=759 vs. CAT), and high CO evolution activity (42 mmol g−1 h−1 vs. CAT).