5-carboxy-1-dodecyl-2,3,3-trimethyl-3H-indol-1-ium iodide | 1269474-06-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-carboxy-1-dodecyl-2,3,3-trimethyl-3H-indol-1-ium iodide
• 英文别名: 5-carboxy-1-dodecyl-2,3,3-trimethyl-3H-indolium iodide；5-carboxy-2,3,3-trimethyl-1-dodecyl-3H-indolium iodide；5-carboxy-2,3,3-trimethyl-1-dodecyl-3H-indoliumiodide；1-n-dodecyl-2,3,3-trimethyl-5-carboxyindoleninium iodide
• CAS: 1269474-06-7
• 化学式: C₂₄H₃₈NO₂*I
• 分子量: 499.476
• InChiKey: RSVODNSYYWNJGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.71
• 重原子数：
  28.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  40.31
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  5-carboxy-1-dodecyl-2,3,3-trimethyl-3H-indol-1-ium iodide 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 2.5h， 生成
  参考文献：
  名称：

  Multiple linker half-squarylium dyes for dye-sensitized solar cells; are two linkers better than one?

  摘要：

  这篇论文研究了在DSC器件中使用不同数量的连接剂对半方苯染料的影响。

  DOI：

  10.1039/c4ta06896c
• 作为产物：
  描述：

  4-肼基苯甲酸 在 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 14.0h， 生成 5-carboxy-1-dodecyl-2,3,3-trimethyl-3H-indol-1-ium iodide
  参考文献：
  名称：

  DYE-SENSITIZED SOLAR CELL, PHOTOELECTRIC CONVERSION ELEMENT, AND DYE FOR USE IN THE SOLAR CELL AND THE ELEMENT

  摘要：

  提供一种具有羧基吲哚啉结构和N-烷基取代基的方酰胺染料，以及使用该方酰胺染料制备的在近红外区域具有高光电转换效率的光电转换元件和染料敏化太阳能电池。光电转换元件或染料敏化太阳能电池使用代表式（1）所示的化合物作为方酰胺染料。在式（1）中，R1和R2代表取代或未取代的C5至C30烷基；X代表C(CH3)2；A和B代表羧基。

  公开号：

  US20120029206A1

文献信息

• Linear and Tripodal Squaraine Sensitizers with Triphenylamine Donor Components for Dye-sensitized Solar Cells
  作者：Tay Van Nguyen、Takeshi Maeda、Hiroyuki Nakazumi、Shigeyuki Yagi

  DOI：10.1246/cl.151101

  日期：2016.3.5

  Linear and tripodal π-conjugated compounds consisting of squaraine chromophores and triphenylamine moieties were synthesized for application to dye-sensitized solar cells. Their optical and electro...

  合成了由方酸发色团和三苯胺部分组成的线性和三足 π 共轭化合物，用于染料敏化太阳能电池。他们的光学和电子...
• Substituent effect in direct ring functionalized squaraine dyes on near infra-red sensitization of nanocrystalline TiO2 for molecular photovoltaics
  作者：Shyam S. Pandey、Takafumi Inoue、Naotaka Fujikawa、Yoshihiro Yamaguchi、Shuji Hayase

  DOI：10.1016/j.jphotochem.2010.07.010

  日期：2010.8

  We have synthesized a series of novel blue colored symmetrical squaraine sensitizers with variable alkyl chain length for their application towards the fabrication of dye-sensitized solar cells (DSSCs). It has been found that an increase in the alkyl chain length substituted at N-position of indole ring exhibits enhanced electron diffusion length and electron life-time resulting in better passivation of nanocrystalline TiO2 surface leading to enhancement in the cell performance. Based on HOMO and LUMO energy measurement of squaraine dyes, it has been demonstrated that about 0.16 eV energy barrier is sufficient for electron injection from LUMO of dye to TiO2 conduction band and dye regeneration after photo-excitation. Performances of DSSCs using model squaraine dyes indicate that dodecyl alkyl substituent is optimum giving highest Voc and use of chenodeoxycholic acid along with the dye SQ-4 shows a photoconversion efficiency of 3.5% under AM 1.5 irradiation. (C) 2010 Elsevier B.V. All rights reserved.
• Microwave-Assisted Synthesis of Near-Infrared Fluorescent Indole-Based Squaraines
  作者：Nadia Barbero、Claudio Magistris、Jinhyung Park、Davide Saccone、Pierluigi Quagliotto、Roberto Buscaino、Claudio Medana、Claudia Barolo、Guido Viscardi

  DOI：10.1021/acs.orglett.5b01453

  日期：2015.7.2

  A microwave-assisted method for the preparation of a wide color range of 2,3,3-trimethylindolenine-based squaraines and their intermediates is described. This practical approach allows the rapid preparation of both symmetrical and nonsymmetrical Squaraine dyes, reducing reaction time from days to minutes with more than 2-fold improvement in product yields when compared to,conventional methods.