1-(2-ethoxy-2-oxoethyl)-2,3,3-trimethyl-3H-indolium bromide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-(2-ethoxy-2-oxoethyl)-2,3,3-trimethyl-3H-indolium bromide
• 英文别名: Ethyl 2-(2,3,3-trimethylindol-1-ium-1-yl)acetate;bromide
• 化学式: Br*C₁₅H₂₀NO₂
• 分子量: 326.233
• InChiKey: LTCALGFCSFSRQG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.35
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  29.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-ethoxy-2-oxoethyl)-2,3,3-trimethyl-3H-indolium bromide 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙醇 、 苯 为溶剂， 反应 12.33h， 生成 3-(cyano-2-ethoxy-2-oxoethylidene)-2-(((2-ethoxy-2-oxoethyl)-3,3-dimethylindolin-2-ylidene)methyl)-4-oxocyclobutenolate
  参考文献：
  名称：

  Synthesis of novel semi-squaraine derivatives and application in efficient dye-sensitized solar cells

  摘要：

  A series of novel semi-squaraine sensitizers with various architectures and anchors have been synthesized and utilized in dye-sensitized solar cells. These dyes combine indole- or carboline-based electron rich units with strongly electron-withdrawing cyanoacetate moieties or other functional anchoring moieties. They were thoroughly characterized as per their structural, optical and electrochemical properties and the behavior of the as prepared solar cells were examined in detail using linear sweep voltammetry, electrochemical impedance spectroscopy and DFT calculations. Amongst the herein reported dyes, AKSq1, incorporating a free hydroxyl group directly attached to the squarate ring, exerts the optimum performance in dye-sensitized solar cells, despite the fact that this dye presents the lowest extinction coefficient among the molecules under study. AKSq1 demonstrates power conversion efficiency of 2.63%, about 14% higher than the efficiency obtained with the corresponding reference dye, the commercially available, high-performance, metal-free dye D35, under the same cell fabrication and measuring conditions. This result is attributed to the presence of free squaryl hydroxyl moiety ensuring efficient dye chemisorption and the existence of a lipophilic dodecyl group preventing the aggregation of the squaraine sensitizer onto the semiconductor's surface either by itself, or via increased intercalation of the C12 chain with the chenodeoxycholic acid coadsorbent.

  DOI：

  10.1016/j.dyepig.2019.02.028
• 作为产物：
  描述：

  2,3,3-三甲基-3H-吲哚 、 溴乙酸乙酯 以 甲苯 为溶剂， 反应 18.0h， 以46%的产率得到1-(2-ethoxy-2-oxoethyl)-2,3,3-trimethyl-3H-indolium bromide
  参考文献：
  名称：

  新合成的基于吲哚的离子液体，在酸性介质中作为低碳钢腐蚀的空前抑制剂

  摘要：

  化学式为5-甲氧基-1,2,3,3-四甲基-3 H的基于吲哚的离子液体（IBILs）-碘化吲哚鎓（IBIL-1），1-（2-羧乙基）-2,3,3 -三甲基-3 H-碘化吲哚（IBIL-II），2,3,3-三甲基-1-（吡啶-2-基甲基）-3 H-碘化碘（IBIL-III），1-（3-乙氧基- 3-氧丙基）-2,3,3-三甲基-3 H-溴化吲哚鎓（IBIL-IV）和1-（2-乙氧基-2-氧乙基）-2,3,3-三甲基-3 H-溴化吲哚鎓（ IBIL-V）已经合成并表征。使用极化测量和循环伏安法研究了这些IBIL的吸附和缓蚀作用。已经发现，低碳钢在0.5 MH 2 SO 4中的腐蚀抑制作用固有地取决于所研究的IBIL的结构；用溴化物作为阴离子头的IBIL比用碘化物的IBIL更有效。热力学计算表明，在钢表面的吸附符合Langmuir吸附等温线。电化学测量表明，具有最高抑制效率的IBIL-IV主要起

  DOI：

  10.1016/j.molliq.2019.111356

文献信息

• Newly synthesized indolium-based ionic liquids as unprecedented inhibitors for the corrosion of mild steel in acid medium
  作者：Saleh A. Ahmed、Mohamed I. Awad、Ismail I. Althagafi、Hatem M. Altass、Moataz Morad、Ahmed Alharbi、Rami J. Obaid

  DOI：10.1016/j.molliq.2019.111356

  日期：2019.10

  characterized. The adsorption and corrosion inhibition effect of those IBILs have been studied using polarization measurements and cyclic voltammetry. It has been found that the inhibitive effect of the corrosion of mild steel in 0.5 M H2SO4 is inherently dependent on the structure of the studied IBILs; IBILs with bromide as an anionic head are more efficient than those with iodide. Thermodynamic calculations

  化学式为5-甲氧基-1,2,3,3-四甲基-3 H的基于吲哚的离子液体（IBILs）-碘化吲哚鎓（IBIL-1），1-（2-羧乙基）-2,3,3 -三甲基-3 H-碘化吲哚（IBIL-II），2,3,3-三甲基-1-（吡啶-2-基甲基）-3 H-碘化碘（IBIL-III），1-（3-乙氧基- 3-氧丙基）-2,3,3-三甲基-3 H-溴化吲哚鎓（IBIL-IV）和1-（2-乙氧基-2-氧乙基）-2,3,3-三甲基-3 H-溴化吲哚鎓（ IBIL-V）已经合成并表征。使用极化测量和循环伏安法研究了这些IBIL的吸附和缓蚀作用。已经发现，低碳钢在0.5 MH 2 SO 4中的腐蚀抑制作用固有地取决于所研究的IBIL的结构；用溴化物作为阴离子头的IBIL比用碘化物的IBIL更有效。热力学计算表明，在钢表面的吸附符合Langmuir吸附等温线。电化学测量表明，具有最高抑制效率的IBIL-IV主要起
• Synthesis of novel semi-squaraine derivatives and application in efficient dye-sensitized solar cells
  作者：Antonios N. Kabanakis、Maria Bidikoudi、Mohamed M. Elsenety、Georgios C. Vougioukalakis、Polycarpos Falaras

  DOI：10.1016/j.dyepig.2019.02.028

  日期：2019.6

  A series of novel semi-squaraine sensitizers with various architectures and anchors have been synthesized and utilized in dye-sensitized solar cells. These dyes combine indole- or carboline-based electron rich units with strongly electron-withdrawing cyanoacetate moieties or other functional anchoring moieties. They were thoroughly characterized as per their structural, optical and electrochemical properties and the behavior of the as prepared solar cells were examined in detail using linear sweep voltammetry, electrochemical impedance spectroscopy and DFT calculations. Amongst the herein reported dyes, AKSq1, incorporating a free hydroxyl group directly attached to the squarate ring, exerts the optimum performance in dye-sensitized solar cells, despite the fact that this dye presents the lowest extinction coefficient among the molecules under study. AKSq1 demonstrates power conversion efficiency of 2.63%, about 14% higher than the efficiency obtained with the corresponding reference dye, the commercially available, high-performance, metal-free dye D35, under the same cell fabrication and measuring conditions. This result is attributed to the presence of free squaryl hydroxyl moiety ensuring efficient dye chemisorption and the existence of a lipophilic dodecyl group preventing the aggregation of the squaraine sensitizer onto the semiconductor's surface either by itself, or via increased intercalation of the C12 chain with the chenodeoxycholic acid coadsorbent.