4-(4-bromo-2-methylbenzo[d]thiazol-7-yl)-N,N-diphenylaniline | 1417896-99-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(4-bromo-2-methylbenzo[d]thiazol-7-yl)-N,N-diphenylaniline
• 英文别名: 4-(4-bromo-2-methyl-1,3-benzothiazol-7-yl)-N,N-diphenylaniline
• CAS: 1417896-99-1
• 化学式: C₂₆H₁₉BrN₂S
• 分子量: 471.42
• InChiKey: RGJULKQMQKUBPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-bromo-2-methylbenzo[d]thiazol-7-yl)-N,N-diphenylaniline 在 四(三苯基膦)钯 、 溶剂黄146 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 5-(7-(4-(diphenylamino)phenyl)-2-methylbenzo[d]thiazol-4-yl)thiophene-2-carbaldehyde
  参考文献：
  名称：

  Influence of the benzo[d]thiazole-derived π-bridges on the optical and photovoltaic performance of D–π–A dyes

  摘要：

  New metal-free organic sensitizers containing a benzo[d]thiazole or phenyl unit as the pi-conjugated system, a triphenylamine as an electron donor, and a cyanoacrylic acid moiety as an electron acceptor were synthesized and used for dye-sensitized solar cells. Photophysical and electrochemical properties of these dyes were investigated, and their performances as sensitizers in solar cells were measured. The introduction of a benzo[d]thiazole unit into the molecular structure resulted in a high incident photon-to-current conversion efficiency (more than 70%) from 340 nm to 600 nm. One solar cell containing a benzo[d]thiazole unit, produced a eta of 5.85% (J(SC) = 10.63 mA cm(-2), V-OC = 0.72 V, and ff = 0.77) under 100 mW cm(-2) simulated AM 1.5 G solar irradiation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.11.004
• 作为产物：
  描述：

  2,5-二溴硝基苯 在 劳森试剂 、 吡啶 、 四(三苯基膦)钯 、 tetraphosphorus decasulfide 、 六甲基二硅氧烷 、 铁粉 、 sodium carbonate 、 溶剂黄146 、 sodium hydroxide 、 potassium hexacyanoferrate(III) 作用下， 以 四氢呋喃 、 乙醇 、 水 、 甲苯 为溶剂， 反应 37.0h， 生成 4-(4-bromo-2-methylbenzo[d]thiazol-7-yl)-N,N-diphenylaniline
  参考文献：
  名称：

  Influence of the benzo[d]thiazole-derived π-bridges on the optical and photovoltaic performance of D–π–A dyes

  摘要：

  New metal-free organic sensitizers containing a benzo[d]thiazole or phenyl unit as the pi-conjugated system, a triphenylamine as an electron donor, and a cyanoacrylic acid moiety as an electron acceptor were synthesized and used for dye-sensitized solar cells. Photophysical and electrochemical properties of these dyes were investigated, and their performances as sensitizers in solar cells were measured. The introduction of a benzo[d]thiazole unit into the molecular structure resulted in a high incident photon-to-current conversion efficiency (more than 70%) from 340 nm to 600 nm. One solar cell containing a benzo[d]thiazole unit, produced a eta of 5.85% (J(SC) = 10.63 mA cm(-2), V-OC = 0.72 V, and ff = 0.77) under 100 mW cm(-2) simulated AM 1.5 G solar irradiation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.11.004

文献信息

• Influence of the benzo[d]thiazole-derived π-bridges on the optical and photovoltaic performance of D–π–A dyes
  作者：Zhenhua Ci、Xiaoqiang Yu、Ming Bao、Chaolei Wang、Tingli Ma

  DOI：10.1016/j.dyepig.2012.11.004

  日期：2013.3

  New metal-free organic sensitizers containing a benzo[d]thiazole or phenyl unit as the pi-conjugated system, a triphenylamine as an electron donor, and a cyanoacrylic acid moiety as an electron acceptor were synthesized and used for dye-sensitized solar cells. Photophysical and electrochemical properties of these dyes were investigated, and their performances as sensitizers in solar cells were measured. The introduction of a benzo[d]thiazole unit into the molecular structure resulted in a high incident photon-to-current conversion efficiency (more than 70%) from 340 nm to 600 nm. One solar cell containing a benzo[d]thiazole unit, produced a eta of 5.85% (J(SC) = 10.63 mA cm(-2), V-OC = 0.72 V, and ff = 0.77) under 100 mW cm(-2) simulated AM 1.5 G solar irradiation. (C) 2012 Elsevier Ltd. All rights reserved.