3,7-dibromo-10-(4-dodecyloxyphenyl)phenothiazine | 1211331-98-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3,7-dibromo-10-(4-dodecyloxyphenyl)phenothiazine
• 英文别名: 3,7-dibromo-10-(4-(dodecyloxy)phenyl)-10H-phenothiazine
• CAS: 1211331-98-4
• 化学式: C₃₀H₃₅Br₂NOS
• 分子量: 617.488
• InChiKey: LYANLIVUWSZHKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.45
• 重原子数：
  35.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3,7-dibromo-10-(4-dodecyloxyphenyl)phenothiazine 在 哌啶 、 trans-bis(triphenylphosphine)palladium dichloride 、 ammonium acetate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 51.0h， 生成 2,2'-(((10-(4-(dodecyloxy)phenyl)-10H-phenothiazine-3,7-diyl) bis(thiophene-5,2-diyl))bis-(methanylylidene))dimalononitrile
  参考文献：
  名称：

  Effect of intermolecular interaction with phenothiazine core on inverted organic photovoltaics by using different acceptor moiety

  摘要：

  Six novel small molecules containing phenothiazine as the core moiety of p-type materials were synthesized in combination with PC61BM or PC71BM as n-type materials for bulk heterojunction organic photovoltaic (OPV) cells. Phenothiazine was used as donor building blocks to construct acceptor donor acceptor (A-D-A) and ADD A small molecule. We investigated the relationship between the molecular structures, optoelectronic and thermal properties, and their blend film morphologies for OPV applications. We further studied their photophysical properties using a time-dependent density functional theory model and the B3LYP functional. A solution-processed OPV employing PT2-DE combined with the electron acceptor PC61BM and additive 010 achieved optimal device performance, with a shortcircuit current 'of 6.3 mASix novel small molecules containing phenothiazine as the core moiety of p -type materials were synthesized in combination with PC6113M or PC71BM as n -type materials for bulk heterojunction organic photovoltaic (OPV) cells. Phenothiazine was used as donor building blocks to construct acceptor donor acceptor (A D A) and A D D A small molecule. We investigated the relationship between the molecular structures, optoelectronic and thermal properties, and their blend film morphologies for OPV applications. We further studied their photophysical properties using a time -dependent density functional theory model and the B3LYP functional. A solution -processed OPV employing PT2-DE combined with the electron acceptor PC61BM and additive 010 achieved optimal device performance, with a shortcircuit current 'of 6.3 mA cm -2, an open -circuit voltage of 770 mV, a fill factor of 0.55, and a corresponding overall conversion efficiency of 2.64%. To the best of our knowledge, this is the best -reported performance of a phenothiazine derivative for OPV application. 2017 Elsevier Ltd. All rights reserved. cm(-2), an open-circuit voltage of 770 mV, a fill factor of 0.55, and a corresponding overall conversion efficiency of 2.64%. To the best of our knowledge, this is the best-reported performance of a phenothiazine derivative for OPV application. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2017.07.027
• 作为产物：
  描述：

  10-(4-dodecyloxyphenyl)-10H-phenothiazine 在 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 、 sodium hydroxide 作用下， 以 氯仿 、 水 为溶剂， 反应 2.5h， 以93%的产率得到3,7-dibromo-10-(4-dodecyloxyphenyl)phenothiazine
  参考文献：
  名称：

  吩噻二烯亚乙烯基聚合物的合成与性能：用于场效应晶体管和太阳能电池的新型有机半导体

  摘要：

  一系列新的基于碳酸亚乙烯phenothiazylene半导体聚合物，聚[3,7-（4'-十二烷氧基）phenothiazylene乙炔]（P1），聚[3,7-（4'-十二烷氧基）phenothiazylene vinylene- ALT -1,4-亚苯基乙烯撑]（P2），和聚[3,7-（4'-十二烷氧基）phenothiazylene vinylene- ALT -2,5-亚噻吩基亚乙烯基]（P3），都通过Horner-Emmons反应被合成。FTIR和1个1 H NMR光谱证实，在聚合物中的亚乙烯基的结构是所有-反式（É）。P1的重均分子量（M w），发现P2和P3分别为27,000、22,000和29,000，多分散指数分别为1.91、2.05和2.25。P1，P2和P3的热谱图分别仅包含一个宽的玻璃化转变温度，分别在129、167和155°C，而没有观察到熔融特征。聚合物的紫外可见吸收光谱显示在315–370

  DOI：

  10.1002/pola.23814