2,5-dioctyl-3,6-bis{4'-[2-(4-bromophenyl)-2-cyano-vinyl]phenyl}pyrrolo[3,4-c] pyrrole-1,4-dione | 1257408-48-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2,5-dioctyl-3,6-bis{4'-[2-(4-bromophenyl)-2-cyano-vinyl]phenyl}pyrrolo[3,4-c] pyrrole-1,4-dione
• CAS: 1257408-48-2
• 化学式: C₅₂H₅₂Br₂N₄O₂
• 分子量: 924.818
• InChiKey: VCGISBDZCUJCQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.87
• 重原子数：
  60.0
• 可旋转键数：
  20.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  88.2
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2,5-Dioctyl-3,6-bis[4-[1,3]dioxolan-2-yl-phenyl]pyrrolo[3,4-c]pyrrole-1,4-dione 在 盐酸 、 水 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 2.5h， 生成 2,5-dioctyl-3,6-bis{4'-[2-(4-bromophenyl)-2-cyano-vinyl]phenyl}pyrrolo[3,4-c] pyrrole-1,4-dione
  参考文献：
  名称：

  新型二酮基吡咯并吡咯基发光体的合成，显示出结晶诱导的发射增强性能

  摘要：

  合成并表征了一系列基于二酮吡咯并吡咯的发光体。π共轭单元和与二酮吡咯并吡咯环相连的烷基的变化极大地影响了它们的光致发光性能。2,5-二烷基-3,6-双（4-（（10-氧代蒽-9（10H）-亚烷基）甲基）苯基）吡咯并[3,4-c]吡咯-1,4-二酮显示出聚集体诱导的发射增强和结晶诱导的发射增强特性，而3,6-双（4- [1,3]二氧戊环-2-基-苯基）-2,5-二烷基吡咯并[3,4-c]吡咯-1,4-二酮，2,5-二烷基-3,6-双（4-甲酰基苯基）吡咯并[3,4 -c]吡咯-1,4-二酮和2,5-二辛基-3,6-双{4- [2-（4-溴苯基）-2-氰基乙烯基]-苯基}吡咯并[3,4-c]吡咯-1，4-二酮没有表现出这些性质。结果表明，发光体的发射增强取决于分子内旋转的限制和π-π聚集之间的竞争，前者引起发射增强，而后者引起荧光猝灭。

  DOI：

  10.1016/j.dyepig.2011.01.005

文献信息

• Enhancement of electroluminescence properties of red diketopyrrolopyrrole-doped copolymers by oxadiazole and carbazole units as pendants
  作者：Yi Jin、Yanbin Xu、Zhi Qiao、Junbiao Peng、Baozheng Wang、Derong Cao

  DOI：10.1016/j.polymer.2010.09.046

  日期：2010.11

  Two novel diketopyrrolopyrrole (DPP)-based copolymers P1-2 were prepared by doping red emitting DPP monomer (1 mol%) into benzothiadiazole alkoxybenzene and 9 9-dialkylfluorene-based copolymers through base-free Suzuki polymerization P1 contained the pendants of electron-transport oxadiazole and hole-transport carbazole but P2 did not contain them P1 had higher glass transition temperature than P2 The electroluminescence (EL) devices of P1 and P2 (ITO/PEDOT PSS/polymer/CsF/Al) exhibited red emission with external quantum efficiency of 0 63% and 0 18% and with brightness of 2681 and 885 cd/m(2) respectively The results show that the EL properties of P1 are much better than that of P2 due to the introduction of oxadiazole and carbazole as the pendants The pendants could restrain aggregation which might induce fluorescence quenching and are of benefit to keep high charge mobility The efficient energy transfer existed among the pendants polymer backbone and DPP unit These factors should be responsible for the higher EL performance of P1 (C) 2010 Elsevier Ltd All rights reserved