2.5-Dibrom-terephthalophenon

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2.5-Dibrom-terephthalophenon
• 英文别名: 1,4-dibenzoyl-2,5-dibromobenzene；(4-Benzoyl-2,5-dibromophenyl)-phenylmethanone；(4-benzoyl-2,5-dibromophenyl)-phenylmethanone
• 化学式: C₂₀H₁₂Br₂O₂
• 分子量: 444.122
• InChiKey: XOKMYFHFAKATJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2.5-Dibrom-terephthalophenon 、 二苯胺 在 potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 2-二环己基磷-2',6'-二异丙氧基-1,1'-联苯 作用下， 以 甲苯 为溶剂， 反应 10.0h， 以68%的产率得到1,4-dibenzoyl-2,5-bis(diphenylamino)benzene
  参考文献：
  名称：

  Twisting strategy applied to N,N-diorganoquinacridones leads to organic chromophores exhibiting efficient solid-state fluorescence

  摘要：

  A new molecular design of organic emitters exhibiting efficient solid-state fluorescence, which involves planarity breaking of N,N-diorganoquinacridones, is presented. The new design principle led to the development of dimethyl 2,5-diaminoterephthalates and 2,5-diamino-1,4-diaroylbenzenes, which emitted green to yellow and yellow to red light with high-to-excellent quantum yields, respectively. In addition, the photoluminescence properties of the diaroylbenzenes were dependent on the morphology and reversibly variable by thermal and solvent vapor stimuli. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.087
• 作为产物：
  描述：

  2,5-dibromoterephthaloyl dichloride 在 吡啶 、 magnesium 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 2.5-Dibrom-terephthalophenon
  参考文献：
  名称：

  Twisting strategy applied to N,N-diorganoquinacridones leads to organic chromophores exhibiting efficient solid-state fluorescence

  摘要：

  A new molecular design of organic emitters exhibiting efficient solid-state fluorescence, which involves planarity breaking of N,N-diorganoquinacridones, is presented. The new design principle led to the development of dimethyl 2,5-diaminoterephthalates and 2,5-diamino-1,4-diaroylbenzenes, which emitted green to yellow and yellow to red light with high-to-excellent quantum yields, respectively. In addition, the photoluminescence properties of the diaroylbenzenes were dependent on the morphology and reversibly variable by thermal and solvent vapor stimuli. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.087

文献信息

• Room-Temperature Phosphorescence of Crystalline 1,4-Bis(aroyl)-2,5-dibromobenzenes
  作者：Masaki Shimizu、Akinori Kimura、Hiroshi Sakaguchi

  DOI：10.1002/ejoc.201501382

  日期：2016.1

  room temperature. We report herein that 1,4-bis(aroyl)-2,5-dibromobenzenes serve as a new class of such luminophores. The bis(aroyl)benzene derivatives were not emissive either in solution or in a doped polymer thin film. In contrast, crystals of bis(aroyl)benzenes showed photoluminescence under ambient conditions, which was subsequently confirmed as phosphorescence with a luminescence lifetime measurement

  人们对在室温下显示磷光的无金属有机发光体越来越感兴趣。我们在此报告 1,4-双（芳酰基）-2,5-二溴苯作为一类新的发光体。双(芳酰基)苯衍生物在溶液或掺杂聚合物薄膜中均不发光。相比之下，双（芳酰基）苯晶体在环境条件下显示出光致发光，随后通过发光寿命测量证实为磷光。发射颜色从蓝色到绿色不等，具体取决于芳酰基的性质，室温下的发光量子产率为 0.05-0.18，77 K 下的发光量子产率为 0.38-0.67。在每个晶体中，有几种分子间相互作用，如 C=O观察到···H、Br···Br、C=O···Br、F···F、S···H和MeO···H，