2,5-Bis(4-bromophenyl)-3,4-dinitrothiophene | 1247952-42-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2,5-Bis(4-bromophenyl)-3,4-dinitrothiophene
• CAS: 1247952-42-6
• 化学式: C₁₆H₈Br₂N₂O₄S
• 分子量: 484.125
• InChiKey: XCHWBYMYIJAHMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,5-Bis(4-bromophenyl)-3,4-dinitrothiophene 在 盐酸 、 bis-triphenylphosphine-palladium(II) chloride 、 氟化铵 、 tin 、 copper(l) iodide 、 四丁基氟化铵 、 对甲苯磺酸 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 氯仿 、 水 为溶剂， 反应 56.0h， 生成 2,3-bis-(4-ethynylphenyl)-5,7-bis(4-ethynylphenyl)thieno[3,4-b]pyrazine
  参考文献：
  名称：

  Novel red-emitting thieno-[3,4-b]-pyrazine derivatives suitable for vacuum evaporation and solution method to fabricate non-doped OLEDs

  摘要：

  Two novel red-emitting thieno-[3,4-b]-pyrazine-cored molecules with phenyls (TP) or polyphenyls (Mullen type dendron, DTP) as peripheral groups were designed and synthesized. They have large Stokes shifts over 100 nm. DTP is thermally stable with decomposition temperature up to 458 degrees C. More importantly, it is amorphous with a remarkably high glass transition temperature of 262 degrees C. DTP can be made into thin films either by solution method or vacuum evaporation. Red OLEDs were fabricated using either spin coated or vacuum evaporated DTP film as emitting layer. The evaporated device exhibited a maximum brightness of 1753 cd m(-2) and a luminous efficiency of 0.74 cd A(-1), which are among the best data ever reported for thieno-[3,4-b]-pyrazine derivatives so far. In contrary, TP failed to produce satisfied red emission in its evaporated OLEDs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.05.029
• 作为产物：
  描述：

  2,5-二溴-3,4-二硝基噻吩 、 4-溴苯硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 8.0h， 以41.2%的产率得到2,5-Bis(4-bromophenyl)-3,4-dinitrothiophene
  参考文献：
  名称：

  Novel red-emitting thieno-[3,4-b]-pyrazine derivatives suitable for vacuum evaporation and solution method to fabricate non-doped OLEDs

  摘要：

  Two novel red-emitting thieno-[3,4-b]-pyrazine-cored molecules with phenyls (TP) or polyphenyls (Mullen type dendron, DTP) as peripheral groups were designed and synthesized. They have large Stokes shifts over 100 nm. DTP is thermally stable with decomposition temperature up to 458 degrees C. More importantly, it is amorphous with a remarkably high glass transition temperature of 262 degrees C. DTP can be made into thin films either by solution method or vacuum evaporation. Red OLEDs were fabricated using either spin coated or vacuum evaporated DTP film as emitting layer. The evaporated device exhibited a maximum brightness of 1753 cd m(-2) and a luminous efficiency of 0.74 cd A(-1), which are among the best data ever reported for thieno-[3,4-b]-pyrazine derivatives so far. In contrary, TP failed to produce satisfied red emission in its evaporated OLEDs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.05.029