bis-(4-bromophenyl)-5,7-bis(4-bromophenyl)thieno[3,4-b]pyrazine | 1309650-21-2

• 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: bis-(4-bromophenyl)-5,7-bis(4-bromophenyl)thieno[3,4-b]pyrazine
• 英文别名: 2,3,5,7-Tetrakis(4-bromophenyl)thieno[3,4-b]pyrazine；2,3,5,7-tetrakis(4-bromophenyl)thieno[3,4-b]pyrazine
• CAS: 1309650-21-2
• 化学式: C₃₀H₁₆Br₄N₂S
• 分子量: 756.152
• InChiKey: NPLDOVUYBYOPQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  37
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-(1,2,2-三苯基乙烯基)苯基)硼酸 、 bis-(4-bromophenyl)-5,7-bis(4-bromophenyl)thieno[3,4-b]pyrazine 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 甲醇 、 甲苯 为溶剂， 以63%的产率得到2,3,5,7-Tetrakis[4-[4-(1,2,2-triphenylethenyl)phenyl]phenyl]thieno[3,4-b]pyrazine
  参考文献：
  名称：

  Novel thieno-[3,4-b]-pyrazine derivatives for non-doped red organic light-emitting diodes

  摘要：

  Two novel red fluorescent thieno-[3,4-b]-pyrazine-cored molecules containing tetraphenylethylene as peripheral groups, T-TP and T-TP1, are designed and synthesized. Their photophysical, electrochemical and electroluminescent properties are investigated. They are characterized by large Stokes shifts of over 100 nm. The bulky peripheral groups enable these molecules to be well soluble and provide the site-isolation effect on the planar emissive core. These novel materials are used as non-doped emitting layer to fabricate organic light-emitting diodes (OLEDs) by vacuum evaporation technique. Saturated red emission is obtained with a maximum brightness of 1385 cd m(-2) and a luminance efficiency of 0.66 cd A(-1). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.08.028
• 作为产物：
  描述：

  2,5-Bis(4-bromophenyl)-3,4-dinitrothiophene 在 盐酸 、 tin 、 对甲苯磺酸 作用下， 以 乙醇 、 氯仿 、 水 为溶剂， 反应 6.0h， 生成 bis-(4-bromophenyl)-5,7-bis(4-bromophenyl)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

文献信息

• Novel red-emitting thieno-[3,4-b]-pyrazine derivatives suitable for vacuum evaporation and solution method to fabricate non-doped OLEDs
  作者：Qing Li、Jiuyan Li、Ruixia Yang、Lijun Deng、Zhanxian Gao、Di Liu

  DOI：10.1016/j.dyepig.2011.05.029

  日期：2012.1

  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.
• Novel thieno-[3,4-b]-pyrazine derivatives for non-doped red organic light-emitting diodes
  作者：Jiuyan Li、Yongheng Duan、Qing Li

  DOI：10.1016/j.dyepig.2012.08.028

  日期：2013.2

  Two novel red fluorescent thieno-[3,4-b]-pyrazine-cored molecules containing tetraphenylethylene as peripheral groups, T-TP and T-TP1, are designed and synthesized. Their photophysical, electrochemical and electroluminescent properties are investigated. They are characterized by large Stokes shifts of over 100 nm. The bulky peripheral groups enable these molecules to be well soluble and provide the site-isolation effect on the planar emissive core. These novel materials are used as non-doped emitting layer to fabricate organic light-emitting diodes (OLEDs) by vacuum evaporation technique. Saturated red emission is obtained with a maximum brightness of 1385 cd m(-2) and a luminance efficiency of 0.66 cd A(-1). (C) 2012 Elsevier Ltd. All rights reserved.