2,3-bis-(4-ethynylphenyl)-5,7-bis(4-ethynylphenyl)thieno[3,4-b]pyrazine | 1309650-23-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2,3-bis-(4-ethynylphenyl)-5,7-bis(4-ethynylphenyl)thieno[3,4-b]pyrazine
• 英文别名: 2,3,5,7-Tetrakis(4-ethynylphenyl)thieno[3,4-b]pyrazine；2,3,5,7-tetrakis(4-ethynylphenyl)thieno[3,4-b]pyrazine
• CAS: 1309650-23-4
• 化学式: C₃₈H₂₀N₂S
• 分子量: 536.656
• InChiKey: GCATZUAFAVUWRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  41
• 可旋转键数：
  8
• 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：

  2,3-bis-(4-ethynylphenyl)-5,7-bis(4-ethynylphenyl)thieno[3,4-b]pyrazine 、 四苯基环戊二烯酮 以 邻二甲苯 为溶剂， 反应 72.0h， 以77.5%的产率得到2,3,5,7-Tetrakis[4-(2,3,4,5-tetraphenylphenyl)phenyl]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-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

文献信息

• Synthesis and Electroluminescence of Thieno-[3,4-b]-pyrazine-cored Molecule with Fluorinated Shell
  作者：Di Liu、Qing Li、Renjie Wang

  DOI：10.1071/ch12561

  日期：——

  A thieno-[3,4-b]-pyrazine-based molecule, F-DTP, was designed and synthesized for application as a red emitter in non-doped organic light-emitting diodes. F-DTP was designed with thieno-[3,4-b]-pyrazine as the luminescent core and pentaphenylphenylene (i.e. polyphenyl) groups as side arms. The peripheral phenyls on the polyphenyl arms were replaced by pentafluorophenyl rings to lower the lowest unoccupied

  设计并合成了基于噻吩并[3,4- b ]-吡嗪的分子F-DTP，用作非掺杂有机发光二极管中的红色发射体。F-DTP设计为以噻吩并[3,4- b ]-吡嗪为发光核，五苯基亚苯基（即聚苯基）为侧臂。聚苯基臂上的外围苯基被五氟苯基环取代，以降低最低的未占据分子轨道水平，从而增强F-DTP的电子注入特性。研究了光物理，热和电化学性质。数据传输协议其特征在于113 nm的大斯托克斯位移。庞大的聚苯基在平面发射核上提供位点隔离作用，因此有效抑制了不想要的分子间相互作用。F-DTP用作非掺杂发射极，通过真空蒸镀技术制造有机发光二极管。获得红色电致发光，亮度为1282 cd m –2，亮度效率为0.7 cd A –1。