2,3,5,6-tetrakis(4-(2,3-dihydrothieno[3,4-b][1,4]dithiin-5-yl)phenyl)pyrrolo[3,4-c] pyrrole-1,4(2H,5H)-dione | 1259986-93-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 2,3,5,6-tetrakis(4-(2,3-dihydrothieno[3,4-b][1,4]dithiin-5-yl)phenyl)pyrrolo[3,4-c] pyrrole-1,4(2H,5H)-dione
• 英文别名: 1,2,4,5-Tetrakis[4-(2,3-dihydrothieno[3,4-b][1,4]dithiin-5-yl)phenyl]pyrrolo[3,4-c]pyrrole-3,6-dione；1,2,4,5-tetrakis[4-(2,3-dihydrothieno[3,4-b][1,4]dithiin-5-yl)phenyl]pyrrolo[3,4-c]pyrrole-3,6-dione
• CAS: 1259986-93-0
• 化学式: C₅₄H₃₆N₂O₂S₁₂
• 分子量: 1129.68
• InChiKey: AZBQBWCPCYDIDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.9
• 重原子数：
  70
• 可旋转键数：
  8
• 环数：
  14.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  356
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  (4-溴苯甲酰)乙酸乙酯 在 四(三苯基膦)钯 、 溴 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.33h， 生成 2,3,5,6-tetrakis(4-(2,3-dihydrothieno[3,4-b][1,4]dithiin-5-yl)phenyl)pyrrolo[3,4-c] pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  Cross-linked polymers based on 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP): Synthesis, optical and electronic properties

  摘要：

  A series of 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP) derivatives carrying thienyl-, 3,4-ethylenedioxy-thienyl- (EDOT-) and 3,4-ethylenedithiathienyl- (EDTf-) substituent groups have been synthesized and electrochemically polymerized. The polymers were investigated using UV/vis absorption spectroscopy and cyclic voltammetry. It was found that the growth of the polymers proceeded as random coupling of the thiophene groups in the 2-,3-,5-, and 6-positions of the DPP chromophore. In the cross-linked polymers, conjugated sequences were only built through coupling of thiophene groups in 3,6-positions, and separated by non-conjugated sequences through coupling with thiophene units in other positions of the DPP core. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.10.054

文献信息

• Near infrared absorbing polymers for electronic applications
  申请人：BASF SE

  公开号：EP2818493A1

  公开（公告）日：2014-12-31

  The present invention relates to polymers comprising repeating units of the formula or and their use as organic semiconductor material in organic electronic devices, especially in organic photovoltaics (solar cells) and photodiodes, or in a device containing a diode and/or an organic field effect transistor. The polymers according to the present invention show high absorption in the wavelength range above 1000 nm. A particularity of the polymers is their relatively high lying LUMO associated with a very low band gap, which allows them to provide high short-circuit current (Jsc) when used as photoactive material in combination with commercial C60 / C70 fullerene derivatives in solar cells or photodiodes.

  本发明涉及由以下式子的重复单元组成的聚合物 或 及其在有机电子设备中作为有机半导体材料的用途，特别是在有机光伏（太阳能电池）和光电二极管中，或在含有二极管和/或有机场效应晶体管的设备中的用途。本发明的聚合物在 1000 纳米以上的波长范围内具有高吸收率。这种聚合物的一个特点是 LUMO 值相对较高，带隙很低，因此在太阳能电池或光电二极管中作为光活性材料与商用 C60 / C70 富勒烯衍生物结合使用时，可提供较高的短路电流（Jsc）。