5-((6-(4-(diphenylamino)phenyl)-4-(2-ethylhexyl)-4H-dithieno[3,2-b:2',3'-d]pyrrol-2-yl)methylene)-1-(2-ethylhexyl)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile | 1346644-06-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-((6-(4-(diphenylamino)phenyl)-4-(2-ethylhexyl)-4H-dithieno[3,2-b:2',3'-d]pyrrol-2-yl)methylene)-1-(2-ethylhexyl)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile
• 英文别名: 1-(2-ethylhexyl)-5-[[7-(2-ethylhexyl)-10-[4-(N-phenylanilino)phenyl]-3,11-dithia-7-azatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraen-4-yl]methylidene]-4-methyl-2,6-dioxopyridine-3-carbonitrile
• CAS: 1346644-06-1
• 化学式: C₅₀H₅₄N₄O₂S₂
• 分子量: 807.136
• InChiKey: STMJBPQTEPJCCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.8
• 重原子数：
  58
• 可旋转键数：
  17
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  126
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-乙基己胺 在 哌啶 、 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 5-((6-(4-(diphenylamino)phenyl)-4-(2-ethylhexyl)-4H-dithieno[3,2-b:2',3'-d]pyrrol-2-yl)methylene)-1-(2-ethylhexyl)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile
  参考文献：
  名称：

  [EN] IMPROVED OLIGOTHIOPHENES
  [FR] OLIGOTHIOPHÈNES AMÉLIORÉS

  摘要：

  式（I）的化合物，其中T是从（a）组成的群体中独立选择的。变量R1、R2、R3、R4、R5、R6、R7、R8、R9、Ar、L和n的定义如本说明书中所述。这些化合物能够进行电荷传输，并在有机光伏器件中应用，例如染料敏化太阳能电池。

  公开号：

  WO2011137487A1

文献信息

• Small molecules containing rigidified thiophenes and a cyanopyridone acceptor unit for solution-processable bulk-heterojunction solar cells
  作者：Akhil Gupta、Abdelselam Ali、Mei Gao、Th. Birendra Singh、Ante Bilic、Scott E. Watkins、Udo Bach、Richard A. Evans

  DOI：10.1016/j.dyepig.2015.03.028

  日期：2015.8

  We designed two solution processable small molecules, 5((5-(4-(diphenylamino)phenyl)thieno[3,2-b] thiophene-2-yl)methylene)-1-(2-ethylhexyl)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3- carbonitrile (1) and 5-((6-(4-(diphenylamino)phenyl)-4-(2-ethylhexyl)-4H-dithieno[3,2-b:2',3'-d]pyrrol-2-yl)methylene)-1-(2-ethylhexyl)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile (2), consisting of a triphenylamine electron donating group and a cyanopyridone electron accepting group linked by two different rigidified pi-spacer thiophenes. Ultraviolet visible absorption spectra revealed that the use of three fused rings (dithienopyrrole) as the conjugated pi-spacer resulted in an enhanced intramolecular charge transfer transition and reduction of band gap, when compared with a non-fused bithiophene and two fused thiophenes (thienothiophene) analogues. Power conversion efficiencies (PCEs) of 2.39% and 2.14% were achieved for simple photovoltaic devices based on 1/PC61BM and 2/PC61BM under simulated AM 1.5 illumination (100 mW cm(-2)), respectively. It has been observed that the degree of conjugation of the central pi-bridge was not a key factor for the enhancement of photovoltaic performance. Crown Copyright (C) 2015 Published by Elsevier Ltd. All rights reserved.