6,7-bis(3,4-bis(dodecyloxy)phenyl)-4,9-bis(5-bromo-4-(2-ethylhexyl)thiophen-2-yl)-2-dodecyl-2H-[1-3]triazolo[4,5-g]quinoxaline | 1450617-45-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6,7-bis(3,4-bis(dodecyloxy)phenyl)-4,9-bis(5-bromo-4-(2-ethylhexyl)thiophen-2-yl)-2-dodecyl-2H-[1-3]triazolo[4,5-g]quinoxaline
• 英文别名: 4,9-Bis[5-bromo-4-(2-ethylhexyl)thiophen-2-yl]-6,7-bis(3,4-didodecoxyphenyl)-2-dodecyltriazolo[4,5-g]quinoxaline
• CAS: 1450617-45-4
• 化学式: C₁₀₄H₁₆₇Br₂N₅O₄S₂
• 分子量: 1775.44
• InChiKey: PMKPTGOZZJHEPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  44.3
• 重原子数：
  117
• 可旋转键数：
  75
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  6,7-bis(3,4-bis(dodecyloxy)phenyl)-2-dodecyl-4,9-bis(4-(2-ethylhexyl) thiophen-2-yl)-2H-[1-3]triazolo[4,5-g]quinoxaline 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 以47%的产率得到6,7-bis(3,4-bis(dodecyloxy)phenyl)-4,9-bis(5-bromo-4-(2-ethylhexyl)thiophen-2-yl)-2-dodecyl-2H-[1-3]triazolo[4,5-g]quinoxaline
  参考文献：
  名称：

  Synthesis and photovoltaic performance of novel thiophenyl-methylene-9H-fluorene-based low bandgap polymers

  摘要：

  Three novel donor-acceptor polymers have been synthesized with Suzuki cross-coupling between thiophenyl-methylene-9H-fluorene donating unit with thiazolo[5,4-d]]thiazole (PHI benzothiadiazole (PFTODTBT) or [1,2,3]triazolo[4,5-g]quinoxaline (PFTDTBTzQ) accepting unit. The polymer PFTTTz-THF prepared from tetrahydrofuran (THF) presented higher molecular weight and narrower polydiversity than that from toluene (PFTTTz-toluene), leading to higher photovoltaic performance in BHJ devices of these polymers blended with PC71BM ([6,6]-phenyl-C-71-butyric acid methyl ester). These good solution processable polymers exhibit a bandgap of 1.66-1.93 eV and a low highest occupied molecular orbital (HOMO) energy level similar to -5.32 eV. Polymers PFTTTz and PFTODTBT displayed strong absorption in the range of 300-650 nm, while PFTDTBTzQ showed a further 100 nm extended absorption band. Overall efficiencies over 1.5% are achieved for BHJ devices fabricated from blends of PFTITz with PC71BM as active layer. A maximum power conversion efficiency of 2.21% is obtained by the use of interlayer poly [(9,9-dioctyl-2,7-fluorene)-alt-(9,9-bis(3'-(N, N-dimethylamino)propyl)-2,7-fluorene)] (PFN) and Ca between active layer and Al anode. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2013.07.001