6,6'-bis(5-bromothiophen-2-yl)-N,N'-(2-octyldodecanyl)-isoindigo | 1617520-15-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 6,6'-bis(5-bromothiophen-2-yl)-N,N'-(2-octyldodecanyl)-isoindigo
• 英文别名: N,N'-(2-octyldodecyl)-6,6'-di(5-bromothiophen-2-yl)-isoindigo
• CAS: 1617520-15-6
• 化学式: C₆₄H₉₂Br₂N₂O₂S₂
• 分子量: 1145.39
• InChiKey: OGKYLQLUKLYWPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.07
• 重原子数：
  72.0
• 可旋转键数：
  38.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  40.62
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  9-(溴甲基)十九烷 在 tris-(dibenzylideneacetone)dipalladium(0) 、 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 6,6'-bis(5-bromothiophen-2-yl)-N,N'-(2-octyldodecanyl)-isoindigo
  参考文献：
  名称：

  Synthesis and Characterization of Phenothiazine-Isoindigo Copolymers for Photovoltaic Applications

  摘要：

  DOI：

  10.5012/bkcs.2014.35.6.1875

文献信息

• Control of polymer-packing orientation in thin films through chemical structure of D-A type polymers and its application in efficient photovoltaic devices
  作者：Min-Hee Choi、Eui Jin Ko、Yong Woon Han、Eui Jin Lee、Doo Kyung Moon

  DOI：10.1016/j.polymer.2015.08.003

  日期：2015.9

  Controlling solid-state order of pi-conjugated polymers through macromolecular design is essential for achieving high electronic device performance. Our work investigates the various effects of polymer structure on solid-state packing, especially, regarding polymer-packing orientation (edge-on vs. face-on). Various number of thiophene-containing isoindigo polymers (P4TI, P4TI-3, P4TI-4, P6TI-3 and P6TI-4) are synthesized via Stille coupling reaction. Differences in side chain position and spacer length are attributed to variation in energy levels and polymer backbone curvature. The orientation of the obtained polymers in thin films is confirmed by XRD measurement. Polymers (P4TI, P6TI-4) with shoulder peaks in UV-vis spectra of solution and film exhibit crystalized domains. Planar polymers prefer face-on orientation and provide more efficient organic photovoltaic (OPV) devices. The polymer solar cells are fabricated through a solution process and compared power conversion efficiency (PCE). P6TI-4 shows PCE up to 3.5%, with a short-circuit current density of 7.2 mA/cm(2), an open-circuit voltage of 0.70 V, and a fill factor of 66%. (C) 2015 Elsevier Ltd. All rights reserved.