(E)-6,6'-dibromo-1,1'-di(hex-5-en-1-yl)-[3,3'-biindolinylidene]-2,2'-dione | 1351240-73-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (E)-6,6'-dibromo-1,1'-di(hex-5-en-1-yl)-[3,3'-biindolinylidene]-2,2'-dione
• CAS: 1351240-73-7
• 化学式: C₂₈H₂₈Br₂N₂O₂
• 分子量: 584.351
• InChiKey: OAJWMNCSHPASFJ-OCEACIFDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.53
• 重原子数：
  34.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  40.62
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  双三甲基硅氧基甲基硅烷 、 (E)-6,6'-dibromo-1,1'-di(hex-5-en-1-yl)-[3,3'-biindolinylidene]-2,2'-dione 在 铂(0)-1,3-二乙烯-1,1,3,3-四甲基二硅氧烷 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 甲苯 为溶剂， 以40%的产率得到(E)-6,6'-dibromo-1,1'-bis(6-(1,1,1,3,5,5,5-heptamethyltrisiloxan-3-yl)hexyl)-[3,3'-biindolinylidene]-2,2'-dione
  参考文献：
  名称：

  Siloxane-Terminated Solubilizing Side Chains: Bringing Conjugated Polymer Backbones Closer and Boosting Hole Mobilities in Thin-Film Transistors

  摘要：

  We introduce a novel siloxane-terminated solubilizing group and demonstrate its effectiveness as a side chain in an isoindigo-based conjugated polymer. An average hole mobility of 2.00 cm(2) V-1 s(-1) (with a maximum mobility of 2.48 cm(2) V-1 s(-1)), was obtained from solution-processed thin-film transistors, one of the highest mobilities reported to date. In contrast, the reference polymer with a branched alkyl side chain gave an average hole mobility of 0.30 cm(2) V-1 s(-1) and a maximum mobility of 0.57 cm(2) V-1 s(-1). This is largely explained by the polymer packing: our new polymer exhibited a pi-pi stacking distance of 3.58 angstrom, while the reference polymer showed a distance of 3.76 angstrom.

  DOI：

  10.1021/ja209328m
• 作为产物：
  描述：

  6,6'-dibromoisoindigo 、 6-溴-1-己烯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以75%的产率得到(E)-6,6'-dibromo-1,1'-di(hex-5-en-1-yl)-[3,3'-biindolinylidene]-2,2'-dione
  参考文献：
  名称：

  Siloxane-Terminated Solubilizing Side Chains: Bringing Conjugated Polymer Backbones Closer and Boosting Hole Mobilities in Thin-Film Transistors

  摘要：

  We introduce a novel siloxane-terminated solubilizing group and demonstrate its effectiveness as a side chain in an isoindigo-based conjugated polymer. An average hole mobility of 2.00 cm(2) V-1 s(-1) (with a maximum mobility of 2.48 cm(2) V-1 s(-1)), was obtained from solution-processed thin-film transistors, one of the highest mobilities reported to date. In contrast, the reference polymer with a branched alkyl side chain gave an average hole mobility of 0.30 cm(2) V-1 s(-1) and a maximum mobility of 0.57 cm(2) V-1 s(-1). This is largely explained by the polymer packing: our new polymer exhibited a pi-pi stacking distance of 3.58 angstrom, while the reference polymer showed a distance of 3.76 angstrom.

  DOI：

  10.1021/ja209328m