2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-2′,3′,6′,7′-tertrakis(octyloxy)-9,9′-spirobifluorene | 1433997-04-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-2′,3′,6′,7′-tertrakis(octyloxy)-9,9′-spirobifluorene
• 英文别名: 4,4,5,5-Tetramethyl-2-[2,3,6,7-tetraoctoxy-7'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9'-spirobi[fluorene]-2'-yl]-1,3,2-dioxaborolane；4,4,5,5-tetramethyl-2-[2,3,6,7-tetraoctoxy-7'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9'-spirobi[fluorene]-2'-yl]-1,3,2-dioxaborolane
• CAS: 1433997-04-6
• 化学式: C₆₉H₁₀₂B₂O₈
• 分子量: 1081.19
• InChiKey: WPPREAHVQFZFLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.59
• 重原子数：
  79
• 可旋转键数：
  34
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,7-dibromo-2',3',6',7'-tetrakis-octyloxy-9-spirobifluoren 、 联硼酸频那醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以75%的产率得到2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-2′,3′,6′,7′-tertrakis(octyloxy)-9,9′-spirobifluorene
  参考文献：
  名称：

  Poly(spirobifluorene)s Containing Nonconjugated Diphenylsulfone Moiety: Toward Blue Emission Through a Weak Charge Transfer Effect

  摘要：

  Instead of conjugated dibenzothiophene-S,S-dioxide (DBTSO), we have introduced nonconjugated diphenylsulfone (DPSO) as the electron-deficient unit into the main chain of poly(spirobifluorene)s (PSFs). Because of the weaker electron affinity of DPSO relative to DBTSO, the charge transfer from the pendant 2,3,6,7-tetraoctyloxyfluorene to the main chain can be effectively prevented. Consequently, the resultant polymers containing DPSO moiety show pure blue emissions, which is different from DBTSO-based PSFs that exhibit undesired green emissions. With a single-layer device configuration, a peak luminous efficiency of 2.90 cd/A and a maximum luminescence of 14130 cd/m(2) have been realized for the polymer PSFDPSO03. The corresponding CIE coordinates are (0.17, 0.18), nearly independent of the applied current density from 2 to 592 mA/cm(2). These results indicate that tuning the electron affinity of the incorporated electron-deficient units is a very promising strategy to control the charge transfer strength for the development of blue-emitting PSFs with high efficiency and stability.

  DOI：

  10.1021/ma500407m

文献信息

• Poly(spirobifluorene)s Containing Nonconjugated Diphenylsulfone Moiety: Toward Blue Emission Through a Weak Charge Transfer Effect
  作者：Xuchao Wang、Lei Zhao、Shiyang Shao、Junqiao Ding、Lixiang Wang、Xiabin Jing、Fosong Wang

  DOI：10.1021/ma500407m

  日期：2014.5.13

  Instead of conjugated dibenzothiophene-S,S-dioxide (DBTSO), we have introduced nonconjugated diphenylsulfone (DPSO) as the electron-deficient unit into the main chain of poly(spirobifluorene)s (PSFs). Because of the weaker electron affinity of DPSO relative to DBTSO, the charge transfer from the pendant 2,3,6,7-tetraoctyloxyfluorene to the main chain can be effectively prevented. Consequently, the resultant polymers containing DPSO moiety show pure blue emissions, which is different from DBTSO-based PSFs that exhibit undesired green emissions. With a single-layer device configuration, a peak luminous efficiency of 2.90 cd/A and a maximum luminescence of 14130 cd/m(2) have been realized for the polymer PSFDPSO03. The corresponding CIE coordinates are (0.17, 0.18), nearly independent of the applied current density from 2 to 592 mA/cm(2). These results indicate that tuning the electron affinity of the incorporated electron-deficient units is a very promising strategy to control the charge transfer strength for the development of blue-emitting PSFs with high efficiency and stability.