2,2'-(6,6,12,12-tetradecyl-6,12-dihydroindeno[1,2b]fluorene-2,8-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) | 1210388-14-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2,2'-(6,6,12,12-tetradecyl-6,12-dihydroindeno[1,2b]fluorene-2,8-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
• 英文别名: 2,2'-(6,6,12,12-tetradecyl-6,12-dihydroindenol[1,2b]fluorene-2,8-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)；4,4,5,5-Tetramethyl-2-[6,6,12,12-tetrakis-decyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indeno[1,2-b]fluoren-8-yl]-1,3,2-dioxaborolane
• CAS: 1210388-14-9
• 化学式: C₇₂H₁₁₆B₂O₄
• 分子量: 1067.33
• InChiKey: BBOAJTGCFSFUML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.94
• 重原子数：
  78
• 可旋转键数：
  38
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,8-dibromo-6,6',12,12'-tetradecyl-6,12-dihydroindeno-[1,2b]fluorene 、 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， 以78%的产率得到2,2'-(6,6,12,12-tetradecyl-6,12-dihydroindeno[1,2b]fluorene-2,8-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
  参考文献：
  名称：

  Ladder-Type Oligo-p-phenylene-Containing Copolymers with High Open-Circuit Voltages and Ambient Photovoltaic Activity

  摘要：

  Four ladder-type oligo-p-phenylene containing donor-acceptor copolymers were designed, synthesized, and characterized. The ladder-type oligo-p-phenylene was used as an electron donor unit in these copolymers to provide a deeper highest occupied molecular orbital (HOMO) level for obtaining polymer solar cells with a higher open-circuit voltage, while 4,7-dithien-2-yl-2,1,3-benzothiadiazole or 5,8-dithien2-yl-2,3-diphenylquinoxaline was chosen as an electron acceptor unit to tune the electronic band gaps of the polymers for a better light harvesting ability. These copolymers exhibit field-effect mobilities as high as 0.011 cm(2)/(V s). Compared to fluorene containing copolymers with the same acceptor unit, these ladder-type oligo-p-phenylene containing copolymers have enhanced and bathochromically shifted absorption bands and much better solubility in organic solvents. Photovoltaic applications of these polymers as light-harvesting and hole-conducting materials are investigated in conjunction with [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) or (6,6]-phenyl-C71-butyric acid methyl ester (PC71BM). Without extensive optimization work, a power conversion efficiency (PCE) of 3.7% and a high open-circuit voltage of 1.06 V are obtained under simulated solar light AM 1.5 G (100 mW/cm(2)) from a solar cell with an active layer containing 20 wt % ladder-type tetra-p-phenylene containing copolymer (P3FTBT6) and 80 wt %. PC61BM. Moreover, a high PCE of 4.5% was also achieved from a solar cell with an active layer containing 20 wt % P3FTBT6 and 80 wt % PC71BM.

  DOI：

  10.1021/ja909111p