2-[5,5,15,15,25,25-Hexahexyl-22-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-heptacyclo[14.11.0.02,14.04,12.06,11.018,26.019,24]heptacosa-1(16),2(14),3,6(11),7,9,12,17,19(24),20,22,26-dodecaenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | 1210388-11-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-[5,5,15,15,25,25-Hexahexyl-22-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-heptacyclo[14.11.0.02,14.04,12.06,11.018,26.019,24]heptacosa-1(16),2(14),3,6(11),7,9,12,17,19(24),20,22,26-dodecaenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• 英文别名: 2-[5,5,15,15,25,25-hexahexyl-22-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-heptacyclo[14.11.0.02,14.04,12.06,11.018,26.019,24]heptacosa-1(16),2(14),3,6(11),7,9,12,17,19(24),20,22,26-dodecaenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1210388-11-6
• 化学式: C₇₅H₁₁₂B₂O₄
• 分子量: 1099.33
• InChiKey: NWARKQKYVFENJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.91
• 重原子数：
  81
• 可旋转键数：
  32
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.68
• 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：

  2,10-dibromo-6,6,12,12,15,15-hexahexyl-12,15-dihydro-6H-cyclopenta[1,2-b:5,4-b']difluorene 、 联硼酸频那醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride KCH₃COO 作用下， 以 dimethylformamide 为溶剂， 以48%的产率得到2-[5,5,15,15,25,25-Hexahexyl-22-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-8-heptacyclo[14.11.0.02,14.04,12.06,11.018,26.019,24]heptacosa-1(16),2(14),3,6(11),7,9,12,17,19(24),20,22,26-dodecaenyl]-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