9-[2,5-Dibromo-4-(9-methoxy-3,6-dioctoxyfluoren-9-yl)phenyl]-9-methoxy-3,6-dioctoxyfluorene | 1032148-46-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-[2,5-Dibromo-4-(9-methoxy-3,6-dioctoxyfluoren-9-yl)phenyl]-9-methoxy-3,6-dioctoxyfluorene
• CAS: 1032148-46-1
• 化学式: C₆₆H₈₈Br₂O₆
• 分子量: 1137.23
• InChiKey: SVZOITIDRCZIMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.9
• 重原子数：
  74
• 可旋转键数：
  36
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  9-[2,5-Dibromo-4-(9-methoxy-3,6-dioctoxyfluoren-9-yl)phenyl]-9-methoxy-3,6-dioctoxyfluorene 在 盐酸 、 tris-(dibenzylideneacetone)dipalladium(0) 、 碳酸氢钠 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成
  参考文献：
  名称：

  Fused-ring acceptor with a spiro-bridged ladder-type core for organic solar cells

  摘要：

  Side-chain engineering could tune the crystallinity, solubility and aggregation styles of fused-ring electron acceptors (FREAs), and thus could influence the morphology and charge carrier mobility of blend films as well as the final device performances. Herein, we developed a novel FREA called spiro-IDT-O-IC, which is composed of a spiro-bridged IDT core and two 1,1-dicyanomethylene-3-indanone (IC) terminal units. Similar acceptor molecule IDT-O-IC with four 4-octyloxyphenyl side chains is also prepared for the control experiment. The absorptions, energy levels, molecular configurations, and electronic wave functions of these two acceptor molecules have been comparatively studied. Polymer solar cells (PSCs) fabricated with PBDB-T:spiro-IDT-O-IC as the active layer demonstrated a PCE of 6.23% with a J(sc) of 11.76 mA/cm(2), a V-oc of 0.84 V and an FF of 0.63. To the best of our knowledge, this is the first report that a spiro-bridged ladder type core was used for the fabrication of fused ring acceptors.

  DOI：

  10.1016/j.dyepig.2018.11.040
• 作为产物：
  描述：

  甲醇 、 9-[2,5-Dibromo-4-(9-hydroxy-3,6-dioctoxyfluoren-9-yl)phenyl]-3,6-dioctoxyfluoren-9-ol 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以96%的产率得到9-[2,5-Dibromo-4-(9-methoxy-3,6-dioctoxyfluoren-9-yl)phenyl]-9-methoxy-3,6-dioctoxyfluorene
  参考文献：
  名称：

  螺桥梯形聚（对亚苯基）：走向结构完美的发光材料

  摘要：

  通过 Suzuki-Miyaura 缩聚和 Friedel-Crafts 环化制备结构完美的螺桥梯型聚（对亚苯基），在光致发光 (PL) 和电致发光 (EL) 发射光谱中显示蓝色荧光。该聚合物不含酮缺陷，在 110 摄氏度的空气中退火 24 小时后表现出优异的热稳定性和颜色稳定性。

  DOI：

  10.1021/ja801422n

文献信息

• Fused-ring acceptor with a spiro-bridged ladder-type core for organic solar cells
  作者：Shouli Ming、Yahui Liu、Shiyu Feng、Pengcheng Jiang、Cai'e Zhang、Miao Li、Jinsheng Song、Zhishan Bo

  DOI：10.1016/j.dyepig.2018.11.040

  日期：2019.4

  Side-chain engineering could tune the crystallinity, solubility and aggregation styles of fused-ring electron acceptors (FREAs), and thus could influence the morphology and charge carrier mobility of blend films as well as the final device performances. Herein, we developed a novel FREA called spiro-IDT-O-IC, which is composed of a spiro-bridged IDT core and two 1,1-dicyanomethylene-3-indanone (IC) terminal units. Similar acceptor molecule IDT-O-IC with four 4-octyloxyphenyl side chains is also prepared for the control experiment. The absorptions, energy levels, molecular configurations, and electronic wave functions of these two acceptor molecules have been comparatively studied. Polymer solar cells (PSCs) fabricated with PBDB-T:spiro-IDT-O-IC as the active layer demonstrated a PCE of 6.23% with a J(sc) of 11.76 mA/cm(2), a V-oc of 0.84 V and an FF of 0.63. To the best of our knowledge, this is the first report that a spiro-bridged ladder type core was used for the fabrication of fused ring acceptors.
• Spiro-Bridged Ladder-Type Poly(<i>p</i>-phenylene)s: Towards Structurally Perfect Light-Emitting Materials
  作者：Yonggang Wu、Jianyuan Zhang、Zhuping Fei、Zhishan Bo

  DOI：10.1021/ja801422n

  日期：2008.6.1

  Structurally perfect spiro-bridged ladder-type poly(p-phenylene)s, which show blue fluorescence in the photoluminescence (PL) and electroluminescence (EL) emission spectra, are prepared by Suzuki-Miyaura polycondensation and Friedel-Crafts cyclization. The polymers are free of ketonic defects, exhibiting excellent thermal and color stability upon annealing in air at 110 degrees C for 24 h.

  通过 Suzuki-Miyaura 缩聚和 Friedel-Crafts 环化制备结构完美的螺桥梯型聚（对亚苯基），在光致发光 (PL) 和电致发光 (EL) 发射光谱中显示蓝色荧光。该聚合物不含酮缺陷，在 110 摄氏度的空气中退火 24 小时后表现出优异的热稳定性和颜色稳定性。