(7-(diphenylamino)-9,10-dihydrophenanthren-2-yl)boronic acid | 1386386-90-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (7-(diphenylamino)-9,10-dihydrophenanthren-2-yl)boronic acid
• CAS: 1386386-90-8
• 化学式: C₂₆H₂₂BNO₂
• 分子量: 391.277
• InChiKey: ZDVSVIAJKPRHPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  43.7
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (7-(diphenylamino)-9,10-dihydrophenanthren-2-yl)boronic acid 在 四(三苯基膦)钯 、 ammonium acetate 、 sodium carbonate 、 溶剂黄146 作用下， 以 水 、 甲苯 为溶剂， 反应 5.0h， 生成 (Z)-2-cyano-3-(5-(7-(diphenylamino)-9,10-dihydrophenanthren-2-yl)thiophen-2-yl)acrylic acid
  参考文献：
  名称：

  Dihydrophenanthrene-Based Metal-Free Dyes for Highly Efficient Cosensitized Solar Cells

  摘要：

  Metal-free dyes (BP-1 to BP-3) containing a 9,10-dihydrophenanthrene unit in the spacer have been synthesized. The dye with the highest cell efficiency, BP-2, was used in combination with SQ2 for cosensitized DSSCs. The cosensitized DSSC in which the ratio of BP-2 and SQ2 is 8:2 (v/v) has a record high efficiency of 8.14% among cosensitized systems using all metal-free sensitizers. Dye distribution along the TiO2 film depth was analyzed by an Auger electron spectroscopy technique.

  DOI：

  10.1021/ol301374c
• 作为产物：
  描述：

  7-bromo-N,N-diphenyl-9,10-dihydrophenanthren-2-amine 在 正丁基锂 、 硼酸三甲酯 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 (7-(diphenylamino)-9,10-dihydrophenanthren-2-yl)boronic acid
  参考文献：
  名称：

  Dihydrophenanthrene-Based Metal-Free Dyes for Highly Efficient Cosensitized Solar Cells

  摘要：

  Metal-free dyes (BP-1 to BP-3) containing a 9,10-dihydrophenanthrene unit in the spacer have been synthesized. The dye with the highest cell efficiency, BP-2, was used in combination with SQ2 for cosensitized DSSCs. The cosensitized DSSC in which the ratio of BP-2 and SQ2 is 8:2 (v/v) has a record high efficiency of 8.14% among cosensitized systems using all metal-free sensitizers. Dye distribution along the TiO2 film depth was analyzed by an Auger electron spectroscopy technique.

  DOI：

  10.1021/ol301374c

文献信息

• Organic dyes incorporating 9,10-dihydrophenanthrene moiety for dye-sensitized solar cells
  作者：Yung-Sheng Yen、Jui-Ling Hsu、Yung-Tse Cheng、Ying-Chan Hsu、Jiann T. Lin

  DOI：10.1080/15421406.2020.1743940

  日期：2020.5.23

  Abstract A series of new dipolar organic dyes containing 9,10-dihydrophenanthrene has been synthesized as sensitizers for the application in dye-sensitized solar cells. These new materials containing less rigid π–linker as sensitizers exhibit good performance with conversion efficiencies ranging from 1.58% to 6.21% reaching 11 ∼ 83% of the ruthenium dye N719-based cell under the same condition.

  摘要 合成了一系列含有 9,10-二氢菲的新型偶极有机染料作为敏化剂，用于染料敏化太阳能电池。这些含有较少刚性 π-linker 作为敏化剂的新材料表现出良好的性能，在相同条件下，转换效率从 1.58% 到 6.21% 达到了基于钌染料 N719 的电池的 11% 到 83%。