7-(diphenylamino)-9,9-diethylfluoren-2-ylboronic acid | 1234371-36-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 7-(diphenylamino)-9,9-diethylfluoren-2-ylboronic acid
• 英文别名: [9,9-diethyl-7-(N-phenylanilino)fluoren-2-yl]boronic acid
• CAS: 1234371-36-8
• 化学式: C₂₉H₂₈BNO₂
• 分子量: 433.358
• InChiKey: CZWRLWYRHUOFEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.92
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-(diphenylamino)-9,9-diethylfluoren-2-ylboronic acid 在 potassium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 68.08h， 生成
  参考文献：
  名称：

  Optimizing the photovoltaic performance of thiocyanate-free ruthenium photosensitizers by structural modification of C^N cyclometalating ligand in dye-sensitized solar cells

  摘要：

  Five new thiocyanate-free ruthenium(II) complexes with different electron-donating functionalized cyclometalating ligands C<^>N were synthesized, characterized and applied as photosensitizers in dye-sensitized solar cells (DSSCs). Their photophysical, electrochemical, thermal and photovoltaic properties have been investigated and density functional theory (DFT) calculations have been carried out on these dyes. These dyes exhibit good thermal stability with the onset decomposition temperature at 5% weight-loss (T-d) of around 330 degrees C. The DSSC device using the Ru(II) dye with the 9-tolylcarbazole chromophore exhibited the highest power conversion efficiency (eta) up to 3.39%, with a short-circuit photocurrent density (J(sc)) of 8.06 mA cm(-2), an open-circuit photovoltage (V-oc) of 0.62 V and a high fill factor (ff) of 0.68 under illumination of an AM 1.5 solar cell simulator. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.04.059
• 作为产物：
  描述：

  7-bromo-9,9-diethyl-N,N-diphenyl-9H-fluoren-2-amine 在 盐酸 、 正丁基锂 、 硼酸三甲酯 作用下， 以 水 为溶剂， 生成 7-(diphenylamino)-9,9-diethylfluoren-2-ylboronic acid
  参考文献：
  名称：

  Optimizing the photovoltaic performance of thiocyanate-free ruthenium photosensitizers by structural modification of C^N cyclometalating ligand in dye-sensitized solar cells

  摘要：

  Five new thiocyanate-free ruthenium(II) complexes with different electron-donating functionalized cyclometalating ligands C<^>N were synthesized, characterized and applied as photosensitizers in dye-sensitized solar cells (DSSCs). Their photophysical, electrochemical, thermal and photovoltaic properties have been investigated and density functional theory (DFT) calculations have been carried out on these dyes. These dyes exhibit good thermal stability with the onset decomposition temperature at 5% weight-loss (T-d) of around 330 degrees C. The DSSC device using the Ru(II) dye with the 9-tolylcarbazole chromophore exhibited the highest power conversion efficiency (eta) up to 3.39%, with a short-circuit photocurrent density (J(sc)) of 8.06 mA cm(-2), an open-circuit photovoltage (V-oc) of 0.62 V and a high fill factor (ff) of 0.68 under illumination of an AM 1.5 solar cell simulator. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.04.059

文献信息

• Dipolar organic pyridyl dyes for dye-sensitized solar cell applications
  作者：Hsien-Hsin Chou、Chih-Yu Hsu、Ying-Chang Hsu、Yu-Sheng Lin、Jiann T. Lin、Chiitang Tsai

  DOI：10.1016/j.tet.2011.10.038

  日期：2012.1

  New dipolar dyes containing arylamine as the electron donor, 2-cyanoacrylic acid as the acceptor, and a conjugated spacer with incorporation of 2,5-pyridyl entity have been synthesized. Photophysical and electrochemical measurements, and theoretical computation were carried on these dyes. The solar cell devices using these dyes as the sensitizers exhibited light-to-electricity efficiencies in the range of 4.28-5.27%, which reaches 60-72% of N719-based device fabricated and measured under similar conditions. Better DSSC performance can be achieved with the dye where pyridine group is attached to thienyl or fluorenyl group because of favorable resonance energy and/or coplanarity for more effective charge transfer. (C) 2011 Elsevier Ltd. All rights reserved.
• Optimizing the photovoltaic performance of thiocyanate-free ruthenium photosensitizers by structural modification of C^N cyclometalating ligand in dye-sensitized solar cells
  作者：Chi-Ho Siu、Cheuk-Lam Ho、Jian He、Tao Chen、Poulomi Majumda、Jianzhang Zhao、Hua Li、Wai-Yeung Wong

  DOI：10.1016/j.poly.2014.04.059

  日期：2014.11

  Five new thiocyanate-free ruthenium(II) complexes with different electron-donating functionalized cyclometalating ligands C<^>N were synthesized, characterized and applied as photosensitizers in dye-sensitized solar cells (DSSCs). Their photophysical, electrochemical, thermal and photovoltaic properties have been investigated and density functional theory (DFT) calculations have been carried out on these dyes. These dyes exhibit good thermal stability with the onset decomposition temperature at 5% weight-loss (T-d) of around 330 degrees C. The DSSC device using the Ru(II) dye with the 9-tolylcarbazole chromophore exhibited the highest power conversion efficiency (eta) up to 3.39%, with a short-circuit photocurrent density (J(sc)) of 8.06 mA cm(-2), an open-circuit photovoltage (V-oc) of 0.62 V and a high fill factor (ff) of 0.68 under illumination of an AM 1.5 solar cell simulator. (C) 2014 Elsevier Ltd. All rights reserved.