3-chloro-4-(4-(9,9-dimethyl-9H-fluoren-2-yl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indol-7-yl)cyclobut-3-ene-1,2-dione | 1360085-05-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 3-chloro-4-(4-(9,9-dimethyl-9H-fluoren-2-yl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indol-7-yl)cyclobut-3-ene-1,2-dione
• CAS: 1360085-05-7
• 化学式: C₃₀H₂₄ClNO₂
• 分子量: 465.979
• InChiKey: SFPOCWIJGQFCBZ-UHFFFAOYSA-N

物化性质

• 熔点：
  49-50.2 °C
• 沸点：
  637.9±65.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  34.0
• 可旋转键数：
  2.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-chloro-4-(4-(9,9-dimethyl-9H-fluoren-2-yl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indol-7-yl)cyclobut-3-ene-1,2-dione 在 水 、 溶剂黄146 作用下， 反应 48.0h， 以46%的产率得到3-(4-(9,9-dimethyl-9H-fluoren-2-yl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indol-7-yl)-4-hydroxycyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  Design of NIR-Absorbing Simple Asymmetric Squaraine Dyes Carrying Indoline Moieties for Use in Dye-Sensitized Solar Cells with Pt-Free Electrodes

  摘要：

  Novel near-infrared (NIR)-sensitizing (up to 800 nm) simple asymmetric squaraine dyes (Sq 31 and Sq 33) carrying indoline moieties that did not require the introduction of any linker groups were developed. DSSCs fabricated with Sq 33 exhibited remarkable characteristics in the longwavelength visible and NIR region (up to 800 nm), such as a conversion efficiency of 3.75% (AM 1.5G) with an incident photon-to-current conversion efficiency of 63% (650 nm), a short-circuit photocurrent density of 13.64 mA, an open-circuit photovoltage of 0.48, and a fill factor of 0.57.

  DOI：

  10.1021/ol300054a
• 作为产物：
  描述：

  9,9-二甲基-2-溴芴 在 三叔丁基膦 、 potassium tert-butylate 、 palladium diacetate 作用下， 以 甲苯 为溶剂， 反应 75.0h， 生成 3-chloro-4-(4-(9,9-dimethyl-9H-fluoren-2-yl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indol-7-yl)cyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  Design of NIR-Absorbing Simple Asymmetric Squaraine Dyes Carrying Indoline Moieties for Use in Dye-Sensitized Solar Cells with Pt-Free Electrodes

  摘要：

  Novel near-infrared (NIR)-sensitizing (up to 800 nm) simple asymmetric squaraine dyes (Sq 31 and Sq 33) carrying indoline moieties that did not require the introduction of any linker groups were developed. DSSCs fabricated with Sq 33 exhibited remarkable characteristics in the longwavelength visible and NIR region (up to 800 nm), such as a conversion efficiency of 3.75% (AM 1.5G) with an incident photon-to-current conversion efficiency of 63% (650 nm), a short-circuit photocurrent density of 13.64 mA, an open-circuit photovoltage of 0.48, and a fill factor of 0.57.

  DOI：

  10.1021/ol300054a