8-(diphenylamino)-6,6,12,12-tetrakis(2-ethylhexyl)-6,12-dihydroindeno[1,2-b]fluorene-2-carbaldehyde | 1394382-46-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 8-(diphenylamino)-6,6,12,12-tetrakis(2-ethylhexyl)-6,12-dihydroindeno[1,2-b]fluorene-2-carbaldehyde
• CAS: 1394382-46-7
• 化学式: C₆₅H₈₇NO
• 分子量: 898.412
• InChiKey: WEAYKGIPONOLJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.93
• 重原子数：
  67.0
• 可旋转键数：
  28.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  8-(diphenylamino)-6,6,12,12-tetrakis(2-ethylhexyl)-6,12-dihydroindeno[1,2-b]fluorene-2-carbaldehyde 、 氰乙酸 在 ammonium acetate 、 溶剂黄146 作用下， 反应 12.0h， 以51%的产率得到2-cyano-3-(8-(diphenylamino)-6,6,12,12-tetrakis(2-ethylhexyl)-6,12-dihydroindeno[1,2-b]fluoren-2-yl)acrylic acid
  参考文献：
  名称：

  Coplanar indenofluorene-based organic dyes for dye-sensitized solar cells

  摘要：

  A series of new organic dyes, comprising indenofluorene moiety as a conjugated bridge, with an extended pi-groups, such as thiophene and furan, diphenylamine as donor, cyanoacrylic acid group as an electron acceptor and anchoring group, have been synthesized. Photophysical and electrochemical measurements, and theoretical computation were carried out on these dyes. Dye-sensitized solar cells (DSSCs) using these dyes as the sensitizers exhibited photocurrent density (J(sc)), open-circuit voltage (V-OC), and fill factor (FF) in the range of 6.95-8.20 mA/cm(2), 0.70-0.71 V, and 0.69-0.71, respectively, corresponding to an overall conversion efficiency of 3.36-4.05%. The best efficiency reached 56% of the standard cell based on N719. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.045
• 作为产物：
  描述：

  6,12-二氢茚并[1,2-B]芴 在 aluminum oxide 、 tris-(dibenzylideneacetone)dipalladium(0) 、 正丁基锂 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 copper(ll) bromide 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 四氯化碳 、 正己烷 、 甲苯 为溶剂， 反应 26.5h， 生成 8-(diphenylamino)-6,6,12,12-tetrakis(2-ethylhexyl)-6,12-dihydroindeno[1,2-b]fluorene-2-carbaldehyde
  参考文献：
  名称：

  Coplanar indenofluorene-based organic dyes for dye-sensitized solar cells

  摘要：

  A series of new organic dyes, comprising indenofluorene moiety as a conjugated bridge, with an extended pi-groups, such as thiophene and furan, diphenylamine as donor, cyanoacrylic acid group as an electron acceptor and anchoring group, have been synthesized. Photophysical and electrochemical measurements, and theoretical computation were carried out on these dyes. Dye-sensitized solar cells (DSSCs) using these dyes as the sensitizers exhibited photocurrent density (J(sc)), open-circuit voltage (V-OC), and fill factor (FF) in the range of 6.95-8.20 mA/cm(2), 0.70-0.71 V, and 0.69-0.71, respectively, corresponding to an overall conversion efficiency of 3.36-4.05%. The best efficiency reached 56% of the standard cell based on N719. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.045