5-(2-(4-(diphenylamino)phenyl)-9,10-bis(2-(triisopropyl-silyl)ethynyl)anthracen-6-yl)thiophene-2-carbaldehyde | 1529619-10-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-(2-(4-(diphenylamino)phenyl)-9,10-bis(2-(triisopropyl-silyl)ethynyl)anthracen-6-yl)thiophene-2-carbaldehyde
• CAS: 1529619-10-0
• 化学式: C₅₉H₆₅NOSSi₂
• 分子量: 892.408
• InChiKey: LTBBQEHUQBJMSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.81
• 重原子数：
  64.0
• 可旋转键数：
  12.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-(2-(4-(diphenylamino)phenyl)-9,10-bis(2-(triisopropyl-silyl)ethynyl)anthracen-6-yl)thiophene-2-carbaldehyde 、 氰乙酸 在 ammonium acetate 、 溶剂黄146 作用下， 反应 12.0h， 以61%的产率得到(E)-3-(5-(2-(4-(diphenylamino)phenyl)-9,10-bis(2-(triiso-propylsilyl)ethynyl)anthracen-6-yl)thiophen-2-yl)-2-cyanoacrylic acid
  参考文献：
  名称：

  Anthracene based organic dipolar compounds for sensitized solar cells

  摘要：

  Organic dyes that consist of an anthracene moiety between a triphenylamine donor group and a cyanoacrylic acid acceptor group displayed remarkable solar-to-energy conversion efficiency in dyesensitized solar cells. The planar geometry of anthracene and its bulky substituents helped the dyes to form a high quality monolayer on the surface of TiO2. A typical device made with the dye AN-Bu displayed a maximal photon-to-current conversion efficiency (IPCE) 65% in the region of 350-510 nm, a short-circuit photocurrent density (J(sc)) 12.78 mA cm(-2), an open-circuit photovoltage (V-oc) 0.73 V, and a fill factor (FF) 0.67, corresponding to an overall conversion efficiency 6.23%. In an experiment of using deoxycholic acid (DCA) as a co-absorbent, the values of Vo, stayed in a similar range, yet the values offs were reduced in ca. 11% due to a decrease of loading amounts. This result indicated that the quality of the dye films cannot be further improved by the adding of DCA. The photophysical properties were analyzed with the aid of a time-dependent density functional theory (TDDFT) model with the B3LYP functional. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.072
• 作为产物：
  描述：

  4-硼酸三苯胺 在 四(三苯基膦)钯 、 trans-bis(triphenylphosphine)palladium dichloride 、 potassium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 31.0h， 生成 5-(2-(4-(diphenylamino)phenyl)-9,10-bis(2-(triisopropyl-silyl)ethynyl)anthracen-6-yl)thiophene-2-carbaldehyde
  参考文献：
  名称：

  Anthracene based organic dipolar compounds for sensitized solar cells

  摘要：

  Organic dyes that consist of an anthracene moiety between a triphenylamine donor group and a cyanoacrylic acid acceptor group displayed remarkable solar-to-energy conversion efficiency in dyesensitized solar cells. The planar geometry of anthracene and its bulky substituents helped the dyes to form a high quality monolayer on the surface of TiO2. A typical device made with the dye AN-Bu displayed a maximal photon-to-current conversion efficiency (IPCE) 65% in the region of 350-510 nm, a short-circuit photocurrent density (J(sc)) 12.78 mA cm(-2), an open-circuit photovoltage (V-oc) 0.73 V, and a fill factor (FF) 0.67, corresponding to an overall conversion efficiency 6.23%. In an experiment of using deoxycholic acid (DCA) as a co-absorbent, the values of Vo, stayed in a similar range, yet the values offs were reduced in ca. 11% due to a decrease of loading amounts. This result indicated that the quality of the dye films cannot be further improved by the adding of DCA. The photophysical properties were analyzed with the aid of a time-dependent density functional theory (TDDFT) model with the B3LYP functional. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.072