5-(7-(5-((4-(diphenylamino)phenyl)ethynyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophene-2-carbaldehyde | 1315507-74-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-(7-(5-((4-(diphenylamino)phenyl)ethynyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophene-2-carbaldehyde
• CAS: 1315507-74-4
• 化学式: C₃₅H₂₁N₃OS₃
• 分子量: 595.769
• InChiKey: VRYYHVTXZGNGDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.83
• 重原子数：
  42.0
• 可旋转键数：
  6.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.09
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  5-(7-(5-((4-(diphenylamino)phenyl)ethynyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophene-2-carbaldehyde 、 氰乙酸 在 哌啶 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 18.0h， 以45%的产率得到2-cyano-3-(5-(7-(5-(2-(4-(diphenylamino)phenyl)ethynyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)acrylic acid
  参考文献：
  名称：

  Organic dyes incorporating low-band-gap chromophores based on π-extended benzothiadiazole for dye-sensitized solar cells

  摘要：

  A series of new it-conjugated organic dyes (HKK-BTZ1, HKK-BTZ2, HKK-BTZ3 and HKK-BTZ4), comprising triphenylamine (TPA) moieties as the electron donor and benzothiadiazole moieties as the electron acceptor/anchoring groups, was synthesized for the use in dye-sensitized solar cells (DSSCs). TPA units are bridged to benzothiadiazole with single(S), double(D) and triple bonds(T) in different derivatives. And HKK-BTZ1 was modified by introducing alkoxy group of TPA unit, because the bulky alkoxy group is a strong donating group for the more red shift and for reducing aggregation of dyes in TiO(2) film. The structure-property relationship was investigated. Under standard global AM 1.5 G illumination, a maximum photo-to-electron conversion efficiency of 7.30% was achieved with the DSSC based on dye HKK-BTZ4 (J(SC) = 17.9 mA/cm(-2). V(OC) = 0.62 V, FF = 0.66), while the Ru dye N719-sensitized DSSC showed an efficiency of 7.82% with a J(SC) of 17.5 mA/cm(-2), a V(OC) of 0.62 V, and a FF of 0.72. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.03.015
• 作为产物：
  描述：

  5-(7-(5-iodothiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophene-2-carbaldehyde 、 4-乙炔基三苯胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以54%的产率得到5-(7-(5-((4-(diphenylamino)phenyl)ethynyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophene-2-carbaldehyde
  参考文献：
  名称：

  Organic dyes incorporating low-band-gap chromophores based on π-extended benzothiadiazole for dye-sensitized solar cells

  摘要：

  A series of new it-conjugated organic dyes (HKK-BTZ1, HKK-BTZ2, HKK-BTZ3 and HKK-BTZ4), comprising triphenylamine (TPA) moieties as the electron donor and benzothiadiazole moieties as the electron acceptor/anchoring groups, was synthesized for the use in dye-sensitized solar cells (DSSCs). TPA units are bridged to benzothiadiazole with single(S), double(D) and triple bonds(T) in different derivatives. And HKK-BTZ1 was modified by introducing alkoxy group of TPA unit, because the bulky alkoxy group is a strong donating group for the more red shift and for reducing aggregation of dyes in TiO(2) film. The structure-property relationship was investigated. Under standard global AM 1.5 G illumination, a maximum photo-to-electron conversion efficiency of 7.30% was achieved with the DSSC based on dye HKK-BTZ4 (J(SC) = 17.9 mA/cm(-2). V(OC) = 0.62 V, FF = 0.66), while the Ru dye N719-sensitized DSSC showed an efficiency of 7.82% with a J(SC) of 17.5 mA/cm(-2), a V(OC) of 0.62 V, and a FF of 0.72. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.03.015