[(3-methylthiophen-2-yl)benzo[1,2,5]thiadiazol-4-yl]-4-methylthiophene-2-carbaldehyde | 1394965-77-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(3-methylthiophen-2-yl)benzo[1,2,5]thiadiazol-4-yl]-4-methylthiophene-2-carbaldehyde
• CAS: 1394965-77-5
• 化学式: C₁₇H₁₂N₂OS₃
• 分子量: 356.493
• InChiKey: FEYXWTCMQDETRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.58
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  42.85
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [(3-methylthiophen-2-yl)benzo[1,2,5]thiadiazol-4-yl]-4-methylthiophene-2-carbaldehyde 在 三氯氧磷 作用下， 以 丙酸 、 1,2-二氯乙烷 为溶剂， 反应 14.0h， 生成 [(4-methylthiophen-5-formyl-2-yl)benzo[1,2,5]thiadiazol-4-yl]-4-methylthiophene-2-10,15,20-tris(4-methylphenyl)porphyrin
  参考文献：
  名称：

  Porphyrins modified with a low-band-gap chromophore for dye-sensitized solar cells

  摘要：

  Two novel porphyrin dyes (PMBTZ and PHBTZ) modified with alkyl-thiophene and 2,1,3-benzothiadiazole (BTZ) moieties were designed and synthesized. The optical and electrochemical properties were characterized by UV-visible, fluorescence spectroscopy and cyclic voltammetry. With the introduction of the low-band-gap chromophore onto the porphyrins, the absorption spectra of the two porphyrin dyes in the range of 450-600 nm were broadened and the maximum wavelength was red-shifted compared with P-Zn as expected. The first oxidation potentials (E-ox1) were altered to the negative, which lowered from 1.27 to 1.11 and 1.15 eV, respectively. For a typical solar cell device based on dye PMBTZ, the maximal monochromatic incident photon-to-current conversion efficiency (IPCE) can reach to 65%, with a broad respondent region of 350-800 nm. Under standard global AM 1.5 solar condition, the dye-sensitized solar cell (DSSC) based on the dye PMBTZ showed the best photovoltaic performance: a short-circuit photocurrent density (J(sc)) of 14.11 mA/cm(2), an open-circuit photo voltage (V-oc) of 0.59 V, and a fill factor (ff) of 0.66, corresponding to solar-to-electric power conversion efficiency (eta) of 5.46%. (c) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.orgel.2011.12.014
• 作为产物：
  描述：

  4,7-二溴-2,1,3-苯并噻二唑 在 四(三苯基膦)钯 、 三氯氧磷 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 60.0h， 生成 [(3-methylthiophen-2-yl)benzo[1,2,5]thiadiazol-4-yl]-4-methylthiophene-2-carbaldehyde
  参考文献：
  名称：

  Porphyrins modified with a low-band-gap chromophore for dye-sensitized solar cells

  摘要：

  Two novel porphyrin dyes (PMBTZ and PHBTZ) modified with alkyl-thiophene and 2,1,3-benzothiadiazole (BTZ) moieties were designed and synthesized. The optical and electrochemical properties were characterized by UV-visible, fluorescence spectroscopy and cyclic voltammetry. With the introduction of the low-band-gap chromophore onto the porphyrins, the absorption spectra of the two porphyrin dyes in the range of 450-600 nm were broadened and the maximum wavelength was red-shifted compared with P-Zn as expected. The first oxidation potentials (E-ox1) were altered to the negative, which lowered from 1.27 to 1.11 and 1.15 eV, respectively. For a typical solar cell device based on dye PMBTZ, the maximal monochromatic incident photon-to-current conversion efficiency (IPCE) can reach to 65%, with a broad respondent region of 350-800 nm. Under standard global AM 1.5 solar condition, the dye-sensitized solar cell (DSSC) based on the dye PMBTZ showed the best photovoltaic performance: a short-circuit photocurrent density (J(sc)) of 14.11 mA/cm(2), an open-circuit photo voltage (V-oc) of 0.59 V, and a fill factor (ff) of 0.66, corresponding to solar-to-electric power conversion efficiency (eta) of 5.46%. (c) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.orgel.2011.12.014