benzoylbutyric acid (1-methyl)heptyl ester p-tosylhydrazone | 571170-25-7

• 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: benzoylbutyric acid (1-methyl)heptyl ester p-tosylhydrazone
• CAS: 571170-25-7
• 化学式: C₂₆H₃₆N₂O₄S
• 分子量: 472.649
• InChiKey: USLCSZIQHOWDED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.75
• 重原子数：
  33.0
• 可旋转键数：
  14.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  84.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  足球烯 、 benzoylbutyric acid (1-methyl)heptyl ester p-tosylhydrazone 在 吡啶 、 sodium methylate 作用下， 以 邻二氯苯 为溶剂， 反应 24.0h， 以35%的产率得到
  参考文献：
  名称：

  Methanofullerenes Used as Electron Acceptors in Polymer Photovoltaic Devices

  摘要：

  A series of [6,6]-phenyl C-61-butyric acid esters, including methanofullerene [6,6]-phenyl C61-butyric acid methyl ester (PCBM) with different alkyl chain lengths (C-1-C-16) was synthesized from the reaction Of C-60 and alkyl 4-benzoylbutyrate p-tosylhydrazone in the presence of sodium methylate. The solubility Of C-60 derivatives in organic solvents increased with the increase in the length of alkyl substitutions. Photovoltaic cells with these derivatives were fabricated with the structure of ITO/PEDT/MEH-PPV + C-60 derivatives/Ba/Al. Device performances with such PCBM analogues were investigated and discussed in terms of Donor/Acceptor (D/A) phase separation and mobility of acceptor phase. The results clearly indicate that both interfacial properties of the two phases (donor and acceptor) and mobility of electrons and holes within corresponding phases play an important role in the efficiencies of PV cells. This study revealed that methanofullerenes [6,6]-phenyl C-61-butyric acid butyl ester, PCBB, possesses better photosensitivity than the PCBM, a widely investigated and well-recognized C-60 derivative for polymer PV cells The energy conversion efficiency reaches 2.84% for PCBB under AM1.5 illumination (78.2 mW/cm(2)), but 2.0% for PCBM fabricated in the same conditions.

  DOI：

  10.1021/jp048890i
• 作为产物：
  描述：

  仲辛醇 在 硫酸 作用下， 以 甲醇 、 苯 为溶剂， 反应 3.0h， 生成 benzoylbutyric acid (1-methyl)heptyl ester p-tosylhydrazone
  参考文献：
  名称：

  Methanofullerenes Used as Electron Acceptors in Polymer Photovoltaic Devices

  摘要：

  A series of [6,6]-phenyl C-61-butyric acid esters, including methanofullerene [6,6]-phenyl C61-butyric acid methyl ester (PCBM) with different alkyl chain lengths (C-1-C-16) was synthesized from the reaction Of C-60 and alkyl 4-benzoylbutyrate p-tosylhydrazone in the presence of sodium methylate. The solubility Of C-60 derivatives in organic solvents increased with the increase in the length of alkyl substitutions. Photovoltaic cells with these derivatives were fabricated with the structure of ITO/PEDT/MEH-PPV + C-60 derivatives/Ba/Al. Device performances with such PCBM analogues were investigated and discussed in terms of Donor/Acceptor (D/A) phase separation and mobility of acceptor phase. The results clearly indicate that both interfacial properties of the two phases (donor and acceptor) and mobility of electrons and holes within corresponding phases play an important role in the efficiencies of PV cells. This study revealed that methanofullerenes [6,6]-phenyl C-61-butyric acid butyl ester, PCBB, possesses better photosensitivity than the PCBM, a widely investigated and well-recognized C-60 derivative for polymer PV cells The energy conversion efficiency reaches 2.84% for PCBB under AM1.5 illumination (78.2 mW/cm(2)), but 2.0% for PCBM fabricated in the same conditions.

  DOI：

  10.1021/jp048890i