[6,6]-苯基-C₆₁-丁酸正辛酯 | 571177-68-9

• 物质功能分类: 生物 - 细胞培养 - 添加剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: [6,6]-苯基-C₆₁-丁酸正辛酯
• 中文别名: [6,6]-苯基-C61-丁酸正辛酯
• 英文名称: [6,6]-phenyl-C₆₁-butyric acid octyl ester
• 英文别名: [6,6]-Phenyl C61 butyric acid octyl ester
• CAS: 571177-68-9
• 化学式: C₇₉H₂₈O₂
• 分子量: 1009.09
• InChiKey: ADEGFIBLPDLJCV-UHFFFAOYSA-N

物化性质

• 密度：
  2.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  20.1
• 重原子数：
  81
• 可旋转键数：
  13
• 环数：
  34.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• WGK Germany：
  3

制备方法与用途

用途：可溶性n型沟道有机半导体。

反应信息

• 作为产物：
  描述：

  足球烯 、 benzoylbutyric acid octyl ester p-tosylhydrazone 在 吡啶 、 sodium methylate 作用下， 以 邻二氯苯 为溶剂， 反应 24.0h， 以41%的产率得到[6,6]-苯基-C₆₁-丁酸正辛酯
  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

文献信息

• Methanofullerenes Used as Electron Acceptors in Polymer Photovoltaic Devices
  作者：Liping Zheng、Qingmei Zhou、Xianyu Deng、Min Yuan、Gang Yu、Yong Cao

  DOI：10.1021/jp048890i

  日期：2004.8.1

  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.