methyl 5-(4-(trimethylsilyl)phenyl)5-oxopentanoate | 1310352-89-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 5-(4-(trimethylsilyl)phenyl)5-oxopentanoate
• 英文别名: Methyl 5-oxo-5-(4-trimethylsilylphenyl)pentanoate；methyl 5-oxo-5-(4-trimethylsilylphenyl)pentanoate
• CAS: 1310352-89-6
• 化学式: C₁₅H₂₂O₃Si
• 分子量: 278.423
• InChiKey: RNQZOHXQRMIKCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.76
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 5-(4-(trimethylsilyl)phenyl)5-oxopentanoate 、 对甲苯磺酰肼 以 甲醇 为溶剂， 反应 5.0h， 以65%的产率得到
  参考文献：
  名称：

  Silyl Substituted Methanofullerenes as Electron Acceptors in Organic Photovoltaic Cells

  摘要：

  The electron-accepting capability of fullerenes has made them interesting materials for organic photovoltaic cells (OPVCs). In this study, we propose the new methanofullerene derivatives incorporated with trimethylsilyl moiety to increase the solubility without electron transporting property decrease. Methanofullerene acceptor materials having trimethylsilyl substituent (PCB-Sis) were synthesized from the reaction of fullerene with trimethylsilyl substituted hydrazide type derivatives, electrochemical propertie was examined by cyclicvoltametry. OPVCs fabricated by using the mixture of P3HT and mono-adducts of PCB-Sis (Compound 7-9) as active layer showed 2.82% of power conversion efficiency under 100 mW/cm(2) AM1.5 simulated light after annealing at 150 degrees C for 10 min. Also, we have synthesized bis-adduct type PCB-Sis as moderate yield and obtained increased Voc about 0.5-0.14 V from P3HT and bis-adduct of PCB-Sis (Compound 10-12) based OPVCs. Unfortunately, these bis-adducts show slightly lower power conversion efficiency compare to mono-adducts due to the numerous region-isomers of bis-adducts. Although it was revealed our new PCB-Sis were candidates for acceptor materials in OPVCs.

  DOI：

  10.1080/15421401003604203
• 作为产物：
  描述：

  4-氯甲酰基丁酸甲酯 、 1-溴-4-(三甲基硅基)苯 在 正丁基锂 、 copper(l) iodide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.83h， 以55%的产率得到methyl 5-(4-(trimethylsilyl)phenyl)5-oxopentanoate
  参考文献：
  名称：

  Silyl Substituted Methanofullerenes as Electron Acceptors in Organic Photovoltaic Cells

  摘要：

  The electron-accepting capability of fullerenes has made them interesting materials for organic photovoltaic cells (OPVCs). In this study, we propose the new methanofullerene derivatives incorporated with trimethylsilyl moiety to increase the solubility without electron transporting property decrease. Methanofullerene acceptor materials having trimethylsilyl substituent (PCB-Sis) were synthesized from the reaction of fullerene with trimethylsilyl substituted hydrazide type derivatives, electrochemical propertie was examined by cyclicvoltametry. OPVCs fabricated by using the mixture of P3HT and mono-adducts of PCB-Sis (Compound 7-9) as active layer showed 2.82% of power conversion efficiency under 100 mW/cm(2) AM1.5 simulated light after annealing at 150 degrees C for 10 min. Also, we have synthesized bis-adduct type PCB-Sis as moderate yield and obtained increased Voc about 0.5-0.14 V from P3HT and bis-adduct of PCB-Sis (Compound 10-12) based OPVCs. Unfortunately, these bis-adducts show slightly lower power conversion efficiency compare to mono-adducts due to the numerous region-isomers of bis-adducts. Although it was revealed our new PCB-Sis were candidates for acceptor materials in OPVCs.

  DOI：

  10.1080/15421401003604203