2,5-bis(chloromethyl)-1-methoxy-4-(2'-phenylethoxy)benzene | 1345046-80-1

• 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: 2,5-bis(chloromethyl)-1-methoxy-4-(2'-phenylethoxy)benzene
• 英文别名: 1,4-Bis(chloromethyl)-2-methoxy-5-(2-phenylethoxy)benzene；1,4-bis(chloromethyl)-2-methoxy-5-(2-phenylethoxy)benzene
• CAS: 1345046-80-1
• 化学式: C₁₇H₁₈Cl₂O₂
• 分子量: 325.235
• InChiKey: YASBWXYEKNVGMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-methoxy-4-(2-phenylethoxy)benzene 、 聚合甲醛 在 盐酸 、 乙酸酐 作用下， 以88%的产率得到2,5-bis(chloromethyl)-1-methoxy-4-(2'-phenylethoxy)benzene
  参考文献：
  名称：

  Thermal Stability of Poly[2-methoxy-5-(2′-phenylethoxy)-1,4-phenylenevinylene] (MPE-PPV):Fullerene Bulk Heterojunction Solar Cells

  摘要：

  To improve the thermal stability of polymer:fullerene bulk heterojunction solar cells, a new polymer, poly[2-methoxy-5-(2'-phenylethoxy)-1,4-phenylenevinylene] (MPE-PPV), has been designed and synthesized, which showed an increased glass transition temperature (T-g) of 111 degrees C. The thermal characteristics and phase behavior of MPE-PPV:[6,6]-phenyl C-61-butyric acid methyl ester ([60]PCBM) blends were investigated by means of modulated temperature differential scanning calorimetry and rapid heating-cooling calorimetry. The thermal stability of MPE-PPV: [60] PCBM solar cells was compared with devices based on the reference MDMO-PPV material with a T-g of 45 degrees C. Monitoring of the photo-current-voltage characteristics at elevated temperatures revealed that the use of high-T-g MPE-PPV resulted in a substantial improvement of the thermal stability of the solar cells. Furthermore, a systematic transmission electron microscope study of the active polymer:fullerene layer at elevated temperatures likewise demonstrated a more stable morphology for the MPE-PPV: [60] PCBM blend. Both observations indicate that the use of high-T-g MPE-PPV as donor material leads to a reduced free movement of the fullerene molecules within the active layer of the photovoltaic device. Finally, optimization of the PPV:fullerene solar cells revealed that for both types of devices the use of [6,6]-phenyl C-71-butyric acid methyl ester ([70]PCBM) resulted in a substantial increase of current density and power conversion efficiency, up to 3.0% for MDMO-PPV:[70]PCBM and 2.3% for MPE-PPV:[70]PCBM.

  DOI：

  10.1021/ma201911a

文献信息

• Thermal Stability of Poly[2-methoxy-5-(2′-phenylethoxy)-1,4-phenylenevinylene] (MPE-PPV):Fullerene Bulk Heterojunction Solar Cells
  作者：J. Vandenbergh、B. Conings、S. Bertho、J. Kesters、D. Spoltore、S. Esiner、J. Zhao、G. Van Assche、M. M. Wienk、W. Maes、L. Lutsen、B. Van Mele、R. A. J. Janssen、J. Manca、D. J. M. Vanderzande

  DOI：10.1021/ma201911a

  日期：2011.11.8

  To improve the thermal stability of polymer:fullerene bulk heterojunction solar cells, a new polymer, poly[2-methoxy-5-(2'-phenylethoxy)-1,4-phenylenevinylene] (MPE-PPV), has been designed and synthesized, which showed an increased glass transition temperature (T-g) of 111 degrees C. The thermal characteristics and phase behavior of MPE-PPV:[6,6]-phenyl C-61-butyric acid methyl ester ([60]PCBM) blends were investigated by means of modulated temperature differential scanning calorimetry and rapid heating-cooling calorimetry. The thermal stability of MPE-PPV: [60] PCBM solar cells was compared with devices based on the reference MDMO-PPV material with a T-g of 45 degrees C. Monitoring of the photo-current-voltage characteristics at elevated temperatures revealed that the use of high-T-g MPE-PPV resulted in a substantial improvement of the thermal stability of the solar cells. Furthermore, a systematic transmission electron microscope study of the active polymer:fullerene layer at elevated temperatures likewise demonstrated a more stable morphology for the MPE-PPV: [60] PCBM blend. Both observations indicate that the use of high-T-g MPE-PPV as donor material leads to a reduced free movement of the fullerene molecules within the active layer of the photovoltaic device. Finally, optimization of the PPV:fullerene solar cells revealed that for both types of devices the use of [6,6]-phenyl C-71-butyric acid methyl ester ([70]PCBM) resulted in a substantial increase of current density and power conversion efficiency, up to 3.0% for MDMO-PPV:[70]PCBM and 2.3% for MPE-PPV:[70]PCBM.