5-(4-heptyloxyphenyl)-2-(4-fluorophenyl)-1,3,4-oxadiazole | 1103755-12-9

• 英文名称: 5-(4-heptyloxyphenyl)-2-(4-fluorophenyl)-1,3,4-oxadiazole
• CAS: 1103755-12-9
• 化学式: C₂₁H₂₃FN₂O₂
• 分子量: 354.424
• InChiKey: FHHAGFBCXFWBGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.89
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  48.15
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,5-二甲基苯酚 、 5-(4-heptyloxyphenyl)-2-(4-fluorophenyl)-1,3,4-oxadiazole 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以72.5%的产率得到2-(4-heptyloxyphenyl)-5-(4-(2,5-dimethylphenoxy)phenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Synthesis of Poly(p-phenylene-vinylene) Derivatives Containing an Oxadiazole Pendant Group and Their Applications to Organic Electronic Devices

  摘要：

  Poly(p-phenylene vinylene) (PPV) derivatives with 2,5-diphenyl-1,3,4-oxadiazole-diyl (OXD) as the side chain, poly[2-{4[5-(4-(heptyloxy)phenyl)-1,3,4-oxadiazole-2-yl]phenyl-oxy}-1,4-phenylenevinylene] (OXH-PPV), poly[2-{4[5-(4-(heptyloxy)phenyl)-1,3,4-oxadia-zole-2-yl]phenyl-oxy}-1,4-phenylenevinylene-co-2-methoxy-5-(2'-ethylhexyloxy)-p-phenylene vinylene] (OXH-PPV-co-MEH-PPV), and poly[2-methoxy-5-(2'-ethylhexyl-oxy)-p-phenylene vinylene] (MEH-PPV), were synthesized via a modified Gilch route. The electron-deficient oxadiazole moiety was introduced on the side chain of the polymer backbone to increase the electron-affinity of the polymers. The electroluminescent (EL) properties of the resulting polymers as an active layer, were investigated by the fabrication of single-layer LEDs and the devices using OXH-PPV-co-MEH-PPV showed better EL properties than those using Pure MEH-PPV. Also, to investigate the switching properties of the resulting polymers as an active layer, OFET devices were fabricated in a top-contact/bottom-gate configuration. The resulting FETs exhibited typical p-channel characteristics, field-effect mobility of 6.5 x 10(-4)-7.0 x 10(-5) cm(2) V-1 s(-1), and on-off ratio of about 10(4)-10(5).

  DOI：

  10.1166/jnn.2013.7291
• 作为产物：
  描述：

  N'-(4-heptyloxybenzoyl)-4-fluorobenzohydrazide 在 氯化亚砜 作用下， 以 苯 为溶剂， 反应 4.0h， 以82%的产率得到5-(4-heptyloxyphenyl)-2-(4-fluorophenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Synthesis of Poly(p-phenylene-vinylene) Derivatives Containing an Oxadiazole Pendant Group and Their Applications to Organic Electronic Devices

  摘要：

  Poly(p-phenylene vinylene) (PPV) derivatives with 2,5-diphenyl-1,3,4-oxadiazole-diyl (OXD) as the side chain, poly[2-{4[5-(4-(heptyloxy)phenyl)-1,3,4-oxadiazole-2-yl]phenyl-oxy}-1,4-phenylenevinylene] (OXH-PPV), poly[2-{4[5-(4-(heptyloxy)phenyl)-1,3,4-oxadia-zole-2-yl]phenyl-oxy}-1,4-phenylenevinylene-co-2-methoxy-5-(2'-ethylhexyloxy)-p-phenylene vinylene] (OXH-PPV-co-MEH-PPV), and poly[2-methoxy-5-(2'-ethylhexyl-oxy)-p-phenylene vinylene] (MEH-PPV), were synthesized via a modified Gilch route. The electron-deficient oxadiazole moiety was introduced on the side chain of the polymer backbone to increase the electron-affinity of the polymers. The electroluminescent (EL) properties of the resulting polymers as an active layer, were investigated by the fabrication of single-layer LEDs and the devices using OXH-PPV-co-MEH-PPV showed better EL properties than those using Pure MEH-PPV. Also, to investigate the switching properties of the resulting polymers as an active layer, OFET devices were fabricated in a top-contact/bottom-gate configuration. The resulting FETs exhibited typical p-channel characteristics, field-effect mobility of 6.5 x 10(-4)-7.0 x 10(-5) cm(2) V-1 s(-1), and on-off ratio of about 10(4)-10(5).

  DOI：

  10.1166/jnn.2013.7291