E,E-2,5-bis<2-(2-thienyl)ethenyl>thiophene | 26263-68-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: E,E-2,5-bis<2-(2-thienyl)ethenyl>thiophene
• 英文别名: 2,5-di(thiophene-2'-yl-β-ethenyl)thiophene；2,5-Bis-(2-thienylvinyl)-thiophen；2,5-Bis(2-thienylvinyl)thiophen；(E,E)-2,5-Bis[2-(2-thienyl)ethenyl]thiopehene；2,5-bis[(E)-2-thiophen-2-ylethenyl]thiophene
• CAS: 26263-68-3
• 化学式: C₁₆H₁₂S₃
• 分子量: 300.469
• InChiKey: VCGGNGDQIXXYDP-KQQUZDAGSA-N

物化性质

• 熔点：
  151 °C(Solv: cyclohexane (110-82-7))
• 沸点：
  463.8±24.0 °C(Predicted)
• 密度：
  1.339±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  E,E-2,5-bis<2-(2-thienyl)ethenyl>thiophene 在 sodium tetrahydroborate 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 9.5h， 生成 [5-[(E)-2-[5-[(E)-2-thiophen-2-ylethenyl]thiophen-2-yl]ethenyl]thiophen-2-yl]methanol
  参考文献：
  名称：

  Preparation of a Series of Oligo[thiophene-2,5-diyl]vinylenes

  摘要：

  Preparation of a series of oligo[thiophene-2,5-diyl]vinylenes (3) is reported. Compounds containing an even number of thiophene rings were synthesized by the carbonyl coupling of thiophenecarbaldehydes with a low-valent titanium reagent and those carrying an odd number of thiophene rings by the coupling of thiophenecarbaldehydes with Wittig-Horner (Wittig) reagents. Uv-vis spectral feature of these compounds is also reported.

  DOI：

  10.3987/com-91-5719
• 作为产物：
  描述：

  2-(噻吩甲基)膦酸二乙酯 在 sodium hydride 、 三氯氧磷 作用下， 反应 11.5h， 生成 E,E-2,5-bis<2-(2-thienyl)ethenyl>thiophene
  参考文献：
  名称：

  Preparation of a Series of Oligo[thiophene-2,5-diyl]vinylenes

  摘要：

  Preparation of a series of oligo[thiophene-2,5-diyl]vinylenes (3) is reported. Compounds containing an even number of thiophene rings were synthesized by the carbonyl coupling of thiophenecarbaldehydes with a low-valent titanium reagent and those carrying an odd number of thiophene rings by the coupling of thiophenecarbaldehydes with Wittig-Horner (Wittig) reagents. Uv-vis spectral feature of these compounds is also reported.

  DOI：

  10.3987/com-91-5719

文献信息

• Conjugated Thiophenes Having Conducting Properties and Synthesis of Same
  申请人：Skene G. William

  公开号：US20070287842A1

  公开（公告）日：2007-12-13

  The present invention relates to conjugated oligomers and polymers comprising aromatic thiophene cores. The conjugated materials are obtained by simple and efficient condensation of an aryl diamine and an aryl dialdehyde or a bifunctional aryl moiety comprising both an aldehyde and an amine. Condensation of the complementary moieties at temperatures ranging from ambient to refluxing temperatures in various solvents resulted in conjugated oligomers and polymers that can subsequently be cast into thin films. Oligomerization and polymerization can be done under mild conditions with removal of the resulting water bi-product responsible for shifting the equilibrium in favour of the conjugated products. The resulting conjugated compounds can be made conducting with dopants affording electrically conducting materials of either p-type or n-type conductors depending on the dopant selected.

  本发明涉及含有芳香硫吡咯核的共轭寡聚物和聚合物。这些共轭材料是通过芳香族二胺和芳香族二醛或具有同时含有醛和胺的双官能团芳香族基团的简单而有效的缩合反应获得的。在各种溶剂中，在从常温到沸点温度的温度范围内缩合互补的官能团，得到了可以随后铸造成薄膜的共轭寡聚物和聚合物。在温和的条件下进行寡聚和聚合，去除产生的水副产物，有利于使平衡向共轭产物方向移动。所得的共轭化合物可以通过掺杂制成导电材料，根据所选择的掺杂剂，可以得到p型或n型导体的电导材料。
• CONJUGATED THIOPHENES HAVING CONDUCTING PROPERTIES AND SYNTHESIS OF SAME
  申请人：Skene William G.

  公开号：US20120004386A1

  公开（公告）日：2012-01-05

  The present invention relates to conjugated oligomers and polymers comprising aromatic thiophene cores. The conjugated materials are obtained by simple and efficient condensation of an aryl diamine and an aryl dialdehyde or a bifunctional aryl moiety comprising both an aldehyde and an amine. Condensation of the complementary moieties at temperatures ranging from ambient to refluxing temperatures in various solvents resulted in conjugated oligomers and polymers that can subsequently be cast into thin films. Oligomerization and polymerization can be done under mild conditions with removal of the resulting water bi-product responsible for shifting the equilibrium in favour of the conjugated products. The resulting conjugated compounds can be made conducting with dopants affording electrically conducting materials of either p-type or n-type conductors depending on the dopant selected.

  本发明涉及含有芳香硫杂苯核的共轭寡聚物和聚合物。这些共轭材料是通过芳香族二胺和芳香族二醛或含有醛和胺的双官能团芳香族基团的简单高效缩合反应得到的。在各种溶剂中，将互补的官能团在环境温度到沸腾温度范围内缩合，得到共轭寡聚物和聚合物，随后可以将其铸造成薄膜。在温和的条件下进行寡聚和聚合反应，通过去除生成的水分子，使平衡向共轭产物倾斜。所得的共轭化合物可以通过掺杂剂使其导电，从而获得p型或n型导体的电导材料。
• US8034895B2
  申请人：——

  公开号：US8034895B2

  公开（公告）日：2011-10-11
• Preparation of a Series of Oligo[thiophene-2,5-diyl]vinylenes
  作者：Juzo Nakayama、Toru Fujimori

  DOI：10.3987/com-91-5719

  日期：——

  Preparation of a series of oligo[thiophene-2,5-diyl]vinylenes (3) is reported. Compounds containing an even number of thiophene rings were synthesized by the carbonyl coupling of thiophenecarbaldehydes with a low-valent titanium reagent and those carrying an odd number of thiophene rings by the coupling of thiophenecarbaldehydes with Wittig-Horner (Wittig) reagents. Uv-vis spectral feature of these compounds is also reported.