5,5'-diisopropyl-2,2'-bithienyl

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5,5'-diisopropyl-2,2'-bithienyl
• 英文别名: 2-Propan-2-yl-5-(5-propan-2-ylthiophen-2-yl)thiophene
• 化学式: C₁₄H₁₈S₂
• 分子量: 250.429
• InChiKey: XGOJTKYPBBJLDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  噻吩 、 2-氯丙烷 生成 5,5'-diisopropyl-2,2'-bithienyl
  参考文献：
  名称：

  2,2'-Bithienyl derivatives: EPR investigation of their radical ions in solution, electrochemical properties, and crystal structure

  摘要：

  5,5'-Dimethyl-, -diisopropyl-, -di-tert-butyl-, and -bis(trimethylsilyl)-2,2'-bithienyl have been prepared (1, 2, 3, and 4 respectively). The radical cations of 1, 2, and 3 have been generated in fluid solution. The electron paramagnetic resonance (EPR) spectra have been analyzed with the help of Huckel/McLachlan and MINDO/3 calculations and show the presence of cis and trans isomers, although X-ray diffraction studies of 1 and 4 have identified only the trans isomer in solid state. MINDO/3 predicts the observation of both isomers of 1.+ on the EPR timescale by estimating the barrier to ring rotation. This value is much higher than in the parent molecule,which fits in with the observation of presumably only one isomer by nuclear magnetic resonance (NMR). If the 2- and 5-positions are not blocked, oligomerization occurs: 2-methylthiophene gives the 5,5'-dimethyl-2,2'-bithienyl radical cation (1.+), and 2,2'-bithienyl itself gives the poly-2,2'-bithienyl radical cation. The radical anion of 4 (and of its 3,3'-dideuterated derivative) has been generated, but the lines in the EPR spectrum are broad, and only one isomer can be detected. Oxidation potentials corresponding to the anodic peak potentials of the irreversible oxidation peaks for 1, 2, and 3 are lower than that of 2,2'-bithienyl as expected, while that of 4 is only slightly higher, which is consistent with the weak electron-withdrawing effect of the trimethylsilyl substituent. On the other hand, a quasireversible redox couple (EO = -2.34 V vs SCE) has been found for the reduction of 4.

  DOI：

  10.1021/jo00063a031

文献信息

• LIGHT STABILIZER, ORGANIC PHOTOVOLTAIC CELL CONTAINING THE SAME AND METHOD FOR PREPARING THE SAME
  申请人：KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY

  公开号：US20160087219A1

  公开（公告）日：2016-03-24

  The present disclosure relates to an additive for improving the light stability of a conjugated polymer, a method for preparing the same and an organic photovoltaic cell containing the same. Since the additive of the present disclosure improves the light stability of a conjugated polymer, it can be used for an organic photovoltaic (OPV) cell device and can also be usefully used for an organic optoelectronic device using a conductive polymer, such as an organic photodiode (OPD), an organic thin-film transistor (OTFT), an organic light-emitting diode (OLED), etc.

  本公开涉及一种用于改善共轭聚合物光稳定性的添加剂，以及制备该添加剂的方法和含有该添加剂的有机光伏电池。由于本公开的添加剂改善了共轭聚合物的光稳定性，因此可以用于有机光伏（OPV）电池器件，并且还可以用于有机光电子器件，如有机光二极管（OPD）、有机薄膜晶体管（OTFT）、有机发光二极管（OLED）等。
• Borylated compounds
  申请人：The University of Manchester

  公开号：US10038148B2

  公开（公告）日：2018-07-31

  Borylated compounds are disclosed, as well as their methods of preparation and their applications. The disclosed borylated compounds are highly stable, and have reduced band gap properties, thereby making them attractive candidates for incorporation into semiconducting materials for use in a variety of electronic, optical or electro-optical devices or components.

  本文公开了硼化化合物及其制备方法和应用。所公开的硼化化合物具有高度稳定性，并具有减小带隙的特性，因此使它们成为具有吸引力的候选化合物，可用于各种电子、光学或电子光学设备或元件的半导体材料中。
• Nanoparticles
  申请人：CHROMITION LIMITED

  公开号：US10703857B2

  公开（公告）日：2020-07-07

  Nanoparticle compositions comprising nanoparticles formed from π-conjugated cross-linked polymers are disclosed, together with their methods of manufacture and their applications. Owing to the nature of the cross-links formed therein, the nanoparticle compositions afford a high degree of manufacturing flexibility and control, as well as being amenable to facile purification for the purpose of imaging and electronics applications.

  本发明公开了由π-共轭交联聚合物形成的纳米颗粒组成的纳米颗粒组合物及其制造方法和应用。由于其中形成的交联的性质，纳米颗粒组合物具有高度的制造灵活性和可控性，并且易于纯化，可用于成像和电子应用。
• Nanoparticles for use in light emitting applications
  申请人：Chromition Limited

  公开号：US11149110B2

  公开（公告）日：2021-10-19

  Resins comprising nanoparticles formed from π-conjugated cross-linked polymers are disclosed, together with their methods of manufacture and their applications in light emitting devices.

  本文公开了由π-共轭交联聚合物形成的纳米颗粒组成的树脂及其制造方法和在发光器件中的应用。
• NANOPARTICLES FOR USE IN LIGHT EMITTING APPLICATIONS
  申请人：Chromition Limited

  公开号：EP3405551B1

  公开（公告）日：2021-04-28