2,5-dibromo-3,4-didecylthiophene | 313277-90-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 2,5-dibromo-3,4-didecylthiophene
• CAS: 313277-90-6
• 化学式: C₂₄H₄₂Br₂S
• 分子量: 522.471
• InChiKey: BGSNQRHBDNEQHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.9
• 重原子数：
  27
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,5-dibromo-3,4-didecylthiophene 、 2-三丁基甲锡烷基噻吩 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 以78%的产率得到3',4'-didecyl-2,2':5',2''-terthiophene
  参考文献：
  名称：

  Synthesis, properties, and FET performance of rectangular oligothiophene

  摘要：

  通过 Eglinton-Galbraith 偶联反应，成功合成了在角位置含有苯并噻吩单元的新型矩形低聚噻吩。这种低聚物可溶解于常见的有机溶剂中，因此成为可溶液加工的半导体材料的候选材料。我们将环状低聚物的电子吸收和电化学特性与相应的线性成分进行了比较。此外，还比较了其氧化物的特性。利用其旋涂膜制造的有机场效应晶体管显示出典型的 p 型特性，并实现了高达 7.3 × 10-3 cm2V-1 s-1 的良好空穴迁移率，导通/关断电流比为 2.0 × 108，阈值电压为 -7 V。

  DOI：

  10.1039/b912744e
• 作为产物：
  描述：

  3,4-didecyl-thiophene 在 溴 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 2.0h， 以83%的产率得到2,5-dibromo-3,4-didecylthiophene
  参考文献：
  名称：

  Conjugated thiophene compound comprising perfluorinated and alkylated sidechains, conductive organic thin film containing the compound, and field-effect type organic transistor employing the thin film

  摘要：

  一种π共轭化合物，具有由式(I)和式(II)表示的环，在式(I)的环之间插入奇数个环，在式(II)的环之间插入奇数个环：其中R1和R2是氢或取代或未取代的1至20个碳原子的直链、环状或支链烷基，至少一个R1和R2不是氢；而R3和R4是氢或取代或未取代的1至20个碳原子的直链、环状或支链全氟烷基。

  公开号：

  US07462726B2

文献信息

• [EN] MONO-, OLIGO- AND POLYTHIENO[3,2-b]THIOPHENES<br/>[FR] MONO-, OLIGO- AND POLYTHIENO[3,2-B]THIOPHENES
  申请人：MERCK PATENT GMBH

  公开号：WO2005111045A1

  公开（公告）日：2005-11-24

  The invention relates to novel mono-, oligo- and polythieno[3,2-b]thiophenes, to their use as semiconductors or charge transport materials, in optical, electro-optical or electronic devices like for example liquid crystal displays, optical films, organic field effect transistors (FET or OFET) for thin film transistor liquid crystal displays and integrated circuit devices such as RFID tags, electroluminescent devices in flat panel displays, and in photovoltaic and sensor devices, and to field effect transistors, light emitting devices or ID tags comprising the novel polymers.

  本发明涉及新型单体、寡聚物和聚噻吩[3,2-b]噻吩，以及它们作为半导体或电荷传输材料的用途，用于光学、电光或电子器件，例如液晶显示器、光学薄膜、有机场效应晶体管（FET或OFET）用于薄膜晶体管液晶显示器和集成电路器件，例如RFID标签，平板显示器中的电致发光器件以及光伏和传感器器件，并且涉及包含新型聚合物的场效应晶体管、发光器件或ID标签。
• Synthesis, properties, and FET performance of rectangular oligothiophene
  作者：Yutaka Ie、Tomoya Hirose、Yoshio Aso

  DOI：10.1039/b912744e

  日期：——

  New rectangular oligothiophene bearing benzothiophene units at the corner positions has been successfully synthesized via the Eglinton-Galbraith coupling reaction. This oligomer dissolves in common organic solvents, which makes it a candidate for solution-processable semiconductor materials. The electronic absorption and electrochemical properties of the cyclic oligomer were compared with those of the corresponding linear components. The properties of their oxidized species were also compared. Organic field-effect transistors fabricated from its spin-coating film showed typical p-type characteristics and achieved good hole mobility up to 7.3 × 10−3 cm2V−1 s−1 with an on/off current ratio of 2.0 × 108 and a threshold voltage of −7 V.

  通过 Eglinton-Galbraith 偶联反应，成功合成了在角位置含有苯并噻吩单元的新型矩形低聚噻吩。这种低聚物可溶解于常见的有机溶剂中，因此成为可溶液加工的半导体材料的候选材料。我们将环状低聚物的电子吸收和电化学特性与相应的线性成分进行了比较。此外，还比较了其氧化物的特性。利用其旋涂膜制造的有机场效应晶体管显示出典型的 p 型特性，并实现了高达 7.3 × 10-3 cm2V-1 s-1 的良好空穴迁移率，导通/关断电流比为 2.0 × 108，阈值电压为 -7 V。
• Conjugated thiophene compound, conprising perfluorinated and alkylated sidechains, conductive organic thin film containing the compound, and field-effect type organic transistor employing the thin film
  申请人：Nakamura Shinichi

  公开号：US20060234335A1

  公开（公告）日：2006-10-19

  A π-conjugated compound has rings represented by Formulae (I) and (II), an odd number of rings being interposed between the rings of Formula (I), and an odd number of rings being interposed between the rings of Formula (II): where R 1 and R 2 are hydrogen or a substituted or unsubstituted linear, cyclic, or branched alkyl group of 1 to 20 carbon atoms, at least one of R 1 and R 2 being not hydrogen; and R 3 and R 4 are hydrogen or a substituted or unsubstituted linear, cyclic, or branched perfluoroalkyl group of 1 to 20 carbon atoms.

  一种π-共轭化合物，其环由式（I）和（II）表示，奇数个环被插入在式（I）的环之间，奇数个环被插入在式（II）的环之间：其中R1和R2为氢或取代或未取代的1至20个碳原子的线性、环状或支链烷基，其中至少一个不是氢；R3和R4为氢或取代或未取代的1至20个碳原子的线性、环状或支链全氟烷基。
• Mono-, Oligo- and Polythieno [3,2-B]Thiophenes
  申请人：Heeney Martin

  公开号：US20070232812A1

  公开（公告）日：2007-10-04

  The invention relates to novel mono-, oligo- and polythieno[3,2-b]thiophenes, to their use as semiconductors or charge transport materials, in optical, electro-optical or electronic devices like for example liquid crystal displays, optical films, organic field effect transistors (FET or OFET) for thin film transistor liquid crystal displays and integrated circuit devices such as RFID tags, electroluminescent devices in flat panel displays, and in photovoltaic and sensor devices, and to field effect transistors, light emitting devices or ID tags comprising the novel polymers.

  该发明涉及新型单体、寡聚物和聚噻吩[3,2-b]噻吩，以及它们在半导体或电荷传输材料中的使用，在光学、电光或电子器件中使用，例如液晶显示器、光学薄膜、有机场效应晶体管（FET或OFET）用于薄膜晶体管液晶显示器和集成电路器件，例如RFID标签、扁平显示器中的电致发光器件以及光伏和传感器器件，以及包含新型聚合物的场效应晶体管、发光器件或ID标签。
• Monomers, oligomers and polymers comprising thiophene and selenophene
  申请人：Heeney Martin

  公开号：US20060249712A1

  公开（公告）日：2006-11-09

  The invention relates to novel mono-, oligo- and polymeric compounds comprising thiophene and selenophene, to their use as semiconductors or charge transport materials, in optical, electro-optical or electronic devices, and to optical, electro-optical or electronic devices comprising the novel compounds.

  本发明涉及一种新型单体、寡聚体和聚合物化合物，包括噻吩和硒噻吩，其用作半导体或电荷传输材料，在光学、电光或电子设备中使用，并且涉及包含新型化合物的光学、电光或电子设备。