5,5''-bis(5-butyl-2-thienylethynyl)-[2,2':5',2'']-terthiophene | 320784-34-7

• 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''-bis(5-butyl-2-thienylethynyl)-[2,2':5',2'']-terthiophene
• 英文别名: 5,5''-bis(5-butyl-2-thienylethynyl)-2,2':5',2''-terthiophene；2,2':5',2''-Terthiophene, 5,5''-bis[(5-butyl-2-thienyl)ethynyl]-；2,5-bis[5-[2-(5-butylthiophen-2-yl)ethynyl]thiophen-2-yl]thiophene
• CAS: 320784-34-7
• 化学式: C₃₂H₂₈S₅
• 分子量: 572.904
• InChiKey: YAKRWHWBPITOTL-UHFFFAOYSA-N

物化性质

• 沸点：
  717.9±60.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  141
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-正丁基噻吩 在 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 18.08h， 生成 5,5''-bis(5-butyl-2-thienylethynyl)-[2,2':5',2'']-terthiophene
  参考文献：
  名称：

  Large Area Liquid Crystal Monodomain Field-Effect Transistors

  摘要：

  Butyl, hexyl, and decyl derivatives of the liquid-crystal line organic semiconductor 5,5 double prime -bis(5alkyl-2-thienylethynyl)-2,2':5',2double prime -terthiophene were synthesized and studied with respect to their structural, optical, and electrical properties. By means of an optimized thermal annealing scheme the hexyl and decyl compounds could be processed into self-assembled monodomain films of up to 150 mm in diameter. These were investigated with X-ray diffractometry, which revealed a clearly single-crystalline monoclinic morphology with lamellae parallel to the substrate. Within the lamellae the molecules were found to arrange with a tilt of about 50 degrees with the rubbing direction of the polyimide alignment layer. The resulting, close side-to-side packing was confirmed by measurements of the UV/vis absorption, which showed a dichroic ratio of 19 and indicated H-aggregation. AFM analyses revealed self-affinity in the surface roughness of the monodomain. The compounds showed bipolar charge transport in TOF measurements, with hole mobilities reaching up to 0.02 cm(2)/Vs and maximum electron mobilities around 0.002 cm(2)/Vs. The hexyl derivative was processed into large-area monodomain top-gate field-effect transistors, which were stable for months and showed anisotropic hole mobilities of up to 0.02 cm(2)/Vs. Compared to multidomain bottom-gate transistors the monodomain formation allowed for a mobility increase by 1 order of magnitude.

  DOI：

  10.1021/ja055337l

文献信息

• PHOTO-ALIGNMENT MATERIAL AND PHOTO-ALIGNMENT METHOD
  申请人：TOKYO INSTITUTE OF TECHNOLOGY

  公开号：US20160202560A1

  公开（公告）日：2016-07-14

  A photo-alignment material in which an alignment film can be formed parallel to a vibration direction of light and a tilt angle of the alignment film is easily controlled and a photo-alignment method using the photo-alignment material are provided. A photo-alignment material of the present invention contains a photo-responsive substance having a threshold value of responding light intensity.
• Large Area Liquid Crystal Monodomain Field-Effect Transistors
  作者：Albert J. J. M. van Breemen、Peter T. Herwig、Ceciel H. T. Chlon、Jörgen Sweelssen、Herman F. M. Schoo、Sepas Setayesh、Willie M. Hardeman、Christian A. Martin、Dago M. de Leeuw、Josué J. P. Valeton、Cees W. M. Bastiaansen、Dirk J. Broer、Andreea R. Popa-Merticaru、Stefan C. J. Meskers

  DOI：10.1021/ja055337l

  日期：2006.2.1

  Butyl, hexyl, and decyl derivatives of the liquid-crystal line organic semiconductor 5,5 double prime -bis(5alkyl-2-thienylethynyl)-2,2':5',2double prime -terthiophene were synthesized and studied with respect to their structural, optical, and electrical properties. By means of an optimized thermal annealing scheme the hexyl and decyl compounds could be processed into self-assembled monodomain films of up to 150 mm in diameter. These were investigated with X-ray diffractometry, which revealed a clearly single-crystalline monoclinic morphology with lamellae parallel to the substrate. Within the lamellae the molecules were found to arrange with a tilt of about 50 degrees with the rubbing direction of the polyimide alignment layer. The resulting, close side-to-side packing was confirmed by measurements of the UV/vis absorption, which showed a dichroic ratio of 19 and indicated H-aggregation. AFM analyses revealed self-affinity in the surface roughness of the monodomain. The compounds showed bipolar charge transport in TOF measurements, with hole mobilities reaching up to 0.02 cm(2)/Vs and maximum electron mobilities around 0.002 cm(2)/Vs. The hexyl derivative was processed into large-area monodomain top-gate field-effect transistors, which were stable for months and showed anisotropic hole mobilities of up to 0.02 cm(2)/Vs. Compared to multidomain bottom-gate transistors the monodomain formation allowed for a mobility increase by 1 order of magnitude.