5,5'-bis(3-dodecyl-2-thienyl)-3-methyl-2,2'-bithiophene | 1228458-38-5

• 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(3-dodecyl-2-thienyl)-3-methyl-2,2'-bithiophene
• 英文别名: 5-(3-Dodecylthiophen-2-yl)-2-[5-(3-dodecylthiophen-2-yl)thiophen-2-yl]-3-methylthiophene
• CAS: 1228458-38-5
• 化学式: C₄₁H₆₀S₄
• 分子量: 681.191
• InChiKey: POFZJHRSGWFSQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.5
• 重原子数：
  45
• 可旋转键数：
  25
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5,5'-dibromo-3-methyl-2,2'-bithiophene 、 2-溴-3-十二烷基噻吩 在 magnesium 、 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 作用下， 以 四氢呋喃 为溶剂， 反应 51.0h， 以68%的产率得到5,5'-bis(3-dodecyl-2-thienyl)-3-methyl-2,2'-bithiophene
  参考文献：
  名称：

  High-Performance Polythiophene Thin-Film Transistors Processed with Environmentally Benign Solvent

  摘要：

  Solution processable organic thin-film transistors (OTFTs) have attracted great attention recently due to their high potentials to dramatically reduce the manufacturing cost for large-area and flexible electronic devices. However, most high performance polymeric semiconductors require chlorinated solvents for their device fabrications, which is not an environmentally friendly manufacturing process. In this article, we describe a facile approach to tuning the solubility characteristics of a high mobility polythiophene system by strategic structure modification and demonstrate significantly improved solution properties in environmentally benign solvents with high field-effect mobility up to 0.18 cm(2) V(-1) s(-1). To our best knowledge, this is one of the highest mobility values reported so far for solution-processed OTFTs fabricated from polymeric semiconductors in nonchlorinated solvents. Furthermore, the molecular orientations and structural properties of newly developed polythiophenes were evaluated by both single crystal data of their building blocks and X-ray diffraction (XRD) of their thin films.

  DOI：

  10.1021/ma100212h

文献信息

• POLYTHIOPHENES AND ELECTRONIC DEVICES COMPRISING THE SAME
  申请人：Liu Ping

  公开号：US20100140555A1

  公开（公告）日：2010-06-10

  Disclosed are semiconducting polythiophenes comprising a repeating unit of Formula (A) or a copolythiophene of Formula (B): wherein A and B are each alkyl having from 1 to about 25 carbon atoms; and a, b, c, d, e, f, g, x, and y are as defined herein. These polythiophenes have high mobility and are soluble in common organic solvents, so that chlorinated solvents do not need to be used. They are useful for depositing semiconducting layers, particularly in organic thin-film transistors.
• US7837903B2
  申请人：——

  公开号：US7837903B2

  公开（公告）日：2010-11-23
• High-Performance Polythiophene Thin-Film Transistors Processed with Environmentally Benign Solvent
  作者：Ping Liu、Yiliang Wu、Hualong Pan、Beng S. Ong、Shiping Zhu

  DOI：10.1021/ma100212h

  日期：2010.8.10

  Solution processable organic thin-film transistors (OTFTs) have attracted great attention recently due to their high potentials to dramatically reduce the manufacturing cost for large-area and flexible electronic devices. However, most high performance polymeric semiconductors require chlorinated solvents for their device fabrications, which is not an environmentally friendly manufacturing process. In this article, we describe a facile approach to tuning the solubility characteristics of a high mobility polythiophene system by strategic structure modification and demonstrate significantly improved solution properties in environmentally benign solvents with high field-effect mobility up to 0.18 cm(2) V(-1) s(-1). To our best knowledge, this is one of the highest mobility values reported so far for solution-processed OTFTs fabricated from polymeric semiconductors in nonchlorinated solvents. Furthermore, the molecular orientations and structural properties of newly developed polythiophenes were evaluated by both single crystal data of their building blocks and X-ray diffraction (XRD) of their thin films.