5-ethyl-5'''-(10-undecenyl)-2,2':5',2'':5'',2'''-quaterthiophene | 851604-88-1

• 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-ethyl-5'''-(10-undecenyl)-2,2':5',2'':5'',2'''-quaterthiophene
• 英文别名: 2-Ethyl-5-[5-[5-(5-undec-10-enylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophene
• CAS: 851604-88-1
• 化学式: C₂₉H₃₄S₄
• 分子量: 510.853
• InChiKey: YMYUNTAPUIOJJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  33
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-ethyl-5'''-(10-undecenyl)-2,2':5',2'':5'',2'''-quaterthiophene 、 1,1,3,3-四甲基二硅氧烷 在 Pt based catalyst 作用下， 以 甲苯 为溶剂， 以94%的产率得到1-[11-(5'''-ethyl-2,2':5',2'':5'',2'''-quaterthien-5-yl)undecyl]-1,1,3,3-tetramethyldisiloxane
  参考文献：
  名称：

  Unsymmetrische lineare organische Oligomere

  摘要：

  公开号：

  EP1531155B1
• 作为产物：
  描述：

  5-ethyl-5''-bromo-2,2':5',2''-terthiophene 、 2-(undec-10-en-1-yl)thiophene 在 正丁基锂 、 MgBr₂*Et₂O 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以88%的产率得到5-ethyl-5'''-(10-undecenyl)-2,2':5',2'':5'',2'''-quaterthiophene
  参考文献：
  名称：

  Synthesis of Monochlorosilyl Derivatives of Dialkyloligothiophenes for Self-Assembling Monolayer Field-Effect Transistors

  摘要：

  Unsymmetrical dimethylchlorosilyl-substituted alpha,alpha'-dialkylquater-, quinque-, and sexithiophenes were designed and successfully synthesized by a combination of Kumada and Suzuki cross-coupling reactions followed by hydrosilylation. Optimization possibilities of the hydrosilylation of low-soluble linear oligothiophenes by dimethylchlorosilane as well as the nonreactive byproducts formed are described. The molecular structures of the obtained dimethylchlorosilyl-functionalized oligothiophenes were proven by NMR and DCI MS techniques. These compounds were found to be stable and reactive enough, even in the presence of the nonreactive byproducts, to form semiconducting monolayers on dielectric hydroxylated SiO2 surfaces by self-assembly from solution. The semiconducting properties of these oligothiophene SAMs were as good as those of bulk oligothiophenes. This allowed the production of stable, even under ambient conditions, SAMFETs with a mobility of up to 0.04 cm(2)/(V s) and an on/off ratio up to 1 x 10(8).

  DOI：

  10.1021/om100139y

文献信息

• Asymmetrical linear organic oligomers
  申请人：Kirchmeyer Stephan

  公开号：US20050139822A1

  公开（公告）日：2005-06-30

  The invention relates to asymmetrical linear organic oligomers represented by the following formula (I), X—R 1 —[—Ar—] n —R 2 (I) in which n is from 4 to 10, Ar is for example an optionally substituted 2,5-thienylene group, R 1 is for example a C 10 -C 20 alkylene group, R 2 is for example a C 1 -C 12 alkyl group, and X is for example a vinyl group or an alkoxysilyl group. Also described is a process for the production of such organic oligomers, and semiconductors in electronic modules that include such organic oligomers.

  本发明涉及下式(I)所代表的不对称线性有机低聚物、 X-R 1 -[-Ar-]-[-Ar-] n -R 2 (I) 其中 n 为 4 至 10，Ar 例如为任选取代的 2,5-噻吩基团，R 1 例如是一个 C 10 -C 20 烯基，R 2 例如是 C 1 -C 12 烷基，X 是乙烯基或烷氧基硅基。此外，还介绍了生产这种有机低聚物的工艺，以及包括这种有机低聚物的电子模块中的半导体。
• EP1531155A1
  申请人：——

  公开号：EP1531155A1

  公开（公告）日：2005-05-18
• US7196206B2
  申请人：——

  公开号：US7196206B2

  公开（公告）日：2007-03-27
• Synthesis of Monochlorosilyl Derivatives of Dialkyloligothiophenes for Self-Assembling Monolayer Field-Effect Transistors
  作者：Sergei A. Ponomarenko、Oleg V. Borshchev、Timo Meyer-Friedrichsen、Alexandra P. Pleshkova、Sepas Setayesh、Edsger C. P. Smits、Simon G. J. Mathijssen、Dago M. de Leeuw、Stephan Kirchmeyer、Aziz M. Muzafarov

  DOI：10.1021/om100139y

  日期：2010.10.11

  Unsymmetrical dimethylchlorosilyl-substituted alpha,alpha'-dialkylquater-, quinque-, and sexithiophenes were designed and successfully synthesized by a combination of Kumada and Suzuki cross-coupling reactions followed by hydrosilylation. Optimization possibilities of the hydrosilylation of low-soluble linear oligothiophenes by dimethylchlorosilane as well as the nonreactive byproducts formed are described. The molecular structures of the obtained dimethylchlorosilyl-functionalized oligothiophenes were proven by NMR and DCI MS techniques. These compounds were found to be stable and reactive enough, even in the presence of the nonreactive byproducts, to form semiconducting monolayers on dielectric hydroxylated SiO2 surfaces by self-assembly from solution. The semiconducting properties of these oligothiophene SAMs were as good as those of bulk oligothiophenes. This allowed the production of stable, even under ambient conditions, SAMFETs with a mobility of up to 0.04 cm(2)/(V s) and an on/off ratio up to 1 x 10(8).
• Unsymmetrische lineare organische Oligomere
  申请人：H.C. Starck GmbH & Co. KG

  公开号：EP1531155B1

  公开（公告）日：2007-08-01