3,3''',4'''',3'''''''-Tetraoctyl-[2,2';5',2'';5'',2''';5''',2'''';5'''',2''''';5''''',2'''''';5'''''',2''''''']octithiophene | 161745-98-8

• 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: 3,3''',4'''',3'''''''-Tetraoctyl-[2,2';5',2'';5'',2''';5''',2'''';5'''',2''''';5''''',2'''''';5'''''',2''''''']octithiophene
• 英文别名: 3-Octyl-5-[4-octyl-5-[5-[5-(3-octylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]-2-[5-[5-(3-octylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophene
• CAS: 161745-98-8
• 化学式: C₆₄H₈₂S₈
• 分子量: 1107.88
• InChiKey: HEDSUXOHLGYVAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  27.4
• 重原子数：
  72
• 可旋转键数：
  35
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  226
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3,3''',4'''',3'''''''-Tetraoctyl-[2,2';5',2'';5'',2''';5''',2'''';5'''',2''''';5''''',2'''''';5'''''',2''''''']octithiophene 在 四(三苯基膦)钯 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 三乙胺 作用下， 以 二硫化碳 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 3,3''',4'''',3'''''''-Tetraoctyl-5,5'''''''-bis-trimethylsilanylethynyl-[2,2';5',2'';5'',2''';5''',2'''';5'''',2''''';5''''',2'''''';5'''''',2''''''']octithiophene
  参考文献：
  名称：

  Oligo(octithienylene-diethynylene)s as Unprecedentedly Long Conjugated Nanomolecules

  摘要：

  [GRAPHICS]A series of oligo(octithienylene-diethynylene)s alternately composed of octithiophene and diacetylene units have been prepared by a random Eglinton coupling reaction among mono- and diethynyloctithiophenes. The largest compound isolated in the oligomeric series is comprised of twelve octithiophene units and eleven diacetylene units, and its molecular length reaches ca. 43 nm, which is the longest among single-component conjugated nanomolecules.

  DOI：

  10.1021/ol026150r
• 作为产物：
  描述：

  5,5'-二溴-2,2'-联噻吩 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 苯 为溶剂， 生成 3,3''',4'''',3'''''''-Tetraoctyl-[2,2';5',2'';5'',2''';5''',2'''';5'''',2''''';5''''',2'''''';5'''''',2''''''']octithiophene
  参考文献：
  名称：

  Oligo(octithienylene-diethynylene)s as Unprecedentedly Long Conjugated Nanomolecules

  摘要：

  [GRAPHICS]A series of oligo(octithienylene-diethynylene)s alternately composed of octithiophene and diacetylene units have been prepared by a random Eglinton coupling reaction among mono- and diethynyloctithiophenes. The largest compound isolated in the oligomeric series is comprised of twelve octithiophene units and eleven diacetylene units, and its molecular length reaches ca. 43 nm, which is the longest among single-component conjugated nanomolecules.

  DOI：

  10.1021/ol026150r

文献信息

• Oligothiophenes incorporated in a polysilsesquioxane network: application to tunable transparent conductive films
  作者：Ichiro Imae、Daisuke Tokita、Yousuke Ooyama、Kenji Komaguchi、Joji Ohshita、Yutaka Harima

  DOI：10.1039/c2jm32259e

  日期：——

  Novel polysilsesquioxanes incorporating long oligothiophenes (octamer to dodecamer) have been synthesized. Cyclic voltammetry and absorption spectroscopy of the polymer films showed the negative shift of oxidation potentials and the red shift of absorption bands with increasing the length of oligothienylene unit. Electrical conductivities and mobilities of charge carriers were changed by the doping level and their maximum values also increased with the length of oligothienylene unit. Work functions of the polymer films could be tuned from 5.3 to 5.7 eV by increasing the doping level. The comparison with the monomer films suggested that the rigidity of the polymer network strongly affects mechanical, spectroscopic, electrochemical, and electrical properties of the polymer films.

  我们合成了含有长低聚噻吩（从八聚体到十二聚体）的新型聚硅烷基喹喔啉。聚合物薄膜的循环伏安法和吸收光谱显示，随着低聚噻吩单元长度的增加，氧化电位发生负移，吸收带发生红移。电荷载流子的电导率和迁移率随掺杂水平的变化而变化，其最大值也随低聚噻吩单元长度的增加而增加。聚合物薄膜的功函数可通过提高掺杂水平在 5.3 至 5.7 eV 之间进行调整。与单体薄膜的比较表明，聚合物网络的刚性对聚合物薄膜的机械、光谱、电化学和电学性能有很大影响。
• METHOD OF FORMING PATTERN AND COMPOSITION FOR FORMING OF ORGANIC THIN-FILM FOR USE THEREIN
  申请人：Shimizu Daisuke

  公开号：US20100233635A1

  公开（公告）日：2010-09-16

  A method for forming a pattern contains (1) a step of forming an underlayer film containing (A) a radiation-sensitive acid generator capable of generating an acid upon exposure to radiation rays or (B) a radiation-sensitive base generator capable of generating a base upon exposure to radiation rays on a substrate; (2) a step of irradiating the underlayer film with radiation rays through a mask with a predetermined pattern to obtain an exposed underlayer film portion having been selectively exposed through the predetermined pattern; (3) a step of forming (C) an organic thin film on the underlayer film so as to attain chemical bonding of the exposed underlayer film portion with the organic thin-film formed on the exposed underlayer film portion; and (4) a step of removing the organic thin film formed on areas of the underlayer film other than the exposed underlayer film portion.

  一种形成图案的方法包括：（1）在基板上形成一个底层薄膜，该底层薄膜包含（A）一种辐射敏感的酸发生剂，能够在辐射射线的作用下产生酸，或者（B）一种辐射敏感的碱发生剂，能够在辐射射线的作用下产生碱；（2）通过一个预定图案的掩模，用辐射射线照射底层薄膜，以获得已通过预定图案选择性暴露的底层薄膜部分；（3）在底层薄膜上形成一层有机薄膜，以实现暴露的底层薄膜部分与形成在暴露的底层薄膜部分上的有机薄膜的化学键合；（4）去除除暴露的底层薄膜部分外的底层薄膜区域上形成的有机薄膜。
• Structure of Thiophene-Based Regioregular Polymers and Block Copolymers and Its Influence on Luminescence Spectra
  作者：Paul F. van Hutten、Richard E. Gill、Jan K. Herrema、Georges Hadziioannou

  DOI：10.1021/j100010a036

  日期：1995.3

  Two approaches toward control of the luminescence wavelength of polythiophenes have been explored: (i) block copolymers in which oligothiophene blocks alternate with oligosilanylene blocks and (ii) regioregular polythiophenes in which oligothiophene sequences are delimited by n-octyl substituents placed in a ''head-to-head'' fashion on adjacent rings. Both methods aim at restricting the pi-conjugation to the oligothiophene sequences. The block copolymer approach is very effective, whereas the (solution) luminescence spectra of the regioregular polymers are strongly red-shifted with respect to absorption and confined to a narrow range of wavelengths. This is due to the quinoid character of the excited singlet state, in which there is a strong electronic driving force toward coplanarity of adjacent thiophene rings, which offsets the steric hindrance of the octyl substituents and increases the size of the conjugating pi-system. This explanation is supported by calculations and by spectral data of substituted bithiophenes.
• US8173348B2
  申请人：——

  公开号：US8173348B2

  公开（公告）日：2012-05-08
• Oligo(octithienylene-diethynylene)s as Unprecedentedly Long Conjugated Nanomolecules
  作者：Kiyofumi Inouchi、Seiji Kobashi、Kazuo Takimiya、Yoshio Aso、Tetsuo Otsubo

  DOI：10.1021/ol026150r

  日期：2002.7.1

  [GRAPHICS]A series of oligo(octithienylene-diethynylene)s alternately composed of octithiophene and diacetylene units have been prepared by a random Eglinton coupling reaction among mono- and diethynyloctithiophenes. The largest compound isolated in the oligomeric series is comprised of twelve octithiophene units and eleven diacetylene units, and its molecular length reaches ca. 43 nm, which is the longest among single-component conjugated nanomolecules.