5,5-bis(hydroxymethyl)cyclopenta[c]thiophene | 909798-13-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 5,5-bis(hydroxymethyl)cyclopenta[c]thiophene
• 英文别名: 5,5-bis(hydroxymethyl)-4H,6H-cyclopenta[c]thiophene；[5-(Hydroxymethyl)-4,6-dihydrocyclopenta[c]thiophen-5-yl]methanol
• CAS: 909798-13-6
• 化学式: C₉H₁₂O₂S
• 分子量: 184.259
• InChiKey: PJBAFGBMFHNLHA-UHFFFAOYSA-N

物化性质

• 沸点：
  337.7±22.0 °C(Predicted)
• 密度：
  1.283±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  68.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,5-bis(hydroxymethyl)cyclopenta[c]thiophene 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 二硫化碳 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 39.0h， 生成 1-[5,5-Bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-3-bromo-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophene
  参考文献：
  名称：

  Synthesis and Spectroscopic Properties of a Series of β-Blocked Long Oligothiophenes up to the 96-mer:  Revaluation of Effective Conjugation Length

  摘要：

  A series of extraordinarily long oligothiophenes up to the 96-mer has been developed by iterative oxidative coupling of the completely beta-blocked sexithiophene. They are highly conjugated like nonsubstituted oligothiophenes, and the effective conjugation of this system is extended to 96 thiophene units and much longer than that previously speculated for polythiophenes.

  DOI：

  10.1021/ja034333i
• 作为产物：
  描述：

  2,5-Dibromo-3,4-bis(bromomethyl)thiophene 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 20.5h， 生成 5,5-bis(hydroxymethyl)cyclopenta[c]thiophene
  参考文献：
  名称：

  Synthesis and Spectroscopic Properties of a Series of β-Blocked Long Oligothiophenes up to the 96-mer:  Revaluation of Effective Conjugation Length

  摘要：

  A series of extraordinarily long oligothiophenes up to the 96-mer has been developed by iterative oxidative coupling of the completely beta-blocked sexithiophene. They are highly conjugated like nonsubstituted oligothiophenes, and the effective conjugation of this system is extended to 96 thiophene units and much longer than that previously speculated for polythiophenes.

  DOI：

  10.1021/ja034333i

文献信息

• Completely encapsulated oligothiophenes up to 12-mer
  作者：Yutaka Ie、Aihong Han、Tetsuo Otsubo、Yoshio Aso

  DOI：10.1039/b901354g

  日期：——

  A series of oligothiophenes covered with tert-butyldiphenylsilyl (TBDPS) groups was synthesized, and the spectroscopic measurements and X-ray analyses revealed that the oligothiophene backbone is completely encapsulated by bulky TBDPS groups.

  我们合成了一系列被叔丁基二苯基硅烷（TBDPS）基团包覆的低聚噻吩，光谱测量和 X 射线分析表明，低聚噻吩骨架完全被大的 TBDPS 基团包覆。
• ORGANIC SEMICONDUCTOR MATERIAL, ORGANIC SEMICONDUCTOR DEVICE USING THE SAME, AND THEIR PRODUCTION METHODS
  申请人：Hiroshima University

  公开号：EP2068379A1

  公开（公告）日：2009-06-10

  Provided are an organic semiconductor material that can be subjected to a welding process and allows a stable n-type transistor operation even in an atmosphere, an organic semiconductor device using the same, and their production methods. The organic semiconductor material includes a compound represented by the general formula (1): where each of R1 through R4 independently is an atom or functional group selected from the group consisting of (i) a hydrogen atom, (ii) a halogen atom, (iii) an alkyl group in which one or more carbon atoms may be substituted by an oxygen atom and/or a sulfur atom and in which one or more hydrogen atoms may be substituted by a halogen atom, (iv) an alkyloxy group, (v) an alkylthio group, (vi) an aryl group, and (vii) an alkyl group in which one or more hydrogen atoms are substituted by an aryl group; each of R5 and R6 independently is a sulfur atom or a selenium atom; and a, b, and c are integers.

  本发明提供了一种可进行焊接处理且即使在大气中也能使 n 型晶体管稳定工作的有机半导体材料、一种使用该材料的有机半导体器件及其生产方法。有机半导体材料包括通式（1）所代表的化合物： 其中 R1 至 R4 各自独立地为选自以下组别的原子或官能团：(i) 氢原子；(ii) 卤素原子；(iii) 一个或多个碳原子可被氧原子和/或硫原子取代且一个或多个氢原子可被卤素原子取代的烷基；(iv) 烷氧基；(v) 烷硫基；(vi) 芳基；(vii) 一个或多个氢原子被芳基取代的烷基；R5 和 R6 各自独立地为硫原子或硒原子；以及 a、b 和 c 为整数。
• EP1878736
  申请人：——

  公开号：——

  公开（公告）日：——
• Covered Heteroaromatic Ring Compound
  申请人：Aso Yoshio

  公开号：US20080293909A1

  公开（公告）日：2008-11-27

  The present invention provide a covered heteroaromatic ring compound whose hetero ring effectively is covered and that is suitable for electronic materials and the like. For example, following Scheme 1 below, first, a thiophene monomer unit (1T) is synthesized, and then oligomers (2T) to (16T) are synthesized by repeating oxidative polymerization. The hetero ring is not limited to thiophene, and may be furan or pyrrole, for example. Also, substituents on silicon are not limited to those in Scheme 1, and any substituents may be used. The degree of polymerization and the synthesis method are not limited to those in Scheme 1. In the compound of the present invention, π electronic conjugation effectively is kept as shown in the ultraviolet and visible absorption spectrum in FIG. 1 , for example. Accordingly, the compound is useful, for example, as a research tool for clarifying electrical properties according to the degree of polymerization of oligoheterocyclic compounds, and as molecular wires that are important in molecular electronics devices.
• COMPOSITIONS FOR DIRECTED ALIGNMENT OF CONJUGATED POLYMERS
  申请人：The Regents of The University of Michigan

  公开号：US20150011721A1

  公开（公告）日：2015-01-08

  Conjugated polymers (CPs) achieve directed alignment along an applied flow field and a dichroic ratio of as high as 16.67 in emission from well-aligned thin films and fully realized anisotropic optoelectronic properties of CPs in field-effect transistor (FET).