thieno[3,4-b]thiophen-2-ylmethanol | 1241977-01-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: thieno[3,4-b]thiophen-2-ylmethanol
• 英文别名: Thieno[3,4-b]thiophen-2-ylmethanol；thieno[2,3-c]thiophen-2-ylmethanol
• CAS: 1241977-01-4
• 化学式: C₇H₆OS₂
• 分子量: 170.256
• InChiKey: VPOPSMXCTOEPSQ-UHFFFAOYSA-N

物化性质

• 沸点：
  342.0±27.0 °C(Predicted)
• 密度：
  1.463±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  thieno[3,4-b]thiophen-2-ylmethanol 在 N-溴代丁二酰亚胺(NBS) 、 三乙胺 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.42h， 生成 2-cyano-3-(4,6-dibromothieno[3,4-b]thiophen-2-yl) acrylic octyl ester
  参考文献：
  名称：

  Low band gap benzothiophene–thienothiophene copolymers with conjugated alkylthiothieyl and alkoxycarbonyl cyanovinyl side chains for photovoltaic applications

  摘要：

  烷基硫代苯并噻吩（BDT）和烷氧羰基氰乙烯基修饰的噻吩噻吩（TT）被共聚合，以获得一种新的低带隙共聚物PBDTTT-S-CN，其效率为7.00%。

  DOI：

  10.1039/c4cc10062j
• 作为产物：
  描述：

  ethyl thieno<3,4-b>thiophene-2-carboxylate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 thieno[3,4-b]thiophen-2-ylmethanol
  参考文献：
  名称：

  Low band gap benzothiophene–thienothiophene copolymers with conjugated alkylthiothieyl and alkoxycarbonyl cyanovinyl side chains for photovoltaic applications

  摘要：

  烷基硫代苯并噻吩（BDT）和烷氧羰基氰乙烯基修饰的噻吩噻吩（TT）被共聚合，以获得一种新的低带隙共聚物PBDTTT-S-CN，其效率为7.00%。

  DOI：

  10.1039/c4cc10062j

文献信息

• Nanotubular structures through templateless electropolymerization using thieno[3,4-b]thiophene derivatives with different substituents and water content
  作者：Omar Sane、Alioune Diouf、Miaobo Pan、Gabriela Morán Cruz、Farah Savina、Rachel Méallet-Renault、Samba Yandé Dieng、Sonia Amigoni、Frédéric Guittard、Thierry Darmanin

  DOI：10.1016/j.electacta.2019.134594

  日期：2019.10

  structures using a templateless electropolymerization process in organic solvent (CH2Cl2) and without surfactant. We use thieno [3,4-b]thiophene derivatives with various substituents including hydrocarbon chains, fluorocarbon chains and aromatic groups of various size. The influence of the water content (CH2Cl2 + H2O) in also studied in order to release in-situ a higher amount of gas bubbles (O2 and/or H2).

  在这里，我们报告一种策略，该方法使用无模板电聚合方法在有机溶剂（CH 2 Cl 2）中且没有表面活性剂的情况下制备可控的纳米管结构。我们使用具有各种取代基的噻吩并[3,4- b ]噻吩衍生物，包括烃链，碳氟化合物链和各种尺寸的芳族基团。为了原位释放更多的气泡（O 2和/或H 2），还研究了水含量（CH 2 Cl 2  + H 2 O）的影响。）。使用the取代基可获得最佳结果，该取代基可导致高度密集堆积的纳米管结构，而水含量则可大大提高其孔隙度，从而将最终的表面形态从树状变为珊瑚状结构。这可能是由于high的高π堆积相互作用及其在相同电势范围内的聚合能力所致。这种变化还引起表面亲水性的增加，因为水高度渗透了这些多孔结构。而且，聚（噻吩并[3,4-b]噻吩）聚合物和取代基都参与了膜的荧光作用，而纳米结构似乎增强了它们的强度。这样的表面对于传感器或集水系统中的潜在应用非常有趣。
• Synthesis and photovoltaic behaviors of narrow-band-gap π-conjugated polymers composed of dialkoxybenzodithiophene- and thiophene-based fused aromatic rings
  作者：Kwang-hoi Lee、Ho-Jin Lee、Kazuhide Morino、Atsushi Sudo、Takeshi Endo

  DOI：10.1002/pola.24564

  日期：2011.3.15

  π‐Conjugated polymers, PBDT‐CNETT and PBDT‐CNECPDT, were prepared by the Stille cross‐coupling polymerization. Optical and thermal properties of the obtained polymers were investigated by UV–vis spectroscopy and thermogravimetric analysis. PBDT‐CNETT and PBDT‐CNECPDT exhibited very narrow band gaps of 1.39 and 1.13 eV, respectively. Highest occupied molecular orbital energy levels estimated by surface

  π共轭聚合物PBDT-CNETT和PBDT-CNECPDT是通过Stille交叉偶联聚合制备的。通过紫外可见光谱和热重分析研究了所得聚合物的光学和热性能。PBDT-CNETT和PBDT-CNECPDT分别显示出1.39 eV和1.13 eV的非常窄的带隙。表面分析仪估计的PBDT-CNETT和PBDT-CNECPDT的最高占据分子轨道能级分别为-5.17和-5.11 eV 。使用ITO / PEDOT-PSS / polymer：PC 61的电池配置对基于这些聚合物的太阳能电池进行了评估BH / LiF / Al。对于PBDT-CNETT和PBDT-CNECPDT，太阳能电池的功率转换效率估计分别为1.57和0.16％。©2011 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem，2011年
• Bioinspired surfaces with strong water adhesion by electropolymerization of thieno[3,4-b]thiophene with mixed hydrocarbon/short fluorocarbon chains
  作者：El hadji Yade Thiam、Abdoulaye Dramé、Aboubacary Séne、Salif Sow、Samba Yandé Dieng、Frédéric Guittard、Thierry Darmanin

  DOI：10.1016/j.jfluchem.2020.109574

  日期：2020.8

  Here, in the aim to replace long perfluorinated chains (C8F17) in polymer we use both a short C4F9 perfluorinated chain and a hydrocarbon chain a various length (from C-2 to C-12). These chains are grafted to thieno[3,4-b] thiophene monomers to perform electrodeposited conducting polymer films with high hydrophobic properties. Two solvents are used: dichloromethane (CH2Cl2) and dichloromethane saturated with water (CH2Cl2 + H2O) in order to release also in-situ O-2 and/or H-2 gas bubbles. In CH2Cl2, spherical particles covering the surface are observed with short alkyl chains and large wrinkles with long alkyl chains. The highest hydrophobicity O-w = 139.3 degrees are obtained with Thieno-F-4-C-6 after 5 deposition scans, which presents also strong water adhesion. In CH2Cl2 + H2O, the surfaces are smoother and traces of very large bubbles are present but only with short alkyl chains. However, the polymer growth is inhomogeneous because the substituents are too flexible to stabilize the released gas bubbles. The preliminary results are encouraging and more rigid substituents or spacers could be envisaged in the future to induce homogenous porous structures.
• [EN] THIOPHENE BASED COMPOUNDS AND USE THEREOF AS BCKDK INHIBITORS<br/>[FR] COMPOSÉS À BASE DE THIOPHÈNE ET LEUR UTILISATION EN TANT QU'INHIBITEURS DE BCKDK
  申请人：[en]RAMINO-BIO

  公开号：WO2022175959A1

  公开（公告）日：2022-08-25

  The present invention is directed to compounds or compositions comprising thereof, and to uses thereof such as for in prevention or treatment of a disease or a disorder associated with an elevated concentration of a branched chain amino acids (BCAA) within a subject.
• Low band gap benzothiophene–thienothiophene copolymers with conjugated alkylthiothieyl and alkoxycarbonyl cyanovinyl side chains for photovoltaic applications
  作者：Kui Feng、Xiaopeng Xu、Zuojia Li、Ying Li、Kai Li、Ting Yu、Qiang Peng

  DOI：10.1039/c4cc10062j

  日期：——

  Alkylthiothieyl substituted benzothiophene (BDT) and alkoxycarbonyl cyanovinyl modified thienothiophene (TT) were copolymerized to obtain a new low band gap copolymer PBDTTT-S-CN with a efficiency of 7.00%.

  烷基硫代苯并噻吩（BDT）和烷氧羰基氰乙烯基修饰的噻吩噻吩（TT）被共聚合，以获得一种新的低带隙共聚物PBDTTT-S-CN，其效率为7.00%。