3-{[2-(2-ethoxyethoxy)ethoxy]methyl}thiophene | 1167988-08-0

• 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: 3-{[2-(2-ethoxyethoxy)ethoxy]methyl}thiophene
• 英文别名: 3-[2-(2-ethoxyethoxy)ethoxymethyl]thiophene
• CAS: 1167988-08-0
• 化学式: C₁₁H₁₈O₃S
• 分子量: 230.328
• InChiKey: AKQCCBZKKVKUHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  55.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-{[2-(2-ethoxyethoxy)ethoxy]methyl}thiophene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 20.5h， 生成 5-[4-[2-[2-[2-[2,6-Di(propan-2-yl)phenoxy]ethoxy]ethoxy]ethoxy]phenyl]-3-[2-(2-ethoxyethoxy)ethoxymethyl]-2-[3-[2-(2-ethoxyethoxy)ethoxymethyl]thiophen-2-yl]thiophene
  参考文献：
  名称：

  Synthesis of thiophene-capped [2]rotaxanes

  摘要：

  Two types of thiophene-capped [2]rotaxanes, i.e., bithienyl (2T)- and bis(3,4-ethylenedioxythiophene)-yl (BEDOT)-capped [2]rotaxanes, were synthesized. The electron-deficient cyclophane of cyclobis(paraquat-p-phenylene) (CBPQT(4+)) was used as a macrocycle. Association constants for inclusion complexation of 2T- and BEDOT-derivatives with CBPQT(4+) were obtained by H-1 NMR titration. Due to the donor acceptor charge transfer absorption band, 2T- and BEDOT-capped [2]rotaxanes have red and green colors, respectively. On the basis of electrochemical analysis, we confirmed that only BEDOT-capped [2]rotaxane is a promising candidate for [3]rotaxane synthesis through oxidation coupling of the thiophene unit. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.009
• 作为产物：
  描述：

  3-噻吩甲醇 、 2-(2-乙氧基乙氧基)乙基溴 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 14.5h， 以74%的产率得到3-{[2-(2-ethoxyethoxy)ethoxy]methyl}thiophene
  参考文献：
  名称：

  From Thiophene [2]Rotaxane to Polythiophene Polyrotaxane

  摘要：

  The polythiophene polyrotaxane was synthesized through electrochemical polymerization of the [2]rotaxane consisting of the electron-rich dumbbell-shaped sexithiophene and the electron-deficient cyclophane of cyclobis(paraquat-p-phenylene). The optical and electrochemical property of the polythiophene polyrotaxane film was characterized. The material reported herein is attractive not only as a component for constructing the macromolecular machine but also as a new type of insulated molecular wire having donor-acceptor interaction between the macrocycle and the conductive polymer.

  DOI：

  10.1021/ja902992c

文献信息

• Band-gap tunable thiadiazolo[3,4-<i>g</i>]quinoxaline derivatives as non-fullerene acceptors in organic photovoltaic cells processed from low toxic ethanol/anisole mixtures
  作者：Cristiana Costa、Joana Farinhas、Mariana F. G. Velho、João Avó、Manuel Matos、Adelino M. Galvão、Ana Charas

  DOI：10.1039/c9nj02419k

  日期：——

  ordered molecular packings. Blends processed from the 50 : 50 (v/v) mixture of ethanol and a low toxic solvent, anisole, yielded low power conversion efficiencies of 0.39% in non-optimized organic solar cells. Although the efficiencies are low, these are the first reported results of OSCs with active layers composed of non-fullerene acceptors processed from ethanol-based solvent formulations. This study

  [1,2,5]噻二唑[3,4 -g ]在有机光伏电池中的电子受体的合成，表征及应用据报道，具有低聚（环氧乙烷）增溶基团和可调光学带隙的基于喹喔啉的小分子。还合成了一种新的p型聚合物，该聚合物由被类似的增溶基团取代的聚噻吩衍生物组成，与小分子结合用作供体，用于使用乙醇/苯甲醚混合物作为低毒溶剂处理的体相异质结太阳能电池。活性混合物。小分子的结构，电化学和光物理性质的比较阐明了其光学带隙的结构依赖性，范围为1.31至2.25 eV。由聚噻吩供体和小分子组成的活性层表现出充分混合的形态，而性能最佳的混合物表现出原纤状形态，指示更多有序的分子堆积。由乙醇和低毒性溶剂苯甲醚的50:50（v / v）混合物加工而成的共混物在未经优化的有机太阳能电池中产生了0.39％的低功率转换效率。尽管效率低，但这是OSC首次报道的结果，该OSC的活性层由基于乙醇的溶剂配方加工而成的非富勒烯受体组成。这项研究为非富勒