1,4-bis(2-(3,4-ethylenedioxy)thienyl)benzene | 168641-43-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4-bis(2-(3,4-ethylenedioxy)thienyl)benzene
• 英文别名: 1,4-bis[2-(3,4-ethylenedioxy)thienyl]benzene；bis-EDOT-B；BEDOT-P；5,5'-(1,4-Phenylene)bis(2,3-dihydrothieno[3,4-b][1,4]dioxine)；5-[4-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)phenyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine
• CAS: 168641-43-8
• 化学式: C₁₈H₁₄O₄S₂
• 分子量: 358.439
• InChiKey: VQXXYLBCWJZMOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  93.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,4-二溴苯 、 3,4-乙烯二氧噻吩 在 四丁基溴化铵 、 sodium acetate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 12.0h， 以57%的产率得到1,4-bis(2-(3,4-ethylenedioxy)thienyl)benzene
  参考文献：
  名称：

  通过粘土支持的钯催化的直接芳基化反应高效合成单芳基和双芳基乙二氧基噻吩基功能性π共轭分子

  摘要：

  通过改性蒙脱土制备了活性钯催化剂。发现该催化剂对于合成基于乙二氧基噻吩的π-共轭分子是有效的。该反应通过粘土负载的Pd催化的直接C–H键活化（芳基化）机理进行。报告了催化剂的制备，表征和应用。用LCMS分析产物，并与报道的光谱数据（FT-IR，1 H NMR）进行比较。在三个反应周期中测试了粘土负载的钯催化剂对直接芳基化反应的可重复使用性，而没有明显降低催化活性。

  DOI：

  10.1007/s11164-020-04219-3

文献信息

• A novel hole transport material for iodine-free solid state dye-sensitized solar cells
  作者：In Young Song、Sung-Hae Park、Jongchul Lim、Young Soo Kwon、Taiho Park

  DOI：10.1039/c1cc13376d

  日期：——

  A novel bis-EDOT-based monomer with ethylene glycol oligomers was synthesized and shown to exhibit strong ion solvation, good transport properties, and effective charge screening. These properties greatly improved JSC (4.2 to 7.0 mA cm−2) and η (1.6 to 2.9%) in an iodine-free solid state dye-sensitized solar cell (DSSC) employing a Z-907 sensitizer, compared with the corresponding values of DSSCs fabricated using the standard bis-EDOT.

  我们合成了一种含有乙二醇低聚物的新型双-EDOT 基单体，结果表明这种单体具有很强的离子溶解能力、良好的传输特性和有效的电荷屏蔽。与使用标准双-EDOT 制造的固态染料敏化太阳能电池（DSSC）的相应值相比，这些特性大大提高了采用 Z-907 敏化剂的无碘固态染料敏化太阳能电池（DSSC）的 JSC（4.2 至 7.0 mA cm-2）和 η（1.6 至 2.9%）。
• Comparative Survey of Conducting Polymers Containing Benzene, Naphthalene, and Anthracene Cores: Interplay of Localized Aromaticity and Polymer Electronic Structures
  作者：Alicia M. Fraind、John D. Tovar

  DOI：10.1021/jp9101459

  日期：2010.3.11

  polyene character. On the other hand, resonance contributors can be rationalized for naphthalene and anthracene whereby one or two aromatic sextets evolve within the quinoidal structure thereby leading to a more localized electronic structure. Monomer and polymer electronics were probed with UV−vis spectroscopy and cyclic voltammetry as well as through in situ profiling of the conductive states of the respective

  我们提供了一项系统的研究，以了解在垂直方向上与主要聚合物共轭途径正交的芳族化合物的定位将在多大程度上影响所观察到的光学和电学性质，因为聚合物经历了氧化和掺杂进入导电材料的过程。制备了三类可电聚合的单体，其中选择了关键的电子单元以促进不同程度的芳族定位侧基连接到共轭途径：特别是基于苯，萘和蒽核的单体。期望的是，由于具有强的多烯性质，在采用醌型电子结构时，苯单元将促进广泛的分子内离域化。另一方面，可以合理地确定萘和蒽的共振贡献者，从而在喹啉结构内形成一个或两个芳族六官能团，从而导致更局限的电子结构。单体和聚合物电子学通过紫外可见光谱和循环伏安法以及通过对相应聚合物的导电态进行原位分析来进行探测。边际轨道波函数的半经验分析被用来进一步了解竞争性芳烃侧链对聚合物主链的影响。我们的发现表明了复杂且可调谐的π共轭聚合物的潜力，这些聚合物的性质可以通过与聚合物主链融合或交叉共轭的单元中芳香族特征的局部改变来外部控制。
• CONJUGATE MOLECULE, ELECTROLUMINESCENT ELEMENT USING THE SAME AND ELECTRONIC APPARATUS USING THE ELECTROLUMINESCENT ELEMENT
  申请人：SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

  公开号：EP1605733A1

  公开（公告）日：2005-12-14

  It is intended to provide a novel material having no absorption or low absorption intensity in the visible region and to provide an electroluminescent device excellent in hole injection characteristic by using the novel material. A novel organic material wherein two electron abundant aromatic rings inherently having a low ionization potential, such as a thiophene ring, a furan ring, and pyrrol ring, is intervened by a conjugated substituent such as a phenylene ring is provided. The electroluminescent device having an excellent hole injection characteristic is provided by using this novel organic material.

  本发明旨在提供一种在可见光区域无吸收或吸收强度低的新型材料，并利用该新型材料提供一种空穴注入特性优异的电致发光器件。 本发明提供了一种新型有机材料，在这种材料中，噻吩环、呋喃环和吡咯环等固有电离电位较低的两个电子丰富的芳香环被苯环等共轭取代基介入。通过使用这种新型有机材料，可提供具有优异空穴注入特性的电致发光器件。
• Synthesis of Poly(1,4-bis(3′,4′-ethylenedioxythiophene)-phenylene) (PBEDOT-P) in Cholesterics
  作者：Akitsu Tsujimoto、Hiromasa Goto

  DOI：10.1080/15421400802406745

  日期：2008.10.27

  Electrochemical polymerization of 1,4-bis(3',4'-ethylenedioxythiophene)-phenylene (BEDOT-P) was performed in a cholesteric liquid crystal (CLC) as an anisotropic electrolyte solution. The surface morphology and optical properties of the polymer (poly(BEDOT-P)/CLC) thus prepared in the cholesteric electrolyte were examined.
• Conjugated molecule and electroluminescent device thereof and electronic device having the electroluminescent device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US20040258954A1

  公开（公告）日：2004-12-23

  It is intended to provide a novel material having no absorption or low absorption intensity in the visible region and to provide an electroluminescent device excellent in hole injection characteristic by using the novel material. A novel organic material wherein two electron abundant aromatic rings inherently having a low ionization potential, such as a thiophene ring, a furan ring, and pyrrol ring, is intervened by a conjugated substituent such as a phenylene ring is provided. The electroluminescent device having an excellent hole injection characteristic is provided by using this novel organic material.