2,3-di(5-methylfuran-2-yl)-5,8-bis(2-thienyl) quinoxaline | 1599454-06-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,3-di(5-methylfuran-2-yl)-5,8-bis(2-thienyl) quinoxaline
• 英文别名: 2,3-Bis(5-methylfuran-2-yl)-5,8-dithiophen-2-ylquinoxaline；2,3-bis(5-methylfuran-2-yl)-5,8-dithiophen-2-ylquinoxaline
• CAS: 1599454-06-4
• 化学式: C₂₆H₁₈N₂O₂S₂
• 分子量: 454.573
• InChiKey: QYAASRVJRFICLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,2-bis(5-methyl-2-furanyl)-1,2-ethanedione 在 bis(triphenylphosphine)palladium(II) dichloride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 24.0h， 生成 2,3-di(5-methylfuran-2-yl)-5,8-bis(2-thienyl) quinoxaline
  参考文献：
  名称：

  Donor–acceptor type neutral green polymers containing 2,3-di(5-methylfuran-2-yl) quinoxaline acceptor and different thiophene donors

  摘要：

  A series of donor-acceptor type pi-conjugated monomers containing quinoxaline moiety in the backbone as the acceptor unit and thiophene derivatives as the donor unit have been synthesized by Stil le coupling. The effects of different donor substituents on the polymer' electrochemical and spectroelectrochemical properties were examined. 2,3-di(5-methylfuran-2-yl)-5,8-bis(2-(3,4-ethylenedioxythiophene)) quinoxaline (MFEQ) with strong electron-donating ethylenedioxy group has a lower oxidation potential than that of 2,3-di(5-methylfuran-2-yl)-5,8-bis(2-thienyl) quinoxaline (MFTQ) and 2,3-di(5methylfuran-2-yl)-5,8-bis(2-(3-methoxythiophene)) quinoxaline (MFMQ). The optical properties of polymers are also tuned due to different strength of donor units. Both PMFEQ and PMFMQ exhibit a green color in the neutral state, while PMFTQ with two absorption bands at 360 nm and 558 nm is purple. As donor-acceptor type materials, all three polymers can be both p- and n-doped, with fast response time, narrow band gap and high optical contrast (Delta T%). (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.electacta.2013.12.097

文献信息

• Donor–acceptor type neutral green polymers containing 2,3-di(5-methylfuran-2-yl) quinoxaline acceptor and different thiophene donors
  作者：Zhen Xu、Min Wang、Jinsheng Zhao、Chuansheng Cui、Weiyu Fan、Jifeng Liu

  DOI：10.1016/j.electacta.2013.12.097

  日期：2014.4

  A series of donor-acceptor type pi-conjugated monomers containing quinoxaline moiety in the backbone as the acceptor unit and thiophene derivatives as the donor unit have been synthesized by Stil le coupling. The effects of different donor substituents on the polymer' electrochemical and spectroelectrochemical properties were examined. 2,3-di(5-methylfuran-2-yl)-5,8-bis(2-(3,4-ethylenedioxythiophene)) quinoxaline (MFEQ) with strong electron-donating ethylenedioxy group has a lower oxidation potential than that of 2,3-di(5-methylfuran-2-yl)-5,8-bis(2-thienyl) quinoxaline (MFTQ) and 2,3-di(5methylfuran-2-yl)-5,8-bis(2-(3-methoxythiophene)) quinoxaline (MFMQ). The optical properties of polymers are also tuned due to different strength of donor units. Both PMFEQ and PMFMQ exhibit a green color in the neutral state, while PMFTQ with two absorption bands at 360 nm and 558 nm is purple. As donor-acceptor type materials, all three polymers can be both p- and n-doped, with fast response time, narrow band gap and high optical contrast (Delta T%). (C) 2014 Published by Elsevier Ltd.