2-(2,5-dibromophenyl)-3-phenylquinoxaline | 791114-84-6

• 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-(2,5-dibromophenyl)-3-phenylquinoxaline
• 英文别名: 2-(2,5-Dibromophenyl)-3-phenylquinoxaline
• CAS: 791114-84-6
• 化学式: C₂₀H₁₂Br₂N₂
• 分子量: 440.137
• InChiKey: AACVLALKISJSJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,5-二溴苯胺 在 bis-triphenylphosphine-palladium(II) chloride potassium permanganate 、 copper(l) iodide 、 硫酸 、 四乙基溴化铵 、 碳酸氢钠 、 对甲苯磺酸 、 溶剂黄146 、 三乙胺 、 sodium nitrite 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 水 为溶剂， 反应 122.0h， 生成 2-(2,5-dibromophenyl)-3-phenylquinoxaline
  参考文献：
  名称：

  Synthesis, Photophysics, and Electroluminescence of New Quinoxaline-Containing Poly(p-phenylenevinylene)s

  摘要：

  Four new soluble poly(p-phenylenevinylene) (PPV) derivatives containing one or two quinoxaline moieties per repeat unit, either in the main chain or as pendants to the main chain, were synthesized, characterized, and explored as emissive and electron transport materials in polymer light-emitting diodes (LEDs). Polymers containing one quinoxaline moiety per repeat unit (QXPV1 and QXPV3) showed low melting transitions (< 100 degrees'C), whereas those with two quinoxaline moieties per repeat unit (QXPV2 and QXPV4) had relatively high glass transition temperatures (> 140 degreesC). The polymers emit blue to green light (404-536 nm) in dilute solution and blue-green to yellow light (470-563 nm) in the solid state. The photoluminescence emission was well-described by single-exponential decay with lifetimes ranging from 200 ps to 2.2 ns in both dilute solution and thin film, indicating lack of intermolecular emissive species in the solid state. PPV derivatives with quinoxaline moieties in the main chain (QXPV1 and QXPV2) showed facile reversible electrochemical reductions with electron affinities of 2.63-2.75 eV. As emissive materials in LEDs, greenish-yellow electrolumineseence with a brightness of up to 450 cd/m(2) was obtained from single-layer diodes of QXPV1 with aluminum cathode in air.

  DOI：

  10.1021/ma048903q

文献信息

• Synthesis, Photophysics, and Electroluminescence of New Quinoxaline-Containing Poly(<i>p</i>-phenylenevinylene)s
  作者：Panayiotis Karastatiris、John A. Mikroyannidis、Ioakim K. Spiliopoulos、Abhishek P. Kulkarni、Samson A. Jenekhe

  DOI：10.1021/ma048903q

  日期：2004.10.1

  Four new soluble poly(p-phenylenevinylene) (PPV) derivatives containing one or two quinoxaline moieties per repeat unit, either in the main chain or as pendants to the main chain, were synthesized, characterized, and explored as emissive and electron transport materials in polymer light-emitting diodes (LEDs). Polymers containing one quinoxaline moiety per repeat unit (QXPV1 and QXPV3) showed low melting transitions (< 100 degrees'C), whereas those with two quinoxaline moieties per repeat unit (QXPV2 and QXPV4) had relatively high glass transition temperatures (> 140 degreesC). The polymers emit blue to green light (404-536 nm) in dilute solution and blue-green to yellow light (470-563 nm) in the solid state. The photoluminescence emission was well-described by single-exponential decay with lifetimes ranging from 200 ps to 2.2 ns in both dilute solution and thin film, indicating lack of intermolecular emissive species in the solid state. PPV derivatives with quinoxaline moieties in the main chain (QXPV1 and QXPV2) showed facile reversible electrochemical reductions with electron affinities of 2.63-2.75 eV. As emissive materials in LEDs, greenish-yellow electrolumineseence with a brightness of up to 450 cd/m(2) was obtained from single-layer diodes of QXPV1 with aluminum cathode in air.