5H,8H-5,8-bis(dicyanomethylene)quinoxaline | 144792-63-2

• 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: 5H,8H-5,8-bis(dicyanomethylene)quinoxaline
• 英文别名: 2-[8-(Dicyanomethylidene)quinoxalin-5-ylidene]propanedinitrile
• CAS: 144792-63-2
• 化学式: C₁₄H₄N₆
• 分子量: 256.226
• InChiKey: IZNNICMGZQIPGW-UHFFFAOYSA-N

物化性质

• 沸点：
  428.3±45.0 °C(Predicted)
• 密度：
  1.478±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  四乙基碘化铵 、 5H,8H-5,8-bis(dicyanomethylene)quinoxaline 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Single-component organic conductors based on neutral radicals containing the pyrazino-TCNQ skeleton

  摘要：

  Pyrazino-TCNQ (1a) prepared from 5,8-diiodoquinoxaline (4a) is, like TCNQ itself, a strong electron acceptor and gives a stable anion radical salt as well as highly conductive charge-transfer crystals with donors. Substituted derivatives 1b-i were similarly prepared from 3,6-diiodo-1,2-phenylenediamine (5) as a common intermediate, and bulky substituents such as the phenyl or pyridyl groups have very little effect on either the redox properties or planar geometry of la. Neutral radicals 3d-g derived from pyridyl-substituted derivatives 1d-g, respectively, are open-shell donor-pi-acceptor systems with high electrical amphotericity designed as a new motif for single-component organic conductors. The powder conductivity of 3f was as high as 3.2 X 10(-5) S cm-1.

  DOI：

  10.1021/jo00051a015
• 作为产物：
  描述：

  4,7-二溴-2,1,3-苯并噻二唑 在 bis-triphenylphosphine-palladium(II) chloride 盐酸 、 sodium tetrahydroborate 、 copper(l) iodide 、 selenium(IV) oxide 、 sodium hydride 、 lead dioxide 、 potassium iodide 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙醇 、 水 、 二甲基亚砜 、 苯 为溶剂， 反应 125.83h， 生成 5H,8H-5,8-bis(dicyanomethylene)quinoxaline
  参考文献：
  名称：

  Single-component organic conductors based on neutral radicals containing the pyrazino-TCNQ skeleton

  摘要：

  Pyrazino-TCNQ (1a) prepared from 5,8-diiodoquinoxaline (4a) is, like TCNQ itself, a strong electron acceptor and gives a stable anion radical salt as well as highly conductive charge-transfer crystals with donors. Substituted derivatives 1b-i were similarly prepared from 3,6-diiodo-1,2-phenylenediamine (5) as a common intermediate, and bulky substituents such as the phenyl or pyridyl groups have very little effect on either the redox properties or planar geometry of la. Neutral radicals 3d-g derived from pyridyl-substituted derivatives 1d-g, respectively, are open-shell donor-pi-acceptor systems with high electrical amphotericity designed as a new motif for single-component organic conductors. The powder conductivity of 3f was as high as 3.2 X 10(-5) S cm-1.

  DOI：

  10.1021/jo00051a015

文献信息

• 정공 주입 특성을 구비한 유기 화합물 및 그를 이용한 유기 발광 소자와 디스플레이 장치
  申请人：LG Display Co.,Ltd. 엘지디스플레이 주식회사(119981018655) Corp. No ▼ 110111-0393134

  公开号：KR20150030132A

  公开（公告）日：2015-03-19

  본 발명은, 하기 화학식 1: 화학식 1 로 표시되는 정공 주입 특성을 구비한 유기 화합물 및 그를 이용한 유기 발광 소자와 디스플레이 장치에 관한 것으로서, 본 발명에 따르면 유기 발광 소자의 구동 전압을 낮출 수 있다.

  本发明涉及具有具有以下化学式1：化学式1的正孔注入特性的有机化合物，以及基于该化合物的有机发光器件和显示器件，根据本发明，可以降低有机发光器件的驱动电压。
• Single-component organic conductors based on neutral radicals containing the pyrazino-TCNQ skeleton
  作者：Yoshiaki Tsubata、Takanori Suzuki、Tsutomu Miyashi、Yoshiro Yamashita

  DOI：10.1021/jo00051a015

  日期：1992.12

  Pyrazino-TCNQ (1a) prepared from 5,8-diiodoquinoxaline (4a) is, like TCNQ itself, a strong electron acceptor and gives a stable anion radical salt as well as highly conductive charge-transfer crystals with donors. Substituted derivatives 1b-i were similarly prepared from 3,6-diiodo-1,2-phenylenediamine (5) as a common intermediate, and bulky substituents such as the phenyl or pyridyl groups have very little effect on either the redox properties or planar geometry of la. Neutral radicals 3d-g derived from pyridyl-substituted derivatives 1d-g, respectively, are open-shell donor-pi-acceptor systems with high electrical amphotericity designed as a new motif for single-component organic conductors. The powder conductivity of 3f was as high as 3.2 X 10(-5) S cm-1.