2,6-dicyano-p-phenylenediamine | 108761-80-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,6-dicyano-p-phenylenediamine
• 英文别名: 2,5-Diaminobenzene-1,3-dicarbonitrile
• CAS: 108761-80-4
• 化学式: C₈H₆N₄
• 分子量: 158.162
• InChiKey: RMNBGUNSVNACMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  99.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-硝基异酞酰氯 在 盐酸 、 四磷十氧化物 、 盐酸羟胺 、 氨 、 tin(ll) chloride 作用下， 以 乙醇 、 对二甲苯 、 水 、 二乙二醇 为溶剂， 反应 11.5h， 生成 2,6-dicyano-p-phenylenediamine
  参考文献：
  名称：

  Synthesis and photophysical properties of 2,6-dicyano-p-phenylenediamine

  摘要：

  The photophysical and electrochemical properties of p-phenylenediamine (PPD) are strongly affected by the addition of cyano groups to the aromatic ring. In 2,3,5,6-tetracyano-p-phenylenediamine (TCPPD) the photophysics is governed mostly by the solvent basicity (beta) whereas in 2,6-dicyano-N,N,N',N'-tetramethyl-p-phenylenediamine (DCTMPPD) by the solvent polarity/polarizability (pi*). In order to study the interactions of cyano-substituted PPDs with the solvent molecules in more detail as well as to clarify the role and origin of hydrogen bonding differences for TCPPD and DCTMPPD, another cyano substituted PPD,2,6-dicyano-p-phenylenediamine (DCPPD) has been synthesized. The photophysical properties have been measured in a wide range of solvents. The fluorescence lifetimes (from 14 ns to 20 ns) and quantum yields (from 0.7 to 0.85) are not very sensitive to the environment. The solvatochromism is analyzed by a linear solvation energy relationship (LSER) using parameters developed by Kamlet, Taft and co-workers. It has been found that both absorption and emission of DCPPD depend on specific as well as non-specific interactions of the solute with the solvent molecules. The ground and excited state pK(a) values for DCPPD have also been determined. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2011.03.018

文献信息

• Polyamide, Film, and Image Display Device
  申请人：Sakurai Seiya

  公开号：US20080124534A1

  公开（公告）日：2008-05-29

  A polyamide having from 25 to 90 mol % of a repeating unit of the following formula (1) and having from 10 to 75 mol % of a repeating unit of the following formula (2): formula (1) formula (2) wherein the ring and the ring are a monocyclic or polycyclic ring; R 1 and R 2 each are H or a substituent; R 3 and R 4 each are a substituent; p and q each are from 0 to 4; and L is 2,6-naphthylene, 3,3′-biphenylene or paraphenylene. The polyamide has good heat resistance and excellent optical and mechanical properties.
• Synthesis and photophysical properties of 2,6-dicyano-p-phenylenediamine
  作者：Muhammad Zahid、Arnulf Rosspeintner、Gonzalo Angulo、Günter Grampp、Patrice Jacques、Asim Mansha

  DOI：10.1016/j.jphotochem.2011.03.018

  日期：2011.4

  The photophysical and electrochemical properties of p-phenylenediamine (PPD) are strongly affected by the addition of cyano groups to the aromatic ring. In 2,3,5,6-tetracyano-p-phenylenediamine (TCPPD) the photophysics is governed mostly by the solvent basicity (beta) whereas in 2,6-dicyano-N,N,N',N'-tetramethyl-p-phenylenediamine (DCTMPPD) by the solvent polarity/polarizability (pi*). In order to study the interactions of cyano-substituted PPDs with the solvent molecules in more detail as well as to clarify the role and origin of hydrogen bonding differences for TCPPD and DCTMPPD, another cyano substituted PPD,2,6-dicyano-p-phenylenediamine (DCPPD) has been synthesized. The photophysical properties have been measured in a wide range of solvents. The fluorescence lifetimes (from 14 ns to 20 ns) and quantum yields (from 0.7 to 0.85) are not very sensitive to the environment. The solvatochromism is analyzed by a linear solvation energy relationship (LSER) using parameters developed by Kamlet, Taft and co-workers. It has been found that both absorption and emission of DCPPD depend on specific as well as non-specific interactions of the solute with the solvent molecules. The ground and excited state pK(a) values for DCPPD have also been determined. (C) 2011 Elsevier B.V. All rights reserved.