2,3-dicyano-6,9-didodecyloxanthrene | 389578-26-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶英
• 英文名称: 2,3-dicyano-6,9-didodecyloxanthrene
• 英文别名: 6,9-didodecyldibenzo-p-dioxin-2,3-dicarbonitrile
• CAS: 389578-26-1
• 化学式: C₃₈H₅₄N₂O₂
• 分子量: 570.859
• InChiKey: IOVRBQZLEWXCTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.25
• 重原子数：
  42.0
• 可旋转键数：
  22.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  66.04
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,3-dicyano-6,9-didodecyloxanthrene 在 戊醇 、 lithium 作用下， 反应 18.0h， 以10%的产率得到1,4,10,13,19,22,28,31-octadodecyltetrakis[1,4]benzodioxino[2,3-b:2',3'-k:2'',3''-t:2''',3'''-c₁]phthalocyanine
  参考文献：
  名称：

  摘要：

  Macrodiscotic materials are liquid crystalline systems composed of an extended planar structure. It is anticipated that the self-ordering of such materials will result in interesting mechanical and electronic properties. Two synthetic strategies for the realisation of macrodiscotic materials are reviewed: firstly, the preparation of molecules which possess a single extended discotic core and secondly, the assembly of rigid, planar macromolecules composed of a random array of fused discotic units. Oxanthrene-based phthalonitrile precursors, prepared by high yielding reactions between catechols and 4,5-dichlorophthalonitrile, are used to explore both strategies for the synthesis of macrodiscotic materials that incorporate phthalocyanine (Pc) as the discotic unit.

  DOI：

  10.1039/b103145g
• 作为产物：
  描述：

  4,5-二氯邻苯二甲腈 、 3,6-didodecylcatechol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以80%的产率得到2,3-dicyano-6,9-didodecyloxanthrene
  参考文献：
  名称：

  摘要：

  Macrodiscotic materials are liquid crystalline systems composed of an extended planar structure. It is anticipated that the self-ordering of such materials will result in interesting mechanical and electronic properties. Two synthetic strategies for the realisation of macrodiscotic materials are reviewed: firstly, the preparation of molecules which possess a single extended discotic core and secondly, the assembly of rigid, planar macromolecules composed of a random array of fused discotic units. Oxanthrene-based phthalonitrile precursors, prepared by high yielding reactions between catechols and 4,5-dichlorophthalonitrile, are used to explore both strategies for the synthesis of macrodiscotic materials that incorporate phthalocyanine (Pc) as the discotic unit.

  DOI：

  10.1039/b103145g

文献信息

• Macrodiscotic liquid crystals derived from planar phthalocyanine oligomers
  作者：Saad Makhseed、Ali Bumajdad、Bader Ghanem、Kadhum Msayib、Neil B McKeown

  DOI：10.1016/j.tetlet.2004.04.151

  日期：2004.6

  A novel unsymmetrically substituted phthalocyanine, which contains an extended planar core and a pair of adjacent peripheral hydroxyl groups is synthesised and used to prepare planar phthalocyanine oligomers. These materials act as macro-discotic liquid crystals giving a Columnar mesophase, which is stable over a large temperature range. (C) 2004 Elsevier Ltd. All rights reserved.