2,7-di(methylaminocarbonylmethyloxy)-3,6,10,11-tetrakis(hexyloxy)triphenylene | 1207562-21-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2,7-di(methylaminocarbonylmethyloxy)-3,6,10,11-tetrakis(hexyloxy)triphenylene
• 英文别名: N-methyl-2-[3,6,10,11-tetrahexoxy-7-[2-(methylamino)-2-oxoethoxy]triphenylen-2-yl]oxyacetamide
• CAS: 1207562-21-7
• 化学式: C₄₈H₇₀N₂O₈
• 分子量: 803.092
• InChiKey: XLEAKYPZWHNMIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.7
• 重原子数：
  58
• 可旋转键数：
  30
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3,3'-bis(hexyloxy)-4,4'-dimethoxybiphenyl 在 iron(III) chloride 、 氯代叔丁烷 、 硫酸 、 lithium 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成 2,7-di(methylaminocarbonylmethyloxy)-3,6,10,11-tetrakis(hexyloxy)triphenylene
  参考文献：
  名称：

  Synthesis of Amide Group Containing Triphenylene Derivatives as Discotic Liquid Crystals and Organic Gelators

  摘要：

  Intermolecular hydrogen bond is an efficient way to anchor columnar assembly of discotic liquid crystals, and would result in more ordered columnar mesphase and faster charged carrier mobility. In this report, a series of peripheral functionalized triphenylene derivatives, C18H6(OC6H13)(4)(OCH2CONHR)(2), which contains amide groups at the 2,7-positions, have been synthesized. The polarized optical microscopy (POM) and differential scanning calorimetry (DSC) results showed that these compounds exhibit hexagonal columnar mesophases. The triphenylene derivatives gelate in the solution of octane, petroleum ether, cyclohexane and p-xylene and form stable organic gels. The xerogels formed from organic solvents were analyzed by scanning electron microscope (SEM) and showed fiber-like or sponge-like morphology. It is demonstrated that intermolecular hydrogen bonds stabilize the columnar molecular organization and assembly in mesomorphic state and organic gel.

  DOI：

  10.1080/15421400903112069