2-[4-[2-Ethenyl-4-[2-(4-isothiocyanatophenyl)ethynyl]phenyl]buta-1,3-diynyl]-6-hexoxynaphthalene | 1159364-31-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[4-[2-Ethenyl-4-[2-(4-isothiocyanatophenyl)ethynyl]phenyl]buta-1,3-diynyl]-6-hexoxynaphthalene
• CAS: 1159364-31-4
• 化学式: C₃₇H₂₉NOS
• 分子量: 535.709
• InChiKey: DQDDLKSURYIERH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.1
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  53.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 三光气 作用下， 以 氯仿 为溶剂， 反应 6.0h， 以1.30 g的产率得到2-[4-[2-Ethenyl-4-[2-(4-isothiocyanatophenyl)ethynyl]phenyl]buta-1,3-diynyl]-6-hexoxynaphthalene
  参考文献：
  名称：

  Synthesis and properties of novel liquid crystalline materials with super high birefringence: styrene monomers bearing diacetylenes, naphthyl, and nitrogen-containing groups

  摘要：

  Three new liquid crystal asymmetrical styrene monomers bearing diacetylenes, naphthyl, and nitrogen-containing groups were successfully synthesized from 2-(bromoethynyl)-6-(hexyloxy)naphthalene, 4-(4-bromo-2-vinylphenyl)-2-methylbut-3-yn-2-ol, and derivatives of 4-ethynylaniline. The molecular structures of these compounds were confirmed by FIR, H-1 NMR spectroscopy, elemental analysis, and mass spectrometry. The liquid crystalline properties of monomers were characterized by differential scanning calorimetry and polarized light microscopy. Results indicated that all the compounds exhibited the nematic phase in liquid crystal state and super high optical birefringence of 0.5-0.8. The change of terminal nitrogen-containing group affected the birefringence values in the order of -N(CH3)(2)<-NH2<-NCS. Moreover, measurements using UV-vis and fluorescence spectroscopy showed their good photoluminescence properties and high quantum efficiency of 0.4-1.0. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.080