1-bromo-8-(4-methoxyazobenzene-4'-oxy)octane | 149474-78-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 1-bromo-8-(4-methoxyazobenzene-4'-oxy)octane
• 英文别名: 1-(4-((8-bromooctyl)oxy)phenyl)-2-(4-methoxyphenyl)diazene；(E)-1-{4-[(8-Bromooctyl)oxy]phenyl}-2-(4-methoxyphenyl)diazene；[4-(8-bromooctoxy)phenyl]-(4-methoxyphenyl)diazene
• CAS: 149474-78-2
• 化学式: C₂₁H₂₇BrN₂O₂
• 分子量: 419.362
• InChiKey: UAOJYTSEYRNKFO-UHFFFAOYSA-N

物化性质

• 沸点：
  528.4±35.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  26
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-bromo-8-(4-methoxyazobenzene-4'-oxy)octane 在 potassium carbonate 、 对甲苯磺酸 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-[4-[8-[4-[(4-methoxyphenyl)diazenyl]phenoxy]octoxy]phenyl]-N-[3-[5-[3-[[4-[8-[4-[(4-methoxyphenyl)diazenyl]phenoxy]octoxy]phenyl]methylideneamino]phenoxy]pentoxy]phenyl]methanimine
  参考文献：
  名称：

  摘要：

  Three new homologous series of liquid crystal tetramers in which four mesogenic groups are linked via three alkyl spacers have been synthesised and characterised. In each series the length of the outer two spacers, n, is varied from 3 to 12 methylene units while the central spacer is held at 5 methylene units. The three series differ only in the substitution pattern around the inner two mesogenic units. The series in which the inner spacer is attached to the 4-position on both mesogenic groups is referred to as n-p5p-n while n-p5m-n refers to attachment at the 4-position on one group and the 3-position on the other. n-m5m-n refers to attachment at the 3-position on both groups. All the members of the n-p5p-n and n-p5m-n series exhibit nematic behaviour. The nematic-isotropic transition temperatures exhibit a pronounced alternation as the length and parity of the outer spacers are varied but which attenuates as n is increased. By contrast, the odd-even effects shown by the associated entropy changes are not attenuated as n is increased. 4-p5m-4 and 5-p5m-5 also exhibit smectic behaviour. 4-m5m-4 shows a nematic phase and an alternating smectic phase analogous in structure to that observed for certain semi-flexible main chain liquid crystal polymers. The n-m5m-n compounds with n = 6, 8, 9 and 10 also exhibit a nematic phase and a disordered crystalline phase. The trends in the transitional properties of the series are interpreted in terms of average molecular shapes and a model developed to understand the behaviour of liquid crystal dimers.

  DOI：

  10.1039/b104490g
• 作为产物：
  描述：

  苯酚 在 盐酸 、 potassium carbonate 、 sodium nitrite 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.25h， 生成 1-bromo-8-(4-methoxyazobenzene-4'-oxy)octane
  参考文献：
  名称：

  可光开关的近红外发光金纳米粒子

  摘要：

  证明了结合到表面的偶氮苯配体的光异构化后，金纳米颗粒（GNP）的NIR发射发生了光开关。光物理结果证实了从配体到GNP的激发能转移过程的发生，该过程产生了敏化的NIR发射。由于此过程中，金核的激发效率，在所述配体的激发，是用于高得多的反式形式比对顺式之一，吨→ Ç光异构化会导致GNP NIR辐射显着降低。因此，可以通过在双激发下对NIR发射进行比例检测来监测光异构化。通过使用专用设置同时检测吸光度和发光变化，实时跟踪光异构化过程。出人意料的是，与GNP表面结合的配体的光异构化速率与溶液中发色团的测量速率相同。这一结果表明，激发能转移到金上有助于光异构化，而不是与其竞争。这些结果为开发新型的，用于近红外发射的，近红外发射，对刺激有响应的纳米材料铺平了道路。

  DOI：

  10.1002/anie.201604290

文献信息

• Ikeda, T.; Miyamoto, T.; Kurihara, S., Molecular Crystals and Liquid Crystals (1969-1991), 1990, vol. 182, p. 357 - 371
  作者：Ikeda, T.、Miyamoto, T.、Kurihara, S.、Tsukada, M.、Tazuke, S.

  DOI：——

  日期：——
• Non-symmetric liquid crystal dimer containing a carbohydrate-based moiety
  作者：Andrew G. Cook、James L. Wardell、Nicholas J. Brooks、John M. Seddon、Alfonso Martínez-Felipe、Corrie T. Imrie

  DOI：10.1016/j.carres.2012.07.018

  日期：2012.10

  The synthesis and characterisation of a novel non-symmetric liquid crystal dimer, 1-[3-O-(D-glucopyranos-3-yl)]-8-[(4-methoxyazobenzene-4'-oxy)] octane is reported. This exhibits glassy behaviour and a highly interdigitated smectic A phase in which the aromatic and alkyl structural fragments overlap. Variable temperature infrared spectroscopy reveals that the strength and extent of hydrogen bonding within the system does not show a marked change at either the glass transition or at the smectic A-isotropic transition. This observation indicates that the smectic A-isotropic transition is driven by changes in the van der Waals interactions between the molecules while hydrogen bonded aggregates persist into the isotropic phase. (C) 2012 Elsevier Ltd. All rights reserved.
• ——
  作者：Peter A. Henderson、Rachel T. Inkster、John M. Seddon、Corrie T. Imrie

  DOI：10.1039/b104490g

  日期：2001.10.23

  Three new homologous series of liquid crystal tetramers in which four mesogenic groups are linked via three alkyl spacers have been synthesised and characterised. In each series the length of the outer two spacers, n, is varied from 3 to 12 methylene units while the central spacer is held at 5 methylene units. The three series differ only in the substitution pattern around the inner two mesogenic units. The series in which the inner spacer is attached to the 4-position on both mesogenic groups is referred to as n-p5p-n while n-p5m-n refers to attachment at the 4-position on one group and the 3-position on the other. n-m5m-n refers to attachment at the 3-position on both groups. All the members of the n-p5p-n and n-p5m-n series exhibit nematic behaviour. The nematic-isotropic transition temperatures exhibit a pronounced alternation as the length and parity of the outer spacers are varied but which attenuates as n is increased. By contrast, the odd-even effects shown by the associated entropy changes are not attenuated as n is increased. 4-p5m-4 and 5-p5m-5 also exhibit smectic behaviour. 4-m5m-4 shows a nematic phase and an alternating smectic phase analogous in structure to that observed for certain semi-flexible main chain liquid crystal polymers. The n-m5m-n compounds with n = 6, 8, 9 and 10 also exhibit a nematic phase and a disordered crystalline phase. The trends in the transitional properties of the series are interpreted in terms of average molecular shapes and a model developed to understand the behaviour of liquid crystal dimers.
• Photoswitchable NIR-Emitting Gold Nanoparticles
  作者：Sara Bonacchi、Andrea Cantelli、Giulia Battistelli、Gloria Guidetti、Matteo Calvaresi、Jeannette Manzi、Luca Gabrielli、Federico Ramadori、Alessandro Gambarin、Fabrizio Mancin、Marco Montalti

  DOI：10.1002/anie.201604290

  日期：2016.9.5

  one, and t→c photo‐isomerization causes a relevant decrease of the GNP NIR emission. As a consequence, photo‐isomerization can be monitored by ratiometric detection of the NIR emission upon dual excitation. The photo‐isomerization process was followed in real‐time through the simultaneous detection of absorbance and luminescence changes using a dedicated setup. Surprisingly, the photo‐isomerization

  证明了结合到表面的偶氮苯配体的光异构化后，金纳米颗粒（GNP）的NIR发射发生了光开关。光物理结果证实了从配体到GNP的激发能转移过程的发生，该过程产生了敏化的NIR发射。由于此过程中，金核的激发效率，在所述配体的激发，是用于高得多的反式形式比对顺式之一，吨→ Ç光异构化会导致GNP NIR辐射显着降低。因此，可以通过在双激发下对NIR发射进行比例检测来监测光异构化。通过使用专用设置同时检测吸光度和发光变化，实时跟踪光异构化过程。出人意料的是，与GNP表面结合的配体的光异构化速率与溶液中发色团的测量速率相同。这一结果表明，激发能转移到金上有助于光异构化，而不是与其竞争。这些结果为开发新型的，用于近红外发射的，近红外发射，对刺激有响应的纳米材料铺平了道路。