3,4-bis(hexadecyloxy)benzaldehyde | 60273-43-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,4-bis(hexadecyloxy)benzaldehyde
• 英文别名: 3,4-dihexadecoxybenzaldehyde
• CAS: 60273-43-0
• 化学式: C₃₉H₇₀O₃
• 分子量: 586.983
• InChiKey: HYFJCXYGCACGDN-UHFFFAOYSA-N

物化性质

• 熔点：
  79 °C(Solv: ethanol (64-17-5))
• 沸点：
  654.3±35.0 °C(Predicted)
• 密度：
  0.911±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  16.8
• 重原子数：
  42
• 可旋转键数：
  33
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-bis(hexadecyloxy)benzaldehyde 生成 (E,E,E)-4,4'-bis<2-<3,4-bis(hexadecyloxy)phenyl>ethenyl>azobenzol
  参考文献：
  名称：

  Kosteyn, Frank; Zerban, Georg; Meier, Herbert, Chemische Berichte, 1992, vol. 125, # 4, p. 893 - 898

  摘要：

  DOI：
• 作为产物：
  描述：

  溴代十六烷 、 3,4-二羟基苯甲醛 在 potassium carbonate 、 potassium iodide 作用下， 以 丁酮 为溶剂， 生成 3,4-bis(hexadecyloxy)benzaldehyde
  参考文献：
  名称：

  Tuning the thermotropic properties of liquid crystalline p-substituted aroylhydrazones

  摘要：

  通过改变周边烷氧链密度，在p-取代芳酰肼中观察到片层烟酸A到柱状介晶相的交叉。

  DOI：

  10.1039/c5ra06620d

文献信息

• Photoluminescent discotic liquid crystals derived from tris( N -salicylideneaniline) and stilbene conjugates: Structure–property correlations
  作者：Ammathnadu S. Achalkumar、B.N. Veerabhadraswamy、Uma S. Hiremath、Doddamane S. Shankar Rao、Subbarao Krishna Prasad、Channabasaveshwar V. Yelamaggad

  DOI：10.1016/j.dyepig.2016.05.010

  日期：2016.9

  Luminescent discotic liquid crystals based on tris(N-salicylideneaniline)s [TSANs] bearing trans-stilbene fluorophores have been synthesized. Their mesomorphic and photophysical properties were studied. These TSANs existing in the form of C3h and Cs geometrical isomers of the keto-enamine tautomer self-assemble to form the columnar phase and exhibit fluorescence both in solution and mesophase states

  合成了基于带有反式二苯乙烯荧光团的三（N-水杨基苯胺）[TSANs]的发光盘状液晶。研究了它们的介晶和光物理性质。这些TSAN以C 3h和C s的形式存在酮-烯胺互变异构体的几何异构体自组装形成柱状相，并在溶液和中间相状态下均显示荧光。这些柱状中间相还表现出冻结的（玻璃态）柱状相，可确保保留荧光强度，无缺陷排列并同时限制离子杂质的运动。这些特征使其成为有机发光二极管中的有希望的候选者，特别是用作发光层。与早先报道的类似柱状液晶TSAN相比，该研究还导致了对它们的同晶型（中间相类型，稳定性和热范围）和光物理特征对其外围取代的数量和模式的依赖性的理解。
• Synthesis, Characterization, and Mesomorphic Properties of New Pyridine Derivatives
  作者：Ahipa T. N.

  DOI：10.1002/open.201500158

  日期：2015.12

  Luminescent liquid crystals have received significant research interest due to their wide range of applications. Here, new pyridine derivatives were designed as liquid crystalline materials. They were successfully synthesized via appropriate synthetic routes, their structures confirmed by various spectral techniques, and finally characterized for their mesogenic, optical and optoelectronic properties

  发光液晶由于其广泛的应用而受到了广泛的研究兴趣。在这里，新的吡啶衍生物被设计为液晶材料。它们是通过适当的合成路线成功合成的，其结构已通过各种光谱技术证实，并最终通过介晶，光学和光电特性进行了表征。
• Multicolor fluorescent switches in gel systems controlled by alkoxyl chain and solvent
  作者：Yue Xu、Pengchong Xue、Defang Xu、Xiaofei Zhang、Xingliang Liu、Huipeng Zhou、Junhui Jia、Xinchun Yang、Fengyong Wang、Ran Lu

  DOI：10.1039/c0ob00091d

  日期：——

  Two simple molecules, 1 and 2 with D-π-A structure and alkoxyl groups, respectively, were designed and synthesized. Both compounds can gelatinize THF–water and DMSO. And compound 2 forms gel in acetone by ultrasonic stimulus. Interestingly, these gels exhibit aggregation-induced emission (AIE) during the sol–gel phase transformation. Moreover, the molecular self-assembled and photophysical properties can be controlled by the number of the alkoxyl chains and the type of the solvents. For example, 1 has an identical packing model and fluorescent colour in THF–water and DMSO gels. Contrarily, the self-assembly of molecule 2 strongly depends on the solvent. Furthermore, the gel phases of 2 formed in three solvents possess different fluorescent colours. Such as, THF–water gel emits yellow fluorescence, acetone gel has orange emission and red fluorescence appears in DMSO.

  设计并合成了两种简单的D-π-A结构和烷氧基的分子1和2。这两种化合物均能凝胶化四氢呋喃-水和二甲基亚砜。而且，通过超声刺激，化合物2可以在丙酮中形成凝胶。有趣的是，这些凝胶在溶胶-凝胶相转变过程中表现出聚集诱导发光（AIE）现象。此外，分子自组装和光物理性质可以通过烷氧基链的数量和溶剂类型进行调控。例如，1在四氢呋喃-水凝胶和二甲基亚砜凝胶中具有相同的堆积模型和荧光颜色。相反，分子2的自组装强烈依赖于溶剂。此外，2在三种溶剂中形成的凝胶相具有不同的荧光颜色。例如，四氢呋喃-水凝胶发出黄色荧光，丙酮凝胶有橙色发射，而二甲基亚砜中则出现红色荧光。
• Self-Sorting of Dynamic Imine Libraries during Distillation
  作者：Karolina Osowska、Ognjen Š. Miljanić

  DOI：10.1002/anie.201102813

  日期：2011.8.29

  reaction of n aldehydes with n amines leads to a dynamic library of [n×n] imines. Slow distillation of the library amplifies the most volatile imine, whereby the most volatile aldehyde and amine are extracted from all other library components. Iterative repetition of the process enabled the self‐sorting of the dynamic library into n mechanically separated imines, which were obtained in high yield.

  保持简单：n醛与n胺的反应生成[ n × n ]亚胺的动态库。库的缓慢蒸馏会放大最易挥发的亚胺，从而从所有其他库组分中提取出最易挥发的醛和胺。该过程的反复重复使动态库可以自动分类为n个机械分离的亚胺，这些亚胺以高收率获得。
• Hydrogen bond-driven columnar self-assembly of electroluminescent D–A–D configured cyanopyridones
  作者：D. R. Vinayakumara、Hidayath Ulla、Sandeep Kumar、Anup Pandith、M. N. Satyanarayan、D. S. Shankar Rao、S. Krishna Prasad、Airody Vasudeva Adhikari

  DOI：10.1039/c8tc01737a

  日期：——

  and electroluminescence characteristics have been investigated in detail. Here, the H-bonding interactions through a central lactam core were shown to be the key driving force for their self-assembly into columnar mesophases. The key role of H-bonding has been confirmed by using newly synthesized similar shaped compounds, MCP-1 to MCP-3. New CPO mesogens were found to be intense greenish blue light

  本文中，我们报道了具有D–A–D结构的新系列飞鸟形液晶（LC）氰基吡啶酮衍生物的设计和合成，即CPO-1至CPO-4。已经详细研究了它们的介晶，光物理，电化学和电致发光特性。在这里，通过中心内酰胺核的氢键相互作用被证明是它们自组装成柱状中间相的关键驱动力。已经通过使用新合成的类似形状的化合物MCP-1至MCP-3证实了H键的关键作用。新的CPO发现液晶元是具有窄带隙能量的强烈的绿蓝色发光体。结论也是基于理论研究得出的。最后，已证明所选的液晶元CPO-2作为发光材料的应用潜力可用于制造具有不同器件架构的掺杂和非掺杂OLED器件，这显示出令人鼓舞的结果。实际上，这是关于在器件中使用发射H键辅助柱状液晶的第一份报告。目前的结果为设计用于制造高效OLED的新型LC分子提供了新的指南和通用方法。