4-hydroxyphenyl 4-(tetradecyloxy)benzoate | 148731-27-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-hydroxyphenyl 4-(tetradecyloxy)benzoate
• 英文别名: 4-(4-n-tetradecyloxybenzoyloxy)phenol；(4-hydroxyphenyl) 4-tetradecoxybenzoate
• CAS: 148731-27-5
• 化学式: C₂₇H₃₈O₄
• 分子量: 426.596
• InChiKey: LLWGDMIJEKGDOG-UHFFFAOYSA-N

物化性质

• 熔点：
  117 °C(Solv: ethanol (64-17-5))
• 沸点：
  564.6±35.0 °C(Predicted)
• 密度：
  1.040±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.69
• 重原子数：
  31.0
• 可旋转键数：
  16.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-hydroxyphenyl 4-(tetradecyloxy)benzoate 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-4-((3-(3-hydroxyphenyl)acryloyl)oxy)phenyl 4-(tetradecyloxy)benzoate
  参考文献：
  名称：

  3-羟基肉桂酸–弯曲型液晶设计的新中心核心†

  摘要：

  提出了一系列基于3-羟基肉桂酸的弯曲形液晶的合成和介晶性质。所制备的化合物在侧臂之一中的酯连接基团的取向上不同。另外，通过使用烷氧基或羧基端基和通过改变末端烷基链的长度来调节介晶性质。进行了纹理观察和量热研究，以及电光，X射线和介电测量。已经确定了酯连接基团取向和末端烷基链的长度对介晶行为的影响。在研究的12种化合物中，只有一个形成层状相，即B 2 –B 5相顺序，而所有其他相均显示柱状相，取决于酯基的方向，为B 1或B 1Rev类型。已使用X射线衍射技术对纯材料以及形成B 1和B 1Rev相的化合物的二元混合物进行了详细的研究，研究了柱状相的结构性质。关于分子结构讨论了所有结果。

  DOI：

  10.1039/c3tc30664j
• 作为产物：
  描述：

  4-N-十四氧基苯甲酸 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 4-hydroxyphenyl 4-(tetradecyloxy)benzoate
  参考文献：
  名称：

  The synthesis and mesomorphism of di-, tetra- and hexa-catenar liquid crystals based on 2,2′-bipyridine

  摘要：

  2,2'-联吡啶已知可与多种金属中心配位。本文合成了液晶态的二链（二联）、四链（四联）和六链（六联）联吡啶，并描述了它们的介晶性质。对于四联联吡啶，合成了一系列完整的同系物，从四甲氧基到四十四烷氧基，相图显示了从短链长度的向列相和近晶C相，经过立方相到柱状相的经典演化过程。

  DOI：

  10.1039/a706400d

文献信息

• New H-Bonded Complexes and Their Supramolecular Liquid-Crystalline Organizations
  作者：Ana Pérez、Nélida Gimeno、Francisco Vera、M. Blanca Ros、José Luis Serrano、M. Rosario De la Fuente

  DOI：10.1002/ejoc.200700725

  日期：2008.2

  compounds, with one or two chelating positions, were used as H-acceptors in mixtures with carboxylic acids. The noncovalent complexes in question afforded calamitic mesomorphism (N, SmA and SmC) as well as a lamellar mesophase (SmCP). Additionally, the liquid crystalline behaviour of the new 2-hydroxy- and 2-aminopyridine compounds as pure materials is also discussed. Useful results concerning the design and

  分析了使用氢键设计液晶的不同方法。选择具有一个或两个螯合位的 stilbazoles 和吡啶化合物在与羧酸的混合物中用作 H 受体。所讨论的非共价配合物提供了棒状介晶（N、SmA 和 SmC）以及层状中间相（SmCP）。此外，还讨论了新的 2-羟基和 2-氨基吡啶化合物作为纯材料的液晶行为。报告了有关非共价棒状和弯曲核液晶的设计和稳定性的有用结果。为了诱导弯曲核液晶顺序，必须控制 H 键周围的构象灵活性。通过红外光谱、光学显微镜、量热法、
• 1,1?-Disubstituted Ferrocene-Containing Thermotropic Liquid Crystals of structure [Fe{(?5-C5H4)COOC6H4XC6H4OCnH2n+1}2] (X ? OOC or COO). Influence of the orientation of the central ester function on the mesogenic properties
  作者：Robert Deschenaux、Jean-Lue Marendaz、Julio Santiago

  DOI：10.1002/hlca.19930760210

  日期：1993.3.24

  The two series I and II of 1,1′ -disubstituted ferrocenes which differ by the direction of the ester function included in the rigid organic part were synthesized and their liquid crystal properties examined. These latter were found to be strongly dependent on the orientation of the connecting ester group and on the alkyl chain length.

  合成了在刚性有机部分中包括的酯功能的方向不同的1，1′-二取代的二茂铁的两个系列I和II，并且研究了它们的液晶性质。已发现后者很大程度上取决于连接酯基的取向和烷基链长。
• Theoretical and Experimental Study on the Effect of End Chain Length on Ultraviolet Absorption Behavior and Photostability of Alkoxy Benzoate Based Liquid Crystals
  作者：Ahmed M. El Defrawy、Said Z. Mohammady、Marwa G. Elghalban、Hossa F. El Sharief

  DOI：10.13005/ojc/330317

  日期：2017.6.28

  Liquid crystals homologous of 4-(4-chlorobenzoyloxy)phenyl 4-(n-alkoxy)benzoate (nCBPAB: n=8,14,16, where n is the number of carbon atoms in the alkoxy chain) were prepared and investigated for their liquid crystalline properties. The geometrical parameters and atomic charge distribution of the nCBPAB structures under investigation have been calculated using DFT level of calculation applying the B3LYP/6-31G(d) basis set. TD-DFT calculations have been used to predict the absorption spectra of the considered molecules. Furthermore, theoretically predicted molecular descriptors have been used to correlate with the phase stability of these molecules.  In addition to that, the photo stability of these molecules has been investigated which provide valuable data for experimental applications.

  制备了与4-(4-氯苯甲酰氧基)苯基4-(正烷氧基)苯甲酸酯（nCBPAB：n=8,14,16，其中n是烷氧基链中的碳原子数）同源的液晶，并对其液晶性质进行了研究。使用B3LYP/6-31G(d)基组，通过DFT计算水平计算了所研究nCBPAB结构的几何参数和原子电荷分布。使用TD-DFT计算来预测所考虑分子的吸收光谱。此外，理论预测的分子描述符被用于与这些分子的相稳定性相关联。除此之外，还研究了这些分子的光稳定性，为实验应用提供了有价值的数据。
• Thermotropic Liquid Crystals from Planar Chiral Compounds: [2.2]Paracyclophane as a Mesogen Core
  作者：Valeria I. Rozenberg、Elena L. Popova、Henning Hopf

  DOI：10.1002/1522-2675(200202)85:2<431::aid-hlca431>3.0.co;2-h

  日期：2002.2

  New thermotropic mesomorphic compounds containing a [2.2]paracyclophane (PC) unit were synthesized and investigated (Scheme). Carboxylic acids were selected as the starting PC building blocks. The influence of structural features on the stability of the mesomorphic phases was studied (Figs. 1 and 2): for this purpose. the structures of the PC-carboxylate unit and the organic fragment of the aryl-ester moiety were varied systematically. Esters derived from PC-monocarboxylic acid did not exhibit liquid-crystalline (LC) properties, while diaryl PC-dicarboxylates favored mesomorphism. Dicarboxylate substituents arranged in the paraposition provided LC phases in a broad temperature range and considerably increased the mesomorphic interval in comparison with that of the structurally related pseudo-para PC derivatives.
• Troponoid Twin Dimers with Four Rings: Synthesis and Mesomorphic Properties
  作者：Akira Mori、Manabu Takemoto、Seiji Ujiie

  DOI：10.1080/15421400490434982

  日期：2004.1

  Twin-type troponoids with two benzene and two tropone rings were prepared, They showed nematic phases when the inner and the side chains are short. while smectic A phases appear when the inner chain becomes long. Twins with long side chains and a short inner chain had smectic C phases. From, X-ray diffraction study, molecular packing models are proposed. The Corresponding benzenoid twins showed nematic and smectic C phases with higher thermal stability than the troponoids.