4'-undecyloxy-biphenyl-4-carboxylic acid | 121627-12-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-undecyloxy-biphenyl-4-carboxylic acid
• 英文别名: 4'-n-undecyloxybiphenyl-4-carboxylic acid；4-(4-Undecoxyphenyl)benzoic acid
• CAS: 121627-12-1
• 化学式: C₂₄H₃₂O₃
• 分子量: 368.516
• InChiKey: HLUFYSVGNWSCMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  27
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4'-undecyloxy-biphenyl-4-carboxylic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Anisotropic and magnetic properties in non-metal and non-radical organic aggregates of tri-substituted phenyl derivatives

  摘要：

  一系列新的三取代苯衍生物，含有芳香亚胺单元和联苯酯基，末端烷氧链上含有不同数量的碳原子，OC_nH_2n+1 (n = 7–12)，以及侧链上的o-乙氧基取代基。

  DOI：

  10.1039/c9nj02730k
• 作为产物：
  描述：

  氰基联苯酚 在 sodium hydroxide 、 potassium carbonate 作用下， 以 水 、 环己酮 、 乙二醇 为溶剂， 生成 4'-undecyloxy-biphenyl-4-carboxylic acid
  参考文献：
  名称：

  Thermal and Ferroelectric Properties of Novel Ferroelectric Liquid Crystals Containing α-Methylcinnamoyl Moiety in the Core Structure

  摘要：

  含有位于核心结构的α-甲基肉桂酰基团的新型铁电液晶的六个同系物系列：（备注：图表省略）（IA：k=1，l=1，（备注：图表省略），n=8-16；IB：k=1，l=1，（备注：图表省略），n=8-16；IIA：k=1，l=2，（备注：图表省略），n=9-16；IIB：k=1，l=2，（备注：图表省略），n=8-14，IIIA：k=2，l=1，（备注：图表省略），n=9-16；IIIB：k=2，l=1，（备注：图表省略），n=9-16）已合成，并研究了它们的热性能和铁电性质。液晶态转变温度和同系物系列（IA，IB，IIA，IIB，IIIA和IIIB）的自发极化依赖于核心结构、手性基团和末端烷氧基链长度。这些同系物系列显示出包括室温在内的广泛温度范围内的手性向列相，它们的自发极化最大值在30到800 μCm^-2范围内。从分子结构和局部分子相互作用的角度讨论了介晶相的热稳定性和自发极化的大小。

  DOI：

  10.1246/bcsj.61.2573

文献信息

• A Modulated Helical Nanofilament Phase
  作者：Ethan Tsai、Jacqueline M. Richardson、Eva Korblova、Michi Nakata、Dong Chen、Yongqiang Shen、Renfan Shao、Noel A. Clark、David M. Walba

  DOI：10.1002/anie.201209453

  日期：2013.5.10

  A new liquid crystal phase, denoted modulated helical nanofilament (HNF(mod)), is formed from a very simple class of biphenyl carboxylates lacking the benzylidene aniline moieties typically found in HNF mesogens. The HNF(mod) phase represents a novel kind of nanoparticle possessing stacked aromatic rings, with potential applications in organic electronics.

  一种新的液晶相，称为调制螺旋纳米丝（HNF （mod）），是由一类非常简单的联苯羧酸盐形成的，该联苯羧酸盐缺乏通常在HNF介晶材料中发现的亚苄基苯胺部分。HNF （mod）相代表一种具有堆积的芳环的新型纳米粒子，在有机电子领域具有潜在的应用。
• Synthesis and characterization of ferroelectric liquid crystal dimers containing thioester and carboxylate linking groups in the inner side of the molecule
  作者：S. Senthil、V.R. Kamalraj、S.L. Wu

  DOI：10.1016/j.molstruc.2007.11.024

  日期：2008.8

  A homologous series of chiral unsymmetrical liquid crystal dimers possessing carboxyl and carbothiol linkages nearer to the chiral center were synthesized using (S)-2-(6-methoxynapthyl-2) propionic acid as chiral starting material. All the dimers were characterized by usual spectral techniques, thermal methods and electro-optical studies. Structural effects on the mesomorphic and physicochemical properties

  摘要 以(S)-2-(6-甲氧基萘基-2)丙酸为手性原料，合成了一系列具有靠近手性中心的羧基和硫醇键的同系手性不对称液晶二聚体。所有二聚体都通过常用光谱技术、热方法和电光研究进行表征。根据两端非手性链长度的变化研究了对介晶和物理化学性质的结构影响，并与我们之前的研究进行了比较，这些研究同时包含羧酸盐和碳硫酸酯键。显微研究表明，这些二聚化合物仅表现出 SmC* 和 SmA* 中间相。二聚体的液晶行为通过DSC分析进一步证实。据观察，随着非手性链长度的增加，SmC* 相范围显着增加。而 SmA* 相位范围随着非手性链长度的增加而减小。当比较含有 –COO– 和 –COS– 键的 LC 二聚体的介晶行为时，本化合物不表现出亚稳态，但增加了 SmA* 和 SmC* 中间相稳定性。还测量了自发极化 (Ps) 和倾斜角值，分别获得了 40.8 nCcm-2 和 44.5 度的最大值。
• Optically active tetrahydropyran derivative, liquid crystal composition, and liquid crystal device containing the same
  申请人：KASHIMA OIL COMPANY

  公开号：EP0684246A1

  公开（公告）日：1995-11-29

  An optically active tetrahydropyran derivative represented by one of the following general formulae, a liquid crystal composition containing the derivative, and a liquid crystal device containing the composition are disclosed. The optically active tetrahydropyran derivative is a novel compound which is chemically stable, causes no coloring, has excellent optical stability, and shows a large spontaneous polarization and a quick response. The optically active tetrahydropyran derivative can show a more excellent quick response when it is used in a composition, and is useful as a component in a ferroelectric liquid crystal which induces a large spontaneous polarization.

  本发明公开了一种由以下通式之一表示的光学活性四氢吡喃衍生物、一种含有该衍生物的液晶组合物以及一种含有该组合物的液晶装置。该光学活性四氢吡喃衍生物是一种新型化合物，其化学性质稳定，不会引起着色，具有极佳的光学稳定性，并显示出较大的自发偏振和快速响应。当光学活性四氢吡喃衍生物用于组合物中时，可显示出更出色的快速反应，可用作诱导大自发极化的铁电液晶中的成分。
• Structure and Phase Transitions of Ethyl 4′-<i>n</i>-undecyloxybiphenyl-4-carboxylate and Its Acid Derivative
  作者：Delia López-Velázquez、Armando R. Hernández-Sosa、Sylvain Bernès、Ernesto Pérez、Juan P. Fernández-Blázquez

  DOI：10.1080/15421400802219296

  日期：2008.9.2

  Ethyl 4 '-n-undecyloxybiphenyl-4-carboxylate, 2(11)OBC, and 4 '-n-undecyloxybiphenyl-4-carboxylic acid, (11)OBC, are smectic liquid crystals precursors of low molecular weight premesogens, and of potential liquid crystal macromolecules. The single-crystal X-ray study of 2(11)OBC showed that it crystallizes in a non-centrosymmetric space group with molecules stacked along the short axis [010] and [001] without significant pi center dot center dot center dot pi or CH center dot center dot center dot pi interactions. Such an arrangement may explain its strong tendency to form smectic mesophases. Both biphenyl derivatives have a rich polymesomorphism whose phase sequences were determined by DSC, optical microscopy and diffraction profiles using synchrotron radiation. These profiles indicated quite similar phase transitions in the two samples, although very different transition temperatures. Thus, the phase transitions (on cooling) of 2(11)OBC are: Isotropic -> SmA (101 degrees C)-> SmB (88 degrees C)-> SE (79 degrees C)-> crystal phase (43 degrees C), while those (on cooling) of (11)OBC are the following: Isotropic -> SmA (246 degrees C)-> SmB (192 degrees C)-> SX (162 degrees C)-> SE (148 degrees C)-> crystal phase (62 degrees C). The much higher transition temperatures for the acid derivative are explained by considering that this molecule forms dimers through classical O-H center dot center dot center dot O hydrogen bonds involving the carboxylic groups.
• Synthesis and Characterization of Ferroelectric and Antiferroelectric Liquid Crystals Derived from (2S)-2-(6-Hydroxy-2-Naphthyl) Propionic Acid
  作者：S.-L. Wu、D.-G. Chen、S.-J. Chen、C.-Y. Wang、J.-T. Shy、G.-H. Hsiue

  DOI：10.1080/10587259508037300

  日期：1995.5

  A new series of chiral materials, hexy](2s)-2-(6-(-4-(4'-alkoxyphenyl)benz propionates (HmPBNP; m = 6-18) had been prepared and their liquid crystalline properties were investigated as a function of alkyl chain length. These chiral materials exhibited novel ferroelectric S-c* and antiferroelectric Sc-A* phases and a propensity to the formation of the Sc-A* phase was found at longer alkyl chain lengths (m = 10, 12-18). An odd-even effect of the threshold voltage as a function of alkyl chain length for compounds HmPBNP (m = 12-16) possessing antiferroelectricity was observed. Spontaneous polarization and trans verse dipole moment were also measured and are discussed in terms of the elongated alkyl chain length.