4-(4-Undecoxybenzoyl)oxybenzoic acid | 905304-78-1

• 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-(4-Undecoxybenzoyl)oxybenzoic acid
• CAS: 905304-78-1
• 化学式: C₂₅H₃₂O₅
• 分子量: 412.526
• InChiKey: NNTXODWFDHFFGF-UHFFFAOYSA-N

物化性质

• 熔点：
  120-122 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  566.3±35.0 °C(Predicted)
• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  30
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-Undecoxybenzoyl)oxybenzoic acid 在 4-二甲氨基吡啶 、 palladium 10% on activated carbon 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 48.17h， 生成
  参考文献：
  名称：

  Electro-optical switching studies on 1,3-phenylene based banana shaped liquid crystals

  摘要：

  This work deals with the study of the thermotropic liquid crystalline properties of new asymmetric bent core liquid crystals. The thermotropic properties was analyzed by polarized optical microscopy, differential scanning calorimetric analysis and variable temperature X-ray diffraction measurements. Effect of equal terminal chain with asymmetric bent core system on mesomorphic behavior was examined. The shorter methyl chain compound 10a of exhibits B-1 mesophase and higher homologs (10b and 10c) shows antiferroelectric B-2 mesophases, which was studied by electro-optical measurements. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.06.027
• 作为产物：
  描述：

  十一烷醇 在 吡啶 、 氯化亚砜 、 三溴化磷 作用下， 以 乙醇 、 苯 为溶剂， 反应 31.0h， 生成 4-(4-Undecoxybenzoyl)oxybenzoic acid
  参考文献：
  名称：

  带有末端金属的卡拉米奇有机金属液晶。β-二酮二羰基铑（I）配合物的合成及液晶性质

  摘要：

  通过配体与[Rh（CO）2（μ- Cl）] 2的反应，制备了一系列新型的基于γ-取代的β-二酮配体与末端金属Rh（I）的有机金属配合物。配体和配合物的同构已使用DSC和偏光显微镜进行了研究。发现n＝7、8、9、10、11的非介晶配体可以通过与金属直接配位而形成液晶相。还讨论了末端碳原子数对同晶型的影响。

  DOI：

  10.1016/s0022-328x(97)00653-0

文献信息

• Silicon-Containing Polyphilic Bent-Core Molecules:  The Importance of Nanosegregation for the Development of Chirality and Polar Order in Liquid Crystalline Phases Formed by Achiral Molecules
  作者：Christina Keith、R. Amaranatha Reddy、Anton Hauser、Ute Baumeister、Carsten Tschierske

  DOI：10.1021/ja057685t

  日期：2006.3.1

  increasing length of the alkyl chains, segregation is lost and a transition from smectic to a columnar phase is found. In the columnar phase, the switching process is antiferroelectric and takes place by rotation of the molecules around the long axes, which reverses the layer chirality; that is, the racemic ground-state structure is switched into a homogeneous chiral structure upon application of an

  合成了由弯曲的芳香核、低聚（硅氧烷）单元和烷基链段组成的多亲分子，并研究了这些分子的自组织。大多数材料组织成极性近晶液晶相。这些中间相的转换过程从非甲硅烷化化合物的反铁电通过超顺电转变为表面稳定的铁电，随着甲硅烷化链段的分离增加。提出硅氧烷亚层稳定极性向斜铁电（SmC（s）P（F））结构，并且从宏观极性顺序以及空间效应的逃逸导致层变形，形成无序微畴，产生光学各向同性。另一个显着特征是具有相反旋向性的手性域的自发形成。对于两种化合物，发现这些域的旋光度随温度而变化，这与分子倾角从 < 45 度增加到 > 50 度有关。这一观察证实了最近提出的层光学手性概念（Hough, LE; Clark, NA Phys. Rev. Lett. 2005, 95, 107802），这是超分子系统中光学活动的新来源。随着烷基链长度的增加，偏析消失并且发现从近晶相到柱状相的转变。在柱状相中，转换过程是反铁电的
• Symmetric bent-core mesogens with m-carborane and adamantane as the central units
  作者：Damian Pociecha、Kiminori Ohta、Adam Januszko、Piotr Kaszynski、Yasuyuki Endo

  DOI：10.1039/b719629f

  日期：——

  Several members of two homologous series of symmetric bent-shaped compounds with either m-carborane or adamantane (1[n] or 2[n], n = 9–13) in the central position were synthesized and investigated by optical, calorimetric, X-ray diffraction, and electro-optical methods. Results show that the two shortest members of the m-carborane series, 1[9] and 1[10], exhibit an intercalated lamellar B6 phase. The adamantane derivatives 2[9]–2[13] display a monotropic weakly birefringent soft crystalline or crystalline phase with homochiral domains. Neither phase undergoes polarization switching in an electric field.

  研究人员合成了两个同源系列的对称弯曲形化合物，其中心位置为间碳酸硼烷或金刚烷（1[n]或 2[n]，n = 9-13），并采用光学、量热、X 射线衍射和电光方法对这些化合物进行了研究。结果表明，间碳硼烷系列中最短的两个成员 1[9] 和 1[10] 呈现出夹层片状 B6 相。金刚烷衍生物 2[9]-2[13] 则显示出单向性的弱双折射软结晶或结晶相，具有同手性结构域。这两种相在电场中都不会发生极化转换。
• Molecular Design of Nonchiral Bent-Core Liquid Crystals with Antiferroelectric Properties
  作者：Dong Shen、Annegret Pegenau、Siegmar Diele、Ina Wirth、Carsten Tschierske

  DOI：10.1021/ja993572w

  日期：2000.3.1

  Novel bent-core (banana-shaped) liquid crystals without Schiff-base units have been synthesized and investigated by polarized light optical microscopy, differential scanning calorimetry, X-ray scattering, and electrooptical investigations. These molecules are 4-(4-alkylbenzoyloxy)benzoates and 4-(4-alkoxybenzoyloxy)benzoates of resorcinol, 3,4'-dihydroxybiphenyl, and 4,4"-dihydroxy-1,1':3',1"-terphenyl. Three different mesophases were found depending on the molecular structure and the length of the terminal alkyl chains: a rectangular columnar phase, a highly ordered low-temperature mesophase, and an antiferroelectric switchable fluid smectic mesophase designated as SmCPA. The influence of the molecular structure on the occurrence of the SmCPA phase was investigated. The spontaneous polarization of these molecules is quite high (P-S = 500-700 nC cm(-2)) and specially those molecules with long alkyl chains and short bent-core structures have low melting points and broad regions of this switchable mesophase. Furthermore, first examples of antiferroelectric switchable bent-core molecules with semifluorinated terminal chains will be described.
• Mesomorphism Behavior of Two Series of Chiral Compounds with Semiperfluorocarbon Chains
  作者：Jie Li、Nan Zhao、Yi Li、Baozong Li、Yonggang Yang

  DOI：10.1080/15421406.2012.674466

  日期：2012.8.22

  Thermotropic liquid crystals with fluorocarbon chains have attracted much attention, because they are feasible to form smectic phases. Herein, two series of chiral compounds with semiperfluorocarbon chains were designed and synthesized. These compounds were characterized by IR, H-1 NMR, F-19 NMR, mass spectroscopy, and elemental analysis. Phase transition behavior was investigated by differential scanning calorimetry and polarized optical microscopy. Members of the two-ring series do not exhibit liquid crystalline phases. However, the three-ring analogues exhibit an enantiotropic SmA phase. When the length of alkyl chains is sufficient, an enantiotropic SmB phase is also identified.
• US7348044B2
  申请人：——

  公开号：US7348044B2

  公开（公告）日：2008-03-25