4-(4-n-hexylbenzoyloxy)benzoic acid | 111833-05-7

• 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-n-hexylbenzoyloxy)benzoic acid
• 英文别名: 4-(4-hexylbenzoyloxy)-benzoic acid；Benzoic acid, 4-hexyl-, 4-carboxyphenyl ester；4-(4-hexylbenzoyl)oxybenzoic acid
• CAS: 111833-05-7
• 化学式: C₂₀H₂₂O₄
• 分子量: 326.392
• InChiKey: ZTJIGZMNTRKRHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-n-hexylbenzoyloxy)benzoic 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 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 24.0h， 生成 4-{3-[4-(4-n-pentylbenzoyloxy)phenyl]-1,2,4-oxadiazol-5-yl}phenyl 4-hexylbenzoate
  参考文献：
  名称：

  1,2,4-Oxadiazole-Based Bent-Core Liquid Crystals with Cybotactic Nematic Phases

  摘要：

  AbstractSeveral series of bent‐core mesogens derived from 3,5‐diphenyl‐1,2,4‐oxadiazole with or without lateral groups and with different length terminal chains at both ends, and polycatenar molecules with three to six alkoxy chains are synthesized and their mesomorphic behaviour is investigated by polarizing microscopy, differential scanning calorimetry, X‐ray diffraction (XRD), dielectric, electro‐optical and second‐harmonic generation (SHG) experiments. Most compounds exhibit broad regions of skewed cybotactic nematic (NcybC) and tilted smectic (SmC) phases with a strong tilt of the aromatic cores (up to 63°), but non‐tilted SmA and NcybA phases are also observed for a compound that has only one terminal chain. The XRD patterns of the nematic phases of most of the compounds investigated indicate a 2D periodicity with short correlation length in the magnetically aligned samples. This is of importance for the general interpretation of the small‐angle XRD splitting patterns typically observed for aligned samples of bent‐core nematic phases. In most nematic phases one current peak is observed in the half period of an applied electric field, though no coherent signal is found in the SHG experiments. Based on additional electro‐optical and dielectric results, the nematic phases are considered to be cybotactic nematic phases with local polar order, and show a dielectric reorientation of the polar domains. Only chiral nematic phases (NcybC*), but not blue phases, are obtained for compounds with one or two chiral (3S)‐3,7‐dimethyloctyloxy tail(s).

  DOI：

  10.1002/cphc.201301070
• 作为产物：
  描述：

  4-己基苯甲酸 、 对羟基苯甲醛 在 sodium chlorite 作用下， 生成 4-(4-n-hexylbenzoyloxy)benzoic acid
  参考文献：
  名称：

  Nematic phases of bent-core mesogens

  摘要：

  源自4-氰基水杨酚的弯曲核介质与末端烷基链的合成及其通过偏振显微镜、XRD和电光方法进行研究。短链化合物仅具有能冷却到室温的向列相。这些向列相与普通的向列相相似，仅具有最近邻的相关性（N），而长链化合物形成SmC型的赛博聚集体，这些赛博向列相（NcybC）可以被视为强烈分碎的SmC相。链长依赖性以及温度依赖性的从N相到NcybC相的结构转变是连续的，并且与XRD图案中小角散射的位置和强度的变化相关。此外，从赛博向列相到不同类型的非极性和倾斜的层状相（SmC(I)和SmC(II)）的温度依赖性逐步转变被观察到，中间状态为由拉伸但尚未融合的赛博聚集体（CybC）组成的介相。这增进了对由弯曲核分子形成的向列相的性质和特殊性能的理解，以及它们向层状相转变的过程，并为在室温下形成自发或电场诱导的双轴向列相的新材料铺平了道路。

  DOI：

  10.1039/b923262a

文献信息

• Phenyl esters of 4-benzoyloxybenzoic acid
  申请人：Merck Patent Gesellschaft mit beschraenkter Haftung

  公开号：US03953491A1

  公开（公告）日：1976-04-27

  Nematic esters of the formula ##SPC1## Wherein R.sub.1 and R.sub.2 are each alkyl, alkoxyalkyl, alkoxy or alkoxyalkoxy of 1 to 10 carbon atoms, X is CN or NO.sub.2 and Y is H or X which are useful for influencing the electrooptic properties of other nematic compositions.

  公式为 ##SPC1## 的向列相酯类化合物，其中 R.sub.1 和 R.sub.2 分别为1至10个碳原子的烷基，烷氧基烷基，烷氧基或烷氧基烷氧基，X为CN或NO.sub.2，Y为H或X。这些化合物对其他向列相组分的电光性能有影响。
• Synthesis of non-symmetrically substituted 1,2,4-oxadiazole derived liquid crystals
  作者：Govindaswamy Shanker、Carsten Tschierske

  DOI：10.1016/j.tet.2011.09.039

  日期：2011.11

  Non-symmetrically substituted 1,2,4-oxadiazole derived bent-core liquid crystals have been synthesized by a simple and straightforward synthetic method. All these compounds exhibit enantiotropic nematic phases over exceptionally wide temperature ranges. (C) 2011 Elsevier Ltd. All rights reserved.
• 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.
• BYKOVA V. V.; TYUNEVA G. A.; TRUFANOV A. N.; MAJDACHENKO G. G., IZV. VUZOV. XIMIYA I XIM. TEXNOL., 1986, 29, H 12, 20-22
  作者：BYKOVA V. V.、 TYUNEVA G. A.、 TRUFANOV A. N.、 MAJDACHENKO G. G.

  DOI：——

  日期：——
• US3953491A
  申请人：——

  公开号：US3953491A

  公开（公告）日：1976-04-27