4-(trans-4-Butylcyclohexyl)benzoic acid | 83626-35-1

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 环羧酸
• 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-(trans-4-Butylcyclohexyl)benzoic acid
• 英文别名: p-(4-trans-butylcyclohexyl)benzoic acid
• CAS: 83626-35-1
• 化学式: C₁₇H₂₄O₂
• 分子量: 260.376
• InChiKey: BFZJIPFMDIHKKI-HDJSIYSDSA-N

物化性质

• 沸点：
  397.2±21.0 °C(Predicted)
• 密度：
  1.026±0.06 g/cm3(Predicted)
• 溶解度：
  溶于四氢呋喃

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  1.0

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

制备方法与用途

用途 

液晶单体合成原料

反应信息

• 作为反应物：
  描述：

  4-(trans-4-Butylcyclohexyl)benzoic acid 在 氯化亚砜 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 1.0h， 生成 4-(4-(4-(4-n-butylcyclohexyl)benzoyloxy)phenyldiazenyl)benzaldehyde
  参考文献：
  名称：

  Multirings Aromatic Aldehyde Liquid Crystal with Azo Linkage and Their Photosensitivity in Mesophase

  摘要：

  Ten new rod-like aromatic aldehyde liquid crystalline molecules with azo linkage were synthesized, in which bi(trans-cyclohexyl), cyclohexyl phenyl, and biphenyl carboxylic acid mesogenic cores with terminal ethyl, n-propyl, n-butyl, and n-pentyl substituents were esterified with azo benzoic aldehyde. These molecules were designed in an attempt to construct a series of new azo liquid crystalline molecules to investigate the influence of ultraviolet (UV) light on their mesophase. All compounds have been characterized on the basis of their spectral data, differential scanning calorimeter (DSC), and hot stage polarizing optical microscope (HS-POM). All these compounds exhibited liquid crystalline phase that belonged to nematic and photosensitive properties. Their temperature ranges of mesophase are from 101 degrees C to 150 degrees C. Under irradiated 365 nm UV light, they showed photosensitivity in the solvent of methanol. Observed under HS-POM, the UV light also did change the textures of these compounds. The result showed that terminal ethyl is enough for these molecules to exhibit wider temperature range of mesophase, and these new molecules have photosensitivities observed under illumination of UV light not only in solution but also in mesophase due to the change of their structures from trans isomer to cis one.

  DOI：

  10.1080/15421406.2013.877715
• 作为产物：
  描述：

  TRANS-4-(4'-N-BUTYLCYCLOHEXYL)-BENZONITRILE 在 硫酸 、 水 作用下， 反应 5.0h， 生成 4-(trans-4-Butylcyclohexyl)benzoic acid
  参考文献：
  名称：

  Liang, J. C.; Chen, L., Molecular Crystals and Liquid Crystals (1969-1991), 1989, vol. 167, p. 253 - 258

  摘要：

  DOI：

文献信息

• Dependence of Mesomorphic Behaviour of Methylene-Linked Dimers and the Stability of the N_TB/N_XPhase upon Choice of Mesogenic Units and Terminal Chain Length
  作者：Richard J. Mandle、John W. Goodby

  DOI：10.1002/chem.201601146

  日期：2016.6.27

  exhibited nematic phases with clearing points in excess of 200 °C. Four compounds were found to exhibit the twist-bend nematic phase, with one material exhibiting a transition from the NTB phase into an anticlinic smectic 'X' phase. Across all three series of compounds the length of terminal chain is seen to dictate, to some degree, the type of mesophase formed: shorter terminal chains favour nematic and

  制备了由九亚甲基(C9)间隔基和4-(4'-烷基苯基)苯甲酸苯酯、4-(4'-烷基环己基)苯甲酸苯酯或4-(4'-烷基二环己基)甲酸苯酯介晶单元组成的12种对称二聚体材料及其通过 POM、DSC 和 XRD 表征的介晶行为。所有材料均呈现向列相，清亮点超过 200 °C。四种化合物被发现表现出扭转弯曲向列相，其中一种材料表现出从 NTB 相到背斜近晶“X”相的转变。在所有三个系列的化合物中，末端链的长度在某种程度上决定了形成的中间相的类型：较短的末端链有利于向列相和NTB中间相，而较长的末端脂肪链被发现促进近晶相。
• Method of increasing helical twisting power, optically active compound, liquid crystal composition containing the same, and liquid crystal display device
  申请人：Dainippon Ink and Chemicals, Inc.

  公开号：US20040021128A1

  公开（公告）日：2004-02-05

  A method of increasing helical twisting power (HTP) in an optically active compound used in a liquid crystal material is provided. An optically active compound which exhibits a large HTP value is also provided. Furthermore, a liquid crystal composition which exhibits a high upper temperature limit of the liquid crystal after the addition of the optically active compound, and a liquid crystal display device using the same are provided. In a method, an HTP of a compound having a partial structure represented by formula (A), which has an asymmetric carbon atom, is increased by replacing the partial structure represented by formula (A) by a partial structure represented by formula (B). 1 (wherein * represents the position of an asymmetric carbon atom, Y 1 represents a substituent such as an alkyl group and a halogen). A compound is represented by formula (I): 2

  本发明提供了一种增加液晶材料中所使用的光学活性化合物的螺旋扭曲功率（HTP）的方法。还提供了一种具有大的HTP值的光学活性化合物。此外，还提供了一种在加入光学活性化合物后具有高液晶上限温度的液晶组合物和使用该组合物的液晶显示器装置。在该方法中，通过用式（B）所表示的部分结构替换具有不对称碳原子的部分结构所表示的式（A）的化合物的HTP来增加其HTP。（其中*表示不对称碳原子的位置，Y1表示取代基，如烷基和卤素）。化合物由式（I）表示：
• Optically active compound and liquid crystal composition containing the compound
  申请人：——

  公开号：US20040164273A1

  公开（公告）日：2004-08-26

  An optically active compound containing 5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-bi-2-naphthol of the general formula (1) as an asymmetric source, 1 wherein n is an integer of 1 to 10, Y is a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a phenyl group, a phenyl group substituted with an alkyl group having 1 to 5 carbon atoms or a phenyl group substituted with an alkoxy group having 1 to 4 carbon atoms, X is a single bond (−), —OOC— or —OCH 2 —, and each of A and B is a substituent formed by specifically combining rings selected from cyclohexane, benzene, pyrimidine, naphthalene, dioxane, etc., including mutual bonding forms of rings so that the substituent has 1 to 4 rings, the optically active compound characteristically having a large helical twisting power (HTP) of 50 or more and being useful as a chiaral dopant, the chiral dopant being capable of adjusting a helical pitch when only added in a small amount, so that the deterioration of performances of a base liquid crystal can be prevented.

  一种光学活性化合物，含有通式(1)的 5,5′,6,6′,7,7′,8,8′-八氢-1,1′-联-2-萘酚作为不对称源、 1 其中 n 是 1 至 10 的整数，Y 是氢原子、1 至 5 个碳原子的烷基、苯基、被 1 至 5 个碳原子的烷基取代的苯基或被 1 至 4 个碳原子的烷氧基取代的苯基，X 是单键 (-)、-OOC- 或 -OCH 2 -A和B中的每一个都是由选自环己烷、苯、嘧啶、萘、二噁烷等的环特别组合而成的取代基、包括环的相互结合形式，从而使取代基具有 1 至 4 个环；光学活性化合物通常具有 50 或更高的大螺旋扭曲力（HTP），可用作手性掺杂剂；手性掺杂剂只需少量添加即可调节螺旋间距，从而防止基液晶性能下降。
• Synthesis of Multiring Azo-Benzoic Acid Liquid Crystalline Molecules and Their Special Photosensitive Property
  作者：Min-Yan Zheng、Yong-Sheng Wei、Wei Geng、Nai-Ni Guo、Ping Zhang

  DOI：10.1080/15421406.2014.949591

  日期：2015.2.11

  10 new rod-like azo benzoic acid liquid crystals belonged to three series have been prepared, in which trans-cyclohexyl benzene, biphenyl or bi-trans-cyclohexyl carboxylic acid mesogenic cores with ethyl, n-propyl, n-butyl or n-pentyl substituents were connected with azo benzoic acid. Meantime, a simple method was developed in synthesizing compounds bearing both ester and carboxyl groups in one-step reaction. All these compounds have been characterized on the basis of their spectral data, differential scanning calorimeter (DSC) and hot stage polarizing optical microscope (HS-POM). All these compounds have higher thermo-stability. 8 of these compounds have liquid crystalline properties. Their temperature ranges of mesophase have not been obtained, resulting from all the compounds decomposed before their clearing points. Although these compounds are photosensitive in solution under illumination of UV light (365nm), they can't do trans-cis isomerization in their mesophses, indicating the super stabilities of the trans isomer in mesophase.
• A Convenient Synthesis of 4-(trans-4'- <i>n</i>-alkylcyclohexyl) Benzoic Acids
  作者：T. Szczuciñski、R. D Ãbrowski

  DOI：10.1080/00268948208072585

  日期：1982.8