(4-pyridyl)-benzylidene-4'-n-hexadecyl aniline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (4-pyridyl)-benzylidene-4'-n-hexadecyl aniline
• 英文别名: N-(4-hexadecylphenyl)-1-pyridin-4-ylmethanimine
• 化学式: C₂₈H₄₂N₂
• 分子量: 406.655
• InChiKey: KQJYPGGBBHPKLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  30
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  25.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  壬酸 、 (4-pyridyl)-benzylidene-4'-n-hexadecyl aniline 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  具有脂肪酸的自组装液晶材料

  摘要：

  具有非亚同型脂肪酸的两个新系列液晶材料，即。用非亚型质子制备壬酸（C 9），癸酸（C 10），十一酸（C 11），十三酸（C 13），肉豆蔻酸（C 14），棕榈酸（C 16）和硬脂酸（C 18）。受体，即 （4-吡啶基）-亚苄基-对-正烷基苯胺（PyB n A; n = 12和16）。由于分子间氢键（HB），发现在质子供体（脂肪酸）和质子受体部分之间形成的近晶相结构是单亲的。通过傅立叶变换红外光谱法确认了所有化合物中HB的存在。通过配备有热台和照相机的偏振光学显微镜观察近晶相的特征光学质地。通过差示扫描量热法确定相变温度和跨相变的焓变化。HB络合物显示的近晶相已通过混溶性研究确认为近晶B。发现层中的π - π堆积相互作用会影响这些HB络合物的同构。

  DOI：

  10.1007/s10973-017-6879-y
• 作为产物：
  描述：

  4-吡啶甲醛 、 4-十六烷基苯胺 在 溶剂黄146 作用下， 以76%的产率得到(4-pyridyl)-benzylidene-4'-n-hexadecyl aniline
  参考文献：
  名称：

  具有脂肪酸的自组装液晶材料

  摘要：

  具有非亚同型脂肪酸的两个新系列液晶材料，即。用非亚型质子制备壬酸（C 9），癸酸（C 10），十一酸（C 11），十三酸（C 13），肉豆蔻酸（C 14），棕榈酸（C 16）和硬脂酸（C 18）。受体，即 （4-吡啶基）-亚苄基-对-正烷基苯胺（PyB n A; n = 12和16）。由于分子间氢键（HB），发现在质子供体（脂肪酸）和质子受体部分之间形成的近晶相结构是单亲的。通过傅立叶变换红外光谱法确认了所有化合物中HB的存在。通过配备有热台和照相机的偏振光学显微镜观察近晶相的特征光学质地。通过差示扫描量热法确定相变温度和跨相变的焓变化。HB络合物显示的近晶相已通过混溶性研究确认为近晶B。发现层中的π - π堆积相互作用会影响这些HB络合物的同构。

  DOI：

  10.1007/s10973-017-6879-y

文献信息

• Influence of polar substituents and flexible chain length on mesomorphism in non-mesogenic linear hydrogen bonded complexes
  作者：Poornima Bhagavath、S. Mahabaleshwara、Sangeetha G. Bhat、D.M. Potukuchi、Prakasha Shetty、Srinivasulu Maddasani

  DOI：10.1016/j.molliq.2021.116313

  日期：2021.8

  their equimolar (1:1) mixtures exhibit liquid crystalline behavior through intermolecular hydrogen bonding (HB), which is characterized by the infrared spectroscopy. The dihalobenzoic acids are the proton donors, while the pyridyl units are proton acceptors and are found to undergo self-assembly. The dihalobenzoic acid HB complexes are found to exhibit higher liquid crystallinity than the corresponding

  在低分子量二卤代苯甲酸（即 2,4-二氯苯甲酸和 4-氯-2-氟苯甲酸）和希夫碱吡啶单元（即 （4-吡啶基）-亚苄基-4ʹ-正烷基苯胺（庚基、癸基、十二烷基、十四烷基和十六烷基同系物，PyBnA）的混合物中观察到液晶 （LC） 行为，比例为 1：1。二卤代苯甲酸和吡啶基团是非间生的，但它们的等摩尔 （1：1） 混合物通过分子间氢键 （HB） 表现出液晶行为，这是红外光谱的特征。二卤代苯甲酸是质子供体，而吡啶基单元是质子受体，被发现会发生自组装。发现二卤代苯甲酸 HB 配合物比具有相同吡啶单元的相应单卤代取代的苯甲酸 HB 配合物表现出更高的液晶度。4-氯-2-氟苯甲酸 HB 配合物比具有相同吡啶基团的 2,4-二氯苯甲酸 HB 配合物表现出较大的介晶态。发现 HB 复合物的热范围最初呈增加趋势，然后随着质子受体链长度的增加而减小。发现质子受体的癸基同源物 （PyB10A） 的 HB 配合物
• Induced Smectic-A phase at low temperatures through self-assembly
  作者：Poornima Bhagavath、Sangeetha G. Bhat、S. Mahabaleshwara、S.R. Girish、D.M. Potukuchi、M. Srinivasulu

  DOI：10.1016/j.molstruc.2013.01.053

  日期：2013.5

  Self-assembled Smectic-A liquid crystals (LCs) are synthesized with low molar mass non-mesogenic moieties through intermolecular Hydrogen Bonding (HB) interactions. The HB complexes viz., PyBnA:xClBA (where n = 10, 14 and 16; x = 2, 3 and 4) are exhibiting an orthogonal Smectic-A (SmA) mesophase over a wide range of temperatures and towards ambient temperatures. The proton donors in these complexes, chloro substituted benzoic acids viz., 2-chloro, 3-chloro and 4-chloro benzoic acids (xClBA, x is the position of chlorine on the benzoic acid) are non-mesogenic. The proton acceptors, (4-pyridyl)-benzylidene-4'-n-alkyl anilines (decyl, tetradecyl and hexadecyl) (PyBnA, n is no. of carbons in alkyl chain) are also non-mesogenic. The presence of HB between the proton donor and acceptor is confirmed by Fourier Transform Infrared spectroscopy. The characteristic textures of SmA in all the complexes are observed through Polarizing Optical Microscope (POM) in conjunction with a hot stage. The enthalpy changes across the phase transitions (Isotropic - SmA; SmA - Cryst.) are determined by Differential Scanning Calorimeter (DSC). The influence of chain length of proton acceptor and the position of substituent on proton donor on the thermal stability of smectic mesomorphism are studied. The results are compared with reported linear and non-linear HBLC complexes. (C) 2013 Elsevier B.V. All rights reserved.
• Mesomorphic thermal stabilities in supramolecular liquid crystals: Influence of the size and position of a substituent
  作者：Poornima Bhagavath、Mahabaleshwara S.、Sangeetha G. Bhat、D.M. Potukuchi、Chalapathi P.V.、Srinivasulu M.

  DOI：10.1016/j.molliq.2013.05.013

  日期：2013.10

  A new homologous series of supramolecular Hydrogen Bonded Liquid Crystalline (HBLC) materials are synthesized with two low molar mass non-mesogenic moieties. The non-mesogenic substituted benzoic acids viz., 2-fluorobenzoic acid (2FBA), 3-fluorobenzoic acid (3FBA) and 4-fluorobenzoic acids (4FBA) are used as the proton donors. Non-mesogenic proton acceptors, PyBnA viz., (4-pyridyl)-benzylidene-4'-n-alkyl anilines (decyl, tetradecyl and hexadecyl) are used for the formation of supramolecular structures with the above proton donors. The HB between the two moieties is confirmed by FOR spectroscopy. All the complexes exhibiting the smectic mesomorphism are characterized by Polarizing Optical Microscope (POM) equipped with a hot stage. Differential Scanning Calorimeter (DSC) is used to determine the enthalpy change across the mesomorphic phase transitions. The effect of position of fluorine atom and the chain length of proton acceptor on the mesomorphic stability is studied. The mesomorphic thermal stabilities and their melting/clearing temperatures are discussed in the wake of the data available on other supramolecular HBLCs with and without electronegative substituents on the proton donor moieties. (C) 2013 Elsevier B.V. All rights reserved.
• Influence of Moieties and Chain Length on the Abundance of Orthogonal and Tilted Phases of Linear Hydrogen-Bonded Liquid Crystals, Py16BA:nOBAs
  作者：Sangeetha G. Bhat、M. Srinivasulu、S. R. Girish、Padmalatha、Poornima Bhagavath、S. Mahabaleshwara、D. M. Potukuchi、M. Muniprasad

  DOI：10.1080/15421406.2011.604569

  日期：2012.1.1

  A novel series of linear hydrogen-bonded (HB) liquid crystalline (LC) complexes (HBLCs), namely Py16BA:noBAs, is reported. The series was prepared by the complexation of a novel non-mesogenic proton acceptormoiety, namely (4-pyridyl)-benzylidene-4'-n-hexadecyl aniline (Py16BA), with a mesogenic proton donor, p-n-alkoxy benzoic acid (noBAs for n = 3, 4, 5, 6, 7, 8, 9, and 12) moieties. Formation of HB complexes is confirmed through FTIR spectra. The LC phases exhibited by Py16BA:noBAs, the transition temperatures (T-c), and the heat of transition (enthalpy) (Delta H) are determined by polarizing optical microscope (POM) and differential scanning calorimetry (DSC) techniques. A comparative study of phase abundance is presented (with respect to the HB complexes of pure noBAs). An orthogonal smectic-A phase is induced by quenching the nematic phase in the lower homologs, while a quasi-2D tilted smectic-F phase is induced in the intermediate (or higher) homologs Py16BA:noBAs. The odd-even effect is observed across the isotropic-LC phase and LC-solid phase transitions. Overall mesogenic stability is enhanced. Optimization of the tilted smectic phase stability is discussed in the wake of the configuration of hydrogen bonding and the steric intrusion due to the increase in length of the flexible end-chain. Based on the extrapolation of the odd-even effect, an ACBF multi-critical point is predicted in the phase diagram in the vicinity of intermediate homologs, possibly in a binary of Py16BA:5oBA and Py16BA:6oBA.
• Self-assembled liquid crystalline materials with fatty acids
  作者：Sangeetha G. Bhat、Girish Sharada Ramachandra、Poornima Bhagavath、Mahabaleshwara Subrao、D. M. Potukuchi、Srinivasulu Maddasani

  DOI：10.1007/s10973-017-6879-y

  日期：2018.5

  Two new series of liquid crystalline materials with non-mesomorphic fatty acids, viz. nonanoic (C9), capric (C10), undecanoic (C11), tridecanoic (C13), myristic (C14), palmitic (C16) and stearic acids (C18), are prepared with non-mesomorphic proton acceptors, viz. (4-pyridyl)-benzylidene-p-n-alkylanilines (PyBnA; n = 12 and 16). The smectic phase structures formed between the proton donor (fatty acid)

  具有非亚同型脂肪酸的两个新系列液晶材料，即。用非亚型质子制备壬酸（C 9），癸酸（C 10），十一酸（C 11），十三酸（C 13），肉豆蔻酸（C 14），棕榈酸（C 16）和硬脂酸（C 18）。受体，即 （4-吡啶基）-亚苄基-对-正烷基苯胺（PyB n A; n = 12和16）。由于分子间氢键（HB），发现在质子供体（脂肪酸）和质子受体部分之间形成的近晶相结构是单亲的。通过傅立叶变换红外光谱法确认了所有化合物中HB的存在。通过配备有热台和照相机的偏振光学显微镜观察近晶相的特征光学质地。通过差示扫描量热法确定相变温度和跨相变的焓变化。HB络合物显示的近晶相已通过混溶性研究确认为近晶B。发现层中的π - π堆积相互作用会影响这些HB络合物的同构。