4-formylphenyl 4-tetradecyloxybenzoate | 56800-37-4

• 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-formylphenyl 4-tetradecyloxybenzoate
• 英文别名: p-(p'-tetradecyloxybenzoyloxy)benzaldehyde；4-n-tetradecyloxybenzoyloxybenzaldehyde；4-(4-n-tetradecyloxybenzoyloxy)benzaldehyde；4-Formylphenyl 4-(tetradecyloxy)benzoate；(4-formylphenyl) 4-tetradecoxybenzoate
• CAS: 56800-37-4
• 化学式: C₂₈H₃₈O₄
• 分子量: 438.607
• InChiKey: VGUPGIKUPLNKQK-UHFFFAOYSA-N

物化性质

• 沸点：
  570.2±35.0 °C(Predicted)
• 密度：
  1.036±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  32
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-formylphenyl 4-tetradecyloxybenzoate 在 4-二甲氨基吡啶 、 Jones reagent 、 palladium on activated charcoal 、 氢气 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 1.0h， 生成 [4-[3-[[4-(4-Hexadecoxybenzoyl)oxy-2-hydroxyphenyl]methylideneamino]phenoxy]carbonylphenyl] 4-tetradecoxybenzoate
  参考文献：
  名称：

  Synthesis and Characterization of Unsymmetrical Five-Ring Achrial Banana-Shaped Compounds With a B2 Phase

  摘要：

  Two series of unsymmetrical banana-shaped materials have been prepared with laterally substituted hydroxy and nitro groups. All the compounds exhibit liquid crystalline properties. The syntheses and liquid crystalline properties of these compounds are discussed.

  DOI：

  10.1080/15421400902841445
• 作为产物：
  描述：

  4-N-十四氧基苯甲酸 在 氯化亚砜 、 水 、 四丁基硫酸氢铵 、 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 13.0h， 生成 4-formylphenyl 4-tetradecyloxybenzoate
  参考文献：
  名称：

  Synthesis and Characterization of Symmetrical Eight Aromatic Ring Containing Bent-Shaped Material Derived from Benzophenone

  摘要：

  A new family of symmetrical eight aromatic ring-containing bent-shaped mesogens in which the central elbow is a ketone has been synthesized and characterized. The effect of the side chain on the mesomorphism has been studied. All the bent derivatives were found to exhibit mesomorphism. The higher homologues of the series exhibit the B1 phase and the lower homologues of the series show the B6 phase.

  DOI：

  10.1080/15421406.2010.526450

文献信息

• Influence of polar substituent on central bending unit of bent core mesogens: Synthesis, photophysical, mesomorphism and DFT studies
  作者：Manoj Kumar Paul、Gayatri Kalita、Barnali Bhattacharya、Utpal Sarkar

  DOI：10.1016/j.molstruc.2016.04.060

  日期：2016.9

  Abstract New five ring bent core mesogens derived from substituted 1,3-phenylenediamine (4-nitro-1,3-phenylenediamine, 4-chloro-1,3-phenylenediamine) were synthesized. Their molecular structures, photophysical properties and mesogenic behaviors were investigated. The molecular structures and the purity of the bent core molecule have been characterized by spectroscopic studies and elemental analysis

  摘要 合成了由取代的1,3-苯二胺（4-硝基-1,3-苯二胺，4-氯-1,3-苯二胺）衍生的新型五环弯曲核心介晶。研究了它们的分子结构、光物理性质和介晶行为。弯曲核心分子的分子结构和纯度分别通过光谱研究和元素分析表征。通过使用紫外-可见光和荧光光谱研究，在氯仿中研究了弯曲核心化合物的光物理性质。相变温度通过差示扫描量热分析检测，相通过偏光显微镜确认。弯曲形分子弯曲核单元上的极性取代基影响弯曲核介晶的介晶行为。弯曲核心单元 4 位的极性硝基显示倾斜的近晶 C 相和未知的近晶 X 相，而 4 位的氯基显示正交的近晶 A 相。弯曲的核心介晶本质上是荧光的。进行密度泛函理论计算以获得弯曲核心分子的稳定分子构象和化学反应性。已经报道了参与电子跃迁的轨道及其相应的能量以及振荡器强度。进行密度泛函理论计算以获得弯曲核心分子的稳定分子构象和化学反应性。已经报道了参与电子跃迁的轨道及其相应的能量以及振荡器强
• The synthesis, mesomorphism and mesophase structure of anisotropic imines and their complexes with rhenium(i)
  作者：Xiao-Hua Liu、Benoît Henirich、Ian Manners、Daniel Guillon、Duncan W. Bruce

  DOI：10.1039/a908137b

  日期：——

  Highly anisotropic imine ligands have been synthesised and complexed to Re(I). Two series of ligands and complexes were obtained with various chain lengths, showing smectic and nematic phases for the ligands and only a nematic phase for the complexes. The identity of the crystal smectic phase in the ligands was studied by X-ray diffraction and identified as a crystal J phase.

  合成了高度各向异性的亚胺配体，并与Re(I)形成了络合物。获得了两系列配体和络合物，具有不同的链长，配体显示出层状相和向列相，而络合物仅显示向列相。通过X射线衍射研究了配体中的晶态层状相，并其被鉴定为晶态J相。
• New H-Bonded Complexes and Their Supramolecular Liquid-Crystalline Organizations
  作者：Ana Pérez、Nélida Gimeno、Francisco Vera、M. Blanca Ros、José Luis Serrano、M. Rosario De la Fuente

  DOI：10.1002/ejoc.200700725

  日期：2008.2

  compounds, with one or two chelating positions, were used as H-acceptors in mixtures with carboxylic acids. The noncovalent complexes in question afforded calamitic mesomorphism (N, SmA and SmC) as well as a lamellar mesophase (SmCP). Additionally, the liquid crystalline behaviour of the new 2-hydroxy- and 2-aminopyridine compounds as pure materials is also discussed. Useful results concerning the design and

  分析了使用氢键设计液晶的不同方法。选择具有一个或两个螯合位的 stilbazoles 和吡啶化合物在与羧酸的混合物中用作 H 受体。所讨论的非共价配合物提供了棒状介晶（N、SmA 和 SmC）以及层状中间相（SmCP）。此外，还讨论了新的 2-羟基和 2-氨基吡啶化合物作为纯材料的液晶行为。报告了有关非共价棒状和弯曲核液晶的设计和稳定性的有用结果。为了诱导弯曲核液晶顺序，必须控制 H 键周围的构象灵活性。通过红外光谱、光学显微镜、量热法、
• Intercalated liquid-crystalline phases formed by symmetric dimers with an α,ω-diiminoalkylene spacer
  作者：Maja Šepelj、Andreja Lesac、Ute Baumeister、Siegmar Diele、H. Loc Nguyen、Duncan W. Bruce

  DOI：10.1039/b612517d

  日期：——

  Four series of symmetric, dimeric molecules with flexible α,ω-diiminoalkylene spacers have been synthesised and characterised by polarising optical microscopy, differential scanning calorimetry, and X-ray diffraction. The effects on the mesomorphism of the various alkylene spacer (number of methylene units m = 5 to 8) as well as the terminal alkoxy chain length (n = 4 to 14) on the mesomorphic properties have been studied. The compounds with an even-numbered spacer display, in addition to a nematic phase, various smectic phases whose nature depends on the ratio between the length of the terminal chain and the length of the spacer (n/m). A modulated Smà phase was found for the ratio n/m = 1 to 1.6 and a SmC/crystal G polymorphism emerges at n/m > 1.7. In contrast, all liquid-crystalline dimers with odd-numbered spacers display an intercalated B6 phase regardless of the chain length. The preference for intercalated structures is discussed based on dipolar considerations following electronic structure calculations using a model molecule.

  合成并表征了四系列对称的二聚体分子，这些分子具有灵活的α,ω-二氨基烷烃间隔基。通过偏振光学显微镜、差示扫描量热法和X射线衍射技术对其进行了表征。研究了不同烷烃间隔基（亚甲基单元数m=5至8）以及末端烷氧链长度（n=4至14）对其介晶特性的影响。具有偶数间隔基的化合物除了表现出一个向列相外，还展现出各种层状相，其性质取决于末端链的长度与间隔基长度之间的比率（n/m）。在比率n/m=1到1.6时发现了调制的SmA相，而在n/m>1.7时则出现了SmC/晶体G多型性。相反，所有具有奇数间隔基的液晶二聚体无论链长如何均表现出夹层B6相。基于使用模型分子的电子结构计算，讨论了夹层结构偏好的偶极考虑。
• Coumarin Schiff base-esters liquid crystals with symmetrical and unsymmetrical alkoxy chains: Synthesis, mesomorphic properties and DFT approach
  作者：Kanubhai D. Katariya、Kiran J. Nakum、Rina Soni、Shubhangi S. Soman、Mohamed Hagar

  DOI：10.1016/j.molliq.2022.119073

  日期：2022.7

  Herein, two series of Coumarin Schiff base-esters liquid crystals have been prepared. The first series, Schiff base of 7-alkoxy-3-aminocoumarin with 4-formylphenyl 4-alkoxy benzoate with symmetric variation of alkoxy chain at the both end of the molecules were designed and synthesized. The second is Schiff base of 7-alkoxy-3-aminocoumarin with 4-formylphenyl 4-dodecyloxybenzoate. All these compounds

  在此，制备了两个系列的香豆素席夫碱酯液晶。第一个系列，7-烷氧基-3-氨基香豆素与分子两端烷氧基链对称变化的4-甲酰基苯基4-烷氧基苯甲酸酯的席夫碱设计并合成。第二种是7-烷氧基-3-氨基香豆素与4-十二烷氧基苯甲酸4-甲酰基苯基酯的席夫碱。所有这些化合物均使用不同的分析技术进行表征，例如 FTIR、NMR 和质谱分析。使用差示扫描量热法 (DSC) 研究相变和偏光光学显微镜 (POM) 来确定中间相的类型，研究这两个系列的中间相行为。在 SCE 系列中系统地改变分子两端的烷基链长度，链长为 2-8 的化合物表现出对映向列 (N) 相，而 SCE-8 除对映向列 (N) 相外还表现出对映近晶 C (SmC) 相。对称系列 n = 10-18 的化合物显示出对映体 SmC 相。在分子醛端 n = 12 的不对称系列中，在 n = 2-14 时观察到对映向列中间相，而从 n = 6-18 出现对映向