4-[(benzyloxy)carbonyl]phenyl 4-dodecyloxybenzoate | 412943-62-5

• 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-[(benzyloxy)carbonyl]phenyl 4-dodecyloxybenzoate
• 英文别名: benzyl 4-(4-dodecyloxyphenylcarbonyloxy)benzoate；benzyl 4-((4-(dodecyloxy)benzoyl)oxy)benzoate；benzyl 4-[4-(dodecyloxy)benzoyloxy]benzoate；benzyl 4-(4-dodecyloxybenzoyloxy)benzoate；benzyl 4-(n-dodecyloxybenzoyloxy)benzoate；benzyl p-dodecyloxybenzoyloxybenzoate；(4-phenylmethoxycarbonylphenyl) 4-dodecoxybenzoate
• CAS: 412943-62-5
• 化学式: C₃₃H₄₀O₅
• 分子量: 516.678
• InChiKey: YHSBEHKTPRCQDD-UHFFFAOYSA-N

物化性质

• 熔点：
  62-63 °C(Solv: acetonitrile (75-05-8); chloroform (67-66-3))
• 沸点：
  639.6±45.0 °C(Predicted)
• 密度：
  1.083±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.56
• 重原子数：
  38.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-[(benzyloxy)carbonyl]phenyl 4-dodecyloxybenzoate 在 palladium dihydroxide 4-二甲氨基吡啶 、 乙醇 、 N,N'-二环己基碳二亚胺 、 环己烯 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 benzyl 3,5-bis[4-(4-dodecyloxybenzoyloxy)benzoyloxy]benzoate
  参考文献：
  名称：

  螺旋桨状氢键合香蕉-三聚氰胺复合物诱导螺旋超分子组织

  摘要：

  此处介绍的研究结果展示了使用液晶和介晶状态中涉及的相互作用来构建复杂分子组织的新示例。我们采用了一种设计策略，其中氢键允许三聚氰胺的 pi 堆积趋势和 V 形分子的横向相互作用能力相结合，这已通过向列、近晶或柱状中间相得到广泛证明。这种组合解决了具有固有螺旋组织的柱状排列的形成。在这项工作中，具有类似于香蕉液晶结构的非介晶和介晶 V 型酸以 3 比 1 的比例与 2,4,6-三氨基-1,3,5-三嗪衍生物络合， 分别。由此获得了氢键超分子，其在溶液中的形成和稳定性已通过红外和核磁共振技术得到证实。DOSY 实验使我们能够在溶液中评估复合物的存在及其四聚体组成。所有配合物都显示出介晶能力，并通过 X 射线衍射和 CD 光谱研究了它们的介晶组织。结果使我们能够为源自超分子复合物的螺旋桨状构象的中间相提出螺旋柱状模型。并通过 X 射线衍射和 CD 光谱研究了它们的介晶组织。结果使我们能够为源自超

  DOI：

  10.1021/ja0585477
• 作为产物：
  描述：

  4-十二烷氧基苯甲酸 在 吡啶 、 氯化亚砜 作用下， 生成 4-[(benzyloxy)carbonyl]phenyl 4-dodecyloxybenzoate
  参考文献：
  名称：

  新型同源系列4-(4'-n-烷氧基苯甲酰氧基)苯甲酸苄酯的合成及液晶性质

  摘要：

  报道了由 11 个同源物组成的新型同源系列。液晶性质从己氧基同系物开始，一直到十四烷氧基同系物仅作为对映向列介晶。其余的同系物（包括十六烷氧基同系物）不是液晶。没有同系物显示smectogenic中间相形成。向列中间相的织构是螺纹型或纹影型。同系物的转变温度通过配备加热台的光学偏光显微镜测定。除了十四烷氧基同系物采用意外的传播趋势外，相图的转变曲线以正常方式表现。向列-各向同性转变曲线不存在奇偶效应。分析和光谱数据支持同系物的分子结构。该系列的平均热稳定性为 78.8°C。介晶/线虫相长度从 2.0°C 到 13.0°C 不等。本系列的液晶行为与结构相似的其他已知系列进行了比较。因此，本系列是对映性向线生的，只是没有表现出任何具有低熔点类型的近亲特征，其介晶相长度相对较短。

  DOI：

  10.1080/15421406.2014.884399

文献信息

• Rodlike metallomesogens containing nickel(<scp>ii</scp>), palladium(<scp>ii</scp>) and copper(<scp>ii</scp>) based on novel enaminoketonato ligands
  作者：Carsten P. Roll、Alexander G. Martin、Helmar Görls、Guido Leibeling、Daniel Guillon、Bertrand Donnio、Wolfgang Weigand

  DOI：10.1039/b316731c

  日期：——

  Several new enaminoketone mesogens were synthesized and coordinated to various metal salts to yield a variety of novel rodlike metal-containing liquid crystals. The mesophases were characterized by polarized optical microscopy (POM), differential scanning calorimetry (DSC) and small-angle X-ray scattering (SAXS). Whereas the free ligands display SmA and nematic mesophases, the NiII and PdII complexes give rise to SmC and nematic phases, and the paramagnetic CuII mesogens to a narrow temperature-range nematic mesophase only. The magnetic behaviour of the latter was studied by means of EPR and magnetic susceptibility (SQUID) measurements.

  合成了几种新的烯胺酮介晶，并与各种金属盐配合，得到了多种新型含金属棒状液晶。通过偏光显微镜（POM）、差示扫描量热法（DSC）和小角X射线散射（SAXS）对介晶相进行了表征。自由配体显示出向列相和近晶A相，而NiII和PdII配合物产生近晶C相和向列相，顺磁性CuII介晶仅在狭窄的温度范围内形成向列相。后者的磁性行为通过电子顺磁共振（EPR）和磁化率（SQUID）测量进行了研究。
• The dramatic influence of the location of bend and of lateral fluoro substitution on the mesomorphic properties of angular chiral esters based on a 1,3-disubstituted benzene ring
  作者：Kenneth M. Fergusson、Michael Hird

  DOI：10.1039/b923267b

  日期：——

  The synthesis and mesomorphic properties of a range of 3-ring and 4-ring chiral esters based on a 1,3-disubstituted benzene unit are detailed. These materials all deviate from the usual linear molecular architecture of liquid crystals, and hence are all angular in nature. Some of these materials have the bend right at the end of the molecule where the chain deviates from the normal linear arrangement, and hence a ‘hockey stick’ molecular architecture is perhaps an accurate description. Other materials have a genuine bent-core construction where the bend is towards the centre of the molecule, and hence are best termed as ‘boomerang’ shape. In all cases, interesting comparisons of mesophase morphology and transition temperatures were found, both between the various angular materials and with their linear analogues. In particular, the influence on transition temperatures of lateral fluoro substitution in the novel angular materials was found to be wholly different to that found in the known linear analogues. The work forms part of a larger on-going research programme to investigate the mesomorphic and chirality-dependent properties of angular liquid crystals. The research revealed that no mesomorphism in parent compounds is possible when the bend is close to the centre of the molecule, however, lateral fluoro substitution of such compounds facilitates the generation of liquid crystal phases. Where the molecular bend is as a consequence of the terminal unit at the end of the core, then surprisingly high clearing points resulted, and such materials were found to show the potential for a high tilt angle, and a strong tendency towards helical mesophases. Lateral fluoro substitution of these latter examples resulted consistently in significantly higher clearing points, which is in marked contrast to the behaviour reported previously in known liquid crystals of linear molecular architectures.

  本文详细描述了一系列基于1,3-二取代苯单元的3环和4环手性酯的合成及其介态特性。这些材料都偏离了液晶的常规线性分子结构，因此具有角度特性。其中一些材料的弯曲位于分子末端，链条偏离正常线性排列，因此可以准确描述为“曲棍球棒”分子结构。其他材料则具有真正的弯曲核结构，弯曲指向分子的中心，因此最好称为“回旋镖”形状。在所有情况下，各种角度材料之间以及与其线性类似物之间的介相形态和转变温度进行了有趣的比较。特别是，在新型角态材料中，侧向氟 substituion 对转变温度的影响与已知线性类似物中的结果有显著不同。该研究工作是一个更大正在进行的研究项目的一部分，旨在探讨角液晶的介态和手性依赖特性。研究表明，当弯曲靠近分子的中心时，母体化合物中不可能出现介态。然而，这类化合物的侧向氟替代促进了液晶相的生成。当分子的弯曲是由于核心末端的末端单元引起时，则意外地得到了高清晰度点，同时这种材料显示出高倾斜角的潜力，以及强烈的螺旋介相倾向。对这些后者例子的侧向氟替代一致性地导致了明显更高的清晰度点，这与已知线性分子结构液晶中报告的行为形成了鲜明对比。
• A New Series of Two-Ring-Based Side Chain Liquid Crystalline Polymers: Synthesis and Mesophase Characterization
  作者：Goddeti Siva Mohan Reddy、Tanneru Narasimhaswamy、Jarugala Jayaramudu、Emmanuel Rotimi Sadiku、Konduru Mohana Raju、Suprakas Sinha Ray

  DOI：10.1071/ch13090

  日期：——

  A new series of side chain liquid crystalline polymers containing a core, a butamethylenoxy spacer, ester groups, and terminal alkoxy groups were synthesised and their structures were confirmed. The core was constructed with two phenyl rings and an ester linking unit. All the polymers were characterised by hot-stage polarising optical microscopy, differential scanning calorimetry, variable temperature

  合成了一系列新的侧链液晶聚合物，这些聚合物包含一个核，一个丁烯氧基间隔基，一个酯基和一个末端烷氧基，并确定了它们的结构。核心由两个苯环和一个酯连接单元组成。所有聚合物均通过热台偏振光学显微镜，差示扫描量热法，可变温度X射线衍射，热重分析和凝胶渗透色谱法进行表征。发现该聚合物是液晶的。向列和近晶A（S A观察到具有短末端链（C2和C6）的同系物的相，而具有较长链（C8至C12）的同系物表现出近晶C相。发现该聚合物的热稳定性在293至326℃的范围内，并且发现该聚合物的分子量在6×10 3至1.3×10 4之间变化。
• Influence of a fluorine substituent on the mesomorphic properties of unsymmetrical five-ring bent-core compounds
  作者：H. N. Shreenivasa Murthy、B. K. Sadashiva

  DOI：10.1039/b406548b

  日期：——

  The synthesis and mesomorphic properties of unsymmetrical five-ring bent-core compounds containing a fluorine substituent in one of the arms are reported. A comparison of the properties with the symmetrical compounds having two fluorine substituents indicates that the position of this substituent has an influence on the nature of the mesophase observed. Evidence for the occurrence of a transition from the rectangular columnar (B1) phase to an antiferroelectric lamellar (B2) phase, which is rather rare, is provided. The mesophases have been characterized using polarized light microscopy, differential scanning calorimetry, X-ray diffraction and electro-optical studies.

  报告了在一个臂中含有一个氟取代基的非对称五环弯曲核化合物的合成和介观性质。与具有两个氟取代基的对称化合物的性质比较表明，该取代基的位置对观察到的介相性质有影响。研究还提供了从矩形柱状（B1）相向反铁电层状（B2）相过渡的证据，这种过渡相当罕见。利用偏光显微镜、差示扫描量热法、X 射线衍射和电光研究对介相进行了表征。
• Luminescent columnar liquid crystals generated by self-assembly of 1,3,4-oxadiazole derivatives
  作者：André A. Vieira、Hugo Gallardo、Joaquín Barberá、Pilar Romero、José Luis Serrano、Teresa Sierra

  DOI：10.1039/c0jm04570e

  日期：——

  Five new V-shaped acids derived from 1,3,4-oxadiazole are described. These compounds were used to prepare supramolecular complexes via hydrogen bonding interactions with 2,4-diamino-6-dodecylamino-1,3,5-triazine in a 3 : 1 ratio. The formation of the complexes was evidenced by infrared and NMR techniques. All the complexes were studied by polarizing optical microscopy, differential scanning calorimetry and small-angle X-ray diffraction. Rectangular and hexagonal columnar mesophases were observed for the complexes at room temperature, without signs of crystallization. Circular dichroism studies demonstrated that, in the liquid crystalline state, these materials show supramolecular optical activity. It is proposed that this phenomenon arises due to a helical columnar organization. Furthermore, the complexes display strong blue light emission in solution, with good photoluminescence quantum yields, and in the mesophase. These materials could therefore be promising candidates for optoelectronic applications.

  描述了五种衍生自 1,3,4-恶二唑的新型 V 型酸。这些化合物用于通过与 2,4-二氨基-6-十二烷基氨基-1,3,5-三嗪以 3 : 1 的氢键相互作用制备超分子复合物。通过红外和核磁共振技术证明了复合物的形成。通过偏光光学显微镜、差示扫描量热法和小角 X 射线衍射对所有配合物进行了研究。在室温下观察到配合物的矩形和六方柱状中间相，没有结晶迹象。圆二色性研究表明，在液晶状态下，这些材料表现出超分子光学活性。据推测，这种现象是由于螺旋柱状组织而产生的。此外，该配合物在溶液中和中间相中表现出强烈的蓝光发射，具有良好的光致发光量子产率。因此，这些材料可能成为光电应用的有希望的候选材料。