3,4-Bis-octyloxy-benzoic acid ethyl ester | 111195-34-7

• 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: 3,4-Bis-octyloxy-benzoic acid ethyl ester
• 英文别名: Ethyl 3,4-dioctoxybenzoate
• CAS: 111195-34-7
• 化学式: C₂₅H₄₂O₄
• 分子量: 406.606
• InChiKey: OWBHJIPHHNATDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.34
• 重原子数：
  29.0
• 可旋转键数：
  18.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3,4-Bis-octyloxy-benzoic acid ethyl ester 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢氧化钾 、 氢气 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 26.5h， 生成 (4-hydroxyphenyl) 3,4-dioctoxybenzoate
  参考文献：
  名称：

  The synthesis and mesomorphism of di-, tetra- and hexa-catenar liquid crystals based on 2,2′-bipyridine

  摘要：

  2,2'-联吡啶已知可与多种金属中心配位。本文合成了液晶态的二链（二联）、四链（四联）和六链（六联）联吡啶，并描述了它们的介晶性质。对于四联联吡啶，合成了一系列完整的同系物，从四甲氧基到四十四烷氧基，相图显示了从短链长度的向列相和近晶C相，经过立方相到柱状相的经典演化过程。

  DOI：

  10.1039/a706400d
• 作为产物：
  描述：

  邻苯二酚 在 氢氧化钾 、 sodium hypochlorite 、 三氯化铝 、 硫酸 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 为溶剂， 反应 23.0h， 生成 3,4-Bis-octyloxy-benzoic acid ethyl ester
  参考文献：
  名称：

  Ohta, Kazuchika; Ema, Hiroshi; Muroki, Hiromitsu, Molecular Crystals and Liquid Crystals (1969-1991), 1987, vol. 147, p. 61 - 78

  摘要：

  DOI：

文献信息

• Tailoring thermotropic cubic mesophases: amphiphilic polyhydroxy derivatives
  作者：Konstanze Borisch、Siegmar Diele、Petra Göring、Horst Kresse、Carsten Tschierske

  DOI：10.1039/a705359b

  日期：——

  Novel amphiphilic polyhydroxy compounds [N-(3,4-dialkoxybenzoyl)-1-amino-1-deoxy-d-glucitols (glucamides), N-(3,4-dialkoxybenzoyl)-1-deoxy-1-methylamino-d-glucitols, N-(3,4,5-trialkoxybenzoyl)-1-deoxy-1-methylamino-d-glucitols (N-methylgucamides), 1-benzoylaminopropane-2,3-diols, 2-benzoylaminopropane-1,3-diols, 2-(3,4,5-tridodecyloxybenzoylamino)-2-(hydroxymethyl)propane-1,3-diol and (3,4,5-tridodecyloxybenzoyl)bis(2,3-dihydroxypropyl)amine] have been synthesized. Their thermotropic liquid crystalline phases were investigated by means of polarizing microscopy, differential scanning calorimetry and X-ray diffraction. Depending on the chain length, and the size of the hydrophilic polyhydroxy units, different mesophases have been found: smectic A phases (SA), inverted bicontinuous cubic phases (CubV2 , Ia3d), hexagonal columnar phases (ColH2) and micellar cubic mesophases (CubI2 , Pn3m or P43n). In strong analogy to lyotropic systems, the type of thermotropic mesophase depends on the ratio between the volume of the lipophilic moiety and the surface area of the hydrophilic moiety at the hydrophilic–lipophilic interface. The crossing from zero interface curvature (SA phase) to the finite negative curvature of the inverted cylindrical aggregates of the columnar mesophase takes place via bicontinuous cubic mesophases. The cylindrical aggregates of the columnar mesophase are stable over a rather broad range of variation of the structural parameter. At a certain degree of the size of the lipophilic moiety in respect to the surface area of the hydrophilic group, however, the transition from the hexagonal columnar to a micellar cubic mesophase takes place. On the basis of proton conductivity measurements and from packing considerations we propose that this cubic lattice is built up by eight closed micelles per unit cell which have a rod-like shape and represent small segments of extended columns. Therefrom we can propose a model for the transformations between these different thermotropic mesophases.

  新型两亲聚羟基化合物[N-(3,4-二烷氧基苯甲酰)-1-氨基-1-脱氧-d-葡萄糖醇（葡萄糖酰胺）、N-(3,4-二烷氧基苯甲酰)-1-脱氧-1-甲基氨基-d-葡萄糖醇、N-(3,4,5-三烷氧基苯甲酰)-1-脱氧-1-甲基氨基-d-葡萄糖醇（N-甲基葡萄糖酰胺）、1-苯甲酰氨基-丙烷-2,3-二醇、2-苯甲酰氨基-丙烷-1,3-二醇、2-(3,4,5-三十二烷氧基苯甲酰氨基)-2-(羟甲基)丙烷-1,3-二醇以及(3,4,5-三十二烷氧基苯甲酰)双(2,3-二羟基丙基)胺]已被合成。通过偏光显微镜、差示扫描量热法和X射线衍射法研究了它们的热致液晶相。根据链长和亲水性聚羟基单元的大小，发现了不同的介相：斜方相（SA）、倒置双连续立方相（CubV2，Ia3d）、六角柱相（ColH2）和胶束立方介相（CubI2，Pn3m或P43n）。与液晶系统非常相似，热致介相的类型取决于亲脂部分的体积与亲水部分在亲水-亲脂界面的表面积之间的比率。从零界面曲率（SA相）到柱状介相的有限负曲率倒置圆柱聚集体的过渡，通过双连续立方介相进行。柱状介相的圆柱聚集体在结构参数变化的较宽范围内是稳定的。然而，在亲脂部分与亲水基团表面积的某个比率下，发生从六角柱相到胶束立方介相的转变。根据质子导电性测量和包装考虑，我们提出该立方格子由每个单元格的八个闭合胶束构成，这些胶束呈杆状，代表扩展柱的小段。由此，我们可以提出一个不同热致介相之间转变的模型。
• Columnar metallomesogens derived from unsymmetrical pyrazoles
  作者：Shih-Yu Chou、Chun-Jung Chen、Shao-Ling Tsai、Hwo-Shuenn Sheu、Gene-Hsiang Lee、Chung K. Lai

  DOI：10.1016/j.tet.2008.11.080

  日期：2009.2

  their nickel(II) complexes were described. This is the first example of nickel complexes exhibiting columnar phase. The derivatives with two alkoxy chains exhibited smectic A or smectic C phases; however, all derivatives with four alkoxy chains formed hexagonal columnar phases. In contrast, all nickel(II) complexes 1a formed hexagonal columnar phases. The crystal and molecular structures of 1-(4-pr

  描述了两个不对称吡唑及其镍（II）配合物的合成和同构。这是表现出柱状相的镍配合物的第一个例子。具有两个烷氧基链的衍生物表现出近晶A相或近晶C相。但是，所有具有四个烷氧基链的衍生物均形成六方柱状相。相反，所有镍（II）配合物1a形成六方柱状相。测定了1-（4-丙氧基苯基）-2-（3-（4-丙氧基苯基）-1 H-吡唑-5-基）乙酮的晶体和分子结构，并在三斜晶空间群P中结晶。-1。整体分子形状被认为是棒状的。吡唑和一个苯环是共面的，但是，它们的另一面与苯环的二面角大约为1。66.2°。观察到由分子间氢键（2.11Å）和较弱的π-π相互作用（3.51Å）形成的二聚体结构，这可能归因于中间相的形成。XRD实验证实了它们的中间相结构。
• Tuning the self-assembly and photophysical properties of bi-1,3,4-thiadiazole derivatives through electron donor–acceptor interactions and their application in OLEDs
  作者：Abhay Kumar Yadav、Balaram Pradhan、Hidayath Ulla、Subrata Nath、Joydip De、Santanu Kumar Pal、M. N. Satyanarayan、Ammathnadu S. Achalkumar

  DOI：10.1039/c7tc01420a

  日期：——

  emissive behavior. This molecular design helps in the development of long molecular nanowires with a central conducting core and insulating peripheral sheath, which will be helpful for the application in organic electronic devices. The application potential of the columnar liquid crystal material was tested by the fabrication of organic light emitting diodes (OLEDs) either as single emissive material or

  我们报告了几个形状各向异性的分子，它们包含两个居中放置的1,3,4-噻二唑单元，它们在末端的柔性链的数量和长度方面互不相同。连接到末端的外围链的数量，位置和长度显示出对这些化合物的热行为的影响。具有两个末端尾部的化合物表现出对映体近晶C相，而具有四个末端尾部的化合物变为结晶。出乎意料的是，在具有六个末端尾部的化合物中，只有具有较长末端链的化合物显示出具有倾斜对称的柱状相。还应注意，只有具有六个末端链的化合物在长链烃中显示出凝胶化。具有六个正癸氧基链的六邻苯二酚的干凝胶显示了几微米长的纳米纤维的缠结网络。六邻苯二酚在烃类溶剂中的聚集行为主要由芳香核的吸引π-π相互作用和外围柔性尾巴提供的范德华相互作用所支持。发射行为取决于外围尾巴的数量，而不取决于长度。六邻苯二酚中的另一种表现出溶剂变色的发光行为。这种分子设计有助于开发具有中心导电核和绝缘外围护套的长分子纳米线，这将有助于在有机电子设备中的
• Synthesis and Characterization of <i>bis</i>[<i>n</i>-(4-benzoyloxy) Benzylidene{<i>n</i>(<i>n</i>-di-/tri-alkoxy)benzoyl}-hydrazinato]nickel(II) Complexes Displaying Liquid Crystalline Columnar Phases
  作者：M. Nurul Abser、M. Manzurul Karim、Abu Kauser、Rabeya Parvin、M. Elias Molla、Zenifer Yeasmin、Wajdi Michel Zoghaib、Zainab Al-Rawahi、Carlo Carboni、Ghalib Al-Saidi

  DOI：10.1080/15421406.2012.726008

  日期：2013.1.1

  A series of materials based on the aroylhydrazinatonickel (II) complex is synthesized and characterized. The molecule in the materials consist of two 4-benzoyloxy-benzene groups and two benzene rings having two or three alkoxy chains containing 6, 8, 10, and 12 carbon atoms attached at the azomethine moiety. The synthesis, characterization by NMR and the phase sequence observed by DSC and polarized light microscopy are presented. Most of the compounds in the series display columnar phases in the temperature range between 100 degrees C and 200 degrees C. The phases observed and their temperature ranges are discussed in terms of the number and position of attached alkoxy chains.
• Fluorescence-Enhanced Organogels and Mesomorphic Superstructure Based on Hydrazine Derivatives
  作者：Peng Zhang、Haitao Wang、Huimin Liu、Min Li

  DOI：10.1021/la100325c

  日期：2010.6.15

  New low-molecular-mass organic gelators (LMOGs) bearing hydrazine linkage and end-capped by phenyl, namely 1,4-bis[(3,4-bisalkoxyphenyl)hydrozide]phenylene (BPH-n, n = 4, 6, 8, 10), were designed and synthesized. These organogelators have shown great ability to gel a variety of organic solvents to form stable organogels with the critical gelation concentration as low as 8.7 x 10(-4) mol L-1 (0.06 wt %). The formed gel has a high gel sol transition temperature (T-gel) at low gelation concentration. Aggregation-induced emission (AIE) has been observed after gelation though conventional chromophore units not incorporated in BPH-n. The fluorescence quantum yields of xerogel are 2 orders higher than that of dilute solution. In addition, the BPH-n (n = 6, 8, 10) exhibited thermotropic hexagonal column (Col(h)) mesophase, which are stable at room temperature as revealed by differential scanning calorimetry (DSC), polarized optical microscopy (POM), and X-ray diffraction (XRD) studies.