3,4-bis(dodecyloxy)phenol | 264905-56-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3,4-bis(dodecyloxy)phenol
• 英文别名: 3,4-di(dodecyloxy)phenol；3,4-didodecoxyphenol
• CAS: 264905-56-8
• 化学式: C₃₀H₅₄O₃
• 分子量: 462.757
• InChiKey: HGBQNCOXMGBZIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.7
• 重原子数：
  33
• 可旋转键数：
  24
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-bis(dodecyloxy)phenol 、 (E)-5,5'-(diazene-1,2-diyl)diisophthaloyl dichloride 在 吡啶 作用下， 反应 48.0h， 以1.1 g的产率得到(E)-tetrakis(3,4-didodecyloxyphenyl) 5,5'-(diazene-1,2-diyl)diisophthalate
  参考文献：
  名称：

  Synthesis and Optical/Thermal Behavior of New Azo Photoisomerizable Discotic Liquid Crystals

  摘要：

  In this study. discotic azo compounds were prepared by it reductive coupling of 5-nitroisophthalic acid followed by a convergent synthesis, resulting it) Five new examples of azo photoisomerizable discotic molecules. which differ from each other by the linking groups (ester, amide or 1,3,4-oxadiazole) and number of aliphatic chain (4 or 8). The thermal and liquid crystalline properties of the compounds were completely characterized by differential scanning calorimetry, polarized optical microscopy and X-ray diffraction analysis. Two products presented a stable columnar hexagonal mesophase with 9 and 134 degrees C or range. The results obtained show that the Choice of the linking group and number of aliphatic chains has a significative influence in the materials properties. The pholoisomerization capacity was evaluated in solution by spectroscopic methods and also by H-1 NMR. indicating that these molecules m-e promising candidates. for controlling file conductivity in electro-optical devices.

  DOI：

  10.1021/ma902460c
• 作为产物：
  描述：

  1,2-(二十二烷氧荃)苯 在 盐酸 、 aluminum (III) chloride 、 间氯过氧苯甲酸 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 51.17h， 生成 3,4-bis(dodecyloxy)phenol
  参考文献：
  名称：

  Synthesis and Optical/Thermal Behavior of New Azo Photoisomerizable Discotic Liquid Crystals

  摘要：

  In this study. discotic azo compounds were prepared by it reductive coupling of 5-nitroisophthalic acid followed by a convergent synthesis, resulting it) Five new examples of azo photoisomerizable discotic molecules. which differ from each other by the linking groups (ester, amide or 1,3,4-oxadiazole) and number of aliphatic chain (4 or 8). The thermal and liquid crystalline properties of the compounds were completely characterized by differential scanning calorimetry, polarized optical microscopy and X-ray diffraction analysis. Two products presented a stable columnar hexagonal mesophase with 9 and 134 degrees C or range. The results obtained show that the Choice of the linking group and number of aliphatic chains has a significative influence in the materials properties. The pholoisomerization capacity was evaluated in solution by spectroscopic methods and also by H-1 NMR. indicating that these molecules m-e promising candidates. for controlling file conductivity in electro-optical devices.

  DOI：

  10.1021/ma902460c

文献信息

• Discotic liquid crystals of transition metal complexes 42: the detailed phase structures and phase transition mechanisms of two Cub mesophases shown by discotic liquid crystals based on phthalocyanine metal complexes
  作者：Hidetomo Mukai、Miho Yokokawa、Masahiro Ichihara、Kazuaki Hatsusaka、Kazuchika Ohta

  DOI：10.1142/s1088424610001908

  日期：2010.2

  [Formula: see text] and [Formula: see text], respectively. However, their detailed phase structures were not revealed in the previous works. In this work, we have synthesized a series of novel sandwich-type phthalocyanine-based terbium complexes, bis[2,3,9,10,16,17,23,24-octakis(3,4-dialkoxyphenoxy)phthalocyaninato]terbium(III) ([( C n O )2 PhO ]8 Pc }2 Tb , n = 8–16) (2). Their mesomorphic properties have

  我们在之前的工作中发现夹心型酞菁基稀土金属配合物双[2,3,9,10,16,17,23,24-octakis(3,4-dialkoxyphenoxy)phthalocyaninato]lanthanoid(III ） （[（ Cn○）2磷]8个人电脑 }2M, M = Eu 和 Lu, n = 8-16) (1 和 3), 表现出两个热致立方中间相 Cub1和幼崽2，以及柱状中间相。盘状液晶化合物很少显示立方中间相。我们揭示了它们对低温 Cub 的对称性1中间相和更高温度的 Cub2中间相分别为[公式：见正文]和[公式：见正文]。然而，它们的详细相结构在以前的作品中没有透露。在这项工作中，我们合成了一系列新型夹心型酞菁基铽配合物，双[2,3,9,10,16,17,23,24-八(3,4-二烷氧基苯氧基)酞菁]铽(三）（[（Cn○）2磷]8个人电脑 }2Tb , n = 8-16) (2)。已经使用偏光显微镜、DSC
• Flavylium Salts: A Blooming Core for Bioinspired Ionic Liquid Crystals
  作者：Robert Forschner、Jakob Knelles、Korinna Bader、Carsten Müller、Wolfgang Frey、Andreas Köhn、Yann Molard、Frank Giesselmann、Sabine Laschat

  DOI：10.1002/chem.201901975

  日期：2019.10.8

  Thermotropic ionic liquid crystals based on the flavylium scaffold have been synthesized and studied for their structure‐properties relationship for the first time. The mesogens were probed by differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and X‐ray diffraction (XRD). Low numbers of alkoxy side chains resulted in smectic (SmA) and lamello‐columnar (LamCol) phases, whereas

  首次合成了基于flavylium支架的热致离子液晶并研究了其结构-性能关系。通过差示扫描量热法 (DSC)、偏光光学显微镜 (POM) 和 X 射线衍射 (XRD) 来探测介晶。少量烷氧基侧链导致近晶相 (SmA) 和层状柱状相 (Lam Col )，而较高取代的黄鎓盐则显示 Col ro以及有序和无序柱状 (Col ho , Col hd ) 中间相。中间相宽度范围为 13 K 至 220 K，可形成室温液晶。对合成化合物的光学性质进行了吸收和发射性质的探讨。观察到强吸收，最大值在 444 至 507 nm 之间，并且一些发色团具有高发射性，量子产率高达 99%。最终，通过固态温度依赖性发射实验检查了介晶和染料特性。
• Discotic liquid crystals of transition metal complexes 44: synthesis of hexaphenoxy-substituted phthalocyanine derivatives showing spontaneous perfect homeotropic alignment
  作者：Masaaki Ariyoshi、Makiko Sugibayashi-Kajita、Ayumi Suzuki-Ichihara、Takayuki Kato、Tenpei Kamei、Eiji Itoh、Kazuchika Ohta

  DOI：10.1142/s1088424612500976

  日期：2012.10

  We have synthesized novel hexaphenoxy-substituted phthalocyanine derivatives, 2-(12-hydroxydodecyloxy)-3-methoxy-9,10,16,17,23,24-hexakis(3,4-di-n-alkoxyphenoxy)phthalocyaninato copper(II) (abbreviated as C_n(OC₁₂OH)PcCu : n = 10, 12, 14), and investigated their columnar mesomorphism and homeotropic alignment property. These hexaphenoxy-substituted Pc derivatives could be successfully isolated and purified from the mixture products by polarity difference. It was revealed by using polarizing optical microscopic observations, differential scanning calorimetry and temperature-dependent X-ray diffraction studies that each of the hexaphenoxy-substituted Pc derivatives has plural mesophases, and that the tetragonal columnar (Col_tet) mesophase shows spontaneous perfect homeotropic alignment between two non-surface-treated glass plates without any defects and polydomain boundaries.

  我们合成了新型六苯氧基取代酞菁衍生物--2-(12-羟基十二烷氧基)-3-甲氧基-9,10,16,17,23,24-六(3,4-二邻烷氧基苯氧基)酞菁铜(II)（缩写为 Cn(OC12OH)PcCu : n = 10, 12, 14），并研究了它们的柱状中形性和同向排列特性。通过极性差异，这些六苯氧基取代的 Pc 衍生物成功地从混合物中分离纯化出来。通过偏振光学显微镜观察、差示扫描量热法和随温度变化的 X 射线衍射研究发现，每种六苯氧基取代的 Pc 衍生物都具有多个介相，其中的四方柱状介相（Coltet）在两块未经表面处理的玻璃板之间显示出自发的完美各向同性排列，没有任何缺陷和多域边界。
• Chasing Self‐Assembly of Thioether‐Substituted Flavylium Salts in Solution and Bulk State
  作者：Julius A. Knöller、Robert Forschner、Wolfgang Frey、Johannes Lang、Angelika Baro、Anna Zens、Yann Molard、Frank Giesselmann、Birgit Claasen、Sabine Laschat

  DOI：10.1002/cphc.202200154

  日期：2022.7.5

  Sulfur for stability! The more sulfur the better columnar phases are stabilized in flavylium ILCs. In solution thioethers particularly at the B ring exert an auxochromic effect on the absorption spectra and lead to antiparallel columnar stacking.

  硫磺稳定！硫越多，在黄素 ILC 中稳定的柱状相越好。在溶液中，特别是在 B 环上的硫醚对吸收光谱产生助色效应并导致反平行柱状堆积。
• Discotic liquid crystals of transition metal complexes 60 ^† : synthesis and π-acceptor abilities of novel discotic liquid crystals based on dithiolene nickel complex
  作者：Kazuchika Ohta、Hiroshi Hirazawa

  DOI：10.1080/15421406.2023.2272393

  日期：2024.3.3

  We have synthesized thirteen novel metallomesogens based on dithiolene nickel complex showing π-acceptor properties: (o-C12OPhO)4DTNi (1), (m-C12OPhO)4DTNi (2), (p-C12OPhO)4DTNi (3), [o,m-(C12O)2Ph...

  我们合成了 13 种基于具有 π 受体特性的二硫醇镍配合物的新型金属介晶：(o-C12OPhO)4DTNi (1)、(m-C12OPhO)4DTNi (2)、(p-C12OPhO)4DTNi (3)、[o, m-(C12O)2Ph...