4-(4-octyloxyphenyl)phenol | 78435-18-4

• 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: 4-(4-octyloxyphenyl)phenol
• 英文别名: 4'-n-octyloxy-4-hydroxybiphenyl；4'-(octyloxy)[1,1'-biphenyl]-4-ol；4'-octyloxy(1,1'-biphenyl)-4-ol；4-(4'-octyloxy)hydroxybiphenyl；4-(4'-n-octyloxyphenyl)phenol；4-hydroxy-4'-octyloxybiphenyl；4-(4-octoxyphenyl)phenol
• CAS: 78435-18-4
• 化学式: C₂₀H₂₆O₂
• 分子量: 298.425
• InChiKey: VKMLCPHQDWRURW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4-octyloxyphenyl)phenol 在 sodium hydroxide 、 草酰氯 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 、 正丁醇 为溶剂， 反应 106.0h， 生成 4-(4'-Octyloxy-biphenyl-4-yloxymethyl)-benzoyl chloride
  参考文献：
  名称：

  New series of 4-(4′-octyloxybiphenyl-4-yloxymethyl)benzoic acid derivatives with mesogenic properties

  摘要：

  合成并研究了三个同系系列的(4-辛氧基联苯-4-基氧基甲基)苯甲酸衍生物。这些被正烷基酯取代的化合物显示出在烷基伸长时对倾斜相形成的强烈区分。在具有 2 个甲基烷基链的化合物中，仅观察到具有铁电和反铁电性质的倾斜相。据观察，对于手性衍生物，手性链的延长会导致极性性质的奇偶效应。非手性烷氧基末端链的延长也会影响极性特性。对于短同系物，反铁电相占主导地位，而对于长同系物，仅观察到铁电行为。强极性侧基（Cl、Br、NO）的影响 2 ）还测定了连接到联苯环上的 LC 相性质。据检测，单取代化合物的介晶稳定性低于其二取代化合物。这种效应可能与苯基-O 键周围的旋转受限有关，从而导致核心结构更加刚性。

  DOI：

  10.1039/a805151h
• 作为产物：
  描述：

  1-碘辛烷 、 4,4'-二羟基联苯 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以45%的产率得到4-(4-octyloxyphenyl)phenol
  参考文献：
  名称：

  AN EFFICIENT, FACILE, AND FAST SYNTHESIS OF 4-ALKOXY-4′-HYDROXYBIPHENYLS

  摘要：

  A simple, fast and efficient method of synthesis of 4-alkoxy-4'-hydroxybiphenyls has been described. The reactions of 4,4'-dihydroxybiphenyl with appropriate alkyl halides were carried out over 3 h in DMSO in presence of solid powdered KOH.

  DOI：

  10.1081/scc-120014771

文献信息

• Polysilsesquioxane-dendron liquid crystals and method for preparing the same
  申请人：INDUSTRIAL COOPERATION FOUNDATION CHONBUK NATIONAL UNIVERSITY

  公开号：US09670412B2

  公开（公告）日：2017-06-06

  Due to excellent processability of the POSS-dendron-structured liquid crystal compound according to the present invention, it is possible to coat and print on the compound and, also, to manufacture large size flexible devices. According to the present invention, it is possible to maximize the physical bond strength between liquid crystals and, thus, to form higher-order structures by controlling the physical bond strength. Since the POSS-dendron-structured liquid crystal compound of the present invention introduces non-functional groups to inorganic chemicals in contrast to the conventional liquid crystals, the compound disperses well into general types of solvents. In addition, the chemical and mechanical properties of the compound of the invention, such as increase of maximum allowable temperature, inhibition of oxidation, increase of surface hardness, etc., improves since polysilsesquioxane includes reactive or non-reactive organic compounds. When the POSS-dendron-structured liquid crystal compound of the invention is used as an additive for liquid crystal layers, it can enhance the orientation of liquid crystal molecules. Moreover, the POSS part of the added liquid crystal compound of the invention may move to the lower surface of the liquid crystal layer and, then, improves the orientation.

  由于本发明的POSS-树脂结构液晶化合物具有优异的加工性能，可以在该化合物上进行涂覆和印刷，同时也可以制造大尺寸的柔性器件。 根据本发明，可以通过控制物理键合强度最大化液晶之间的物理键合强度，从而形成更高阶的结构。 与传统液晶相比，本发明的POSS-树脂结构液晶化合物将非功能性基团引入无机化合物中，使该化合物能够很好地分散在一般类型的溶剂中。此外，由于聚硅氧烷包含具有反应性或非反应性的有机化合物，因此本发明的化合物的化学和机械性能，如最大允许温度的增加、氧化抑制、表面硬度的增加等，得到改善。 当本发明的POSS-树脂结构液晶化合物用作液晶层的添加剂时，可以增强液晶分子的取向。此外，本发明所添加的液晶化合物中的POSS部分可能会移动到液晶层的下表面，从而改善取向。
• Simple and highly efficient chiral dopant molecules possessing both rod- and arch-like units
  作者：Keiki Kishikawa、Shota Aoyagi、Michinari Kohri、Tatsuo Taniguchi、Masahiro Takahashi、Shigeo Kohmoto

  DOI：10.1039/c4sm01214c

  日期：——

  A simple chiral dopant molecule, (R)-1, possessing both rod- and arch-like units was prepared. It showed extremely large helical twisting powers (+123 to +228 μm⁻¹) with P-helicity in nematic liquid crystal phases.

  一个简单的手性掺杂分子，（R）-1，具有棒状和拱形单元。它在向列型液晶相中表现出极大的螺旋扭转功率（+123至+228 μm⁻¹），具有P螺旋度。
• A synthetic strategy toward branched oligomesogenic phosphonic acids: comparison of alternative pathways
  作者：Maksym F. Prodanov、Olga V. Vashchenko、Valerii V. Vashchenko

  DOI：10.1016/j.tetlet.2013.11.022

  日期：2014.1

  This work is devoted to the elaboration of a practical scheme for the synthesis of dendritic derivatives of gallic acid containing a carboxylate-ω-alkylphosphonic acid group and three terminal promesogenic substituents. Two synthetic strategies toward the target compounds were examined that differ in the sequence of the introduction of the promesogenic units and ω-alkylphosphonic group.

  这项工作致力于阐述一种实用的方案，用于合成含有羧酸盐-ω-烷基膦酸基团和三个末端产前取代基的没食子酸的树枝状衍生物。研究了针对目标化合物的两种合成策略，它们在促生型单元和ω-烷基膦酸基团的引入顺序上有所不同。
• Synthesis and properties of a new series of mesogenic compounds with pyridine, oxidopyridinium, thienyl and furyl moieties
  作者：Dorota Kardas、Jozef Mieczkowski、Damian Pociecha、Jadwiga Szydlowska、Ewa Gorecka

  DOI：10.1039/b007039o

  日期：——

  This paper presents the synthesis and mesophase properties of several homologous series of structurally related compounds in which the aromatic ring attached to 4′-alkyloxybiphenyl-4-ol was systematically changed. The homologues with achiral and chiral terminal groups were studied. New compounds forming both antiferroelectric and ferroelectric phases were obtained for pyridyl and phenyl derivatives.

  本文介绍了若干结构相关化合物的同系系列的合成及其介晶性质，其中4'-烷氧基联苯-4-醇所连接的芳香环系统性地发生了变化。研究了具有非手性和手性末端基团的同系物。对于吡啶基和苯基衍生物，获得了形成反铁电相和铁电相的新化合物。
• Synthesis of Optically Active Spiro Compounds with a 3,3′-(4<i>H</i>,4′<i>H</i>)-Spirobi(2<i>H</i>-naphtho[1,2-<i>b</i>]pyran) Skeleton and Their Applications as Chiral Dopants for Nematic Liquid Crystals
  作者：Kenta Tojo、Tatsuya Arisawa、Yoshio Aoki、Daiyo Terunuma

  DOI：10.1246/bcsj.82.519

  日期：2009.3.15

  Chiral dopants with a spiro structure for nematic liquid crystals were synthesized from optically active 3,3'-(4H,4'R)-spirobi(2H-naphtho[1,2-b]pyran)-6,6'-dicarboxylic acid, and their helical twisting power (HTP) values were evaluated. Chiral dopants having the S configuration induced minus helices in the host nematic liquid crystals. It was found that the novel ester-linked spiro chiral dopants exhibited

  用于向列液晶的具有螺结构的手性掺杂剂由光学活性的 3,3'-(4H,4'R)-螺二(2H-萘并[1,2-b]吡喃)-6,6'-二羧酸合成，并评估了它们的螺旋扭曲力 (HTP) 值。具有 S 构型的手性掺杂剂在主体向列液晶中诱导负螺旋。发现新型酯连接的螺手性掺杂剂表现出大的摩尔 HTP 值。特别是，在侧链部分具有两个嘧啶结构的手性掺杂剂显示出最高的摩尔 HTP 值，为 62.1 μm -1 mol -1 kg。相比之下，醚连接的手性掺杂剂显示出相对较小的摩尔 HTP 值。