4'-(dodecyloxy)biphenyl-4-carboxylic acid | 53676-04-3

• 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'-(dodecyloxy)biphenyl-4-carboxylic acid
• 英文别名: 4'-dodecyloxybiphenyl-4-carboxylic acid ester；4'-n-Decyloxybiphenyl-4-carboxylic acid；4-(4-dodecoxyphenyl)benzoic acid
• CAS: 53676-04-3
• 化学式: C₂₅H₃₄O₃
• 分子量: 382.543
• InChiKey: HPZPFOIOJPBNKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  28
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4'-(dodecyloxy)biphenyl-4-carboxylic acid 在 草酰氯 作用下， 反应 4.0h， 以80%的产率得到4'-dodecyloxy-4-biphenylcarbonyl chloride
  参考文献：
  名称：

  Twist grain boundary (TGB) states of chiral liquid crystalline bent-core mesogens

  摘要：

  手性4-氰基间苯二酚衍生的弯曲核分子形成液晶相，具有螺旋变形层，代表TGBA和TGBC类似的结构。

  DOI：

  10.1039/c5cc01592h
• 作为产物：
  描述：

  氰基联苯酚 在 sodium hydroxide 、 potassium carbonate 作用下， 以 水 、 环己酮 、 乙二醇 为溶剂， 生成 4'-(dodecyloxy)biphenyl-4-carboxylic acid
  参考文献：
  名称：

  Thermal and Ferroelectric Properties of Novel Ferroelectric Liquid Crystals Containing α-Methylcinnamoyl Moiety in the Core Structure

  摘要：

  含有位于核心结构的α-甲基肉桂酰基团的新型铁电液晶的六个同系物系列：（备注：图表省略）（IA：k=1，l=1，（备注：图表省略），n=8-16；IB：k=1，l=1，（备注：图表省略），n=8-16；IIA：k=1，l=2，（备注：图表省略），n=9-16；IIB：k=1，l=2，（备注：图表省略），n=8-14，IIIA：k=2，l=1，（备注：图表省略），n=9-16；IIIB：k=2，l=1，（备注：图表省略），n=9-16）已合成，并研究了它们的热性能和铁电性质。液晶态转变温度和同系物系列（IA，IB，IIA，IIB，IIIA和IIIB）的自发极化依赖于核心结构、手性基团和末端烷氧基链长度。这些同系物系列显示出包括室温在内的广泛温度范围内的手性向列相，它们的自发极化最大值在30到800 μCm^-2范围内。从分子结构和局部分子相互作用的角度讨论了介晶相的热稳定性和自发极化的大小。

  DOI：

  10.1246/bcsj.61.2573

文献信息

• 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。
• Anisotropic and magnetic properties in non-metal and non-radical organic aggregates of tri-substituted phenyl derivatives
  作者：Nur Amanina Juniasari Tun Nur Iskandar、Yeap Guan-Yeow、Nobuyuki Maeta、Masato M. Ito、Yoshiyuki Nakamura、Katarzyna Gas、Maciej Sawicki

  DOI：10.1039/c9nj02730k

  日期：——

  A new series of tri-substituted phenyl derivatives containing an aromatic imine unit and biphenyl ester possessing various numbers of carbon atoms at the terminal alkoxy chain, OC_nH_2n+1 (n = 7–12), along with a lateral o-ethoxy substituent.

  一系列新的三取代苯衍生物，含有芳香亚胺单元和联苯酯基，末端烷氧链上含有不同数量的碳原子，OC_nH_2n+1 (n = 7–12)，以及侧链上的o-乙氧基取代基。
• A Modulated Helical Nanofilament Phase
  作者：Ethan Tsai、Jacqueline M. Richardson、Eva Korblova、Michi Nakata、Dong Chen、Yongqiang Shen、Renfan Shao、Noel A. Clark、David M. Walba

  DOI：10.1002/anie.201209453

  日期：2013.5.10

  A new liquid crystal phase, denoted modulated helical nanofilament (HNF(mod)), is formed from a very simple class of biphenyl carboxylates lacking the benzylidene aniline moieties typically found in HNF mesogens. The HNF(mod) phase represents a novel kind of nanoparticle possessing stacked aromatic rings, with potential applications in organic electronics.

  一种新的液晶相，称为调制螺旋纳米丝（HNF （mod）），是由一类非常简单的联苯羧酸盐形成的，该联苯羧酸盐缺乏通常在HNF介晶材料中发现的亚苄基苯胺部分。HNF （mod）相代表一种具有堆积的芳环的新型纳米粒子，在有机电子领域具有潜在的应用。
• Novel liquid crystalline compounds having substituents
  申请人：Dainippon Ink & Chemicals, Inc.

  公开号：US04828754A1

  公开（公告）日：1989-05-09

  A liquid crystalline compound represented by formula ##STR1## wherein R denotes an alkyl or alkoxy group having 1 to 20 carbon atoms, m and n are each 0 or 1, provided m and n are not 1 at the same time. ##STR2## X and Y each denote a hydrogen atom, a halogen atom or a nitro group, provided X and Y are not hydrogen atoms at the same time, and Q* denotes an optically active group having an asymmetric carbon atom and a linear or cyclic alkyl or alkenyl group which may be substituted by a halogen atom, or the like.

  一种液晶化合物，其化学式为##STR1##其中R表示具有1至20个碳原子的烷基或烷氧基基团，m和n分别为0或1，但m和n不能同时为1。##STR2##X和Y分别表示氢原子、卤素原子或硝基基团，但X和Y不能同时为氢原子，Q*表示具有不对称碳原子和线性或环状烷基或烯基基团的光学活性基团，该基团可能被卤素原子等取代。
• Antiferroelectric liquid crystal compound
  申请人：Showa Shell Sekiyu Kabushiki Kaisha

  公开号：US05320776A1

  公开（公告）日：1994-06-14

  A novel antiferroelectric liquid crystal compound is disclosed which is represented by the following formula: ##STR1## wherein R.sup.1 and R.sup.2 are independently selected from C.sub.3 -C.sub.18 alkyl groups, respectively, Rf is a lower fluoroalkyl group, X is a group selected from the group consisting of --O--, --COO--, --OOC--, and --CO--, or a single bond, (A) and (B) each is independently a group selected from the group consisting of phenyl, biphenyl, and naphthalene group which may be substituted with a halogen atom, and C having an asterisk indicates an asymmetric carbon atom.

  揭示了一种新型反铁电液晶化合物，其化学式如下：##STR1## 其中R.sup.1和R.sup.2分别独立选择自C.sub.3 -C.sub.18烷基基团，Rf是较低的氟烷基基团，X是从--O--，--COO--，--OOC--和--CO--或单键中选择的一个基团，(A)和(B)分别独立选择自苯基，联苯基和萘基团，可以用卤原子取代，并且C带星号表示一个不对称碳原子。