4'-(十二烷氧基)[1,1'-联苯]-4-甲腈 | 57125-50-5

• 物质功能分类: 材料化学 - 配体
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4'-(十二烷氧基)[1,1'-联苯]-4-甲腈
• 中文别名: 4'-氰基-4-十二烷氧基联苯
• 英文名称: 4'-(dodecyloxy)-[1,1'-biphenyl]-4-carbonitrile
• 英文别名: 4'-dodecyloxybiphenyl-4-carbonitrile；1 cyano-biphenyl-dodecyl-ether；4-dodecyloxy-4'-cyano biphenyl；4-dodecyloxy-4'-cyanobiphenyl；Dodecyloxycyanobiphenyl；4'-(dodecyloxy)(1,1'-biphenyl)-4-carbonitrile；[1,1'-Biphenyl]-4-carbonitrile, 4'-(dodecyloxy)-；4-(4-dodecoxyphenyl)benzonitrile
• CAS: 57125-50-5
• 化学式: C₂₅H₃₃NO
• 分子量: 363.543
• InChiKey: WYSZDBDWXPAHDS-UHFFFAOYSA-N

物化性质

• 溶解度：
  溶于甲苯

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  27
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4'-(十二烷氧基)[1,1'-联苯]-4-甲腈 在 sodium hydroxide 作用下， 以 水 、 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
• 作为产物：
  描述：

  4-Dimethoxyboranylbenzonitrile 在 盐酸 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium phosphate 、 水 、 potassium carbonate 、 potassium iodide 作用下， 以 水 、 异丙醇 、 丙酮 为溶剂， 反应 87.5h， 生成 4'-(十二烷氧基)[1,1'-联苯]-4-甲腈
  参考文献：
  名称：

  焓-熵补偿结合内聚自由能密度调节氰基联苯衍生物的熔融温度

  摘要：

  这项工作说明了4'-（十二烷氧基）-4-氰基联苯甲基化产生的微小结构扰动如何导致其熔融过程的焓-熵补偿，这种趋势可以在简单的分子间内聚模型的框架内进行分析。将在可变温度下收集的熔融热力学参数转换为在共同参考温度下表达的内聚自由能密度，将产生新颖的线性相关性，从中可以简单地从分子体积预测熔融温度。

  DOI：

  10.1002/chem.201300587

文献信息

• Siloxane-supported organometallic compounds and their catalytic activities for the hydrosilylation of vinylsilanes and dienes
  作者：Masaaki Amako、Jonathan Schinkel、Lee Freiburger、Michael A. Brook

  DOI：10.1039/b411123k

  日期：——

  R'3SiC3H6Ph(O)MeOCOC5H4N . Compounds and were bound to Pd and Pt using ligand substitution reactions with organometallic precursors to give (R3SiC3H6OC6H4C6H4CN)2PdCl2, (R3SiC3H6OC6H4C6H4CN)2PtCl2 and (R3SiC3H6C6H3(OMe)OC(O)C5H4N)PtCl2(eta(2)-1-octene). The polydimethylsiloxane (PDMS)-supported Pt and Pd compounds and had excellent solubility in both organic solvents and polysiloxanes. All the Pt compounds exhibited

  制备了两种不同类型的有机硅改性的配体：腈衍生物4'-[3-（有机甲硅烷基）丙氧基]联苯-4-腈R'3SiC3H6OC6H4C6H4CN（R'3Si- = a：Me3SiOSiMe2-，b：（Me（3 ）SiO）2SiMe-，c：Me3SiO（Me2SiO）3SiMe2-，d：Me3SiO（Me2SiO）25SiMe2-）；吡啶衍生物是异烟酸2-甲氧基-4- [3-（有机甲硅烷基）丙基]苯基酯R'3SiC3H6Ph（O）MeOCOC5H4N。使用与有机金属前体的配位体取代反应将化合物与Pd和Pt结合，得到（R3SiC3H6OC6H4C6H4CN）2PdCl2，（R3SiC3H6OC6H4C6H4CN）2PtCl2和（R3SiC3H6C6H3（OMe）OC（O）C5H4N（2）PtCl2。聚二甲基硅氧烷（PDMS）负载的Pt和Pd化合物，在有机溶剂和聚硅氧烷中均具有优异的溶解性。所有的Pt化合
• Self-assembly of columnar mesophases from diaminotriazines
  作者：Kenneth E. Maly、Caroline Dauphin、James D. Wuest

  DOI：10.1039/b610666h

  日期：——

  Diaminotriazines are known to self-associate in solution, in the solid state, and on surfaces via characteristic hydrogen bonding motifs. Although complementary hydrogen bonding between diaminotriazine derivatives and carboxylic acids has been shown to induce mesomorphic properties, the hydrogen-bonded self-association of diaminotriazines to form liquid crystalline phases has not been reported. Here, we describe the synthesis and mesophase characterization of biphenyldiaminotriazines bearing one alkoxy side-chain (compound 3) or two alkoxy side-chains (compound 2). Although compound 3 does not show any mesomorphism, derivatives of compound 2 exhibit thermotropic columnar mesophases as shown by polarized optical microscopy, differential scanning calorimetry, and variable-temperature X-ray powder diffraction. The results are consistent with self-assembly of a hexameric hydrogen-bonded rosette that can stack to form columnar mesophases, suggesting that the association of diaminotriazines by hydrogen bonding can play an important role in directing molecular organization in liquid crystalline phases.

  已知二氨基三嗪通过特征性氢键结构在溶液、固态和表面上能够自组装。虽然二氨基三嗪衍生物和羧酸之间的互补氢键已被证实可以诱导介晶性质,但二氨基三嗪通过氢键自组装形成液晶相尚未见报道。本文描述了带有一个烷氧基侧链(化合物3)或两个烷氧基侧链(化合物2)的联苯二氨基三嗪的合成和介晶相表征。虽然化合物3不显示任何介晶性,但化合物2的衍生物表现出热致柱状介晶相,这通过偏光显微镜、差示扫描量热法和可变温X射线粉末衍射得到证实。结果表明,六聚体氢键玫瑰环可以堆积形成柱状介晶相,说明二氨基三嗪通过氢键结合在液晶相分子组织中起重要作用。
• Monolayer Filaments versus Multilayer Stacking of Bent-Core Molecules
  作者：Joanna Matraszek、Neha Topnani、Natasa Vaupotič、Hideo Takezoe、Jozef Mieczkowski、Damian Pociecha、Ewa Gorecka

  DOI：10.1002/anie.201510123

  日期：2016.3.1

  exhibiting lamellar crystals (B4 phase), when dissolved in organic solvents, formed gels with helical ribbons made of molecular monolayers and bilayers, whereas strongly deformed stacks of 5–6 layers were found in the bulk samples. The width and pitch of the helical filaments were governed by molecular length; they both increased with terminal‐chain elongation. It was also found that bulk samples were

  当弯曲的核心材料呈现出层状晶体（B4相）时，当溶解于有机溶剂中时，形成的凝胶带有由分子单层和双层构成的螺旋带，而在大量样品中发现了5–6层的强烈变形叠层。螺旋丝的宽度和节距受分子长度的控制。它们都随着末端链的延长而增加。还发现，与缺乏光学活性的相应凝胶相比，大块样品具有光学活性。样品的光学活性源自晶体层的内部结构，而不是源自细丝的螺旋度。理论模型预测，随着堆栈中层数的增加以及几层的饱和度，光学活动将大大增加，因此，可以解释凝胶的光学活性要比散装样品的光学活性小。与溶胶状态相比，在凝胶中检测到荧光的强烈增加和红移。
• Alkanoyl ester compounds and their intermediates and method of producing
  申请人：Nippon Mining Co., Ltd.

  公开号：US05137653A1

  公开（公告）日：1992-08-11

  This invention provides a novel alkanoyl ester compound represented by general formula (I): ##STR1## (wherein A is of --, --O--, ##STR2## B is ##STR3## l and m are 1 or 2 provided that both are not simultaneously 2, k and n are an integer of 1 or more, respectively, provided that k>n, and R is an alkyl group), a liquid crystal composition containing this compound, a novel alkanoylphenyl compound or a novel alkanoylbiphenyl compound as an intermediate for the production of the above compound, and a method of producing the same. These novel alkanoyl ester compounds are excellent in the stability against light and the like and can take a liquid crystal state at a wide temperature range. Particularly, these compounds form liquid crystals of ferroelectricity having a large spontaneous polarization and a fast response rate by introducing an optically active group into the compound, so that they develop a very excellent effect as a starting material for optoelectronics and its related elements.

  本发明提供了一种新型的烷酰酯化合物，其通式表示为（I）：##STR1##（其中A为--，--O--，##STR2##B为##STR3##，l和m分别为1或2，前提是两者不同时为2，k和n分别为1或更多的整数，前提是k>n，R为烷基），以及含有该化合物的液晶组合物，作为上述化合物生产的新型烷酰苯化合物或新型烷酰联苯化合物的中间体，以及其生产方法。这些新型烷酰酯化合物在光稳定性等方面表现出色，并且可以在广泛的温度范围内呈液晶状态。特别是，通过在化合物中引入光学活性基团，这些化合物形成具有大自发极化和快速响应速度的铁电液晶，因此它们作为光电子学及其相关元件的起始材料具有非常优异的效果。
• NOVEL ALKANOYL ESTER COMPOUNDS, INTERMEDIATES THEREFOR, AND PROCESSES FOR THEIR PREPARATION
  申请人：NIPPON MINING COMPANY LIMITED

  公开号：EP0311692A1

  公开（公告）日：1989-04-19

  This invention provides a novel alkanoyl ester compound represented by general formula (I): (wherein A is of -, B is ℓ and m are 1 or 2 provided that both are not simultaneously 2, k and n are an integer of 1 or more, respectively, provided that k>n, and R is an alkyl group), a liquid crystal composition containing this compound, a novel alkanoylphenyl compound or a novel alkanoylbiphenyl compound as an intermediate for the production of the above compound, and a method of producing the same. These novel alkanoyl ester compounds are excellent in the stability against light and the like and can take a liquid crystal state at a wide temperature range. Particularly, these compounds form liquid crystals of ferroelectricity having a large spontaneous polarization and a fast response rate by introducing an optically active group into the compound, so that they develop a very excellent effect as a starting material for optoelectronics and its related elements.

  本发明提供了通式(I)代表的新型烷酰基酯化合物： (其中 A 为-、 B为 ℓ和m为1或2，条件是两者不同时为2，k和n分别为1或1以上的整数，条件是k>n，R为烷基）、含有该化合物的液晶组合物、作为生产上述化合物的中间体的新型烷酰基苯基化合物或新型烷酰基联苯化合物，以及生产上述化合物的方法。这些新型烷酰基酯化合物具有极佳的耐光等稳定性，可在很宽的温度范围内形成液晶状态。特别是，这些化合物通过引入光学活性基团，形成了自发极化大、响应速度快的铁电性液晶，因此，作为光电子学及其相关元件的起始材料，具有非常优异的效果。