4-Bromo-1-dodecyloxy-2-fluorobenzene | 122265-74-1

• 英文名称: 4-Bromo-1-dodecyloxy-2-fluorobenzene
• 英文别名: 1-bromo-4-(dodecyloxy)-3-fluorobenzene；1-Bromo-3-fluoro-4-dodecyloxybenzene；4-bromo-1-dodecoxy-2-fluorobenzene
• CAS: 122265-74-1
• 化学式: C₁₈H₂₈BrFO
• 分子量: 359.322
• InChiKey: ZLWDVLMIPCLDFK-UHFFFAOYSA-N

物化性质

• 沸点：
  158-162 °C
• 密度：
  1.139±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  21
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Bromo-1-dodecyloxy-2-fluorobenzene 在 4-二甲氨基吡啶 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 硫酸 、 溶剂黄146 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  铁电液晶。第9部分。结合有反式-1,4-二取代的环己烷环的侧向取代的苯甲酸苯酯†

  摘要：

  约65结合了多样化的苯基苯甲酸酯反式-1,4-二取代的环己烷环和已经合成了至少一个侧向取代基。已经系统地研究了这些材料的液晶转变温度对酯的不同位置上的各种侧向取代基（F，Cl，CN和Br）的依赖性。已经对标准酯的不同位置上多达四个F原子的影响进行了深入研究，并为宽近晶C介晶范围确定了最佳组合。结果，制备了包含4-烷氧基-2，3-二氟苯甲酸部分的三个同源系列。将另外的CC键引入连接至这些酯中的一些酯的环己烷环的烷基链中，并确定所得的转变温度的改变。三酯系列结合有横向的取代基和光学活性的（+）-（S）-（1-甲基庚基）氧基取代基也已经合成，并且观察到类似的效果。这些材料可用作电光显示设备应用的手性近晶C混合物的重要成分。

  DOI：

  10.1002/hlca.19890720319
• 作为产物：
  描述：

  溴代十二烷 在 溴 、 potassium carbonate 作用下， 以 二氯甲烷 、 丁酮 为溶剂， 生成 4-Bromo-1-dodecyloxy-2-fluorobenzene
  参考文献：
  名称：

  铁电液晶。第9部分。结合有反式-1,4-二取代的环己烷环的侧向取代的苯甲酸苯酯†

  摘要：

  约65结合了多样化的苯基苯甲酸酯反式-1,4-二取代的环己烷环和已经合成了至少一个侧向取代基。已经系统地研究了这些材料的液晶转变温度对酯的不同位置上的各种侧向取代基（F，Cl，CN和Br）的依赖性。已经对标准酯的不同位置上多达四个F原子的影响进行了深入研究，并为宽近晶C介晶范围确定了最佳组合。结果，制备了包含4-烷氧基-2，3-二氟苯甲酸部分的三个同源系列。将另外的CC键引入连接至这些酯中的一些酯的环己烷环的烷基链中，并确定所得的转变温度的改变。三酯系列结合有横向的取代基和光学活性的（+）-（S）-（1-甲基庚基）氧基取代基也已经合成，并且观察到类似的效果。这些材料可用作电光显示设备应用的手性近晶C混合物的重要成分。

  DOI：

  10.1002/hlca.19890720319

文献信息

• Chiral cyclohexyl compounds
  申请人：Secretary of State for Defence in Her Britannic Majesty's Government of

  公开号：US05853613A1

  公开（公告）日：1998-12-29

  The present invention describes liquid crystal compounds which are suitable for use in liquid crystal devices including those which exploit the electroclinic effect.

  本发明描述了适用于液晶器件中的液晶化合物，包括那些利用电致旋光效应的器件。
• Metallomesogens based on platinum(ii) complexes: synthesis, luminescence and polarized emission
  作者：Yafei Wang、Yu Liu、Jian Luo、Hongrui Qi、Xiaoshuang Li、Meijun Nin、Ming Liu、Danyan Shi、Weiguo Zhu、Yong Cao

  DOI：10.1039/c0dt01515f

  日期：——

  Two series of heteroleptic cyclometalated platinum(II) complexes [(CnOppy)Pt(acac) and (CnOFppy)Pt(acac)] have been prepared. Their liquid-crystal and optophysical properties were studied, in which CnOppy is 2-(4-alkoxyphenyl)-5-(alkoxymethyl)pyridine and CnOFppy is 2-(3-fluoro-4-alkoxyphenyl)-5-(alkoxymethyl)pyridine. Only the heteroleptic cyclometalated platinum(II) complexes (n = 12 and 16) exhibited enantiotropic mesophase transitions with smectic (Sm) structure. Intense polarized luminescence with a maximum peak at 532 nm and a polarization ratio as high as 10.5 were obtained in an aligned polyimide film under opto-excitation at room temperature. This research work provides a simple approach to realize high-efficiency polarized emission by heteroleptic cyclometalated platinum(II) complexes.

  已制备两系列杂配位环金属化铂(II)络合物[(CnOppy)Pt(acac) 和 (CnOFppy)Pt(acac)]。研究了它们的液晶和光物理性质，其中CnOppy是2-(4-烷氧基苯基)-5-(烷氧基甲基)吡啶，CnOFppy是2-(3-氟-4-烷氧基苯基)-5-(烷氧基甲基)吡啶。仅有杂配位环金属化铂(II)络合物（n = 12和16）表现出具层状（Sm）结构的外消旋相变。在常温下，在对齐的聚酰亚胺薄膜中，经过光激发获得了最大峰值为532 nm且极化比高达10.5的强极化发光。该研究工作提供了一种通过杂配位环金属化铂(II)络合物实现高效率极化发射的简单方法。
• Dicationic imidazolium-based ionic liquids and ionic liquid crystals with variously positioned fluoro substituents
  作者：Xiaoju Li、Duncan W. Bruce、Jean'ne M. Shreeve

  DOI：10.1039/b912873e

  日期：——

  A series of new dicationic imidazolium-based organic salts bearing fluoro substituents on the bent-core unit and/or linker benzene-ring positions has been synthesized and characterized. The properties of these salts, including transition and decomposition temperatures, and density were determined, indicating that their performance is strongly dependent on the positions of the fluoro substituents, the number of carbon atoms in the alkyl group, and the anion present. Examination by polarized optical microscopy showed that the four salts (compounds 4c, 7a, 7b and 8b, where the alkyl group was C12H25–) were mesomorphic and these data were supported by DSC measurements.

  合成并表征了一系列新的二阳离子咪唑盐，这些盐在弯曲核心单元和/或连接苯环位置上具有氟取代基。这些盐的性质，包括相变温度、分解温度和密度得到了测定，表明它们的性能强烈依赖于氟取代基的位置、烷基链中碳原子的数量以及所含的阴离子。通过偏光显微镜的观察显示，四种盐（化合物4c、7a、7b和8b，其中烷基链为C12H25–）具有介晶性，这些数据得到了差示扫描量热法（DSC）测量的支持。
• Formation of Columnar and Cubic Mesophases by Calamitic Molecules:  Novel Amphotropic Biphenyl Derivatives
  作者：Niels Lindner、Marius Kölbel、Christiane Sauer、Siegmar Diele、Jani Jokiranta、Carsten Tschierske

  DOI：10.1021/jp981158x

  日期：1998.7.1

  Novel amphiphilic 4,4'-disubstituted biphenyl derivatives incorporating a hydrophilic 5,6-dihydroxy-3-oxahexyloxy group and a lipophilic chain have been synthesized by Pd-catalyzed cross-coupling reactions of phenyl boronic acids with 4-(5,6-dihydroxy-3-oxahexyloxy)bromobenzenes. The thermotropic and lyotropic mesomorphic behavior of these compounds were investigated by polarizing microscopy, by differential scanning calorimetry, and by means of X-ray diffraction. Thereby the influence of the length of the alkyl chain, the type of connecting unit between alkyl-chain and the rigid core (O vs CH2), and the influence of lateral substituents and of the molecular chirality on the mesomorphic properties were investigated. All compounds have smectic A-phases as the high-temperature mesophases. Additionally, columnar phases were found for the long chain 4'-alkoxy-4-(5,6-dihydroxy-3-oxahexyloxy)biphenyls 2c-f without lateral substituent and for the 4-(5,6-dihydroxy-3-oxahexyloxy)-4'-dodecyloxy-3'-methylbiphenyl 10. All other laterally substituted biphenyl derivatives 9 and 11-15 and the 4'-alkyl substituted compound 8 display only smectic phases. The influence of protic solvents (formamide and ethylene glycol) on the liquid crystalline properties was studied. The columnar mesophases and Sc-phases are destabilized by addition of protic solvents whereas the S-A- phases are stabilized. Furthermore, binary mixtures of the amphiphilic biphenyl derivatives with each other have been investigated. Complete miscibility was found for the SA-phases and the columnar phases of the compounds 2c-f. However the columnar phases of the nonsubstituted compounds 2c-f and the 3'-methyl substituted derivative 10 do not have an uninterrupted miscibility. Cubic phases (Pn3m or Pn3) and additional columnar phases were induced in the contact regions. Thus, the same diversity of different kinds of mesophases as in lyotropic systems and in the thermotropic phase sequence of polycatenar compounds is found. It is proposed that the cubic and columnar mesophases of these rodlike molecules result from the collapse of the smectic layer structures into ribbons.
• LIQUID CRYSTAL COMPOUNDS, MIXTURES AND DEVICES
  申请人：SECRETARY OF STATE FOR DEFENCE IN HER BRITANNIC MAJESTY'S GOV. OF THE UNITED KINGDOM OF GREAT BRITAIN AND NORTHERN IRELAND

  公开号：EP0705318B1

  公开（公告）日：1997-04-16