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2,3-二氟代联苯类液晶化合物的合成与性能

卢玲玲1,代红琼1,安忠维1,2*,陈新兵1,陈沛1   

  1. (1.应用表面与胶体化学教育部重点实验室，陕西师范大学材料科学与工程学院 西安 710100；
    2.西安近代化学研究所 西安 710065)
  • 收稿日期:2013-01-07 修回日期:2013-04-13 出版日期:2013-12-10 发布日期:2013-12-10
  • 通讯作者: 安忠维，教授; Tel/Fax:029-81530720; E-mail:gmecazw@163.com; 研究方向：液晶材料及光伏电池

Synthesis and Properties of Lateral Difluorine Biphenyl Liquid Crystals

LU Lingling1, DAI Hongqiong1, AN Zhongwei1,2*, CHEN Xinbing1, CHEN Pei1   

  1. (1.Key Laboratory of Applied Surface and Colloid Chemistry of Ministry of Education,
    School of Materials Science and Engineering,Shaanxi Normal University,Xi′an 710100,China;
    2.Xi′an Modern Chemistry Research Institute,Xi′an 710065,China)
  • Received:2013-01-07 Revised:2013-04-13 Published:2013-12-10 Online:2013-12-10

PDF

1724

被引次数

7 | 2

摘要： 以4-烷基环己基甲酸和4-溴-2,3-二氟苯酚为原料，经格氏、黄鸣龙还原、碘代、芳基硼酸化、Suzuki偶联、威廉姆逊和酯化等反应，合成24种侧向二氟取代联苯类液晶化合物，总收率4.2%～8.7%，产物的分子结构经核磁（1H NMR，13C NMR）、红外和质谱确认。 利用差示扫描量热仪（DSC）和偏光显微镜（POM）对目标化合物进行了液晶性能测试。 结果表明，烷基链的长度不仅影响化合物的熔点和清亮点，还影响液晶相态变化；端烯可以降低化合物的熔点（降低了3.7 ℃），提高清亮点（提高了24.8 ℃），拓宽向列相区间（由54.1 ℃拓宽到82.6 ℃）；酯基的引入可以提高清亮点，有助于消除近晶相。 该系列化合物在垂直取向(VA)和平面转换(IPS)显示模式中具有潜在的应用前景。

关键词: 液晶, 侧向二氟, 联苯, 端烯, 酯基, 醚类

Abstract: Twenty four lateral difluorine substituted biphenyl liquid crystals were synthesized from 4-alkyl-cyclohexanecarboxylic acid and 4-bromo-2,3-difluoro-phenol by Grignard reaction, Huang Ming-long reduction, iodination, acid reaction, Suzuki cross-coupling reaction, Williamson reaction and esterification. The total yield is 4.2%~8.7%. The molecular structures of the compounds were confirmed with nuclear magnetic(1H NMR, 13C NMR), infrared spectrometry, and mass spectrometry. Differential scanning calorimetry and polarising optical microscopy were used to measure the liquid crystal display properties of the target compounds. The results showed that the length of alkyl chain not only affects the melting and clearing point of compounds, but also the liquid crystal phase transition. Terminal olefins can reduce the melting point(about 3.7 ℃), improve the clearing point(about by 24.8 ℃), and broaden the nematic phase interval(from 54.1 ℃ to 82.6 ℃). Ester group can increase the clearing points and eliminate smectic phase. This series of compounds has potentials for use in the vertical alignment(VA) and in-plane switching(IPS) display modes.

Key words: liquid crystal, lateral two fluorine, biphenyl, terminal olefins, ester group, ethers

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