Synthesis and Properties of 3,5-Difluorotolane Liquid Crystal Compounds

HAN Yao-hua; WANG kui; ZHANG Jian-li; LI Zhi-qiang; ZHANG Fang-miao

doi:10.3788/YJYXS20132805.0683

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Synthesis and Properties of 3,5-Difluorotolane Liquid Crystal Compounds

Material Physics & Chemistry | 更新时间：2020-08-12

- Synthesis and Properties of 3,5-Difluorotolane Liquid Crystal Compounds
- Chinese Journal of Liquid Crystals and Displays Vol. 28, Issue 5, Pages: 683-687(2013)
- 作者机构：
  
  1. 石家庄诚志永华显示材料有限公司,河北石家庄,050091
  2. 河北省平板显示材料工程技术研究中心,河北石家庄,050091
- 作者简介：
- 基金信息：
- DOI：10.3788/YJYXS20132805.0683
  CLC： TN27
- Received：13 June 2013，
  
  Revised：15 July 2013，
  
  Published：15 October 2013
- 稿件说明：
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韩耀华, 王奎, 张建立, 李志强, 张芳苗. 含氟苯乙炔类液晶的合成[J]. 液晶与显示, 2013,28(5): 683-687

HAN Yao-hua, WANG kui, ZHANG Jian-li, LI Zhi-qiang, ZHANG Fang-miao. Synthesis and Properties of 3,5-Difluorotolane Liquid Crystal Compounds[J]. , 2013,28(5): 683-687
韩耀华, 王奎, 张建立, 李志强, 张芳苗. 含氟苯乙炔类液晶的合成[J]. 液晶与显示, 2013,28(5): 683-687 DOI： 10.3788/YJYXS20132805.0683.

HAN Yao-hua, WANG kui, ZHANG Jian-li, LI Zhi-qiang, ZHANG Fang-miao. Synthesis and Properties of 3,5-Difluorotolane Liquid Crystal Compounds[J]. , 2013,28(5): 683-687 DOI： 10.3788/YJYXS20132805.0683.

摘要

以3

5-二氟溴苯为原料

5-二氟溴苯和2-甲基-3-丁炔-2-醇在四(三苯基膦)钯催化下合成4-(3

5-二氟苯)2-甲基-3-丁炔-2-醇。4-(3

5-二氟苯)2-甲基-3-丁炔-2-醇在KOH作用下生成3

5-二氟苯乙炔。3

5-二氟苯乙炔与碘代苯发生Sonogashira反应

合成出3

5-二氟二苯乙炔中间体

经烷基化反应合成出6种含氟炔类液晶。进行了产品结构标定以及参数的测定

确定了化合物有较大的光学各向异性(

)

较宽的相变温度范围。

Abstract

4-(3

5-difluorophenyl)-2-methylbut-3-yn-2-ol is prepared with 3

5-difluorobromobenzene and 2-methyl-3-butyn-2-ol by the catalyzed of Tetrakis(triphenylphosphine)palladium. 3

5-difluorophenylacetylene is synthesized with 4-(3

5-difluorophenyl)-2-methylbut-3-yn-2-ol and potassium hydroxide in paraffin oil. Six fluoro-phenytolene compounds of liquid crystal were prepared by the alkyation of 3

5-difluorotolanes intermediates which were synthesized by the sonogashira reaction.These compounds not only have large optical anisotropy(

)

but also have wider nematic phase temperature range by a series photoelectricity test and DSC analysis. These material can be used in TN

STN and TFT displays.

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Keywords

references

Tarumik P D.Advanced liquid crystals for television [J]. J. Mater. Dlem.,2004,(418):1219-1227.[2] Malthete J,Lecercq M,Dvolaitzky M,et al. Mesomorphic substances Ⅲ nematic tolans [J]. Mol. Cryst. Liq. Cryst., 1973,23:233-260.[3] 闻建勋,李衡峰.含氟二苯乙炔类化合物制备方法及用途:CN,1271712[P].2000-08-01.[4] 闻建勋,刘志刚,立衡峰.一种含烯氧侧链的含氟二苯乙炔类液晶化合物及其制备方法:CN1263927[P].2000-08-23.[5] 陈新兵,安忠佳.4,4'-双烷基二苯乙炔类液晶的合成 [J]. 精细化工, 2003,20(1):5-7.[6] 王小伟,刘骞峰,高仁孝,等,二苯乙炔类液晶的合成 [J]. 合成化学, 2002,10(4):362-365.[7] 罗秀军,杨增家.含氟二苯乙炔类液晶材料合成与性能研究 [J]. 液晶与显示, 1999,14(2):90-93.[8] 刘鑫勤,韩耀华,吕文海,等.2,3,2',3'-四氟二苯乙炔衍生物其组合物其制备方法及用途:CN1911888[P].2007-02-14.[9] 刘鑫勤,李韶辉,员国良,等.多氟取代二苯乙炔衍生物、含有多氟取代二苯乙炔衍生物的组合物、其制备方法及其用途:CN1911880[P].2007-02-14.[10] 尚洪勇, 张建立, 刘鑫勤,等.多氟二苯乙炔类负性液晶化合物的合成 [J]. 液晶与显示, 2009,24(5):650-656.[11] 韩耀华, 赵立峰,丁兴立,等.2,3,4-三氟二苯乙炔类液晶的合成 [J]. 液晶与显示, 2010,25(4):473-476.

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