Synthesis and properties of 2-n-alkyl-5-(4-n-alkoxyl) phenyl nitrogen aromatic ring compounds used as liquid crystal

Yan-hao WEN; Tan LI; Zhen WANG; Zhi-yong ZHANG; jin-tao GUAN; zhi-qun DAI

doi:10.3788/YJYXS20183309.0725

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Synthesis and properties of 2-n-alkyl-5-(4-n-alkoxyl) phenyl nitrogen aromatic ring compounds used as liquid crystal

Material and Device | 更新时间：2020-07-06

- Synthesis and properties of 2-n-alkyl-5-(4-n-alkoxyl) phenyl nitrogen aromatic ring compounds used as liquid crystal
- Chinese Journal of Liquid Crystals and Displays Vol. 33, Issue 9, Pages: 725-733(2018)
- 作者机构：
  
  武汉轻工大学化学与环境工程学院, 湖北武汉 430023
- 作者简介：
- 基金信息：
- DOI：10.3788/YJYXS20183309.0725
  CLC： O621.3
- Received：08 April 2018，
  
  Accepted：12 May 2018，
  
  Published：05 September 2018
- 稿件说明：
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Yan-hao WEN, Tan LI, Zhen WANG, et al. Synthesis and properties of 2-n-alkyl-5-(4-n-alkoxyl) phenyl nitrogen aromatic ring compounds used as liquid crystal[J]. Chinese journal of liquid crystals and displays, 2018, 33(9): 725-733.
DOI：

Yan-hao WEN, Tan LI, Zhen WANG, et al. Synthesis and properties of 2-n-alkyl-5-(4-n-alkoxyl) phenyl nitrogen aromatic ring compounds used as liquid crystal[J]. Chinese journal of liquid crystals and displays, 2018, 33(9): 725-733. DOI： 10.3788/YJYXS20183309.0725.

摘要

含氮芳环作为液晶分子的极性介晶基团，能有效增大分子的偶极矩和分子间的作用力，有利于形成近晶相液晶态，提高分子的介电各向异性，降低液晶的驱动电压。本文试图以嘧啶、吡啶为中心结构单元来增大化合物的偶极矩，设计合成了二个系列含嘧啶、吡啶的双芳环液晶化合物nOBMm、nOBPm系列共7个化合物；它们都经过IR、

H-NMR、

C-NMR和MS光谱对其分子结构鉴定，经过差热分析仪（DSC）和偏光显微镜（POM）对其液晶性能进行检测。实验结果表明，所有化合物的分子结构均正确，具有较宽的近晶相态，可作为铁电液晶和高分子聚合物分散液晶材料配方组分，为进一步研究低能耗铁电液晶和聚合物分散液晶材料提供了实验素材。

Abstract

The nitrogen-containing aromatic ring serves as the polar mesogenic group of the liquid crystal molecule

which can effectively increase the dipole moment of the molecule and improve molecular dielectric anisotropy

reduce LCD drive voltage. It also increases the interaction between molecules

which is conducive to the formation of smectic phase states. In this paper

we designed and synthesized two series of two aromatic liquid crystal compounds

nOBMm and nOBPm series

with pyrimidine and pyridine as the central element to increase the dipole moment of the compounds. They were identified by IR

H-NMR

C-NMR and MS spectra

and their liquid crystal properties were detected by differential thermal analyzer (DSC) and polarizing microscope (POM). Experimental results show that the molecular structure of all compounds are right

and they have been a wide smectic phases. It can be used as the effective component of ferroelectric liquid crystal materials or the polymer dispersed liquid crystal materials

and provides experimental materials for further study on large dielectric anisotropy ferroelectric liquid crystal or polymer dispersed liquid crystal materials.

关键词

Keywords

references

田博.嘧啶类液晶的合成与性质研究[D].北京: 清华大学, 2008. http://cdmd.cnki.com.cn/Article/CDMD-10003-2009224398.htm

TIANB. Synthesis and properties of new type pyrimidine liquid crystals[D]. Beijing: Tsinghua University, 2008. (in Chinese)

MONGELLI N, ANIMATI F, D'ALESSIO R, et al . 1-Fluorocycloalkanecarboxylic acids in the synthesis of 16-achiral 16-fluoro-9a-carbaprostacyclin derivative[J]. Synthesis , 1988, 1988(4):310-313.

彼德·J.柯林斯.液晶[M].阮丽真, 译.上海: 上海科技教育出版社, 2002: 145-146.

COLLINS P J. Liquid Crystal [M]. RUAN L Z, Trans. Shanghai: Shanghai Science and Technology Education Press, 2002: 145-146. (in Chinese)

刘国柱, 夏都灵, 黄子强, 等.低阈值电压柔性PDLC膜电光特性的研究[J].材料导报, 2009, 23(1):1-5.

LIU G Z, XIA D L, HUANG Z Q, et al . Study of E-O characteristics of low-threshold voltage flexible PDLC films[J]. Materials Review , 2009, 23(1):1-5. (in Chinese)

J·A·科恩菲尔德, 迈克尔·旺德, 祖列伊哈·库吉.铁电液晶(FLC)聚合物: 中国, 102348779A[P].2010-01-28.

KORNFIELD J A, MICHAEL W, ZULEIKHA K. Ferroelectric Liquid Crystal (FLC) polymer: CN, 102348779A[P]. 2010-01-28. (in Chinese)

谢建辉, 黄子强. PDLC薄膜电光特性研究[J].电子器件, 2011, 34(1):25-28.

XIE J H, HUANG Z Q. Electro-optical property investigation of PDLC membrane[J]. Chinese Journal of Electron Devices , 2011, 34(1):25-28. (in Chinese)

谭炳辉.新功能PDLC光电器件的研究[D].宁波: 宁波大学, 2011. http://cdmd.cnki.com.cn/Article/CDMD-11646-1011288767.htm

TAN B H. The novel of a new photoelectronic functional devices on PDLC[D]. Ningbo: Ningbo University, 2011. (in Chinese)

韩喆.浅析PDLC的显示原理及制作[J].现代显示, 2011(4):31-32.

HANZ. A simple analysis of principle and production of PDLC display[J]. Advanced Display , 2011(4):31-32. (in Chinese)

A·K·斯里瓦斯塔瓦, 马营, 郭琦, 等.聚合物稳定的电抑制螺旋铁电液晶盒: 中国, CN104656335A[P].2014-11-18.

SRIVASTAVA A K, MA Y, GUO Q, et al . Polymer stabilized electrically suppressed helix ferroelectric liquid crystal cell: CN, CN104656335A[P]. 2014-11-18. (in Chinese)

赵俊, 阎嫦玲, 丁晔, 等.一种基于螺旋形变铁电液晶的光学电压传感器: 中国, CN107782947A[P].2016-08-25.

ZHAO J, YAN C L, DING Y, et al . Optical voltage sensor based on spiral deformation ferroelectric liquid crystal: CN, CN107782947A[P]. 2016-08-25. (in Chinese)

高鸿锦, 申桂英.液晶在非显示领域的应用与研究进展[J].精细与专用化学品, 2012, 20(3):1-4.

GAO H J, SHEN G Y. Application and research progress of liquid crystal in non-display area[J]. Fine and Specialty Chemicals , 2012, 20(3):1-4. (in Chinese)

BRADSHAW M J, RAYNES E P, FEDAK I, et al . A correlation between short range smectic-like ordering and the elastic constants of nematic liquid crystals[J]. Journal de Physique , 1984, 45(1):157-162.

PETROV V F, TORGOVA S I, KARAMYSHEVA L A, et al . The trans-1, 4-cyclohexylene group as a structural fragment in liquid crystals[J]. Liquid Crystals , 1999, 26(8):1141-1162.

CSÁSZÁR A G, DEMAISON J, RUDOLPH H D. Equilibrium structures of three-, four-, five-, six-, and seven-membered unsaturated N-containing heterocycles[J]. The Journal of Physical Chemistry A , 2015, 119(9):1731-1746.

BURROW M P, GRAY G W, LACEY D, et al . The synthesis and liquid crystal properties of some 2, 5-disubstituted pyridines[J]. Liquid Crystals , 1988, 3(12):1643-1653.

PETROV V F, PAVLUCHENKO A I, SMIRNOVA N I. New liquid crystalline pyridine derivatives[J]. Molecular Crystals and Liquid Crystals , 1995, 265(1):47-53.

张杨, 吴洋, 张灯青, 等.新型5-溴嘧啶衍生物的选择性合成[J].合成化学, 2011, 19(5):662-664.

ZHANG Y, WU Y, ZHANG D Q, et al . Selective synthesis of novel 5-bromopyrimidine derivatives[J]. Chinese Journal of Synthetic Chemistry , 2011, 19(5):662-664. (in Chinese)

MIYAURA N, ISHIYAMA T, SASAKI H, et al . Palladium-catalyzed inter-and intramolecular cross-coupling reactions of B-alkyl-9-borabicyclo[3.3.1] nonane derivatives with 1-halo-1-alkenes or haloarenes. Syntheses of functionalized alkenes, arenes, and cycloalkenes via a hydroboration-coupling sequence[J] . Journal of the American Chemical Society , 1989, 111(1):314-321.

MARSON C M, FARRAND L D, BRETTLE R, et al . Highly efficient syntheses of 3-aryl-2-cycloalken-1-ones and an evaluation of their liquid crystalline properties[J]. Tetrahedron , 2003, 59(24):4377-4381.

COULSON D R, SATEK L C, GRIM S O. Tetrakis(triphenylphosphine)palladium(0)[M]//COTTON F A. Inorganic Syntheses. McGraw-Hill, Inc., 1972: 121.

巩海鹏, 付国瑞, 王幸宝.碘化钾作用下芳香醚的合成[J].甘肃科技, 2012, 28(17):23-25.

GONG H P, FU G R, WANG X B. Synthesis of aromatic ethers under the action of potassium iodide[J]. Gansu Science and Technology , 2012, 28(17):23-25. (in Chinese)

FRISCH A C, BELLER M. Catalysts for cross-coupling reactions with non-activated alkyl halides[J]. Angewandte Chemie International Edition , 2005, 44(5):674-688.

BEZBORODOV V S, PETROV V F, LAPANIK V I. Liquid crystalline oxygen containing heterocyclic derivatives[J]. Liquid Crystals , 1996, 20(6):785-796.

叶春芳, 荣国斌. 2、5-二取代吡啶类液晶的合成及性能研究[J].液晶通讯, 1995, 3(2):73-76.

YE C F, RONG G B. The synthesis and detection of liquid crystals of 2, 5-Disubstituted pyridine family[J]. Chinese Letters of Liquid Crystals , 1995, 2(2):73-76. (in Chinese)

KODEN M, ANABUKI T. Tilt angle behavior of smectic C phase[J]. Ferroelectrics , 1991, 121(1):295-306.

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