Citation: SHEN Shuchang, CAI Junyang, WANG Lihong. Synthesis, Characterization and Chromatographic Performance of Schiff-base Type Silicone Polyurethane Liquid Crystal Polymer[J]. Chinese Journal of Applied Chemistry, ;2016, 33(9): 1085-1092. doi: 10.11944/j.issn.1000-0518.2016.09.150410 shu

Synthesis, Characterization and Chromatographic Performance of Schiff-base Type Silicone Polyurethane Liquid Crystal Polymer

  • Corresponding author: SHEN Shuchang, 
  • Received Date: 23 November 2015
    Available Online: 30 March 2016

    Fund Project:

  • A new kind of small molecule Schiff base liquid crystal unit, p-phenylene(p-styrene acrylic oxo alcohol)imine was synthesized using hydroxybenzaldehyde, 3-chloropropanol, p-phenylenediamine as raw meterials. Schiff base type silicone polyurethane liquid crystal polymer was synthesized by the liquid crystal unit, 1,4-phenylene diisocyanate and 1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane. The construction of liquid crystal unit and the silicone liquid crystalline polymer were characterized by Fourier transform infrared spectrometry. The crystal structures of the liquid crystal unit and the Schiff base type silicone polyurethane liquid crystal polymer liquid crystal were identified by X-ray diffraction. The liquid crystal phase and phase transition temperature of the Schiff base type silicone polyurethane liquid crystal polymer were investigated by differential scanning calorimetry. The phase change process and optical properties of the liquid crystal material were observed by polarizing optical microscope. The chromatography column was made using Schiff base type silicone polyurethane liquid crystal polymer as stationary phase. The relative polarity of stationary liquid and the chromatographic separation performance for substituted benzene isomers were determined. Liquid crystal temperature ranges of the liquid crystal polymer are 103~146℃. It belongs to strongly polar stationary liquid(Px=79), the separation degree of the chromatographic peaks are 0.96~3.33.
  • 加载中
    1. [1]

      [1] FU Ruonong.Evolution of Gas Chromatographic Stationary Phases[J].Chem Reag,2006,28(1):11-15(in Chinese).傅若农.气相色谱固定相的演变[J].化学试剂,2006,28(1):11-15.

    2. [2]

      [2] Shillcock I M,Gareth J Price.Interactions of Solvents with Low Molar Mass and Side Chain Polymer Liquid Crystals Measured by Inverse Gas Chromatography[J].J Phys Chem B,2004,108(42):16405-16414.

    3. [3]

      [3] Kuvshinova S A,Burmistrov V A,Fokina D S.Thermodynamic Properties and Selectivity of Substituted Liquid-Crystal Formylazobenzenes as Stationary Phases for Gas Chromatography[J].J Anal Chem,2009,64(5):505-508.

    4. [4]

      [4] Jensen J,Grundy S C,Bretz S L.Synthesis and Characterization of Self-Assembled Liquid Crystals:p-Alkoxybenzoic Aids[J].J Chem Educ,2011,88:1133-1136.

    5. [5]

      [5] Ghanem E,Al-Hariri S.Separation of Isomers on Nematic Liquid Crystal Stationary Phases in Gas Chromatography:A Review[J].Chromatographia,2014,77(9):653-662.

    6. [6]

      [6] Jana R N,Cho J W.Synthesis and Characterization of Polyurethane-based Side-chain Cholesteric Liquid Crystal Polymers[J].Fibers Polym,2009,10(5):569-575.

    7. [7]

      [7] Dahmane M,Athman F,Sebih S.Comparison of Analytical Properties of Two Liquid Crystalline Stationary Phases by Capillary GC[J].Chromatographia,2009,70(3/4):489-495.

    8. [8]

      [8] Cook A G,Inkster R T,Martinez-Felipe A.Synthesis and Phase Behaviour of a Homologous Series of Polymethacrylate-based Side-chain Liquid Crystal Polymers[J].Eur Polym J,2012,48(4):821-829.

    9. [9]

      [9] TANG Xinde,ZHAO Jun,YANG Tianzhu.Application of Radial Liquid Crystalline Macromolecules as Stationary Phase of Capillary GC[J].Anal Instrum,2001,(3):34-37(in Chinese).唐新德,赵军,杨天祝.星形大分子液晶在毛细管柱气相色谱分析中的应用研究[J].分析仪器,2001,(3):34-37.

    10. [10]

      [10] TANG Xinde,ZHANG Qizhen,ZHU Minggang,et al.Preparation and Chromatographic Characteristics of the Stationary Phase for Cholesteric Ester Side Chain Polyslioxane Liquid Crystallnie[J].Chem Anal Meter,2002,11(1):38-39(in Chinese).唐新德,张其震,朱鸣刚,等.胆甾酯侧链聚硅氧烷液晶固定相的制备与色谱性能[J].化学分析计量,2002,11(1):38-39.

    11. [11]

      [11] LI Ying,ZHANG Guangcheng,HU Lingfeng,et al.Synthesis and Characterization of Smectic Side-Chain Liquid Crystalline Polysiloxanes[J].J Funct Polym,2011,24(2):211-216(in Chinese).李颖,张广成,胡灵峰,等.近晶型聚硅氧烷侧链液晶的合成与表征[J].功能高分子报,2011,24(2):211-216.

    12. [12]

      [12] LIN Weijiang,HUANG Kelin,WANG Zefen,et al.Research and Development of Liquid Crystalline Polyurethanes[J].Technol Dev Chem Ind,2010,39(10):20-26(in Chinese).林卫江,黄科林,王则奋,等.聚氨酯高分子液晶的研究进展[J].化工技术与开发,2010,39(10):20-26.

    13. [13]

      [13] HE Shangjin,SONG Moudao,ZHANG Banghua,et al.Synthesis and Characterization of Schiff Base Type Liquid Crystal Polyurethane[J].Ion Exch Adsorpt,1999,15(2):109-114(in Chinese).何尚锦,宋谋道,张邦华.西佛碱型液晶聚氨酯的合成及表征[J].离子交换与吸附,1999,15(2):109-114.

    14. [14]

      [14] Mohammed Ali.Gas Chromatographic Separation of Phenol Derivatives by Schiff-Base Liquid Crystalline Stationary Phases[J].Turk J Chem,2003,27(2):259-264.

    15. [15]

      [15] YANG Ning,GAO Jianfeng,YANG Lina,et al.Synthesis and Characterization of Star-shaped Schiff Base Liquid CrystalCompounds Cntred at Silicon[J].Chem New Mater,2014,42(4):156-158(in Chinese).杨宁,高建锋,杨丽娜,等.一种以硅为中心的星型席夫碱液晶化合物的合成与表征[J].化工新型材料,2014,42(4):156-158.

    16. [16]

      [16] HE Xiangdong,JIA Xudng,DING Xia,et al.Synthesis and Properties of Main Chain Liquid Crystalline Polyurethane Polyurethane[J].Acta Polym Sin,1996,(3):304-309(in Chinese).何向东,贾叙东,丁霞,等.主链型液晶聚硅氧烷聚氨醋的合成及性质[J].高分子学报,1996,(3):304-309.

  • 加载中
    1. [1]

      Fan Wu ,  Wenchang Tian ,  Jin Liu ,  Qiuting Zhang ,  YanHui Zhong ,  Zian Lin . Core-Shell Structured Covalent Organic Framework-Coated Silica Microspheres as Mixed-Mode Stationary Phase for High Performance Liquid Chromatography. University Chemistry, 2024, 39(11): 319-326. doi: 10.12461/PKU.DXHX202403031

    2. [2]

      Qiuting Zhang ,  Fan Wu ,  Jin Liu ,  Zian Lin . Chromatographic Stationary Phase and Chiral Separation Using Frame Materials. University Chemistry, 2025, 40(4): 291-298. doi: 10.12461/PKU.DXHX202405174

    3. [3]

      Jing WU , Puzhen HUI , Huilin ZHENG , Pingchuan YUAN , Chunfei WANG , Hui WANG , Xiaoxia GU . Synthesis, crystal structures, and antitumor activities of transition metal complexes incorporating a naphthol-aldehyde Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2422-2428. doi: 10.11862/CJIC.20240278

    4. [4]

      Jiashuang Lu ,  Xiaoyang Xu ,  Youqing He ,  Mingyue Wu ,  Ruixin Shi ,  Wenfang Yu ,  Hang Lu ,  Ji Liu ,  Qingzeng Zhu . 生命健康中的有机硅高分子. University Chemistry, 2025, 40(8): 169-180. doi: 10.12461/PKU.DXHX202409143

    5. [5]

      Yerong Chen ,  Bingbin Yang ,  Xinglei He ,  Yuqi Lin ,  Keyin Ye . Enzyme-Directed Evolution Enables Bioconversion of Organosilicon Compounds. University Chemistry, 2025, 40(10): 121-129. doi: 10.12461/PKU.DXHX202411054

    6. [6]

      Houjin Li ,  Lin Wu ,  Xingwen Sun ,  Yuan Zheng ,  Zhanxiang Liu ,  Shuanglian Cai ,  Ying Xiong ,  Guangao Yu ,  Qingwen Liu ,  Jie Han ,  Xin Du ,  Chengshan Yuan ,  Qihan Zhang ,  Jianrong Zhang ,  Shuyong Zhang . Basic Operations and Specification Suggestions for Organic Chemical Chromatography Experiments. University Chemistry, 2025, 40(5): 93-105. doi: 10.12461/PKU.DXHX202408100

    7. [7]

      Liping GUO . Synthesis and crystal structure characterization of yttrium imido complex: The reactivity of 2-substituted-1-amino-o-carborane with yttrium dialkyl complex. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1409-1415. doi: 10.11862/CJIC.20250065

    8. [8]

      Xiaogang YANG , Xinya ZHANG , Jing LI , Huilin WANG , Min LI , Xiaotian WEI , Xinci WU , Lufang MA . Synthesis, structure, and photoelectric properties of Zinc(Ⅱ)-triphenylamine based metal-organic framework. Chinese Journal of Inorganic Chemistry, 2025, 41(10): 2078-2086. doi: 10.11862/CJIC.20250167

    9. [9]

      Xin MA , Ya SUN , Na SUN , Qian KANG , Jiajia ZHANG , Ruitao ZHU , Xiaoli GAO . A Tb2 complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357

    10. [10]

      Yanyang Li ,  Zongpei Zhang ,  Kai Li ,  Shuangquan Zang . Ideological and Political Design for the Comprehensive Experiment of the Synthesis and Aggregation-Induced Emission (AIE) Performance Study of Salicylaldehyde Schiff-Base. University Chemistry, 2024, 39(2): 105-109. doi: 10.3866/PKU.DXHX202307020

    11. [11]

      Shuangshuang Mao ,  Juhua Luo ,  Bingjie Han ,  Jiahuan Shi ,  Yujia Gu . Covalent organic framework-derived Fe3C/NC/TiO2 heterostructures for high-performance electromagnetic wave absorption. Acta Physico-Chimica Sinica, 2026, 42(7): 100290-. doi: 10.1016/j.actphy.2026.100290

    12. [12]

      Xuhu GUO , Chuntao ZHANG , Jinshu LI , Yuanyuan TAN , Qaiowen CHANG , Juan YU . Structure and catalytic performance of [Pd(1, 5-cyclooctadiene)X2] (X=Cl, Br) modulated by organophosphine ligands. Chinese Journal of Inorganic Chemistry, 2026, 42(6): 1247-1260. doi: 10.11862/CJIC.20250299

    13. [13]

      Kai Yang ,  Gehua Bi ,  Yong Zhang ,  Delin Jin ,  Ziwei Xu ,  Qian Wang ,  Lingbao Xing . Comprehensive Polymer Chemistry Experiment Design: Preparation and Characterization of Rigid Polyurethane Foam Materials. University Chemistry, 2024, 39(4): 206-212. doi: 10.3866/PKU.DXHX202308045

    14. [14]

      Lingyu Chang ,  Yanfang Lang ,  Yuyan Zhu ,  Jie Wang ,  Ying Guo ,  Die Wang ,  Peng Ding ,  Yueming Zhou ,  Zhixiang Gong ,  Shujuan Liu . Machine Learning-Optimized Microcolumn Ion Exchange Chromatography for Trace Arsenic Determination. University Chemistry, 2026, 41(1): 76-84. doi: 10.12461/PKU.DXHX202506023

    15. [15]

      Tianqi Sheng ,  Xuenan Yang ,  Zhaoyang Li ,  Shaoguang Zhang . Understanding structural influences in organoelement compounds through configurational inversion of amines, phosphines, and sulfoxides. University Chemistry, 2026, 41(7): 415-429. doi: 10.12461/PKU.DXHX202505012

    16. [16]

      Shunü Peng ,  Huamin Li ,  Zhaobin Chen ,  Yiru Wang . Simultaneous Application of Multiple Quantitative Analysis Methods in Gas Chromatography for the Determination of Active Ingredients in Traditional Chinese Medicine Preparations. University Chemistry, 2025, 40(10): 243-249. doi: 10.12461/PKU.DXHX202412043

    17. [17]

      Tianyun Chen ,  Ruilin Xiao ,  Xinsheng Gu ,  Yunyi Shao ,  Qiujun Lu . Synthesis, Crystal Structure, and Mechanoluminescence Properties of Lanthanide-Based Organometallic Complexes. University Chemistry, 2024, 39(5): 363-370. doi: 10.3866/PKU.DXHX202312017

    18. [18]

      Hong Yan ,  Yuanming Li ,  Ke-Yin Ye ,  Chunfa Xu ,  Jinshui Zhang ,  Yu-Wu Zhong ,  Yaofeng Yuan . 高分辨质谱在有机结构解析中的应用. University Chemistry, 2026, 41(8): 402-410. doi: 10.12461/PKU.DXHX202506107

    19. [19]

      Hongjing ZHU , Guanying LIU , Kuaibing WANG . Application of in-situ characterization in electrocatalytic CO2 reduction reaction of metal-organic frameworks. Chinese Journal of Inorganic Chemistry, 2026, 42(9): 1893-1909. doi: 10.11862/CJIC.20260144

    20. [20]

      Xi Bai ,  Weigang Fan ,  Fang Mi ,  Yuhua Ma ,  Guixin Li ,  Yinping Li ,  Gulimeikereyi Tuniyazi ,  Ming Guan . 讲好中国色谱故事:仪器分析课程思政教学案例设计——以高效液相色谱法为例. University Chemistry, 2026, 41(8): 119-129. doi: 10.12461/PKU.DXHX202507130

Metrics
  • PDF Downloads(0)
  • Abstract views(718)
  • HTML views(32)

通讯作者: 陈斌, bchen63@163.com
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address:Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return