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有机化学
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有机化学 ›› 2004, Vol. 24 ›› Issue (7): 761-766. 上一篇    下一篇

研究论文

席夫碱型液晶冠醚的合成与性质

唐斯甫a, 何可可b, 张淑媛a, 郑世军b, 朱卫国a, 马东玲b, 李自法*,b   

  1. a郑州大学化学系 郑州 450052
    b郑州大学材料工程学院 郑州 450052
  • 收稿日期:2003-05-19 修回日期:2003-11-06 接受日期:2004-01-07 发布日期:2022-09-20
  • 通讯作者: *E-mail: lzf@zzu.edu.cn
  • 基金资助:
    国家自然科学基金(No. 29974026)、河南省自然科学基金及河南省教育厅自然科学基金资助项目

Synthesis and Properties of Schiff Base TypeLiquid Crystalline Crown Ethers

TANG, Si-Fua, HE, Ke-Keb, ZHANG, Shu-Yuana, ZHENG, Shi-Junb, ZHU, Wei-Guoa, MA, Dong-Lingb, LI, Zi-Fa*,b   

  1. a Department of Chemistry, Zhengzhou University, Zhengzhou 450052
    b College of Materials and Engineering, Zhengzhou University, Zhengzhou 450052
  • Received:2003-05-19 Revised:2003-11-06 Accepted:2004-01-07 Published:2022-09-20

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以4-(4′-烷氧基联苯基-4-羧基)苯甲醛和二氨基二苯并-14-冠-4为原料,通过溶液缩合反应,合成了一系列席夫碱型液晶冠醚.并用元素分析、旋光仪、核磁共振、红外光谱、快原子轰击质谱、基质辅助激光解析电离飞行时间质谱、示差扫描量热法和偏光显微镜对其进行了表征.发现化合物2, 4, 8I和8II加热至各自的熔点以上都能形成液晶态,在液晶态可以观察到手性近晶C相、近晶相、胆甾相和向列相的典型织构.随分子末端烷氧基碳原子数增加,化合物(除2A和4A外)的熔点(Tm)和液晶态的清亮点(Ti)呈规律性变化,近晶相范围渐增,而近晶相－向列相转变温度和向列相温度范围递减.

关键词: 席夫碱, 冠醚, 热致性液晶, 合成, 性质

A series of Schiff base type liquid crystalline crown ethers were synthesized using the intermediates 4-(4′-alkoxylbiphenyl-4-carboxyl)benzaldehyde and diaminodibenzo-14-crown-4. Their structures andproperties were characterized by elemental analysis, rotation polarmetric analysis, 1H NMR, IR, FAB-MS, MALDI-TOF-MS, DSC and polarizing optical microscopy with a heating stage. It was found that the compounds 2,4, 8I and 8II formed liquid crystalline phase when heated to their melting points. In their liquid crystalline state, the typical chiral smectic C phase, smectic phase, cholesteric phase, nemetic phase texture can be observed. Except the compounds 2A and4A, the smectic phase temperature range increases, but the smectic-nemetic transition temperature and nemetic phase temperature decrease with the increasing in the carbon numbers of end alkoxy groups. Accordingly, the melting point (Tm) and isotropization temperature (Ti) can change regularly.

Key words: Schiff base, crown ether, thermotropic liquid crystal, synthesis, property