含二苯并-18-冠-6冠醚环的偶氮型液晶冠醚的合成  被引量:3

Synthesis of Azo Type Liquid Crystalline Crown Ethers Containing Dibenzo-18-crown-6 Unit

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作  者:郑世军[1] 张晓静[1] 张淑媛[2] 王书红[1] 韩改革[1] 李自法[1] 

机构地区:[1]郑州大学材料工程学院,郑州450052 [2]郑州大学化学系,郑州450052

出  处:《应用化学》2006年第1期12-17,共6页Chinese Journal of Applied Chemistry

基  金:国家自然科学基金(29974026);河南省自然科学基金(0211021100);河南省教育厅自然科学基金(20021500004)资助项目

摘  要:以4′-正烷氧基联苯-4-甲酸和顺(反)-4,4′-双(4-羟基苯基偶氮)二苯并-18-冠-6为原料,通过溶液缩合反应,合成了一系列新的偶氮型液晶冠醚,产率为91.7%-95.8%,产物经元素分析、核磁共振、紫外可见分光光度计、红外光谱、基质辅助激光解析电离飞行时间质谱、示差扫描量热法、偏光显微镜和X射线衍射表征。化合物4Ⅰ和4Ⅱ加热至各自的熔点以上都能形成液晶态,可以观察到近晶相和向列相(4ⅡD)的典型织构。随分子末端烷氧基碳原子数增加,化合物4Ⅰ和4Ⅱ的熔点(Tm)和液晶态的清亮点(Ti)逐渐降低,液晶态的温度范围较宽。A series of novel azo type crown ether liquid crystallines was synthesized from intermediates 4'-n- alkoxylbiphenyl-4-carboxylic acids and cis ( trans )-4,4'-bis ( 4-hydroxyphenylazo ) dibenzo-18-crown-6 in yields of 91.7% - 95.8% and their structures and properties were characterized by means of elemental analysis, ^1H NMR, UV-vis, IR, MALDI-TOF-MS, DSC, polarizing optical microscope with a heating stage and X-ray diffraction techniques. It was found that the end products 4 Ⅰ and 4 Ⅱ formed liquid crystalline phases when heated to their melting points. In their liquid crystalline state, the typical smectic phase and nemetic phase textures(4 Ⅱ D) can be observed. For compounds 4 Ⅰ and 4 Ⅱ , both melting point( Tm ) and isotropization temperature ( Ti ) were decreased with the increase of the carbon numbers in the end alkoxy groups. However, the temperature range of liquid crystal phase was relatively wide.

关 键 词:偶氮型 冠醚 热致性液晶 合成 

分 类 号:O625.6[理学—有机化学]

 

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