新型小分子席夫碱离子液晶的合成及液晶性能研究
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摘要
以对氨基苯酚和对硝基苯甲醛合成4-硝基-4'-羟基对苯席夫碱;再由4-硝基-4'-羟基对苯席夫碱与1,10-二溴癸烷合成4-硝基-4'(10-溴癸烷氧基)对苯席夫碱;最后与咪唑反应,合成目标化合物4-硝基-4'(10溴咪唑癸烷氧基)二苯席夫碱离子液晶化合物。通过IR、~1HNMR、~(13)CNMR及元素分析等方法对化合物结构进行了表征。通过DSC和偏光显微镜研究了化合物的液晶性能。研究表明该物质具有热致液晶性,是新型席夫碱离子液晶化合物。
Firstly,using p-aminophenol and p-nitrobenzaldehyde synthesized p-benzene-4-nitro-4'-hydroxy Schiff. Secondly,using p-benzene-4-nitro-4'-hydroxy Schiff and 1,10-dibromo decane synthesized p-benzene-4-nitro-4'( 10-bromodecane) Schiff.Finally,using p-benzene-4-nitro-4'( 10-bromodecane) Schiff reacted with imidazole synthesized the target compound 4-nitro-4'( 10 bromimidazole decane-oxy) diphenyl Schiff base ionic liquid crystal compound.The structure of the target compound was characterized by IR,~1 HNMR,~(13)CNMR and elemental analysis. The liquid crystal properties of the target compound were studied by DSC and polarizing microscope.The results showed that the target compound has thermotropic liquid crystal properties and it was a new type of Schiff base ionic liquid crystal.
Firstly,using p-aminophenol and p-nitrobenzaldehyde synthesized p-benzene-4-nitro-4'-hydroxy Schiff. Secondly,using p-benzene-4-nitro-4'-hydroxy Schiff and 1,10-dibromo decane synthesized p-benzene-4-nitro-4'( 10-bromodecane) Schiff.Finally,using p-benzene-4-nitro-4'( 10-bromodecane) Schiff reacted with imidazole synthesized the target compound 4-nitro-4'( 10 bromimidazole decane-oxy) diphenyl Schiff base ionic liquid crystal compound.The structure of the target compound was characterized by IR,~1 HNMR,~(13)CNMR and elemental analysis. The liquid crystal properties of the target compound were studied by DSC and polarizing microscope.The results showed that the target compound has thermotropic liquid crystal properties and it was a new type of Schiff base ionic liquid crystal.
引文
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[2]ICHIKAWA T,YOSHIO M,HAMASAKI A,et al.Self-organization of room-temperature ionic liquids exhibiting liquid-crystalline bicontinuous cubic phases:formation of nano-ion channel networks[J]. J. Am. Chem. Soc.,2007,129(35):10 662-10 663.
[3]YOSHIO M,MUKAI T,KATO T,et al. One-dimensional ion transport in self-organized columnar ionic liquids[J].J.Am.Chem.Soc.,2004,126(4):994-995.
[4]柏雪睛.新型棒状咪唑类离子液晶及楔形化合物的合成与性能研究[D].云南:云南大学,2010.
[5]VIK A,HEDNER E,CHARNOCK C,et al.Antimicrobial and cytotoxic activity of agelasine and agelasimine analogs[J].Bioorg.Med.Chem.,2007,15(12):4 016-4 037.
[6]FORTUNA C G,BARRESI V,BERELLINI G,et al. Design and synthesis of trans 2-(furan-2-yl)vinyl heteroaromatic iodides with antitumour activity[J]. Bioorg. Med.Chem.,2008,16(7):4 150-4 159.
[7]高彩艳.席夫碱型棒状液晶和苯并菲盘状液晶的合成及介晶性[D].四川:四川师范大学,2006.
[8]燕莉,韩相恩.席夫碱液晶的合成及研究进展——甘肃省化学会第二十五届年会论文集[C].兰州:兰州城市学院出版社,2007.
[9]YAO Shu-dan,ZHANG Bao-yan,LIU Yuan-hao,et al.Synthesis and mesomorphism of novel star-shaped glassy liquid crystals containing pentaerythritol esters[J].Tetrahedron Lett.,2004,45(6):8 953-8 956.
[10]杨宁,高建峰,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,2014,4(4):156-158.
[11]付双,刘强,陈颂,等.4-硝基-4'(10-溴癸烷氧基)对苯席夫碱的合成及表征[J].化学试剂,2015,37(6):567-570.