新型pH敏感吡喃腈衍生物的合成及其荧光性能

应用化学, 2013, 30(5): 506-510. doi: 10.3724/SP.J.1095.2013.20288

新型pH敏感吡喃腈衍生物的合成及其荧光性能

周秋璇 ^1, , 顾培洋 ^2, , 路建美 ^3, , 徐庆锋 ^4, , 张勇 ^5,

1.苏州大学分析测试中心苏州215123

2.江苏省节能环保材料测试与技术服务中心苏州215123

3.江苏省节能环保材料测试与技术服务中心苏州215123

4.江苏省节能环保材料测试与技术服务中心苏州215123

5.苏州大学分析测试中心苏州215123;江苏省节能环保材料测试与技术服务中心苏州215123

基金项目: 国家自然科学基金(21176164,21071105)

关键词： DCM , 荧光 , 浓度效应 , 溶剂效应 , pH影响

Synthesis and Fluorescence of a New pH-Sensitive Pyran Nitrile Derivatives

以2,6-二甲基-4H-吡喃-4-酮、丙二腈和4-(4-甲酰苯基)吗啉为原料,合成了2种含吡喃腈(DCM)结构的化合物:2-甲基-6-(4-吗啡啉苯乙烯基)-4-二氰甲烯基吡喃(MDCM)和2,6-二(4-吗啡啉苯乙烯基)-4-二氰甲烯基吡喃(BDCM).通过1H NMR、元素分析等确定了其结构,并探讨了所得化合物的荧光性能,研究了化合物在不同浓度下荧光强度的变化、溶剂效应对其荧光性能的影响以及酸性条件下荧光光谱的变化.结果表明,MDCM和BDCM的最大荧光发射波长均在红光区域,2种化合物溶液的最大荧光发射波长随溶剂极性和溶液酸性的增强而发生红移,由于浓度猝灭效应,MDCM和BDCM的DMF溶液浓度分别为1×10-4和1×10-5 mol/L时,荧光发射峰为最强.又因为BDCM分子的共轭度比MDCM大得多,所以其固体的最大荧光发射波长向长波长移了37 nm.

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