摘要
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1×10-5mol/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37nm。
2-{ 2-Methyl-6-[ 2-（ 4-morpholin-4-yl-phenyl ） -vinyl ] -pyran-4-ylidene t -malononitrile （ MDCM ） and 2-{ 2, 6-bis-[ 2-（ 4-morpholin-4-yl-phenyl ）-vinyl ]-pyran-4-ylidene }-malononitrile （ BDCM ） were synthesized from 2,6-dimethyl-4H-pyran-4-one, malononitrile, 4 - （ 4 -formylphenyl ） morpholine and piperidine. 1H NMR and elemental analysis were used to characterize two compounds. The fluorescence spectra of the two compounds in solutions with different concentration were investigated. The solvent effects which impact on the fluorescence properties and the characteristics of the fluorescence in acidic solution were also systematically studied. The result show that fluorescence center wavelengthes of both compounds are in the red region, and the spectra exhibit red-shifts with increasing the polarity and acidity of the solvents. It is also found that the derivatives of MDCM and BDCM at concentrations of 1 × 10^-4 mol/L and 1 × 10^-5 mol/L, respectively, exhibit the highest fluorescent intensities. The solid fluorescent maximum wavelength of the BDCM has a 37 nm redshift longer than that of MDCM, because the conjugate system of BDCM is longer than that of MDCM.
出处
《应用化学》
CAS
CSCD
北大核心
2013年第5期506-510,共5页
Chinese Journal of Applied Chemistry
基金
国家自然科学基金(21176164
21071105)资助项目
关键词
DCM
荧光
浓度效应
溶剂效应
pH影响
DCM, fluorescence, concentration quenching effect, solvent effect, pH influence
