Synthesis And Spectra Properties Of The Novel1,8-naphthalimide Derivatives

1,8-naphthalimides have many advantages,such as high fluorescence quantum yield quantumyields、appropriate emission wavelength、large stokes shift、good photostability and it’s construction can be easily modified.So it is of great importance to synthesis 1,8-naphthalimide derivatives with special function.Three water-soluble reactive fluorescentdyes D₁,D₂,D₃ have been synthesized by introducing cyanuricchloride active group and three different water soluble groups.And they can be used for cotton dying.At the meantime a fluorescence enhancing probe T is synthesized which is based on the structure of 1,8-naphthalimide derivatives.It can be used to detect the specific ions in the solution.Their structures are characterized using IR,¹HNMR.1.The influences of solvent environment on fluorescence emission spectrum and ultraviolet-visible absorption spectra of D₁,D₂,D₃ are explored.The fluorescence intensity decreased and the fluorescence emission spectrum shows red shift effect with increase of solvent polarity.The maximum absorption wavelength shows redshift of 22 nm,23 nm,31 nm from acetone to water.2.The dyeing,printing and fluorescence properties of D₁,D₂,D₃ are explored.Experimental results shows that their dyed fabric have good dye-uptake and good fixation rate about 63.62%,59.61%,53.46%;they have good dyeing effect and the K/S value are largely enhanced when the dyeing concentration is 8%.Fluorescence reflectances of their dyed fabric are 9.92%,9.21%,7.53%respectively.And the washing colorfastness and rubbing colorfastness can achieve more than 4.Experimental results show that their printed fabric also have good fixation rate about 67.4%,66.5%,68.7%and fluorescence reflectance of their printed fabric can achieve 10.4%,10.2%,11%respectively when the printing concentration is 6%.And the washing colorfastness and,rubbing colorfastness can achieve more than 4.Their dyed and printed fabric have high fluorescence reflectance and fluorescence intensity.So their dyed fabrics have specific function of eye-catching and warning because of their bright color.3.The influence of solvent environment on the fluorescence emission spectrum and ultraviolet-visible absorption spectra of the probe are explored.The fluorescence intensity decreases and the fluorescence emission spectrum shows redshift effect with increase of solvent polarity.The maximum absorption wavelength shows redshift of 31 nm from dichlormethane to water.4.The detection of different metal ion using probeare explored.The fluorescence intensity are enhanced because of the complexproperty with Al³⁺、Cr³⁺、Fe³⁺.So it can be used as a recognition probe.When the concentration of the ion concentration and probe is 1:2,the fluorescence intensity is the largest through the Job’s curve method.5.The influence of negative ions on the complex of probe and Cr³⁺is explored.The experimental results show that fluorescence intensity of the complex decreases with the existence of PO₄^3-.In addition it decreases with the increase of the concentration of PO₄^3-.Experimental result shows that the concentration of PO₄^3-is negatively correlated with the fluorescence intensity of the complex is within 4.8×10^-6mol/L-14.4×10^-6mol/L.So PO₄^3-can be detected quantitatively in solution.This method provides new ideas for design of anion fluorescent probe.