Synthesis And Properties Of Azo Dyes And Their Metal Complexes As Blu-ray Optical Storage Materials

Based on the different groups of both sides of the structure of N=N can be adjusted in a larger context of the maximum absorption wavelength, thermal stability and chemical stability of azo dyes and their metal chelates , 3- thiazolyl azo-4- hydroxycoumarin dyes (Azo_1-1), 3-benzothiazolyl azo-4-hydroxycoumarin dyes (Azo_2-1), 3-aminoantipyrine azo-4-hydroxycoumarin dyes (Azo_3-1) and its cobalt, nickel, lanthanum chelate(Ni-Azo,Co-Azo,La-Azo) and 3-pyrimidine azo-4- hydroxycoumarin dyes (Azo_4-1) were synthesized using 2- aminothiazole, 2-aminobenzothiazole, 4-aminoantipyrine and 2-aminopyrimidine as a diazo component, using 4-hydroxycoumarin as the coupling components. 4 kind of azo dyes and 9 kind of their metal chelates were obtained .The compounds purity were determinated by high performance liquid chromatography (HPLC); The composition and structures of the compounds are characterized by 1H-NMR and infrared spectroscopy (FT-IR); The maximum absorption wavelength of compounds were determined by the UV-vis absorption spectra; The thermal properties of the azo dyes and their metal chelates were investigated by thermogravimetry (TG) and differential scanning calorimetry (DSC).The results showed that: The effect of different metal ions on different structure of azo dyes are different, The introduction of Co²⁺, Ni²⁺ caused the maximum absorption wavelength of azo dyes to the red shift; But the introduction of La³⁺ caused the maximum absorption wavelength of azo dyes to the red shift little, not to move or the purple shift, namely the coordination of La³⁺ and azo dyes were advantageous to reduce absorption wavelength. Namely the lanthanum chelates absorption wavelength are smaller than the cobalt chelates and nickel chelates. The maximum absorption wavelength of Azo_1-1, La-Azo_1-1, Azo_2-1, La-Azo_2-1, Co-Azo_3-1, Ni-Azo_3-1 were between 415nm and 434nm; and the maximum absorption wavelength of Co-Azo_1-1, Ni-Azo_1-1, Co-Azo_2-1, Ni-Azo_2-1, Azo_3-1, La-Azo_3-1 were slightly long, between 450nm and 464nm. The compounds synthesized all had a more appropriate weight loss process. The thermal decomposition temperature of all compounds were more than 300℃, with high thermal stability, except Azo_4-1 whose thermal decomposition temperature (237.6℃) was lower. It was found that Azo_1-1, La-Azo_1-1, Azo_2-1, La-Azo_2-1, Co-Azo_3-1, Ni-Azo_3-1 had potential application for Blu-ray storage medium due to their reasonable absorption spectra in blue-violet light region and high thermal stability. While the Co-Azo_2-1, Ni-Azo1-1, Co-Azo_2-1, Ni-Azo_2-1, Azo_3-1, La-Azo_3-1 were expected as the blue-green storage medium.