New thermally stable water soluble azo dye and azo-Schiff base polymer dyes were synthesized via conden- sation reaction of 4-methyl pyridine and poly-(4,4’-diamino)biphenyl-2,2’-disulfonic acid with substituted azo-coupled 2-hydroxy-5-((4-nitrophenyl)diazenyl) benzaldehyde. For the structural analyses of synthesized substances FT-IR and NMR analysis, florescence and UV-Vis measurements for optical properties and the thermal behavior (TG-DTA) of the prepared dyes have been determined using thermogravimetric technique. Azomethine dyes (AZOBMS and AZOBMSP) have relatively higher thermal durability in comparison to azo dye (AZOBM). The solvatochromic studies of the prepared dyes in DMSO, DMF, CH3CN and THF. In addition, spect- rophotometric and spectrofluorometric studies showed that these dyes were good absorbent and fluorescent. The effect of various organic solvents with different polarities on the UV-Vis spectra and fluorescence analyses of the dyes has been also studied.