Synthesis Of Tris(2,4,6-tribromophenoxy)-1,3,5-triazine And Investigation Of Industrial Amplification

In this dissertation, tris(2,4,6-tribromophenoxy)-1,3,5-triazine is synthesized using2,4,6-tribromophenol and cyanuric chloride with solvent method. Two solvent systems are used-ethyl acetate and acetone. The effects of reaction temperature, reaction time, molar ratios and amount of solvent on product yield and melting point are investigated. The products are characterized by FT-IR and NMR.Taking one step with ethyl acetate solvent system, acid-capturer is added to promote the reaction between2,4,6-tribromophenol and cyanuric chloride, producing tris(2,4,6-tribromophenoxy)-1,3,5-triazine. The optimized synthesis conditions are:the amount of solvent is2.2times of the weight of2,4,6-tribromophenol, molar ratio of2,4,6-tribromophenol and cyanuric chloride is3.1:1, the amount of Na2SO3is6%of the weight of2,4,6-tribromophenol, the amount of NaOH is3.4times of the molar of cyanuric chloride, reaction temperature is70-77℃and reaction time is2.5h. The product yield is94%and the melting point is230℃. The solvent recycle rate used in amplification experiment is83%.Taking two step with acetone solvent system, the optimized synthesis conditions are:the best alkali to prepare2,4,6-tribromophenoate is NaOH and the amount is1.01times of the molar of2,4,6-tribromophenol, the concentration of sodium2,4,6-tribromophenol solution is35%-40%mass fraction, molar ratio of2,4,6-tribromophenol and cyanuric chloride is3.03:1, the temperature when cyanuric chloride added is0℃, reaction temperature is the temperature for acetone backflow which is56℃and reaction time is4h. The product yield is97%and the melting point is230℃. In amplification experiment, product yield is95%and the melting point is230℃. The solvent recycle rate used in amplification experiment is70%.The product is determined as tris(2,4,6-tribromophenoxy)-1,3,5-triazine by FT-IR、1H-NMR and13C-NMR.