Abstract:

A novel synthesis route and technique of 5-amino-2,4-dinitrophenol（ADNP）as key intermediate for poly（p-phenylene-2-benzoimidazol-6-oxazole）（PBIO）were studied systematically. ADNP was economically prepared by a two-step reaction from 4,6-dinitro-1,3-dichlorobenzene（DCDNB）with 73.6% total yield and 98.5% purity. In the first  step，5-chloro-2,4-dinitrophenol（CDNP）was obtained with high yield by the selective hydrolysis of DCDNB at 100 ℃ with aqueous NaOH. In the second step，CDNP was ammonolyzed under pressure at 150 ℃ using dioxane as solvent yielding the target product. The prepared ADNP was identified by FTIR，¹H NMR，¹³C NMR and MS. This process for ADNP synthesis has advantages of simple operation procedure，lower organic pollution，excellent product quality，good economy and easy industrialization etc.，which provides convenience for further development of PBIO high-preformance materials.