Thermally stable imide oligomers from acridine yellow

Abstract

The synthesis and characterization of three new imide oligomers from acridine yellow, using pyromellitic dianhydride (PMDA), 3,3′,4,4′-benzophenone tetracarboxylic acid dianhydride (BTDA) and 2,2′-bis(3,4-dicarboxyphenyl) hexafluoropropane dianhydride (6FDA), is reported in this paper. Due to the poor reactivity of acridine yellow, a two-step synthesis technique at lower temperature produced little or no product. The one-step, elevated temperature, solution imidization technique was deemed to be more efficient and was used to synthesize polyimides. Optimized reaction conditions were determined for all these polymers. Intrinsic viscosity values of poly(acridine yellow- co-PMDA) (AYPMDA), AYBTDA and AY6FDA polyimides were 0.11 in N-methyl-2-pyrrolidinone (NMP) and 0.10 and 0.13 dimethylformamide (DMF), respectively. The newly synthesized imide oligomers were thermally stable up to 400°C in a nitrogen atmosphere. AYBTDA and AY6FDA polyimides were soluble in DMF and dimethyl sulfoxide. AYPMDA polyimide was soluble in NMP.