A three-step method was used to prepare a novel sulfone ether ester diamine. In the first step, reaction of 1,5-dihydroxy naphthalene with 4- nitrobenzoyl chloride afforded 5-hydroxy-1-naphthyl-4-nitrobenzoate (HNNB). By reduction of nitro group, an amino compound named 5-hydroxyl-1-naphthyl- 4-aminobenzoate (HNAB) was obtained. Reaction of HNAB (two moles) with bis (4-chlorophenyl) sulfone resulted in preparation of a novel sulfone ether ester diamine (SEED). Polycondensation reactions of the diamine with aromatic and aliphatic diacid chlorides led to preparation of new poly(sulfone ether ester amide)s. Conventional methods were used to characterize the structure of the monomer and polymers. Physical properties of the polymers were also studied. The polyamides were thermally stable and they showed improved solubility in dipolar aprotic solvents.

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A facile synthesis of two novel diisocyanates containing methylene groups and preformed imide structure is described. Furthermore, six thermally stable and soluble polyimides were synthesized by polycondensation of these two diisocyanates with pyromellitic dianhydride (PMDA), 3,3′,4,4′‐benzophenonetetracarboxylic dianhydride (BTDA) and hexafluoroisopropylidene‐2,2‐bis‐(phthalic anhydride) (6FDA) in N,N‐dimethyl acetamide. All monomers and polymers were characterized by conventional methods and their physical properties such as solution viscosity, solubility properties, thermal stability and thermal behaviour were studied. © 1999 Society of Chemical Industry

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