Journal of Polymer Science Part A: Polymer Chemistry, Vol.33, No.9, 1487-1493, 1995
Synthesis and Properties of Polyimides Derived from 1,6-bis(4-Aminophenoxy)Naphthalene and Aromatic Tetracarboxylic Dianhydrides
1,6-Bis(4-aminophenoxy) naphthalene (I) was used as a monomer with various aromatic tetracarboxylic dianhydrides to synthesize polyimides via a conventional two-stage procedure that included ring-opening polyaddition in a polar solvent such as N,N-dimethylacetamide (DMAc) to give poly(amic acid)s, followed by thermal cyclodehydration to polyimides. The diamine (I) was prepared through the nucleophilic displacement of 1,6-dihydroxynaphthalene with p-chloronitrobenzene in the presence of K2CO3, followed by catalytic reduction. Depending on the dianhydrides used, the poly(amic acid)s obtained had inherent viscosities of 0.73-2.31 dL/g. All the poly(amic acid)s could be solution cast and thermally converted into transparent, flexible, and tough polyimide films. The polyimide films had a tensile modulus range of 1.53-1.84 GPa, a tensile strength range of 95-126 MPa, and an elongation range at break of 9-16%. The polyimide derived from 4,4’-sulfonyldiphthalic anhydride (SDPA) had a better solubility than the other polyimides. These polyimides had glass transition temperatures between 248-286 degrees C (DSC). Thermogravimetric analyses established that these polymers were fairly stable up to 500 degrees C, and the 10% weight loss temperatures were recorded in the range of 549-595 degrees C in nitrogen and 539-590 degrees C in air atmosphere.