Synthesis and evaluation of novel polyimides derived from spirobichroman diether anhydride

✍ Scribed by Sheng-Huei Hsiao; Ching-Yen Yang

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 195 KB
• Volume: 35
• Category: Article
• ISSN: 0887-624X
• DOI: 10.1002/(sici)1099-0518(19970930)35:13<2801::aid-pola26>3.0.co;2-e

✦ Synopsis

A spirobichroman structure-containing diether anhydride (SBCDA), 6,6bis(3,4-dicarboxyphenoxy)-4,4,4,4,7,7-hexamethyl-2,2-spirobichroman dianhydride, was prepared by the nucleophilic nitrodisplacement of 4-nitrophthalonitrile with the phenolate ion of 6,6-dihydroxy-4,4,4 ,4,7,7-hexamethyl-2,2 -spirobichroman, followed by alkaline hydrolysis of the intermediate tetranitrile and dehydration of the resulting tetraacid. A series of high molecular weight poly(ether imide)s with inherent viscosities between 0.45 and 1.28 dL/g were synthesized from SBCDA and various aromatic diamines via a conventional two-stage procedure that included ring-opening polyaddition in N,N-dimethylacetamide (DMAc) to give poly(amic acid)s, followed by thermal cyclization to poly(ether imide)s. The intermediate poly(amic acid)s had inherent viscosities of 0.70-1.50 dL/g. Except for the poly(ether imide) obtained from p-phenylenediamine, the other poly(ether imide)s were soluble in various organic solvents and could be solution-cast into transparent, flexible, and tough films. These poly(ether imide)s had glass transition temperatures in the range 175-262ЊC and showed no significant decomposition below 420ЊC, with 10% weight loss being recorded above 446ЊC in nitrogen or air.