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Synthesis and properties of optically active aromatic polyimides derived from optically pure 1,1′-bi-2-naphthol

✍ Scribed by Qiding Mi; Lianxun Gao; Leiming Li; Yu Ma; Xing Zhang; Mengxian Ding


Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
262 KB
Volume
35
Category
Article
ISSN
0887-624X

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✦ Synopsis


A series of new optically active aromatic polyimides containing axially dissymmetric 1,1 -binaphthalene-2,2-diyl units were prepared from optically pure ( R)-(/)-or (S)-(0)-2,2-bis(3,4-dicarboxyphenoxy)-1,1 -binaphthalene dianhydrides and various aromatic diamines via a conventional two-step procedure that included ringopening polycondensation and chemical cyclodehydration. The optically pure isomer of dianhydride was prepared by a nucleophilic substitution of optically pure ( R)-(/)or (S)-(0)-1,1-bi-2-naphthol with 4-nitrophthalonitrile in aprotic polar solvent and subsequent hydrolysis of the resultant tetranitrile derivatives, followed by the dehydration of the corresponding tetracarboxylic acids to obtain the dianhydrides. These polymers were readily soluble in common organic solvents such as N,N-dimethylacetamide, N-methyl-2-pyrrolidone, and m-cresol, etc., and have glass transition temperatures of 251-296ЊC, and 5% weight loss occurs not lower than 480ЊC. The specific rotations of the optically active polyimides ranged from /196Њ to /263Њ, and the optical stability and chiroptical properties of them were also studied.


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