Abstract
Two bis(ether anhydride) monomers, 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]propane dianhydride (4) and 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]hexafluoropropane dianhydride (4-F), were synthesized from readily available compounds in three steps in high yields. Two series of poly(ether imide)s 7a-g and 7a-g-F based on dianhydrides 4 and 4-F, respectively, were synthesized by a conventional two-step procedure that included a ring-opening polyaddition to give poly(amic acid)s, followed by cyclodehydration to polyimides. The intermediate poly(ether amic acid)s and the poly(ether imide)s had inherent viscosities in the range of 0.29–1.09 dL g−1 and 0.21–0.98 dL g−1, respectively. Except for the poly(ether imide)s derived from benzidine, the others afforded flexible and tough films. Most of the obtained poly(ether imide)s are organic-soluble. The glass transition temperatures (Tg) of these polymers ranged from 204 to 259°C. Degradation temperatures for 10% weight loss all occurred above 505°C in nitrogen and above 501°C in air. Fluorine-containing poly(ether imide)s showed higher solubility, Tgs and degradation temperatures in nitrogen, as compared to their respective nonfluorine-containing counterparts.
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D. Wilson, H. D. Stenzenberger, and P. M. Hergenrother, Ed., “Polyimides,” Chapman and Hall, New York, N.Y., 1990.
M. K. Ghosh and K. L. Mittal, Ed., “Polyimides: Fundamentals and Applications,” Marcel Dekker, New York, N.Y., 1996.
S. Matsuo and K. Mitsuhashi, J. Polym. Sci., Part A: Polym. Chem., 32, 1969 (1994).
G. C. Eastmond and J. Paprotny, Macromolecules, 28, 2140 (1995).
G. C. Eastmond, J. Paprotny, and R. S. Irwin, Macromolecules, 29, 1382 (1996).
S. Tamai, A. Yamaguchi, and M. Ohta, Polymer, 37, 3683 (1996).
N. Avella, G. Maglio, R. Palumbo, and M. C. Vignola, Polymer, 37, 4615 (1996).
S.-H. Hsiao, C.-P. Yang, and K.-Y. Chu, Macromolecules, 30, 165 (1997).
R. J. Jones and M. K. O’Rell (TRW Inc.), U. S. Patent 4,196,277 (1980).
[Chem. Abstr., 93, 221295x (1980)].
Y. S. Negi, Y. Suzuki, I. Kawamura, Y. Takahashi, M. Iijima, M. Kakimoto, and Y. Imai, J. Polym. Sci., Part A: Polym. Chem., 30, 2281 (1992).
M. Bruma, B. Schulz, and F. W. Mercer, Polymer, 35, 4209 (1994).
M. Bruma, F. W. Mercer, J. Fitch, and P. Cassidy, J. Appl. Polym. Sci., 56, 527 (1995).
M. Bruma, I. Sava, F. W. Mercer, I. Negulescu, W. Daly, J. Fitch, and P. Cassidy, High Perform. Polym., 7, 411 (1995).
D. M. Stoakley, A. K. St. Clair, and C. I. Croall, J. Appl. Polym. Sci., 51, 1479 (1994).
G. S. Matvelashvili, A. L. Rusanov, V. M. Vlasov, G. V. Kazakova, and O. Yu. Rogozhnikova, Vysokomol. Soedin., Ser. A, Ser. B, 37, 1941 (1995).
S.-H. Hsiao, C.-P. Yang, and C.-K. Lin, J. Polym. Res., 2, 1 (1995).
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Hsiao, SH., Yu, CH. Aromatic Poly(ether imide)s Bearing Isopropylidene or Hexafluoroisopropylidene Links in the Main Chain. Polym J 29, 944–948 (1997). https://doi.org/10.1295/polymj.29.944
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DOI: https://doi.org/10.1295/polymj.29.944
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