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Polymers 2017, 9(11), 569; https://doi.org/10.3390/polym9110569

Bio-Based Poly(Ether Imide)s from Isohexide-Derived Isomeric Dianhydrides

1
Laboratory of Polymer Composites Engineering, Changchun Institute of Applied Chemistry, Chinese Academy of Science, Changchun 130022, China
2
State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Science, Changchun 130022, China
*
Author to whom correspondence should be addressed.
Received: 22 September 2017 / Revised: 27 October 2017 / Accepted: 27 October 2017 / Published: 3 November 2017
(This article belongs to the Special Issue High Performance Polymers)
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Abstract

In this work, four isohexide-derived isomeric dianhydrides were synthesized through a four-step procedure using isohexide and chloro-N-phenylphthalimides as the starting materials. The one-step solution polymerization of these dianhydrides with petroleum- or bio-based diamines enabled the synthesis of poly(ether imide)s (PEIs), which had viscosities of 0.41 to 2.40 dL∙g−1. The isohexide-derived PEIs were characterized based upon their solubility and their thermal, mechanical, and optical properties. The results showed that most of the isohexide-derived PEIs possessed comparable glass transition temperatures (Tg), tensile strengths, and moduli to petroleum-based PEIs. However, the thermo-oxidative stability of the PEIs was found to be lower than that of the common petroleum-based PEIs. Moreover, the PEIs displayed good optical activity, which originated from their unique chiral isohexide moieties. The isomeric effects of dianhydride monomers on the properties of the resulting PEIs were comparatively studied. The results suggested that the corresponding 4,4′-linked PEIs possessed lower Tg, higher mechanical properties, and higher specific rotations compared to 3,3′-linked polymers. Meanwhile, the polyimides with isomannide residue displayed higher Tg and more specific rotations than the corresponding polymers with isosorbide residue. These results contributed to more restricted rotations of phthalimide segments in 3,3′-linked or isomannide containing polyimides. View Full-Text
Keywords: isohexides; isomeric dianhydrides; poly(ether imide)s isohexides; isomeric dianhydrides; poly(ether imide)s
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).
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Ji, X.; Wang, Z.; Wang, Z.; Yan, J. Bio-Based Poly(Ether Imide)s from Isohexide-Derived Isomeric Dianhydrides. Polymers 2017, 9, 569.

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