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Biobased Polyimides from 4-Aminocinnamic Acid Photodimer

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† School of Materials Science, Japan Advanced Institute of Science and Technology (JAIST), 1-1 Asahidai, Nomi, Ishikawa 923-1292, Japan
⊥ Graduate School of Life and Environmental Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8572, Japan
§ Program of Petrochemistry and Polymer Science, Faculty of Science, Chulalongkorn University, Patumwan, Bangkok, 10330 Thailand
*(T.K.) E-mail: [email protected]. Telephone: +81-761-51-1633. Fax: +81-761-51-1635.
Cite this: Macromolecules 2014, 47, 5, 1586–1593
Publication Date (Web):February 18, 2014
https://doi.org/10.1021/ma402499m
Copyright © 2014 American Chemical Society
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The development of high-performance biobased polymers such as polyimides (PIs) is indispensable to establish a sustainable green society, but it is very difficult due to the incompatibility of their monomeric aromatic diamines with microorganisms. Here, we developed biobased PIs from bioavailable aromatic diamines, which were photodimers of 4-aminocinnamic acid (4ACA) derived from genetically manipulated Escherichia coli. These biobased PI films showed ultrahigh thermal resistance with T10 values over 425 °C and no Tg values under 350 °C, which is the highest value of all biobased plastics reported thus far. The PI films also showed high tensile strength, high Young’s moduli, good cell compatibility, excellent transparency, and high refractive indices.

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Details of characterization including 1H NMR, 13C NMR, 1H–13C HSQC, 1H–13C HSQC, FT-IR and XRD, thermal analysis, TGA and DSC, and contact angles and surface energy. This material is available free of charge via the Internet at http://pubs.acs.org.

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