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ARTICLE
Preparation of Optically Active Polyimides Based on 2,2´-diamino-1,1´-binaphthalene
PETR SYSEL1, ROMAN HOLAKOVSKÝ2, ŠTĚPÁN HOVORKA3, JAROSLAV Ž ÁDNÝ4, PAVEL IZÁK4
1
Department of Polymers
2
Department of Organic Chemistry
3
Deparment of Physical
Chemistry, University of Chemistry and Technology, Technická 5, 166 28 Prague 6, Czech
Republic
4 Institute of Chemical Process Fundamentals of the AS CR, Rozvojová 2, 165 02
Prague 6, Czech Republic.
* Corresponding Author: e-mail:
Journal of Polymer Materials 2022, 39(3-4), 325-335. https://doi.org/10.32381/JPM.2022.39.3-4.10
Abstract
Linear polyimides based on both of the 2,2´-diamino-1,1´-binaphthalene enantiomers and their
racemic mixture were synthesized and characterized. A two-step synthetic route, consisting of
the preparation of the polyimide precursor followed by its thermal imidization at temperatures
not exceeding 200°C, was employed. The products were analyzed by FTIR and
1
H NMR
spectroscopy. All of the tested materials were nearly fully imidized after 25 h. The final polyimides
possess high glass transition temperatures, are thermo-oxidatively stable and are soluble in
common organic solvents as 1-methyl-2-pyrrolidone, tetrahydrofuran and chloroform; additionally,
those prepared from the enantiomers show optical activity. The values of specific optical rotations
for the polymers were higher than those for the corresponding monomers. However, the directions
of their optical rotations were identical. Due to their rather low molar masses, the final polyimides
form brittle self-standing films. Thin layers of these products on porous polyimide substrates
were made under forming composite membranes.
Keywords
Cite This Article
APA Style
SYSEL, P., HOLAKOVSKÝ, R., HOVORKA, ., ÁDNÝ, J.., IZÁK, P. (2022). Preparation of optically active polyimides based on 2,2´-diamino-1,1´-binaphthalene. Journal of Polymer Materials, 39(3-4), 325-335. https://doi.org/10.32381/JPM.2022.39.3-4.10
Vancouver Style
SYSEL P, HOLAKOVSKÝ R, HOVORKA , ÁDNÝ J, IZÁK P. Preparation of optically active polyimides based on 2,2´-diamino-1,1´-binaphthalene. J Polym Materials . 2022;39(3-4):325-335 https://doi.org/10.32381/JPM.2022.39.3-4.10
IEEE Style
P. SYSEL, R. HOLAKOVSKÝ, . HOVORKA, J.. ÁDNÝ, and P. IZÁK "Preparation of Optically Active Polyimides Based on 2,2´-diamino-1,1´-binaphthalene," J. Polym. Materials , vol. 39, no. 3-4, pp. 325-335. 2022. https://doi.org/10.32381/JPM.2022.39.3-4.10