Synthesis of Highly Gas-Permeable Polyimides of Intrinsic Microporosity Derived from 1,3,6,8-Tetramethyl-2,7-diaminotriptycene

Abstract
A simple synthetic route to a novel sterically hindered triptycene-based diamine, 1,3,6,8-tetramethyl-2,7-diaminotriptycene (TMDAT), and its use in the preparation of high molecular weight polyimides of intrinsic microporosity (PIM-PIs) are reported. The organosoluble TMDAT-derived polyimides displayed high Brunauer–Emmett–Teller surface areas ranging between 610 and 850 m2 g–1 and demonstrated excellent thermal stability of up to 510 °C. Introduction of the rigid three-dimensional paddlewheel triptycene framework and the tetramethyl-induced restriction of the imide bond rotation resulted in highly permeable polyimides with moderate gas-pair selectivity. The best performing polyimide made from TMDAT and a triptycene-based dianhydride showed gas transport properties located between the 2008 and 2015 polymer permeability/selectivity trade-off curves with H2 and O2 permeabilities of 2858 and 575 barrer combined with H2/N2 and O2/N2 selectivities of 24 and 4.8, respectively, after 200 days of physical aging.

Citation
Ghanem BS, Alghunaimi F, Wang Y, Genduso G, Pinnau I (2018) Synthesis of Highly Gas-Permeable Polyimides of Intrinsic Microporosity Derived from 1,3,6,8-Tetramethyl-2,7-diaminotriptycene. ACS Omega 3: 11874–11882. Available: http://dx.doi.org/10.1021/acsomega.8b01975.

Acknowledgements
This work was supported by funding from King Abdullah University of Science and Technology (KAUST).

Publisher
American Chemical Society (ACS)

Journal
ACS Omega

DOI
10.1021/acsomega.8b01975

Additional Links
https://pubs.acs.org/doi/full/10.1021/acsomega.8b01975

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