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

Bader Ghanem, Fahd Alghunaimi, Yingge Wang, Giuseppe Genduso, Ingo Pinnau

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

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.
Original languageEnglish (US)
Pages (from-to)11874-11882
Number of pages9
JournalACS Omega
Volume3
Issue number9
DOIs
StatePublished - Sep 25 2018

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