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

Bader S. Ghanem | Zendy; Fahd Alghunaimi | Zendy; Yingge Wang | Zendy; Giuseppe Genduso | Zendy; Ingo Pinnau | Zendy

Open Access

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

Author(s) -

Bader S. Ghanem,

Fahd Alghunaimi,

Yingge Wang,

Giuseppe Genduso,

Ingo Pinnau

Publication year - 2018

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.8b01975

Subject(s) - triptycene , barrer , polyimide , selectivity , diamine , imide , thermal stability , materials science , polymer chemistry , polymer , pyromellitic dianhydride , steric effects , chemical engineering , gas separation , membrane , chemistry , organic chemistry , catalysis , nanotechnology , composite material , engineering , biochemistry , layer (electronics)

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 m 2 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 H 2 and O 2 permeabilities of 2858 and 575 barrer combined with H 2 /N 2 and O 2 /N 2 selectivities of 24 and 4.8, respectively, after 200 days of physical aging.

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