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Synthesis and Gas-Permeation Characterization of a Novel High-Surface Area Polyamide Derived from 1,3,6,8-Tetramethyl-2,7-diaminotriptycene: Towards Polyamides of Intrinsic Microporosity (PIM-PAs)

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Functional Polymer Membranes Group, Advanced Membranes and Porous Materials Center, Division of Physical Sciences and Engineering, King Abdullah University of Science and Technology, Thuwal 23955-6900, Saudi Arabia
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Advanced Membranes, and Porous Materials Center, Division of Physical Sciences and Engineering, King Abdullah University of Science and Technology, Thuwal 23955-6900, Saudi Arabia
*
Author to whom correspondence should be addressed.
Polymers 2019, 11(2), 361; https://doi.org/10.3390/polym11020361
Received: 18 January 2019 / Revised: 3 February 2019 / Accepted: 5 February 2019 / Published: 19 February 2019
A triptycene-based diamine, 1,3,6,8-tetramethyl-2,7-diamino-triptycene (TMDAT), was used for the synthesis of a novel solution-processable polyamide obtained via polycondensation reaction with 4,4′-(hexafluoroisopropylidene)bis(benzoic acid) (6FBBA). Molecular simulations confirmed that the tetrasubstitution with ortho-methyl groups in the triptycene building block reduced rotations around the C–N bond of the amide group leading to enhanced fractional free volume. Based on N2 sorption at 77 K, 6FBBA-TMDAT revealed microporosity with a Brunauer–Emmett–Teller (BET) surface area of 396 m2 g−1; to date, this is the highest value reported for a linear polyamide. The aged 6FBBA-TMDAT sample showed moderate pure-gas permeabilities (e.g., 198 barrer for H2, ~109 for CO2, and ~25 for O2) and permselectivities (e.g., αH2/CH4 of ~50) that position this polyamide close to the 2008 H2/CH4 and H2/N2 upper bounds. CO2–CH4 mixed-gas permeability experiments at 35 °C demonstrated poor plasticization resistance; mixed-gas permselectivity negatively deviated from the pure-gas values likely, due to the enhancement of CH4 diffusion induced by mixing effects. View Full-Text
Keywords: triptycene diamine; glassy polymers; polyamides; PIM-polyamides; gas separation; mixed-gas permeation; gas sorption; intrinsic microporosity triptycene diamine; glassy polymers; polyamides; PIM-polyamides; gas separation; mixed-gas permeation; gas sorption; intrinsic microporosity
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MDPI and ACS Style

Genduso, G.; Ghanem, B.S.; Wang, Y.; Pinnau, I. Synthesis and Gas-Permeation Characterization of a Novel High-Surface Area Polyamide Derived from 1,3,6,8-Tetramethyl-2,7-diaminotriptycene: Towards Polyamides of Intrinsic Microporosity (PIM-PAs). Polymers 2019, 11, 361. https://doi.org/10.3390/polym11020361

AMA Style

Genduso G, Ghanem BS, Wang Y, Pinnau I. Synthesis and Gas-Permeation Characterization of a Novel High-Surface Area Polyamide Derived from 1,3,6,8-Tetramethyl-2,7-diaminotriptycene: Towards Polyamides of Intrinsic Microporosity (PIM-PAs). Polymers. 2019; 11(2):361. https://doi.org/10.3390/polym11020361

Chicago/Turabian Style

Genduso, Giuseppe; Ghanem, Bader S.; Wang, Yingge; Pinnau, Ingo. 2019. "Synthesis and Gas-Permeation Characterization of a Novel High-Surface Area Polyamide Derived from 1,3,6,8-Tetramethyl-2,7-diaminotriptycene: Towards Polyamides of Intrinsic Microporosity (PIM-PAs)" Polymers 11, no. 2: 361. https://doi.org/10.3390/polym11020361

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