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Ammonia Capture in Porous Organic Polymers Densely Functionalized with Brønsted Acid Groups

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    Ammonia Capture in Porous Organic Polymers Densely Functionalized with Brønsted Acid Groups
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    † Department of Chemistry, University of California, Berkeley, California 94720, United States
    ‡ Material Science Division, Lawrence Berkeley National Laboratory, Berkeley, California, 94720, United States
    § State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, Jilin University, Changchun, China 130012
    [email protected]
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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2014, 136, 6, 2432–2440
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    https://doi.org/10.1021/ja4105478
    Published January 23, 2014
    Copyright © 2014 American Chemical Society
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    Abstract

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    The elimination of specific environmental and industrial contaminants, which are hazardous at only part per million to part per billion concentrations, poses a significant technological challenge. Adsorptive materials designed for such processes must be engendered with an exceptionally high enthalpy of adsorption for the analyte of interest. Rather than relying on a single strong interaction, the use of multiple chemical interactions is an emerging strategy for achieving this requisite physical parameter. Herein, we describe an efficient, catalytic synthesis of diamondoid porous organic polymers densely functionalized with carboxylic acids. Physical parameters such as pore size distribution, application of these materials to low-pressure ammonia adsorption, and comparison with analogous materials featuring functional groups of varying acidity are presented. In particular, BPP-5, which features a multiply interpenetrated structure dominated by <6 Å pores, is shown to exhibit an uptake of 17.7 mmol/g at 1 bar, the highest capacity yet demonstrated for a readily recyclable material. A complementary framework, BPP-7, features slightly larger pore sizes, and the resulting improvement in uptake kinetics allows for efficient adsorption at low pressure (3.15 mmol/g at 480 ppm). Overall, the data strongly suggest that the spatial arrangement of acidic sites allows for cooperative behavior, which leads to enhanced NH3 adsorption.

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    Full experimental procedures, thermal gravimetric analysis, infrared, 1H, 13C, and 11B NMR data, powder X-ray diffraction, EDX spectra, and elemental analyses are provided. This material is available free of charge via the Internet at http://pubs.acs.org.

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    Cite this: J. Am. Chem. Soc. 2014, 136, 6, 2432–2440
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