COF-300 synthesis and colloidal stabilization with substituted benzoic acids

Ji, Woojung; Kim, Dean M.; Posson, Brendan M.; Carlson, Kyla J.; Chew, Alison C.; Chew, Alyssa J.; Hossain, Meherin; Mojica, Alexis F.; Ottoes, Sachi M.; Tran, Donna V.; Greenberg, Matthew W.; Hamachi, Leslie S.

doi:10.1039/d3ra02202a

Title: COF-300 synthesis and colloidal stabilization with substituted benzoic acids

Journal Article · 12 May 2023 · RSC Advances

DOI: https://doi.org/10.1039/d3ra02202a · OSTI ID:1973533

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^[2]; Posson, Brendan M. ^[2];

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^[2]; Chew, Alyssa J. ^[2]; Hossain, Meherin ^[3]; Mojica, Alexis F. ^[2];

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Univ. of Michigan, Ann Arbor, MI (United States)
California Polytechnic State Univ. (CalPoly), San Luis Obispo, CA (United States)
Bard College, Annandale-on-Hudson, NY (United States)

Colloidal covalent organic framework (COF) synthesis enables morphological control of crystallite size and shape. Despite numerous examples of 2D COF colloids with various linkage chemistries, 3D imine-linked COF colloids are more challenging synthetic targets. Here we report a rapid (15 min–5 day) synthesis of hydrated COF-300 colloids ranging in length (251 nm–4.6 μm) with high crystallinity and moderate surface areas (150 m² g^-1). These materials are characterized by pair distribution function analysis, which is consistent with the known average structure for this material alongside different degrees of atomic disorder at different length scales. Additionally, we investigate a series of para-substituted benzoic acid catalysts, finding that 4-cyano and 4-fluoro substituted benzoic acids produce the largest COF-300 crystallites with lengths of 1–2 μm. In situ dynamic light scattering experiments are used to assess time to nucleation in conjunction with ¹H NMR model compound studies to probe the impact of catalyst acidity on the imine condensation equilibrium. We observe cationically stabilized colloids with a zeta potential of up to +14.35 mV in benzonitrile as a result of the carboxylic acid catalyst protonating surface amine groups. We leverage these surface chemistry insights to synthesize small COF-300 colloids using sterically hindered diortho-substituted carboxylic acid catalysts. This fundamental study of COF-300 colloid synthesis and surface chemistry will provide new insights into the role of acid catalysts both as imine condensation catalysts and as colloid stabilizing agents.

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Research Organization:: Brookhaven National Laboratory (BNL), Upton, NY (United States). National Synchrotron Light Source II (NSLS-II)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Scientific User Facilities (SUF); National Science Foundation (NSF); USDOE

Grant/Contract Number:: SC0012704; NSF ECCS-2025633; NSF DMR-1720139; NSF DMR 1720256

OSTI ID:: 1973533

Alternate ID(s):: OSTI ID: 2425456

Journal Information:: RSC Advances, Vol. 13, Issue 21; ISSN 2046-2069

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

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Title: COF-300 synthesis and colloidal stabilization with substituted benzoic acids

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