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Catechin or quercetin guests in an intrinsically microporous polyamine (PIM-EA-TB) host: accumulation, reactivity, and release

Lina Wang, Richard Malpass-Evans, Mariolino Carta Orcid Logo, Neil B. McKeown, Shaun B. Reeksting, Frank Marken

RSC Advances, Volume: 11, Issue: 44, Pages: 27432 - 27442

Swansea University Author: Mariolino Carta Orcid Logo

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DOI (Published version): 10.1039/d1ra04543a

Abstract

Microporous polymer materials based on molecularly "stiff"structures provide intrinsic microporosity, typical micropore sizes of 0.5 nm to 1.5 nm, and the ability to bind guest species. The polyamine PIM-EA-TB contains abundant tertiary amine sites to interact via hydrogen bonding to guest...

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Published in: RSC Advances
ISSN: 2046-2069
Published: Royal Society of Chemistry (RSC) 2021
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URI: https://cronfa.swan.ac.uk/Record/cronfa57936
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spelling 2021-10-18T13:21:28.4468534 v2 57936 2021-09-17 Catechin or quercetin guests in an intrinsically microporous polyamine (PIM-EA-TB) host: accumulation, reactivity, and release 56aebf2bba457f395149bbecbfa6d3eb 0000-0003-0718-6971 Mariolino Carta Mariolino Carta true false 2021-09-17 CHEM Microporous polymer materials based on molecularly "stiff"structures provide intrinsic microporosity, typical micropore sizes of 0.5 nm to 1.5 nm, and the ability to bind guest species. The polyamine PIM-EA-TB contains abundant tertiary amine sites to interact via hydrogen bonding to guest species in micropores. Here, quercetin and catechin are demonstrated to bind and accumulate into PIM-EA-TB. Voltammetric data suggest apparent Langmuirian binding constants for catechin of 550 (±50) × 103 M-1 in acidic solution at pH 2 (PIM-EA-TB is protonated) and 130 (±13) × 103 M-1 in neutral solution at pH 6 (PIM-EA-TB is not protonated). The binding capacity is typically 1 : 1 (guest : host polymer repeat unit), but higher loadings are readily achieved by host/guest co-deposition from tetrahydrofuran solution. In the rigid polymer environment, bound ortho-quinol guest species exhibit 2-electron 2-proton redox transformation to the corresponding quinones, but only in a thin mono-layer film close to the electrode surface. Release of guest molecules occurs depending on the level of loading and on the type of guest either spontaneously or with electrochemical stimuli. Journal Article RSC Advances 11 44 27432 27442 Royal Society of Chemistry (RSC) 2046-2069 12 8 2021 2021-08-12 10.1039/d1ra04543a COLLEGE NANME Chemistry COLLEGE CODE CHEM Swansea University 2021-10-18T13:21:28.4468534 2021-09-17T10:07:33.6414821 Faculty of Science and Engineering School of Engineering and Applied Sciences - Chemistry Lina Wang 1 Richard Malpass-Evans 2 Mariolino Carta 0000-0003-0718-6971 3 Neil B. McKeown 4 Shaun B. Reeksting 5 Frank Marken 6 57936__20901__23eb6df552784be387299412c771e8ef.pdf 57936.pdf 2021-09-17T10:14:02.7955699 Output 2164242 application/pdf Version of Record true © 2021 The Author(s). This article is licensed under a Creative Commons Attribution 3.0 Unported Licence true eng http://creativecommons.org/licenses/by/3.0/
title Catechin or quercetin guests in an intrinsically microporous polyamine (PIM-EA-TB) host: accumulation, reactivity, and release
spellingShingle Catechin or quercetin guests in an intrinsically microporous polyamine (PIM-EA-TB) host: accumulation, reactivity, and release
Mariolino Carta
title_short Catechin or quercetin guests in an intrinsically microporous polyamine (PIM-EA-TB) host: accumulation, reactivity, and release
title_full Catechin or quercetin guests in an intrinsically microporous polyamine (PIM-EA-TB) host: accumulation, reactivity, and release
title_fullStr Catechin or quercetin guests in an intrinsically microporous polyamine (PIM-EA-TB) host: accumulation, reactivity, and release
title_full_unstemmed Catechin or quercetin guests in an intrinsically microporous polyamine (PIM-EA-TB) host: accumulation, reactivity, and release
title_sort Catechin or quercetin guests in an intrinsically microporous polyamine (PIM-EA-TB) host: accumulation, reactivity, and release
author_id_str_mv 56aebf2bba457f395149bbecbfa6d3eb
author_id_fullname_str_mv 56aebf2bba457f395149bbecbfa6d3eb_***_Mariolino Carta
author Mariolino Carta
author2 Lina Wang
Richard Malpass-Evans
Mariolino Carta
Neil B. McKeown
Shaun B. Reeksting
Frank Marken
format Journal article
container_title RSC Advances
container_volume 11
container_issue 44
container_start_page 27432
publishDate 2021
institution Swansea University
issn 2046-2069
doi_str_mv 10.1039/d1ra04543a
publisher Royal Society of Chemistry (RSC)
college_str Faculty of Science and Engineering
hierarchytype
hierarchy_top_id facultyofscienceandengineering
hierarchy_top_title Faculty of Science and Engineering
hierarchy_parent_id facultyofscienceandengineering
hierarchy_parent_title Faculty of Science and Engineering
department_str School of Engineering and Applied Sciences - Chemistry{{{_:::_}}}Faculty of Science and Engineering{{{_:::_}}}School of Engineering and Applied Sciences - Chemistry
document_store_str 1
active_str 0
description Microporous polymer materials based on molecularly "stiff"structures provide intrinsic microporosity, typical micropore sizes of 0.5 nm to 1.5 nm, and the ability to bind guest species. The polyamine PIM-EA-TB contains abundant tertiary amine sites to interact via hydrogen bonding to guest species in micropores. Here, quercetin and catechin are demonstrated to bind and accumulate into PIM-EA-TB. Voltammetric data suggest apparent Langmuirian binding constants for catechin of 550 (±50) × 103 M-1 in acidic solution at pH 2 (PIM-EA-TB is protonated) and 130 (±13) × 103 M-1 in neutral solution at pH 6 (PIM-EA-TB is not protonated). The binding capacity is typically 1 : 1 (guest : host polymer repeat unit), but higher loadings are readily achieved by host/guest co-deposition from tetrahydrofuran solution. In the rigid polymer environment, bound ortho-quinol guest species exhibit 2-electron 2-proton redox transformation to the corresponding quinones, but only in a thin mono-layer film close to the electrode surface. Release of guest molecules occurs depending on the level of loading and on the type of guest either spontaneously or with electrochemical stimuli.
published_date 2021-08-12T04:14:03Z
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score 11.037056

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