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A novel supramolecular polymer π-gel based on bis-naphthalimide functionalized-pillar[5]arene for fluorescence detection and separation of aromatic acid isomers

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Abstract

A novel supramolecular polymer monomer based on bis-naphthalimide functionalized-pillar[5]arene (BPN) was designed and synthesized. The naphthalimide moiety on BPN offers a π–π stacking site, a hydrogen bonding site and a fluorophore functional group. Pillar[5]arene groups also act as precursors for π–π interactions and guest molecule binding sites. The BPN could self-assemble into a stable supramolecular polymer π-gel (BPN-G) through an effective cooperative interaction between naphthalimide moieties and pillar[5]arene groups. Interestingly, the as-produced supramolecular polymer π-gel BPN-G showed impressive selectivity and sensitivity toward o-hydroxybenzoic acid, o-aminobenzoic acid and p-nitrobenzoic acid and their isomers, as well as other common organic acids. Moreover, the xerogel of BPN-G could efficiently adsorb and separate p-NBA from water at a separation rate of 93.2%. The supramolecular polymer π-gel BPN-G has potential application in the detection and separation of aromatic acid isomers.

Graphical abstract: A novel supramolecular polymer π-gel based on bis-naphthalimide functionalized-pillar[5]arene for fluorescence detection and separation of aromatic acid isomers

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Publication details

The article was received on 07 Sep 2018, accepted on 20 Nov 2018 and first published on 20 Nov 2018


Article type: Paper
DOI: 10.1039/C8PY01299G
Citation: Polym. Chem., 2019, Advance Article
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    A novel supramolecular polymer π-gel based on bis-naphthalimide functionalized-pillar[5]arene for fluorescence detection and separation of aromatic acid isomers

    Q. Lin, X. Guan, S. Song, H. Fan, H. Yao, Y. Zhang and T. Wei, Polym. Chem., 2019, Advance Article , DOI: 10.1039/C8PY01299G

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