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Inter- and Intra-Hydrogen Bonding Strategy to Control the Fluorescence of Acylhydrazone-Based Conjugated Microporous Polymers and Their Application to Nitroaromatics Detection

1
Department of Chemistry, Sungkyunkwan University, 2066 Seobu-ro, Jangan-gu, Suwon-si 16419, Korea
2
PNL Global Co., Ltd., B1, 10 Sapyeongdae-ro 2-gil, Seocho-gu, Seoul 06652, Korea
3
Convergence Research Center for Energy and Environmental Sciences, Sungkyunkwan University, 2066 Seobu-ro, Jangan-gu, Suwon-si 16419, Korea
*
Authors to whom correspondence should be addressed.
These authors contributed equally to this work.
Academic Editor: Angels Serra
Received: 9 August 2021 / Revised: 28 August 2021 / Accepted: 1 September 2021 / Published: 15 September 2021
(This article belongs to the Special Issue Polymer-Based Nanomaterials)
Acylhydrazone-based fluorescent conjugated microporous polymers (CMPs) with inter-and intra-hydrogen bonding-controlled emissive properties were prepared. The synthesized CMPs (BH-CMP and ABH-CMP) were characterized by Fourier-transform infrared spectroscopy, X-ray diffraction, solid-state 13C cross polarization/magic angle spinning nuclear magnetic resonance spectroscopy, and photoluminescence spectroscopy. Interestingly, BH-CMP exhibited emission enhancement via adsorption of water molecules, whereas the emission of ABH-CMP, which possesses free amine groups, decreased upon the addition of water molecules. The differences in the emission trends of BH-CMP and ABH-CMP in the presence of water molecules originate from the formation of different hydrogen-bonding networks in each CMP. The acylhydrazone-based CMPs were applied to the detection of nitroaromatic compounds. As a result, ABH-CMP in DMF exhibited high selectivity for 1,3,5-trinitrotoluene (TNT) over other nitroaromatic compounds nitrobenzene, 1-chloro-4-nitrobenzene, 2,3-dichloronitrobenzene, and 2,4-dinitrotoluene. View Full-Text
Keywords: aggregation-induced emission; polymorphism; conjugated microporous polymers; nitroaromatic compounds aggregation-induced emission; polymorphism; conjugated microporous polymers; nitroaromatic compounds
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MDPI and ACS Style

Cha, I.; Baek, S.; Song, S.G.; Kim, J.; Lee, H.K.; Lee, J.; Kim, K.-s.; Song, C. Inter- and Intra-Hydrogen Bonding Strategy to Control the Fluorescence of Acylhydrazone-Based Conjugated Microporous Polymers and Their Application to Nitroaromatics Detection. Macromol 2021, 1, 234-242. https://0-doi-org.brum.beds.ac.uk/10.3390/macromol1030016

AMA Style

Cha I, Baek S, Song SG, Kim J, Lee HK, Lee J, Kim K-s, Song C. Inter- and Intra-Hydrogen Bonding Strategy to Control the Fluorescence of Acylhydrazone-Based Conjugated Microporous Polymers and Their Application to Nitroaromatics Detection. Macromol. 2021; 1(3):234-242. https://0-doi-org.brum.beds.ac.uk/10.3390/macromol1030016

Chicago/Turabian Style

Cha, Inhwan, Seohyun Baek, Sun G. Song, Junggong Kim, Ho K. Lee, Jongman Lee, Kyung-su Kim, and Changsik Song. 2021. "Inter- and Intra-Hydrogen Bonding Strategy to Control the Fluorescence of Acylhydrazone-Based Conjugated Microporous Polymers and Their Application to Nitroaromatics Detection" Macromol 1, no. 3: 234-242. https://0-doi-org.brum.beds.ac.uk/10.3390/macromol1030016

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