Phenolic nitroaromatics detection by fluorinated metal-organic frameworks: barrier elimination for selective sensing of specific group of nitroaromatics

Hu, Mao-Lin, Joharian, Monika, Razavi, Sayed Ali Akbar, Morsali, Ali, Wu, Deng Ze, Azhdari Tehrani, Alireza, Wang, Jun, Junk, Peter C., and Guo, Zhi-Fang (2021) Phenolic nitroaromatics detection by fluorinated metal-organic frameworks: barrier elimination for selective sensing of specific group of nitroaromatics. Journal of Hazardous Materials, 406. 124501.

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Abstract

Many pieces of research have been performed to detect nitroaromatic-compounds (NACs) by metal-organic frameworks (MOFs). Despite extensive studies, there are still significant challenges like selective detection of specific NAC group in presence of other NACs. Here, we have integrated two functionalization strategies through decoration of pore-walls of the MOFs with trifluoromethyl groups and extension in π-conjugated system. Based on this idea, trifluoromethyl TMU-44 (with the formula [Zn2(hfipbb)2(L1)]n.DMF, H2hfipbb = 4,4′-(hexafluoroisopropylidene) bis(benzoic acid), L1 = N,N′-bis-pyridin-4-ylmethylene-benzene-1,4-diamine) and TMU-45 (with formula [Zn2(hfipbb)2(L2)]n.DMF, L2 = N,N′-bis-pyridin-4-ylmethylene-naphthalene-1,5-diamine) frameworks have been synthesized. The aromatic skeleton of TMU-44 is based on phenyl rings while TMU-45 aromatic skeleton is extended by replacement of phenyl with naphthyl core. Measurements reveal that these MOFs are highly sensitive to phenolic NACs especially 2,4,6-trinitrophenol (TNP) with high quenching efficiency of 90% for TMU-44 (KSV = 10,652 M−1, LOD = 6.9 ppm) and 99% for TMU-45 (KSV = 34,741 M−1, LOD = 2.07 ppm). The proposed detection mechanism can be associated with hydrogen bonding between OH group of phenolic NACs and trifluoromethyl groups of TMU-MOFs as well as π(rich)∙∙∙π(deficient) interaction between π-conjugated backbone of TMU-frameworks and π-deficient ring of NACs.

Item ID: 66886
Item Type: Article (Research - C1)
ISSN: 1873-3336
Keywords: 2,4,6-Trinitropenol, Fluorinated metal-organic frameworks, Luminescent, Phenolic nitroaromatics, Photoluminescence sensor, Trifluoromethyl
Copyright Information: © 2020 Elsevier B.V.
Funders: National Natural Science Foundation of China (NNSFC), Tarbiat Modares University (TMU)
Projects and Grants: NNSFC no. 21571143
Date Deposited: 17 Jun 2021 02:50
FoR Codes: 34 CHEMICAL SCIENCES > 3402 Inorganic chemistry > 340211 Transition metal chemistry @ 100%
SEO Codes: 28 EXPANDING KNOWLEDGE > 2801 Expanding knowledge > 280105 Expanding knowledge in the chemical sciences @ 100%
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