Sensing Techniques for Organochlorides through Intermolecular Interaction with Bicyclic Amidines

Park, Jong-Won; Jang, Lee-Woon; Jensen, Erik C.; Stockton, Amanda; Kim, Jungkyu

doi:10.3390/bios11110413

Sensing Techniques for Organochlorides through Intermolecular Interaction with Bicyclic Amidines

Journal Article · Sat Oct 23 00:00:00 EDT 2021 · Biosensors

DOI:https://doi.org/10.3390/bios11110413· OSTI ID:1827216

; Jang, Lee-Woon; Jensen, Erik C.; Stockton, Amanda;

Toxic organochloride molecules are widely used in industry for various purposes. With their high volatility, the direct detection of organochlorides in environmental samples is challenging. Here, a new organochloride detection mechanism using 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) is introduced to simplify a sensing method with higher detection sensitivity. Three types of organochloride compounds-trichloroethylene (TCE), dichloromethane (DCM), and dichlorodiphenyltrichloroethane (DDT)—were targeted to understand DCM conjugation chemistry by using nuclear magnetic resonance (NMR) and liquid chromatography with a mass spectrometer (LC-MS). 13C-NMR spectra and LC-MS data indicated that DBN can be labeled on these organochloride compounds by chlorine–nitrogen interaction. Furthermore, to demonstrate the organochloride sensing capability, the labeling yield and limit of detection were determined by a colorimetric assay as well as micellar electrokinetic chromatography (MEKC). The interaction with DBN was most appreciable for TCE, among other organochlorides. TCE was detected at picomolar levels, which is two orders of magnitude lower than the maximum contaminant level set by the United States Environmental Protection Agency. MEKC, in conjunction with this DBN-labeling method, enables us to develop a field-deployable sensing platform for detecting toxic organochlorides with high sensitivity.

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Research Organization:: HJ Science & Technology, Inc., San Leandro, CA (United States); University of Utah, Salt Lake City, UT (United States)

Sponsoring Organization:: USDOE; USDOE Office of Science (SC); University of Utah

Grant/Contract Number:: SC0009553

OSTI ID:: 1827216

Alternate ID(s):: OSTI ID: 1981112

Journal Information:: Biosensors, Journal Name: Biosensors Journal Issue: 11 Vol. 11; ISSN 2079-6374; ISSN BIOSHU

Publisher:: MDPI AGCopyright Statement

Country of Publication:: Switzerland

Language:: English

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37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
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Sensing Techniques for Organochlorides through Intermolecular Interaction with Bicyclic Amidines

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