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Colorimetric Detection of Carcinogenic Alkylating Fumigants on a Nylon 6 Nanofibrous Membrane. Part II: Self-Catalysis of 2-Diethylaminoethyl-Modified Sensor Matrix for Improvement of Sensitivity

Tang, Peixin, Nguyen, Ngoc Thi-Hong, Lo, Jeane Gladys, Sun, Gang
ACS applied materials & interfaces 2019 v.11 no.14 pp. 13632-13641
1,3-dichloropropene, acids, ambient temperature, carcinogenicity, chemical bonding, color, colorimetry, fumigants, methyl bromide, methyl iodide, moieties, nanofibers, nylon, occupational exposure, organobromine compounds, organoiodine compounds, pyridines, reaction mechanisms, thermodynamics
A nylon 6 nanofibrous membrane (N6NFM) was covalently modified with 2-diethylaminoethylchloride (DEAE-Cl) to provide self-catalytic functions to facilitate the formation of color compounds in reactions of 4-(p-nitrobenzyl)pyridine with alkylating fumigants. The 2-diethylaminoethyl group on the DEAE-Cl-modified N6NFM (DEAE@N6NFM) enables effective elimination of hydrohalogenic acids from intermediates that were formed from reactions between the alkylating fumigants and NBP and consequently improve their detection sensitivities, especially for 1,3-dichloropropene at room temperature. Moreover, DEAE@N6NFM can be recycled and reused multiple times without obvious loss in the sensing functions or any noticeable material damage. The naked-eye detection limits of the sensor to 1,3-dichloropropene, methyl iodide, and methyl bromide on DEAE@N6NFM are improved to 0.2, 0.1, and 0.1 ppm, respectively, which are much lower than their occupational exposure limits. The reaction mechanism is demonstrated through a computational method by analyzing the thermodynamics of the reaction. The modification of DEAE@N6NFM also provides an insight into the development of functionalized materials with improved reactivities for versatile sensing applications.