N-nitrosamines (NAs) are highly carcinogenic substances commonly detected in food. They demonstrate a broad spectrum of polarity, posing a challenge in finding a suitable adsorbent capable of simultaneously adsorbing and enriching both polar and nonpolar NAs with high extraction recoveries. The present study involves the synthesis of a series of carboxyl functionalized hypercrosslinked polymers, followed by a comparative evaluation of their adsorption performance towards NAs. The results demonstrated that the ortho-hydroxyl/carboxyl dual-functionalized hypercrosslinked polymer (SA-FDA-HCP), synthesized using salicylic acid as the monomer and formaldehyde dimethyl acetal as the crosslinking agent, exhibited significantly enhanced adsorption performance on NAs. The maximum adsorption capacities of SA-FDA-HCP for N-nitrosodimethylamine, N-nitrosodiethylamine, N-nitrosopyrrolidine, and N-nitrosodiphenylamine were determined to be 1.40, 4.18, 2.84, and 52.4 mg g−1, respectively. These values surpass those reported in the literature for other adsorbents. Furthermore, the polymer exhibited extraction recoveries exceeding 80 % for all four NAs, and it exhibits exceptional selectivity towards NAs. The high adsorption performance can be attributed to the synergistic effects of multiple interactions, including electrostatic, hydrogen bonding and hydrophobic interactions. Based on the synthesized hypercrosslinked polymers, a method for analyzing these NAs was developed using dispersed solid-phase extraction combined with gas chromatography-mass spectrometry. The method demonstrates good accuracy and precision within the linear range of 1 - 80 ng mL−1, while providing relative recoveries for the four NAs range from 91.1 % to 111.5 %. The intra-day and inter-day relative standard deviations are between 4.4 % and 9.8 %, as well as 5.6 % and 10.9 %, respectively. Moreover, the limits of detection fall within a range of 0.11 to 0.73 ng mL−1. These results indicate that the developed material holds great potential for the separation, enrichment and analysis of N-nitrosamines across diverse applications.
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