Journal
JOURNAL OF HAZARDOUS MATERIALS
Volume 412, Issue -, Pages -Publisher
ELSEVIER
DOI: 10.1016/j.jhazmat.2021.125271
Keywords
5-Sulfosalicylic acid; DFT calculation; Adsorption selectivity; Molecularly imprinted resin
Categories
Funding
- National Natural Science Foundation of China [51578131]
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This study selected three functional monomers with strong affinity for phenol, benzoic acid, and benzenesulfonic acid to synthesize a molecularly imprinted resin with tri-functional groups and excellent selectivity for 5-sulfosalicylic acid. Adsorption of SSA on the resin was mainly dependent on electrostatic interaction and hydrogen bonding, with the adsorption performance remaining stable after multiple cycles.
The presence of aromatic compounds with multiple functional groups such as 5-sulfosalicylic acid (SSA) in water bodies is a threat to aquatic organisms and human health. Phenol (PH) with the -OH group, benzoic acid with -COOH and benzenesulfonic acid (BSA) with -SO3H can be considered as SSA structural unit. In this study, three functional monomers, namely, N-methylallylamine, diallylamine, and triallylamine, with strong affinity for PH, BA, and BSA, respectively, were selected from 16 monomers by using density functional theory (DFT). Molecularly imprinted resin (MIP-4) with tri-functional groups and excellent selectivity for SSA was synthesized using a macroporous polystyrene resin (NDA-1800) as the carrier. In binary systems, MIP-4 exhibited excellent imprinting effect and adsorption selectivity for SSA. X-ray spectroscopy data and DFT calculations illustrated that the adsorption of SSA on MIP-4 was mainly dependent on the strong electrostatic interaction between the protonated amine group on the resin and -SO3- of SSA, as well as, the hydrogen bond between the neutral amine group and -OH and -COOH of SSA; the order of the three functional groups in identification was -OH > -COOH > -SO3H. In addition, the adsorption performance of MIP-4 was retained after five adsorption?desorption cycles.
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