A sorbent containing pH-responsive chelating residues of aspartic and maleic acids for mitigation of toxic metal ions, cationic, and anionic dyes

Shaikh A Ali; Shuaib A Mubarak; Ibrahim Y Yaagoob; Zeeshan Arshad; Mohammad A J Mazumder

doi:10.1039/d1ra09234k

A sorbent containing pH-responsive chelating residues of aspartic and maleic acids for mitigation of toxic metal ions, cationic, and anionic dyes

RSC Adv. 2022 Feb 17;12(10):5938-5952. doi: 10.1039/d1ra09234k. eCollection 2022 Feb 16.

Authors

Shaikh A Ali^{1

2}, Shuaib A Mubarak¹, Ibrahim Y Yaagoob¹, Zeeshan Arshad¹, Mohammad A J Mazumder^{1

2}

Affiliations

¹ Chemistry Department, King Fahd University of Petroleum & Minerals Dhahran 31261 Saudi Arabia shaikh@kfupm.edu.sa jafar@kfupm.edu.sa +966 13 860 4277 +966 13 860 7836.
² Interdisciplinary Research Center for Advanced Materials, King Fahd University of Petroleum & Minerals Dhahran 31261 Saudi Arabia.

Abstract

t-Butyl hydroperoxide-initiated cycloterpolymerization of diallylaminoaspartic acid hydrochloride [(CH₂[double bond, length as m-dash]CHCH₂)₂NH⁺CH(CO₂H)CH₂CO₂H Cl^-] (I), maleic acid (HO₂CH[double bond, length as m-dash]CHCO₂H) (II) and cross-linker tetraallylhexane-1,6-diamine dihydrochloride [(CH₂[double bond, length as m-dash]CHCH₂)₂NH⁺(CH₂)₆NH⁺ (CH₂CH[double bond, length as m-dash]CH₂)₂ 2Cl^-] (III) afforded a new pH-responsive resin (IV), loaded with four CO₂H and a chelating motif of NH⁺⋯CO₂ ^- in each repeating unit. The removal of cationic methylene blue (MB) (3000 ppm) at pH 7.25 and Pb(ii) (200 ppm) at pH 6 by IV at 298, 313, and 328 K followed second-order kinetics with E _a of 33.4 and 40.7 kJ mol^-1, respectively. Both MB and Pb(ii) were removed fast, accounting for 97.7% removal of MB within 15 min at 313 K and 94% of Pb(ii) removal within 1 min. The super-adsorbent resin gave respective q _max values of 2609 mg g^-1 and 873 mg g^-1 for MB and Pb(ii). IV was also found to trap anionic dyes; it removed 91% Eriochrome Black T (EBT) from its 50 ppm solutions at pH 2. The resin was found to be effective in reducing priority metal contaminants (like Cr, Hg, Pb) in industrial wastewater to sub-ppb levels. The synthesis of the recyclable resin can be easily scaled up from inexpensive starting materials. The resin has been found to be better than many recently reported sorbents.