Synthesis of a poly(amidoxime-hydroxamic acid) cellulose derivative and its application in heavy metal ion removal

Abstract

Amidoxime and hydroxamic acid functional groups have comparable chelating ability with synthetic resins, but the synthesis of cellulose fibers bearing amidoxime and hydroxamic acid functional groups using simple and effective strategies have yet to be developed. In this study, a poly(amidoxime-hydroxamic acid) cellulose derivative (pAHA-cellulose) was prepared via free radical polymerization followed by an oximation reaction. A series of microscopic analyses and spectral tests proved that the pAHA-cellulose was covered with uniform amidoxime and hydroxamic acid functional groups. The use of pAHAcellulose towards heavy metal ion removal was investigated and an uptake equilibrium was achieved within 60 min for Cu 2+ and Zn 2+ , and 120 min for Pb 2+ and Cr 3+, through a chelation mechanism. The adsorption behavior followed the pseudo-second-order kinetic model and Langmuir isotherm with and Zn 2+ , respectively. Regeneration of pAHA-cellulose did not significantly influence the adsorption towards metal ions for up to five sequential cycles. Considering the simple and efficient grafting process, excellent adsorbability and prominent renewability, pAHA-cellulose is believed to be a new and feasible candidate for heavy metal ion removal from aqueous solution.

Polyhydroxamic acid as an efficient metal chelator and flocculant for wastewater treatment

“…The peaks at 44 ppm ( b ) and 42 ppm ( b’ ) correspond to the CH of acrylamide and acrylic acid. Due to the low charge density of Zetag 4100 and Zetag 4110 (<10% and ~25% acrylic acid, respectively) and the high charge density of WAS590 (~50% acrylic acid), the intensity of peak at 182 ppm is relatively strong for WAS590 and weak for Zetag 4100 and Zetag 4110 23,24 . In the modified polymers (Figure 2, WAS590‐HA, Zetag4100‐HA, and Zetag4110‐HA), the new peaks at 172‐173 ppm ( e ) and 38 ppm are observed, which confirm the presence of a (C=O)NHOH and CH‐(C=O)NHOH of the PHA.…”

“…Hydroxamic acid containing polymers are well known for their chelation and complexation with metal ions, especially Fe 3+ and Cu 2+ 24,25 . Table 2 illustrates the physicochemical characteristics of the SW and PW.…”

“…Hydroxamic acid is well known as a metal ion chelator, especially toward iron (Fe 3+ ) and copper (Cu 2+ ) 20‐22 . Hydroxamic acid containing polymers were previously described as a sorbent for the removal of heavy metals 23‐25 . We first reported the synthesis of polyhydroxamic acid (PHA) from polyacrylamide and hydroxylamine 26 .…”

Application of a Low-Cost Cellulose-Based Bioadsorbent for the Effective Recovery of Terbium Ions from Aqueous Solutions

“…XRD diffraction maxima are recorded at 2θ values of around 15°, 16°, 22°, and 34°. These peaks are characteristic of the cellulose and can be attributed to the crystalline planes (hkl) (101), (10-1), (002), and (040), respectively, attributed to cellulose I crystal structure [20,27,28]. Furthermore, the crystallinity index (CrI) was calculated using Equation 1, resulting in a 75% for CRS.…”

Separation of Cu (II) Ions by Hydroxamic Acid Functionalized Poly (Methyl Methacrylate) Grafted Cellophane Membranes

“…Haron et al [15] removed Cu (II) ions using hydroxamic acid functionalized PMMA-g-oil palm empty fruit bunch. Jiao et al [16] removed Cu 2+ , Zn 2+ , Pb 2+ , and Cr 3+ using a new poly(amidoximehydroxamic acid) cellulose derivative obtained by grafting of ethyl (ethoxymethylene) Cyanoacetate onto cellulose followed by reaction with Hydroxyl amine hydrochloride. Rahman et al reported a lot of work in this direction [17][18][19] using cellulose from different sources grafted by poly(methyl acrylate) and treated with Hydroxyl amine hydrochloride to remove different metals including Cu 2+ , Fe 3+ , Mn 2+ , Co 3+ , Cr 3+ , Ni 2+ , and Zn 2+ .…”