Adsorption of 3,4-dihydroxybenzoic acid onto hematite surface in aqueous medium: Importance of position of phenolic –OH groups and understanding of the same using catechol as an auxiliary model

Saikia, Nabanita; Sarma, Jyotirmoy; Borah, Jayanta M.; Mahiuddin, Sekh

doi:10.1016/j.jcis.2013.02.028

Cited by 17 publications

(10 citation statements)

References 56 publications

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“…Differences in solubility between HCl and HCl-free preparations are generally more apparent with the catechol-containing ligands under study. In previous works, for situations where both the catechol and carboxylate groups are present, carboxylic acid groups of dihydroxybenzoic acid dominated binding at low pH for aluminum hydroxide 27 and hematite 29 surfaces. The solubility and FTIR data of IONP-2,3-DHBA (no HCl) and IONP-3,4-DHPA also suggest that more catechol-type coordination occurs when reacting under more-alkaline conditions because the resultant nanoparticles are more stable in aqueous buffer and show FTIR data consistent with this observation.…”

Section: Influence Of the Position Of Hydroxyl Andsupporting

confidence: 91%

“…More engagement of the phenol in binding is also observed for 2,5-DHBA under HCl-free conditions (Figure 4). These results are similar to the previous observations of the complexation of 3,4-DHBA to hematite surfaces, 29 where at pH ≥ 9, the surface complexation appeared to have occurred through the phenolic groups, and at pH values up to pH 8, through carboxylic acid. In our work, the successful stabilization of the IONP with 3,4-DHBA could only be accomplished when HCl is not added to the reaction medium, whereby the complexation is observed to primarily proceed through the catechol.…”

Section: Influence Of the Position Of Hydroxyl Andmentioning

confidence: 97%

“…Even though 3,4-DHPA is similar in structure to 3,4-DHBA, the successful binding of 3,4-DHPA through the catechol even under acid-added conditions may be a result of the moderate electron donation (by resonance) of the alkyl group para to the 4-OH position. Solution pH has been observed to influence the coordination of aluminum oxide, 27 iron oxides, 25,29,68,69 other metal oxides, 69 and Fe(III) 67 with benzoic acid and catechol derivatives possessing phenol groups adjacent to one another or to a carboxylic acid. This effect is, in part, attributed to the easier deprotonation of the phenolic substituents with increasing pH 27,29 and the competition between protons and iron for binding to basic catechols 67 and phenols at low pH.…”

Section: Influence Of the Position Of Hydroxyl Andmentioning

confidence: 99%

“…By studying a set of chemically related ligands, we are able to investigate the effect of identity, relative position of substituents, and substituent chain length on binding to IONPs. The binding of dihydroxybenzoic acids was previously studied for other metal oxides; − however, prior work on salicylic acid (SA, a similar benzoic acid derivative) has suggested that the chemical composition of the metal oxide determines which ligand surface complex forms . Therefore, an evaluation of ligand binding to magnetite is warranted because of its popular use in inorganic and biological nanomaterials, even if studies of the target ligands with other metal oxides had been done previously.…”

Section: Introductionmentioning

confidence: 99%

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Iron Oxide Surface Chemistry: Effect of Chemical Structure on Binding in Benzoic Acid and Catechol Derivatives

et al. 2017

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The excellent performance of functionalized iron oxide nanoparticles (IONPs) in nanomaterial and biomedical applications often relies on achieving the attachment of ligands to the iron oxide surface both in sufficient number and with proper orientation. Toward this end, we determine relationships between the ligand chemical structure and surface binding on magnetic IONPs for a series of related benzoic acid and catechol derivatives. Ligand exchange was used to introduce the model ligands, and the resultant nanoparticles were characterized using Fourier transform infrared-attenuated internal reflectance spectroscopy, transmission electron microscopy, and nanoparticle solubility behavior. An in-depth analysis of ligand electronic effects and reaction conditions reveals that the nature of ligand binding does not solely depend on the presence of functional groups known to bind to IONPs. The structure of the resultant ligand-surface complex was primarily influenced by the relative positioning of hydroxyl and carboxylic acid groups within the ligand and whether or not HCl(aq) was added to the ligand-exchange reaction. Overall, this study will help guide future ligand-design and ligand-exchange strategies toward realizing truly custom-built IONPs.

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Section: Influence Of the Position Of Hydroxyl Andsupporting

confidence: 91%

Section: Influence Of the Position Of Hydroxyl Andmentioning

confidence: 97%

Section: Influence Of the Position Of Hydroxyl Andmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Iron Oxide Surface Chemistry: Effect of Chemical Structure on Binding in Benzoic Acid and Catechol Derivatives

et al. 2017

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“…Thereinto, adsorption has become a widely used method for the treatment of catechol due to its simple operation, low cost, and high efficiency. Now, many materials are used as adsorbents to remove catechol from water such as activated carbon [12,13], dolomite [14], montmorillonite [15], hydroxyapatite [16], organophilic-bentonite [17], hematite [18], goethite [19], rutile TiO 2 [20], α-alumina [21], magnetic vermiculite [22], resin [23], and waste Fe(III)/Cr(III) hydroxide [24]. These aforementioned materials were modified to increase the pore structure, specific surface area, or special functional groups, thereby enhancing their adsorption effect.…”

Section: Introductionmentioning

confidence: 99%

Preparation of Magnetic g-C3N4/Fe3O4 Composite and Its Application in the Separation of Catechol from Water

Peng

2019

Materials

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Catechol has strong toxicity and deformity as well as carcinogenicity, and it is difficult to degrade naturally. Therefore, it is of great practical significance to develop efficient adsorbents to separate catechol from water quickly and effectively. In this work, g-C3N4/Fe3O4 magnetic nanocomposites were prepared using g-C3N4 as the matrix by chemical co-precipitation, mixing with Fe2+ and Fe3+ solutions. Then, g-C3N4/Fe3O4 was used, for the first time, as an adsorbent to investigate the removal rate of catechol under different conditions by the magnetic field separation method. The adsorption parameters of the g-C3N4/Fe3O4 nanocomposite were evaluated by the Langmuir and Freundlich adsorption models. The results showed that the g-C3N4/Fe3O4 nanocomposite presented a two-step adsorption behavior and a considerably high adsorption capacity. The removal rate of catechol reached 70% at the dosage of 50 mg, adsorption time of 30 min, and pH value of 6. Five adsorption–desorption cycles demonstrated that the g-C3N4/Fe3O4 material had good stability and reusability.

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Antimicrobial activity of silver nanoparticles supported by magnetite

et al. 2019

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Antibacterial and antifungal ability of silver nanoparticles (Ag NPs) supported by functionalized magnetite (Fe 3 O 4 ) with 5aminosalicylic acid (5-ASA) was tested against Gram-negative bacteria Escherichia coli, Gram-positive bacteria Staphylococcus aureus and yeast Candida albicans. Characterization of materials including transmission electron microscopy, X-ray diffraction analysis, and inductively coupled plasma optic emission spectroscopy technique followed each step during the course of nanocomposite preparation. The synthesized powder consists of 30-50 nm in size silver particles surrounded by clusters of smaller (∼ 10 nm) Fe 3 O 4 particles. The content of silver in the nanocomposite powder was found to be slightly above 40 wt.-%. Concentration-dependent and time-dependent bacterial reduction measurements in dark indicated that use of Ag NPs leads to the complete reduction of E. coli and S. aureus even at the concentration level of silver as low as 40 μg/mL. However, the negligible antifungal ability of synthesized nanocomposite was found against yeast C. albicans in the entire investigated concentration range (0.1-2.0 mg/mL of the nanocomposite, i. e., 40-800 μg/mL of silver). Complete inactivation of E. coli and S. aureus was achieved in five repeated cycles indicated that synthesized nanocomposite can perform under long-run working conditions. From the technological point of view, magnetic separation is the additional advantage of synthesized nanocomposite for potential use as an antibacterial agent.

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Adsorption of 3,4-dihydroxybenzoic acid onto hematite surface in aqueous medium: Importance of position of phenolic –OH groups and understanding of the same using catechol as an auxiliary model

Cited by 17 publications

References 56 publications

Iron Oxide Surface Chemistry: Effect of Chemical Structure on Binding in Benzoic Acid and Catechol Derivatives

Iron Oxide Surface Chemistry: Effect of Chemical Structure on Binding in Benzoic Acid and Catechol Derivatives

Preparation of Magnetic g-C3N4/Fe3O4 Composite and Its Application in the Separation of Catechol from Water

Antimicrobial activity of silver nanoparticles supported by magnetite

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