The role of polarizability in determining metal ion affinities in polymer-supported reagents: monoprotic phosphates and the effect of hydrogen bonding

Alexandratos, Spiro D.; Zhu, Xiaoping

doi:10.1039/c5nj00387c

Cited by 18 publications

(8 citation statements)

References 37 publications

(33 reference statements)

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“…To confirm the nature of the complex formation between receptor 1 and Fe 3+ ions, the Fourier transform infrared (FT-IR) spectrum of receptor 1 was recorded in the absence and presence of Fe 3+ ions ( Figure 6 ). The IR spectrum of receptor 1 shows P=O bond stretching vibration at 1240 cm −1 and P-O-C (alkyl) bond vibrations at 1053 cm −1 and 1024 cm −1 of the phosphonate ester groups of the receptor [ 41 ]. After the complexation between receptor 1 and Fe 3+ ions, the band at 1240 cm −1 shifted to 1249 cm −1 with decreasing intensity.…”

Section: Resultsmentioning

confidence: 99%

RETRACTED: Pyrene-Phosphonate Conjugate: Aggregation-Induced Enhanced Emission, and Selective Fe3+ Ions Sensing Properties

et al. 2017

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A new pyrene-phosphonate colorimetric receptor 1 has been designed and synthesized in a one-step process via amide bond formation between pyrene butyric acid chloride and phosphonate-appended aniline. The pyrene-phosphonate receptor 1 showed aggregation-induced enhanced emission (AIEE) properties in water/acetonitrile (ACN) solutions. Dynamic light scattering (DLS) characterization revealed that the aggregates of receptor 1 at 80% water fraction have an average size of ≈142 nm. Field emission scanning electron microscopy (FE-SEM) analysis confirmed the formation of spherical aggregates upon solvent evaporation. The sensing properties of receptor 1 were investigated by UV-vis, fluorescence emission spectroscopy, and other optical methods. Among the tested metal ions, receptor 1 is capable of recognizing the Fe3+ ion selectively. The changes in spectral measurements were explained on the basis of complex formation. The composition of receptor 1 and Fe3+ ions was determined by using Job’s plot and found to be 1:1. The receptor 1–Fe3+ complex showed a reversible UV-vis response in the presence of EDTA.

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Section: Resultsmentioning

confidence: 99%

RETRACTED: Pyrene-Phosphonate Conjugate: Aggregation-Induced Enhanced Emission, and Selective Fe3+ Ions Sensing Properties

et al. 2017

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“…This is consistent with a report that the phosphinic acid has a greater affinity for Au(III) and Eu(III) than does the phosphonic acid, and this was ascribed to greater hydrogen bonding in diprotic ligands limiting the ligand's affinity for metal ions whereas a lower hydrogen bonding in monoprotic phosphorus acid ligands, including the phosphinic acid and the monoethyl ester of phosphonic acid, leads to higher apparent metal ion affinities. [6] Table 1 shows that the monoprotic AMPA has the highest metal ion affinities, but the difference relative to the phosphinic acid, while evident, is not striking: for example, AMPA sorbs 99% U(VI) from 6 N H 2 SO 4 , whereas the phosphinic acid sorbs 94%. The difference, however, is striking when examining the results from phosphoric acid ( Table 2): for example, from a 6 M solution, AMPA sorbs 89% U(VI), while the phosphinic acid sorbs 44%.…”

Section: Resultsmentioning

confidence: 92%

“…Phosphorus and nitrogen elemental analyses, [5] along with acid capacities via titration, [6] quantify the functional group capacities. The primary amine reaction with potassium phthalimide gives a polymer with a nitrogen capacity of 5.07 mmol/g and an acid capacity of 4.78 mmol/g.…”

Section: Resultsmentioning

confidence: 99%

Polymer-Supported Aminomethylphosphinate as a Ligand with a High Affinity for U(VI) from Phosphoric Acid Solutions: Combining Variables to Optimize Ligand–Ion Communication

Alexandratos

Zhu

2016

Solvent Extraction and Ion Exchange

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Aminomethylphosphinic acid (AMPA) is immobilized onto cross-linked polystyrene beads and found to have a high affinity for the uranyl ion, especially from solutions as acidic as 6 M H 3 PO 4 . The trend in uranyl affinity by different ligands is AMPA > phosphinic > phosphonic > sulfonic. For example, the percent sorbed from 6 M H 3 PO 4 is 89.5% (AMPA), 44.8% (phosphinic), 5.38% (phosphonic), and 2.60% (sulfonic). The high affinity shown by AMPA is due to the decreased hydrogen bonding in the phosphinic acid ligand as well as synergistic coordination of the uranyl ion by a proximate P=O of a second phosphinate ligand. AMPA contacted with synthetic wet process phosphoric acid solution sorbed 72.2% uranium compared to 0.14% for a commercially available sulfonic acid.

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“…DMBPs classes and its sorption capacity towards different ions have been summarized in [ 4 ]. Among DMBPs, Alexandratos and co-workers have extensively studied phosphorus-containing polymers as ion-exchange resins [ 6 , 41 , 51 , 63 , 70 , 71 , 79 , 83 , 101 , 102 , 103 , 104 , 105 , 106 , 107 , 108 , 109 , 110 , 111 , 112 , 113 ].…”

Section: Organophosphorus Polymers In Separation Sciencementioning

confidence: 99%

Polymer-Supported Phosphoric, Phosphonic and Phosphinic Acids—From Synthesis to Properties and Applications in Separation Processes

Głowińska

Trochimczuk

2020

Molecules

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Efficient separation technologies are crucial to the environment and world economy. The challenge posed to scientists is how to engineer selectivity towards a targeted substrate, especially from multicomponent solutions. Polymer-supported reagents have gained a lot of attention in this context, as they eliminate a lot of inconveniences concerning widely used solvent extraction techniques. Nevertheless, the choice of an appropriate ligand for immobilization may be derived from the behavior of soluble compounds under solvent extraction conditions. Organophosphorus compounds play a significant role in separation science and technology. The features they possess, such as variable oxidation states, multivalence, asymmetry and metal-binding properties, highlight their status as a unique and versatile class of compounds, capable of selective separations proceeding through different mechanisms. This review provides a detailed survey of polymers containing phosphoric, phosphonic and phosphinic acid functionalities in the side chain and covers main advances in the preparation and application of these materials in separation science, including the most relevant synthesis routes (Arbuzov, Perkow, Mannich, Kabachnik-Fields reactions, etc.), as well as the main stages in the development of organophosphorus resins and the most important achievements in the field.

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The role of polarizability in determining metal ion affinities in polymer-supported reagents: monoprotic phosphates and the effect of hydrogen bonding

Abstract: Communication between an immobilized ligand and an ion relies on their polarizabilities and hydrogen bonding when ion exchange sites are introduced.

Cited by 18 publications

References 37 publications

RETRACTED: Pyrene-Phosphonate Conjugate: Aggregation-Induced Enhanced Emission, and Selective Fe3+ Ions Sensing Properties

RETRACTED: Pyrene-Phosphonate Conjugate: Aggregation-Induced Enhanced Emission, and Selective Fe3+ Ions Sensing Properties

Polymer-Supported Aminomethylphosphinate as a Ligand with a High Affinity for U(VI) from Phosphoric Acid Solutions: Combining Variables to Optimize Ligand–Ion Communication

Polymer-Supported Phosphoric, Phosphonic and Phosphinic Acids—From Synthesis to Properties and Applications in Separation Processes

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