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To address the increasing demand for sustainable biomaterials because of the excessive usage of fossil fuel and growing concerns with the environment, a novel biodegradable and environmentally friendly rigid polyurethane foam (RPUF) has been synthesized. These foams are derived from chemically modified soybean oil-based polyol (SBO-polyol) obtained through the formation of oxirane followed by the opening of the oxirane reaction. Polyurethane foam is generally used in construction, furniture, and automobile industries but is highly flammable and releases toxic fumes in combustion. In this study, an efficient synergistic effect of non-halogen flame-retardant (FR) melamine salt, 2-carboxyethyl(phenyl)phosphinic acid melamine salt (CMA) was synthesized from 2-carboxyethyl(phenyl)phosphinic acid (CEPP) and melamine (MA). Fourier transform infrared (FT-IR) spectroscopy characterized the chemical structure of CMA. Three different FRs, MA, melamine cyanurate (MC), and CMA were separately introduced in increasing quantities for the foam preparation to suppress the flame during combustion. The influence of these FRs on the thermal properties, flame retardancy, morphology, physical, and mechanical properties of the prepared RPUFs was studied through closed cell content, apparent density, compression test, horizontal burning test, thermogravimetric analysis (TGA), and gel permeation chromatography (GPC), scanning electron microscopy (SEM). The addition of 28.56 wt% of MA (MA-15), MC (MC-15), and CMA (CMA-15) presented a burning time of 10.1 s with weight loss of 5.34% and 28.4 s with 13.02% and 15.25 s with 8%, respectively. The findings demonstrated that all three FRs gave RPUF good FR properties. [ABSTRACT FROM AUTHOR]

ABSTRACT Brønsted acids, such as phosphoric acids derived from chiral 1,1′‐bi‐2‐naphthol (BINOL), are important catalysts in the formation of carbon–carbon and carbon–heteroatom bonds, for example. The catalytic activity of these Brønsted acids is strongly linked to their acidity, and as such, the evaluation of compounds to determine pKa values provides insight into their catalytic activity. Herein, a 19F{1H} NMR methodology is detailed to determine the pKa of a fluorinated binaphthyl‐derived phosphinic acid, rac‐1, in acetonitrile and in the presence of a fluorinated sulfonamide reference compound (2–4). The approach was tested initially using 2 and 3, with the ΔpKa (0.08) in strong agreement with previously reported values (6.6 for 2 and 6.68/6.73 for 3). Sigmoidal curves of normalised chemical shift change (Δδ) against equivalents of the base phosphazene P1‐tBu added overlapped for 2 and 3, but in the case of rac‐1 and either 2, 3 or 4, there was significant separation. A variety of different approaches for determining the ΔpKa were compared. Values of pKa determined when the normalised Δδ was 90% were optimal for 2 and 3, whereas a normalised Δδ of 75% was optimal for 4, resulting in the pKa of rac‐1 being determined to be 8.47–8.71. [ABSTRACT FROM AUTHOR]

The zero-dimensional copper halide perovskite Cs 3 Cu 2 I 5 displays extraordinary luminescence and scintillation characteristics, and high-quality crystals are extremely desirable for exploring the commercial applications. Currently, the most critical issue in the solution growth of Cs 3 Cu 2 I 5 crystals is the easy oxidation of halides, which significantly hinders the optimization of crystal qualities. The hypophosphorous acid (H 3 PO 2) has been applied to inhibit the oxidation, nevertheless, the related mechanism is elusive and has been largely ignored. Herein, Cs 3 Cu 2 I 5 crystals have been grown from N, N-Dimethylformamide (DMF) solvent by the antisolvent vapor-assisted crystallization (AVC) method. It is verified that H 3 PO 2 effectively prevents the oxidation of Cs 3 Cu 2 I 5 by rapidly reducing Cu2+ and I 3 −, maintaining the stability of the precursor solution and continuously suppressing oxidation during the whole growth process. Meanwhile, by increasing the acidity of the solution, H 3 PO 2 dissolve precursor colloids and efficiently enhance the solubility of halides. Thus, the addition of H 3 PO 2 favors the rapid growth of centimeter-sized Cs 3 Cu 2 I 5 crystals with well-defined crystallographic planes within several days. As excellent gamma ray scintillator, the crystal exhibits high light yield of 38000 photons/MeV, with energy resolution of 5.6 % under 662 keV radiation from a 137Cs source. This work deeply elucidates new insight into the critical effect of H 3 PO 2 in the DMF based solution crystal growth, facilitating the preparation of large-size and high-performance copper halide perovskite crystals. [ABSTRACT FROM AUTHOR]

Convenient synthesis of phosphorus-containing derivatives of succinic acid, which contain functionalized phosphonous, phosphonic, and phosphinic acid moieties have been developed. The nucleophilic addition of bis(trimethylsiloxy)phosphine to diesters of maleic, itaconic, and acetylenedicarboxylic acids proceeds regioselectively to give a number of functionalized phosphonites. Further aminomethylation of these compounds affords various target acid derivatives. The resulting compounds are of interest as promising biologically active substances and water-soluble ligands. [ABSTRACT FROM AUTHOR]

Due to the limited reserves of uranium, the abundance of thorium compared to it and other advantages, the development of the thorium fuel cycle is of interest in different countries. The optimization of thorium extraction from a feed solution produced by Saghand ore with bis(2,4,4-trimethylpentyl) phosphinic acid (Cyanex 272) on a laboratory scale was evaluated by response surface method. The operating variables include Cyanex 272 concentration of 0.001 to 0.2 mol/L, pH of 0 to 2, equilibrium time of 5 to 60 min and aqueous to organic phase ratio of 0.5 to 2.5 were conducted. The value of R2 = 0.9695 and an error of less than 4% indicate the validity of the model. Therefore, the model is in good agreement with the experimental results. It can be said that there are significant interactions between operational parameters, which vindicate different feedbacks of the system in different operational conditions. The results showed that the 4 mol/L sulfuric acid was a suitable agent for recovering thorium ions from the loaded organic phase. In optimum conditions, the thorium purity percentage and thorium stripping efficiency were obtained 98.99 and 94.12%, respectively. [ABSTRACT FROM AUTHOR]

The relationship between the structure of bis (2,4,4-trimethylpentyl) phosphinic acid (BTPA), diethyl phosphinic acid (DEPA), and diphenyl phosphinic acid (DPPA) on the flotation performance of malachite was investigated. Through a series of flotation experiments, density functional theory (DFT) calculations, and surface analysis methods, we aimed to deeply understand the microscopic mechanism of the interactions between these collectors and the malachite surface. The experimental results showed that BTPA exhibited excellent selectivity and flotation performance for malachite in the pH range of 5.0–11.0, significantly better than DEPA and DPPA. Surface analysis evidence from X-ray photoelectron spectroscopy (XPS) and Fourier transform infrared spectroscopy (FT-IR) further confirmed the chemical adsorption characteristics of BTPA on the malachite surface. DFT calculations revealed that the adsorption capacity of BTPA on the malachite surface exceeds that of DEPA and DPPA. Electron transfer analysis, especially through frontier molecular orbital theory, differential charge density, PDOS, and COHP analysis, indicated that the charge transfer process from the s orbitals of oxygen atoms in the collectors to the d orbitals of copper atoms on the mineral surface is the decisive factor for the adsorption strength. [ABSTRACT FROM AUTHOR]

The following series of copper(II) complexes based on di(o-tolyl)phosphinic acid (HL) and 1,10-phenanthroline (phen), 5-chloro-1,10-phenanthroline (Cl-phen), 4,7-dimethyl-1,10-phenanthroline (dmphen), 2,2′-bipyridine (bipy) is prepared and characterized: [Cu(OH)L]n (1), [Cu(phen)(H2O)L2] (2), [Cu(dmphen)(H2O)L2] (3), [Cu(Cl-phen)(H2O)L2] (4), [Cu(bipy)(H2O)L2] (5). According to the XRD data, the phosphinate anion L– exhibits a monodentate coordination in mononuclear complexes 2–5 and a bidentate-bridge coordination in the polymer complex 1. The cytotoxic activity of the ligands and complexes is studied using the A549 (carcinoma) and MRC5 (non-neoplastic fibroblasts) human lung cell lines. It is shown that the complexes exhibit pronounced dose-dependent cytotoxicity to these cell lines in the 1-50 µM concentration range. [ABSTRACT FROM AUTHOR]

Nitrilotris(methylenephenylphosphinic) acid (NTPAH3) was silylated using hexamethyldisilazane to produce the tris(trimethylsilyl) derivative NTPA(SiMe3)3. From the latter, upon alcoholysis in chloroform, NTPAH3 could be recovered. Thus, a new modification of that phosphinic acid formed. Meanwhile, NTPAH3 synthesized in aqueous hydrochloric acid crystallized in the space group P3c1 with the formation of O-H⋅⋅⋅O H-bonded networks (NTPAH3P), in chloroform crystals in the space group R3c formed (NTPAH3M), the constituents of which are individual molecules with exclusively intramolecular O-H⋅⋅⋅O hydrogen bonds. Both solids, NTPAH3P and NTPAH3M, were characterized by single-crystal X-ray diffraction, multi-nuclear (1H, 13C, 31P) solid-state NMR spectroscopy, and IR spectroscopy as well as quantum chemical calculations (both of their individual constituents as isolated molecules as well as in the periodic crystal environment). In spite of the different stabilities of their constituting molecular conformers, the different crystal packing interactions rendered the modifications of NTPAH3P and NTPAH3M similarly stable. In both solids, the protons of the acid are engaged in cyclic (O=P–O–H)3 H-bond trimers. Thus, the trialkylamine N atom of this compound is not protonated. IR and 1H NMR spectroscopy of these solids indicated stronger H-bonds in the (O=P–O–H)3 H-bond trimers of NTPAH3M over those in NTPAH3P. [ABSTRACT FROM AUTHOR]

Recycling spent lithium-ion batteries (LIBs) is crucial to prevent environmental pollution and recover valuable metals. Traditional methods for recycling spent LIBs include hydrometallurgy and pyrometallurgy. Among these methods, solvent extraction can selectively extract valuable metals in spent LIB leachate. Meanwhile, spent LIBs that underwent pyrometallurgical treatment generate a so-called 'black alloy' of Ni, Co, Cu, and so on. These elements in the black alloy need to be separated by solvent extraction and there have been few studies on extracting valuable metals from black alloy. Therefore, it is necessary to examine the extraction behavior of elements in black alloy and optimize the solvent extraction process to recover valuable metals. In this paper, four types of organic extractants are used to extract metals from simulated black alloy leachate: di-(2ethylhexyl) phosphoric acid (D2EHPA), bis-(2,4,4-trimethylpentyl) phosphinic acid (Cyanex272), 2-ethylhexyl phosphonic acid mono-2-ethylhexyl ester (PC88A), and neodecanoic acid (Versatic acid 10). Based on the pH isotherms, D2EHPA would be the most reasonable for Mn extraction and impurity removal. Cyanex 272 would be more suitable for Co separation than PC88A, and Versatic acid 10 is preferred for Cu extraction over other metals. In conclusion, the optimal combination of extractants is suggested for the recovery of valuable metals. [ABSTRACT FROM AUTHOR]

This document provides a detailed overview of the synthesis and characterization of β-hydroxyhydrophosphonic acids and their derivatives. The traditional methods for synthesizing these compounds have limitations, and the article presents a new method that uses sodium hypophosphite as a green and cost-effective phosphorus source. The reaction is catalyzed by silver trifluoromethanesulfonate and demonstrates good efficiency and functional group compatibility. The document includes information on the chemical properties of various phosphinic acids, providing data such as NMR spectra, melting points, and yields for each compound. This information can be valuable for researchers studying these compounds and their properties. [Extracted from the article]

Convenient methods for the synthesis of a series of organophosphorus analogs of glycine containing aminomethyl groups as well as azaheterocyclic and amino acid moieties have been developed. Aminomethylation of phosphinic acid esters with chloro-, alkoxy- and amino-substituted methyl(dialkyl)amines affords various new functionalized aminomethylphosphonites and bis(aminomethyl)phosphinates. The resulting compounds are of interest as promising biologically active substances, extractants, and water-soluble ligands. [ABSTRACT FROM AUTHOR]

A convenient synthesis of pyrrolidones substituted with functionalized phosphonous, phosphonic, and phosphinic acid residues has been developed. The radical addition of bis(trimethylsiloxy)phosphine to N-vinylpyrrolidone proceeds regioselectively to give 2-pyrrolidone-substituted ethylphosphonite, and its subsequent functionalization affords the target products. The resulting compounds are of interest as promising biologically active substances and water-soluble ligands. [ABSTRACT FROM AUTHOR]

Reported herein is an unprecedented protocol for C(sp3)‐phosphinylation. With 1 mol % 4CzIPN (1,2,3,5‐tetrakis(carbazol‐9‐yl)‐4,6‐dicyanobenzene) as the catalyst, the visible light induced reaction of redox‐active esters of aliphatic carboxylic acids with dimethyl arylphosphonites or diethyl alkylphosphonites at room temperature provides the corresponding decarboxylative phosphinylation products in satisfactory yields. The protocol exhibits broad substrate scope and wide functional‐group compatibility, enabling the late‐stage modification of complex molecules and rapid synthesis of bioactive phosphinic acids such as glutamine synthetase phosphinothricin and a kynureninase inhibitor. A radical‐polar crossover mechanism involving the formation and subsequent oxidation of phosphoranyl radicals followed by nucleophilic demethylation (or deethylation) is proposed. [ABSTRACT FROM AUTHOR]

A convenient synthesis of functionalized 2-diphenylphosphinoethyl-containing phosphonous and phosphinic acids has been developed. Radical addition of bis(trimethylsiloxy)-phosphine to diphenyl(vinyl)phosphine and phenyl(divinyl)phosphine proceeds regioselectively to give new 2-phosphino-substituted ethylphosphonites, the subsequent functionalization of which affords the target phosphinic acids and a variety of their derivatives. The resulting compounds are of interest as effective water-soluble ligands and promising biologically active substances. [ABSTRACT FROM AUTHOR]

Recently, hydrogen (H2) production via photocatalytic process has been received enormous attention of the scientific community globally. Perovskite materials such as methyl ammonium lead iodide (MAPbI3) has excellent photovoltaic and photocatalytic properties and may be a promising photocatalyst for H2 production reaction. In this paper, we have designed and synthesized MAPbI3 perovskite embedded graphitic carbon nitride (MAPbI3@g‐C3N4) composite via benign approaches. The phase and crystalline nature was authenticated by powder X‐ray diffractometer. Morphological characteristics of the MAPbI3@g‐C3N4 composite was further checked by scanning electron microscope. The elemental composition and valence states of the MAPbI3@g‐C3N4 was determined by X‐ray photoelectron spectroscopy (XPS). Furthermore, MAPbI3@g‐C3N4 has been explored as photocatalyst for H2 production reaction using hypophosphorous acid (H3PO2) as stabilizing agent. Platinum (Pt) has been used as co‐catalyst. The reasonably good amount of H2 of 21.25 μmol/g was produced using MAPbI3 as photocatalyst. Further, improved H2 amount of 939.4 μmol/g was produced using MAPbI3@g‐C3N4. The MAPbI3@g‐C3N4 exhibited decent H2 production rate of 93.94 μmol/h/g. The excellent stability of the MAPbI3@g‐C3N4 offers its potential applications for reusable studies. This work proposed the potential application of MAPbI3@g‐C3N4 towards H2 generation applications. [ABSTRACT FROM AUTHOR]

Like most phosphinic acids, the potent and selective RXP03 inhibitor of different MMPs exhibited moderate absorption and low bioavailability, which impaired its use. In an unprecedented attempt, we present an interesting synthetic approach to a new class of phosphinate prodrug, glycosyl ester of RXP03, to provide a potentially improved blood–brain barrier (BBB) behavior compared to the former lead compound RXP03. To validate this speculation, a predictive study for permeability enhancer of glycosyl ester of RXP03 showed encouraging insights to improve drug delivery across biological barriers. [ABSTRACT FROM AUTHOR]

The extraction of light rare earths (Pr and Nd) from chloride medium was investigated using a mixture of di(2-ethylhexyl) phosphoric acid (P204) and bis(2,4,4-trimethylpentyl) phosphinic acid (Cyanex272) in sulfonated kerosene. The P204+Cyanex272 system exerted a synergistic effect on the separation of light rare earths, and the separation coefficient was higher than when P204 and Cyanex272 were used as extractants alone. The separation coefficient of Pr and Nd in the extraction system reached 1.75 when the pH of the aqueous phase material solution was approximately 2.5, and 1.5 mol/L hydrochloric acid as a stripping agent effectively eluted the rare earth ions in the loaded organic phase. Combining the slope method, infrared spectroscopy, and nuclear magnetic resonance spectroscopy, we explored the mechanism of the extracted Nd and Pr into the organic phase complex, and finally entered the organic phase with Re(HA2)2B. The P-O-H bond and P=O bond in the extractant P204 and Cyanex272 formed a coordination bond with Re3+. Therefore, this extraction method also provides a reference for a more environmentally friendly and efficient procedure for separation and purification of light rare earth elements Pr and Nd. [ABSTRACT FROM AUTHOR]

The recycling of diamond wire cutting silicon waste (DWCSW) and the removal of heavy metal ions are very important for human life. Therefore, it is a promising method to improve the selective removal of heavy metal ions by etching and modifying organic functional groups for DWCSW. In this study, a new adsorbent PA-TEPA-GTS-NPSi was synthesized by Cu-assisted chemical etching and modified with 3-glycine dioxy-propyl trimethoxy-silane (3-GTS), tetraethylpentenediamine (TEPA) and hypophosphorous acid (H 3 PO 2) for selective adsorption Hg(Ⅱ). PA-TEPA-GTS-NPSi showed excellent adsorption performance on Hg(Ⅱ), with adsorption capacity of 112.8 mg/g (pH=2.0, adsorption time=120 min). The pseudo-second-order model and Langmuir model can better describe the adsorption process, which proving that the adsorption process is chemisorption. The adsorption mechanism of Hg(Ⅱ) was studied by X-ray photoelectron spectroscopy (XPS) and density functional theory (DFT). It was proved that the adsorption process was mainly caused by the strong adsorption between P and Hg(Ⅱ) in the phosphorus groups on the surface of PA-TEPA-GTS-NPSi adsorbent. Compared with other hypophosphorous acid functionalized adsorbents, the adsorption performance of the adsorbent is at a medium level, but it can effectively recycle DWCSW while removing heavy metal ions. [Display omitted] • A novel Hg adsorbent PA-TEPA-GTS-NPSi was synthesized. • Recovery and utilization of diamond wire cutting silicon waste. • The adsorption rate of PA-TEPA-GTS-NPSi can reach 93.5% after 5 cycles. • PA-TEPA-GTS-NPSi adsorbent can effectively adsorb mercury in practical wastewater applications. [ABSTRACT FROM AUTHOR]

[8][9][10][11] Organophosphorus compounds containing epoxy groups are generally prepared by the reaction of unstable and toxic phosphorus halides with alcohols containing an epoxide group (Scheme 1a). Solvent-free reaction, alkylation, epichlorohydrocarbons, phosphonic acids, tandem reaction, epoxy phosphinates Keywords: solvent-free reaction; alkylation; epichlorohydrocarbons; phosphonic acids; tandem reaction; epoxy phosphinates EN solvent-free reaction alkylation epichlorohydrocarbons phosphonic acids tandem reaction epoxy phosphinates 1715 1718 4 08/18/23 20230901 NES 230901 Graph Owing to its high reactivity, the epoxy group is important in syntheses of pharmaceuticals and bioactive natural products. [Extracted from the article]

Among phosphorylated derivatives, phosphinates occupy a prominent place due to their ability to be bioisosteres of phosphates and carboxylates. These properties imply the necessity to develop efficient methodologies leading to phosphinate scaffolds. In recent years, our team has explored the nucleophilic potential of silylated phosphonite towards various electrophiles. In this paper, we propose to extend our study to other electrophiles. We describe here the implementation of a cascade reaction between (trimethylsilyl)imidates and hypophosphorous acid mediated by a Lewis acid allowing the synthesis of aminomethylenebisphosphinate derivatives. The present study focuses on methodological development including a careful NMR monitoring of the cascade reaction. The optimized conditions were successfully applied to various aliphatic and aromatic substituted (trimethylsilyl)imidates, leading to the corresponding AMBPi in moderate to good yields. [ABSTRACT FROM AUTHOR]

Adansonia digitata L. is an African tree commonly called baobab. This tree is effectively used in traditional medicine to treat cardiovascular disorders. Hyperlipidemia is a well-known cardiovascular risk factor associated with the increased incidence of mortality worldwide. This study aimed to demonstrate the mechanism of baobab polyphenols in the activities of hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase and pancreatic lipase as lipid metabolic enzymes. Molecular docking and an incentive for drug design showed that all the polyphenols in baobab bound to the proteins with higher affinity and a lower binding energy compared with simvastatin as the positive control (ΔG: from −5.5 kcal/mol to −6.5 kcal/mol). The same polyphenols exhibited a considerable binding affinity to pancreatic lipase (ΔG: from −7.5 kcal/mol to −9.8 kcal/mol) in comparison with the control and HMG-CoA reductase. Quercetin showed the best docking score from the selected Baobab polyphenols (ΔG = −9.8 kcal/mol). The root mean square deviation (RMSD) results indicated that stable epicatechin and quercetin complexes were demonstrated with HMG-CoA reductase, and other less stable complexes were developed using rutin and chlorogenic acid. Moreover, the analysis of the root mean square fluctuation (RMSF) simulation results was consistent with that of the RMSD. The RMSF value for all the baobab polyphenols, including the crystal control ligand, was kept between 0.80 and 8.00 Å, similarly to simvastatin, and less than 4.8 Å for pancreatic lipase. Chlorogenic acid, quercetin, epicatechin, and rutin had negative ΔG binding scores from highest to lowest. The same ligands displayed more negative ΔG binding scores than those observed in HMG-CoA reductase and crystal control ligand (methoxyundecyl phosphinic acid) in their simulation with pancreatic lipase. In conclusion, baobab polyphenols interact with HMG-CoA reductase and pancreatic lipase to inhibit their substrate binding and block their activity. [ABSTRACT FROM AUTHOR]

A convenient synthesis of functionalized phosphonous and phosphinic acid derivatives based on alkenylferrocenes has been developed. Radical addition of bis(trimethylsiloxy)-phosphine to vinyl- and isopropenylferrocenes proceeds regioselectively to give new 2-ferrocene-containing alkylphosphonites. Subsequent aminomethylation of these phosphonites affords various phosphinic acid derivatives. The obtained compounds are of interest as promising biologically active substances and effective ligands. [ABSTRACT FROM AUTHOR]

The main challenge in separating REEs through hydrometallurgical processes is their chemical similarities. Despite the literature widely presenting the possibilities for organic extractants, there is a lack of evaluation of the structures formed between the REEs and the extractants. The present study aimed to evaluate different extractants (neutral, anionic, and acid extractants) for separating La, Y, and Nd. The extraction efficiencies were evaluated, and the structure investigation was carried out in FT-IR. From the results obtained, it is clear that the extraction order is Alamine 336 <<< Cyanex 272 < Cyanex 923, where both acid extractants were more selective for Y than for La and Nd. The extraction achieved 99% at pH 5.0 in nitric acid media, and a Y/La ratio of 2 and a Y/Nd ratio of 4 using Cyanex 923. The present study also elucidated the organometallic complexation between Cyanex 923 and Cyanex 272 with Y and La, which may improve separation processes to obtain critical metals from primary and secondary sources. [ABSTRACT FROM AUTHOR]

A new Zr/Hf separation system was developed with a novel unsymmetrical dialkylphosphinic acid extractant (n-octyl)(2,4,4'-trimethylpentyl)phosphinic acid (INET-1). It selectively extracts Hf over Zr, and shows much better Zr/Hf separation efficiency than organophosphorous acid Cyanex 272. The Zr and Hf extraction reactions at acidities of < 2 mol/L H2SO4 and > 5.5 mol/L H2SO4 are revealed, respectively. An organic phase with 10 mmol/L INET-1 can load > 290 mg/L of Hf at 1 mol/L H2SO4. Acidic H2SO4 solutions with concentration of 3.0–4.5 mol/L is a good Zr scrubbing agent. [ABSTRACT FROM AUTHOR]

Functionalized phosphinic acids bearing aminomethyl and 2-carboxyethyl groups were synthesized using vinylpyridines as the starting material. The radical addition of bis(trimethylsiloxy)phosphine to vinylpyridines proceeded regioselectively to give new (2-pyridinylethyl)phosphonites. The later were aminomethylated and 2-carboxyethylated to obtain the target phosphinic acids. The synthesized compounds are of interest as the promising biologically active substances and efficient ligands. [ABSTRACT FROM AUTHOR]

In this work, a new hydrophobic eutectic solvent (HES) based on bis(2,4,4-trimethylpentyl)phosphinic acid and menthol was synthesized and characterized for the first time. Important physical properties of the prepared HES, such as the density, viscosity, refractive index, as a function of temperature in the range 15–60 °C, were obtained. The new HES was applied for the extraction of Co, Ni, Cu, Mn, Al, and Fe from chloride solution. The extraction rate of Fe(III) reached 44%, while for other metals the extraction rate was not more than 3%. The potential possibility of the selective extraction of iron ions from an aqueous solution of a mixture of metals using the proposed HES was shown. [ABSTRACT FROM AUTHOR]

Placement of phosphorus in the polymer main chain leads to organophosphorus polymers with potentially unique chemical and physical properties. Herein, it is demonstrated that the Abramov phosphonylation reaction can be extended to the synthesis of such polymers, by reacting di‐ or tricarbaldehydes with phosphinic acid (PA) in the presence of N,O‐bis(trimethylsilyl)acetamide (BSA). This technique affords polymers with main chain PC bonds, wherein phosphorus (V), aromatic rings, and hydroxymethylene moieties are linked by bis(α‐hydroxymethylene)phosphinic acid (BHMPA) units. The resulting polymers are water soluble, display resilience against acid‐ and base‐catalyzed hydrolysis, and exhibit superior thermal stability with high char yield in air (≈83%) and nitrogen (≈76%) atmosphere. [ABSTRACT FROM AUTHOR]

1,2‐Oxaphospholane and 1,2‐oxaphosphole 2‐oxides, γ‐phosphonolactones and γ‐phosphinolactones, also called γ‐phostones and γ‐phostines, are important five‐membered 1,2‐oxaphosphaheterocycles and crucial motifs of some biologically active compounds. Various synthetic methods of these 1,2‐oxaphosphaheterocycles have been developed till now. They can be divided as cyclization, annulation, cycloaddition, ring expansion and contractions. The cyclizations mainly include intramolecular nucleophilic substitution of 3‐haloalkylphosphonic and phosphinic acid derivatives, esterification of 3‐hydroxyalkylphosphonic/phosphinic acids, transesterification of alkyl 3‐hydroxyalkylphosphonates/phosphinates, halocyclization of alkyl alk‐2/3‐enylphosphonates, halocyclization of allenylphosphonic acid derivatives, the transition metal‐catalyzed oxidative cyclizations of benzyl/2‐methylphenylphosphonic/phosphinic acids, and the Pd‐catalyzed cyclization of γ‐bromoalkyl phosphonates/phosphinates. The annulations covers [4+1] and [3+2] annulations. In this review, we have described various strategies and further development for the synthesis of 1,2‐oxaphospholane and 1,2‐oxaphosphole 2‐oxides. [ABSTRACT FROM AUTHOR]

We report a concise and green total synthesis of 1,4-dideoxy-1,4-imino- l -arabinitol hydrochloride from naturally occurring d- xylose. The key step involves a stereospecific substitution of a hydroxy group, without prior derivatization, in which the only byproduct is water. This opens up a novel benign route to iminosugar derivatives with diverse biological activities. [ABSTRACT FROM AUTHOR]

In this study, phosphorylated polyacrylonitrile hollow fiber membrane was synthesized by reacting aminated polyacrylonitrile hollow fiber membrane with phosphinic acid in a Mannich reaction. The batch single-factor measurements revealed that the phosphorylated polyacrylonitrile (PPAN) membrane had an outstanding ability for Hg2+ adsorption. Thermodynamic investigations indicated that the adsorption process was homogenous, and the theoretical maximum adsorption capacity predicted by the Langmuir model was 371.75 mg·g−1. The PPAN membrane was able to successfully chelate Hg2+ ions and attain saturation in 4 h, demonstrating that the reaction was chemically controlled by the adsorption kinetics. Based on the FT-IR and XPS spectral characterization data, successful phosphinic acid group grafting was proven, and a plausible mechanism for Hg2+ adsorption by PPAN membranes was presented. Furthermore, the five adsorption–desorption cycle experiments revealed that PPAN hollow fiber membranes had outstanding reusability, indicating a possible use for removing heavy metal ions from wastewater. [ABSTRACT FROM AUTHOR]

Macromolecules containing acidic fragments in side-groups—polyacids—occupy a special place among synthetic polymers. Properties and applications of polyacids are directly related to the chemical structure of macromolecules: the nature of the acidic groups, polymer backbone, and spacers between the main chain and acidic groups. The chemical nature of the phosphorus results in the diversity of acidic >P(O)OH fragments in sidechain phosphorus-containing polyacids (PCPAs) that can be derivatives of phosphoric or phosphinic acids. Sidechain PCPAs have many similarities with other polyacids. However, due to the relatively high acidity of –P(O)(OH)2 fragment, bone and mineral affinity, and biocompatibility, sidechain PCPAs have immense potential for diverse applications. Synthetic approaches to sidechain PCPAs also have their own specifics. All these issues are discussed in the present review. [ABSTRACT FROM AUTHOR]

47Sc for theranostic medical applications was produced from the neutron activation of a natural calcium target. Liquid–liquid extraction for separation of the 47Sc radioisotope from 47Ca was carried out with the extractant Cyanex 272 ((2,4,4-trimethylpentyl) phosphinic acid). The effects of various extraction parameters on the extraction efficiency and separation of the two radionuclides were investigated, including the extraction time, pH, metal ion concentrations, extractant concentration, diluent type, and phase ratio. It was shown that the extraction yield of the 47Sc radioisotope with the proposed procedure is about 90%, with a fast separation time of 10 min, at pH 1.8 (0.01 M HCl), and with low E (1%) for 47Ca and high separation factors. The stripping % of the loaded 47Sc isotope was about 99.2% using 0.4 M oxalic acid solution with a purity of 99.9%. [ABSTRACT FROM AUTHOR]

Limited availability of fish metabolic pathways for PFAS may lead to risk assessments with inherent uncertainties based only upon the parent chemical or the assumption that the biodegradation or mammalian metabolism map data will serve as an adequate surrogate. A rapid and transparent process, utilizing a recently created database of systematically collected information for fish, mammals, poultry, plant, earthworm, sediment, sludge, bacteria, and fungus using data evaluation tools in the previously described metabolism pathway software system MetaPath, is presented. The fish metabolism maps for 10 PFAS, heptadecafluorooctyl(tridecafluorohexyl)phosphinic acid (C6/C8 PFPiA), bis(perfluorooctyl)phosphinic acid (C8/C8 PFPiA), 2-[(6-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluorohexyl)oxy]-1,1,2,2-tetrafluoroethanesulfonic acid (6:2 Cl-PFESA), N-Ethylperfluorooctane-1-sulfonamide (Sulfuramid; N-EtFOSA), N-Ethyl Perfluorooctane Sulfonamido Ethanol phosphate diester (SAmPAP), Perfluorooctanesulfonamide (FOSA), 8:2 Fluorotelomer phosphate diester (8:2 diPAP), 8:2 fluorotelomer alcohol (8:2 FTOH), 10:2 fluorotelomer alcohol (10:2 FTOH), and 6:2 fluorotelomer sulfonamide alkylbetaine (6:2 FTAB), were compared across multiple species and systems. The approach demonstrates how comparisons of metabolic maps across species are aided by considering the sample matrix in which metabolites were quantified for each species, differences in analytical methods used to identify metabolites in each study, and the relative amounts of metabolites quantified. Overall, the pathways appear to be well conserved across species and systems. For PFAS lacking a fish metabolism study, a composite map consisting of all available maps would serve as the best basis for metabolite prediction. This emphasizes the importance and utility of collating metabolism into a searchable database such as that created in this effort. [ABSTRACT FROM AUTHOR]

A 3‐amino‐functionalized phosphabenzene (phosphinine) has been synthesized and structurally characterized. The pyramidalized nitrogen atom of the dimethylamino substituent indicates only a weak interaction between the lone pair of the nitrogen atom and the aromatic phosphorus heterocycle, resulting in somewhat basic character. It turned out that the amino group can indeed be protonated by HCl. In contrast to pyridines, however, the phosphabenzene‐ammonium salt undergoes a selective ring contraction to form a hydroxylphospholene oxide in the presence of additional water. Based on deuterium labeling experiments and quantum chemical calculations, a rational mechanism for this hitherto unknown conversion is proposed. [ABSTRACT FROM AUTHOR]

Racemic and enantiopure ferrocene-based P-chiral amidophosphinates have been simply and stereoselectively synthesized by ortho-lithiation of rac- or (R)-Ugi's amine and further reaction with amidochlorophenylphosphinate Cl–P(O)(Ph)NEt2. This is the first example of an asymmetric reaction of ortho-lithiated Ugi's amine with tetracoordinated phosphorus(V) chlorides. The structures of rac- and (R)-Ugi's amine ferrocenyl(phenyl)phosphinic acid N,N-diethylamide have been extensively studied experimentally (NMR, X-ray analysis, electrochemistry). The CV first peak refers to the oxidation of the amine fragment, which is clearly seen when (R)-Ugi's amine ferrocenyl(phenyl)phosphinic acid N,N-diethylamide reacts with anhydrous acid. The addition of two equivalents of CF3COOH leads to the protonation of nitrogen atoms, and a classical reversible wave of oxidation of Fe(II) to Fe(III) is observed. [ABSTRACT FROM AUTHOR]

Liquid crystal (LC) dimers with well‐defined composition and structure arouse broad attentions for their exhibiting LC properties beyond conventional low molar mass mesogens and serving as fascinating model compounds for LC polymers. Here in this work, a series of LC dimers bridged with a phosphonic group have been synthesized through a facile free radical mediated addition reaction between hypophosphorous acid and vinyl terminated cyanobiphenyl mesogens with variant length alkyl spacers. In addition, two esterified derivatives and a group of mono‐addition homologues with a terminal phosphonic acid group have also been prepared for comparison study. All the newly synthesized compounds exhibit monotropic nematic (N) phase with typical schlieren textures except for the LC dimer with the longest eleven‐methylene spacer, which surprisingly shows twist‐bend nematic (NTB) phase directly from the isotropic state upon cooling. Moreover, the thermal transition properties such as the nematic‐isotropic transition temperatures and associated entropy changes of the series LC dimers display a modest odd‐even effect. Furthermore, both the LC dimers and the mono‐addition homologues in N phase are quite easy to achieve homeotropic alignment upon annealing thanks to the supramolecular interactions between the introduced phosphonic acid group and the hydroxylated glass surface. This work thus provides a novel synthesis strategy for a class of LC materials bridged with a phosphonic acid group prone to further functionalization, which may serve as promising vertical alignment agents and pave the way for developing a new kind of functionalized LC materials of NTB phase. [ABSTRACT FROM AUTHOR]

Herein, we explore the origin of three-peaked structure, referred to as the Hadži ABC structure, illustrated within the absorption bands in infrared (IR) spectra of strongly H-bonded systems. The exploration is particularly elucidated for two phosphinic acid dimers (R 2 POOH) in gas phase, namely bis-(iodomethyl)-phosphinic acid dimer (i.e., R = CH 2 I) at 465 K and dibutyl-phosphinic acid dimer (i.e., R = C 4 H 9 O) at 425 K. A direct theoretical illustration of this spectral signature, related predominantly to very strongly hydrogen bonded complexes, is proposed. The spectral density, υ S O − H ,is determined by the aid of an approach describing the high-frequency O − H stretching modes by harmonic potentials. The intermolecular potential modes (O ... O) are assumed to be of anharmonic nature. The approach is founded on the strong anharmonic coupling approximation, which prescribes a linear dependency of the O − H frequency on the O ... O stretching coordinate as rationalized by the fundamental model of Maréchal and Witkowski. Both direct relaxation of the O − H vibrational mode and its homolog, indirect one, affecting the O ... O stretching mode are taken into consideration. The model also considers Davydov coupling, which describes the mutual interaction that takes place in the centrosymmetric dimer between the two existent hydrogen bonds as well as Fermi resonances, which occur between the bending modes arising in- and out-of-plane of the dimer and the fundamental O − H stretching mode. Interestingly, we illustrate how the (A , B , and C) triplet detected in the IR absorption band of phosphonic acids can be generated and discuss how the ABC structure can be numerically simulated. The approach provides a direct explanation of the emergence of this unusual feature and mainly reveals that the A peak is due to the Davydov coupling mechanism, whereas the BC diad is found to be generated by Fermi resonances. This was elucidated in a distinctly different approach, rationalized by Sheppard and Claydon, affirming that the provenance of the BC diad is exclusively due to Fermi resonances mechanism. Altogether, our results highlight the congregated effects of both Fermi resonance mechanism and Davydov coupling for the formation of the ABC structure. The model paves the way for a deeper understanding of the ABC structure, characteristic of very toxic strongly hydrogen-bonded dimers. This is of capital importance as it allows one to develop a solid understanding of nerve agents, such as phosphonic acids, from theory alone, so as to avoid difficult and dangerous experiments since they are extremely toxic. [Display omitted] • The adopted model is applied to very strongly H-bonded acid dimers in the gas phase. • IR υ S (OH) band of phosphinic acid [R 2 POOH, with R = CH 2 I, C 4 H 9 O] is simulated. • Good agreement with the experimental line shapes was obtained. • Employed parameters were discussed based on theoretical and/or experimental grounds. • ABC structure arises as congregated effect of Fermi resonances and Davydov coupling. [ABSTRACT FROM AUTHOR]

Five coordination polymers, denoted as ICR-15, ICR-16, ICR-17, ICR-18, and ICR-19, were prepared using three previously reported phosphinic acids, namely H 2 PBP(Me), H 2 PBP(Ph), H 2 BBP(Ph), and one new ligand H 3 TPBTP(Me), in conjunction with Cu2+ cations. These coordination polymers were characterized with single crystal X-ray diffraction, Fourier transform infrared (FTIR) spectroscopy, thermal analysis, and UV–vis spectroscopy. The crystal structures of the coordination polymers were analysed, revealing a variety of coordination environments and distinct structural motifs. Optical band gaps determined from the UV–vis spectra of the coordination polymers range from 2.8 eV to 3.5 eV, corresponding to wide bandgap semiconductors. Interestingly, the coordination geometry of Cu2+ was found to have a negligible influence on the size of the direct or indirect band gap. Five new coordination polymers prepared using Cu2+ and phosphinate ligands with varying length and geometry. They were then evaluated for their optical band gaps. [Display omitted] • Five new Cu-phosphinate coordination polymers were prepared. • Different ligand and coordination geometries were tested. • Optical bandgaps were determined to be in the range of wide bandgap semiconductors. • Band gaps are mainly influenced by the ligand rather than coordination geometry. [ABSTRACT FROM AUTHOR]

The adsorption properties of two coordination polymers, resulting from the reaction of divalent metal (Ca2+ or Co2+) salts with (2-carboxyethyl)(phenyl)phosphinic acid, are presented in this paper. The structural and textural characterization before and after adsorption experiments is presented. The adsorbent materials were prepared using the hydrothermal procedure. The compound Ca[O2P(CH2CH2COOH)(C6H5)]2 (CaCEPPA) has a layered topology, with the phenyl groups oriented into the interlayer space and crystallizes in the monoclinic system. Compound Co2[(O2P(CH2CH2COO)(C6H5)(H2O)]2·2H2O (CoCEPPA) has a 1D structure composed of zig-zag chains. The adsorption performances of CaCEPPA and CoCEPPA materials were tested in the removal of cadmium and lead from aqueous solutions. The optimum pH of ions adsorption was found to be five for both adsorbent materials. Pseudo-first and second-order kinetic models were used for fitting kinetic experimental data, and Langmuir and Freundlich isotherms were used for modeling the equilibrium experimental data. The pseudo-second-order kinetic model and Langmuir isotherm best described the adsorption of Cd and Pb ions onto the studied materials, judging from the results of the error function (correlation coefficient, sum of square error, chi-square test, and average relative error) analysis. The studied materials present a higher affinity for Cd ions compared with the adsorption capacity developed for the removal of Pb ions from aqueous solutions. CoCEPPA showed the highest adsorption performance in the removal process of metal ions from aqueous solutions compared with CaCEPPA (qm = 54.9 mg Cd2+/g of CoCEPPA, qm = 36.5 mg Cd2+/g of CaCEPPA). [ABSTRACT FROM AUTHOR]

A series of 1-alkoxy-3-methyl- and 3,4-dimethyl-3-phospholene 1-oxides, as well as 1-alkoxy-3-methylphospholane 1-oxides were prepared in good yields by the microwave (MW)-assisted [bmim][PF6 ]-catalyzed transesterification of the corresponding methyl or ethyl esters. The alcoholyses studied represent another case, where MW irradiation has had a crucial role on the course of the reaction. The method developed is an alternative possibility to other esterifications starting from the corresponding phosphinic chlorides and acids. [ABSTRACT FROM AUTHOR]

As a recently developed biobased polyamide, polyamide 56 (PA56) has great potential in the field of fibers and textiles due to its high strength, high moisture absorption, and easy dyeing. However, the application of PA56 is restricted due to its flammability. Flame‐retardant PA56 copolymers (FRPA56s) have been designed and successfully synthesized by the introduction of 2‐carboxyethyl(phenyl)phosphinic acid (CEPPA) monomer. The thermal properties and thermal stability of FRPA56s have been evaluated using DSC and TGA, respectively. The flammability behavior of the resultant copolymer has been investigated using UL94 vertical burning and cone calorimetry tests. The crystallization temperature (Tc), melting temperature (Tm), and crystallinity (Xc) of FRPA56s are reduced and the degradation pathway for PA56 is changed with the introduction of CEPPA. In addition, FRPA56 containing 7.8 mol% CEPPA may be characterized by a V‐0 rating in the UL94 vertical burning test and its total heat release is reduced 20% than that of PA56, reflecting the high flame‐retardant efficiency of CEPPA. Based on the analysis of the residual char and the gas‐phase pyrolysis products for combustion of FRPA56s, it is concluded that the flame‐retardant modes of action for this material mainly include flame inhibition, dilution effect and charring. [ABSTRACT FROM AUTHOR]

The efficacy of most marketed antimalarial drugs has been compromised by the development of parasite resistance, underscoring an urgent need to find new drugs with new mechanisms of action. This article describes the synthesis and the in vitro antimalarial profiling of antifolate P218 analogues, by exploring a bioisosteric replacement of the carboxylic group by a phosphinic moiety as well as structural isomerization of P218. The detailed synthetic route employed to access the title compounds is described. The listed compounds exhibited low antimalarial activity against drug-resistant strains of P. falciparum including chloroquine-resistant W2.

The efficient separation of ilmenite is a difficult problem in minerals flotation. For this issue, α-aminooctyl phosphinic acid (APA) was developed as a selective collector to separate ilmenite. The flotation test result showed that APA was more efficient for improving ilmenite recovery compared with octylphosphonic acid (OPA). Adsorption, ZETA and FTIR measurements proved that the chemical interaction between collector APA and the surface of ilmenite was stronger than OPA, while the result is completely opposite in the case of titanaugite. Moreover, XPS test and DFT calculations indicated that the collector APA was coordinated with the surface of ilmenite through P-O-Fe and P-O-Ti bonding. The amine group in the α-site of the phosphonyl group facilitated APA to be a stable zwitterion in the solution, which greatly enhanced the nucleophilicity of the phosphonic acid group. On the other hand, more appropriate coordination energy was another reason for the superior collecting selectivity of APA than OPA. [ABSTRACT FROM AUTHOR]

Urease, an enzyme that catalyzes the hydrolysis of urea, is a virulence factor of various pathogenic bacteria. In particular, Helicobacter pylori, that colonizes the digestive tract and Proteus spp., that can infect the urinary tract, are related to urease activity. Therefore, urease inhibitors are considered as potential therapeutics against these infections. This review describes current knowledge of the structures, activity, and biological importance of bacterial ureases. Moreover, the structure‐based design of several classes of bacterial urease inhibitors is presented and discussed. Phosphinic and phosphonic acids were applied as transition‐state analogues, while Michael acceptors and ebselen derivatives were applied as covalent binders of cysteine residue. This review incorporates bacterial urease inhibitors from literature published between 2008 and 2021. [ABSTRACT FROM AUTHOR]

Recovery of lutetium and ytterbium with solutions of 2-ethylhexylphosphonic acid mono-2-ethylhexyl ester in isopar-M and m-nitrobenzotrifluoride (F3), as well as with solutions of bis(2,4,4-trimethylpentyl)phosphinic acid in isopar M was investigated. Using the equilibrium shift method, it was shown that ytterbium and lutetium are recovered by the cation exchange mechanism in the form of the Ln[HA2]3 adduct up to 3 M HNO3, and with a further increase in the concentration of nitric acid in an aqueous solution, the separation mechanism changes to a solvate one. The separation factors β(Lu/Yb) in the studied separation systems are 1.4–1.6. The obtained data can be used for subsequent calculations of the extraction cascade for the separation of lutetium and ytterbium. Mathematical processing of experimental data was carried out to derive separation constants. [ABSTRACT FROM AUTHOR]

A method for separation of scandium and preparation of scandium oxide using hollow fibre supported liquid membrane (HFSLM) was described. Scandium was separated from a multi metal solution bearing copper, nickel, cobalt, zinc, iron, manganese and scandium using bis (2,4,4-trimethylpentyl) phosphinic acid (Cyanex 272) as the mobile carrier. The effect of parameters such as pH, extractant concentration, flow rate, metal ion concentration and strip solution concentration on extraction of scandium was investigated and maximum flux was obtained at pH 2.0, Cyanex 272 concentration of 0.3 M, flow rate of 240 mL/min and 1.0 M H2SO4 in strip solution. From the equilibrium studies the extracted species was determined to be ScR3.3RH. A comparative study between solvent extraction and HFSLM has also been carried out to predict the efficiencies of both the techniques for the present system which could be useful for the treatment of industrial wastes bearing very low amount of Sc. It was observed that Sc recovery using Cyanex 272 with HFSLM and solvent extraction was 99.9 and 91%, respectively. Scandium was separated from other metal ions with high separation factors which followed the trend α Sc/Ni < α Sc/Mn < α Sc/Co < α Sc/Zn < α Sc/Fe < α Sc/Cu. High pure scandium oxide (Scandia) was prepared from the strip solution by precipitation with oxalic acid and thermal decomposition at 750°C for 1 h. [ABSTRACT FROM AUTHOR]

In this work, hydrometallurgical recycling of metals from high-cobalt-content spent lithium-ion batteries (LIBs) from laptops was studied using precipitation and solvent extraction as alternative purification processes. Large amounts of cobalt (58% by weight), along with nickel (6.2%), manganese (3.06%) and lithium (6.09%) are present in LiCoO2 and Li2CoMn3O8 as prominent Co-rich phases of the electrode material. The pregnant leach solution (PLS) that was generated by leaching in the presence of 10% H2O2 using 50 g/L pulp density at 80 °C for 4 h contained 27.4 g/L Co, 3.21 g/L Ni, 1.59 g/L Mn and 3.60 g/L Li. The PLS was subjected to precipitation at various pH using 2 M NaOH but the purification performance was poor. To improve the separation of Mn and other impurities and in order to avoid the loss of cobalt and nickel, separation studies were carried out using a solvent extraction technique using di-(2-ethylhexyl) phosphoric acid (D2EHPA) and bis-(2,4,4-trimethylpentyl) phosphinic acid (Cyanex 272). Overall, this study examines the fundamentals of separating and synthesizing 99.9% pure Co sulfate from leach liquor of spent laptop LIBs with remarkably high cobalt content. [ABSTRACT FROM AUTHOR]

1,2‐Azaphosphinane and 1,2‐azaphosphinine 2‐oxides, δ‐phosphonolactams and δ‐phosphinolactams, are important six‐membered azaphosphaheterocycles and crucial scaffolds of some biological and organic material compounds. Dibenzo[c,e][1,2]azaphosphinine 2‐oxides are both chiral ligands and precursors of chiral atropisomeric P,N‐biaryl ligands. Various synthetic methods of these azaphosphaheterocycles have been developed till now. They can be classified as cyclization, including cyclization of haloalkylphosphonamidates and phosphinamides, condensation of aminoalkylphosphonic/phosphinic acids, ring closing metathesis of N‐allylallylphosphinamides, the palladium‐catalyzed cyclizations of 2‐alk‐1‐ynylarylphosphonamidates and N‐(2‐bromoaryl)diarylphosphinamides, oxidative cyclization of 2‐arylarylphosphinamides, annulation, and cycloaddition. In this Focus Review, we have described various strategies for the synthesis of 1,2‐azaphosphinane and 1,2‐azaphosphinine 2‐oxides. [ABSTRACT FROM AUTHOR]

In this paper, amino-phosphate bifunctionalized graphene oxide (PA-GO) was successfully synthesized by amination reaction of graphene oxide followed by acid modification with hypophosphorous acid. A series of composite proton exchange membranes were successfully prepared by adding modified GO to sulfonated poly (aryl ether ketone sulfone) matrices containing carboxyl groups (C-SPAEKS). The prepared composite membranes were performed by a series of tests. The C-SPAEKS@1%PA-GO had the best performance, which was able to achieve the tensile strength of 42 MPa while possessing the high proton conductivity of 128.23 mS cm−1 at 80 °C. In addition, the peak power density of C-SPAEKS@1%PA-GO reached 677.67 mW cm−2 at a current density of 2082.8 mA cm−2, which was almost four times that of the pure membrane (166 mW cm−2). And after 44 h at a constant current density of 0.1 A cm−2, the C-SPAEKS@1%PA-GO membrane could still maintain 54.1 % of the original voltage. It can be seen that our work has achieved certain results, and the functionalized modification of graphene oxide could greatly improve the comprehensive performance of proton exchange membranes (PEMs). [Display omitted] • Introduction of PA-GO increased the transfer sites of protons. • The introduction of PA-GO contributes to the enhancement of membrane conductivity. • The introduction of PA-GO improves the thermal stability of the membrane. • The highest power density of composite membrane was 677.67 mW cm−2. [ABSTRACT FROM AUTHOR]