Phenylphosphonic Acid Research Articles

Enhanced charge transport behaviors of single-walled carbon nanotube transistors by phenylphosphonic acid doping

Inkjet printing technology holds promise as a cost-effective method for fabricating large-area electronics, with high compatibility with various substrates. In this paper, we investigate the electrical doping behaviors of p-type transistors based on single-walled carbon nanotubes (SWCNTs), where semiconducting channels and electrodes are patterned using inkjet printing. We demonstrate improved charge transport properties by encapsulating SWCNTs with phenylphosphonic acid (PPA) without annealing. The PPA-coated SWCNT transistors exhibit significantly enhanced hole mobility, reaching approximately 8.25 cm2 V−1 s−1. The presence of the benzene ring in PPA facilitates hole injection and induces a p-doping effect, resulting in a 4.3-fold increase in the on-current level of the transistors.

Copper phenyl phosphonate for epoxy resin and cyanate ester copolymer with improved flame retardancy and thermal properties

Abstract Epoxy resin (EP)/cyanate ester (CE) copolymer, an important structural material with high temperature resistance and low dielectric constant in aerospace, microelectronics, and related fields, is still of great flammability danger. In this work, copper phenyl phosphonate (CuPP), a flame retardant used in EP/CE copolymer was synthesized by the reaction of phenyl phosphonic acid and copper nitrate trihydrate. The fire and thermal behavior of EP/CE/CuPP composites were studied in detail. The results suggested that the UL-94 rating and limiting oxygen index of EP/CE composite with 5 wt% CuPP (EP/CE/CuPP5) reach V-1 level and 30.6%, respectively. Compared with pure EP/CE copolymer, the peak heat release rate and total heat release values of EP/CE/CuPP5 decreased by 34.5% and 18.9%, respectively. The glass transition temperature of EP/CE/CuPP composite is higher than that of pure EP/CE copolymer, suggesting that the fire-retardant composite has higher work temperature and better heat resistance.

Bio‐based flame‐retardant rigid polyurethane foam with high content of soybean oil polyols containing phosphorus

AbstractRigid polyurethane foam (RPUF) is prepared from petroleum‐based polyols and isocyanate, which consumes a large amount of petroleum. To alleviate the consumption of petroleum, it is necessary to synthesize green and sustainable polyols. However, the greatest disadvantage of RPUF is its flammability. To reduce the risk of fire caused by RPUF, phosphorylated soybean oil polyol (Polyol‐P) and phenyl phospho‐soybean oil polyol (Polyol‐PPOA) were synthesized by ring‐opening reactions of epoxy soybean oil with phosphoric acid and phenylphosphonic acid, respectively. A flame‐retardant RPUF was prepared via polymeric 4,4‐diphenylmethane diisocyanate (p‐MDI), which reacted after mixing Polyol‐P and Polyol‐PPOA with polyether polyol‐330N in different proportions. Scanning electron microscopy (SEM) showed that the cell sizes of the RPUF‐P and RPUF‐PPOA increased first and then decreased and the cell number decreased first and then increased with the increase in the contents of Polyol‐P and Polyol‐PPOA. Mechanical property tests showed that the compressive strength of the RPUF‐P4 reached 0.1 MPa, and the compressive strength of the RPUF‐PPOA4 reached 0.07 MPa. The limiting oxygen index values of the RPUF‐P4 and RPUF‐PPOA4 were 20.9% and 24.3%, respectively. The UL 94 of the RPUFs indicated that the rating of the RPUF‐PPOA3 was improved to V‐1. The results showed that the flame‐retardancy mechanism of the Polyol‐P and Polyol‐PPOA in the RPUF was based on the charred surface as a physical barrier, which slowed down the decomposition of RPUF and prevented heat and mass transfer between the gas and the condensed phase.

Synthesis of FeOOH-Loaded Aminated Polyacrylonitrile Fiber for Simultaneous Removal of Phenylphosphonic Acid and Phosphate from Aqueous Solution.

Phosphorus is one of the important metabolic elements for living organisms, but excess phosphorus in water can lead to eutrophication. At present, the removal of phosphorus in water bodies mainly focuses on inorganic phosphorus, while there is still a lack of research on the removal of organic phosphorus (OP). Therefore, the degradation of OP and synchronous recovery of the produced inorganic phosphorus has important significance for the reuse of OP resources and the prevention of water eutrophication. Herein, a novel FeOOH-loaded aminated polyacrylonitrile fiber (PANAF-FeOOH) was constructed to enhance the removal of OP and phosphate. Taking phenylphosphonic acid (PPOA) as an example, the results indicated that modification of the aminated fiber was beneficial to FeOOH fixation, and the PANAF-FeOOH prepared with 0.3 mol L-1 Fe(OH)3 colloid had the best performance for OP degradation. The PANAF-FeOOH efficiently activated peroxydisulfate (PDS) for the degradation of PPOA with a removal efficiency of 99%. Moreover, the PANAF-FeOOH maintained high removal capacity for OP over five cycles as well as strong anti-interference in a coexisting ion system. In addition, the removal mechanism of PPOA by the PANAF-FeOOH was mainly attributed to the enrichment effect of PPOA adsorption on the fiber surface's special microenvironment, which was more conducive to contact with SO4•- and •OH generated by PDS activation. Furthermore, the PANAF-FeOOH prepared with 0.2 mol L-1 Fe(OH)3 colloid possessed excellent phosphate removal capacity with a maximal adsorption quantity of 9.92 mg P g-1. The adsorption kinetics and isotherms of the PANAF-FeOOH for phosphate were best depicted by pseudo-quadratic kinetics and a Langmuir isotherm model, showing a monolayer chemisorption procedure. Additionally, the phosphate removal mechanism was mainly due to the strong binding force of iron and the electrostatic force of protonated amine on the PANAF-FeOOH. In conclusion, this study provides evidence for PANAF-FeOOH as a potential material for the degradation of OP and simultaneous recovery of phosphate.

Multiscale Theoretical Study of Sulfur Dioxide (SO2) Adsorption in Metal–Organic Frameworks

In the present work, we used DFT in order to study the interaction of SO2 with 41 strategically functionalized benzenes that can be incorporated in MOF linkers. The interaction energy of phenyl phosphonic acid (-PO3H2) with SO2 was determined to be the strongest (-10.1 kcal/mol), which is about 2.5 times greater than the binding energy with unfunctionalized benzene (-4.1 kcal/mol). To better understand the nature of SO2 interactions with functionalized benzenes, electron redistribution density maps of the relevant complexes with SO2 were created. In addition, three of the top performing functional groups were selected (-PO3H2, -CNH2NOH, -OSO3H) to modify the IRMOF-8 organic linker and calculate its SO2 adsorption capacity with Grand Canonical Monte Carlo (GCMC) simulations. Our results showed a great increase in the absolute volumetric uptake at low pressures, indicating that the suggested functionalization technique can be used to enhance the SO2 uptake capability not only in MOFs but in a variety of porous materials.

Phenylenediamine‐phenyl phosphonic acid salts toward good flame retardancy and smoke suppression epoxy resin

AbstractAn environmentally friendly flame retardant named PO‐PA was designed to enhance the flame retardancy of epoxy resin (EP). Following the principles of efficiency and simplicity, PO‐PA was synthesized through a one‐pot reaction between phenyl phosphonic acid and p‐phenylenediamine. The chemical structure of PO‐PA was characterized by Fourier‐transform infrared (FTIR) spectroscopy, X‐ray photoelectron spectroscopy (XPS), elemental analysis (EA) and thermogravimetric analysis (TGA). EP containing 10 wt% PO‐PA (EP/10%PO‐PA) passed the UL94 V‐0 rating without dripping. In the cone calorimeter test, the total heat release and total smoke production of EP/10%PO‐PA decreased by 44% and 65%, respectively. TG‐FTIR and Py‐GC/MS were used to investigate the pyrolysis gases of the EP composites and PO‐PA, respectively. Scanning electron microscopy (SEM), FTIR, EA and XPS were utilized to study the char residues. It was proved that PO‐PA notably promoted the formation of smooth protective char layer in the condensed phase and effectively inhibited the oxidation chain reactions through releasing the phosphorus‐containing radicals in gas phase, which was not mentioned in the similar research based on phenyl phosphonic acid.

Synergism of adsorption and ROS-dominated catalytic oxidation in activating peroxymonosulfate by magnetic hybrid MOFs for selective removal of organophosphorus pesticides

Selective removal organic pollutants using heterogeneous catalytic system via peroxymonosulfate (PMS) activation has drawn intensive interest in water purification. Herein, a core–shell magnetic composite (MZU) having a double-layer of two kinds of MOFs (ZIF-67 and UiO-66) was prepared with Fe3O4 as the core. To present the selective removal of organophosphorus pesticides (OPPs), phenylphosphonic acid (PPOA) was selected as the target pollutant and its removal rate by MZU/PMS system achieved near 100 % within 30 min. The resultant MZU exhibited robust activation of PMS with reactive oxygen species (ROS) including SO4−, OH and 1O2, and efficient adsorption performance for produced phosphate during the degradation process. Attractively, the degradation rate constant of PPOA was significantly higher than that of the other five OPPs in a mixed solution, depending on the strong interaction between PPOA and MZU. This study constructs a fascinating strategy with efficient synergy adsorption and PMS-activation for selective removal of target pollutants in a complex water system.

Properties of phosphorus-containing polybutylene succinate/polylactic acid composite film material and degradation process effects on physiological indexes of lettuce cultivation

Phosphorus-containing polybutylene succinate (P-PBS) was prepared from the third monomer phenylphosphonic acid to improve the performance of biodegradable materials and endow plants with nutritional functions. The P-PBS/polylactic acid (PLA) composite was produced by blending P-PBS and PLA; its crystallization, thermodynamic, water vapor permeability, degradation, and plant nutrition properties were studied. Introducing phenylphosphoric acid destroyed the regularity of the PBS chain, decreased the crystallinity, and increased the polarity. With PLA, the composite crystallinity was further reduced. A certain intermolecular force combines P-PBS/PLA. When the P-PBS amount was 60%, the two-phase melting point was close, the two-phase compatibility was high, and the crystallinity was the lowest. Additionally, the molecular chain flexibility of the composite was the highest with the optimal thermal and mechanical properties. Furthermore, with 60% P-PBS, the composite material had the highest water vapor transmission rate for possessing the largest two-phase contact surface, which can be used as a mulching film. The composite was degraded in soil supernatant for 6 months, with a 60%–70% degradation rate. LC-MS identification revealed that the degradation products were succinic acid, butanediol, and phenylphosphonic acid oligomers, among which phosphorus-containing small molecules enhanced lettuce growth.

Solvent‐Polarity‐Induced Assembly of Calixarene‐Capped Titanium‐Oxo Clusters with Catalytic Activity in the Oxygenation of Sulfides

AbstractFour calixarene‐coordinated titanium‐oxo clusters, namely, [Ti4(C6A)2(μ3‐O)2(DMF)2] (CIAC‐258), [Ti8(H3C6A)4(C6H5PO3)8(μ2‐O)4]4− (CIAC‐259), [Ti6(TC4A)3(μ2‐O)3 (OiPr)6] (CIAC‐260) and [Ti6(H2TC4A)4(C6H5PO3)4(μ2‐O)5(DMF)2]2− (CIAC‐261) were obtained, which feature sandwich‐like, windmill‐like, triangular, and tetrahedral structures, respectively. The polarity of the solvent determines the involvement of the auxiliary ligand phenylphosphonic acid in the formation of the products and their structures. Compounds CIAC‐258 and CIAC‐261 exhibit good catalytic performance in the selective oxidation of sulfides to sulfoxides with H2O2 as the oxidant, which can be attributed to the Ti active sites coordinated by exchangeable DMF molecules. Moreover, density functional theory (DFT) calculations revealed that the Ti‐hydroperoxo species formed by the interaction of the Ti active site in CIAC‐258 or CIAC‐261 and H2O2 is the most likely catalytic active component during the catalytic sulfoxidation process.

Mild Oxidation of Toluene to Benzaldehyde by Air

We report here the green oxidation of toluene to benzaldehyde by air under mild conditions in >99% selectivity at 35% conversion at 180 °C. This is an important reaction in both theoretical and practical research studies, but little progress has been made in the past five decades. Either the selectivity or the conversion is very low, and the sum of selectivity and conversion is hardly more than one hundred. In previous investigation, we have constructed a highly efficient system of catalysis, i.e., Pickering-like emulsion of toluene in water stabilized by amphiphilic catalysts HDPA-FeOx/Al2O3, hexadecyl phosphonic acid-modulated iron oxides, which work in an enzyme-like mechanism for oxidation of toluene to benzaldehyde. However, the oxygen pressures more than 3 MPa needed for high conversion impede their practical uses. In this work, we modify the catalytic system for the green oxidation of toluene to benzaldehyde using 1 MPa of air as an oxidant. First, the catalytic center of HDPA-FeOx/Al2O3 is optimized as PPA-CuFeOx/Al2O3 with promoted activity of crystal oxygen toward toluene oxidation. Readily available phenylphosphonic acid (PPA), in place of HDPA, shows good performance in the new catalytic system. Second, 5 vol % acetone/water is used as a mixed solvent of the reaction, which markedly modifies the oxygen dissolving and transferring, the access of the toluene molecule to the catalyst, and the recovery rate of catalytic center. The acetone molecule itself, however, is proved not converted and can be recycled in the catalytic process. Comprehensively, the catalytic system including multifactor synergism and good intrinsic safety developed in the current work has realistic feasibility for benzaldehyde production from toluene green oxidation in high-performance and atomic economy.

Area-selective atomic layer deposition of Ru thin films using phosphonic acid self-assembled monolayers for metal/dielectric selectivity

• For potential AS-ALD applications, metal/dielectric selectivity was investigated. • Selective chemisorption of phosphonic acid SAMs was confirmed on TiN and W surfaces. • Blocking capability of SAMs with different ligands was evaluated against Ru ALD. • Ru AS-ALD was successfully demonstrated on metal/dielectric-patterned substrates. We comparatively investigate inhibitory efficacy of four different phosphonic acid (PA) SAMs, octadecylphosphonic acid (ODPA), octylphosphonic acid (OPA), ethylphosphonic acid (EPA), and phenylphosphonic acid (PPA) on TiN and W versus SiO 2 for technologically important metal/dielectric selectivity. Herein, blocking ability of various PA SAM-treated surfaces was evaluated by using Ru atomic layer deposition (ALD) as a representative model process toward metal/dielectric selectivity. Although chemo-selective adsorption features of PA SAMs were obtained on TiN and W relative to SiO 2 , their blocking quality was shown to improve with increasing alkyl chain lengths via strong van der Waals interactions between adjacent SAMs. With the best efficacy of ODPA SAMs, we successfully demonstrated area selective ALD (AS-ALD) of Ru thin films over 15 nm on patterned TiN/SiO 2 surfaces.

Synthesis and Characterization of a New Copolymer Consisting of Polyamide 1210 and Reactive Phosphorus-Nitrogen Flame-Retardant.

The thermal stability and reactivity of organophosphorus flame-retardants play a critical role in synthesizing copolymerized flame-retardant polyamides. Herein, this work successfully synthesizes a flame-retardant CEPPA-DDA salt (CDS) with both good thermal stability and high reactivity by reacting 2-carboxyethyl phenyl phosphonic acid (CEPPA) with 1,12-dodecanediamine (DDA). Flame-retardant polyamide 1210 (FRPA) is further prepared by copolymerizing the CDS, DDA, and sebacic acid (SEA). The test results show that the introduction of CDS can significantly improve the flame-retardant properties of FRPA. Specifically, the flame-retardant polyamide 1210 (FRPA-7) with 7 wt% CDS addition can reach V-0 grade according to UL-94 standard, accompanying limiting oxygen index value of 30.2% and tensile strength of 38.62MPa. Compared with pure polyamide 1210, the peak heat release rate and total heat release rate of FRPA-7 reduce by 24.11% and 9.40%, respectively. This study provides a simple strategy to prepare flame-retardant polyamides with high flame retardancy and good mechanical properties, which are expected to show great potentials in future industrial applications.

NMR Characterization of Nanoscale Surface Patterning in Mixed Ligand Nanoparticles.

Spontaneous phase separation in binary mixed ligand shells is a proposed strategy to create patchy nanoparticles. The surface anisotropy, providing directionality along with interfacial properties emerging from both ligands, is highly desirable for targeted drug delivery, catalysis, and other applications. However, characterization of phase separation on the nanoscale remains quite challenging. Here we have adapted solid-state 1H spin diffusion NMR experiments designed to detect and quantify spatial heterogeneity in polymeric materials to nanoparticles (NPs) functionalized with mixed short ligands. Janus NPs and physical mixtures of homoligand 3.5 nm diameter ZrO2 NPs, with aromatic (phenylphosphonic acid, PPA) and aliphatic (oleic acid, OA) ligands, were used to calibrate the 1H spin diffusion experiments. The Janus NPs, prepared by a facile wax/water Pickering emulsion method, and mixed ligand NPs, produced by ligand exchange, both with 1:1 PPA:OA ligand compositions, display strikingly different solvent and particle-particle interactions. 1H spin diffusion NMR experiments are most consistent with a lamellar surface pattern for the mixed ligand ZrO2 NPs. Solid-state 1H spin diffusion NMR is shown to be a valuable additional characterization tool for mixed ligand NPs, as it not only detects the presence of nanoscale phase separation but also allows measurement of the domain sizes and geometries of the surface phase separation.

Exploring the Isoreticular Continuum between Phosphonate- and Phosphinate-Based Metal-Organic Frameworks.

The rational design of metal-organic frameworks (MOFs) is one of the driving forces behind the great success that this class of materials is experiencing. The so-called isoreticular approach is a key design tool, very often used to tune the size, steric properties, and additional functional groups of the linker used. In this work, we go one step further and show that even linkers with two different coordinating groups, namely, phosphonate and phosphinate, can form isoreticular MOFs. This effectively bridges the gap between MOFs utilizing phosphinate and phosphonate coordinating groups. Using a novel bifunctional ligand, 4-[hydroxy(methyl)phosphoryl]phenylphosphonic acid [H3PPP(Me)], we were able to prepare ICR-12, a MOF isoreticular to already published MOFs containing bisphosphinate linkers (e.g., ICR-4). An isostructural MOF ICR-13 was also successfully prepared using 1,4-benzenediphosphonic acid. We envisage that this strategy can be used to further enlarge the pool of MOFs.

The Influence of Boron on the Structure and Properties of Hybrid Compounds Containing Zirconium and Phosphorus.

In the present work, novel organic–inorganic hybrid materials containing boron, zirconium, and phosphorus were synthesized at different molar ratios, using the sol–gel method, starting from zirconyl chloride hexa-hydrate, triethyl borate, and phenyl phosphonic acid as the precursors. The sol–gel process is used for the first time in the present work in order to obtain organic–inorganic hybrids (or the so-called inorganic polymers) containing together boron, zirconium, and phosphorus. The sol–gel syntheses were performed at room temperature in ethanol. Zirconium containing compounds are already well known for their applications in medicine in restorative or prosthetic devices, including dental implants, knee and hip replacements, middle-ear ossicular chain reconstruction, and so on. Zirconium is a strong transition metal, which started to replace hafnium and titanium in the last decade in important applications. On the other hand, boron has the capability (similar to carbon) to form stable covalently bonded molecular networks. In addition to this capability, boron also offers mixed metallic and nonmetallic properties, because of its place on the periodic table, at the border between metals and nonmetals. Boron is responsible for the higher thermal stability of synthesized hybrid compounds. In the structure of those hybrid compounds, zirconium, boron, and phosphorus atoms are always connected via an oxygen atom, by P-O-Zr, Zr-O-Zr, or Zr-O-B bridges.

Polyelectrolyte as highly efficient flame retardant to epoxy: Synthesis, characterization and mechanism

To balance the flame retardancy and mechanical properties of epoxy (EP) resin, a polyelectrolyte complex (PPA-PEI, P content of 9.27%) was facilely prepared in aqueous solution by the neutralization reaction between polyethyleneimine (PEI) and phenyl phosphonic acid (PPA). Just 4 wt% PPA-PEI could endow the relating EP composite with satisfied flame retardancy (limited oxygen index (LOI) of 29.0%, UL-94 V-0 rating). It also shows significant reduction in total heat release (THR), peak heat release (PHRR), total smoke production (TSP) of 52.5%, 52.3%, and 22.7%, respectively. Analyzed from the char morphologies and chemical structures, it can be induced that the good flame retardancy is mainly attributed to the highly yielded char residue with well swelled and multicellular structures possessing good barrier and thermal insulation properties. Meanwhile, the dilution and free radical scavenging effects also work well in the gaseous phase. Before the PPA-PEI molecules start to collapse into cluster seriously to worsen the dispersability within EP matrix, EP/4 wt%PPA-PEI can maintain similar tensile strength and glass transition temperature (Tg), and display improved Yong's and storage modulus compared with neat EP. Accordingly, this presented work provides a low-cost and promising approach for preparing flame-retardant EP/PEC composites with excellent comprehensive performance.

Stibonic acids and related stibonate-phosphonate clusters: Synthesis, characterization and bioactivity evaluation

The reaction of 4-(azobenzene)phenylstibonic acid with t-butylphosphonic acid led to the isolation of the tetranuclear oxo-hydroxo antimony cluster of formulae [(4-azobenzene-C6H4Sb)4(OH)4(tBuPO3)6] (C1). The reaction of (p-t-butyl phenyl stibonic acid with phenyl phosphonic acid resulted in the isolation of complex with formulae [(p-t-BuC6H4Sb)4(O)2(PhPO3)4(PhPO3H)4] (C2). Based upon the initial results from docking studies, parent stibonic acids, t-butyl-phenylstibonic acid, p-isopropylphenylstibonic acid, 4-azobenzenephenylstibonic acid, and the derived tetranuclear organoantimonate-phosphonate clusters were screened against different cancer cell lines, various Gram-positive and Gram-Negative bacteria and mycobacteria for possible bioactivity profile.

Thermal stability and protective properties of phenylphosphonic acid on Cu(111)

Phenylphosphonic acid (PPA) adsorbed on Cu(111) has been studied by synchrotron radiation-based techniques in combination with density functional theory calculations. The dehydrogenated phenylphosphonic acid molecule (PP) strongly bound in a tridentate geometry through oxygen atoms to Cu(111) is shown to be the dominant surface species in the temperature range 150–300 °C. The stable PP adlayer substantially protects the Cu(111) surface from oxidation during exposure to ambient conditions. Thermal treatment of the PPA adlayer at 375 °C initiates molecular decomposition through several channels: P–O bond scission forming C6H5PO2; C–P bond scission forming phenyl and PO3; and C–H bond scission forming C6H4PO3. All three reaction steps have activation barriers of 1.7–1.8 eV. Small products such as O, H, and phenyl can immediately react further and desorb, while the remaining phosphonate species undergo condensation. After annealing at a higher temperature, the phosphonate group is further reduced from oxygen-rich to phosphorus-rich species, which form the majority of remaining adsorbates after 500 °C treatment.

Construction and in-cage modification of metal-organic polyhedra based on Anderson-like polyoxovanadate clusters

Two tetrahedral metal-organic polyhedra (MOPs) constructed from Anderson-like alkoxo-polyoxovanadate clusters, [NH2Me2]8{[V6O6(OCH3)9(SO4)]4(2,6-NDC)6}(MeOH)15(DMA)9 (1) and [NH2Me2]8{[V6O6(OCH3)9(C6H5PO3)]4(2,6-NDC)6}(MeOH)9(DMA)10 (2), were synthesized under solvothermal conditions. They are isomorphic tetrahedra composed of 3-connected [V6O6(OCH3)9(X)] SBUs and rigid bidentate ligand 2,6-naphthalenedicarboxylic acid (NDC). The difference between the two structures is modification of the inner cage in 2 by introduction of phenylphosphonic acid. The space inside the molecular cage was reduced from 1100 Å3 to 700 Å3 after introduction of phenylphosphonic acid, as calculated by the VIODOO program. Interestingly, the iodine adsorption performance of 2 was improved by more than three times compared to 1 after the introduction of phenylphosphonic acid. These findings may provide new insights into the modification and functionalization within the cage of MOPs.

A STUDY OF THE KINETICS AND MECHANISM OF LIQUID-PHASE OXIDATION OF ETHYL¬BEN¬-ZENE IN THE PRESENCE OF COBALT-BASED POLYMER CATALYSTS WITH ACTIVE CENTERS TUNED TO HYDROCARBON SUBSTRATES

The focus of the present study is liquid-phase oxidation of alkylaromatic hydrocarbons, particularly that of ethylbenzene, in the presence of cobalt-based polymer complexes tuned to ethylbenzene and obtained based on cobalt salts and a copolymer of diethyl ether of phenylphosphonic acid with acrylic acid. The reaction was carried out without solvent at atmospheric pressure and 900C temperature in a glass temperature-controlled equipped reactor. Oxidation was carried out by bubbling gaseous oxygen through the reaction mass. It is shown that tuning leads to a significant increase in the rate of formation of oxidation products. The heterogeneous-homogeneous mechanism of the process, the formation of radicals on the surface with their subsequent release into the liquid volume and the formation of products based on the radical-chain mechanism have been established. We also studied the specificity of the complexʹs ability to tune to α-phenylethyl hydroperoxide in a way identical to its ability to tune to ethylbenzene. As a result of our study, α-phenylethyl hydroperoxide, methylphenylcarbinol and acetophenone were obtained