Search Results (6)

This review surveys recent advances and emerging prospects in phase-transfer catalysis (PTC) for fuel desulfurization. In response to increasingly stringent environmental regulations, the removal of sulfur from transportation fuels has become imperative for curbing SO_x emissions. Conventional hydrodesulfurization (HDS) operates under severe temperature–pressure conditions and displays limited efficacy toward sterically hindered thiophenic compounds, motivating the exploration of non-hydrogen routes such as oxidative desulfurization (ODS). Within ODS, PTC offers distinctive benefits by shuttling reactants across immiscible phases, thereby enhancing reaction rates and selectivity. In particular, PTC enables efficient migration of organosulfur substrates from the hydrocarbon matrix into an aqueous phase where they are oxidized and subsequently extracted. The review first summarizes the deployment of classic PTC systems—quaternary ammonium salts, crown ethers, and related agents—in ODS operations and then delineates the underlying phase-transfer mechanisms, encompassing reaction-controlled, thermally triggered, photo-responsive, and pH-sensitive cycles. Attention is next directed to a new generation of catalysts, including quaternary-ammonium polyoxometalates, imidazolium-substituted polyoxometalates, and ionic-liquid-based hybrids. Their tailored architectures, catalytic performance, and mechanistic attributes are analyzed comprehensively. By incorporating multifunctional supports or rational structural modifications, these systems deliver superior desulfurization efficiency, product selectivity, and recyclability. Despite such progress, commercial deployment is hindered by the following outstanding issues: long-term catalyst durability, continuous-flow reactor design, and full life-cycle cost optimization. Future research should, therefore, focus on elucidating structure–performance relationships, translating batch protocols into robust continuous processes, and performing rigorous environmental and techno-economic assessments to accelerate the industrial adoption of PTC-enabled desulfurization. Full article

Nicotinic acid (NA) is a heteroaromatic carboxylic acid mainly used as feed, in breakfast cereals, and as a beverage additive. Moreover, it is used as an anti-pellagra drug and as an ingredient in multivitamin supplements. It is manufactured using the Lonza process from 3-ethyl-3-methylpyridyne as a raw material using HNO₃ as the oxidant agent. However, the use of such an oxidant is connected with greenhouse gases, thus making the technology non-ecological. Another industrial process is oxidative ammonolysis of 3-picoline followed by hydrolysis of a reaction intermediate to NA. This paper presents the results of research on the selective oxidation of 3-picoline with oxygen to NA. Bromide organic salts, including ionic liquids, N-hydroxyphtalimide, and cobalt(II) salts, were used as the catalysts. The reaction was carried out with acetic acid (AcOH) as a solvent. The bromide salts imidazolium bromide, quaternary ammonium bromide, and quaternary phosphonium bromide were used. They also fill the role of corrosion inhibitors caused by the acidic and highly oxidative reaction environment. Full article

The reaction of octakis(3-chloropropyl)octasilsesquioxane with four equivalents of 1-hexylimidazole or 1-decylimidazole gave two products labelled as HQ-POSS (hexyl-imidazolium quaternized POSS) and DQ-POSS (decyl-imidazolium quaternized POSS) as regioisomer mixtures. An investigation of the biological activity of these two compounds revealed the higher antimicrobial performances of HQ-POSS against Gram-positive and Gram-negative microorganisms, proving its broad-spectrum activity. Due to its very viscous nature, HQ-POSS was adsorbed in variable amounts on the surface of biologically active oxides to gain advantages regarding the expendability of such formulations from an applicative perspective. Titania and 5 wt% Cu on titania were used as supports. The materials 10HQ-POSS/Ti and 15HQ-POSS/5CuTi strongly inhibited the ability of Pseudomonas PS27 cells—a bacterial strain described for its ability to handle very toxic organic solvents and perfluorinated compounds—to grow as planktonic cells. Moreover, the best formulations (i.e., 10HQ-POSS/Ti and 15HQ-POSS/5CuTi) could prevent Pseudomonas PS27 biofilm formation at a certain concentration (250 μg mL⁻¹) which greatly impaired bacterial planktonic growth. Specifically, 15HQ-POSS/5CuTi completely impaired cell adhesion, thus successfully prejudicing biofilm formation and proving its suitability as a potential antifouling agent. Considering that most studies deal with quaternary ammonium salts (QASs) with long alkyl chains (>10 carbon atoms), the results reported here on hexylimidazolium-based POSS further deepen the knowledge of QAS formulations which can be used as antifouling compounds. Full article

In order to degrade toxic pollutants such as dyes during the process of sewage treatment, considerable attention has been paid to photocatalytic technologies. In this paper, TiO₂/Ag[BMIM]Cl (1-butyl-3-methyl imidazolium chloride ([BMIM]Cl)) nanocomposites were prepared with TiO₂ as the carrier, silver ions as dopants and ionic liquids (IL) as modifiers. The morphologies, microstructures, crystalline structure and optical properties of the TiO₂/Ag[BMIM]Cl nanospheres are investigated by transmission electron microscopy (TEM), X-ray diffraction (XRD), total organic carbon (TOC), and UV-vis diffuse reflectance spectrum (UV-vis DRS) techniques. The TiO₂/Ag[BMIM]Cl nanocomposites can selectively degrade rhodamine B (Rh B) under visible light because of the unstable quaternary ammonium salt. The as-obtained nanocomposites exhibit better photocatalytic activity performance than pure TiO₂, TiO₂/IL, and TiO₂/Ag⁺. The experimental results show that the Rh B degradation rate can reach 98.87% under optimized producing conditions by using the TiO₂/Ag[BMIM]Cl composites as the catalyzer. It shows that simultaneous doping with silver ions and ionic liquids can significantly improve the photocatalytic activity of TiO₂ in Rh B degradation, indicating the formation of photosensitive AgCl in the process of TiO₂/Ag[BMIM]Cl preparation. Ag⁺ and IL addition exchange the band gap of TiO₂ and lengthen the visible wavelength range of the composite. The material has the advantages of low cost, facile preparation and reusability with the excellent degradation effect of Rh B. Full article

Ionic liquids are increasingly used for their superior properties. Four water-immiscible ionic liquids (butyltriethylammonium bis(trifluoromethylsulfonyl)imide, octyltriethylammonium bis(trifluoromethylsulfonyl)imide, dodecyltriethylammonium bis(trifluoromethylsulfonyl)imide, butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide) and their water miscible precursors (bromides) were synthesized in a microwave reactor and by conventional heating. The best conditions for microwave-assisted synthesis concerning the yield and the purity of the product are proposed. The heating in the microwave reactor significantly shortened the reaction time. Biocide and ecotoxic effects of synthesized ionic liquids and their precursors were investigated. All tested compounds had at least a little effect on the growth or living of microorganisms (bacteria or mold). The precursor dodecyltriethylammonium bromide was found to be the strongest biocide, but posed a risk to the aquatic environment due to its relatively high EC₅₀ value in the test with Vibrio fischeri. We assumed that apart from the alkyl chain length, the solubility in water, duration of action, or type of anion can influence the final biocide and ecotoxic effect. Full article

In the search for a new class of potential antimicrobial agents, five novel N-substituted imidazole 2-aldoximes and their six quaternary salts were evaluated. The antimicrobial activity was assessed against a panel of representative Gram-positive and Gram-negative bacteria, including multidrug resistant bacteria. All compounds demonstrated potent in vitro activity against the tested microorganisms, with MIC values ranging from 6.25 to 50.0 μg/mL. Among the tested compounds, two quaternary compounds (N-but-3-enyl- and meta- (10) or para- N-chlorobenzyl (11) imidazolium 2-aldoximes) displayed the most potent and broad-spectrum activity against both Gram-positive and Gram-negative bacterial strains. The broth microdilution assay was also used to investigate the antiresistance efficacy of the both most active compounds against a set of Enterobacteriaceae isolates carried a multiple extended-spectrum β-lactamases (ESBLs) in comparison to eight clinically relevant antibiotics. N-but-3-enyl-N-meta-chlorobenzyl imidazolium 2-aldoxime was found to possess promising antiresistance efficacy against a wide range of β-lactamases producing strains (MIC 2.0 to 16.0 μg/mL). Best results for that compound were obtained against Escherichia coli and Enterobacter cloacae producing multiple β-lactamases form A and C molecular classes, which were 32- and 128-fold more potent than ceftazidime and cefotaxime, respectively. To visualize the results, principal component analysis was used as an additional classification tool. The mixture of ceftazidime and compound 10 (3 μg:2 μg) showed a strong activity and lower the necessary amount (up to 40-fold) of 10 against five of ESBL-producing isolates (MIC ≤ 1 µg/mL). Full article