Search Results (463)

Lignin is part of the lignocellulosic biomass found in hardwoods, softwoods, and herbaceous plants. It is isolated by fractionation and pulping processes, where it is considered a waste product and is mainly burned to generate electricity and heat. However, lignin is a biopolymer that can be a source of many chemicals of significant value after treatments of functionalisation or depolymerisation. The main processes for its valorisation require solubilisation in organic solvents, which may affect the process’s mass balance and the biopolymer’s chemical structure, as lignins are rarely completely soluble in organic solvents. In this research, two industrial Kraft lignins derived from softwood and hardwood were treated using different green organic solvents (2-methyl tetrahydrofuran, tetrahydrofuran, 1-methoxy-2-propanol, and acetone), measuring the soluble and insoluble content to determine the mass balance, and the solubility was evaluated using Hansen parameters and FTIR. The results showed that both lignins were more soluble in tetrahydrofuran and 1-methoxy-2-propanol. Also, tetrahydrofuran performed better than the 2-methyl tetrahydrofuran, which is considered the green alternative. The reason can be explained using the Hansen solubility parameters. Moreover, the solubilised fractions showed similar FTIR spectra. The same is the case for the insoluble parts. In conclusion, the two lignins studied showed different solubilities in absolute values in organic solvents, but the trends were similar. Full article

A deep eutectic solvent (DES) with the ability to change from hydrophilic to hydrophobic was designed and synthesized and applied to the determination of organophosphorus (OPP) pesticides in honeysuckle dew samples. Choline chloride, phenol, and tetrahydrofuran (THF) were used as the hydrogen bond acceptor, hydrogen bond donor, and demulsifier, respectively. Eight OPP pesticides were extracted by DES coupled with ultrasonic-assisted extraction (UA) and then chromatographed by GC-MS. DES used as an extract solvent has the advantages of high extraction efficiency, low cost, and environmental protection. Furthermore, DES is compatible with GC-MS. The single factor experiment design and Box–Behnken design (BBD) were applied to the optimization of experimental factors, including the type and composition of extraction solvent, type of demulsifier solvent, the volume of DES and THF, pH of sample solution, and ultrasonic time. Under the optimum experimental conditions, the high degree of linearity from 0.1 to 20.0 ng mL⁻¹ (R² ≥ 0.9989), the limits of detection from 0.014 to 0.051 ng mL⁻¹ (S/N = 3), and the recoveries of analytes from 81.4 to 104.4% with relative standard deviation below 8.6%. In addition, the adsorption mechanism of OPPs on DES was explored by adsorption kinetic studies. These results have demonstrated that the present method has offered an effective, accurate, and sensitive methodology for OPP pesticides in honeysuckle dew samples, and this method provides a reference for the detection of pesticide residues in traditional Chinese medicine. Full article

The primary objective of this investigation was to synthesize a resin incorporating nanoparticles of hydroxyapatite and silver (HA-NpsAg) to enhance biocompatibility and antimicrobial efficacy, thereby facilitating potential implementation within the dental industry. These enhancements aim to ensure reliable, durable, functional, and aesthetically pleasing restorations while concurrently reducing susceptibility to bacterial colonization within the oral cavity. Hydroxyapatite powders were prepared using the sol–gel method and doped with silver nanoparticles obtained by chemical reduction. The crystalline amorphous calcium phosphate powder had a particle size of 279 nm, and the silver nanoparticles had an average diameter of 26.5 nm. Resin spheres containing HA-NpsAg (RHN) were then synthesized at two concentrations (0.5% and 1%) by dissolving the initial monomer mixture in tetrahydrofuran. Subsequent antimicrobial evaluations were conducted via agar diffusion and turbidimetry, employing three strains of Gram-negative bacteria (E. coli, K. oxytoca, and P. aeruginosa) and three strains of Gram-positive bacteria (S. mutans, S. aureus, and B. subtilis). The findings revealed that P. aeruginosa exhibited maximum susceptibility to RHN powder at a concentration of 0.5%, while RHN powder at 1% concentration demonstrated maximal inhibition against S. aureus and S. mutans. Overall, our study highlights the successful synthesis of a dental resin with hydroxyapatite and silver nanoparticles, exhibiting bactericidal properties at low silver concentrations. These findings hold promise for enhancing dental materials with improved antimicrobial efficacy and clinical performance. Full article

In a previous study, we demonstrated a change in membrane morphology and gas separation performance by varying the recipe of a casting solution based on polysulfone in a certain solvent system. Although all results were reproducible, all used solvents were harmful and not sustainable. In this study, the solvents tetrahydrofuran (THF) and N,N-dimethylacetamide (DMAc) are replaced by the more sustainable solvents 2-methyl-tetrahydrofuran (2M-THF), N-butyl pyrrolidinone (NBP) and cyclopentyl methyl ether (CPME). The gas permeation performance and, for the first time, morphology of the membranes before and after solvent replacement were determined and compared by single gas permeation measurements and SEM microscopy. It is shown that THF can be replaced by 2M-THF and NBP without decreasing the gas permeation performance. With CPME replacing THF, no membranes were formed. Systems with 2M-THF as a THF alternative showed the best gas permeation results. Permeances for the tested gases oxygen (O₂), nitrogen (N₂), carbon dioxide (CO₂) and methane (CH₄) were 5.91 × 10⁻², 8.84 × 10⁻³, 4.00 × 10⁻¹ and 1.00 × 10⁻² GPU, respectively. Permselectivities of those membranes for the gas pairs O₂/N₂, CO₂/N₂ and CO₂/CH₄ were 6.7, 38.3 and 34.0, respectively. When also replacing DMAc in the solvent system, no or only porous membranes were obtained, even if the precipitation procedure was adjusted. These findings indicate that a complete replacement of the solvent system without affecting the membrane morphology or gas permeation performance is not possible. By varying the temperature of the precipitation bath, the formation of mechanically stable PSU membranes is possible only if THF is replaced by 2M-THF. Full article

Diffusion processes in operations involving polymeric materials are of significant interest. Determining experimental values for diffusion coefficients is often challenging. Estimating these coefficients in concentrated polymer solution, polymer films, and membranes relies on experimental tests where the polymer is brought into contact with certain components/solvents. The diffusion coefficient values depend on the diffusion type, which is affected mainly by the nature of the polymer, concentration, and temperature. The literature presents an extensive amount of information regarding the diffusion phenomenon. This paper makes a particular contribution by showing how experimental data obtained from different applications can be processed to determine diffusion coefficients. The manuscript addresses some aspects regarding solvent diffusion in polymers, and illustrates how to determine the diffusion coefficients from experimental data. For specific cases of diffusion, several models for the predictive estimation of diffusion coefficients are also presented. Polymer–solvent systems such as polyvinyl alcohol (PVA)–water, cellulose acetate (CA)–tetrahydrofuran (THF) and cellulose triacetate (CTA)–dichloromethane (DCM) are investigated, with their diffusion mechanisms influenced by changes in structure caused by variations in concentration and temperature. The experimental data obtained through a gravitational technique allow for the highlighting of the diffusion mechanism and the selection of an appropriate mathematical model. A change in the structure of the polymer during the experiment leads to diffusion anomalies. Modeling the experimental data yielded diffusion coefficient values that vary based on the type of system investigated, composition and temperature. Thus, in the case of the CTA-DCM system, the diffusion coefficient at 303 K, at various concentration values, is in the range of 4.5 and 8·10⁻¹¹ m²/s; for the PVA-H₂O system, D = 4.1·10⁻¹² m²/s at 303 K, and D = 6.5·10⁻¹² m²/s at 333 K; while for the CA-THF system, the solvent–polymer diffusion coefficient has a value of 2.5∙10⁻¹² m²/s at 303 K, and D = 1.75∙10⁻¹¹ m²/s at 323 K. Mathematical models can be useful in studies regarding the drying of polymer films with complex structures, providing knowledge for designing or selecting suitable equipment. Full article

Two new polyketide derivatives, penirubenones A and B (1 and 2), and two naturally rare amino-bis-tetrahydrofuran derivatives, penirubenamides A and B (3 and 4), together with nine known compounds (5–13) were isolated from the marine-derived fungus Penicillium rubens BTBU20213035. The structures were identified by HRESIMS and 1D and 2D NMR analyses, and their absolute configurations were determined by a comparison of experimental and calculated electronic circular dichroism (ECD) spectroscopy and ¹³C NMR data. We found that 6 exhibited antibacterial activity against Staphylococcus aureus, with an MIC value of 3.125 μg/mL, and 1 and 2 showed synergistic antifungal activity against Candida albicans at 12.5 and 50 μg/mL with 0.0625 μg/mL rapamycin. Full article

To better assess the practical value and avoid potential risks of the traditionally medicinal and edible basidiomycete Schizophyllum commune, which may arise from undescribed metabolites, a combination of elicitors was introduced for the first time to discover products from cryptic and low-expressed gene clusters under laboratory cultivation. Treating S. commune NJFU21 with the combination of five elicitors led to the upregulated production of a class of unusual linear diterpene-derived variants, including eleven new ones (1–11), along with three known ones (12–14). The structures and stereochemistry were determined by 1D and 2D NMR, HRESIMS, ECD, OR and VCD calculations. Notably, the elongation terminus of all the diterpenes was decorated by an unusual butenedioic acid moiety. Compound 1 was a rare monocyclic diterpene, while 2–6 possessed a tetrahydrofuran moiety. The truncated metabolites 4, 5 and 13 belong to the trinorditerpenes. All the diterpenes displayed approximately 70% scavenging of hydroxyl radicals at 50 μM and null cytotoxic activity at 10 μM. In addition, compound 1 exhibited potent antifungal activity against the plant pathogenic fungi Colletotrichum camelliae, with MIC values of 8 μg/mL. Our findings indicated that this class of diterpenes could provide valuable protectants for cosmetic ingredients and the lead compounds for agricultural fungicide development. Full article

Dermatology and cosmetology currently prioritize healthy, youthful-looking skin. As a result, research is being conducted worldwide to uncover natural substances and carriers that allow for controlled release, which could aid in the battle against a variety of skin illnesses and slow the aging process. This study examined the biological and physicochemical features of novel hydrogels containing cannabidiol (CBD) and α-terpineol (TER). The hydrogels were obtained from ε-caprolactone (CL) and poly(ethylene glycol) (PEG) copolymers, diethylene glycol (DEG), poly(tetrahydrofuran) (PTHF), 1,6-diisocyanatohexane (HDI), and chitosan (CHT) components, whereas the biodegradable oligomers were synthesized using the enzyme ring-opening polymerization (e-ROP) method. The in vitro release rate of the active compounds from the hydrogels was characterized by mainly first-order kinetics, without a “burst release”. The antimicrobial, anti-inflammatory, cytotoxic, antioxidant, and anti-aging qualities of the designed drug delivery systems (DDSs) were evaluated. The findings indicate that the hydrogel carriers that were developed have the ability to scavenge free radicals and impact the activity of antioxidant enzymes while avoiding any negative effects on keratinocytes and fibroblasts. Furthermore, they have anti-inflammatory qualities by impeding protein denaturation as well as the activity of proteinase and lipoxygenase. Additionally, their ability to reduce the multiplication of pathogenic bacteria and inhibit the activity of collagenase and elastase has been demonstrated. Thus, the developed hydrogel carriers may be effective systems for the controlled delivery of CBD, which may become a valuable tool for cosmetologists and dermatologists. Full article

The conformation of tetrahydrofuran (THF) molecules in vapor has been the subject of considerable computational and experimental studies, the most recent by Park and Kwon stated that the difference between the most stable, twisted C₂ conformer and the bent C_s conformer is 17 ± 15 cm⁻¹. Because of low symmetry, all modes from both conformers are allowed in the Raman and infrared spectra. In 1982, Aleksanyan and Antipov observed the emergence of two Raman bands at 249 and 303 cm⁻¹ at 20 K, while only one band at 293 cm⁻¹ was present in solid THF at 142. They assigned the 249 cm⁻¹ band to the restricted pseudorotational motion of THF in the solid state, because on heating, the band diminishes and is too weak to be observed near melting point (at 142 K). Cadioli et al. reported a study of the vibrational spectrum of tetrahydrofuran, giving a complete assignment of all bands including those present in the low-temperature Raman spectrum at 85 K and infrared bands observed at 90 K. They assigned the band at 242 cm⁻¹ in the Raman spectrum at 85 K as an overtone of the lowest normal mode (pseudorotational mode), while the 299 cm⁻¹ band in the same spectrum was assigned as a radial mode. In the following, low-temperature Raman spectra of solid THF together with the Raman matrix isolated spectrum of THF in air will be presented and compared to published data. Our results indicate that the band observed at 245 cm⁻¹ at 10 K is too strong to be assigned as an overtone, since its intensity is of the same magnitude as the 299 cm⁻¹ band. Full article

Urethane acrylate (UA) was synthesized from various di-polyols, such as poly(tetrahydrofuran) (PTMG, Mn = 1000), poly(ethylene glycol) (PEG, Mn = 1000), and poly(propylene glycol) (PPG, Mn = 1000), for use as a polymer binder for paint. Polymethyl methacrylate (PMMA) and UA were blended to form an acrylic resin with high transmittance and stress-strain curve. When PMMA was blended with UA, a network structure was formed due to physical entanglement between the two polymers, increasing the mechanical properties. UA was synthesized by forming a prepolymer using di-polyol and hexamethylene diisocyanate, which were chain structure monomers, and capping them with 2-hydroxyethyl methacrylate to provide an acryl group. Fourier transform infrared spectroscopy was used to observe the changes in functional groups, and gel permeation chromatography was used to confirm that the three series showed similar molecular weight and PDI values. The yellowing phenomenon that appears mainly in the curing reaction of the polymer binder was solved, and the mechanical properties according to the effects of the polyol used in the main chain were compared. The content of the blended UA was quantified using ultravioletvisible spectroscopy at a wavelength of 370 nm based on 5, 10, 15, and 20 wt%, and the shear strength and tensile strength were evaluated using specimens in a suitable mode. The ratio for producing the polymer binder was optimized. The mechanical properties of the polymer binder with 5–10 wt% UA were improved in all series. Full article

Conducting polymers like polypyrrole, polyaniline, and polythiophene with nanostructures offers several advantages, such as high conductivity, a conjugated structure, and a large surface area, making them highly desirable for energy storage applications. However, the direct synthesis of conducting polymers with nanostructures poses a challenge. In this study, we employed a hard template method to fabricate polystyrene@polypyrrole (PS@PPy) core–shell nanoparticles. It is important to note that PS itself is a nonconductive material that hinders electron and ion transport, compromising the desired electrochemical properties. To overcome this limitation, the PS cores were removed using organic solvents to create hollow PPy nanospheres. We investigated six different organic solvents (cyclohexane, toluene, tetrahydrofuran, chloroform, acetone, and N,N-dimethylformamide (DMF)) for etching the PS cores. The resulting hollow PPy nanospheres showed various nanostructures, including intact, hollow, buckling, and collapsed structures, depending on the thickness of the PPy shell and the organic solvent used. PPy nanospheres synthesized with DMF demonstrated superior electrochemical properties compared to those prepared with other solvents, attributed to their highly effective PS removal efficiency, increased specific surface area, and improved charge transport efficiency. The specific capacitances of PPy nanospheres treated with DMF were as high as 350 F/g at 1 A/g. And the corresponding symmetric supercapacitor demonstrated a maximum energy density of 40 Wh/kg at a power density of 490 W/kg. These findings provide new insights into the synthesis method and energy storage mechanisms of PPy nanoparticles. Full article

The enticing aroma of truffles is a key factor for their culinary value. Although all truffle species tend to be pricy, the most intensely aromatic species are the most sought after. Research into the aroma of truffles encompasses various disciplines including chemistry, biology, and sensory science. This study focusses on the chemical composition of the aroma of black truffles (Tuber melanosporum) and the changes occurring under different storage conditions. For this, truffle samples were stored under different treatments, at different temperatures, and measured over a total storage time of 12 days. Measurements of the truffle aroma profiles were taken with SPME/GC–MS at regular intervals. To handle the ample data collected, a systematic approach utilizing multivariate data analysis techniques was taken. This approach led to a vast amount of data which we made publicly available for future exploration. Results reveal the complexity of aroma changes, with 695 compounds identified, highlighting the need for a comprehensive understanding. Principal component analyses offer initial insights into truffle composition, while individual compounds may serve as markers for age (formic acid, 1-methylpropyl ester), freshness (2-Methyl-1-propanal; 1-(methylthio)-propane), freezing (tetrahydrofuran), salt treatment (1-chloropentane), or heat exposure (4-hydroxy-3-methyl-2-butanone). This research suggests that heat treatment or salt contact significantly affects truffle aroma, while freezing and cutting have less pronounced effects in comparison. The enrichment of compounds showing significant changes during storage was investigated with a metabolomic pathway analysis. The involvement of some of the enriched compounds on the pyruvate/glycolysis and sulfur pathways was shown. Full article

Cordia elaeagnoides A. DC. is an endemic species of Mexico valued for its timber. Renowned for its durability, resistance, and versatile applications in medicine, this tree holds significant commercial importance. Tetrahydrofuran (THF) extract from the heartwood of C. elaeagnoides was studied. Through chromatographic column purification, the compound 8-(2,5-Dihydroxyphenyl)-2,6-dimethylocta-2,6-dienal, also known as alliodorin, was successfully isolated. Identification of alliodorin was confirmed through comprehensive analysis utilizing NMR, IR, and mass spectrometry techniques. Inhibition tests were conducted using both the THF extract and alliodorin against the rotting fungus Trametes versicolor (L.) Lloyd, employing the agar well diffusion assay. Remarkably, alliodorin exhibited 100% inhibition with a median lethal concentration of 0.079 mg/mL and a total lethal concentration of 0.127 mg/mL, in comparison to the commercial fungicide benomyl, which requires a concentration of 1 mg/mL. In silico analysis through molecular docking on the laccase enzyme was proposed in order to explain the inhibitory activity against the fungus T. versicolor, as this enzyme is one of the main sources of nutrients and development for the fungus. Based on these findings, we deduced that alliodorin holds promise as a potent antifungal agent, potentially applicable in a wide array of technological and environmentally friendly initiatives. Full article

The objective of this study was to develop a simultaneous analytical method for the determination of lignans, tocols, phytosterols, and squalene using high-performance liquid chromatography coupled with a diode array and fluorescence detector (HPLC-DAD-FLD). The method employed a Vertisep^TM UPS silica HPLC column (4.6 × 250 mm, 5 µm) with a mobile phase mixture of n-hexane/tetrahydrofuran/2-propanol. This approach enabled the simultaneous analysis of ten compounds within 22 min. The linear correlation (R²) exceeded 0.9901. The limit of detection (LOD) and limit of quantitation (LOQ) were up to 0.43 µg mL⁻¹ for lignans and tocopherols and up to 326.23 µg mL⁻¹ for phytosterol and squalene. The precision and accuracy of the intra-day and inter-day variation were less than 1.09 and 3.32% relative standard deviations (RSDs). Furthermore, the developed method was applied for the analysis of targeted compounds in twenty-eight sesame oil samples (1775–8965 µg g⁻¹ total lignans, 29.7–687.9 µg g⁻¹ total tocopherols, 2640–9500 µg g⁻¹ phytosterol, and 245–4030 µg g⁻¹ squalene). The HPLC method that has been developed was proven to be a reliable and effective tool for the determination of those functional compounds among sesame oil samples. Full article

A nano-structured conjugated polymer with multiple micro-/meso-pores was synthesized by post-crosslinking of an end-functionalized hyperbranched conjugated prepolymer. Firstly, an AB₂ monomer 3-((3,5-dibromo-4-(octyloxy)phenyl)ethynyl)-6-ethynyl-9-octyl-9H-carbazole (PECz) was synthesized and polymerized by Sonogashira reaction to give the -Br end-functionalized hyperbranched conjugated prepolymer hb-PPECz. The photophysical and electrochemical properties of hb-PPECz were investigated. The λ_max of absorption and emission of hb-PPECz in tetrahydrofuran (THF) solution was 313 and 483 nm, respectively. The optical energy bandgap, highest occupied molecular orbital (HOMO), and lowest unoccupied molecular orbital (LUMO) energy levels of hb-PPECz were 2.98, −5.81, and −2.83 eV, respectively. Then, the prepolymer hb-PPECz was post-crosslinked by Heck reaction with divinylbenzene to give the porous conjugated polymer c-PPECz. The effects of hb-PPECz concentration and added dispersant polyvinylpyrrolidone (PVP K-30) on the morphology and porosity of c-PPECz were investigated. The resulting c-PPECzs showed multiple porous structures mainly constructed by micropores and mesopores. Under a higher hb-PPECz concentration (4 wt/v%), a bulky gel product was obtained. Under lower hb-PPECz concentrations (0.6 wt/v%~2 wt/v%), the resulting c-PPECzs were mainly composed of nano-sized particles. Nearly spheric nanoparticles (200~300 nm) (c-PPECz-5) were obtained under the concentration of 1 wt/v% in the presence of PVP (10 wt% of hb-PPECz). The Brunauer–Emmett–Teller (BET) surface area, pore volume, average pore size, and percentage of pore size below 10 nm of c-PPECz-5 were 10.7781 m²·g⁻¹, 0.0108 cm³·g⁻¹, 4.0081 nm, and 94.47%, respectively. Full article