Interfacial Rheological Investigation of Modified Silica Nanoparticles with Different Alkyl Chain Lengths at the n-Octane/Water Interface.

The interfacial dilational rheology of silica nanoparticles (NPs) directly reflects the relationship between surface structure and interfacial behaviors in NPs, which has attracted significant attention in various industrial fields. In this work, modified silica nanoparticles (MNPs) with various alkyl chain lengths were synthesized and systematically characterized using Fourier transform infrared spectra, Zeta potential, and water contact angle measurements. It was found that the MNPs were successfully fabricated with similar degrees of modification. Subsequently, the interfacial behaviors of the MNPs in an n-octane/water system were investigated through interfacial dilational rheological experiments. The length of the modified alkyl chain dominated the hydrophilic-lipophile balance and the interfacial activity of the MNPs, evaluated by the equilibrium interfacial tension (IFT) variation and dilational elasticity modulus. In the large amplitude compression experiment, the balance between the electrostatic repulsion and interfacial activity in the MNPs was responsible for their ordered interfacial arrangement. The MNPs with the hexyl alkyl chain (M6C) presented the optimal amphipathy and could partly overcome the repulsion, causing a dramatic change in surface pressure. This was further confirmed by the variations in IFT and dilational elasticity during the compression path. The study provides novel insights into the interfacial rheology and interactions of functionally modified NPs.

Role of Alkyl Chain Length in Surfactant-Induced Precipitation of Reactive Brilliant Blue KN-R.

To develop a cost-effective method for the effective removal of reactive brilliant blue KN-R (RBB KN-R) from wastewater, we investigated the interactions between RBB KN-R and three cationic surfactants with different alkyl chain lengths, namely dodecyltrimethylammonium bromide (DTAB), tetradecyltrimethylammonium bromide (TTAB), and cetyltrimethylammonium bromide (CTAB). Employing a conductivity analysis, surface tension analysis, ultraviolet-visible spectrophotometry, and molecular dynamics simulation, we ascertained that RBB KN-R formed a 1:1 molar ratio dye-surfactant complex with each surfactant through electrostatic attraction. Notably, an augmentation in alkyl chain length correlated with increased binding strength between RBB KN-R and the surfactant. The resulting dye-surfactant complex exhibited heightened surface activity, enabling interactions through hydrophobic forces to generate dye-surfactant aggregates when the molar ratio was below 1:1. Within these mixed aggregates, self-assembly of RBB KN-R molecules occurred, leading to the formation of dye aggregates. Due to the improved hydrophobicity with increased alkyl chain length, TTAB and CTAB could encapsulate dye aggregates within the mixed aggregates, but DTAB could not. The RBB KN-R aggregates tended to distribute on the surface of the RBB KN-R-DTAB mixed aggregates, resulting in low stability. Thus, at a DTAB concentration lower than CMC, insoluble particles readily formed and separated from surfactant aggregates at an RBB KN-R and DTAB molar ratio of 1:4. Analyzing the RBB KN-R precipitate through scanning electron microscopy (SEM) and Fourier transform infrared spectroscopy (FTIR) and measuring the DTAB concentration in the supernate revealed that, at this molar ratio, all RBB KN-R precipitated from the dye-surfactant mixed solution, with only 7.5 ± 0.5% of DTAB present in the precipitate. Furthermore, the removal ratio of RBB KN-R reached nearly 100% within a pH range of 1.0 to 9.0 and standing time of 6 h. The salt type and concentration did not significantly affect the precipitation process. Therefore, this simultaneous achievement of successful RBB KN-R removal and effective separation from DTAB underscores the efficacy of the proposed approach.

Protic Ionic Liquid Cation Alkyl Chain Length Effect on Lysozyme Structure.

Solvents that stabilize protein structures can improve and expand their biochemical applications, particularly with the growing interest in biocatalytic-based processes. Aiming to select novel solvents for protein stabilization, we explored the effect of alkylammonium nitrate protic ionic liquids (PILs)-water mixtures with increasing cation alkyl chain length on lysozyme conformational stability. Four PILs were studied, that is, ethylammonium nitrate (EAN), butylammonium nitrate (BAN), hexylammonium nitrate (HAN), and octylammonium nitrate (OAN). The surface tension, viscosity, and density of PIL-water mixtures at low to high concentrations were firstly determined, which showed that an increasing cation alkyl chain length caused a decrease in the surface tension and density as well as an increase in viscosity for all PIL solutions. Small-angle X-ray scattering (SAXS) was used to investigate the liquid nanostructure of the PIL solutions, as well as the overall size, conformational flexibility and changes to lysozyme structure. The concentrated PILs with longer alkyl chain lengths, i.e., over 10 mol% butyl-, 5 mol% hexyl- and 1 mol% octylammonium cations, possessed liquid nanostructures. This detrimentally interfered with solvent subtraction, and the more structured PIL solutions prevented quantitative SAXS analysis of lysozyme structure. The radius of gyration (Rg) of lysozyme in the less structured aqueous PIL solutions showed little change with up to 10 mol% of PIL. Kratky plots, SREFLEX models, and FTIR data showed that the protein conformation was maintained at a low PIL concentration of 1 mol% and lower when compared with the buffer solution. However, 50 mol% EAN and 5 mol% HAN significantly increased the Rg of lysozyme, indicating unfolding and aggregation of lysozyme. The hydrophobic interaction and liquid nanostructure resulting from the increased cation alkyl chain length in HAN likely becomes critical. The impact of HAN and OAN, particularly at high concentrations, on lysozyme structure was further revealed by FTIR. This work highlights the negative effect of a long alkyl chain length and high concentration of PILs on lysozyme structural stability.

The Aggregation Regularity Effect of Multiarylpyrroles on Their Near-Infrared Aggregation-Enhanced Emission Property.

Increasing the quantum yield of near-infrared (NIR) emissive dyes is critical for biological applications because these fluorescent dyes generally show decreased emission efficiency under aqueous conditions. In this work, we designed and synthesized several multiarylpyrrole (MAP) derivatives, in which a furanylidene (FE) group at the 3-position of the pyrrole forms donor-π-acceptor molecules, MAP-FE, with a NIR emissive wavelength and aggregation-enhanced emission (AEE) features. Different alkyl chains of MAP-FEs linked to phenyl groups at the 2,5-position of the pyrrole ring resulted in different emissive wavelengths and quantum yields in aggregated states, such as powders or single crystals. Powder XRD data and single crystal analysis elucidated that the different lengths of alkyl chains had a significant impact on the regularity of MAP-FEs when they were forced to aggregate or precipitate, which affected the intermolecular interaction and the restriction degree of the rotating parts, which are essential components. Therefore, an increasing number of NIR dyes could be developed by this design strategy to produce efficient NIR dyes with AEE. Moreover, this method can provide general guidance for other related fields, such as organic solar cells and organic light-emitting materials, because they are all applied in the aggregated state.

Safety of sodium hyaluronate eye drop with C12-benzalkonium chloride.

PURPOSE: In this study, we investigated the effects of commercially available multi-dose sodium hyaluronate 0.1% (Hyalein®; Santen, Osaka, Japan) containing 0.003% C12-benzalkonium chloride (BAC) on the Corneal epithelium and its degree of safety. METHODS: Japanese white male rabbits were divided into four groups. The corneas of each group exposed to one of the following solutions: sodium hyaluronate 0.1%, C12-BAC, C12, 14, 16-BAC Mixture, and Hank's Balanced Salt Solution (HBSS) (as control), respectively. Corneal transepithelial electrical resistance (TER) changes after 60 s of exposure to the above solutions were measured in living rabbits. TER reflects the barrier function of the epithelium. In addition, scanning electron microscopy was used to examine the acute effects of the above solutions on the integrity of the corneal epithelium of four groups. RESULTS: There was no significant decrease in the corneal TER after exposure of the cornea to Hyalein® eye drops as compared to HBSS control eyes. Also, BAC mixture solution and C12-BAC did not produce any significant decrease in the corneal TER as compared to HBSS control eyes. All the corneal epithelium exposed to Hyalein®, 0.003% C12-BAC and 0.003% BAC mixture exhibited a regular appearance of the superficial cells with a high density of microvilli. CONCLUSION: This study confirms that Hyalein® has no acute hazardous effect on corneal epithelium.

p53-independent structure-activity relationships of 3-ring mesogenic compounds' activity as cytotoxic effects against human non-small cell lung cancer lines.

BACKGROUND: We recently demonstrated the cytotoxicity of liquid crystal precursors (hereafter referred to as "mesogenic compounds") in the human non-small cell lung cancer (NSCLC) cell line A549 which carry wild-type p53. p53 mutations are observed in 50 % of NSCLC and contribute to their resistance to chemotherapy. To develop more effective and cancer-specific agents, in this study, we investigated the structure-activity relationships of mesogenic compounds with cytotoxic effects against multiple NSCLC cells. METHODS: The pharmacological effects of mesogenic compounds were examined in human NSCLC cells (A549, LU99, EBC-1, and H1299) and normal WI-38 human fibroblast. Analyses of the cell cycle, cell-death induction, and capsases expression were performed. RESULTS: The 3-ring compounds possessing terminal alkyl and hydroxyl groups (compounds C1-C5) showed cytotoxicity in NSCLC cells regardless of the p53 status. The compounds C1 and C3, which possess a pyrimidine at the center of the core, induced G2/M arrest, while the compounds without a pyrimidine (C2, C4, and C5) caused G1 arrest; all compounds produced caspase-mediated cell death. These events occurred in a p53-independent manner. Furthermore, it was suggested that compounds induced cell death through p53-independent DNA damage-signaling pathway. Compounds C2, C4, and C5 did not show strong cytotoxicity in WI-38 cells, whereas C1 and C3 did. However, the cytotoxicity of compound C1 against WI-38 cells was improved by modulating the terminal alkyl chain lengths of the compound. CONCLUSIONS: We showed the p53-indepdent structure-activity relationships of mesogenic compounds related to the cytotoxic effects. These structure-activity relationships will be helpful in the development of more effective and cancer-specific agents.

The embryonic and postembryonic developmental toxicity of imidazolium-based ionic liquids on Physa acuta.

The embryonic and postembryonic developmental toxicity of imidazolium-based ionic liquids (ILs) to the snail Physa acuta was evaluated in this study. The results of embryonic toxicity tests showed that lower concentrations of 1-octyl-3-methylimidazolium bromide ([C8 mim]Br) (1.5 and 2.1 mg/L) inhibited the hatching rate of snail embryos, and partial snails hatched normally and died, while all of the treated embryos died when the exposure concentration was higher than 4.16 mg/L, at which IL caused the deformation, death, and decay of snail embryos. Statistical analyses revealed obvious differences in the hatching rates between three developmental stages in the 2.1 and 2.94 mg/L groups, indicating that the veliger stage is more sensitive to [C8 mim]Br exposure than the blastula and gastrula stages. Furthermore, the 96 h LC50 values of [C8 mim]Br on the tested snails at three developmental stages (juvenile, subadult, and adult) were 70.83 ± 2.99, 97.59 ± 4.05, and 109.3 ± 2.22 mg/L, respectively, indicating that young snails were more sensitive to [C8 mim]Br toxicity than adults. In addition, the 96 h LC50 values of ILs with different alkyl chain lengths, that is, [C12 mim], [C10 mim], [C8 mim], and [C6 mim], in adult snails were 1.35 ± 0.24, 8.96 ± 5.66, 109.3 ± 4, and 359.6 ± 11.6 mg/L, respectively, suggesting that longer alkyl chains can increase the toxicity of imidazolium ILs on snails.

Nonlinear responses of biofilm bacteria to alkyl-chain length of parabens by DFT calculation.

Parabens can particularly raise significant concerns regarding the disruption of microbial ecology due to their antimicrobial properties. However, the responses of biofilm bacteria to diverse parabens with different alkyl-chain length remains unclear. Here, theoretical calculations and bioinformatic analysis were performed to decipher the influence of parabens varying alkyl-chain lengths on the biofilm bacteria. Our results showed that the disturbances in bacterial community did not linearly response to the alkyl-chain length of parabens, and propylparaben (PrP), with median chain length, had more severe impact on bacterial community. Despite the fact that paraben lethality linearly increased with chain length, the PrP had a higher chemical reactions potential than parabens with shorter or longer alkyl-chain. The chemical reactions potential was critical in the nonlinear responses of bacterial community to alkyl-chain length of parabens. PrP could impose selective pressure to disturb the bacterial community, because it had a more profound contribution to deterministic assembly process. Furthermore, N-acyl-homoserine lactones was also significantly promoted under PrP exposure, confirming that PrP could affect the bacterial community by influencing the quorum-sensing system. Overall, our study reveals the nonlinear responses of bacterial communities to the alkyl-chain lengths of parabens and provides insightful perspectives for the better regulation of parabens. ENVIRONMENTAL IMPLICATION: Parabens are recognized as emerging organic pollutants, which specially raise great concerns due to their antimicrobial properties disturbing microbial ecology. However, few study have addressed the relationship between bacterial community responses and the molecular structural features of parabens with different alkyl-chain length. This investigation revealed nonlinear responses of the bacterial community to the alkyl-chain length of parabens through DFT calculation and bioinformatic analysis and identified the critical roles of chemical reactions potential in nonlinear responses of bacterial community. Our results benefit the precise evaluation of ecological hazards posed by parabens and provide useful insights for better regulation of parabens.

Computational insight into the effect of alkyl chain length in tetraalkylammonium-based deep eutectic solvents.

The effect of the increase in the alkyl chain length of cation on the properties of deep eutectic solvents based on ethylene glycol has been investigated employing classical molecular dynamics simulations. The change in the structural and dynamic properties in both the bulk and liquid-vapor interface is explored through various analyses. The interaction between the anion and the ethylene glycol increases with an increase in the alkyl chain length of the cation, as observed in the increase of the lifetime of the hydrogen bond formed between the two. The terminal carbon atoms are found to be closer to each other when the cation changes from tetraethylammonium to tetrabutylammonium. The cations are located closer to the interface, and the association of the alkyl chains becomes more significant with increased alkyl chain length, decreasing the surface tension values.

Phenothiazine Derivatives as Small-Molecule Organic Cathodes with Adjustable Dropout Voltage and Cycle Performance.

Compared with conventional inorganic materials, organic electrodes are competitive candidates for secondary battery cathodes due to their resourcefulness, environmental friendliness, and cost-effectiveness. Much effort is devoted at the level of chemical structure, while ignoring the impact of molecular aggregation on battery behavior. Herein, this work designs a series of organic molecules with two electrochemically active phenothiazine groups linked by different lengths of alkyl chain to regulate molecular symmetry and crystallinity. The results emphasize the equally important role of molecular aggregation and chemical structure for battery performance. Among them, 2PTZ-C7H14|Li cell exhibits the most impressive cycle and rate performance. At the high rate of 50 C, it can still deliver a capacity of 63.4 mA h g-1 and 74.5% capacity retention after 10 000 cycles. Besides, the dropout voltage of 2PTZ-C9H18|Li cell is only 52 mV, which is among the lowest reported for lithium-organic batteries to the best of the author's knowledge.

Multi-level biological effects of diverse alkyl chains phthalate esters on cotton seedlings (Gossypium hirsutum L.): Insights into individual, physiological-biochemical and molecular perspectives.

Phthalate esters (PAEs) are organic contaminants that pose environmental threat and safety risks to soil health and crop production. However, the ecological toxicity of different PAEs to cotton and the underlying mechanisms are not clear. This study investigated the ecotoxic effects and potential mechanisms of different alkyl-chain PAEs, including dioctyl phthalate (DOP), dibutyl phthalate (DBP), and diethyl phthalate (DEP) on cotton seedlings at multiple levels. The results showed that PAEs significantly hindered the growth and development of cotton. The chlorophyll content decreased by 1.87-31.66 %, accompanied by non-stomatal photosynthetic inhibition. The antioxidant system was activated by the three PAEs in cotton seedlings, while the osmotic potential was boosted intracellularly. Additionally, PAEs significantly interfered with functional gene expression and exhibited genotoxicity. Risk assessment results indicated that the ecotoxicity was DOP >DBP >DEP, with a "dose-response" relationship. The affinity between the three PAEs and catalase increased as the alkyl chain length increased, further supporting the toxicity sequence. Surprisingly, the bioconcentration factors of short-chain DEP were 8.07 ± 5.89 times and 1837.49 ± 826.83 times higher than those of long-chain DBP and DOP, respectively. These results support the ecological risk assessment of PAEs in cotton and provide new insights into determining the toxicity levels of different PAEs.

Flexible Modulation of Cellular Activities with Cationic Photosensitizers: Insights of Alkyl Chain Length on Reactive Oxygen Species Antimicrobial Mechanisms.

Cationic photosensitizers have good binding ability with negatively charged bacteria and fungi, exhibiting broad applications potential in antimicrobial photodynamic therapy (aPDT). However, cationic photosensitizers often display unsatisfactory transkingdom selectivity between mammalian cells and pathogens, especially for eukaryotic fungi. It is unclear which biomolecular sites are more efficient for photodynamic damage, owing to the lack of systematic research with the same photosensitizer system. Herein, a series of cationic aggregation-induced emission (AIE) derivatives (CABs) (using berberine (BBR) as the photosensitizers core) with different length alkyl chains are successfully designed and synthesized for flexible modulation of cellular activities. The BBR core can efficiently produce reactive oxygen species (ROS) and achieve high-performance aPDT . Through the precise regulation of alkyl chain length, different bindings, localizations, and photodynamic killing effects of CABs are achieved and investigated systematically among bacteria, fungi, and mammalian cells. It is found that intracellular active substances, not membranes, are more efficient damage sites of aPDT. Moderate length alkyl chains enable CABs to effectively kill Gram-negative bacteria and fungi with light, while still maintaining excellent mammalian cell and blood compatibility. This study is expected to provide systematic theoretical and strategic research guidance for the construction of high-performance cationic photosensitizers with good transkingdom selectivity.

Regulating the Alkyl Chain Length of Quaternary Ammonium Salt to Enhance the Inkjet Printing Performance on Cationic Cotton Fabric with Reactive Dye Ink.

Cationic modification of cotton fabric was an effective way to improve the inkjet printing performance with reactive dye ink. However, there were few research studies that focused on the effect of the cationic agent structure, especially the alkyl chain length of the quaternary ammonium salt (QAS) cationic modifier, on the K/S value, dye fixation, and diffusion of inkjet-printed cotton fabric. In our work, different alkyl chain lengths of QAS were synthesized, and the inkjet printing performance of cationic cotton fabrics treated with different QASs was investigated. Compared with untreated cotton fabric, the K/S value and dye fixation of cationic cotton fabric treated with different QASs improved by 10.7 to 69.3% and 16.9 to 27.7%, respectively. With the increase in alkyl chain length of QAS, the interaction force between anionic reactive dyes and cationic QAS gradually increased mainly due to the fact that more N-positive ions on the quaternary ammonium group were exposed under the action of steric hindrance of alkyl chain length through the XPS spectrum. The electrostatic attraction between cationic cotton and reactive dye contributed to the diffusion of reactive dye into the fiber interior and enhanced the reaction probability of nucleophilic substitution reaction between monochlorotriazine reactive dye and the hydroxyl group of cotton fabric. The antibacterial result of the inkjet-printed cotton fabric indicated that when the alkyl chain length of QAS was higher than 8, the cationic cotton fabric obtained good antibacterial property.

Insights from computational analysis: Excited-state hydrogen-bonding interactions and ESIPT processes in phenothiazine derivatives.

Organic materials with Mechanofluorochromism (MFC) properties have potential application value. Phenothiazine derivatives are a class of substances with MFC properties that have been synthesized and reported in experiments (Dyes and Pigments 172 (2020) 107835). Dual fluorescence of a series of phenothiazine derivatives is observed in the experiment, which proved that the ESIPT process is carried out. In this work, we choose phenothiazine derivatives (C2PAHN, C4PAHN, C8PAHN) as models to theoretically analyze the influence of different alkyl chain lengths on the excited state intramolecular proton transfer (ESIPT). In addition, the shift value of fluorescence spectrum is related to the length of alkyl chain. The fluorescence shift of C2PAHN is the largest (6.31 nm), and that of C8PAHN is the smallest (2.40 nm). The theory of density functional theory (DFT) and time-dependent density functional theory (TD-DFT) are adopted to simulate the molecular dynamics in the ground state and excited state. The analysis of the optimized molecular geometry parameters and infrared vibrational spectroscopy (IR) illustrate the stronger hydrogen bonding of the excited state molecules, which is favorable for the progress of ESIPT. Fluorescence spectroscopy reveals that the appropriate increase or decrease of alkyl chains would change the photophysical properties of the molecules. Frontier molecular orbitals (FMOs) indicate that the rearrangement of electron density from electronic level to is the driving force of the ESIPT process. Reduction density gradient (RDG) surfaces and Natural Population Analysis (NPA) tentatively lead to the conclusion that alkyl chain length is inversely proportional to hydrogen bond strength. Finally, the data are qualitatively analyzed by scanning the potential energy curves, and it is concluded that the longer the alkyl chain, the weaker the hydrogen bonding effect and the more unfavorable the ESIPT process.

Both alkyl chain length and V-amylose structure affect the structural and digestive stability of amylose-alkylresorcinols inclusion complexes.

Alkylresorcinols (ARs) are a group of bioactive phenolic lipids and mostly concentrated in the bran of whole grains. In this study, the influences of alkyl chain length of ARs and V-amylose structure on the stability of V-amylose-ARs inclusion complexes were characterized. On the one hand, X-ray diffraction (XRD), differential scanning calorimetry (DSC), and in vitro digestion studies of complexes showed that the crystallinity, thermo-stability, and digestion resistance of V-amylose-ARs inclusion complexes increased with increasing alkyl chain length of ARs. On the other hand, V6-amylose-ARs inclusion complexes displayed the strongest thermostability, the highest crystallinity, and the lowest digestibility compared to V7-amylose-ARs inclusion complexes and V8-amylose-ARs inclusion complexes. It could be concluded that both the helical structure of hydrated V6-amylose and ARs with longer alkyl chain stabilized the structure and stability of the inclusion complexes. This work could pave a way to develop bioactive cereal foods with high bioaccessibility of ARs.

Effect of spacer alkyl chain length on retention among three imidazolium stationary phases under various modes in high performance liquid chromatography.

The properties of ionic liquids (ILs) greatly influenced the retention of solutes on IL-functionalized stationary phases. In this work, three IL-functionalized stationary phases (Sil-C4Im, Sil-C7Im, and Sil-C10Im) were prepared by modifying silica gel with three ionic liquid silane reagents differing in spacer alkyl chain lengths, which refers to the alkyl chain between the imidazolium and the sulfur atom. The preparation was proved through a range of characterization techniques, including elemental analysis (EA), Fourier transform infrared spectroscopy (FT-IR), and thermogravimetric analysis (TGA). The effects of chromatographic conditions, such as acetonitrile content, salt concentration, pH, and column temperature, were studied to explore the retention mechanism of three stationary phases, which indicates that three IL-stationary phases provide interactions with solutes in reverse-phase liquid chromatography (RPLC), hydrophilic interaction liquid chromatography (HILIC), and ion exchange chromatography (IEC). The column efficiency is 83,686 plates/m for aminobenzoic acid, and the column also has excellent repeatability of retention time with relative standard deviations (RSDs) between 0.24% and 0.34% (n = 12). A variety of analytes, including five nucleosides and nucleobases, six alkylbenzenes, two polycyclic aromatic hydrocarbons (PAHs), and four inorganic anions, were separated well on three IL-functionalized stationary phases. It was found that the spacer alkyl chain length influenced selectivity by comparing the retention of the three IL-functionalized stationary phases.

The superior lubricating performance and unique mechanism of oil-soluble protic ionic liquids with short alkyl chains.

HYPOTHESIS: Ionic liquids (ILs), as lubricant additives, can greatly improve the lubricating behavior of the frictional interfaces. However, it is urgent to explore ILs with good oil solubility in nonpolar oils, and it is necessary to further study and verify the lubrication mechanism of ILs from the perspective of alkyl chain length. EXPERIMENTS: Five protic ILs (PILs) with varying alkyl chain lengths were synthesized by proton transfer method. As additives in PAO oil, their tribological properties were investigated on SRV-V tester. Through molecular dynamics simulation, the adsorption behavior of PILs at the frictional interface was illustrated. FINDINGS: The tribological properties of base oil could be significantly improved by adding PIL additives, but interestingly, PILs with short-chain anions showed better lubricating performance, which contradicted most of the early findings. Further analyses revealed that PILs achieved effective lubrication by the tribochemical interaction between anions and frictional interface, and the formation of cationic protective layer. However, PILs with shorter-chain anions form a denser protective layer that can better support the interfacial anions to participate in tribochemical reactions and thus abnormally exhibit superior lubricating performance than those with longer-chain anions.

Kinetics and distribution of benzalkonium compounds with different alkyl chain length following intravenous administration in rats.

Benzalkonium chloride is widely used in disinfectants. Several toxicological and fatal cases have been reported; however, little is known about its kinetics and distribution. We investigated the kinetic characteristics and distribution of benzalkonium cation (BZK) based on the length of the alkyl chains C12, C14, and C16. Rats were treated intravenously with BZK solution (dose, 13.9 mg/kg) containing equal amounts of the three homologues. Kinetic parameters in the blood were assessed, and BZK distribution in the blood and tissues was examined both in rapid intravenous (IV) and drip intravenous (DIV) administrations. BZK concentrations were analysed by liquid chromatography-tandem mass spectrometry (LC-MS/MS). BZK with longer alkyl chains showed lower elimination tendencies and remained in the blood for a longer duration. Concentrations of BZK were higher in the heart, lung, spleen, and kidney than those in the blood, and lower in the brain and fat. In both the IV and DIV groups, the lung, liver, spleen, and fat samples showed higher concentrations of the longer alkyl chains (BZK-C12 < -C14 < -C16), and the opposite trend was observed in the kidney (BZK-C16 < -C14 < -C12). Only the heart and muscle samples displayed the homologues in ratios comparable to the original administered solutions. Differences between IV and DIV groups could be identified by comparing concentrations of BZK homologues in the heart, lung, spleen, and kidney samples. We found that the kinetics and distribution of BZK were influenced by the alkyl chain length, and analysing each BZK homologues in blood and tissue samples may provide useful information.

Alkyl chain length affecting uptake of imidazolium based ionic liquids by ryegrass (Lolium perenne L.).

Imidazolium based ionic liquids (ILs) have been extensively used in the various industrial fields, however, the dependence of their structure on toxicity and bioavailability by plants is not clear. Thus, in this study, uptake of imidazolium based ILs with different alkyl chain lengths (e.g., [C2mim]+ and [C8mim]+) by ryegrass and their toxicity to plant growth were investigated. Results show that the two ILs could be removed by ryegrass with high efficiencies, and a higher uptake efficiency and accumulation was observed for [C2mim]+ with shorter chain length compared with that for [C8mim]+. A higher growth inhibition of ryegrass by [C8mim]+ was observed compared with that by [C2mim]+, indicating the long alkyl chain length of ILs had a negative effect on the plant growth. ILs taken up by ryegrass was retained in the roots and their translocation from roots to shoots was restricted. The IL concentration in roots was 0.68 mg/g-fresh weight for [C2mim]+ and 0.08 mg/g- fresh weight for [C8mim]+ when the ryegrass was exposed to 10 mg/L ILs. This study proved that plant assimilation of ILs depended on their alky chain lengths, which would be useful for understanding the fate of ILs with various structures in phytoremediation for ILs-contaminated water.

Effect of alkyl chain length and fluorine content on the surface characteristics and antibacterial activity of surfaces grafted with brushes containing quaternized ammonium and fluoro-containing monomers.

Although considerable efforts have been made to vary the alkyl chain length in the quaternary ammonium compounds (QACs) for optimizing the antibacterial activity, only few researchers have systematically investigated the combinatory effects of alkyl chain length and another acryl monomers with the different chemical configuration on the antibacterial activity of the modified substrate. In this study, by surface grafting of various copolymeric brushes, different modified cotton substrates were prepared by surface-initiated reversible addition-fragmentation chain transfer (RAFT) polymerization reaction for exploring the effects of alkyl chain length of QACs and the fluorine content on antibacterial and anti-microbial adhesion characteristics. The quaternized monomers used were prepared by quaternization of 2-(dimethylamino) ethyl methacrylate (DMAEMA) with 1-bromooctane (DMAEMA + 8), and 1-bromopropane (DMAEMA + 3). The fluoro-containing monomer was 2,2,2-Trifluoroethyl methacrylate (TFEMA). Ethyl methacrylate (EMA) was also used for comparison. Results have shown that the optimal antibacterial and anti-microbial adhesion characteristics were noted on the substrates grafted with DMAEMA + 8 and TFEMA. This can be attributed to the enhanced degree of surface quaternization due to the hydrophobic interactions between the grafted TFEMA and DMAEMA + 8 chains, leading to an increase in antibacterial efficacy of modified cotton substrates.