Dichlorophen Research Articles

Electrooxidation of chlorophene and dichlorophen by reactive electrochemical membrane: Key determining factors of removal efficiency

This study systematically investigated the variable main electrooxidation mechanism of chlorophene (CP) and dichlorophen (DCP) with the change of reaction conditions at Ti4O7 anode operated in batch and reactive electrochemical membrane (REM) modes. Significant degradation of CP and DCP was observed, that is, CP exhibited greater removal efficiency in batch mode at 0.5–3.5 mA cm−2 and REM operation (0.5 mA cm−2) with a permeate flow rate of 0.85 cm min−1 under the same reaction conditions, while DCP exhibited a faster degradation rate with the increase of current density in REM operation. Density functional theory (DFT) simulation and electrochemical performance tests indicated that the electrooxidation efficiency of CP and DCP in batch mode was primarily affected by the mass transfer rates. And the removal efficiency when anodic potentials were less than 1.7 V vs SHE in REM operation was determined by the activation energy for direct electron transfer (DET) reaction, however, the adsorption function of CP and DCP on the Ti4O7 anode became a dominant factor in determining the degradation efficiency with the further increase of anodic potential due to the disappeared activation barrier. In addition, the degradation pathways of CP and DCP were proposed according to intermediate products identification and frontier electron densities (FEDs) calculation, the acute toxicity of CP and DCP were also effectively decreased during both batch and REM operations.

Activated carbon synthesized from Arecanut catechu L. as a sustainable precursor intercalated TiO2 modified electrode for the detection of fungicide Dichlorophen

Pesticides, such as dichlorophen (DCP), pose serious threats to the ecosystem and human health. Hence, developing an efficient and sensitive detection method is crucial for environmental monitoring and remediation. In this study, we present a novel composite material comprised of TiO2 intercalated areca nut husk-derived activated carbon for the ultrasensitive detection of dichlorophen. The activated carbon is derived through a well-established activation process using areca nut husk waste, a sustainable biomass material. The material's irregular structure and large surface area provide abundant adsorption sites for the target analyte, DCP. The integration of TiO2 nanoparticles further enhances the detection capability due to their exceptional catalytic properties. Upon exposure to DCP, their interaction with the surface of composite material leads to measurable changes in its electrical and chemical properties. Cyclic voltammetry (CV) and square wave voltammetry (SWV) techniques are used to validate the performance of the fabricated electrode. The developed ultrasensitive detection method exhibits remarkable DL (detection limit, 1.01 × 10−8 M) and QL (quantification limit, 3.36 × 10−8 M) values, hence can be a promising alternative for environmental monitoring, industrial safety, and public health applications. The synergistic effect between activated carbon and TiO2 nanoparticles ensures a highly sensitive and selective response to DCP. Consequently, this advanced sensor system has great potential for detecting and quantifying dichlorophen concentrations in diverse environmental samples.

Molecular fingerprints of polar narcotic chemicals based on heterozygous essential gene knockout library in Saccharomyces cerevisiae

Cytotoxicity of non-polar narcotic chemicals can be predicted by quantitative structure activity relationship (QSAR) models, but the polar narcotic chemicals' actual cytotoxicity exceeds the predicted values by their chemical structures. This discrepancy indicates that the molecular mechanism by which polar narcotic chemicals exert their toxicity is unclear. Taking advantage of Saccharomyces cerevisiae (yeast) functional genome-wide heterozygous essential gene knockout mutants, we here have identified the specific molecular fingerprints of two main chemical structure groups (phenols and anilines) of polar narcotic chemicals (dichlorophen (DCP), 4-chlorophenol (4-CP), 2, 4, 6-trichlorophenol (TCP), 3, 4-dichloroaniline (DCA) and N-methylaniline (NMA)) and one non-polar narcotic chemical 2, 2, 2-trichloroethanol (TCE). Especially, we identify 33, 57, 54, 46, 59 and 53 responsive strains through exposure to TCE, DCP, 4-CP, TCP, DCA and NMA with three test concentrations, respectively, revealing that these polar narcotic chemicals have more responsive strains than the non-polar narcotic chemical. Remarkably, we find that the molecular fingerprints of polar narcotic chemicals in different chemical structure groups are obviously varied, particularly phenols and anilines have their own specific molecular fingerprints. Interestingly, our results demonstrate that the molecular toxicity mechanisms of anilines are associated with DNA replication, but phenols are related with pathway of RNA degradation. Additionally, we find that the two knockout strains (SME1 and DIS3) and the three knockout strains (TSC11, RSP5 and HSF1) can specifically respond to exposure to phenols and anilines, respectively. Thus, they may be served as potential biomarkers to distinguish phenols from anilines. Collectively, our works demonstrate that the functional genomic platform of yeast essential gene mutants can not only act as an effective tool to identify key specific molecular fingerprints for polar narcotic chemicals, but also help to understand the molecular mechanisms of polar narcotic chemicals.

Elucidation of high removal efficiency of dichlorophen wastewater in anaerobic treatment system with iron/carbon mediator

Conductive material assisted anaerobic digestion presented much interest and promising prospect in pollutant removal during wastewater treatment. The present study deeply investigated the effect iron/carbon in anaerobic digestion for dichlorophen (DCP) degradation and methane production in synthetic DCP wastewater treatment. Results showed that nano-zero valent iron/activated carbon (nZVI/AC) and zero valent iron/activated carbon (ZVI/AC) gave higher chemical oxygen demand (COD) conversion (42.18% and 42.61%) and DCP removal (98.49 wt% and 99.00 wt%) in acidification step with better methane production from anaerobic digestion of the pretreated effluent. Same phenomenon occurred in the direct anaerobic degradation process due to the formation of galvanic cells between iron and carbon. In comparison, applying iron/carbon in acidification as pretreatment strategy plus following effluent anaerobic degradation showed higher efficiency in methane production and DCP removal than that of direct anaerobic degradation. Specifically, the methane production was 253.70 mL and 253.41 mL in subsequent anaerobic digestion system after nZVI/AC and ZVI/AC acidification pre-treatment, which was higher than 224.37 mL and 246.31 mL in direct anaerobic digestion system. Microbial community analysis showed that Clostridium_sensu_stricto_1 was the dominated bacteria due to its important role in DCP wastewater treatment. Both acetoclastic and hydrogenotrophic methanogens were enhanced in iron/carbon added systems, which was also agreement with the strengthen in related genes involved in methanogenesis. In conclusion, the present work systematically investigated the enhancement role of iron/carbon system in anaerobic digestion for DCP wastewater treatment and paved way for future application.

Supported on mesoporous silica nanospheres, molecularly imprinted polymer for selective adsorption of dichlorophen

Abstract The imprinted polymers were prepared to absorb dichlorophen (DCP) by using mesoporous silica with ordered pores and high specific surface area. Both scanning electron microscopy and transmission electron microscopy results suggested that the mesoporous silica nanosphere pores had a periodic distribution. The imprinted layer of polymers was thin and uniform. The adsorption experiments showed that the adsorption of imprinted polymers was obviously improved due to the presence of mesoporous structure. The maximum adsorption capacity of MSNs@MIPs at 318 K was 91.1 mg/g, and the adsorption process rapidly reached the equilibrium within 40 min. The adsorption isotherm was well fitted by the Freundlich isotherm model, indicating that multimolecular layer adsorption mechanism governs the adsorption of DCP by the polymers. The adsorption of MSNs@MIPs complied with pseudo-second-order kinetic model. Both selective and regenerative experiments demonstrated that MSNs@MIPs can be successfully applied for selective adsorption of DCP.

Drug repurposing for the treatment of alveolar echinococcosis: in vitro and in vivo effects of silica nanoparticles modified with dichlorophen.

Alveolar echinococcosis is a neglected parasitic zoonosis caused by the metacestode Echinococcus multilocularis, which grows as a malignant tumour-like infection in the liver of humans. Albendazole (ABZ) is the antiparasitic drug of choice for the treatment of the disease. However, its effectiveness is low, due to its poor absorption from the gastro-intestinal tract. It is also parasitostatic and in some cases produces side-effects. Therefore, an alternative to the treatment of this severe human disease is necessary. In this context, the repositioning of drugs combined with nanotechnology to improve the bioavailability of drugs emerges as a useful, fast and inexpensive tool for the treatment of neglected diseases. The in vitro and in vivo efficacy of dichlorophen (DCP), an antiparasitic agent for intestinal parasites, and silica nanoparticles modified with DCP (NP-DCP) was evaluated against E. multilocularis larval stage. Both formulations showed a time and dose-dependent in vitro effect against protoscoleces. The NP-DCP had a greater in vitro efficacy than the drug alone or ABZ. In vivo studies demonstrated that the NP-DCP (4 mg kg-1) had similar efficacy to ABZ (25 mg kg-1) and greater activity than the free DCP. Therefore, the repurposing of DCP combined with silica nanoparticles could be an alternative for the treatment of echinococcosis.

Bioremediation of cadmium-dichlorophen co-contaminated soil by spent Lentinus edodes substrate and its effects on microbial activity and biochemical properties of soil

Soil contamination resulting from industrial and agricultural activities has caused high concerns in recent years. Compared with single pollutant, co-contaminants of heavy metal and organic pollutant in soil are quite complicated. The overall objective of this study was to evaluate the potential of spent Lentinus edodes substrate (SLS) as an organic amendment for bioremediation of cadmium (Cd) and dichlorophen (DCP) co-contaminated soil. Pot experiments were conducted to investigate the effect of SLS on the distribution of Cd and dissipation of DCP. The microbial counts and soil respiration rate were determined. The ligninolytic enzymes (manganese peroxidase and laccase) and soil enzymes (dehydrogenase, urease, and acid phosphatase) were analyzed. Variations of Cd fractions in soil were determined following the modified BCR sequential extraction procedure. DCP in soil was detected on a gas chromatography–mass spectrometry (Agilent 6890N GC–MS). Results showed that the addition of SLS or sterilized SLS (SSLS) could facilitate soil biological properties including microbial counts, respiration intensity, and soil enzyme activities compared to control soil. The HOAc extractable Cd decreased by 10.94–17.09 and 9.63–12.02 % in SLS and SSLS amended soil, respectively. As for the dissipation of DCP, the SSLS amended soil recorded 82.4–92.8 % while the SLS amended soil recorded 85.0–96.9 % compared to the non-amended soil (68.3–84.1 %). The presence of available residual nutrients in the substrate could promote the growth of indigenous microbes, which could contribute to the dissipation of DCP. This study investigated the potential of SLS on the bioremediation of sites co-contaminated with Cd and DCP. The SLS-facilitated removal of soil DCP was due to SLS-promoted soil biological properties including the microbial numbers and soil respiration as well as the ligninolytic enzymes. The addition of SSLS and SLS resulted in a decrease of Cd extractability in soil, and significantly facilitated the activities of dehydrogenase, urease, and acid phosphatase. The results demonstrated the potential of SLS in ex situ bioremediation of soil co-contaminated with Cd and DCP, providing an attractive reusing option of this organic waste.

Laccase-catalyzed removal of the antimicrobials chlorophene and dichlorophen from water: Reaction kinetics, pathway and toxicity evaluation

As active agents in cleaning and disinfecting products, antimicrobials have been widely spread in the environment and have drawn extensive attention as potential threats to the ecological system and human health. In this study, the laccase-catalyzed removal of two emerging antimicrobials, chlorophene (CP) and dichlorophen (DCP), was investigated under simulated environmental conditions. Intrinsic reaction kinetics showed that the removal of CP and DCP followed second-order reaction kinetics, first-order with respect to both the enzyme and the substrate concentration. It was also found that fulvic acid could suppress the transformation of CP and DCP by reversing the oxidation reactions through its action as a scavenger of the free radical intermediates produced from reactions between laccase and the substrates. Several reaction products were identified by a quadrupole time-of-flight mass spectrometer, and detailed reaction pathways were proposed. For both CP and DCP, direct polymerization was the principal pathway, and the coupling patterns were further corroborated based on molecular modeling. The nucleophilic substitution of chlorine by the hydroxyl group was observed, and further oxidation products capable of coupling with each other were also found. Additionally, toxicity evaluation tests using Scenedesmus obliquus confirmed that the toxicity of CP and DCP was effectively eliminated during the reaction processes.

Stoichiometric Reductive CN Bond Formation of Arylgold(III) Complexes with N‐Nucleophiles

AbstractThe reductive formation of substituted anilines from amines and three well‐defined aryl‐ gold(III) complexes, i.e., dichloro(2,6‐lutidine)phen‐ ylgold(III) (2), dichloro(2,6‐lutidine)‐p‐tolylgold(III) (3), and chlorobis(triphenylphosphine)phenylgold(III) chloride (4) was studied. The reaction is stoichiometric in gold and represents a key step of a potential gold‐catalyzed intermolecular amination reaction of arenes. It proceeds smoothly with a broad range of N‐nucleophiles in the presence of sodium acetate (NaOAc) and enables the selective formation of N‐substituted anilines in good yields. A mechanistic pathway is proposed and discussed as well.

Photosensitized degradation in water of the phenolic pesticides bromoxynil and dichlorophen in the presence of riboflavin, as a model of their natural photodecomposition in the environment

Within the context of environmentally friendly methods for the elimination of surface-water pollutants, the photodegradation of the phenolic pesticides bromoxynil (BXN) and dichlorophen (DCP) under simulated natural conditions has been studied. The work was done in the presence of the visible-light absorber photosensitizer riboflavin (Rf), usually present in trace quantities in natural waters. Under aerobic conditions, an efficient photooxidation of both pesticides was observed. The relatively intricate photochemical mechanism involves pesticide and oxygen consumption and, to a lesser extent, Rf degradation. The kinetic and mechanistic study supports that both H2O2 and singlet molecular oxygen, O2(1Δg), are involved in the process. Kinetic data for the O2(1Δg)-mediated oxidation indicate that BXN and DCP are photodegraded with this species faster than the parent compound phenol, very frequently employed as a model for aquatic contaminants, likely due to their lower pKa values. This observation allows the design of phenolic pesticides with different photodegradation rates under environmental conditions.

Photodegradation of chlorinated pesticides dispersed on sand

The photochemical behaviour of several chlorinated pesticides, namely 4-chloro-2-methylphenoxyacetic acid (MCPA), dichlorophen (DCPH), flamprop-methyl (FPM) and vinclozolin (VCZ) is studied on various kinds of sand: Fontainebleau sand (almost pure silica), Touggourt sand (coloured sand from Sahara) and Jijel sand (dark marine sand). The photodegradation of MCPA is more rapid on Fontainebleau sand than on the two others, because the former is almost colourless pure silica and the others adsorb on the internal surface of the reactor. The degradation rate decreases in the order MCPA, DCPH, FPM, VCZ. The main products identified are 4-chloro-2-methylphenol with MCPA and reduction product with DCPH.

Phototransformation of Dichlorophen in Aqueous Phase

The photolysis of dichlorophen (DCP) in acidic medium yields 4-chloro-4'-hydroxy-2,2'-methylenediphenol (I) in the absence of oxygen and a benzoquinone-like derivative (II) in oxygenated solution. At pH = 9, DCP is in monoanionic form, and three products, I, II and 4-chloro-2,2'-methylenediphenol (III) are detected after irradiation of deoxygenated solutions of DCP. Formation of III is also observed in acidic or neutral solutions containing a low percentage of isopropanol. These results can be explained by the formation of a carbene after HCl elimination and reaction of this intermediate with water, oxygen, alcohol, anionic form of I or DCP.

The Effect of the Herbicide Dichlorophen on the Physiology and Growth of Two Bryophytes

The Effect of the Herbicide Dichlorophen on the Physiology and Growth of Two Bryophytes

On the use of Dichlorophen as a Taenifuge forTaenia Saginata

On the use of Dichlorophen as a Taenifuge for<i>Taenia Saginata</i>