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PubMed2005

Microwave assisted extraction followed by gas chromatography with tandem mass spectrometry for the determination of triclosan and two related chlorophenols in sludge and sediments.

A procedure for the determination of 2-(2,4-dichlorophenoxy)-5-chlorophenol (Triclosan) and two possible transformation compounds, 2,4-dichlorophenol (2,4-DCP) and 2,4,6-trichlorophenol (2,4,6-TCP), in sludge from sewage treatment plants (STP) and sediments is presented. Extraction was performed using an acetone:methanol (1:1) mixture under the action of a microwave field. The centrifuged supernatant was diluted with a NaOH aqueous solution and twice extracted with n-hexane for removing neutral and basic interferences. The aqueous layer was acidified and processed as a waste water sample. After concentration analytes were silylated and determined by gas chromatography with tandem mass spectrometry (GC-MS/MS). Influence of experimental conditions on the yield of the extraction process and on the efficiency of the further clean-up step was thoroughly evaluated. Performance of MS/MS detection in comparison to single MS is described. Under final working conditions quantification limits between 0.4 and 0.8 ng/g and recoveries from 78% to 106% were obtained. The method was applied to the analysis of several sludge and sediment samples. Only low levels of TCS were detected in some of the sediments; however, all three compounds were found in sludge samples at concentrations ranging from 7 to 316 ng/g, in the case of chlorophenols, and from 420 to 5400 ng/g, for Triclosan.

Chemical Fractionation↗
PubMed2006

Ion chromatography-atmospheric pressure chemical ionization mass spectrometry for the determination of trace chlorophenols in clam tissues.

A novel analytical method has been developed for the determination of 14 trace chlorophenols in clam tissues by ion chromatography (IC) coupled with atmospheric pressure chemical ionization mass spectrometry (APCI-MS) in the negative mode. The method comprised a fast ultrasound-assisted extraction using a mixture of methanol/water (4:1v/v) containing 5% triethylamine (TEA) as extraction solvent, solid-phase extraction with an Oasis HLB cartridge and gradient separation using KOH/acetonitrile at a flow rate of 1.0 mL/min on an IonPac AG11 guard column (50 mm x 4.0 mm I.D.) and an IonPac AS11 analytical column (250 mm x 4.0 mm I.D.). The molecular ions m/z [M-H](-) 127, 129; 161, 163; 195, 197 and 263, 265, 267 were selected for quantification in the selected ion monitoring (SIM) mode for monochlorophenols (MCPs), dichlorophenols (DCPs), trichlorophenols (TCPs) and pentachlorophenol (PCP), respectively. The average recoveries of the objective compounds spiked in clam tissues were between 80.2% and 98.2%. Within-day and day-to-day relative standard deviations were less than 12.6% and 13.2%, respectively. The optimum IC-APCI-MS conditions were successfully applied to the analyses of 14 trace chlorophenols in clam tissues.

Animals↗
PubMed2006

Control of 2-chlorophenol vapour emissions by a trickling biofilter.

This research work investigates the biodegradation of 2-chlorophenol vapours in a trickling biofilter packed with a ceramic material, and seeded with a pure strain of Pseudomonas pickettii. The process was tested at laboratory scale over 260 days of operation under varying loading conditions. More than 98% degradation efficiencies were achieved for loading rates up to 82.5gm(-3)h(-1). Process analysis, performed using data on 2-chlorophenol concentration profiles along the biofilter bed, shows that best biofilter performance (i.e. maximum degradation capacity and efficiency) can be obtained for a narrow range of operating conditions, which can be ensured by proper sizing of biofilter diameter and height.

Air Pollutants↗
PubMed2003

Adsorption of phenol and p-chlorophenol from their single and bisolute aqueous solutions on Amberlite XAD-16 resin.

Removal of phenol and p-chlorophenol from synthetic single and bisolute aqueous solutions at 303.15 K through adsorption on Amberlite XAD-16 resin under batch equilibrium and dynamic column experimental conditions was investigated. The equilibrium adsorption data from single component solutions were fitted to Langmuir and Freundlich adsorption isotherm models to evaluate the model parameters and the parameters in turn were used to predict the extent of adsorption from bisolute aqueous solutions using Ideal Solution Adsorption (IAS) model. The effect of pH on removal of phenol and p-chlorophenol from single and bisolute systems was studied. The breakthrough capacity and total capacity of the resin for the adsorbates at different concentrations were evaluated through column adsorption studies. Attempts were made to regenerate the resin by solvent washing using methanol as an eluent. The limited number of adsorption-desorption cycles indicated that the adsorption capacity of the resin remained unchanged.

Adsorption↗
PubMed2006

Biological treatment of para-chlorophenol containing synthetic wastewater using rotating brush biofilm reactor.

A novel rotating brush biofilm reactor (RBBR) was used for para-chlorophenol (4-chlorophenol, 4-CP), COD and toxicity removal from synthetic wastewater containing different concentrations of 4-CP. Effects of major operating variables such as the feed 4-CP and COD concentrations and A/Q (biofilm surface area/feed flow rate) ratio on the performance of the biofilm reactor were investigated. A Box-Wilson statistical experiment design method was used by considering the feed 4-CP (0-1000 mg l(-1)), COD (2000-6000 mg l(-1)) and A/Q ratio (73-293 m(2) day m(-3)) as the independent variables while the 4-CP, COD and toxicity removals were the objective functions. The results were correlated by a response function and the coefficients were determined by regression analysis. Percent 4-CP, COD and toxicity removals determined from the response functions were in good agreement with the experimental results. 4-CP, COD and toxicity removals increased with decreasing feed 4-CP and increasing A/Q ratio. Optimum conditions resulting in maximum COD, 4-CP and toxicity removals were found to be A/Q ratio of nearly 180 m(2) day m(-3), feed COD of nearly 4000 mg l(-1) and feed 4-CP of less than 205 mg l(-1).

Biofilms↗
PubMed2006

Kinetics of the degradation of 2-chlorophenol by ozonation at pH 3.

Prediction of byproduct distribution during ozonation is of importance to the design of treatment process. In this study, degradation products in direct ozonation of 2-chlorophenol in aqueous solution were identified by employing the chemical derivatization technique, specifically, silylation. Transient distribution of degradation products, in a semi-batch reactor under three ozone dosages were identified and determined by HPLC analysis. An empirical degradation pathway was proposed to describe the ozonation reaction. A mathematical protocol consisting of 11 equations and 12 rate constants was developed to solve and optimize the kinetic parameters. Modeling results revealed that the empirical pathway was capable of predicting the ozonation reaction at the beginning phase under a higher ozone dosage (e.g., greater than 6mg/L(g)). The degree of agreement between predicted and experimental data decreased as the ozone dosage decreased to 1.2mg/L(g). Results suggested that there was a dosage-dependent pathway in the direct ozonation of 2-chlorophenol.

Chlorophenols↗
PubMed2006

Comparison of reductive dechlorination of p-chlorophenol using Fe0 and nanosized Fe0.

Chlorophenols, as a kind of important contaminants in groundwater, are toxic and difficult to biodegrade. Laboratory tests were conducted to examine zero-valent iron as an enhancing agent in the dechlorination of chlorinated organic compounds. Nanoscale iron particles were synthesized from common precursors KBH(4) and FeSO(4). Batch experiments were performed to investigate the reduction of p-chlorophenol (4-CP) by both common Fe(0) and nanoscale Fe(0). Comparison of 300 mesh/100 mesh/commercial reductive iron powders showed that size of iron particles played an important role in reduction process. Initial concentration and pretreatment of iron particles also influenced the chlorination rate. Nanoscale Fe(0) offered much more advantages for treatment of 4-CP compared with common iron particles, such as stability and durability. And they can be used to treat contaminants in groundwater over a long time. Among different parts of synthesized nanoscale iron particle solution, the very fine particles were the major agent for treatment of pollutants. As for preservation of nanoscale Fe(0), ethanol was recommended.

Chlorine↗
PubMed2006

Effects of pH and temperature on isotherm parameters of chlorophenols biosorption to anaerobic granular sludge.

As the most important parameters affecting the biosorption, pH and temperature were studied in this paper in order to more completely understand their effects on chlorophenols' biosorption onto anaerobic granular sludge. Sorption isotherms of 4-chlorophenol (4-CP) and 2,4-dichlorophenol (2,4-DCP) at various temperatures were determined; the data of 4-CP could be simulated by Langmuir model, while the data of 2,4-DCP could only be reproduced by Freudlich equation. The uptake capacity of 4-CP and 2,4-DCP could reach 1.5mgg(-1) and 5.04mgg(-1) when 2,4-DCP concentration was 90mgL(-1) and 4-CP concentration was 107mgL(-1), respectively. 2,4-DCP was more strongly adsorbed onto the anaerobic granular sludge than 4-CP, which might be correlated with the numbers of chlorine substitute. The Experiments studying pH effects showed that the adsorption capacity of 4-CP and 2,4-DCP was quite pH dependent and increased with decrease in pH.

Adsorption↗
PubMed2004

Sources and transformations of chlorophenols in the natural environment.

The present review updates our knowledge about chlorophenols, their chemical reactions and transformations in the natural environment, as well as factors affecting kinetics and mechanisms of these processes. Effects of pH of the environment and structure of molecules (also the number of chlorine atoms and their position in the molecule) on the behaviour of these compounds in the natural environment are also discussed. In addition, ways of propagation of chlorophenols in the natural environment are presented and discussed on the background of their physical and chemical properties, which influence the propagation rate in the ecosystems.

Animals↗
PubMed2004

Removal of chlorophenols from groundwater by chitosan sorption.

The equilibrium and kinetics of chlorophenol (CP) sorption by chitosan, poly D-glucosamine, were studied under simulated groundwater conditions. Lower temperature, from 25 degrees C to 15 degrees C and then 5 degrees C, markedly decreased the adsorption rates by a factor of 30-53% and 7-22%. Comparison between two types of chitosan, flakes and highly swollen beads, demonstrated that the maximum pentachlorophenol (PCP) uptake capacities in Langmuir and Freundlich models depend on the specific surface area of the particle. Low temperature (5 degrees C) significantly increased the PCP uptake capacity in comparison to higher temperatures (15 degrees C and 25 degrees C). PCP uptake capacity was halved at pH levels higher than 6.5, and NaCl concentrations greater than 1% blocked PCP sorption almost completely. Of five kinds of chlorophenols, i.e. 2,4,6-trichlorophenol (2,4,6-TCP), 3,4-dichlorophenol (3,4-DCP), 2,3-dichlorophenol (2,3-DCP), 2,6-dichlorophenol (2,6-DCP), 3-monochlorophenol (3-MCP), TCP had the maximum sorption efficiency on flake-type chitosan, followed by DCPs, and finally MCP (the three kinds of DCP, with the same elemental compositions, achieved similar sorption performances).

Adsorption↗
PubMed2005

Wet peroxide oxidation of chlorophenols.

This study evaluates the application of Wet Peroxide Oxidation (WPO) for the treatment of solutions containing 4-chlorophenol (4-CP) and 2,4-dichlorophenol (2,4-DCP). These compounds are of special interest due to their high toxicity and low biodegradability. WPO is included in the Advanced Oxidation Processes, which are technologies based on an initial formation of hydroxyl radicals that further oxidize the organic matter. The influence of some operating conditions such as temperature, dosage of hydrogen peroxide and initial concentration of the chlorophenols was studied in absence of a catalyst. The results of this study prove that 4-CP and 2,4-DCP can be completely removed from wastewaters by means of WPO. Total Organic Carbon (TOC) and 4-CP removals of 72.3% and 100%, respectively, were achieved working at 100 degrees C with 2.5 mL of H(2)O(2) and an initial concentration of 500 ppm of 4-CP after 90 min of reaction. Under the same conditions but with an initial concentration of 500 ppm of 2,4-DCP a TOC removal of 59% and a complete removal of the target compound were achieved.

Carbon↗
PubMed1983

Direct determination of trace amounts of chlorophenols in fresh water, waste water and sea water.

Chlorophenols were acetylated and the derivatives extracted by the simultaneous addition of acetic anhydride and hexane directly to the water sample. The extracts were then analysed by glass capillary column gas chromatography with electron-capture detection. Determination of chlorinated phenols at micrograms/l concentration levels requires only 5 ml of sample. At ng/l levels a 100-ml sample is sufficient. The total time of analysis is 18 min per sample. A comparison between pentafluorobenzoylation and acetylation showed that the acetylated derivatives of chlorophenol isomers separated better on the column. The method has been applied to drinking water, sea water and waste water from a sulphate pulp mill.

Acetylation↗
PubMed2002

Concentration of chlorophenols in water with sodium dodecylsulfate-gamma-alumina admicelles for high-performance liquid chromatographic analysis.

Chlorophenols in water were sorbed onto sodium dodecylsulfate (SDS)-alumina (gamma-form) admicelles. The extent of sorption increased with increasing amount of SDS and decreasing solution pH. Conditions for good recovery were obtained when 100 mg SDS and 1.5 g alumina was used at pH 2. However, the yield decreased with a further increase in the SDS concentration due to the formation of normal SDS micelles. The extent of sorption also increased with increasing hydrophobicity of the chlorophenol, indicating that hydrophobic interactions predominate for the collection of analytes. When a cartridge column filled with admicelles was used, >90% of tetrachlorophenol and pentachlorophenol in 200 ml of water samples were rapidly recovered. The sorbed analytes were eluted with 1 ml acetonitrile. The accuracy and precision of the present method were demonstrated for the HPLC analysis with ultraviolet (290 nm) detection of microg l(-1) levels of tetrachlorophenol and pentachlorophenol in river water samples.

Aluminum Oxide↗
PubMed2003

On-line solid-phase extraction with molecularly imprinted polymers to selectively extract substituted 4-chlorophenols and 4-nitrophenol from water.

Three polymers have been synthesised using 4-chlorophenol (4-CP) as the template, following different protocols (non-covalent and semi-covalent) and using different functional co-monomers, 4-vinylpyridine (4-VP) and methacrylic acid (MAA). The polymers were evaluated to check their selectivity as molecularly imprinted polymers (MIPs) in solid-phase extraction (SPE) coupled on-line to liquid chromatography. The solid-phase extraction procedure using MIPs (MISPE), including the clean-up step to remove any interferences, was optimised. The 4-VP non-covalent polymer was the only one which showed a clear imprint effect. This MIP also showed cross-reactivity for the 4-chloro-substituted phenols and for 4-nitrophenol (4-NP) from a mixture containing the 11 priority EPA (Environmental Protection Agency) phenolic compounds and 4-chlorophenol. The MIP was applied to selectively extract the 4-chloro-substituted compounds and 4-NP from river water samples.

Chlorophenols↗
PubMed1998

Experimental design approach for the optimization of supercritical fluid extraction of chlorophenols from polluted soils.

Supercritical fluid extraction and liquid chromatography-electrochemical detection (LC-ECD) were used to the determination of chlorophenols in contaminated soil samples. Full factorial design experiments were used in order to optimize the extraction parameters: pressure, extraction cell temperature and percentage of modifier. Pressure and percentage of modifier (methanol) had statistically significant effects on the recovery of the chlorophenols. Good repeatability (4.9-11.8%) and reproducibility (4.9-12.5%) were achieved and low detection limits (3-150 ng g-1) were obtained. The method was validated by comparing the results with those obtained in a European intercomparison exercise.

Chlorophenols↗
PubMed2003

Simulation of bioremediation of chlorophenols in a sandy aquifer.

Bioremediation of consecutive spills of phenol, 2-chlorophenol (2-MCP), 2,4,6-trichlorophenol (2,4,6-TCP) and pentachlororphenol as single pollutants was investigated in eight pilot plant scale sand columns system (100 cm l, 6 cm ID), simulating the conditions, which could be created in the saturated zone of a pristine aquifer following an accidental spill. Bioremediation in this study consisted of re-circulating local groundwater through the polluted site in a controlled manner following a closed-loop configuration. Intrinsic microbial development was enhanced by adding the necessary nutrients. Consecutive accidental spills of 480-mg phenol/kg soil; 140-mg 2-MCP/kg; 14-mg 2,4,6-TCP/kg soil and 17-mg pentachlorophenol (PCP)/kg soil under saturated conditions and a continuous specific discharge of 0.56 cm min(-1) were simulated. Degradation curves demonstrated first-order kinetics. Biodegradation rates (k1) were influenced by consecutive exposures. Calculated rate constants for biodegradation for sole substrate experiments were in the range of 0.06-0.15 day(-1), 0.21-1.20 day(-1), 0.04-2.28 day(-1) and 0.01-0.03 day(-1) for phenol, 2-MCP, 2,4,6-TCP and PCP, respectively. The acclimation of the aquifer to simulated consecutive accidental spills was found to be directly proportional to the cumulative load of each single chlorophenol. A relationship between the octanol water partitioning (Kow) values and the experimental degradation rates (k1) was found.

Biodegradation, Environmental↗
PubMed2003

Regeneration of ortho-chlorophenol-exhausted activated carbons with liquid water at high pressure and temperature.

A study was undertaken of the regeneration of three activated carbons exhausted with ortho-chlorophenol. The regeneration process was carried out using liquid water at 623 K and 150 atm in the absence of oxygen. The efficiency of this procedure was analyzed by determining the rate and amount of ortho-chlorophenol adsorbed in successive adsorption-regeneration cycles. The present procedure showed a much greater efficiency than that reported for chemical and/or thermal regeneration. Effects of this regeneration on the adsorption kinetics, adsorption capacity and textural characteristics of the carbon were investigated. The increase in adsorption capacity of the regenerated carbon compared with that of the original carbon seems mainly due to the opening of porosity during the regeneration treatment.

Adsorption↗
PubMed2002

Role of goethite dissolution in the oxidation of 2-chlorophenol with hydrogen peroxide.

It is well known that the dissolution of goethite plays an important role in catalyzing the oxidation of organic chemicals. Therefore, this study investigates how surface dissolution of goethite affects 2-chlorophenol oxidation in the goethite/H2O2 process. Experimental results indicate that ligand and reductant can enhance the dissolution rate of goethite, which is surface-controlled. Our results further indicate 2-chlorophenol degradation depends on goethite concentration. In addition, the oxidation rate of 2-CP is correlated with reductive dissolution rate at various dosages of goethite. Moreover, the oxidation mechanism of 2-CP is also a surface-controlled reaction. A mechanism proposed herein indicates that, in addition to the contaminant, its intermediate species affect the oxidation rate as well.

Ascorbic Acid↗