Formation of polychlorinated diphenyl ethers from condensation of chlorophenols with chlorobenzenes

BACKGROUND AND AIMS: Polychlorinated diphenyl ethers (PCDEs), which are among the members of persistent organic pollutants, and PCDEs have been determined in a number of environmental samples. The main possible sources are the technical production of chlorinated phenols and all processes of incomplete combustion. PCDEs were observed in the fly ash from a municipal waste incinerator (MWI). It was speculated that the condensation of chlorophenols with chlorobenzenes occurred via PCDEs to form polychlorinated dibenzofurans (PCDFs). Nevertheless, PCDEs formation from condensation of chlorophenols with chlorobenzenes has not been confirmed by experimental observation. The objective of this paper is to investigate the formation mechanism of PCDEs from the condensation of chlorophenols with chlorobenzenes. The results are expected to be helpful in understanding the formation of PCDEs and in controlling and abating PCDEs emissions from MWI. METHODS: The pyrolysis of pentachlorophenol (PCP) and/or polychlorobenzenes (PCBz) was carried out in a sealed glass tube. The reaction products were extracted and purified with K2CO3 solution. The samples were concentrated and then cleaned up on an alumina column. GC/MS was used for identification and quantification of reaction products. RESULTS AND DISCUSSION: The results showed that the pyrolysis of hexachlorobenzene (HCB) at 340 degrees C for 6 h led to the formation of decachlorodiphenyl ether (DCDE) (2.41 microg/mg) and octachlorodibenzo-p-dioxins (OCDD) (0.24 micropg/mg), while the pyrolysis of PCP yielded DCDE (13.08 microg/mg) and OCDD (180.13 microg/mg). In addition, the amount of DCDE formation from the pyrolysis of the mixture of PCP and HCB was 4.65 times higher than the total amount of DCDE formation from the pyrolysis of HCB and PCP, respectively. This indicated that PCP and HCB were prone to condensation and formation of DCDE. DCDE was the main congener of PCDEs from condensation of PCP with HCB at 340, 400 and 450 degrees C. A small amount of nonachlorodiphenyl ether (NCDE) was formed by dechlorination reaction at 450 degrees C. The condensation of PCP with 1,2,4,5-tetrachlorobenzene (Cl4Bz) formed 2,2',3,4,4',5,5',6-octachlorodiphenyl ether (OCDE). Small amounts of heptachlorodiphenyl ether (HpCDE) and hexachlorodiphenyl ether (HxCDE) were detected at 450 degrees C. Meanwhile, polychlorinated dibenzo-p-dioxins (PCDDs) and PCDFs were detected from the condensation of PCP and PCBz. CONCLUSIONS: Experimental studies clarified the behavior of the formation of PCDEs from condensation of polychlorophenols and PCBz. The condensation of polychlorophenols with PCBz formed PCDEs through elimination of HCl between polychlorophenols and PCBz molecules. Another pathway of PCDEs formation was elimination of H2O between two polychlorophenol molecules. In addition, dechlorination processes had caused the specific homologous pattern of PCDEs under higher temperatures.     

Recent trends of persistent organic pollutants in air in central Europe - Air monitoring in combination with air mass trajectory statistics as a tool to study the effectivity of regional chemical policy

We use air mass back trajectory analysis of persistent organic pollutant (POP) levels monitored at a regional background site, Ko?etice, Czech Republic, as a tool to study the effectiveness of emission reduction measures taken in the last decade in the region. The representativity of the chosen trajectory starting height for air sampling near ground was ensured by excluding trajectories starting at time of inversions lower than their starting height. As the relevant pollutant sources are exclusively located in the atmospheric boundary layer, trajectory segments above this layer were also excluded from the analysis. We used a linear time weight to account for the influence of dispersion and deposition on trace components abundances and to quantify the ground source loading, a continuous measure for the influence of surface emissions. Hexachlorocyclohexanes (HCHs), hexachlorobenzene (HCB), polychlorinated biphenyls (PCBs), DDT, and two time periods, the years 1997–1999 and 2004–2006, were studied. The pollutant levels transported to Ko?etice decreased for all substances except HCB. Except for lindane seasonal emissions were insignificant. Increasing emissions of HCB were at least partly linked to the 2002 floods in the Danube basin. Major emissions of 1997–1999 which decreased significantly were in France (lindane), western Poland, Hungary and northern ex-Yugoslavia (technical HCH), and the Czech Republic (DDT). Emissions remaining in 2004–2006 include HCB and DDT in the northern Czech Republic, HCB and PCBs in Germany. Besides changes in emission strength meteorological factors influence the level of transported pollutant concentrations. The prevailing air flow pattern limits the geographic coverage of this analysis to central Europe and parts of western Europe. However, no POP monitoring stations exist in areas suitable for a possible extension of the study area.     

Vertical distributions of persistent organic pollutants (POPs) caused from organochlorine pesticides in a sediment core taken from Ariake bay, Japan

Persistent organic pollutants (POPs) of organochlorine pesticides such as dichlorodiphenyl trichloroethane (DDTs) and its metabolites, hexachlorobenzene (HCB), heptachlor, chlordane compounds (CHLs), aldrin, dieldrin, endrin, mirex and isomers of hexachlorocyclohexane (HCHs), were analyzed in sediment cores collected from Ariake Bay, Japan. Although Chikugo River has the largest flow in Ariake Bay, the total concentration of POPs in surface sediment was found in St.3, mouth of the Yabe River, where that level was two times higher than St.1, mouth of the Chikugo River. It could be assumed that the potential source of POPs contamination is relatively close to this study area. Relatively high residue levels of HCB, HCHs and DDTs in sediment core were found during the period from 1967 to 1970. In this layer, the HCB concentration investigated in sediment cores of Ariake Bay was maximum, 2.6 ng g(-1) dry weight and higher than that of Tokyo Bay and subsequently detected in deeper sediment cores. The ratio of (DDD+DDE)/SigmaDDTs was high in top sediments (0-2 cm). Although there was a concentration of DDTs in the top sediment, it was noticed that DDT emission did not cause direct input of DDT recently. The HCHs determined in upper sediment cores might be originated from long-range accumulation in environment after dispersing of technical-grade HCH. Moreover, the CHLs, dieldrin and heptachlor concentrations were detected and recently increased in sediment core. POPs in sediment cores of Ariake Bay based on the possibility of PCP contamination during the early 1960s were reflected.     

A ten-year study of chlorinated hydrocarbon insecticide residues in bovine milk in Illinois, 1972 - 1981

Milk supplies in Illinois were monitored for chlorinated hydrocarbon insecticide residues from 1972 through 1981. The percentage of milk samples that were contaminated with aldrin/dieldrin, DDT and its analogs, and BHC/lindane decreased during the 10-year sampling period. The percentage of samples contaminated with aldrin/dieldrin decreased from 98.7% in 1978 to 5.9% in 1981. The amount of aldrin/dieldrin residues found in contaminated samples also decreased from an average of 0.077 ppm (1972-79) to 0.001 ppm in 1980-81. The levels of chlordane and heptachlor/heptachlor epoxide residues in milk did not decrease, but residues of BHC and DDT decreased gradually over the 10-year period. The percentage of samples that had less than 0.1 ppm of all chlorinated hydrocarbon residues combined ranged from 10.6% to 25.7% during 1972 through 1978 and increased to 36.2% in 1979, 71.1% in 1980, and 61.4% in 1981.     

Storage of organochlorine pesticides in human adipose tissues of Jordanian males and females

Adipose tissue of 50 human patients (5-96, years old) were taken and analysed by gas chromatography equipped with electron capture detector (63Ni) for determination of storage levels of HCH's (alpha, beta, and gamma-hexachlorcyclohexanes), DDT and its metabolites DDE and DDD, the cyclodiens (heptachlor, heptachlorepoxide, dieldrin, aldrin and endrin) and HCB (hexachlorbenzene). The data is reported according to age groups and sexes. The results show relatively moderate concentrations of all studied pesticides and that Jordanian men are more exposed to DDT and HCH's than women.     

Photosensitized reduction of DDT using visible light: the intermediates and pathways of dechlorination

A reaction mixture containing DDT (1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane), methylene green (as the photosensitizer), and triethylamine (as the electron donor) in acetonitrile:water (1:1) was irradiated by an ordinary 150-W GE-Miser spotlight to facilitate visible-light photosensitized DDT dehalogenation. The intermediates and reaction products were identified by GC/MS (gas chromatography/mass spectrometer) and NMR (nuclear magnetic resonance). The photosensitized dehalogenation method partially degraded DDT via an electron transfer relay mechanism. Results indicate that DDT lost about three chlorines after a total of 19 days of irradiation. Aliphatic chlorines were found to be removed easier than aromatic chlorines. Various types of reductants were compared for electron donation efficiency, and photosensitizer concentration was optimized for our reaction system. In most cases, clean and simple dechlorinated products were observed. The proposed photosensitized reduction was coexisted with a thermal elimination effect for the first chlorine removal of DDT, and the photosensitized electron transfer reduction was shown to be the dominating mechanism responsible for further dechlorination after the initial stage. A sequential dechlorination pathway was proposed, with each successive dehalogenation, the reaction proceeds more slowly. The results have shown the feasibility of utilizing visible light, nontoxic dyes and electron donors to render a toxic compound less toxic and to enhance the natural carbon regeneration rates.     

Low-temperature dechlorination of hexachlorobenzene on solid supports and the pathway hypothesis

The dechlorination of HCB was carried out under low-temperature and oxygen deficient conditions on different solid supports such as SiO(2), CaO, CaSiO(3), cement and treated fly ash (tFA). All the tested supports except SiO(2) showed a HCB dechlorination potential. The dechlorination efficiencies (D(1)) of HCB by CaO, CaSiO(3), tFA and cement reached 64.62%, 76.15%, 79.97% and 32.21% at 350 degrees C for 4h, respectively. It was thought electrons in the vacancies originated from the unsaturated metallic ions and O(2-) on the crystal surfaces made the D(1) different between SiO(2), CaO and CaSiO(3). Comparing the D(1) by tFA and cement, the high dechlorination potential of tFA was due to the more free electrons from the crystal defects and the transition metals, and the more active points for the gas-solid phase reaction, which both had positive effects on dechlorination reaction. The effect of Cu addition (0.2-5.0%) on HCB dechlorination might result from the Ullmann coupling which was not notable in enhancing the dechlorination reaction. From the study, we can draw the conclusion that the dechlorination potential mainly depends on the support characteristic rather than the transition metal content. Based on this study and previous references, the dechlorination/polymerization induced by the electron transfer mode was thought to be the dominant pathway while the hydrogen transfer mode was minor. The electron was originated from the crystal defects or induced by transition metals, and the dissociation of a chloride ion happened forming a radical, and then the polymerization of radicals led to the formation of high-molecular-weight compounds which seemed to cause the material imbalance.     

A column test for leaching of organochlorines from soil by amphiphilic nonionic nanopolymers

Amphiphilic nonionic cross-linked nanopolymers (NPs) were synthesized to examine removal of five organochlorines (OCs), namely lindane, heptachlor, aldrin, dieldrin, endrin, and DDT, from a range of Thai agricultural soils. The synthesized NP particles had polarity characteristics similar to those of nonionic surfactant micelles and were largely in the size range of 55-155 nm. This work aimed to determine the optimal conditions for leaching of OC contaminated soil with NPs and also to investigate the role and influence of soil properties on this leaching. An investigation of the concentrations of aqueous dispersions of these particles found that a concentration of 10 g L(-1). was found most effective in leaching the OCs from a column of spiked soil. The optimal contact time that allowed a NP dispersion and spiked soil to reach equilibrium was 48 h. The results indicated influencing factors for OC removal and soil remediation were properties both of the soil and the compounds themselves. Soil organic carbon (SOC) content and soil texture played an important role on the sorption as well as compound hydrophobicity expressed as log K(OW) values. The removal efficiency was found to be in the range of 85.2-92.8 % for all soil samples and in the order of DDT < aldrin < heptachlor < dieldrin < endrin < lindane regardless of soil type. This order is inversely related to the log K(OC) values of these compounds. For OC compounds with a similar molecular structure, removal efficiency was related to molecular weight (MW).     

Effect of groundwater geochemistry on pentachlorophenol remediation by smectite-templated nanosized Pd0/Fe0

Zero-valent iron holds great promise in treating groundwater, and its reactivity and efficacy depend on many surrounding factors. In the present work, the effects of solution chemistry such as pH, humic acid (HA), and inorganic ions on pentachlorophenol (PCP) dechlorination by smectite-templated Pd(0)/Fe(0) were systematically studied. Smectite-templated Pd(0)/Fe(0) was prepared by saturating the negatively charged sites of smectite clay with Fe(III) and a small amount of Pd(II), followed by borohydride reduction to convert Fe(III) and Pd(II) into zero-valent metal clusters. Batch experiments were conducted to investigate the effects of water chemistry on PCP remediation. The PCP dechlorination rate critically depends on the reaction pH over the range 6.0~10.0; the rate constant (k (obs)) increases with decreasing the reaction pH value. Also, the PCP remediation is inhibited by HA, which can be attributed to the electron competition of HA with H(+). In addition, the reduction of PCP can be accelerated by various anions, following the order: Cl(-) > HCO (3) (-) > SO (4) (2-) ~no anion. In the case of cations, Ca(2+) and Mg(2+) (10 mM) decrease the dechlorination rate to 0.7959 and 0.7798 from 1.315 h(-1), respectively. After introducing HA into the reaction systems with cations or/and anions, the dechlorination rates are similar to that containing HA alone. This study reveals that low pH and the presence of some anions such as Cl(-) facilitate the PCP dechlorination and induce the rapid consumption of nanosized zero-valent iron simultaneously. However, the dechlorination rate is no longer correlated to the inhibitory or accelerating effects by cations and anions in the presence of 10 mg/L HA.     

Organic compounds temporal trends at some invertebrate species from the Balearics, Western Mediterranean

Concentrations of persistent organic pollutants (POPs) such as hexachlorobenzene (HCB), dichlore diphenyl trichloretane (DDT), polychlorinated biphenyls (PCBs), and gamma-hexachlorocyclohexane (gamma-HCH or lindane) were determined in tissue of marine benthic invertebrates such as Mytilus galloprovincialis, Chamelea gallina, Venus verrucosa, Lithophaga lithophaga and Paracentrotus lividus. Species were selected due to their habitat, trophic level, feeding behaviour and their consumption. Invertebrate species were systematically sampled from December 1996 to December 2005 from several sites along the Balearic Islands. The highest concentrations of PCBs (785ng/g lipid) were found in M. galloprovincialis while the lowest concentrations were found in the sea-urchin P. lividus (193ng/g lipid). Among the 7 PCB quantified congeners the higher values are mainly obtained for CB138 and CB153. All bivalves presented higher PCBs contents than the sea-urchin P. lividus are possibly linked with the bioaccumulation process of POPs throughout the food web and to differential detoxifying mechanisms. The concentration of SigmaDDT exceeds that of HCB and gamma-HCH at all species and sampling stations. DDT concentrations ranged from 0.4ng/g ww at the bivalve C. gallina in 2002, to values of 15.8ng/g ww at the bivalve L. lithophaga in 1998. The values obtained for the organic compounds (HCH, HCB, PCBs, DDT) depend upon the place and year of sampling and are compared to values found by other authors for the mussel M. galloprovincialis in other Mediterranean areas. gamma-HCH and HCB were found in lower concentrations than the other POPs.     

Organochlorine pesticide and polychlorinated biphenyl residues in foodstuffs from Bangkok, Thailand

Raw foodstuffs collected from Bangkok, Thailand, were analysed for the presence of PCBs, DDTs, HCHs (BHCs). HCB, aldrin, dieldrin, heptachlor and heptachlor epoxide. Residues of PCBs and organochlorine pesticides were detected in all the samples analysed. Concentrations of PCBs did not reach the tolerance limit set forth by the US Food and Drug Administration (FDA). The concentrations of SigmaHCH were higher than those of SigmaDDT in all the farm products while the levels of SigmaDDT were greater in fishes including fish flakes and fishmeal. Meat samples recorded higher concentrations of SigmaDDT and dieldrin than SigmaHCH. Comparing the levels of organochlorines in foodstuffs from Bangkok, considerable levels of aldrin and dieldrin indicate the need for concern from the food safety point of view because of their much higher toxicity than DDT and other organochlorines. However, the levels did not exceed the Maximum Residue Limit (MRL) recommended by FAO/WHO. Food contamination by HCB, heptachlor and heptachlor epoxide is comparatively lower.     

A column test for leaching of organochlorines from soil by amphiphilic nonionic nanopolymers

Amphiphilic nonionic cross-linked nanopolymers (NPs) were synthesized to examine removal of five organochlorines (OCs), namely lindane, heptachlor, aldrin, dieldrin, endrin, and DDT, from a range of Thai agricultural soils. The synthesized NP particles had polarity characteristics similar to those of nonionic surfactant micelles and were largely in the size range of 55–155 nm. This work aimed to determine the optimal conditions for leaching of OC contaminated soil with NPs and also to investigate the role and influence of soil properties on this leaching. An investigation of the concentrations of aqueous dispersions of these particles found that a concentration of 10 g L^?1. was found most effective in leaching the OCs from a column of spiked soil. The optimal contact time that allowed a NP dispersion and spiked soil to reach equilibrium was 48 h. The results indicated influencing factors for OC removal and soil remediation were properties both of the soil and the compounds themselves. Soil organic carbon (SOC) content and soil texture played an important role on the sorption as well as compound hydrophobicity expressed as log K_OW values. The removal efficiency was found to be in the range of 85.2–92.8 % for all soil samples and in the order of DDT < aldrin < heptachlor < dieldrin < endrin < lindane regardless of soil type. This order is inversely related to the log K_OC values of these compounds. For OC compounds with a similar molecular structure, removal efficiency was related to molecular weight (MW).     

Biocatalytic dechlorination of lindane by nano-scale particles of Pd(0) deposited on Shewanella oneidensis

A new approach for the removal of the pesticide lindane (gamma-hexachlorocyclohexane or gamma-HCH) makes use of catalytic reduction of HCH to benzene over a metal catalyst, namely Pd(0). Since specific surface area plays an important role in reactivity of catalysts, this study investigated the use of bioPd(0), i.e. nano-scale Pd(0) particles precipitated on the biomass of Shewanella oneidensis, for the removal of lindane. It was demonstrated that bioPd(0) has catalytic activity towards dechlorination of gamma-HCH, with the addition of formate as electron donor, and that dechlorination with bioPd(0) was more efficient than with commercial powdered Pd(0). The biodegradable compound benzene was formed as reaction product and other HCH isomers could also be dechlorinated. Subsequently bioPd(0) was implemented in a membrane reactor technology for the treatment of gamma-HCH polluted water. In a fed-batch process configuration with formate as electron donor, a removal percentage of 98% of gamma-HCH saturated water (10 mg l(-1)) was achieved within 24h. The measured chloride mass balance approached the theoretical value. The results of this work showed that a complete, efficient and fast removal of lindane was achieved by biocatalysis with bioPd(0).     

Assessment of daily intake of organochlorine pesticides from milk in different regions of Poland

The common occurrence of organochlorine compounds in the environment, food and human tissues may constitute a serious threat to human health. The method of gas chromatography-mass spectroscopy was used to determine the content of pesticides in 15 samples of raw cow's milk from different regions of Poland. The results revealed high levels of p,p′-DDE, p,p′-DDT, heptachlor and aldrin. The studied milk contained lindane in average concentrations within the maximum limits. Although in 20% of all samples tested, the concentration of lindane exceeded permissible limits, while in 15% of samples the content of Σ DDT was too high. But the average daily consumption of milk containing organochlorine pesticides poses no direct threat to human health, because daily intake (DI) for all compounds were below the acceptable daily intake (ADI). Attention should be paid to the exposure of consumers to pesticide residues from other dairy foods.     

Dechlorination of hexachlorobenzene using lead–iron bimetallic particles

Synthesized lead–iron (Pb/Fe) bimetallic particles were applied to dechlorinate hexachlorobenzene (HCB) under various conditions (e.g. bimetal amount, initial pH value, reaction temperature, and reaction duration). The results showed that adding Pb onto Fe benefited the dechlorination of HCB and the bimetal with 1.4% Pb content performed best. The degradation rate decreased regularly as the initial pH value of the aqueous increased from 1.9 to 11.1 except for pH 7.0 where the fastest dechlorination rate emerged. The dechlorination could be enhanced by increasing the amount of Pb/Fe or the reaction temperature. The dechlorination ratio of HCB within 15 min increased from 24.3% to 81.3% when Pb/Fe amount increased from 0.1 g to 0.8 g. The dechlorination followed pseudo-first-order kinetics, and the dechlorination rate constants were 0.0027, 0.0064, 0.0157, and 0.0321 min^?1 at 25, 50, 70, and 85 °C, respectively, and the activation energy (E_a) of the dechlorination by Pb/Fe was 37.86 kJ mol^?1.     

The complete dechlorination of DDT by magnesium/palladium bimetallic particles

The complete dechlorination of 1,1-bis(4-chlorophenyl)-2,2,2-trichloroethane (DDT) by a magnesium/palladium bimetallic system has been accomplished. The reaction takes place under ambient temperature and pressure and mild reaction conditions requiring only 0.25 g of magnesium and 0.3% palladium (wt/wt) to drive the dechlorination of 100 microg DDT (50 ppm in 2 ml). The process is both rapid and complete requiring less than 10 min to attain total dechlorination within the detection limit (approximately 10 pg for DDT) of electron capture detection gas chromatography (GC-ECD). The major product formed, as deduced from mass spectrometry (GC-MS) is the hydrocarbon skeleton, 1,1-diphenylethane. This technology may allow for the development of an economic and environmentally benign method of DDT remediation.     

Stimulation of reductive dechlorination of hexachlorobenzene in soil by inducing the native microbial activity

The reductive dechlorination and behaviour of ¹⁴C-hexachlorobenzene (HCB) was investigated in an arable soil. The activity of the native anaerobic microbial communities could be induced by saturating the soil with water. Under these conditions high rates of dechlorination were observed. After 20 weeks of incubation only 1% of the applied ¹⁴C-HCB could be detected in the fraction of extractable residues. Additional organic substances, like wheat straw and lucerne straw, however considerably delayed and reduced the dechlorination process in the soil. The decline of HCB was not only caused by dechlorination but also by the formation of non-extractable residues, whereby their amounts varied with time depending on the experimental conditions. Several dechlorination products were detected, indicating the following main HCB transformation pathway: HCB → PCB → 1,2,3,5-TeCB → 1,3,5-TCB → 1,3-DCB, with 1,3,5-TCB as main intermediate dechlorination product. The other TeCB-, TCB- and DCB-isomers were also detected in low amounts, showing the presence of more than one dechlorination pathway. Since the methane production rates were lowest when the dechlorination rates were highest, it can be assumed that methanogenic bacteria were not involved in the dechlorination process of HCB. The established ¹⁴C-mass balances show, that with increasing dechlorination and incubation times, the ¹⁴C-recoveries decreased.     

Agricultural soil as a potential source of input of organochlorine pesticides into a nearby pond

A study was conducted in the southeastern region of Buenos Aires province, Argentina, to assess an agricultural soil as a potential source of organochlorine (OC) pesticides for the aquatic biota of a nearby pond. We analyzed gamma-HCH (lindane), still in use, and the following banned compounds: DDT, DDE, DDD heptachlor, heptachlor epoxide, aldrin, dieldrin and endrin in soil, bulrush, grass shrimp and fish using gas chromatography with electron capture detection (GC-ECD). Among the OC pesticides, lindane was most dominant in the soil (32.6 ng/g dry wt in the upper and 173.9 ng/g dry wt in the lower horizon) and bulrush (1.9 pg/g lipid). Macrophyte also accumulated high levels of heptachlor epoxide (1.5 pg/g lipid). Heptachlor, although present in the soil, was below the detection limit in all aquatic biota studied. Its primary degradation product, heptachlor epoxide, was found in both soil and biota samples. DDT was found at low levels in the surface soil (6.8 ng/g dry wt), but at higher concentrations in fish (3.6 pg/g lipid), although levels were still below permissible levels for human consumption. Since most of the compounds were found in both soil and aquatic biota, our study suggests that agricultural soil could be an important source for OC pesticides in the nearby pond.     

Organochlorine pesticides and polychlorinated biphenyls in Korean human milk: Contamination levels and infant risk assessment

The levels of persistent organic pollutants (POPs) were determined in 50 samples of Korean human milk. POPs include organochlorine pesticides (OCPs) [aldrin, chlordanes, dieldrin, dichlorodiphenyltrichloroethanes (DDTs), endrins, heptachlors, hexachlorobenzene (HCB), hexachlorocyclohexanes (HCHs), mirex, and toxaphenes] and marker PCBs (PCB28, PCB52, PCB101, PCB138, PCB153 and PCB180). In all samples, p,p′-DDE were determined as 75.5–1115.3 ng/g fat. The compounds β-HCH and p,p’-DDT were detected at 72% and 60% of the samples, respectively. Chlordanes (nd–84.9 ng/g fat) heptachlors (nd–40.1 ng/g fat), HCB (nd–42.9 ng/g fat) and PCBs (nd–38.3 ng/g fat) were detected in several samples. The ratio of dichlorodiphenyltrichloroethylene (DDE)/DDT was 6.8, which explained that exposure of volunteers to DDT did not occur recently. Compared with the previous monitoring data, the level of marker PCBs generally decreased in the milk samples. The levels of OCPs are significantly correlated to the residential periods of the mothers but not with their dietary habits. Considering the daily intake of each OCPs, 18% of infants would ingest the amount of heptachlor exceeding the acceptable daily intake (ADI) proposed by World Health Organization (WHO). There was no sample surpassing the WHO ADI for DDTs, HCB and chlordanes.