Removal Of Phthalic Acid Esters Research Articles

Season and side-chain length affect the occurrences and behaviors of phthalic acid esters in wastewater treatment plants

Emerging pollutants (EPs) are prevalent in aquatic environments globally. Researchers strive to understand their occurrence and behavior prior to their release into the environment. In this study, we examined five wastewater treatment plants (WWTPs), collected 50 wastewater samples and 10 sludge samples. We explored the sources and destinations of phthalic acid esters (PAEs) within these WWTPs using mass balance equations. Wastewater treatment diminished the frequency and concentration of PAEs, and decreased the fraction of short-chain PAEs. We confirmed the increased concentration of PAEs post-primary treatment and modified the mass balance equation. Calculations suggest that weaker “the mix” in winter than in summer and stronger sedimentation in winter than in summer resulted in high efficiency of PAEs removal by winter wastewater treatment. The mass flux of biodegradation was influenced by the combination of biodegradation efficiency and the strength of the particular type of PAEs collected, with no seasonal differences. Mass fluxes for sludge sedimentation were mainly influenced by season and were higher in winter than in summer. This study enhances our understanding of emerging pollutants in manual treatment facilities and offers insights for optimizing wastewater treatment methods for water professionals.

Biodegradation of phthalate acid esters and whole-genome analysis of a novel Streptomyces sp. FZ201 isolated from natural habitats

Di-n-butyl phthalate (DBP) is one of the most extensively used phthalic acid esters (PAEs) and is considered to be an emerging, globally concerning pollutant. The genus Streptomyces holds promise as a degrader of various organic pollutants, but PAE biodegradation mechanisms by Streptomyces species remain unsolved. In this study, a novel PAE-degrading Streptomyces sp. FZ201 isolated from natural habitats efficiently degraded various PAEs. FZ201 had strong resilience against DBP and exhibited immediate degradation, with kinetics adhering to a first-order model. The comprehensive biodegradation of DBP involves de-esterification, β-oxidation, trans-esterification, and aromatic ring cleavage. FZ201 contains numerous catabolic genes that potentially facilitate PAE biodegradation. The DBP metabolic pathway was reconstructed by genome annotation and intermediate identification. Streptomyces species have an open pangenome with substantial genome expansion events during the evolutionary process, enabling extensive genetic diversity and highly plastic genomes within the Streptomyces genus. FZ201 had a diverse array of highly expressed genes associated with the degradation of PAEs, potentially contributing significantly to its adaptive advantage and efficiency of PAE degradation. Thus, FZ201 is a promising candidate for remediating highly PAE-contaminated environments. These findings enhance our preliminary understanding of the molecular mechanisms employed by Streptomyces for the removal of PAEs.

Point-of-Use SERS Approach for Efficient Determination and Removal of Phthalic Acid Esters Based on a Metal-Organic Framework-Coated Melamine Sponge.

Phthalic acid esters (PAEs) are ubiquitous environmental contaminants, and their real-time monitoring and removal remain challenging. Herein, a point-of-use (POU) device integrating adsorption, surface-enhanced Raman spectroscopy (SERS), and removal strategy was developed and realized ultrafast on-site determination of PAEs and cleanup of them from water. A piece of flexible melamine sponge (MS) was coated with gold nanostars (AuNSs) and metal-organic frameworks (MOFs), thus obtaining SERS activity and adsorption capacity. Based on this multifunctional AuNSs@MOFs/MS composite, clear trends were observed between SERS signal intensity and concentration of di(2-ethylhexyl)phthalate (DEHP) and dibutyl phthalate (DBP). The method detection limits of DEHP and DBP were calculated to be 0.75 × 10-7 and 0.67 × 10-7 M in water, respectively, proving good sensitivity. Furthermore, this POU device exhibited satisfactory adsorption capacity (∼82.3 g/g for DBP and ∼90.0 g/g for DEHP), high adsorption efficiency (equilibrium in 100 s), and good regeneration capability (removal efficiency >70% after 5 cycles). The applicability of this device was verified by its good determination and removal performance in real environmental water matrices. The whole process could be completed within 5 min. This approach provides a new POU alternative for real-time monitoring and removal of PAEs in water.

Tunable zirconium-based metal organic frameworks synthesis for dibutyl phthalate efficient removal: An investigation of adsorption mechanism on macro and micro scale

The tunable porous structure of metal organic frameworks (MOFs) plays a crucial role in determining their adsorption performance. In this study, we developed and employed a strategy involving monocarboxylic acid assistance to synthesize a series of zirconium-based MOFs (UiO-66-F4) for the removal of aqueous phthalic acid esters (PAEs). The adsorption mechanisms were investigated by combining batch experiments, characterization and theoretical simulation. By adjusting the affecting factors (i.e., initial concentration, pH values, temperature, contact time and interfering substance), the adsorption behavior was confirmed as a spontaneous and exothermic chemisorption process. The Langmuir model provided a good fit, and the maximum expected adsorption capacity of di-n-butyl phthalate (DnBP) on UiO-66-F4(PA) was calculated to be 530.42 mg·g−1. Besides, through carrying out the molecular dynamics (MD) simulation, the multistage adsorption process in the form of DnBP clusters was revealed on a microcosmic scale. The independent gradient model (IGM) method showed the types of weak interactions of inter-fragments or between DnBP and UiO-66-F4. Furthermore, the synthesized UiO-66-F4 displayed excellent removal efficiency (>96 % after 5 cycles), satisfactory chemical stability and reusability in the regeneration process. Hence, the modulated UiO-66-F4 will be regarded as a promising adsorbent for PAEs separation. This work will provide referential significance in tunable MOFs development and actual applications of PAEs removal.

Insights into the Titania (TiO2) Photocatalysis on the Removal of Phthalic Acid Esters (PAEs) in Water

In this era of globalization, plastic is regarded as one of the most versatile innovations, finding its uses ranging from packaging, automotive, agriculture, and construction to the medical and pharmaceutical industries. Unfortunately, the single-use nature of plastics leads to ecological and environmental problems. Among conventional disposal management of plastic waste are landfilling dumping, incineration, and recycling. However, not all plastic waste goes into disposal management and ends up accumulating in lakes, rivers, and seas. In the aquatic environment, the action of photochemical weathering plastics has resulted in the release of chemical additives such as phthalic acid esters (PAEs), an important plasticizer added to plastic products to improve their softness, flexibility, and durability. Nowadays, PAEs have been ubiquitously detected in our environment and numerous organisms are exposed to PAEs to some extent. As PAEs carry endocrine disruptive and carcinogenicity properties, an urgent search for the development of an efficient and effective method to remove PAEs from the environment is needed. As a viable option, titania (TiO2) photocatalysis is a promising tool to combat the PAEs contamination in our environment owing to its high photocatalytic activity, cost-effectiveness, and its ability to totally mineralize PAEs into carbon dioxide and water. Hence, this paper aims to highlight the concerning issue of the contamination of PAEs in our aquatic environments and the summary of the removal of PAEs by TiO2 photocatalysis. This review concerning the significance of knowledge on environmental PAEs would hopefully spark huge interest and future development to tackle this plastic-associated pollutant. Copyright © 2022 by Authors, Published by BCREC Group. This is an open access article under the CC BY-SA License (https://creativecommons.org/licenses/by-sa/4.0).

Research progress on the removal of phthalic acid esters in water

Phthalic acid esters (PAEs), as a kind of persistent organic pollutants, are classified as environmental hormones, and their estrogenic effects can cause great harm to the reproductive system and nervous system of the organism. The environmental pollution and toxicological effects caused by this substance have received global attention, so how to effectively remove PAEs in the environment has become a current research hotspot. This paper summarizes and reviews the common removal methods of phthalates in water, including physical methods, biological methods and chemical methods, and finally prospects for future development.

Irrigation using hybrid constructed wetland treated domestic sewage: Uptake of phthalic acid esters and antibiotics by Ipomoea aquatica forssk

Irrigation with treated wastewater (WW) has been promoted to meet global water demands. This study investigates the occurrence and accumulation of targeted phthalic acid esters (PAEs) and antibiotics in soil and Ipomoea aquatica Forssk. irrigated with WW discharged from six hybrid constructed wetlands (HCWs), with evaluation of the associated human health risks. Results revealed that HCWs can effectively reduce the transfer of PAEs and antibiotics to soil and I. aquatica. HCW2 (VF-SF-HF) was found to be most efficient for the removal of PAEs (68.4%−95.3%) and antibiotics (28.5%−99.4%). Among the targeted PAEs, the concentration of bis (2-ethyl) hexylphthalate (DEHP) was the highest in irrigation water, soil and I. aquatica, while benzylphthalate (BBP) exhibited the highest bioconcentration factor (BCFF). Among the targeted antibiotics, the concentration of sulfapyridine (SPD) was highest in various environmental media, while norfloxacin (NFX) exhibited the highest BCFF. The properties of PAEs and antibiotics were found to be responsible for the differential uptake patterns. The estimation of the threshold of toxicological concern and hazard quotient showed that I. aquatica irrigated with HCWs treated wastewater presented a minor risk to human health. However, comprehensive safety evaluation is required for the widespread use of HCWs treated wastewater for irrigation purposes.

Removal of phthalic acid esters from sea buckthorn (Hippophae rhamnoides L.) pulp oil by steam distillation and molecular distillation

Sea buckthorn (Hippophae rhamnoides L.) pulp oils (SPOs) are rich in a variety of beneficial bioactive ingredients. Nevertheless, SPOs would be exposed to plastic equipment during processing, resulted in increasing phthalates contents and edible risk, as well as affecting oil quality. For these reasons, the effects of two stages steam distillation (SD2) and two stages molecular distillation (MD2) on phthalic acid esters (PAEs) content were investigated and compared in the present work. Compared with SD2, MD2 showed higher removal rates of seven selected PAEs from the SPO. Even if the initial concentration of DBP and DEHP in R-SPO were 1.626 and 10.933 mg/kg respectively, the concentration of DBP and DINP could be reduced below the limit set by China government after treated with MD2. Besides that, there was no trans-fatty acids generated in SPO during the distillation process.

Biodegradation of di-n-butyl phthalate (DBP) by a novel endophytic Bacillus megaterium strain YJB3

Phthalic acid esters (PAEs) are a group of recalcitrant and hazardous organic compounds that pose a great threat to both ecosystem and human beings. A novel endophytic strain YJB3 that could utilize a wide range of PAEs as the sole carbon and energy sources for cell growth was isolated from Canna indica root tissue. It was identified as Bacillus megaterium based on morphological characteristics and 16S rDNA sequence homology analysis. The degradation capability of the strain YJB3 was investigated by incubation in mineral salt medium containing di-n-butyl-phthalate (DBP), one of important PAEs under different environmental conditions, showing 82.5% of the DBP removal in 5days of incubation under the optimum conditions (acetate 1.2g·L−1, inocula 1.8%, and temperature 34.2°C) achieved by two-step sequential optimization technologies. The DBP metabolites including mono-butyl phthalate (MBP), phthalic acid (PA), protocatechuic acid (PCA), etc. were determined by GC–MS. The PCA catabolic genes responsible for the aromatic ring cleavage of PCA in the strain YJB3 were excavated by whole-genome sequencing. Thus, a degradation pathway of DBP by the strain YJB3 was proposed that MBP was formed, followed by PA, and then the intermediates were further utilized till complete degradation. To our knowledge, this is the first study to show the biodegradation of PAEs using endophyte. The results in the present study suggest that the strain YJB3 is greatly promising to act as a competent inoculum in removal of PAEs in both soils and crops.

Removal of phthalic acid esters from aqueous solution by the biological activated carbon process

Abstract This study investigated the removal of phthalic acid esters (PAEs) from aqueous solution by the biological activated carbon (BAC) process. PAEs, such as dimethyl phthalate, diethyl phthalate, dibutyl phthalate, and di(2-ethylhexyl) phthalate, were effectively removed at a 40 mg/L activated carbon dosage by emergency activated carbon treatment for excessive amounts of PAEs. The optimal BAC process parameters were an initial PAE concentration of 10 μg/L and an empty bed contact time of 10 min. Results further showed that with higher summer temperatures, mature biofilms were formed, and CODMn, NH3-N and PAE removal efficiency tended to stabilize for approximately 1 month. During stable BAC operation, biodegradation was the primary mechanism.

Novel Multilayer ACF@rGO@OMC Cathode Composite with Enhanced Activity for Electro-Fenton Degradation of Phthalic Acid Esters

In this study, a novel multilayer cathode composite of ACF@rGO@OMC (ACF = activated carbon fibers, rGO = reduced graphene oxide, and OMC = ordered mesoporous carbon) with high electrical conductivity was successfully prepared. Transmission electron microscopy, electrochemical impedance spectroscopy, and cyclic voltammetry results show that the ACF@rGO@OMC composite possesses excellent properties of ordered mesoporous structure, high specific surface area, high electroactive surface area, and lower impedance. When this fabricated ACF@rGO@OMC composite electrode is applied, the reduction of oxygen to generate hydrogen peroxide was promoted from 31 to 85 mg·L–1 and the current efficiency of the electro-Fenton process was also improved from 25.0% to 40.0%. The yield of •OH had increased obviously. The ACF@rGO@OMC composite was applied for removal of phthalic acid esters using an electro-Fenton process, and it remained stable after reacting 10 times.

Removal of six phthalic acid esters (PAEs) from domestic sewage by constructed wetlands

This study assessed the influence of different treatment configurations on the removal of six types of phthalic acid esters (PAEs) (dimethyl phthalate (DMP), diethyl phthalate (DEP), di-n-butyl phthalate (DBP), butyl benzylphthalate (BBP), di-n-octyl phthalate (DOP) and bis (2-ethyl) hexylphthalate (DEHP)) from domestic wastewater in twelve pilot-scale constructed wetlands (CWs). Removal methods were investigated using orthogonal array testing with the following parameters of interest: four different water flow types, three substrates, two types of live plants, and three hydraulic loading rates (HLRs). Results showed that PAE removal efficiencies differed based on chemical properties. Water flow type in the wetland was the most important factor in eliminating PAEs; downward vertical flow wetlands were most effective. The removal of high hydrophobicity DEHP and DOP was significantly impacted by substrate type; gravel systems were better than vesuvianite and zeolite systems. In addition, HLRs were important factors in reducing PAEs; the optimal HLR is 0.125–0.25m/day, allowing PAEs to come into contact with substrate biofilm. Study results suggest that microbiological activity and adsorption were the most prevalent removal route for PAEs in constructed wetlands.

Effects of Potamogeton crispus L.–bacteria interactions on the removal of phthalate acid esters from surface water

To investigate the mechanism of submerged macrophyte–bacteria interactions on the removal of phthalic acid esters from surface water, experiments with and without Potamogeton crispus L. were performed. A two-compartment (i.e., water and plant) kinetic model was developed. The model adequately described the variation of dibutyl phthalate (DBP) and di-2-ethylhexyl phthalate (DEHP) in the plant-water system by providing the first-order rate constants of plant uptake (k1) and release (k2), microbial degradation in water (k3) and plant degradation (k4). During 10-d incubation, the presence of P. crispus enhanced the removal of DBP and DEHP from water by 6.3% and 22.4%. Compared with the experiment without P. crispus, biodegradation of DBP in water with P. crispus decreased by 8.3% because of plant uptake even though k3 increased by 30%. 21.4% of DBP transferred from water to plants, of which only small amount (5.1%) retained in the plant and the rest (94.9%) was degraded. Different from DBP, biodegradation of DEHP in water with P. crispus was a slightly higher than that without P. crispus. 25.5% of DEHP transferred from water to plants, of which a large portion (73.3%) retained in the plant and the rest (26.7%) was degraded. This finding reveals that the enhancement of DBP removal from surface water is mainly related to faster degradation in the plant, whereas it is mainly related to higher plant accumulation for DEHP.

LEGUME-GRASS INTERCROPPING PHYTOREMEDIATION OF PHTHALIC ACID ESTERS IN SOIL NEAR AN ELECTRONIC WASTE RECYCLING SITE: A FIELD STUDY

A field experiment was conducted to study the phytoremediation of phthalic acid esters (PAEs) by legume (alfalfa, Medicago sativa L.)-grass (perennial ryegrass, Lolium perenne L. and tall fescue, Festuca arundinacea) intercropping in contaminated agricultural soil at one of the largest e-waste recycling sites in China. Two compounds, DEHP and DnBP, were present in the soil and in the shoots of the test plants at much higher concentrations than the other target PAEs studied. Over 80% of ‘total’ (i.e., all six) PAEs were removed from the soil across all treatments by the end of the experiment. Alfalfa in monoculture removed over 90% of PAEs and alfalfa in the intercrop of the three plant species contained the highest shoot concentration of total PAEs of about 4.7 mg kg−1 DW (dry weight). Calculation of phytoextraction efficiency indicated that the most effective plant combinations in eliminating soil PAEs were the three-species intercrop (1.78%) and the alfalfa monocrop (1.41%). Phytoremediation with alfalfa was effective in both monoculture and intercropping. High bioconcentration factors (BCFs) indicated the occurrence of significant extraction of PAEs by plants from soil, suggesting that phytoremediation may have potential for the removal of PAEs from contaminated soils.

Energy and Environment: Challenges and Achievements in Rapid Urbanization

Energy and Environment: Challenges and Achievements in Rapid Urbanization

Research on Phthalic Acid Esters Removal and Its Health Risk Evaluation by Combined Process for Secondary Effluent of Wastewater Treatment Plant

This paper analyses the treatment effect of the “coagulation-sedimentation-O3-biological sand filtration-GAC” combined process on phthalic acid esters in secondary effluent of municipal wastewater treatment plant and meanwhile evaluate its health risk. The results indicated that when the concentrations of DBP and DiOP in secondary effluent were at range of 0.41 mg/L–0.814 mg/L and 0.23 mg/L–0.36 mg/L, the average total removal rates of DBP and DiOP were 85.10% and 68.11%, and the average concentration of DBP and DiOP in effluent were 0.089 mg/L and 0.091 mg/L, respectively. The quality of the effluent met the requirement of the ornamental scenic environment water in The Quality of Urban Wastewater Recycling and Scenic Environment Water (GB/T 18921-2002), and the health risks of DBP and DiOP in effluent were at range of 1.99 × 10−12 –2.15 × 10−12/a and 1.48 × 10−11 –1.85 × 10−11/a, respectively, which is lower than the acceptable maximum risk level: 1.0 × 10−6.

Biodegradation of phthalic acid esters in sewage sludge by composting with pig manure and rice straw

To comparatively study the biodegradation of phthalic acid esters (PAEs) in sewage sludge by composting with pig manure or with rice straw, four composting modes were designed: Mode 1 (sewage sludge + pig manure + intermittent aeration), Mode 2 (sewage sludge + pig manure + continuous aeration), Mode 3 (sewage sludge + rice straw + intermittent aeration) and Mode 4 (sewage sludge + rice straw + continuous aeration). Physicochemical parameters of composts were measured according to standard methods and PAEs were analyzed by gas chromatography coupled with mass spectrometry (GC/MS). The biodegradation of each PAE was also discussed. The results showed that Mode 1 was the best mode to biodegrade PAEs, which might be related to the wide class of indigenous microbial communities in pig manure and high efficiency of intermittent ventilation for providing oxygen. During the biodegradation process, di(2-ethylhexyl) phthalate was the most abundant and decisive for the removal of total PAEs. It showed a first-order kinetic degradation model. In conclusion, composting with pig manure could be suggested as an effective detoxification process for the removal of PAEs from sewage sludge, providing a safe end product.

Phthalic acid esters in the rhizosphere sediments of emergent plants from two shallow lakes

Purpose We investigated the effect of growth strategy (i.e., single or mixed plant types) of two emergent plants (i.e., Phragmites australis and Typha orientalis) on the distribution of phthalic acid esters (PAEs) and their monoester metabolites (PAMs) in the sediments and roots in two adjacent shallow lakes in Tianjin, China, as well as the removal of PAEs from the sediments.

Effects of Potamogeton crispus L. on the fate of phthalic acid esters in an aquatic microcosm

To study the effects of submerged hydrophytes on the fate of dibutyl phthalate (DBP) and di-2-ethylexyl phthalate (DEHP) in the aquatic environment, a Potamogeton crispus L. (P. crispus) microcosm was constructed. A four-compartment (i.e., water, plant, non-rhizosphere and rhizosphere sediments) level IV fugacity model was established and applied to the simulation experiments in the microcosm. Data obtained from model calculations were in good agreement with those from the experiments. Results of the model calculations showed that the total residues of DBP and DEHP in the microcosm with P. crispus were 39.7% and 19.8% lower than those in the microcosm without P. crispus. The overall biodegradation fluxes of DBP and DEHP in the microcosm with P. crispus increased by 4.7% and 12.3%, respectively, and meanwhile, advective outflow decreased. In the presence of P. crispus, a large fraction of loaded DBP and DEHP (17.7% and 29.0%) transferred to plants, and then to the rhizosphere. 4.8% and 28.0% of loaded DBP and DEHP were removed by biodegradation in P. crispus, and the remaining 12.9% and 1.0% were by biodegradation in rhizosphere sediment which was 3.6% of the total sediment. This finding demonstrates that P. crispus can substantially reduce the accumulation of phthalic acid esters (PAEs) in the experiment system and enhance the removal of PAEs. The enhancement of PAE removal is related to the biodegradation of PAEs in P. crispus, especially for the more hydrophobic DEHP. For the less hydrophobic DBP, biodegradation in the rhizosphere also plays a key role. In addition to nutrient uptake from sediment, transport process between P. crispus and the rhizosphere has also a significant influence on the distribution and fate of PAEs in the aquatic environment.

Co-removal of phthalic acid esters with dissolved organic matter from landfill leachate by coagulation and flocculation process

The aim of the present study was to evaluate the feasibility of removing phthalic acid esters (PAEs) from fresh and partially stabilized landfill leachates by a coagulation and flocculation (CF) process. This study was focused on the characterization of leachate dissolved organic matter (DOM) and its relationship with PAEs removal, through measures such as: three-dimensional excitation emission matrix fluorescence spectroscopy, UV/Vis absorbance and molecular weight (MW) fractionation of leachate. The results showed that less than 32% of the PAEs in the fresh leachate could be removed with a CF process. The removal of PAEs in the fresh leachate was related to the hydrophobicity of PAEs and the MW of the leachate DOM. For the partially stabilized leachate, the reduction of PAEs was about 50%. The decrease of the PAEs concentrations had a close relationship with the high aromaticity and large MW of the DOM present in the raw leachate. The humic–PAEs complex enhanced the PAEs removal in the CF process.