Benzotriazoles

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Josep M Bayona - One of the best experts on this subject based on the ideXlab platform.

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  • mass loading and removal of Benzotriazoles benzothiazoles benzophenones and bisphenols in indian sewage treatment plants
    Chemosphere, 2017
    Co-Authors: Rajendiran Karthikraj, Kurunthachalam Kannan
    Abstract:

    Little is known about the occurrence of emerging environmental contaminants, such as Benzotriazoles (BTRs), benzothiazoles (BTHs), benzophenones (BzPs), and bisphenol analogues (BPs) in India. In this study, we determined the occurrence and removal of BTRs, BTHs, BzPs, and BPs in five Indian sewage treatment plants (STPs). The respective measured mean concentrations (N = 5) in influents and effluents were 370 and 57.4 ng L−1 for BTRs, 50800 and 20200 ng L−1 for BTHs, 351 and 163 ng L−1 for BzPs, and 98.0 and 9.6 ng L−1 for BPs. Among the target chemicals analyzed, BTHs were found at elevated levels, and the measured levels were some of the highest ever reported in the literature. The mean concentrations (N = 5) of BTRs, BTHs, BzPs, and BPs in sludge were 44.2, 51200, 124, and 200 ng g−1 dry wt, respectively. The removal efficiencies for BTRs, BTHs, BzPs, and BPs ranged as follows: 54.2–85.6%, 23.4–85.0%, 51.8–71%, and 76.0–97.0%, respectively, and were comparable to those reported for other countries. Elevated concentrations of BTHs in Indian STPs can be related to consumption of these chemicals in a wide range of products including paper, textile and rubber materials.

  • Benzotriazoles and benzothiazoles in human urine from several countries a perspective on occurrence biotransformation and human exposure
    Environment International, 2013
    Co-Authors: Alexandros G. Asimakopoulos, Nikolaos S. Thomaidis, Lei Wang, Kurunthachalam Kannan
    Abstract:

    Benzotriazole (BTR) and benzothiazole (BTH) derivatives are high-production-volume chemicals that are mainly used as corrosion inhibitors, and are widely distributed in the environment. BTR derivatives are found in plastics, dishwasher detergents, dry cleaning equipment, and de-icing/anti-icing fluids. BTH derivatives are found in rubber materials, herbicides, slimicides, algicides, fungicides, photosensitizers, azo dyes, drugs, de-icing/anti-icing fluids, and food flavors. However, exposure of humans to BTRs and BTHs is still not known. In this study, six BTRs (1H-benzotriazole, 1-hydroxy-benzotriazole, 4- and 5-hydroxy-benzotriazole [mixture of two isomers], tolyltriazole, xylyltriazole [or 5,6-dimethyl-1H-benzotriazole], and 5-chloro-benzotriazole) and six BTHs (benzothiazole, 2-morpholin-4-yl-benzothiazole, 2-hydroxy-benzothiazole, 2-methylthio-benzothiazole, 2-amino-benzothiazole, and 2-thiocyanomethylthio-benzothiazole) were determined in human urine collected from general populations in seven countries (the U.S., Greece, Vietnam, Korea, Japan, China, and India). The median urinary concentration of the sum of five BTRs (Σ5BTRs; 4- and 5-hydroxy-benzotriazole were not included) ranged from 0.2 (Korea) to 2.8 (India) ng/mL among the countries studied, with the highest concentration of 24.5 ng/mL found in a sample from China. Xylyltriazole was found more frequently in urine from all five Asian countries than in urine from the U.S. and Greece. The median concentration of the sum of the six BTHs (Σ6BTHs) ranged from 3.6 (U.S.) to 10.9 (Japan) ng/mL among the countries studied, with a maximum detection rate of 100% in urine samples from Vietnam; BTH was the predominant derivative, accounting for, on average, 43% of the Σ6BTH concentration. Based on the concentrations and detection rates of several BTR and BTH derivatives in urine, possible metabolic transformation pathways of these compounds were presented and human exposure doses calculated. The estimated daily intake doses of BTRs and BTHs were on the order of a few to few tens of micrograms per day.

  • Determination of Benzotriazoles and Benzothiazoles in Human Urine by Liquid Chromatography-Tandem Mass Spectrometry
    2013
    Co-Authors: Alexandros G. Asimakopoulos, Nikolaos S. Thomaidis, Anna A. Bletsou, Kurunthachalam Kannan
    Abstract:

    Benzotriazole (BTR) and benzothiazole (BTH) derivatives are used in a wide variety of industrial and consumer products and have been reported to occur in the environment. Owing to a lack of analytical methods, human exposure to BTR and BTH is still unknown. In this study, a liquid chromatography-electrospray ionization tandem mass spectrometry (LC–ESI­(+)­MS/MS) method was developed for simultaneous determination of five 1,2,3-Benzotriazoles and five 1,3-benzothiazoles in human urine. The target Benzotriazoles were 1H-benzotriazole, 1-hydroxy-benzotriazole, tolyltriazole, xylyltriazole (or 5,6-dimethyl-1H-benzotriazole), and 5-chloro-benzotriazole, and the target benzothiazoles were benzothiazole, 2-hydroxy-benzothiazole, 2-methylthio-benzothiazole, 2-amino-benzothiazole, and 2-thiocyanomethylthio-benzothiazole. Urine specimens were enzymatically deconjugated with β-glucuronidase and extracted by a solid-phase extraction (SPE) procedure for the measurement of total concentrations (i.e., free + conjugated forms) of BTRs and BTHs. Additionally, a liquid–liquid extraction (LLE) method was developed for comparison of extraction efficiencies between SPE and LLE. The limits of detection (LODs) ranged from 0.07 (2-amino-benzothiazole) to 4.0 ng/mL (benzothiazole) for the SPE method and from 0.04 (tolyltriazole) to 6.4 ng/mL (benzothiazole) for the LLE method. A total of 100 urine specimens, collected from Athens, Greece, were analyzed by enzymatic deconjugation and SPE. Benzothiazole and tolyltriazole were found frequently, and their concentrations were on the order of a few ng/mL. To our knowledge, this is the first study on the occurrence of 10 BTR and BTH compounds in human urine

  • determination of benzotriazole and benzophenone uv filters in sediment and sewage sludge
    Environmental Science & Technology, 2011
    Co-Authors: Zifeng Zhang, Tatsuya Kunisue, Dawen Gao, Kurunthachalam Kannan
    Abstract:

    Benzophenones and Benzotriazoles are widely used as ultraviolet (UV) light filters and stabilizers in cosmetics, skin creams, and body lotions and as corrosion inhibitors in building materials, automobile components, and automotive antifreeze cooling systems. Benzophenones and Benzotriazoles have been reported to occur in the environment. Some of these UV filters have been reported to possess significant estrogenic activity. Despite this, very few studies have examined their occurrence and profiles in the environment. In this work, we determined five benzophenone-type UV filters and two benzotriazole-type corrosion inhibitors, namely, 2-hydroxy-4-methoxybenzophenone (2OH-4MeO-BP), 2,4-dihydroxybenzophenone (2,4OH-BP), 2,2′-dihydroxy-4-methoxybenzophenone (2,2′OH-4MeO-BP), 2,2′,4,4′-tetrahydroxybenzophenone (2,2′,4,4′OH-BP), 4-hydroxybenzophenone (4OH-BP), 1H-benzotriazole (1H-BT), and 5-methyl-1H-benzotriazole (5Me-1H-BT), in sediment and sewage sludge samples, using liquid−liquid extraction and liquid ch...

Guang-guo Ying - One of the best experts on this subject based on the ideXlab platform.

  • bioaccumulation and risks of 24 personal care products in plasma of wild fish from the yangtze river china
    Science of The Total Environment, 2019
    Co-Authors: Li Yao, You-sheng Liu, Lijuan Zhang, Wangrong Liu, Jianliang Zhao, Yuanyuan Yang, Yuwei Jia, Guang-guo Ying
    Abstract:

    Abstract We used a hybrid precipitation method to simultaneously extract and analyze 24 personal care products (PCPs), including 16 biocides, 4 synthetic musks, and 4 Benzotriazoles, in the plasma of fish. The method's performance was validated for plasma samples with and without β-glucuronidase/aryl-sulfatase hydrolysis. The recoveries were in the range of 70–120% for most of the PCPs, except N,N-diethyl-3-methylbenzamide (DEET), clotrimazole (CTZ), miconazole and itraconazole at spiking concentration of 20 and 5 ng/mL. The quantification limits ranged between 0.89 and 17.9 ng/mL (hydrolyzed plasma) and 0.85–18.5 ng/mL (non-hydrolyzed plasma), except CTZ at 77.5 ng/mL and 76.3 ng/mL. Totally, 13 PCPs were detected in plasma samples of fish collected from the Yangtze River, with a maximum concentration of 58.4 ng/mL (galaxolide). Compounds with the phenol hydroxyl groups of parabens or triclosan in hydrolyzed plasma showed higher concentrations than those in unhydrolyzed plasma with the ratio of conjugation (glucuronides + sulfates) forms up to 86%. The median values for the logarithm of bioaccumulation factors were between 1.39 and 4.15, which were 2–3 orders of magnitude higher than the theoretical logarithm of bioconcentration factors. Using the fish plasma model, the effect ratios (effect concentration/measured plasma concentration ratios) of tonalide, galaxolide, benzotriazole, triclosan, and DEET reached 0.35, 4.15, 3.78, 7.52, and 9.24, respectively. These are recognized as priority chemicals for further risk assessment.

  • personal care products in wild fish in two main chinese rivers bioaccumulation potential and human health risks
    Science of The Total Environment, 2017
    Co-Authors: Li Yao, You-sheng Liu, Wangrong Liu, Jianliang Zhao, Yuanyuan Yang, Qianqian Zhang, Yuxia Jiang, Shan Liu, Guang-guo Ying
    Abstract:

    Abstract Personal care products (PCPs) are widely applied in our daily life, however, little is known about their occurrence in wild fish. We investigated the bioaccumulation and potential risks of 24 PCPs in muscle and liver tissues of wild fish collected from two large rivers of Pearl and Yangtze Rivers in China. The results showed the detection of a total of 13 PCPs including 9 biocides, 2 synthetic musks and 2 Benzotriazoles in at least one type of fish tissue from 12 fish species. The compounds with high detection frequencies (> 50%) in fish muscle or liver tissues were N,N-diethyl-3-methylbenzamide, carbendazim, climbazole, miconazole (MCZ), methylparaben, propylparaben, triclosan (TCS), tonalide, galaxolide (HHCB) and 5-methyl-1H-benzotriazole (5-TT). Among biocides, synthetic musks and Benzotriazoles, TCS, HHCB and benzotriazole showed the maximum concentrations of 79.5 ng/g wet weight (ww), 299 ng/g ww and 3.14 ng/g ww, respectively, in muscle tissue, while MCZ, HHCB and 5-TT showed the maximum concentrations of 432 ng/g ww, 2619 ng/g ww and 54.5 ng/g ww, respectively, in liver tissue. The median values of logarithm of bioaccumulation factors (BAF) for the detected 13 PCPs were ranged 0.8–3.35 in muscle and 0.85–4.58 in liver. The log BAF values of the PCPs displayed good linear relationships with log Kow and log Dow (pH-dependent Kow). The health hazard assessment of 10 detected PCPs in the muscle indicated no appreciable risk to human via consumption of the wild fish.

  • Occurrence and dissipation of Benzotriazoles and benzotriazole ultraviolet stabilizers in biosolid-amended soils.
    Environmental Toxicology and Chemistry, 2014
    Co-Authors: Hua-jie Lai, Guang-guo Ying, Zhi-feng Chen, Feng Chen, You-sheng Liu
    Abstract:

    Benzotriazoles (BTs) and benzotriazole ultraviolet (UV) stabilizers (BUVSs) are commonly used industrial and household chemicals, but little is known about their dissipation behavior in the soil environment associated with biosolid application. The authors investigated the occurrence and dissipation of 4 BTs (BT, 5-methyl-1H-benzotriazole [5-TT], 5-chloro-1H-benzotriazole [CBT], and 5,6-dimethyl-1H-benzotriazole [XT]) and 5 BUVSs (UV-326, UV-327, UV-328, UV-329, and UV-P) in biosolid-amended soil of 3 trial sites (Zhejiang, Hunan, and Shandong) in China following 2 treatments (treatment 1: a single application of biosolid; treatment 2: repeated application of biosolid). The results showed that except for CBT and XT, the other 7 compounds could be detected in most of the biosolid and biosolid-amended soils at levels of a few to tens of nanograms per gram and that the concentrations of the 7 compounds for treatment 2 were obviously higher than those for treatment 1. In the 1-yr monitoring of the Shandong site, 2 BTs (BT and 5-TT) and 5 BUVSs (UV-326, UV-327, UV-328, UV-329, and UV-P) were significantly dissipated in the biosolid-amended soils. The field half-lives of BT and 5-TT ranged from 217 d to 345 d, while those for the BUVSs ranged between 75 d and 218 d. The field half-lives of target compounds in soil were found to be comparable to the modeling results. The results suggest the persistence of BTs and BUVSs in soil environments with quite slow dissipation rates. Environ Toxicol Chem 2014;33:761–767. © 2013 SETAC

  • biodegradation of three selected Benzotriazoles in aquifer materials under aerobic and anaerobic conditions
    Journal of Contaminant Hydrology, 2013
    Co-Authors: You-sheng Liu, Guang-guo Ying, Ali Shareef, Rai S Kookana
    Abstract:

    Abstract We investigated the biodegradation of three selected Benzotriazoles (BTs), namely benzotriazole (BT), 5-methyl-benzotriazole (5-TTri) and 5-chloro-benzotriazole (CBT), in aquifer materials. Biodegradation experiments were conducted in microcosms with fresh groundwater and aquifer sediment materials under aerobic and anaerobic (nitrate, sulfate, and Fe (III) reducing) conditions. All three BTs were degraded by microorganisms in aquifer materials under aerobic and anaerobic conditions. Under aerobic conditions, BT and 5-TTri were found to be degraded fastest with their half-lives of 43 days and 31 days, respectively, among the redox conditions used. Under anaerobic conditions, CBT was found to be degraded better with its half-life of 21 days under nitrate reducing conditions than under aerobic conditions with its half-life of 47 days. The two BT derivatives 5-TTri and CBT could be biotransformed into BT via demethylation and dechlorination reactions, respectively.

  • occurrence and removal of Benzotriazoles and ultraviolet filters in a municipal wastewater treatment plant
    Environmental Pollution, 2012
    Co-Authors: You-sheng Liu, Guang-guo Ying, Ali Shareef, Rai S Kookana
    Abstract:

    Abstract We investigated the occurrence and removal of four Benzotriazoles (BTs) (benzotriazole: BT; 5-methyl-benzotriazole: 5-TTri; 5-chloro-benzotriazole: CBT; 5,6-dimethyl-benzotriazole: XTri) and six UV filters (benzophenone-3: BP-3; 3-(4-methylbenzylidene)camphor: 4-MBC; octyl 4-methoxycinnamate: OMC; 2-(3-t-butyl-2-hydroxy-5-methylphenyl)-5-chloro benzotriazole: UV-326; 2-(2′-Hydroxy-5′-octylphenyl)-benzotriazole: UV-329; octocrylene: OC) in a full scale municipal wastewater treatment in South Australia. BT, 5-TTri and BP-3 were found as the dominant compounds detected in the wastewater samples with average concentrations up to 5706 ± 928 ng/L, 6758 ± 1438 ng/L and 2086 ± 1027 ng/L in influent, and up to 2439 ± 233 ng/L, 610 ± 237 ng/L and 153 ± 121 ng/L in effluent, respectively. In the biosolid, 4-MBC and OC were found with the highest concentrations of 962 ± 135 ng/g and 465 ± 65 ng/g, respectively. Sorption onto sludge played a dominant role in the removal for UV filters, especially for 4-MBC, UV-326 and OC, which accounted for 54%–92% of influent loads, while biological degradation played a significant role for the other compounds.

Eric Jover - One of the best experts on this subject based on the ideXlab platform.

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