Sorption of phthalic acid esters and low-molecular weight acid on carbon nanotubes
SUN Tian-hang1, SHEN Xiao-fang1, ZHANG Zhan-en1,2, CHEN Shu-min1, LIU Dan1, XU Shu-yi1, CHEN Yong-hong1, ZHANG Meng3, GUO Xiao-ying4
1. School of Environmental Science and Engineering, Suzhou University of Science and Technology, Suzhou 215000, China; 2. Innovation Center of Water Treatment Technology and Material, Suzhou University of Science and Technology, Suzhou 215000, China; 3. College of Biology and the Environment, Nanjing Forestry University, Nanjing 210037, China; 4. School of Ecology and Environment, Zhengzhou University, Zhengzhou 450001, China
Abstract：Phthalic acid (PA) and diethyl phthalate (DEP) were the target pollutants, and carbon nanotubes (CNTs) were used as sorbents. Based on the sorption site energy distribution theory, the competitive and displacement sorption of DEP by PA on CNTs were analyzed by the single- and dual-solute sorption experiments under different pH conditions. Sorption intensity of DEP on CNTs was stronger than that of PA under specific pH condition. For the sorption of DEP on CNTs, the dispersion stability of CNTs affected by the solution pH was the dominant factor to the sorption process. For the sorption of PA, both of the surface charge of CNTs and the dissociation degree of PA affected by solution pH, impacted the sorption process. In the dual-solute system, PA had competition and displacement effects on the sorption of DEP by CNTs. Under different pH conditions, the competition and displacement strength of PA to the sorption of DEP on CNTs was related to the dispersion stability of CNTs and the degree of dissociation of PA. Analysis based on site energy distribution showed that the number of available low-energy sorption sites increased although the addition of PA caused a significant decrease in the number of available high-energy sorption sites for DEP on CNTs.
Shuai W, Gu C, Fang G, et al. Effects of iron (hydr)oxides on the degradation of diethyl phthalate ester in heterogeneous (photo)-Fenton reactions[J]. Journal of Environmental Sciences, 2019,80(6):5-13.
Guo R, Yan L, Rao P, et al. Nitrogen and sulfur co-doped biochar derived from peanut shell with enhanced adsorption capacity for diethyl phthalate[J]. Environmental Pollution, 2019,258,DOI:10.1016/j.envpol.2019.113674.
Sun Z, Feng L, Fang G, et al. Nano Fe2O3 embedded in montmorillonite with citric acid enhanced photocatalytic activity of nanoparticles towards diethyl phthalate[J]. Journal of Environmental Sciences, 2021,101:248-259.
杨盈利,闫新龙,胡晓燕,等.不同锌铝比水滑石的合成及其吸附脱除水中邻苯二甲酸性能[J]. 无机化学学报, 2017,33(10):1748-1756. Yang Y L, Yan X L, Hu X Y, et al. Synthesis of hydrotalcite with different ratios of zinc to aluminum and its adsorption and removal of phthalic acid from water[J]. Chinese Journal of Inorganic Chemistry, 2017,33(10):1748-1756.
穆希岩,李成龙,黄瑛,等.两种邻苯二甲酸酯类污染物对斑马鱼胚胎发育的影响[J]. 中国环境科学, 2017,37(9):3566-3575. Mu X Y, Li C L, Huang Y, et al. Effects of two phthalate pollutants on zebrafish embryo development[J]. China Environmental Science, 2017,37(9):3566-3575.
Li H, Cao Y, Zhang D, et al. pH-dependent K-OW provides new insights in understanding the adsorption mechanism of ionizable organic chemicals on carbonaceous materials[J]. Science of the Total Environment, 2018,618:269-275.
Li H, Zhang D, Han X, et al. Adsorption of antibiotic ciprofloxacin on carbon nanotubes:pH dependence and thermodynamics[J]. Chemosphere, 2014,95(J):150-155.
Xu J, Cao Z, Zhang Y, et al. A review of functionalized carbon nanotubes and graphene for heavy metal adsorption from water:Preparation, application, and mechanism[J]. Chemosphere, 2018,195:351-364.
Li H, Wei C, Zhang D, et al. Adsorption of bisphenol A on dispersed carbon nanotubes:Role of different dispersing agents[J]. Science of the Total Environment, 2019,655:807-813.
吴利瑞,张蓝心,于飞,等.氨基化碳纳米管/石墨烯气凝胶对甲醛吸附研究[J]. 中国环境科学, 2015,35(11):3251-3256. Wu L R, Zhang L X, Yu F, et al. Adsorption of formaldehyde on aminated carbon nanotubes/graphene aerogels[J]. China Environmental Science, 2015,35(11):3251-3256.
Ni J Z, Pignatello J J, Xing B S. Adsorption of aromatic carboxylate ions to charcoal black carbon (biochar) is accompanied by proton exchange with water[J]. Journal of Environmental Sciences, 2011, 45(21):9240-9248.
Wang S B, Wei C, Wang W T, et al. Synergistic and competitive adsorption of organic dyes on multiwalled carbon nanotubes[J]. Chemical Engineering Journal, 2012,197(1):34-40.
Ou Y H, Chang Y J, Lin F, et al. Competitive sorption of bisphenol A and phenol in soils and the contribution of black carbon[J]. Ecological Engineering, 2016,92:270-276.
Li X Y, Gamiz B, Pignatello J J, et al. Competitive sorption used to probe Strong hydrogen bonding sites for weak organic acids on carbon nanotubes[J]. Environmental Science & Technology, 2015,49(3):1409-1417.
Duan S, Gu M, Tao M, et al. Adsorption of methane on shale:Statistical physics model and site energy distribution studies[J]. Energy & Fuels, 2020,34(1):304-318.
Kalies G, Bruer P, Szombathely M V. Design of liquid/solid adsorption isotherms by energy distribution functions[J]. Journal of Colloid & Interface Science, 2009,331(2):329-334.
Wang X, Liu Y, Tao S, et al. Relative importance of multiple mechanisms in sorption of organic compounds by multiwalled carbon nanotubes[J]. Carbon, 2010,48(13):3721-3728.
Carter M C, Kilduff J E, Weber W J. Site energy distribution analysis of preloaded absorbents[J]. Environmental Science & Technology, 1995,29(7):1773-1780.
Abdurahman A, Cui K, Wu J, et al. Adsorption of dissolved organic matter (DOM) on polystyrene microplastics in aquatic environments:Kinetic, isotherm and site energy distribution analysis[J]. Ecotoxicology and Environmental Safety, 2020,198,DOI:10.1016/j.ecoenv.2020.110658.
Zhou Y, He Y, He Y, et al. Analyses of tetracycline adsorption on alkali-acid modified magnetic biochar:Site energy distribution consideration[J]. Science of the Total Environment, 2018,650:2260-2266.
Shen X, Li S, Zhang H,et al. Effect of multiwalled carbon nanotubes on uptake of pyrene by cucumber (Cucumis sativus L.):Mechanistic perspectives[J]. NanoImpact, 2018,10:168-176.
Shen X, Wang X, Tao S, et al. Displacement and competitive sorption of organic pollutants on multiwalled carbon nanotubes[J]. Environmental Science & Pollution Research, 2014,21(20):11979-11986.
Shen X, Guo X, Zhang M, et al. Sorption mechanisms of organic compounds by carbonaceous materials:Site energy distribution consideration[J]. Environmental Science & Technology, 2015,49(8):4894-4902.
Yuan G, Xing B. Site-energy distribution analysis of organic chemicals sorption by soil organic matter[J]. Soil Science, 1999, 164(7):503-509.
Wang X P, Chen A X, Chen B, et al. Competitive adsorption of phenol and bisphenol A on sediment by site energy distribution theory[J]. Acta Scientiae Circumstantiae, 2019,39(4):1220-1225.
王亮,田伟君,乔凯丽,等.改性大豆秸秆生物炭对咪唑乙烟酸的吸附[J]. 中国环境科学, 2020,40(10):4488-4495. Wang L, Tian W J, Qiao K L, et al. Adsorption of Imidazolium by Modified Soybean Straw Biochar[J]. China Environmental Science, 2020,40(10):4488-4495.
Zhang B, Zhao R, Sun D, et al. Sustainable fabrication of graphene oxide/manganese oxide composites for removing phenolic compounds by adsorption-oxidation process[J]. Journal of Cleaner Production, 2019,215:165-174.
Gotovac S, Song L, Kanoh H, et al. Assembly structure control of single wall carbon nanotubes with liquid phase naphthalene adsorption[J]. Colloids & Surfaces A Physicochemical & Engineering Aspects, 2007,300(1/2):117-121.
Pyrzynska K, Stafiej A, Biesaga M. Sorption behavior of acidic herbicides on carbon nanotubes[J]. Microchimica. Acta, 2007, 159(3/4):293-298.
Qu Y F, Ma Y W, Wan J Q, et al. Quantitative structure-property relationships on n-octanol/water partition coefficients of phthalic acid esters[J]. Environmental Chemistry, 2017,36(11):2325-2332.
刘宁,吴明红,徐刚,等.邻苯二甲酸二乙酯(DEP)的电子束辐照降解[C].//中国核学会学术年会.中国核学会, 2009,11(1):9-14. Liu N, Wu M H, Xu G, et al. Degradation of diethyl phthalate (DEP) by electron beam irradiation[C].//Chinese Nuclear Society Annual Conference. Chinese Nuclear Society, 2009,11(1):9-14.
He Y, Yao T, Tan S, et al. Effects of pH and gallic acid on the adsorption of two ionizable organic contaminants to rice straw-derived biochar-amended soils[J]. Ecotoxicology and Environmental Safety, 2019,184:DOI:10.1016/j.ecoenv.2019.109656.
张金龙,李霄云,包万鸿,等.邻苯二甲酸和苯甲酸在功能化碳纳米管上的吸附行为[J]. 中国环境科学, 2018,38(11):4106-4113. Zhang J L, Li X Y, Bao W H, et al. Adsorption behavior of phthalic acid and benzoic acid on functionalized carbon nanotubes[J]. China Environmental Science, 2018,38(11):4106-4113.
Carter M C, Olmstead W K P. Designing water treatment facilities||effects of background dissolved organic matter on TCE adsorption by GAC[J]. Journal (American Water Works Association), 1992,84(8):81-91.