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Journal of Polymer Research

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01.11.2023 | Original Paper

Tuning the porosity of hypercrosslinked styrene-divinylbenzene copolymers for efficient adsorption of rifampicin from aqueous media

verfasst von: Anton S. Kirillov, Nikolay I. Gorshkov, Natalia N. Shevchenko, Natalia N. Saprykina, Valeriy D. Krasikov

Erschienen in: Journal of Polymer Research | Ausgabe 11/2023

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Abstract

In this study, hypercrosslinked copolymers (HCCPs) designated as HCCP-1DVB, HCCP-2DVB and HCCP-3DVB were obtained by post-crosslinking of styrene-divinylbenzene copolymers with the various molar content of divinylbenzene (1, 2, and 3%) using chloromethyl methyl ether via the Friedel-Crafts reaction. The chemical structure, porous and morphological characteristics of hypercrosslinked copolymers were determined by FT-IR, low-temperature nitrogen adsorption-desorption method and SEM, respectively. The synthesized hypercrosslinked copolymers had high surface area values and different micro/mesoporous structures. It was found that mesopore volume increased with a decrease in divinylbenzene content in a copolymer. HCCP-1DVB had the largest mesopore volume (0.53 cm³/g), the highest adsorption capacity for rifampicin (q_m = 183.27 mg/g), and the highest rifampicin adsorption rate. Adsorption capacity of HCCP-1DVB towards rifampicin is comparable with other adsorbents used for its adsorption or even significantly higher. The adsorption equilibrium and kinetic processes were well described by the Langmuir model and the pseudo-second-order model. The experimental data indicated that the removal efficiency of rifampicin reached 99.8% at the dosage of HCCP-1DVB equal to 80 mg/10 mL. The removal efficiency of rifampicin by HCCP-1DVB was higher than by some tested commercial hypercrosslinked adsorbents. After 5 cycles of reuse, the adsorption capacity of HCCP-1DVB decreased only by 7%, which indicates sufficient stability and reusability of this hypercrosslinked copolymer.

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Khetan SK, Collins TJ (2007) Human pharmaceuticals in the aquatic environment: a challenge to green chemistry. Chem Rev 107:2319–2364. https://doi.org/10.1021/cr020441wCrossRefPubMed

Hutchings M, Truman A, Wilkinson B (2019) Antibiotics: past, present and future. Curr Opin Microbiol 51:72–80. https://doi.org/10.1016/j.mib.2019.10.008

World Health Organization (2014) Antimicrobial resistance: global report on surveillance. World Health Organization, Geneva

Mangla D, Sharma A, Ikram S (2022) Critical review on adsorptive removal of antibiotics: present situation, challenges and future perspective. J Hazard Mater 425:127946. https://doi.org/10.1016/j.jhazmat.2021.127946CrossRefPubMed

Grobbelaar M, Louw GE, Sampson SL, van Helden PD, Donald PR, Warren RM (2019) Evolution of rifampicin treatment for tuberculosis. Infect Genet Evol 74:103937. https://doi.org/10.1016/j.meegid.2019.103937CrossRefPubMed

Van Ingen J, Aarnoutse RE, Donald PR, Diacon AH, Dawson R, Plemper Van Balen G, Gillespie SH, Boeree MJ (2011) Why do we use 600 mg of rifampicin in tuberculosis treatment? Clin Infect Dis 52:194–199. https://doi.org/10.1093/cid/cir184CrossRef

Li B, Zhang T (2010) Biodegradation and adsorption of antibiotics in the activated sludge process. Environ Sci Technol 44:3468–3473. https://doi.org/10.1021/es903490hCrossRefPubMed

Wang X, Li F, Hu X, Hua T (2021) Electrochemical advanced oxidation processes coupled with membrane filtration for degrading antibiotic residues: a review on its potential applications, advances, and challenges. Sci Total Environ 784. https://doi.org/10.1016/j.scitotenv.2021.146912

Li D, Shi W (2016) Recent developments in visible-light photocatalytic degradation of antibiotics. Cuihua Xuebao/Chinese J Catal 37:792–799. https://doi.org/10.1016/S1872-2067(15)61054-3CrossRef

10.

Ahmed MB, Zhou JL, Ngo HH, Guo W (2015) Adsorptive removal of antibiotics from water and wastewater: Progress and challenges. Sci Total Environ 532:112–126. https://doi.org/10.1016/j.scitotenv.2015.05.130CrossRefPubMed

11.

Motamedi M, Mollahosseini A, Negarestani M (2022) Ultrasonic-assisted batch operation for the adsorption of rifampin and reactive orange 5 onto engineered zeolite–polypyrrole/TiO₂ nanocomposite. Int J Environ Sci Technol 19:7547–7564. https://doi.org/10.1007/s13762-022-03951-0CrossRef

12.

Sun X, Chen M, Lei J, Liu X, Ke X, Liu W, Wang J, Gao X, Liu X, Zhang Y (2022) How β-cyclodextrin- loaded mesoporous SiO₂ nanospheres ensure efficient adsorption of rifampicin. Front Chem 10. https://doi.org/10.3389/fchem.2022.1040435

13.

Cai W, Weng X, Chen Z (2019) Highly efficient removal of antibiotic rifampicin from aqueous solution using green synthesis of recyclable nano-Fe₃O₄. Environ Pollut 247:839–846. https://doi.org/10.1016/j.envpol.2019.01.108CrossRefPubMed

14.

Shahrin EWES, Narudin NAH, Shahri NNM, Nur M, Lim JW, Bilad MR, Mahadi AH, Hobley J, Usman A (2023) A comparative study of adsorption behavior of rifampicin, streptomycin, and ibuprofen contaminants from aqueous solutions onto chitosan: dynamic interactions, kinetics, diffusions, and mechanisms. Emerg Contam 9:100199. https://doi.org/10.1016/j.emcon.2022.100199CrossRef

15.

Shafaati M, Miralinaghi M, Shirazi RHSM, Moniri E (2020) The use of chitosan/Fe₃O₄ grafted graphene oxide for effective adsorption of rifampicin from water samples. Res Chem Intermed 46:5231–5254. https://doi.org/10.1007/s11164-020-04259-9CrossRef

16.

Kais H, Yeddou Mezenner N, Trari M (2020) Biosorption of rifampicin from wastewater using cocoa shells product. Sep Sci Technol 55:1984–1993. https://doi.org/10.1080/01496395.2019.1623255CrossRef

17.

Liu Q, Wang L, Yu W, Xiao A, Yu H, Huo J (2010) Hypercrosslinked polystyrene microspheres with bimodal pore size distribution and controllable macroporosity. J Appl Polym Sci 116:84–92. https://doi.org/10.1002/app.31422CrossRef

18.

Gan Y, Chen G, Sang Y, Zhou F, Man R, Huang J (2019) Oxygen-rich hyper-cross-linked polymers with hierarchical porosity for aniline adsorption. Chem Eng J 368:29–36. https://doi.org/10.1016/j.cej.2019.02.164CrossRef

19.

Kupgan G, Liyana-Arachchi TP, Colina CM (2016) Pore size tuning of poly(styrene-co-vinylbenzyl chloride-co-divinylbenzene) hypercrosslinked polymers: Insights from molecular simulations. React Funct Polym 99:173–184. https://doi.org/10.1016/j.polymer.2016.07.002CrossRef

20.

Dmitrienko SG, Tikhomirova TI, Apyari VV, Tolmacheva VV, Kochuk EV, Zolotov YA (2018) Application of hypercrosslinked polystyrenes to the preconcentration and separation of organic compounds and ions of elements. J Anal Chem 73:1053–1063. https://doi.org/10.1134/S1061934818110047CrossRef

21.

Tolmacheva VV, Yarykin DI, Serdiuk ON, Apyari VV, Dmitrienko SG, Zolotov YA (2018) Adsorption of catecholamines from their aqueous solutions on hypercrosslinked polystyrene. React Funct Polym 131:65–63. https://doi.org/10.1016/j.reactfunctpolym.2018.07.005CrossRef

22.

Tsyurupa MP, Blinnikova ZK, Borisov YA, Ilyin MM, Klimova TP, Mitsen KV, Davankov VA (2014) Physicochemical and adsorption properties of hypercross-linked polystyrene with ultimate cross-linking density. J Sep Sci 37:803–810. https://doi.org/10.1002/jssc.201301314CrossRefPubMed

23.

Bratkowska D, Davies A, Fontanals N, Cormack PAG, Borrull F, Sherrington DC, Marcé RM (2012) Hypercrosslinked strong anion-exchange resin for extraction of acidic pharmaceuticals from environmental water. J Sep Sci 35:2621–2628. https://doi.org/10.1002/jssc.201200451CrossRefPubMed

24.

Davankov VA, Tsyurupa MP (2011) Hypercrosslinked polymeric networks and adsorbing materials. Synthesis, properties, structure and application. Elsevier, Amsterdam

25.

Pastukhov AV, Tsyurupa MP, Davankov VA (1999) Hypercrosslinked polystyrene: a polymer in a non-classical physical state. J Polym Sci Part B Polym Phys 37:2324–2333. https://doi.org/10.1002/(SICI)1099-0488(19990901)37:17%3c3C2324::AID-POLB4%3e3E3.0.CO;2-BCrossRef

26.

Li A, Zhang Q, Zhang G, Chen J, Fei Z, Liu F (2002) Adsorption of phenolic compounds from aqueous solutions by a water-compatible hypercrosslinked polymeric adsorbent. Chemosphere 47:981–989. https://doi.org/10.1016/S0045-6535(01)00222-3CrossRefPubMed

27.

Ding L, Zhang A, Li W, Bai H, Li L (2016) Multi-length scale porous polymer films from hypercrosslinked breath figure arrays. J Colloid Interface Sci 461:179–184. https://doi.org/10.1016/j.jcis.2015.09.031CrossRefPubMed

28.

Joseph R, Ford WT, Zhang S, Tsyurupa MP, Pastukhov AV, Davankov VA (1997) Solid-state 13C-NMR analysis of hypercrosslinked polystyrene. J Polym Sci Part A Polym Chem 35:695–701. https://doi.org/10.1002/(SICI)1099-0518(199703)35:43C%3c695::AID-POLA12%3e3E3.0.CO;2-ICrossRef

29.

Veverka P, Jeřábek K (1999) Mechanism of hypercrosslinking of chloromethylated styrene-divinylbenzene copolymers. React Funct Polym 41:21–25. https://doi.org/10.1016/S1381-5148(99)00030-9CrossRef

30.

Fontanals N, Cormack PAG, Sherrington DC (2008) Hypercrosslinked polymer microspheres with weak anion-exchange character. Preparation of the microspheres and their applications in pH-tuneable, selective extractions of analytes from complex environmental samples. J Chromatogr A 1215:21–29. https://doi.org/10.1016/j.chroma.2008.10.124CrossRefPubMed

31.

Ahn JH, Jang JE, Oh CG, Ihm SK, Cortez J, Sherrington DC (2006) Rapid generation and control of microporosity, bimodal pore size distribution, and surface area in Davankov-type hyper-cross-linked resins. Macromolecules 39:627–632. https://doi.org/10.1021/ma051152nCrossRef

32.

Fontanals N, Marcé RM, Borrull F, Cormack PAG (2015) Hypercrosslinked materials: Preparation, characterisation and applications. Polym Chem 6:7231–7244. https://doi.org/10.1039/c5py00771bCrossRef

33.

Long C, Li A, Wu H, Zhang Q (2009) Adsorption of naphthalene onto macroporous and hypercrosslinked polymeric adsorbent: Effect of pore structure of adsorbents on thermodynamic and kinetic properties. Colloids Surf A Physicochem Eng Asp 333:150–155. https://doi.org/10.1016/j.colsurfa.2008.09.037CrossRef

34.

Azanova VV, Hradil J (1999) Sorption properties of macroporous and hypercrosslinked copolymers. React Funct Polym 41:163–175. https://doi.org/10.1016/S1381-5148(99)00029-2CrossRef

35.

Li B, Gong R, Luo Y, Tan B (2011) Tailoring the pore size of hypercrosslinked polymers. Soft Matter 7:10910–10916. https://doi.org/10.1039/c1sm06113eCrossRef

36.

Popov AY, Blinnikova ZK, Tsyurupa MP, Davankov VA (2018) Hypercrosslinked polymeric restricted access materials for analysis of biological fluids. J Sep Sci 41:3302–3309. https://doi.org/10.1002/jssc.201800528CrossRefPubMed

37.

Berliner MA, Belecki K (2005) Simple, rapid procedure for the synthesis of chloromethyl methyl ether and other chloro alkyl ethers. J Org Chem 70:9618–9621. https://doi.org/10.1021/jo051344gCrossRefPubMed

38.

Bartholin M. Boissier G, Dubois J (1981) Styrene‐divinylbenzene copolymers, 3. Revisited IR analysis. Makromol Chem 182:2075–2085. https://doi.org/10.1002/macp.1981.021820719

39.

Tsyurupa MP, Blinnikova ZK, Davidovich YA, Lyubimov SE, Naumkin AV, Davankov VA (2012) On the nature of “functional groups” in non-functionalized hypercrosslinked polystyrenes. React Funct Polym 72:973–982. https://doi.org/10.1016/j.reactfunctpolym.2011.03.002CrossRef

40.

Thommes M, Kaneko K, Neimark AV, Olivier JP, Rodriguez-Reinoso F, Rouquerol J, Sing KSW (2015) Physisorption of gases, with special reference to the evaluation of surface area and pore size distribution (IUPAC Technical Report). Pure Appl Chem 87:1051–1069. https://doi.org/10.1515/pac-2014-1117CrossRef

41.

Chung HK, Kim WH, Park J, Cho J, Jeong TY, Park PK (2015) Application of Langmuir and Freundlich isotherms to predict adsorbate removal efficiency or required amount of adsorbent. J Ind Eng Chem 28:241–246. https://doi.org/10.1016/j.jiec.2015.02.021CrossRef

42.

Wang J, Guo X (2020) Adsorption isotherm models: Classification, physical meaning, application and solving method. Chemosphere 121279. https://doi.org/10.1016/j.chemosphere.2020.127279

43.

Lima EC, Hosseini-Bandegharaei A, Moreno-Piraján JC, Anastopoulos I (2019) A critical review of the estimation of the thermodynamic parameters on adsorption equilibria. Wrong use of equilibrium constant in the Van’t Hoof equation for calculation of thermodynamic parameters of adsorption. J Mol Liq 273:425–434. https://doi.org/10.1016/j.molliq.2018.10.048CrossRef

44.

Ghosal PS, Gupta AK (2017) Determination of thermodynamic parameters from Langmuir isotherm constant-revisited. J Mol Liq 225:137–146. https://doi.org/10.1016/j.molliq.2016.11.058CrossRef

45.

Ho YS, McKay G (1999) Pseudo-second order model for sorption processes. Process Biochem 34:451–465. https://doi.org/10.1016/S0032-9592(98)00112-5CrossRef

46.

Lagergren S (1898) About the theory of so-called adsorption of soluble substances. Svenska vetenskapsakademien Handlingar 24:1–39

47.

Vareda JP (2023) On validity, physical meaning, mechanism insights and regression of adsorption kinetic models. J Mol Liq 376:121416. https://doi.org/10.1016/j.molliq.2023.121416CrossRef

48.

Simonin JP (2016) On the comparison of pseudo-first order and pseudo-second order rate laws in the modeling of adsorption kinetics. Chem Eng J 300:254–263. https://doi.org/10.1016/j.cej.2016.04.079CrossRef

49.

Khan MF, Rita SA, Kayser MS, Islam MS, Asad S, Bin Rashid R, Bari MA, Rahman MM, Al Aman DAA, Setu NI, Banoo R, Rashid MA (2017) Theoretically guided analytical method development and validation for the estimation of rifampicin in a mixture of isoniazid and pyrazinamide by UV spectrophotometer. Front Chem 5:27. https://doi.org/10.3389/fchem.2017.00027CrossRefPubMedPubMedCentral

50.

Pastukhov AV (2021) Magnetic sorbents based on hypercrosslinked copolymers of styrene and divinylbenzene with immobilized iron oxides. React Funct Polym 160:104823. https://doi.org/10.1016/j.reactfunctpolym.2021.104823CrossRef

Titel: Tuning the porosity of hypercrosslinked styrene-divinylbenzene copolymers for efficient adsorption of rifampicin from aqueous media
verfasst von: Anton S. Kirillov
Nikolay I. Gorshkov
Natalia N. Shevchenko
Natalia N. Saprykina
Valeriy D. Krasikov
Publikationsdatum: 01.11.2023
Verlag: Springer Netherlands
Erschienen in: Journal of Polymer Research / Ausgabe 11/2023
Print ISSN: 1022-9760
Elektronische ISSN: 1572-8935
DOI: https://doi.org/10.1007/s10965-023-03802-7

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