Sorption Properties of Specific Polymeric Microspheres towards Desethyl-Terbuthylazine and 2-Hydroxy-Terbuthylazine: Batch and Column Studies

This work investigates the sorption properties of poly(divinylbenzene) modified in the Diels–Alder reaction towards persistent and mobile metabolites of terbuthylazine. The batch experiments were carried out to examine the efficiency of desethyl-terbuthylazine and 2-hydroxy-terbuthylazine adsorption...

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Main Authors: Sylwia Ronka, Weronika Bodylska
Format: Article
Language:English
Published: MDPI AG 2021-05-01
Series:Materials
Subjects:
Online Access:https://www.mdpi.com/1996-1944/14/11/2734
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spelling doaj-08e15559e3d147e6ab6e40299154e3d62021-06-01T00:47:16ZengMDPI AGMaterials1996-19442021-05-01142734273410.3390/ma14112734Sorption Properties of Specific Polymeric Microspheres towards Desethyl-Terbuthylazine and 2-Hydroxy-Terbuthylazine: Batch and Column StudiesSylwia Ronka0Weronika Bodylska1Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, PolandFaculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, PolandThis work investigates the sorption properties of poly(divinylbenzene) modified in the Diels–Alder reaction towards persistent and mobile metabolites of terbuthylazine. The batch experiments were carried out to examine the efficiency of desethyl-terbuthylazine and 2-hydroxy-terbuthylazine adsorption on the specific adsorbent and the impact of different factors on the adsorption process. Results fit well to a pseudo-second order kinetic model. It was confirmed that hydrogen bonds play an important role in the studied systems. Five times greater sorption of 2-hydroxy-terbuthylazine than desethyl-terbuthylazine was observed. The molecular structures of both metabolites exhibit complementarity to the arrangement of functional groups in the polymer but the differences in the physicochemical properties of the desethyl derivative make it a highly mobile compound with higher affinity to the aqueous phase. The equilibrium data in the batch study fit the Freundlich isotherm for 2-hydroxy-terbuthylazine, and for desethyl-terbuthylazine the Temkin and Dubinin–Radushkevich models were better. The adsorption capacities obtained under dynamic conditions were comparable with batch results. For column adsorption modeling the Bohart–Adams, Wolborska, Thomas and Yoon–Nelson models were used. The proposed microspheres can be reused easily with no significant decrease in adsorption capacity by using ethanol as eluent in the desorption.https://www.mdpi.com/1996-1944/14/11/2734polymeric adsorbenthydrogen bondingadsorptionpersistent and mobile chemicalsherbicides
collection DOAJ
language English
format Article
sources DOAJ
author Sylwia Ronka
Weronika Bodylska
spellingShingle Sylwia Ronka
Weronika Bodylska
Sorption Properties of Specific Polymeric Microspheres towards Desethyl-Terbuthylazine and 2-Hydroxy-Terbuthylazine: Batch and Column Studies
Materials
polymeric adsorbent
hydrogen bonding
adsorption
persistent and mobile chemicals
herbicides
author_facet Sylwia Ronka
Weronika Bodylska
author_sort Sylwia Ronka
title Sorption Properties of Specific Polymeric Microspheres towards Desethyl-Terbuthylazine and 2-Hydroxy-Terbuthylazine: Batch and Column Studies
title_short Sorption Properties of Specific Polymeric Microspheres towards Desethyl-Terbuthylazine and 2-Hydroxy-Terbuthylazine: Batch and Column Studies
title_full Sorption Properties of Specific Polymeric Microspheres towards Desethyl-Terbuthylazine and 2-Hydroxy-Terbuthylazine: Batch and Column Studies
title_fullStr Sorption Properties of Specific Polymeric Microspheres towards Desethyl-Terbuthylazine and 2-Hydroxy-Terbuthylazine: Batch and Column Studies
title_full_unstemmed Sorption Properties of Specific Polymeric Microspheres towards Desethyl-Terbuthylazine and 2-Hydroxy-Terbuthylazine: Batch and Column Studies
title_sort sorption properties of specific polymeric microspheres towards desethyl-terbuthylazine and 2-hydroxy-terbuthylazine: batch and column studies
publisher MDPI AG
series Materials
issn 1996-1944
publishDate 2021-05-01
description This work investigates the sorption properties of poly(divinylbenzene) modified in the Diels–Alder reaction towards persistent and mobile metabolites of terbuthylazine. The batch experiments were carried out to examine the efficiency of desethyl-terbuthylazine and 2-hydroxy-terbuthylazine adsorption on the specific adsorbent and the impact of different factors on the adsorption process. Results fit well to a pseudo-second order kinetic model. It was confirmed that hydrogen bonds play an important role in the studied systems. Five times greater sorption of 2-hydroxy-terbuthylazine than desethyl-terbuthylazine was observed. The molecular structures of both metabolites exhibit complementarity to the arrangement of functional groups in the polymer but the differences in the physicochemical properties of the desethyl derivative make it a highly mobile compound with higher affinity to the aqueous phase. The equilibrium data in the batch study fit the Freundlich isotherm for 2-hydroxy-terbuthylazine, and for desethyl-terbuthylazine the Temkin and Dubinin–Radushkevich models were better. The adsorption capacities obtained under dynamic conditions were comparable with batch results. For column adsorption modeling the Bohart–Adams, Wolborska, Thomas and Yoon–Nelson models were used. The proposed microspheres can be reused easily with no significant decrease in adsorption capacity by using ethanol as eluent in the desorption.
topic polymeric adsorbent
hydrogen bonding
adsorption
persistent and mobile chemicals
herbicides
url https://www.mdpi.com/1996-1944/14/11/2734
work_keys_str_mv AT sylwiaronka sorptionpropertiesofspecificpolymericmicrospherestowardsdesethylterbuthylazineand2hydroxyterbuthylazinebatchandcolumnstudies
AT weronikabodylska sorptionpropertiesofspecificpolymericmicrospherestowardsdesethylterbuthylazineand2hydroxyterbuthylazinebatchandcolumnstudies
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