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Effects of ethylene oxide chain length on crystallization of polysorbate 80 and its related compounds
Malmö University, Faculty of Health and Society (HS), Department of Biomedical Science (BMV). Malmö University, Biofilms Research Center for Biointerfaces.
Malmö University, Faculty of Health and Society (HS), Department of Biomedical Science (BMV). Malmö University, Biofilms Research Center for Biointerfaces.ORCID iD: 0000-0001-5654-4339
LONZA AG, Switzerland.
LONZA AG, Switzerland.
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2021 (English)In: Journal of Colloid and Interface Science, ISSN 0021-9797, E-ISSN 1095-7103, Vol. 592, p. 468-484, article id S0021-9797(21)00078-3Article in journal (Refereed) Published
Abstract [en]

As a result of the synthesis protocol polyoxyethylene sorbitan monooleate (polysorbate 80, PS80) is a highly complex mixture of compounds. PS80 was therefore separated into its main constituents, e.g. polyoxyethylene isosorbide esters and polyoxyethylene esters, as well as mono- di- and polyesters using preparative high-performance liquid chromatography. In this comprehensive study the individual components and their ethoxylation level were verified by matrix assisted laser desorption/ionization time-of-flight and their thermotropic behavior was analyzed using differential scanning calorimetry and X-ray diffraction. A distinct correlation was found between the average length of the ethylene oxide (EO) chains in the headgroup and the individual compounds' ability to crystallize. Importantly, a critical number of EO units required for crystallization of the headgroup was determined (6 EO units per chain or 24 per molecule). The investigation also revealed that the hydrocarbon tails only crystallize for polyoxyethylene sorbitan esters if saturated. PS80 is synthesized by reacting with approximately 20 mol of EO per mole of sorbitol, however, the number of EO units in the sorbitan ester in commercial PS80 products is higher than the expected 20 (5 EO units per chain). The complex behavior of all tested compounds revealed that if the amount of several of the linear by-products is reduced, the number of EO units in the chains will stay below the critical number and the product will not be able to crystallize by the EO chains.

Place, publisher, year, edition, pages
Elsevier, 2021. Vol. 592, p. 468-484, article id S0021-9797(21)00078-3
Keywords [en]
Crystallization, Differential scanning calorimetry, Ethylene oxide chains, Liquid chromatography, Polysorbate 80, Thermotropic behavior
National Category
Physical Chemistry
Identifiers
URN: urn:nbn:se:mau:diva-41655DOI: 10.1016/j.jcis.2021.01.065ISI: 000634152600006PubMedID: 33711648Scopus ID: 2-s2.0-85102147545OAI: oai:DiVA.org:mau-41655DiVA, id: diva2:1542596
Available from: 2021-04-08 Created: 2021-04-08 Last updated: 2024-02-05Bibliographically approved

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Lind, Tania K.Nilsson, Emelie J.Skansberger, TatyanaMorin, MaximKocherbitov, VitalyEngblom, Johan

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