{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,22]],"date-time":"2026-04-22T05:59:14Z","timestamp":1776837554826,"version":"3.51.2"},"reference-count":43,"publisher":"MDPI AG","issue":"12","license":[{"start":{"date-parts":[[2020,11,29]],"date-time":"2020-11-29T00:00:00Z","timestamp":1606608000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/100014440","name":"Ministerio de Ciencia, Innovaci\u00f3n y Universidades","doi-asserted-by":"publisher","award":["MAT2016-78437-R"],"award-info":[{"award-number":["MAT2016-78437-R"]}],"id":[{"id":"10.13039\/100014440","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001823","name":"Ministerstvo \u0160kolstv\u00ed, Ml\u00e1de\u017ee a T\u011blov\u00fdchovy","doi-asserted-by":"publisher","award":["SP2020\/70"],"award-info":[{"award-number":["SP2020\/70"]}],"id":[{"id":"10.13039\/501100001823","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001823","name":"Ministerstvo \u0160kolstv\u00ed, Ml\u00e1de\u017ee a T\u011blov\u00fdchovy","doi-asserted-by":"publisher","award":["CZ.02.1.01\/0.0\/0.0\/17\\_049\/0008441"],"award-info":[{"award-number":["CZ.02.1.01\/0.0\/0.0\/17\\_049\/0008441"]}],"id":[{"id":"10.13039\/501100001823","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003339","name":"Consejo Superior de Investigaciones Cient\u00edficas","doi-asserted-by":"publisher","award":["i-LINK4911"],"award-info":[{"award-number":["i-LINK4911"]}],"id":[{"id":"10.13039\/501100003339","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Polymers"],"abstract":"<jats:p>Several hydrogels based on 2-hydroxyethyl methacrylate and a methacrylic monomer containing a thiazole group in its lateral chain have been prepared by thermal polymerization at 60 \u00b0C in water solution varying the chemical composition of the gels. The posterior quaternization of the thiazole groups with methyl iodine has rendered positively charged hydrogels with potential antimicrobial activity. This modification has been structurally characterized by infrared spectroscopy, whereas the thermal stability of all hydrogels has been studied by thermal degradation in inert atmosphere. The swelling behavior in distilled water and the rheology of the different hydrogels have been analyzed as a function of 2-(4-methylthiazol-5-yl)ethyl methacrylate (MTA) monomer content as well as its methylation. Finally, the active character of hydrogels against Gram-positive and Gram-negative bacteria and fungi has been evaluated, revealing excellent antimicrobial activity against all tested microorganisms. The methylated hydrogels could be used as potential materials for wound healing or contact lens applications.<\/jats:p>","DOI":"10.3390\/polym12122853","type":"journal-article","created":{"date-parts":[[2020,11,29]],"date-time":"2020-11-29T21:55:31Z","timestamp":1606686931000},"page":"2853","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":13,"title":["Chemical Hydrogels Bearing Thiazolium Groups with a Broad Spectrum of Antimicrobial Behavior"],"prefix":"10.3390","volume":"12","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-0210-1246","authenticated-orcid":false,"given":"Alexandra","family":"Mu\u00f1oz-Bonilla","sequence":"first","affiliation":[{"name":"Instituto de Ciencia y Tecnolog\u00eda de Pol\u00edmeros (ICTP-CSIC), C\/Juan de la Cierva 3, 28006 Madrid, Spain"},{"name":"Interdisciplinary Platform for Sustainable Plastics towards a Circular Economy-Spanish National Research Council (SusPlast-CSIC), 28006 Madrid, Spain"}]},{"given":"Jakub","family":"Zagora","sequence":"additional","affiliation":[{"name":"Nanotechnology Centre, V\u0160B\u2013Technical University of Ostrava, 15. 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J. Pharm. Biopharm."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"454","DOI":"10.1021\/acsbiomaterials.5b00429","article-title":"Polymeric Biomaterials for Medical Implants and Devices","volume":"2","author":"Teo","year":"2016","journal-title":"ACS Biomater. Sci. Eng."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"277","DOI":"10.3390\/ma12020277","article-title":"Electroactive Smart Polymers for Biomedical Applications","volume":"12","author":"Palza","year":"2019","journal-title":"Materials"},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"1215","DOI":"10.3390\/polym3031215","article-title":"Thermoresponsive polymers for biomedical applications","volume":"3","author":"Ward","year":"2011","journal-title":"Polymers"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"16071","DOI":"10.1038\/natrevmats.2016.71","article-title":"Designing hydrogels for controlled drug delivery","volume":"1","author":"Li","year":"2016","journal-title":"Nat. Rev. Mater."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"16054","DOI":"10.1021\/acsami.7b04801","article-title":"Multifunctional Hydrogels Prepared by Dual Ion Cross-Linking for Chronic Wound Healing","volume":"9","author":"Li","year":"2017","journal-title":"ACS Appl. Mater. Interfaces"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"2407","DOI":"10.1039\/C8PY00012C","article-title":"Biomimetic antimicrobial polymers: Recent advances in molecular design","volume":"9","author":"Ergene","year":"2018","journal-title":"Polym. Chem."},{"key":"ref_8","first-page":"1","article-title":"Highly Bactericidal Macroporous Antimicrobial Polymeric Gel for Point-of-Use Water Disinfection","volume":"8","author":"Kumar","year":"2018","journal-title":"Sci. Rep."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"2710","DOI":"10.1021\/acs.biomac.6b00760","article-title":"Antimicrobial Graft Copolymer Gels","volume":"17","author":"Harvey","year":"2016","journal-title":"Biomacromolecules"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"8725","DOI":"10.1039\/c1sm05809f","article-title":"Antimicrobial and antiviral hydrogels","volume":"7","author":"Malmsten","year":"2011","journal-title":"Soft Matter"},{"key":"ref_11","doi-asserted-by":"crossref","unstructured":"Kumar, A., and Kumar, A. (2018). Antimicrobial Polymeric Gels, Elsevier Ltd.","DOI":"10.1016\/B978-0-08-102179-8.00014-4"},{"key":"ref_12","doi-asserted-by":"crossref","unstructured":"Mu\u00f1oz-Bonilla, A., and Fern\u00e1ndez-Garc\u00eda, M. (2015). The roadmap of antimicrobial polymeric materials in macromolecular nanotechnology. Eur. Polym. 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Nanomaterials, 7.","DOI":"10.3390\/nano7020048"},{"key":"ref_16","doi-asserted-by":"crossref","unstructured":"Mu\u00f1oz-Bonilla, A., Echeverria, C., Sonseca, \u00c1., Arrieta, M.P., and Fern\u00e1ndez-Garc\u00eda, M. (2019). Bio-Based Polymers with Antimicrobial Properties towards Sustainable Development. Materials, 12.","DOI":"10.3390\/ma12040641"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"1123","DOI":"10.1002\/chem.200801523","article-title":"The Role of Hydrophobicity in the Antimicrobial and Hemolytic Activities of Polymethacrylate Derivatives","volume":"15","author":"Kuroda","year":"2009","journal-title":"Chem. A Eur. J."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"3098","DOI":"10.1021\/bm900784x","article-title":"Structural determinants of antimicrobial activity and biocompatibility in membrane-disrupting methacrylamide random copolymers","volume":"10","author":"Palermo","year":"2009","journal-title":"Biomacromolecules"},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"1416","DOI":"10.1021\/bm900044x","article-title":"Chemical Structure of Cationic Groups in Amphiphilic Polymethacrylates Modulates the Antimicrobial and Hemolytic Activities","volume":"10","author":"Palermo","year":"2009","journal-title":"Biomacromolecules"},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"1605","DOI":"10.1007\/s00253-010-2687-z","article-title":"Structural determinants of antimicrobial activity in polymers which mimic host defense peptides","volume":"87","author":"Palermo","year":"2010","journal-title":"Appl. Microbiol. Biotechnol."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"1285","DOI":"10.1002\/mabi.201300126","article-title":"Molecular design, structures, and activity of antimicrobial peptide-mimetic polymers","volume":"13","author":"Takahashi","year":"2013","journal-title":"Macromol. Biosci."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"3448","DOI":"10.1021\/bm100975w","article-title":"Polymer Multilayers with pH-Triggered Release of Antibacterial Agents","volume":"11","author":"Pavlukhina","year":"2010","journal-title":"Biomacromolecules"},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"3244","DOI":"10.1002\/app.32868","article-title":"Antimicrobial hydrogels formed by crosslinking polyallylamine with aldaric acid derivatives","volume":"119","author":"Andrews","year":"2011","journal-title":"J. Appl. Polym. Sci."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"3639","DOI":"10.1021\/jm0492608","article-title":"Brief Articles Mono-and Bis-Thiazolium Salts Have Potent Antimalarial Activity","volume":"48","author":"Rubi","year":"2005","journal-title":"J. Med. Chem."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"496","DOI":"10.1021\/jm3014585","article-title":"New bis-thiazolium analogues as potential antimalarial agents: Design, synthesis, and biological evaluation","volume":"56","author":"Caldarelli","year":"2013","journal-title":"J. Med. Chem."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"807","DOI":"10.1016\/j.ejmech.2006.12.001","article-title":"Clubbed triazoles: A novel approach to antitubercular drugs","volume":"42","author":"Shiradkar","year":"2007","journal-title":"Eur. J. Med. Chem."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"12696","DOI":"10.1021\/acs.jafc.9b03952","article-title":"Synthesis of Thiazolium-Labeled 1,3,4-Oxadiazole Thioethers as Prospective Antimicrobials: In Vitro and in Vivo Bioactivity and Mechanism of Action","volume":"67","author":"Wang","year":"2019","journal-title":"J. Agric. Food Chem."},{"key":"ref_28","doi-asserted-by":"crossref","unstructured":"Tejero, R., L\u00f3pez, D., L\u00f3pez-Fabal, F., G\u00f3mez-Garc\u00e9s, J.L., and Fern\u00e1ndez-Garc\u00eda, M. (2015). Antimicrobial polymethacrylates based on quaternized 1,3-thiazole and 1,2,3-triazole side-chain groups. Polym. Chem., 6.","DOI":"10.1039\/C5PY00288E"},{"key":"ref_29","doi-asserted-by":"crossref","unstructured":"Tejero, R., L\u00f3pez, D., L\u00f3pez-Fabal, F., G\u00f3mez-Garc\u00e9s, J.L., and Fern\u00e1ndez-Garc\u00eda, M. (2015). High efficiency antimicrobial thiazolium and triazolium side-chain polymethacrylates obtained by controlled alkylation of the corresponding azole derivatives. Biomacromolecules, 16.","DOI":"10.1021\/acs.biomac.5b00427"},{"key":"ref_30","doi-asserted-by":"crossref","unstructured":"Tejero, R., Guti\u00e9rrez, B., L\u00f3pez, D., L\u00f3pez-Fabal, F., G\u00f3mez-Garc\u00e9s, J.L., and Fern\u00e1ndez-Garc\u00eda, M. (2015). Copolymers of acrylonitrile with quaternizable thiazole and triazole side-chain methacrylates as potent antimicrobial and hemocompatible systems. Acta Biomater., 25.","DOI":"10.1016\/j.actbio.2015.07.037"},{"key":"ref_31","doi-asserted-by":"crossref","unstructured":"Alvarez-Paino, M., Juan-Rodr\u00edguez, R., Cuervo-Rodr\u00edguez, R., Tejero, R., L\u00f3pez, D., L\u00f3pez-Fabal, F., G\u00f3mez-Garc\u00e9s, J.L., Mu\u00f1oz-Bonilla, A., and Fern\u00e1ndez-Garc\u00eda, M. (2016). Antimicrobial films obtained from latex particles functionalized with quaternized block copolymers. Colloids Surf. B Biointerfaces, 140.","DOI":"10.1016\/j.colsurfb.2015.12.031"},{"key":"ref_32","doi-asserted-by":"crossref","unstructured":"Mu\u00f1oz-Bonilla, A., L\u00f3pez, D., and Fern\u00e1ndez-Garc\u00eda, M. (2018). Providing Antibacterial Activity to Poly(2-Hydroxy Ethyl Methacrylate) by Copolymerization with a Methacrylic Thiazolium Derivative. Int. J. Mol. Sci., 19.","DOI":"10.3390\/ijms19124120"},{"key":"ref_33","doi-asserted-by":"crossref","unstructured":"Tejero, R., Guti\u00e9rrez, B., L\u00f3pez, D., L\u00f3pez-Fabal, F., G\u00f3mez-Garc\u00e9s, J.L.J.L., Mu\u00f1oz-Bonilla, A., and Fern\u00e1ndez-Garc\u00eda, M. (2018). Tailoring macromolecular structure of cationic polymers towards efficient contact active antimicrobial surfaces. Polymers, 10.","DOI":"10.20944\/preprints201801.0249.v1"},{"key":"ref_34","doi-asserted-by":"crossref","unstructured":"Cuervo-Rodr\u00edguez, R., L\u00f3pez-Fabal, F., G\u00f3mez-Garc\u00e9s, J.L., Mu\u00f1oz-Bonilla, A., and Fern\u00e1ndez-Garc\u00eda, M. (2017). Contact Active Antimicrobial Coatings Prepared by Polymer Blending. Macromol. Biosci., 17.","DOI":"10.1002\/mabi.201700258"},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"e1900127","DOI":"10.1002\/mabi.201900127","article-title":"Porous Microstructured Surfaces with pH-Triggered Antibacterial Properties","volume":"19","author":"Echeverria","year":"2019","journal-title":"Macromol. Biosci."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"4714","DOI":"10.1021\/acsabm.9b00923","article-title":"Antibacterial PLA Fibers Containing Thiazolium Groups as Wound Dressing Materials","volume":"2","year":"2019","journal-title":"ACS Appl. Bio Mater."},{"key":"ref_37","unstructured":"(2001). ASTM E2149-01, Standard Test Method for Determining the Antimicrobial Activity of Immobilized Antimicrobial Agents Under Dynamic Contact Conditions (Withdrawn 2010), ASTM International. Available online: www.astm.org."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"882","DOI":"10.1080\/10601325.2010.501304","article-title":"Degradation of Poly(2-hydroxyethyl methacrylate) Obtained by Radiation in Aqueous Solution","volume":"47","author":"Usanmaz","year":"2010","journal-title":"J. Macromol. Sci. Part A"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"8001","DOI":"10.1016\/S0032-3861(00)00167-1","article-title":"Free radical copolymerization of 2-hydroxyethyl methacrylate with butyl methacrylate: Determination of monomer reactivity ratios and glass transition temperatures","volume":"41","author":"Torrado","year":"2000","journal-title":"Polymer"},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"75","DOI":"10.1016\/S0141-3910(00)00204-4","article-title":"A detailed study of thermal degradation of poly(2-hydroxyethyl methacrylate)","volume":"72","author":"Demirelli","year":"2001","journal-title":"Polym. Degrad. Stab."},{"key":"ref_41","first-page":"1602","article-title":"Investigation of thermal behavior of poly(2-hydroxyethyl methacrylate-co-itaconic acid) networks","volume":"103","year":"2006","journal-title":"J. Appl. Polym. Sci."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"1515","DOI":"10.1002\/pola.25913","article-title":"Polymer hydrogels of 2-hydroxyethyl acrylate and acrylic acid obtained by frontal polymerization","volume":"50","author":"Sanna","year":"2012","journal-title":"J. Polym. Sci. Part A Polym. Chem."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"86","DOI":"10.1016\/j.eurpolymj.2019.05.008","article-title":"Influence of side chain structure on the thermal and antimicrobial properties of cationic methacrylic polymers","volume":"117","author":"Araujo","year":"2019","journal-title":"Eur. Polym. J."}],"container-title":["Polymers"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2073-4360\/12\/12\/2853\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T10:39:22Z","timestamp":1760179162000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2073-4360\/12\/12\/2853"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2020,11,29]]},"references-count":43,"journal-issue":{"issue":"12","published-online":{"date-parts":[[2020,12]]}},"alternative-id":["polym12122853"],"URL":"https:\/\/doi.org\/10.3390\/polym12122853","relation":{},"ISSN":["2073-4360"],"issn-type":[{"value":"2073-4360","type":"electronic"}],"subject":[],"published":{"date-parts":[[2020,11,29]]}}}