{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T01:10:23Z","timestamp":1760145023530,"version":"build-2065373602"},"reference-count":51,"publisher":"MDPI AG","issue":"12","license":[{"start":{"date-parts":[[2024,6,11]],"date-time":"2024-06-11T00:00:00Z","timestamp":1718064000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"MICIU\/AEI","award":["PID2020-115637GB-I00"],"award-info":[{"award-number":["PID2020-115637GB-I00"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["IJMS"],"abstract":"<jats:p>In this study, Fe3O4 nanoparticles (FeNPs) decorated with halogenated perylene diimides (PDIs) have been used for capturing VOCs (volatile organic compounds) through noncovalent binding. Concretely, we have used tetrachlorinated\/brominated PDIs as well as a nonhalogenated PDI as a reference system. On the other hand, methanol, ethanol, propanol, and butanol were used as VOCs. Experimental studies along with theoretical calculations (the BP86-D3\/def2-TZVPP level of theory) pointed to two possible and likely competitive binding modes (lone pair\u2013\u03c0 through the \u03c0-acidic surface of the PDI and a halogen bond via the \u03c3-holes at the Cl\/Br atoms). More in detail, thermal desorption (TD) experiments showed an increase in the VOC retention capacity upon increasing the length of the alkyl chain, suggesting a preference for the interaction with the PDI aromatic surface. In addition, the tetrachlorinated derivative showed larger VOC retention times compared to the tetrabrominated analog. These results were complemented by several state-of-the-art computational tools, such as the electrostatic surface potential analysis, the Quantum Theory of Atoms in Molecules (QTAIM), as well as the noncovalent interaction plot (NCIplot) visual index, which were helpful to rationalize the role of each interaction in the VOC\u00b7\u00b7\u00b7PDI recognition phenomena.<\/jats:p>","DOI":"10.3390\/ijms25126436","type":"journal-article","created":{"date-parts":[[2024,6,11]],"date-time":"2024-06-11T12:11:00Z","timestamp":1718107860000},"page":"6436","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Using Hybrid PDI-Fe3O4 Nanoparticles for Capturing Aliphatic Alcohols: Halogen Bonding vs. Lone Pair\u2013\u03c0 Interactions"],"prefix":"10.3390","volume":"25","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-3363-0004","authenticated-orcid":false,"given":"Mar\u00eda de las Nieves","family":"Pi\u00f1a","sequence":"first","affiliation":[{"name":"Department of Chemistry, Universitat de les Illes Balears, Ctra. de Valldemossa km. 7.5, 07122 Palma de Mallorca, Islas Baleares, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alberto","family":"Le\u00f3n","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Universitat de les Illes Balears, Ctra. de Valldemossa km. 7.5, 07122 Palma de Mallorca, Islas Baleares, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7840-2139","authenticated-orcid":false,"given":"Antonio","family":"Frontera","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Universitat de les Illes Balears, Ctra. de Valldemossa km. 7.5, 07122 Palma de Mallorca, Islas Baleares, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jeroni","family":"Morey","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Universitat de les Illes Balears, Ctra. de Valldemossa km. 7.5, 07122 Palma de Mallorca, Islas Baleares, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5793-781X","authenticated-orcid":false,"given":"Antonio","family":"Bauz\u00e1","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Universitat de les Illes Balears, Ctra. de Valldemossa km. 7.5, 07122 Palma de Mallorca, Islas Baleares, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2024,6,11]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"3919","DOI":"10.1021\/cr5003485","article-title":"The molecular identification of organic compounds in the atmosphere: State of the art and challenges","volume":"115","author":"Kalberer","year":"2015","journal-title":"Chem. 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