Calix[4]arene Derivative for Iodine Capture and Effect on Leaching of Iodine through Packaging

A hydrophobic calix[4]arene derivative was investigated for its iodine (I<sub>2</sub>) capture efficiency from gaseous and liquid phase. The iodine uptake was followed by UV-vis spectroscopy. Additionally, the influence of the calix[4]arene derivative–polyolefin system on the leaching of...

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Main Authors: Loredana Ferreri, Marco Rapisarda, Melania Leanza, Cristina Munzone, Nicola D’Antona, Grazia Maria Letizia Consoli, Paola Rizzarelli, Emanuela Teresa Agata Spina
Format: Article
Language:English
Published: MDPI AG 2023-02-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/4/1869
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author Loredana Ferreri
Marco Rapisarda
Melania Leanza
Cristina Munzone
Nicola D’Antona
Grazia Maria Letizia Consoli
Paola Rizzarelli
Emanuela Teresa Agata Spina
author_facet Loredana Ferreri
Marco Rapisarda
Melania Leanza
Cristina Munzone
Nicola D’Antona
Grazia Maria Letizia Consoli
Paola Rizzarelli
Emanuela Teresa Agata Spina
author_sort Loredana Ferreri
collection DOAJ
description A hydrophobic calix[4]arene derivative was investigated for its iodine (I<sub>2</sub>) capture efficiency from gaseous and liquid phase. The iodine uptake was followed by UV-vis spectroscopy. Additionally, the influence of the calix[4]arene derivative–polyolefin system on the leaching of iodine through packaging from a povidone-iodine-based (PVP-I) formulation was evaluated. In fact, iodine is a low-cost, multi-target, and broad-spectrum antiseptic. However, it is volatile, and the extended storage of I<sub>2</sub>-based formulations is challenging in plastic packaging. Here, we investigated the possibility of reducing the loss of I<sub>2</sub> from an iodophor formulation by incorporating 4-<i>tert</i>-butylcalix [4]arene-tetraacetic acid tetraethyl ester (CX) and its iodine complex in high-density polyethylene (HDPE) or polypropylene (PP) via a swelling procedure. Surface and bulk changes were monitored by contact angle, thermogravimetric analysis (TGA), and UV-vis diffuse reflectance spectra. The barrier effect of the different polymeric systems (embedded with CX, iodine-CX complex, or I2) was evaluated by monitoring the I2 retention in a buffered PVP-I solution by UV-vis spectroscopy. Overall, experimental data showed the capability of the calix[4]arene derivative to complex iodine in solution and the solid state and a significant reduction in the iodine leaching by the PP-CX systems.
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spelling doaj.art-72355aacfaa2472f847323658e1562bc2023-11-16T22:24:23ZengMDPI AGMolecules1420-30492023-02-01284186910.3390/molecules28041869Calix[4]arene Derivative for Iodine Capture and Effect on Leaching of Iodine through PackagingLoredana Ferreri0Marco Rapisarda1Melania Leanza2Cristina Munzone3Nicola D’Antona4Grazia Maria Letizia Consoli5Paola Rizzarelli6Emanuela Teresa Agata Spina7Institute of Biomolecular Chemistry, CNR, Via Paolo Gaifami 18, 95126 Catania, ItalyInstitute for Polymers, Composites and Biomaterials, CNR, Via Paolo Gaifami 18, 95126 Catania, ItalyInstitute for Polymers, Composites and Biomaterials, CNR, Via Paolo Gaifami 18, 95126 Catania, ItalyDepartment of Chemistry, University of Catania, Viale A. Doria 6, 95125 Catania, ItalyInstitute of Biomolecular Chemistry, CNR, Via Paolo Gaifami 18, 95126 Catania, ItalyInstitute of Biomolecular Chemistry, CNR, Via Paolo Gaifami 18, 95126 Catania, ItalyInstitute for Polymers, Composites and Biomaterials, CNR, Via Paolo Gaifami 18, 95126 Catania, ItalyInstitute for Polymers, Composites and Biomaterials, CNR, Via Paolo Gaifami 18, 95126 Catania, ItalyA hydrophobic calix[4]arene derivative was investigated for its iodine (I<sub>2</sub>) capture efficiency from gaseous and liquid phase. The iodine uptake was followed by UV-vis spectroscopy. Additionally, the influence of the calix[4]arene derivative–polyolefin system on the leaching of iodine through packaging from a povidone-iodine-based (PVP-I) formulation was evaluated. In fact, iodine is a low-cost, multi-target, and broad-spectrum antiseptic. However, it is volatile, and the extended storage of I<sub>2</sub>-based formulations is challenging in plastic packaging. Here, we investigated the possibility of reducing the loss of I<sub>2</sub> from an iodophor formulation by incorporating 4-<i>tert</i>-butylcalix [4]arene-tetraacetic acid tetraethyl ester (CX) and its iodine complex in high-density polyethylene (HDPE) or polypropylene (PP) via a swelling procedure. Surface and bulk changes were monitored by contact angle, thermogravimetric analysis (TGA), and UV-vis diffuse reflectance spectra. The barrier effect of the different polymeric systems (embedded with CX, iodine-CX complex, or I2) was evaluated by monitoring the I2 retention in a buffered PVP-I solution by UV-vis spectroscopy. Overall, experimental data showed the capability of the calix[4]arene derivative to complex iodine in solution and the solid state and a significant reduction in the iodine leaching by the PP-CX systems.https://www.mdpi.com/1420-3049/28/4/1869iodine capturecalix[4]arenepovidone-iodinepolyethylenepolypropyleneiodophore
spellingShingle Loredana Ferreri
Marco Rapisarda
Melania Leanza
Cristina Munzone
Nicola D’Antona
Grazia Maria Letizia Consoli
Paola Rizzarelli
Emanuela Teresa Agata Spina
Calix[4]arene Derivative for Iodine Capture and Effect on Leaching of Iodine through Packaging
Molecules
iodine capture
calix[4]arene
povidone-iodine
polyethylene
polypropylene
iodophore
title Calix[4]arene Derivative for Iodine Capture and Effect on Leaching of Iodine through Packaging
title_full Calix[4]arene Derivative for Iodine Capture and Effect on Leaching of Iodine through Packaging
title_fullStr Calix[4]arene Derivative for Iodine Capture and Effect on Leaching of Iodine through Packaging
title_full_unstemmed Calix[4]arene Derivative for Iodine Capture and Effect on Leaching of Iodine through Packaging
title_short Calix[4]arene Derivative for Iodine Capture and Effect on Leaching of Iodine through Packaging
title_sort calix 4 arene derivative for iodine capture and effect on leaching of iodine through packaging
topic iodine capture
calix[4]arene
povidone-iodine
polyethylene
polypropylene
iodophore
url https://www.mdpi.com/1420-3049/28/4/1869
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AT marcorapisarda calix4arenederivativeforiodinecaptureandeffectonleachingofiodinethroughpackaging
AT melanialeanza calix4arenederivativeforiodinecaptureandeffectonleachingofiodinethroughpackaging
AT cristinamunzone calix4arenederivativeforiodinecaptureandeffectonleachingofiodinethroughpackaging
AT nicoladantona calix4arenederivativeforiodinecaptureandeffectonleachingofiodinethroughpackaging
AT graziamarialetiziaconsoli calix4arenederivativeforiodinecaptureandeffectonleachingofiodinethroughpackaging
AT paolarizzarelli calix4arenederivativeforiodinecaptureandeffectonleachingofiodinethroughpackaging
AT emanuelateresaagataspina calix4arenederivativeforiodinecaptureandeffectonleachingofiodinethroughpackaging