Author, as appears in the article.: Del Pezzo R; Bandeira N; Trojanowska A; Fernandez Prieto S; Underiner T; Giamberini M; Tylkowski B

Department: Enginyeria Química

URV's Author/s: Giamberini, Marta / Tylkowski, Bartosz

Keywords: To-trans isomerization Solvent Photoresponsive polymers Photoisomerization Ortho-substituted azobenzene Microcapsules Lowest electronic states Interfacial polymerization Encapsulation Derivatives Chemistry for beauty and health 2018 Azo Ab-initio

Abstract: ©2018 IUPAC & De Gruyter. This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License. For more information, please visit: http://creativecommons.org/licenses/by-nc-nd/4.0/ 2018. Novel functional polymeric microcapsules, based on modified azobenzene moieties, are exhaustively investigated, both from a theoretical and experimental points of view. Theoretical calculations and several measurements demonstrate that visible light can act as a trigger for release of encapsulated material, as a consequence of trans-cis isomerization which modifies microcapsule surface topography and can induce a squeezing release mechanism. Interfacial polymerization of an oil-in-water emulsion is performed and leads to core-shell microcapsules which are characterized by means of atomic force microscopy (AFM), optical microscopy (OM), scanning electron microscopy (SEM) and light scattering. These analyses put into evidence that microcapsules' size and surface morphology are strongly affected by irradiation under visible light: moreover, these changes can be reverted by sample exposure to temperatures around 50°C. This last evidence is also confirmed by NMR kinetic analyses on modified azobenzene moiety. Finally, it is shown that these smart microcapsules can be successfully used to get a controlled release of actives such as fragrancies, as a consequence of visible light irradiation, as confirmed by an olfactive panel.

Thematic Areas: Química Interdisciplinar General chemistry General chemical engineering Farmacia Ensino Engenharias ii Educação Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Ciências ambientais Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Chemical engineering (miscellaneous) Chemical engineering (all) Biotecnología Biodiversidade Astronomia / física

licence for use: https://creativecommons.org/licenses/by/3.0/es/

ISSN: 0033-4545

Author's mail: bartosz.tylkowski@urv.cat marta.giamberini@urv.cat

Author identifier: 0000-0002-4163-0178 0000-0001-8278-3552

Record's date: 2023-07-31

Papper version: info:eu-repo/semantics/publishedVersion

Link to the original source: https://www.degruyter.com/view/journals/pac/91/9/article-p1533.xml

Licence document URL: http://repositori.urv.cat/ca/proteccio-de-dades/

Papper original source: Pure And Applied Chemistry. 91 (9): 1533-1546

APA: Del Pezzo R; Bandeira N; Trojanowska A; Fernandez Prieto S; Underiner T; Giamberini M; Tylkowski B (2019). Ortho-substituted azobenzene: Shedding light on new benefits. Pure And Applied Chemistry, 91(9), 1533-1546. DOI: 10.1515/pac-2018-0719

Article's DOI: 10.1515/pac-2018-0719

Entity: Universitat Rovira i Virgili

Journal publication year: 2019

Publication Type: Journal Publications