Articles producció científica> Enginyeria Química

Ortho-substituted azobenzene: Shedding light on new benefits

  • Identification data

    Identifier: imarina:5643750
    Authors:
    Del Pezzo RBandeira NTrojanowska AFernandez Prieto SUnderiner TGiamberini MTylkowski B
    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.
  • Others:

    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
    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
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Article's DOI: 10.1515/pac-2018-0719
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2019
    Publication Type: Journal Publications
  • Keywords:

    Chemical Engineering (Miscellaneous),Chemistry,Chemistry (Miscellaneous),Chemistry, Multidisciplinary
    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
    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
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