Articles producció científica> Química Analítica i Química Orgànica

Sequential dual curing by selective Michael addition and free radical polymerization of acetoacetate-acrylate-methacrylate mixtures

  • Identification data

    Identifier: imarina:5131536
    Authors:
    Konuray A., Ruiz A., Morancho J., Salla J., Fernández-Francos X., Serra À., Ramis X.
    Abstract:
    A new family of poly(keto ester)-poly(methacrylate) thermosets based on off-stoichiometric acetoacetate-acrylate/methacrylate formulations has been prepared and characterized. The first stage of curing is a self-limiting click Michael addition between acetoacetate and acrylate groups at room temperature and the second stage is a methacrylate radical photopolymerization. An analysis of the reaction kinetics confirmed that acetoacetate reacts selectively with acrylates, leaving methacrylates completely unreacted after the first curing stage. It was found that acrylate-rich mixtures achieve complete conversion at the end of both curing stages. In methacrylate-rich formulations the dilution effect of this monomer leads to a slow curing rate and a certain amount of unreacted acrylates in the first curing stage, which react completely after irradiation in the second curing stage. The prepared materials are gelled after acetoacetate/acrylate Michael addition and show a wide range of properties at both curing stages that can be tailored by changing the relative contribution of the Michael and radical vinyl homopolymerization reactions. The latency of the formulations at the beginning of the second stage can be regulated as desired by irradiation.
  • Others:

    Author, as appears in the article.: Konuray A., Ruiz A., Morancho J., Salla J., Fernández-Francos X., Serra À., Ramis X.
    Department: Química Analítica i Química Orgànica
    URV's Author/s: Fernández Francos, Xavier / Serra Albet, Maria Angels
    Keywords: Thermosets Michael addition Free-radical polymerization Dual-curing Crosslinking Click chemistry Acrylates Acrylate Acetoacetate
    Abstract: A new family of poly(keto ester)-poly(methacrylate) thermosets based on off-stoichiometric acetoacetate-acrylate/methacrylate formulations has been prepared and characterized. The first stage of curing is a self-limiting click Michael addition between acetoacetate and acrylate groups at room temperature and the second stage is a methacrylate radical photopolymerization. An analysis of the reaction kinetics confirmed that acetoacetate reacts selectively with acrylates, leaving methacrylates completely unreacted after the first curing stage. It was found that acrylate-rich mixtures achieve complete conversion at the end of both curing stages. In methacrylate-rich formulations the dilution effect of this monomer leads to a slow curing rate and a certain amount of unreacted acrylates in the first curing stage, which react completely after irradiation in the second curing stage. The prepared materials are gelled after acetoacetate/acrylate Michael addition and show a wide range of properties at both curing stages that can be tailored by changing the relative contribution of the Michael and radical vinyl homopolymerization reactions. The latency of the formulations at the beginning of the second stage can be regulated as desired by irradiation.
    Thematic Areas: Química Polymers and plastics Polymer science Physics and astronomy (miscellaneous) Physics and astronomy (all) Organic chemistry Odontología Materials chemistry Materiais Interdisciplinar General physics and astronomy Farmacia Engenharias iv Engenharias iii Engenharias ii Engenharias i Ciências ambientais Ciência de alimentos Ciência da computação Biotecnología Astronomia / física Arquitetura, urbanismo e design
    ISSN: 00143057
    Author's mail: angels.serra@urv.cat xavier.fernandez@urv.cat
    Author identifier: 0000-0003-1387-0358 0000-0002-3492-2922
    Last page: 46
    Record's date: 2024-09-07
    Journal volume: 98
    Papper version: info:eu-repo/semantics/acceptedVersion
    Link to the original source: https://www.sciencedirect.com/science/article/abs/pii/S0014305717304391
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: European Polymer Journal. 98 39-46
    APA: Konuray A., Ruiz A., Morancho J., Salla J., Fernández-Francos X., Serra À., Ramis X. (2018). Sequential dual curing by selective Michael addition and free radical polymerization of acetoacetate-acrylate-methacrylate mixtures. European Polymer Journal, 98(), 39-46. DOI: 10.1016/j.eurpolymj.2017.11.003
    Article's DOI: 10.1016/j.eurpolymj.2017.11.003
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2018
    First page: 39
    Publication Type: Journal Publications
  • Keywords:

    Materials Chemistry,Organic Chemistry,Physics and Astronomy (Miscellaneous),Polymer Science,Polymers and Plastics
    Thermosets
    Michael addition
    Free-radical polymerization
    Dual-curing
    Crosslinking
    Click chemistry
    Acrylates
    Acrylate
    Acetoacetate
    Química
    Polymers and plastics
    Polymer science
    Physics and astronomy (miscellaneous)
    Physics and astronomy (all)
    Organic chemistry
    Odontología
    Materials chemistry
    Materiais
    Interdisciplinar
    General physics and astronomy
    Farmacia
    Engenharias iv
    Engenharias iii
    Engenharias ii
    Engenharias i
    Ciências ambientais
    Ciência de alimentos
    Ciência da computação
    Biotecnología
    Astronomia / física
    Arquitetura, urbanismo e design
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