Articles producció científica> Química Analítica i Química Orgànica

New allyl-functional catalytic comonomers for sequential thiol- Michael and radical thiol-ene reactions

  • Identification data

    Identifier: imarina:5131877
    Authors:
    Konuray O., Fernández-Francos X., Ramis X., Serra À.
    Abstract:
    Soft poly(thioether) thermosets have been synthesized by employing a two-step curing procedure based on click chemistry. The first stage of curing is a thiol-Michael addition between acrylates (or methacrylates) and thiols in excess, catalyzed by a set of novel tertiary amine catalyst comonomers with allyl functionality. Subsequently, the pendant allyl groups of the comonomer get incorporated into the polymer network by undergoing thiol-ene UV photopolymerization with the remaining thiols. The strong catalysis by the high concentration of tertiary amine groups facilitates quantitative conversions at the end of the first stage. All remaining functional groups are depleted after a short period of UV irradiation. Final materials are clear, transparent, and exhibit homogeneous network structures with alpha relaxation temperatures in the range 3-25 °C. This sub-ambient relaxation temperature range suggests these materials may be suitable for coating applications where delicate substrates are involved such as plastic, wood and paper.
  • Others:

    Author, as appears in the article.: Konuray O., Fernández-Francos X., Ramis X., Serra À.
    Department: Química Analítica i Química Orgànica
    URV's Author/s: Fernández Francos, Xavier / Serra Albet, Maria Angels
    Keywords: Thiol Michael addition Methacrylate Dual-curing Click reaction Click chemistry Acrylate
    Abstract: Soft poly(thioether) thermosets have been synthesized by employing a two-step curing procedure based on click chemistry. The first stage of curing is a thiol-Michael addition between acrylates (or methacrylates) and thiols in excess, catalyzed by a set of novel tertiary amine catalyst comonomers with allyl functionality. Subsequently, the pendant allyl groups of the comonomer get incorporated into the polymer network by undergoing thiol-ene UV photopolymerization with the remaining thiols. The strong catalysis by the high concentration of tertiary amine groups facilitates quantitative conversions at the end of the first stage. All remaining functional groups are depleted after a short period of UV irradiation. Final materials are clear, transparent, and exhibit homogeneous network structures with alpha relaxation temperatures in the range 3-25 °C. This sub-ambient relaxation temperature range suggests these materials may be suitable for coating applications where delicate substrates are involved such as plastic, wood and paper.
    Thematic Areas: Química Polymers and plastics Polymer science Organic chemistry Medicina ii Materials chemistry Materiais Interdisciplinar Farmacia Engenharias iv Engenharias iii Engenharias ii Ciências biológicas ii Ciências biológicas i Ciências agrárias i Biotecnología Astronomia / física
    ISSN: 00323861
    Author's mail: angels.serra@urv.cat xavier.fernandez@urv.cat
    Author identifier: 0000-0003-1387-0358 0000-0002-3492-2922
    Last page: 377
    Record's date: 2024-09-07
    Journal volume: 138
    Papper version: info:eu-repo/semantics/acceptedVersion
    Link to the original source: https://www.sciencedirect.com/science/article/abs/pii/S0032386118300995
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Polymer. 138 369-377
    APA: Konuray O., Fernández-Francos X., Ramis X., Serra À. (2018). New allyl-functional catalytic comonomers for sequential thiol- Michael and radical thiol-ene reactions. Polymer, 138(), 369-377. DOI: 10.1016/j.polymer.2018.01.073
    Article's DOI: 10.1016/j.polymer.2018.01.073
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2018
    First page: 369
    Publication Type: Journal Publications
  • Keywords:

    Materials Chemistry,Organic Chemistry,Polymer Science,Polymers and Plastics
    Thiol
    Michael addition
    Methacrylate
    Dual-curing
    Click reaction
    Click chemistry
    Acrylate
    Química
    Polymers and plastics
    Polymer science
    Organic chemistry
    Medicina ii
    Materials chemistry
    Materiais
    Interdisciplinar
    Farmacia
    Engenharias iv
    Engenharias iii
    Engenharias ii
    Ciências biológicas ii
    Ciências biológicas i
    Ciências agrárias i
    Biotecnología
    Astronomia / física
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