Articles producció científica> Química Analítica i Química Orgànica

Novel thermal curing of cycloaliphatic resins by thiol-epoxy click process with several multifunctional thiols

  • Identification data

    Identifier: imarina:5130696
    Authors:
    Guzmán D., Mateu B., Fernández-Francos X., Ramis X., Serra A.
    Abstract:
    Novel thermosets were prepared by the base-catalysed reaction between a cycloaliphatic resin (ECC) and various thiol crosslinkers. 4-(N,N-Dimethylaminopyridine) (DMAP) was used as base catalyst for the thiol-epox y reaction. A commercial tetrathiol (PETMP) and three different thiols synthesized by us, 6SH-SQ, 3SH-EU and 3SH-ISO, were tested. 6SH-SQ and 3SH-EU were prepared from vinyl or allyl compounds from renewable resources such as squalene and eugenol, respectively. Thiol 3SH-ISO was prepared starting from commercially available triallyl isocyanurate. A kinetic study of the mixtures was performed using differential scanning calorimetr y. Stoichiometric ECC/thiol/DMAP formulations were cured at 120 ∘ Cfor1h,at 150 ∘ C for 1 h and post-cured for 30 min at 200 ∘ C. The materials were characterized using Fourier transform infrared spectroscopy, thermogravimetric analysis and dynamic mechanical thermal analysis. The results revealed that the materials obtained from the synthesized thiols had higher thermal stability and glass transition temperatures than those obtained from the commercial PETMP. In addition, all the materials obtained exhibited very good transparency. This study proves the ability of multifunctional thiols to crosslink cycloaliphatic epoxy resins, leading to more flexible materials than those obtained by cationic homopolymerization of ECC or base- catalysed ECC-anhydride copolymerization.
  • Others:

    Author, as appears in the article.: Guzmán D., Mateu B., Fernández-Francos X., Ramis X., Serra A.
    Department: Química Analítica i Química Orgànica
    URV's Author/s: Fernández Francos, Xavier / Serra Albet, Maria Angels
    Keywords: Thiol–epoxy Thiol-epoxy Thermosets Squalene Eugenol Epoxy resins Cycloaliphatic epoxides Crosslinking Click chemistry Click
    Abstract: Novel thermosets were prepared by the base-catalysed reaction between a cycloaliphatic resin (ECC) and various thiol crosslinkers. 4-(N,N-Dimethylaminopyridine) (DMAP) was used as base catalyst for the thiol-epox y reaction. A commercial tetrathiol (PETMP) and three different thiols synthesized by us, 6SH-SQ, 3SH-EU and 3SH-ISO, were tested. 6SH-SQ and 3SH-EU were prepared from vinyl or allyl compounds from renewable resources such as squalene and eugenol, respectively. Thiol 3SH-ISO was prepared starting from commercially available triallyl isocyanurate. A kinetic study of the mixtures was performed using differential scanning calorimetr y. Stoichiometric ECC/thiol/DMAP formulations were cured at 120 ∘ Cfor1h,at 150 ∘ C for 1 h and post-cured for 30 min at 200 ∘ C. The materials were characterized using Fourier transform infrared spectroscopy, thermogravimetric analysis and dynamic mechanical thermal analysis. The results revealed that the materials obtained from the synthesized thiols had higher thermal stability and glass transition temperatures than those obtained from the commercial PETMP. In addition, all the materials obtained exhibited very good transparency. This study proves the ability of multifunctional thiols to crosslink cycloaliphatic epoxy resins, leading to more flexible materials than those obtained by cationic homopolymerization of ECC or base- catalysed ECC-anhydride copolymerization.
    Thematic Areas: Química Polymers and plastics Polymer science Organic chemistry Materials chemistry Materiais Interdisciplinar Farmacia Engenharias iv Engenharias iii Engenharias ii Engenharias i Ciências biológicas ii Ciências biológicas i Ciência de alimentos Biotecnología Biodiversidade Astronomia / física
    ISSN: 09598103
    Author's mail: angels.serra@urv.cat xavier.fernandez@urv.cat
    Author identifier: 0000-0003-1387-0358 0000-0002-3492-2922
    Last page: 1707
    Record's date: 2024-09-07
    Journal volume: 66
    Papper version: info:eu-repo/semantics/acceptedVersion
    Link to the original source: https://onlinelibrary.wiley.com/doi/abs/10.1002/pi.5336
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Polymer International. 66 (12): 1697-1707
    APA: Guzmán D., Mateu B., Fernández-Francos X., Ramis X., Serra A. (2017). Novel thermal curing of cycloaliphatic resins by thiol-epoxy click process with several multifunctional thiols. Polymer International, 66(12), 1697-1707. DOI: 10.1002/pi.5336
    Article's DOI: 10.1002/pi.5336
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2017
    First page: 1697
    Publication Type: Journal Publications
  • Keywords:

    Materials Chemistry,Organic Chemistry,Polymer Science,Polymers and Plastics
    Thiol–epoxy
    Thiol-epoxy
    Thermosets
    Squalene
    Eugenol
    Epoxy resins
    Cycloaliphatic epoxides
    Crosslinking
    Click chemistry
    Click
    Química
    Polymers and plastics
    Polymer science
    Organic chemistry
    Materials chemistry
    Materiais
    Interdisciplinar
    Farmacia
    Engenharias iv
    Engenharias iii
    Engenharias ii
    Engenharias i
    Ciências biológicas ii
    Ciências biológicas i
    Ciência de alimentos
    Biotecnología
    Biodiversidade
    Astronomia / física
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