Articles producció científica> Enginyeria Mecànica

Preparation and Characterization of Novel Poly(thiourethane)-Poly(isocyanurate) Covalent Adaptable Networks: Effect of the Catalysts

  • Dades identificatives

    Identificador: imarina:9388637
    Autors:
    Guerrero, FedericoDe la Flor, SilviaSerra, Angels
    Resum:
    Poly(thiourethane)-based covalent adaptable networks are synthesized by reacting a trimer of hexamethylene diisocyanate (Desmodur N3300) containing isocyanurate groups in its structure with 1,6-hexanedithiol. The catalysts evaluated for this process include dibutyltin dilaurate (DBTDL), lanthanum triflate (La(OTf)3), and a thermal precursor of 1,8-diazabicyclo[5.4.0]undec-7-ene (BGDBU). The use of DBTDL results in the initiation of curing upon mixing, while the other two catalysts exhibit a latency period in the reactive mixture, with curing starting at about 90 degrees C. Notably, the use of the lanthanum salt produces an additional minor exothermic reaction at 80 degrees C. This phenomenon corresponds to the trimerization of isocyanates rending isocyanurates, leaving a portion of unreacted thiols. Materials prepared with BGDBU or La(OTf)3 present shorter relaxation times than those prepared with DBTDL. Nevertheless, the materials containing the lanthanum salt do not reach complete relaxation, likely due to the reinforcement of the permanent network through increased isocyanurate content. The formation of isocyanurates produces a stoichiometric imbalance, leaving unreacted thiols. This transforms the exchange process into a dual mechanism involving a dissociative process of thiourethanes to isocyanate and thiol, along with an interchange through thiol attacking the thiourethane group. The materials exhibit good recyclability and self-healing characteristics. Poly(thiourethane)-poly(isocyanurate) covalent adaptable networks are prepared for the first time using an industrially available triisocyanate. The study examines the impact of various catalysts (1,8-diazabicyclo[5.4.0]undec-7-ene, dibutyltin dilaurate, and lanthanum triflate) and their concentrations on the mater
  • Altres:

    Autor segons l'article: Guerrero, Federico; De la Flor, Silvia; Serra, Angels
    Departament: Enginyeria Mecànica
    Autor/s de la URV: De la Flor Lopez, Silvia / Guerrero Ruiz, Federico / Serra Albet, Maria Angels
    Paraules clau: 1,6-hexamethylene diisocyanate Catalysis Covalent adaptable networks Isocyanates Lanthanum Molecular structure Poly(isocyanurates) Poly(thiourethanes) Polyurethanes Recyclability Self-healin Self-healing Self‐healing Thermosets Triazines Trimerizatio
    Resum: Poly(thiourethane)-based covalent adaptable networks are synthesized by reacting a trimer of hexamethylene diisocyanate (Desmodur N3300) containing isocyanurate groups in its structure with 1,6-hexanedithiol. The catalysts evaluated for this process include dibutyltin dilaurate (DBTDL), lanthanum triflate (La(OTf)3), and a thermal precursor of 1,8-diazabicyclo[5.4.0]undec-7-ene (BGDBU). The use of DBTDL results in the initiation of curing upon mixing, while the other two catalysts exhibit a latency period in the reactive mixture, with curing starting at about 90 degrees C. Notably, the use of the lanthanum salt produces an additional minor exothermic reaction at 80 degrees C. This phenomenon corresponds to the trimerization of isocyanates rending isocyanurates, leaving a portion of unreacted thiols. Materials prepared with BGDBU or La(OTf)3 present shorter relaxation times than those prepared with DBTDL. Nevertheless, the materials containing the lanthanum salt do not reach complete relaxation, likely due to the reinforcement of the permanent network through increased isocyanurate content. The formation of isocyanurates produces a stoichiometric imbalance, leaving unreacted thiols. This transforms the exchange process into a dual mechanism involving a dissociative process of thiourethanes to isocyanate and thiol, along with an interchange through thiol attacking the thiourethane group. The materials exhibit good recyclability and self-healing characteristics. Poly(thiourethane)-poly(isocyanurate) covalent adaptable networks are prepared for the first time using an industrially available triisocyanate. The study examines the impact of various catalysts (1,8-diazabicyclo[5.4.0]undec-7-ene, dibutyltin dilaurate, and lanthanum triflate) and their concentrations on the material's properties. Results reveal the recyclability of the cross-linked network and its self-healing capabilities. image
    Àrees temàtiques: Engenharias ii Materiais Materials chemistry Organic chemistry Polymer science Polymers and plastics Química
    Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
    Adreça de correu electrònic de l'autor: silvia.delaflor@urv.cat federico.guerrero@estudiants.urv.cat federico.guerrero@estudiants.urv.cat angels.serra@urv.cat
    Identificador de l'autor: 0000-0002-6851-1371 0000-0001-7163-4068 0000-0001-7163-4068 0000-0003-1387-0358
    Data d'alta del registre: 2024-11-02
    Versió de l'article dipositat: info:eu-repo/semantics/publishedVersion
    Referència a l'article segons font original: Macromolecular Rapid Communications. 45 (19): e2400330-
    Referència de l'ítem segons les normes APA: Guerrero, Federico; De la Flor, Silvia; Serra, Angels (2024). Preparation and Characterization of Novel Poly(thiourethane)-Poly(isocyanurate) Covalent Adaptable Networks: Effect of the Catalysts. Macromolecular Rapid Communications, 45(19), e2400330-. DOI: 10.1002/marc.202400330
    URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
    Entitat: Universitat Rovira i Virgili
    Any de publicació de la revista: 2024
    Tipus de publicació: Journal Publications
  • Paraules clau:

    Materials Chemistry,Organic Chemistry,Polymer Science,Polymers and Plastics
    1,6-hexamethylene diisocyanate
    Catalysis
    Covalent adaptable networks
    Isocyanates
    Lanthanum
    Molecular structure
    Poly(isocyanurates)
    Poly(thiourethanes)
    Polyurethanes
    Recyclability
    Self-healin
    Self-healing
    Self‐healing
    Thermosets
    Triazines
    Trimerizatio
    Engenharias ii
    Materiais
    Materials chemistry
    Organic chemistry
    Polymer science
    Polymers and plastics
    Química
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