Articles producció científica> Química Analítica i Química Orgànica

Synthesis and characterization of new bio-based poly(acylhydrazone) vanillin vitrimers

  • Dades identificatives

    Identificador: imarina:9246551
    Autors:
    Roig, AdriaPetrauskaite, AinaRamis, XavierDe la Flor, SilviaSerra, Angels
    Resum:
    New acylhydrazone vitrimeric-type materials have been studied. These materials can be efficiently relaxed, without the addition of an external catalyst, through an exchange process that has been confirmed as imine metathesis, which differs from the previously reported transimination process in linear polymers. This is the first article that develops vitrimers with high T-g and fast relaxation based on poly(acylhydrazone)s. These materials have been prepared by condensing stoichiometric amounts of glycidyl vanillin and aliphatic dihydrazides of different chain lengths. The curing reaction takes advantage of the different reactivity of formyl and glycidyl groups and proceeds in two sequential steps: a first condensation of the formyl group of vanillin with dihydrazide monomers at low temperature followed by reaction of the remaining hydrazides with the epoxide, which requires temperatures above 150 degrees C. The complete disappearance of the initial reactive groups has been confirmed by FTIR spectroscopy. The thermomechanical characteristics have been evaluated by DMTA, obtaining T(g)s above 100 degrees C for the materials prepared, which present excellent vitrimeric features with very short relaxation times. Using model compounds, we were able to demonstrate that imine metathesis is responsible for the exchange process. The thermal stability of these materials has been rated by TGA. Poly(acylhydrazone) materials showed good recycling and self-healing abilities and could be hydrolyzed in an acidic medium.
  • Altres:

    Autor segons l'article: Roig, Adria; Petrauskaite, Aina; Ramis, Xavier; De la Flor, Silvia; Serra, Angels
    Departament: Enginyeria Mecànica Química Analítica i Química Orgànica
    Autor/s de la URV: De la Flor Lopez, Silvia / Roig De Arespacochaga, Anna / Serra Albet, Maria Angels
    Paraules clau: Shape-memory Polymers Hydrogels Exchange Epoxy Dynamers
    Resum: New acylhydrazone vitrimeric-type materials have been studied. These materials can be efficiently relaxed, without the addition of an external catalyst, through an exchange process that has been confirmed as imine metathesis, which differs from the previously reported transimination process in linear polymers. This is the first article that develops vitrimers with high T-g and fast relaxation based on poly(acylhydrazone)s. These materials have been prepared by condensing stoichiometric amounts of glycidyl vanillin and aliphatic dihydrazides of different chain lengths. The curing reaction takes advantage of the different reactivity of formyl and glycidyl groups and proceeds in two sequential steps: a first condensation of the formyl group of vanillin with dihydrazide monomers at low temperature followed by reaction of the remaining hydrazides with the epoxide, which requires temperatures above 150 degrees C. The complete disappearance of the initial reactive groups has been confirmed by FTIR spectroscopy. The thermomechanical characteristics have been evaluated by DMTA, obtaining T(g)s above 100 degrees C for the materials prepared, which present excellent vitrimeric features with very short relaxation times. Using model compounds, we were able to demonstrate that imine metathesis is responsible for the exchange process. The thermal stability of these materials has been rated by TGA. Poly(acylhydrazone) materials showed good recycling and self-healing abilities and could be hydrolyzed in an acidic medium.
    Àrees temàtiques: Química Polymers and plastics Polymer science Organic chemistry Engenharias ii Biomedical engineering Bioengineering Biochemistry
    Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
    Adreça de correu electrònic de l'autor: angels.serra@urv.cat silvia.delaflor@urv.cat
    Identificador de l'autor: 0000-0003-1387-0358 0000-0002-6851-1371
    Data d'alta del registre: 2024-11-02
    Versió de l'article dipositat: info:eu-repo/semantics/submittedVersion
    Enllaç font original: https://pubs.rsc.org/en/content/articlelanding/2022/py/d1py01694f
    URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referència a l'article segons font original: Polymer Chemistry. 13 (11): 1510-1519
    Referència de l'ítem segons les normes APA: Roig, Adria; Petrauskaite, Aina; Ramis, Xavier; De la Flor, Silvia; Serra, Angels (2022). Synthesis and characterization of new bio-based poly(acylhydrazone) vanillin vitrimers. Polymer Chemistry, 13(11), 1510-1519. DOI: 10.1039/d1py01694f
    DOI de l'article: 10.1039/d1py01694f
    Entitat: Universitat Rovira i Virgili
    Any de publicació de la revista: 2022
    Tipus de publicació: Journal Publications
  • Paraules clau:

    Biochemistry,Bioengineering,Biomedical Engineering,Organic Chemistry,Polymer Science,Polymers and Plastics
    Shape-memory
    Polymers
    Hydrogels
    Exchange
    Epoxy
    Dynamers
    Química
    Polymers and plastics
    Polymer science
    Organic chemistry
    Engenharias ii
    Biomedical engineering
    Bioengineering
    Biochemistry
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