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Vitrimeric Epoxy-Amine Polyimine Networks Based on a Renewable Vanillin Derivative

  • Identification data

    Identifier: imarina:9286956
    Authors:
    Roig, AdriaHidalgo, PereRamis, XavierDe la Flor, SilviaSerra, Angels
    Abstract:
    A series of bio-based polyimine vitrimers was obtained and characterized. A diimine-diglycidyl monomer (DIDG) was synthesized by condensing vanillin with 4,4 '-oxydianiline (ODA) and further glycidylation with epichlorohydrin. This compound was cross-linked with three different Jeffamines (Jeff230, JeffD400, and JeffT403) with a different number of poly(propylene glycol) units in their structure and different functionalities. Trimethylolpropane triglycidyl ether (TMPTE) was added to the formulation to improve the thermal, mechanical, and thermomechanical properties. All of the materials prepared showed Tg's above 66 degrees C, good vitrimeric behavior being the maximum relaxation rate reached by the material prepared from JeffD400, which also allows the most extensive degradation when treated with an acidic aqueous solution. These polyimine vitrimers can entirely relax the stress in less than 10.5 min at 150 degrees C without any added catalyst. All of the materials prepared could be satisfactorily recycled up to 200 degrees C also presenting an excellent self-welding ability.
  • Others:

    Author, as appears in the article.: Roig, Adria; Hidalgo, Pere; Ramis, Xavier; De la Flor, Silvia; Serra, Angels;
    Department: Enginyeria Mecànica Química Analítica i Química Orgànica
    URV's Author/s: De la Flor Lopez, Silvia / Serra Albet, Maria Angels
    Keywords: Vitrimers Vanillin Transesterification Self-welding Reprocessability Recyclability Imine metathesis Covalent adaptable networks Catalyst vitrimers transesterification self-welding recyclability imine metathesis covalent adaptable networks catalyst
    Abstract: A series of bio-based polyimine vitrimers was obtained and characterized. A diimine-diglycidyl monomer (DIDG) was synthesized by condensing vanillin with 4,4 '-oxydianiline (ODA) and further glycidylation with epichlorohydrin. This compound was cross-linked with three different Jeffamines (Jeff230, JeffD400, and JeffT403) with a different number of poly(propylene glycol) units in their structure and different functionalities. Trimethylolpropane triglycidyl ether (TMPTE) was added to the formulation to improve the thermal, mechanical, and thermomechanical properties. All of the materials prepared showed Tg's above 66 degrees C, good vitrimeric behavior being the maximum relaxation rate reached by the material prepared from JeffD400, which also allows the most extensive degradation when treated with an acidic aqueous solution. These polyimine vitrimers can entirely relax the stress in less than 10.5 min at 150 degrees C without any added catalyst. All of the materials prepared could be satisfactorily recycled up to 200 degrees C also presenting an excellent self-welding ability.
    Thematic Areas: Process chemistry and technology Polymers and plastics Polymer science Organic chemistry Materials science, multidisciplinary
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    Author's mail: angels.serra@urv.cat silvia.delaflor@urv.cat
    Author identifier: 0000-0003-1387-0358 0000-0002-6851-1371
    Record's date: 2024-09-07
    Papper version: info:eu-repo/semantics/publishedVersion
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Acs Applied Polymer Materials. 4 (12): 9341-9350
    APA: Roig, Adria; Hidalgo, Pere; Ramis, Xavier; De la Flor, Silvia; Serra, Angels; (2022). Vitrimeric Epoxy-Amine Polyimine Networks Based on a Renewable Vanillin Derivative. Acs Applied Polymer Materials, 4(12), 9341-9350. DOI: 10.1021/acsapm.2c01604
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2022
    Publication Type: Journal Publications
  • Keywords:

    Materials Science, Multidisciplinary,Organic Chemistry,Polymer Science,Polymers and Plastics,Process Chemistry and Technology
    Vitrimers
    Vanillin
    Transesterification
    Self-welding
    Reprocessability
    Recyclability
    Imine metathesis
    Covalent adaptable networks
    Catalyst
    vitrimers
    transesterification
    self-welding
    recyclability
    imine metathesis
    covalent adaptable networks
    catalyst
    Process chemistry and technology
    Polymers and plastics
    Polymer science
    Organic chemistry
    Materials science, multidisciplinary
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