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Upgrading castor oil: From heptanal to non-isocyanate poly(amide-hydroxyurethane)s

  • Identification data

    Identifier: imarina:5132316
    Authors:
    Ruiz, L. Aghmiz, A. Masdeu-Bulto, A. M. Lligadas, G. Ronda, J. C. Galia, M. Cadiz, V.
    Abstract:
    Intensive research has recently been carried out to synthesize non-isocyanate polyurethanes (NIPUs) from five-membered cyclic carbonates and amines as a sustainable route to industrial relevant polyurethanes. Herein, an activated disubstituted cyclic carbonate and methyl ester containing monomer CE was prepared using castor oil based heptanal and CO2. Good results for the catalytic cycloaddition have been obtained using renewable sugar cane bagasse in combination with TBAB, and this system has been shown to be recyclable. A novel poly(amide-hydroxyurethane) (PAHU) was obtained by bulk ringopening and amidation polymerization of high reactive CE with 1,6-diaminohexane at low temperature and in absence of catalyst. PAHU contains aliphatic pendant moieties allowing its self-assembling into nanoparticles in aqueous solution, showing potential application in catalysis or drug delivery among other applications.
  • Others:

    Author, as appears in the article.: Ruiz, L. Aghmiz, A. Masdeu-Bulto, A. M. Lligadas, G. Ronda, J. C. Galia, M. Cadiz, V.
    Department: Química Analítica i Química Orgànica Química Física i Inorgànica
    URV's Author/s: Cádiz Deleito, Maria Virginia / Galià Clua, Marina Teresa / Lligadas Puig, Gerard / Masdeu Bultó, Anna Maria / Ronda Bargalló, Juan Carlos
    Project code: CTQ2016-75016-R
    Keywords: Vegetable oils Non-isocyanate polyurethanes Carbon dioxide chemistry
    Abstract: Intensive research has recently been carried out to synthesize non-isocyanate polyurethanes (NIPUs) from five-membered cyclic carbonates and amines as a sustainable route to industrial relevant polyurethanes. Herein, an activated disubstituted cyclic carbonate and methyl ester containing monomer CE was prepared using castor oil based heptanal and CO2. Good results for the catalytic cycloaddition have been obtained using renewable sugar cane bagasse in combination with TBAB, and this system has been shown to be recyclable. A novel poly(amide-hydroxyurethane) (PAHU) was obtained by bulk ringopening and amidation polymerization of high reactive CE with 1,6-diaminohexane at low temperature and in absence of catalyst. PAHU contains aliphatic pendant moieties allowing its self-assembling into nanoparticles in aqueous solution, showing potential application in catalysis or drug delivery among other applications.
    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
    licence for use: https://creativecommons.org/licenses/by/3.0/es/
    ISSN: 00323861
    Author's mail: marina.galia@urv.cat annamaria.masdeu@urv.cat juancarlos.ronda@urv.cat gerard.lligadas@urv.cat
    Author identifier: 0000-0002-4359-4510 0000-0001-7938-3902 0000-0002-0668-6600 0000-0002-8519-1840
    Record's date: 2024-09-07
    Project code 2: MAT2014-53652-R
    Founding program 2: plan; Excelencia
    Papper version: info:eu-repo/semantics/acceptedVersion
    Funding program: PROGRAMA ESTATAL DE INVESTIGACIÓN, DESARROLLO E INNOVACIÓN ORIENTADA A LOS RETOS DE LA SOCIEDAD
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Polymer. 124 226-234
    APA: Ruiz, L. Aghmiz, A. Masdeu-Bulto, A. M. Lligadas, G. Ronda, J. C. Galia, M. Cadiz, V. (2017). Upgrading castor oil: From heptanal to non-isocyanate poly(amide-hydroxyurethane)s. Polymer, 124(), 226-234. DOI: 10.1016/j.polymer.2017.07.070
    Acronym: ECO2VALCAT
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2017
    Funding program action: VALORIZACION EFICIENTE DE CO2 A COMBUSTIBLES Y COMPUESTOS DE ALTO VALOR AÑADIDO MEDIANTE CATALISIS HOMOGENEA Y NANO-CATALISIS
    Publication Type: Journal Publications
  • Keywords:

    Materials Chemistry,Organic Chemistry,Polymer Science,Polymers and Plastics
    Vegetable oils
    Non-isocyanate polyurethanes
    Carbon dioxide chemistry
    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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