Articles producció científica> Química Analítica i Química Orgànica

Synthesis of castor-oil based polyurethanes bearing alkene/alkyne groups and subsequent thiol-ene/yne post-modification

  • Identification data

    Identifier: imarina:9285503
    Authors:
    Comí MLligadas GRonda JCGalià MCádiz V
    Abstract:
    An efficient route to obtain allyl- and propargyl-containing diols from 10-undecen-1-ol, and their polymerization with isophorone diisocyanate to produce alkene- and alkyne-functionalized polyurethanes (PUs) is described. The bio-based PUs have been further modified by thiol-ene/yne coupling of thioglycerol into unsaturation to obtain a series of PUs with enhanced hydrophilicity. All the synthesized PUs were characterized by FTIR-ATR and NMR spectroscopy. As expected, the PUs were amorphous and DSC revealed glass transition temperatures in the range of 40 °C–5 °C for the PUs before and after modification. The PUs exhibited highly tunable thermal and mechanical properties. The mechanical properties of these bio-based polymers (E modulus from 774 MPa to 6 MPa and at break from 45% to 401%) make the suitable materials for a large range of applications. © 2016 Elsevier Ltd
  • Others:

    Author, as appears in the article.: Comí M; Lligadas G; Ronda JC; Galià M; Cádiz V
    Department: Química Analítica i Química Orgànica
    URV's Author/s: Cádiz Deleito, Maria Virginia / Galià Clua, Marina Teresa / Lligadas Puig, Gerard / Ronda Bargalló, Juan Carlos
    Keywords: Thiol-enes Thiol-ene/yne coupling Thermal and mechanical properties Propargyl Post-modification Polyurethanes Nuclear magnetic resonance spectroscopy Mechanical properties Isophorone diisocyanate Hydrocarbons Glass transition Functionalizations Functionalization Fourier transform infrared spectroscopy Castor oil-based polyurethanes Bio-based polymers Allyl- and propargyl-containing diols
    Abstract: An efficient route to obtain allyl- and propargyl-containing diols from 10-undecen-1-ol, and their polymerization with isophorone diisocyanate to produce alkene- and alkyne-functionalized polyurethanes (PUs) is described. The bio-based PUs have been further modified by thiol-ene/yne coupling of thioglycerol into unsaturation to obtain a series of PUs with enhanced hydrophilicity. All the synthesized PUs were characterized by FTIR-ATR and NMR spectroscopy. As expected, the PUs were amorphous and DSC revealed glass transition temperatures in the range of 40 °C–5 °C for the PUs before and after modification. The PUs exhibited highly tunable thermal and mechanical properties. The mechanical properties of these bio-based polymers (E modulus from 774 MPa to 6 MPa and at break from 45% to 401%) make the suitable materials for a large range of applications. © 2016 Elsevier Ltd
    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/
    Author's mail: marina.galia@urv.cat juancarlos.ronda@urv.cat gerard.lligadas@urv.cat
    Author identifier: 0000-0002-4359-4510 0000-0002-0668-6600 0000-0002-8519-1840
    Record's date: 2024-09-07
    Papper version: info:eu-repo/semantics/acceptedVersion
    Link to the original source: https://www.sciencedirect.com/science/article/abs/pii/S0032386116308576
    Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
    Papper original source: Polymer. 103 163-170
    APA: Comí M; Lligadas G; Ronda JC; Galià M; Cádiz V (2016). Synthesis of castor-oil based polyurethanes bearing alkene/alkyne groups and subsequent thiol-ene/yne post-modification. Polymer, 103(), 163-170. DOI: 10.1016/j.polymer.2016.09.057
    Article's DOI: 10.1016/j.polymer.2016.09.057
    Entity: Universitat Rovira i Virgili
    Journal publication year: 2016
    Publication Type: Journal Publications
  • Keywords:

    Materials Chemistry,Organic Chemistry,Polymer Science,Polymers and Plastics
    Thiol-enes
    Thiol-ene/yne coupling
    Thermal and mechanical properties
    Propargyl
    Post-modification
    Polyurethanes
    Nuclear magnetic resonance spectroscopy
    Mechanical properties
    Isophorone diisocyanate
    Hydrocarbons
    Glass transition
    Functionalizations
    Functionalization
    Fourier transform infrared spectroscopy
    Castor oil-based polyurethanes
    Bio-based polymers
    Allyl- and propargyl-containing diols
    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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