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Acrylate-macromonomers and telechelics of PBA by merging biphasic SET-LRP of BA, chain extension with MA and biphasic esterification

  • Dades identificatives

    Identificador: imarina:5132121
    Autors:
    Moreno, AdrianLiu, TongGalia, MarinaLligadas, GerardPercec, Virgil
    Resum:
    © 2018 The Royal Society of Chemistry. Single electron transfer-living radical polymerization (SET-LRP) provides excellent control over polymer chain-end functionality. The chain ends of poly(butyl acrylate) (PBA), prepared by biphasic SET-LRP in an acetone/water mixture using a non-activated Cu(0) wire/TREN/Cu(ii)X2 catalytic system, could not be reacted quantitatively using a biphasic reaction mixture of potassium acrylate (KA) in acetonitrile at 75 °C. This procedure was previously successfully applied to poly(methyl acrylate). The PBA chain ends showed lower reactivity due to their higher hydrophobicity and sterically hindered nature. However, the chain extension of α-bromo and α,ω-dibromo PBA with a few monomeric units of MA dramatically changed the reactivity of PBA. Thus, acrylate-functionalized macromonomers and telechelics based on PBA could be successfully prepared by merging biphasic SET-LRP, chain extension with MA and heterogeneous esterification with KA in acetonitrile at 75 °C. This three step methodology, that can be simplified by carrying out two or even three steps in one pot, is expected to become a general route for the preparation of acrylate-functionalized polyacrylates derived from monomers with hydrophobic and sterically hindered substituents.
  • Altres:

    Autor segons l'article: Moreno, Adrian; Liu, Tong; Galia, Marina; Lligadas, Gerard; Percec, Virgil
    Departament: Química Analítica i Química Orgànica
    Autor/s de la URV: Galià Clua, Marina Teresa / Lligadas Puig, Gerard
    Paraules clau: Hashtag Etiqueta «#» @uroweb @residentesaeu @infoAeu
    Resum: © 2018 The Royal Society of Chemistry. Single electron transfer-living radical polymerization (SET-LRP) provides excellent control over polymer chain-end functionality. The chain ends of poly(butyl acrylate) (PBA), prepared by biphasic SET-LRP in an acetone/water mixture using a non-activated Cu(0) wire/TREN/Cu(ii)X2 catalytic system, could not be reacted quantitatively using a biphasic reaction mixture of potassium acrylate (KA) in acetonitrile at 75 °C. This procedure was previously successfully applied to poly(methyl acrylate). The PBA chain ends showed lower reactivity due to their higher hydrophobicity and sterically hindered nature. However, the chain extension of α-bromo and α,ω-dibromo PBA with a few monomeric units of MA dramatically changed the reactivity of PBA. Thus, acrylate-functionalized macromonomers and telechelics based on PBA could be successfully prepared by merging biphasic SET-LRP, chain extension with MA and heterogeneous esterification with KA in acetonitrile at 75 °C. This three step methodology, that can be simplified by carrying out two or even three steps in one pot, is expected to become a general route for the preparation of acrylate-functionalized polyacrylates derived from monomers with hydrophobic and sterically hindered substituents.
    Àrees temàtiques: Química Polymers and plastics Polymer science Organic chemistry Engenharias ii Biomedical engineering Bioengineering Biochemistry
    ISSN: 17599954
    Adreça de correu electrònic de l'autor: marina.galia@urv.cat gerard.lligadas@urv.cat
    Identificador de l'autor: 0000-0002-4359-4510 0000-0002-8519-1840
    Pàgina final: 1971
    Data d'alta del registre: 2024-09-07
    Volum de revista: 9
    Versió de l'article dipositat: info:eu-repo/semantics/acceptedVersion
    Enllaç font original: https://pubs.rsc.org/en/content/articlelanding/2018/py/c8py00156a#!divAbstract
    URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
    Referència a l'article segons font original: Polymer Chemistry. 9 (15): 1961-1971
    Referència de l'ítem segons les normes APA: Moreno, Adrian; Liu, Tong; Galia, Marina; Lligadas, Gerard; Percec, Virgil (2018). Acrylate-macromonomers and telechelics of PBA by merging biphasic SET-LRP of BA, chain extension with MA and biphasic esterification. Polymer Chemistry, 9(15), 1961-1971. DOI: 10.1039/c8py00156a
    DOI de l'article: 10.1039/c8py00156a
    Entitat: Universitat Rovira i Virgili
    Any de publicació de la revista: 2018
    Pàgina inicial: 1961
    Tipus de publicació: Journal Publications
  • Paraules clau:

    Biochemistry,Bioengineering,Biomedical Engineering,Organic Chemistry,Polymer Science,Polymers and Plastics
    Química
    Polymers and plastics
    Polymer science
    Organic chemistry
    Engenharias ii
    Biomedical engineering
    Bioengineering
    Biochemistry
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