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Preparation of Poly(β‐malic acid) via Direct Carbonylative Polymerization of Benzyl Glycidate

Yang, Jun ; Yang, Jin‐Chuang ; Lu, Xiao‐Bing ; Liu, Ye

Macromolecular rapid communications., 2023-02, Vol.44 (4), p.e2200694-n/a [Periódico revisado por pares]

Germany: Wiley Subscription Services, Inc

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  • Título:
    Preparation of Poly(β‐malic acid) via Direct Carbonylative Polymerization of Benzyl Glycidate
  • Autor: Yang, Jun ; Yang, Jin‐Chuang ; Lu, Xiao‐Bing ; Liu, Ye
  • Assuntos: Biocompatibility ; Biodegradability ; Biodegradation ; carbonylation ; Carbonyls ; Chemical synthesis ; epoxide ; poly(malic acid) ; polyester ; Polyesters ; Polyhydroxyalkanoates ; Polymalic acid ; Polymerization ; Polymers ; Reaction mechanisms ; Ring opening polymerization ; Substrates
  • É parte de: Macromolecular rapid communications., 2023-02, Vol.44 (4), p.e2200694-n/a
  • Notas: ObjectType-Article-1
    SourceType-Scholarly Journals-1
    ObjectType-Feature-2
    content type line 23
  • Descrição: Poly(malic acid) (PMLA) is a water‐soluble, biodegradable, biocompatible, and nontoxic polyester in the poly(hydroxyalkanoate) (PHA) family. it features various applications in pharmaceutical field. Herein, NaCo(CO)4 and pyridine derivatives are employed for direct carbonylative polymerization of benzyl glycidate (BG) for poly(β‐malic acid) production. Further investigation on reaction mechanism reveals that this polymerization undergoes a direct chain growth, rather than a sequential process involving β‐lactone intermediate. The low cost and facile preparation of epoxide substrate render this methodology extremely appealing that avoids the rather tedious procedures for β‐malolactonate synthesis required toward ring opening polymerization. This study also represents an alternative strategy over traditional methods for poly(β‐malic acid) production using step growth polycondensation of malic acid. The direct carbonylative polymerization of benzyl glycidate (BG), a cost effective and easily obtained epoxide substrate, affords the desired poly(β‐malic acid) derivative that avoids the rather tedious procedure for β‐malolactonate intermediate required toward ring opening polymerization. This study represents an alternative strategy to the traditional synthesis of poly(β‐malic acid) using one‐step growth polycondensation of malic acid.
  • Editor: Germany: Wiley Subscription Services, Inc
  • Idioma: Inglês
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  • Realização: ABCD-USP USP   Logos de Redes Sociais: Freepik

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