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Covalent fixation of boron in wood through transesterification with vinyl ester of carboxyphenylboronic acid

  • Mohamed Jebrane
  • , Ivo Heinmaa

    Publication: Contribution to journal › Journal article › peer-review

    Abstract

    Vinyl ester of 4-carboxyphenylboronic acid has been synthesized and tested as reactive reagent for permanent fixation of boron in wood based on an improved approach described previously. The essence of the method is a covalent incorporation of the boron compound via transesterification between wood hydroxyl groups and vinyl ester containing boron. The synthesis of this vinyl ester was accomplished by exchange reaction of vinyl acetate with 4-carboxyphenylboronic acid. The obtained vinyl ester of carboxyphenylboronic acid was characterized by FTIR and H-1-, and C-13-NMR spectroscopy. The covalent fixation of boron to wood's hydroxyl groups was achieved through potassium carbonate (K2CO3) catalyzed transesterification of the vinyl ester containing boron. The transesterification was confirmed by weight percentage gain (WPG) calculation, curcumin staining, FTIR, and C-13 CP-MAS NMR spectroscopy. The efficiency of the reaction improved with increasing temperature and reaction time.
    Original languageEnglish
    Pages (from-to)577-583
    Number of pages7
    JournalHolzforschung
    Volume70
    Issue number6
    DOIs
    Publication statusPublished - 2016

    Keywords

    • boronated wood
    • carboxyphenylboronic acid pinacol ester
    • leachability
    • permanent fixation
    • transesterification

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