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Open Access Article << Previous     |     Next >>   Contents Vol 63(10)

Wood Protection Properties of Quaternary Ammonium Arylspiroborate Esters Derived from Naphthalene 2,3-Diol, 2,2′-Biphenol and 3-Hydroxy-2-naphthoic Acid

Jenny M. Carr A, Peter J. Duggan B G, David G. Humphrey A E, James A. Platts C, Edward M. Tyndall D F

A CSIRO Materials Science and Engineering, Private Bag 33, Clayton South MDC, Vic. 3169, Australia.
B CSIRO Molecular and Health Technologies, Private Bag 10, Clayton South, Vic. 3169, Australia.
C School of Chemistry, Cardiff University, Cardiff CF10 3AT, UK.
D Centre for Green Chemistry, Monash University, Melbourne, Vic. 3800, Australia.
E Present address: Arch Wood Protection (Aust) Pty Ltd, Unit 3, Aerolink Business Park, 85–91 Keilor Park Drive, Tullamarine, Vic. 3043, Australia.
F Present address: Biota Holdings Ltd, 10/585 Blackburn Road, Notting Hill, Vic. 3168, Australia.
G Corresponding author. Email: peter.duggan@csiro.au
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In continuation of a program aimed at developing a boron-based, high performing and environmentally benign wood preservative suitable for outdoor use, three lipophilic tetra-n-butylammonium spiroborates, tetra-n-butylammonium bis[naphthalene-2,3-diolato(2-)-O,O′]borate 4, tetra-n-butylammonium bis[2,2′-biphenolato(2-)-O,O′]borate 5 and tetra-n-butylammonium bis[3-hydroxy-2-naphthoato(2-)-O,O′]borate 6 were prepared and tested. The higher molecular weight and lipophilicity of these borates compared with related borates previously examined correlates, in the case of 5 and 6, with significantly enhanced leach resistance while termiticidal activity has been maintained. The racemic spiroborate derived from 2,2′-biphenol 5, in particular, appears to be close to an optimum balance between ease of synthesis, solubility, hydrolytic stability and termiticidal activity.


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