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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.

australian journal of chemistry

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