Fungal decay resistance of wood impregnated with parahalophenyl para-tolyl sulfonamides

Abstract

We are investigating wood decay biocides that are both effective in protecting wood from decay and more environmentally compatible than other biocides. A series of halophenyl sulfonamides were synthesized and characterized by infrared and neuclear magnetic resonance spectroscopy. Wood impregnated with these compounds was tested for resistance to decay as well as water leaching. Wood impregnated with para-iodophenyl or para-fluorophenyl para-tolyl sulfonamides resisted decay by brown- and white-rot fungi. For wood impregnated with para-iodophenyl para-tolyl sulfonamide, threshold retention with the brown-rot fungus Gloeophyllum trabeum was 9.1 mmol/ 100 g solution for unleached blocks. For leached blocks, weight loss was very high (24.6%), which indicated that threshold retention will be substantially higher than 9.1 mmol/100 g solution. With the white-rot fungus Coriolus versicolor, threshold retentions were 2.9 and 5.6 mmol/100 g solution, respectively, for unleached and leached blocks. Leaching of the blocks treated with the iodo compound slightly decreased resistance to decay by C. versicolor. For wood impregnated with parafluorophenyl para-tolyl sulfonamide, threshold retentions with both G. trabeum and C. versicolor were very close to 9.0 and 9.2 mmol/100 g solution, respectively, for leached and unleached blocks. Leaching had a little effect on resistance to decay by both fungi. Wood impregnated with parachlorophenyl or bromophenyl para-tolyl sulfonamide was ineffective in resisting decay by both fungi.