Abstract
A novel treatment based on polyamidoamines (PAAs) for the preservation of wood against fungi and insects with a broad protection functionality, low effective concentration, and low environmental impact has been developed. PAAs were synthesized by nucleophile addition of ethanolamine (EtA) and/or 3-aminopropyltriethoxysilane (APTES) to N,N′-methylene-bisacrylamide (MBA). The molar ratios in the tested formulation were: I) MBA:EtA=1:1; II) MBA:APTES=1:1; III) MBA:EtA:APTES=1:0.5:0.5. These formulations, characterized by ESI-MS, NMR, FT-IR, were tested against: (a) the wood decay fungi (Coniophora puteana, Coriolus versicolor, and Poria placenta); (b) the subterranean termite Reticulitermes lucifugus, and the drywood termite Kalotermes flavicollis; (c) the woodborer Stegobium paniceum. Tests in combination with leaching showed that formulation II and III can be utilized as fungal wood preservatives for use classes 2–3 (EN 335:2013). In addition, all PAAs formulations were equally effective in preserving wood against the subterranean termite, and formulation II was most effective against drywood termite. On the other hand, the formulation I showed good efficacy against S. paniceum.
Acknowledgments
The research described in this paper is part of a project named “Nanosolwood”, supported by RENNER SpA, Minerbio, Bologna (IT).
References
Bergamonti, L., Chiappini, E., Predieri, G., Palanti, S., Maistrello, L. (2015) Wood preservative composition. International Patent Application WO 2015/004590 A1.Search in Google Scholar
Bravery, A.F. A miniaturised wood-block test for the rapid evaluation of wood preservative fungicides. IRG/WP 2113. International Research Group on Wood Protection, Stockholm, Sweden, 1979.Search in Google Scholar
Cappelletto, E., Maggini, S., Girardi, F., Bochicchio, G., Tessadri, B., Di Maggio, R. (2013) Wood surface protection with different alkoxysilanes: a hydrophobic barrier. Cellulose 20:3131–3141.10.1007/s10570-013-0038-9Search in Google Scholar
Chiappini, E., Liotta, G., Reguzzi, M.C., Battisti, A. Insetti e restauro. Legno, carta, tessuti, pellame e altri materiali. Calderini Edagricole, Bologna, 2001.Search in Google Scholar
Clausen, C.A., Kartal, S.N., Arango, R.A., Green, F. (2011) The role of particle size of particulate nano-zinc oxide wood preservatives on termite mortality and leach resistance. Nanoscale Res. Lett. 6:465.10.1186/1556-276X-6-465Search in Google Scholar
Danusso, F., Ferruti, P. (1970) Synthesis of tertiary amine polymers. Polymer 11:88–113.10.1016/0032-3861(70)90029-7Search in Google Scholar
Deutsch, D.S., Siani, A., Fanson, P.T., Hirata, H., Matsumoto, S., Williams, C.T., Amiridis M.D. (2007) FT-IR investigation of the thermal decomposition of poly(amidoamine) dendrimers and dendrimer-metal nanocomposites supported on Al2O3 and ZrO2. J. Phys. Chem. C 111:4246–4255.10.1021/jp065853dSearch in Google Scholar
Donath, S., Militz, H., Mai, C. (2006) Treatment of wood with aminofunctional silanes for protection against wood destroying fungi. Holzforschung 60:210–216.10.1515/HF.2006.035Search in Google Scholar
Eaton, R.A., Hale, M.D.C. Wood: decay, pests, and protection. Chapman and Hall, London, 1993.Search in Google Scholar
European Committee for Standardization EN 47. Wood preservatives. Determination of the toxic values against larvae of Hylotrupes bajulus (Linnaeus). (Laboratory method). European Committee for Standardization, Brussels, Belgium, 2005.Search in Google Scholar
European Committee for Standardization EN 49-2. Wood preservatives – determination of the protective effectiveness against Anobium punctatum (De Geer) by egglaying and larval survival – part 2: application by impregnation (Laboratory method). European Committee for Standardization, Brussels, Belgium, 2015.Search in Google Scholar
European Committee for Standardization EN 84. Wood preservatives – Accelerated ageing of treated wood prior to biological testing. Leaching procedure. European Committee for Standardization, Brussels, Belgium, 1997.Search in Google Scholar
European Committee for Standardization EN 113. Wood preservatives. Test method for determining the protective effectiveness against wood destroying basidiomycetes – Determination of the toxic values. European Committee for Standardization, Brussels, Belgium, 2006.Search in Google Scholar
European Committee for Standardization EN 335. Durability of wood and wood-based products – use classes: definitions, application to solid wood and wood-based products. European Committee for Standardization, Brussels, Belgium, 2013.Search in Google Scholar
European Committee for Standardization EN 15866. Conservation of cultural property – test methods – colour measurement of surfaces. European Committee for Standardization, Brussels, Belgium, 2010.Search in Google Scholar
Ferruti, P., Marchisio, M.A., Duncan, R. (2002) Poly(amido-amine)s: biomedical applications. Macromol. Rapid Commun. 23:332–355.10.1007/978-1-4757-9510-3_5Search in Google Scholar
Girardi, F., Maggini, S., Della Volpe, C., Cappelletto, E., Mueller, K., Siboni, S., Di Maggio, R. (2011) Hybrid organic-inorganic materials on paper: surface and thermo-mechanical properties. J. Sol-Gel Sci. Technol. 60:315–323.10.1007/s10971-011-2563-zSearch in Google Scholar
Girardi, F., Cappelletto, E., Sandak, J., Bochicchio, G., Tessadri, B., Palanti, S., Feci, E., Di Maggio, R. R. (2014) Hybrid organic-inorganic materials as coatings for protecting wood. Prog. Org. Coat. 77:449–457.10.1016/j.porgcoat.2013.11.010Search in Google Scholar
Hadi, Y.S., Nawawi, D.S., Herliyana, E.N., Lawniczak, M. (1998) Termite attack resistance of four polystyrene-impregnated woods from Poland. For. Prod. J. 48:60–62.Search in Google Scholar
Hadi, Y.S., Westin, M., Rasyid, E. (2005) Resistance of furfurylated wood to termite attack. Forest Prod. J. 55:85–88.Search in Google Scholar
Hadi, Y.S., Nurhayati, T., Jasni, A., Yamamoto, H., Kamiya N. (2010a) Smoked wood resistance against termite. J. Trop. For. Sci. 22:127–132.Search in Google Scholar
Hadi, Y.S., Nurhayati, T., Jasni, J., Yamamoto, H., Kamiya, N. (2010b) Smoked wood as an alternative for wood protection against termites. Forest Prod. J. 60:496–500.10.13073/0015-7473-60.6.496Search in Google Scholar
Hadi, Y.S., Nurhayati, T., Jasni, A., Yamamoto, H., Kamiya N. (2012) Resistance of smoked wood to subterranean and dry-wood termite attack. Int. Biodeter. Biodegr. 70:79–81.10.1016/j.ibiod.2011.06.010Search in Google Scholar
Hill, C.A.S, Farahani, M.R.M., Hale, M.D.C. (2004) The use of organo alkoxysilane coupling agents for wood preservation. Holzforschung 58:316–325.10.1515/HF.2004.049Search in Google Scholar
Hughes, A. The tools at our disposal, Final Workshop Cost Action E22. Lisbon, Portugal, 2004.Search in Google Scholar
Hwang, W.J., Yoshimura, T., Tsunoda, K., Imamura, Y. (2006) Efficacy of two alkylammonium compounds in controlling the attack on wood by western drywood termite, Incisitermes minor (Isopterae: Kalotermitidae). Sociobiology 48:471–478.Search in Google Scholar
Kalaitzakis, D., Smonou, I. (2012) Chemoenzymatic synthesis of stegobinone and stegobiol, the natural sex pheromone of the drugstore beetle Stegobium paniceum L. Eur. J. Org. Chem. 1:43–46.10.1002/ejoc.201101319Search in Google Scholar
Kartal, S.N., Terzi, E., Yoshimura, T., Arango, R., Clausen, C.A, Green, F. (2012) Preliminary evaluation of storax and its constituents: Fungal decay, mold and termite resistance. Int. Biodeter. Biodegr. 70:47–54.10.1016/j.ibiod.2012.02.002Search in Google Scholar
Lebow, S., Arango, R., Woodward, B., Lebow, P., Ohno, K. (2015) Efficacy of alternatives to zinc naphthenate for dip treatment of wood packaging materials. Int. Biodeter. Biodegr. 104:371–376.10.1016/j.ibiod.2015.07.006Search in Google Scholar
Maistrello, L., Berzolla, A., Macias-Pavon, I., Vignali, F., Predieri, G., Chiappini, E. (2012a) Wood impregnated with metal chelates dissolved in organic media tested for termite resistance. J. Entomol. Acarol. Res. 43:277–285.10.4081/jear.2011.277Search in Google Scholar
Maistrello, L., Martini, L., Macías-Pavon, I., Bortolini, S., Marchettini, N. (2012b) Evaluation of polyphenols-rich natural compounds as treatments to prevent attacks by subterranean and drywood termites: preliminary results. J. Entomol. Acarol. Res. 43:261–267.10.4081/jear.2011.261Search in Google Scholar
Moein, S., Rust, M. (1992) The effect of wood degradation by fungi on the feeding and survival of the West-Indian drywood termite, Cryptotermes brevis (Isoptera, Kalotermitidae). Sociobiology 20:29–39.Search in Google Scholar
Müller, G., Schöpper, C., Vos, H., Kharazipour, A., Polle, A. (2009) FTIR-ATR spectroscopic analysis of chages in wood properties during particle- and fibreboard production of hard- and softwood trees. Bioresources 4:49–71.10.15376/biores.4.1.49-71Search in Google Scholar
Murugan, R., Mohan, S., Bigotto, A. (1998) FTIR and Polarised Raman Spectra of Acrylamide and Polyacrylamide. J. Korean Phys. Soc. 32:505–512.Search in Google Scholar
Obounou-Akong, F., Gérardin, P., Thévenon, M.F., Gérardin-Charbonnier, C. (2015) Hydrogel-based boron salt formulations for wood preservation. Wood Sci. Technol. 49:443–456.10.1007/s00226-015-0701-4Search in Google Scholar
Palanti, S., Feci, E., Predieri, G., Vignali, F. (2010) Copper anchored to amino-group functionalized silica gel as wood preservative against brown-rot decay. Maderas-Cienc. Tecnol. T. 12:259–266.10.4067/S0718-221X2010000300010Search in Google Scholar
Palanti, S., Predieri, G., Vignali, F., Feci, E., Casoli, A., Conti, E. (2011) Copper complexes grafted to functionalized silica gel as wood preservatives against the brown rot fungus Coniophora puteana. Wood Sci. Technol. 45:707–718.10.1007/s00226-010-0396-5Search in Google Scholar
Pandey, K.K. (1999) A study of chemical structure of soft and hardwood and wood polymers by FTIR spectroscopy. J. Appl. Polym. Sci. 71:1969–1975.10.1002/(SICI)1097-4628(19990321)71:12<1969::AID-APP6>3.0.CO;2-DSearch in Google Scholar
Pandey, K.K., Pitman, A. J. (2003) FTIR studies of the changes in wood chemistry following decay by brown-rot and white-rot fungi. Int. Biodeter. Biodegr. 52:151–160.10.1016/S0964-8305(03)00052-0Search in Google Scholar
Pernak, J., Zabielska-Mateljuc, J., Kropacs, A., Foksowicz-Flaczyk, J. (2004) Ionic liquid in wood preservation. Holzforschung 52:286–291.10.1515/HF.2004.044Search in Google Scholar
Rahman, I.A., Jafarzadeh, M., Sipaut, C. S. (2009) Synthesis of organo-functionalized nanosilica via cocondensation modification using aminopropyltriethoxysilane (APTES). Ceram. Int. 35:1883–1888.10.1016/j.ceramint.2008.10.028Search in Google Scholar
Robinson, W.H. Urban entomology. Chapman and Hall, London, 1996.10.1007/978-1-4613-0437-1Search in Google Scholar
Sèbe, G., Brook, M.A. (2001) Hydrophobization of wood surfaces: covalent grafting of silicone polymers. Wood Sci. Technol. 35:269–28.10.1007/s002260100091Search in Google Scholar
Suhasman, S., Nadi, Y.S., Massijaya, M.Y., Santoso, A. (2012) Binder less particleboard esistance to termite attack. For. Prod. J. 62:412–415.Search in Google Scholar
Sunarta, S., Darmadji, P., Uehara, T., Katoh, S. (2011) Production and characterization of palm fruit shell bio-oil for wood preservation. For. Prod. J. 61:180–184.10.13073/0015-7473-61.2.180Search in Google Scholar
Tsunoda, K., Nishimoto, K. (1987) Effectiveness of alkylammonium compounds as above-ground wood preservatives. J. Japan Wood Res. Soc. 33:589–595.Search in Google Scholar
Unger, B., Bücker M., Reinsch, S., Hübert, T. (2013) Chemical aspects of wood modification by sol-gel-derived silica. Wood Sci. Technol. 47:83–104.10.1007/s00226-012-0486-7Search in Google Scholar
Vignali, F., Predieri, G., Baratto, M.C., Basosi, R., Müller, K., Callone, E, Palanti, S., Feci E. (2011) Interpenetration of wood with NH2R-functionalized silica xerogels anchoring copper(II) for preservation purposes. J. Sol-Gel Sci. Techn. 60:445–456.10.1007/s10971-011-2557-xSearch in Google Scholar
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