Chemical improvement of surfaces. Part 3: Covalent modification of Scots pine sapwood with substituted benzoates providing resistance to Aureobasidium pullulans staining fungi
-
Jan C. Namyslo
,
Carsten Mai
und
Holger Militz
Abstract
The development of appropriate chemical precursors that can covalently functionalize natural wood aims at efficient restriction of deterioration. Biological staining experiments were performed with veneer pieces made of sapwood of Scots pine (Pinus sylvestris L.) that had previously been chemically modified with substituted benzoates. Based on the recently published protocol on esterification of wood by means of 1H-benzotriazole activation, the quantity of covalently bonded organomaterials (QCOs), a recently defined advantageous value considering the individual molecular weight of the functionalizing organochemical groups, was obtained in the range of 0.9–1.5 mmol g-1. The modified wood was analyzed by attenuated total reflection IR spectroscopy. Modification with three electronically different benzoates clearly reduced the colonization of the specimen’s surfaces by the blue stain fungus Aureobasidium pullulans but did not fully prevent it. The degree of colonization appeared to decrease with increasing QCO values of the modification agents but apparently did not strongly depend on the additional functionality of the benzoate.
Acknowledgments
D.E. Kaufmann and J.C. Namyslo thank C. Fetz for extensive laboratory work and M.H.H. Drafz for a multitude of IR measurements.
References
Asandulesa, M., Topala, I., Dumitrascu, N. (2010) Effect of helium DBD plasma treatment on the surface of wood samples. Holzforschung 64:223–227.10.1515/hf.2010.025Suche in Google Scholar
Boulton, C.J., Finden, J.G., Yuh, E., Sutherland, J.J., Wand, M.D., Wu, G., Lemieux, R.P. (2005) Ferroelectric liquid crystals induced by dopants with axially chiral 2,2′-spirobiindan-1,1′-dione cores. J. Am. Chem. Soc. 127:13656–13665.10.1021/ja054322kSuche in Google Scholar
Bryne, L.E., Wålinder, M.E.P. (2010) Ageing of modified wood. Part 1: wetting properties of acetylated, furfurylated, and thermally modified wood. Holzforschung 64:295–304.10.1515/hf.2010.040Suche in Google Scholar
Chirkova, J., Andersone, I., Irbe, I., Spince, B., Andersons, B. (2011) Lignins as agents for bio-protection of wood. Holzforschung 65:497–502.10.1515/hf.2011.092Suche in Google Scholar
De Vetter, L., Van den Bulcke, J., Van Acker, J. (2010) Impact of organosilicon treatments on the wood-water relationship of solid wood. Holzforschung 64:463–468.10.1515/hf.2010.069Suche in Google Scholar
Dieste, A., Krause, A., Mai, C., Sèbe, G., Grelier, S., Militz, H. (2009) Modification of Fagus sylvatica L. with 1,3-dimethylol-4,5-dihydroxy ethylene urea (DMDHEU). Part 2: pore size distribution determined by differential scanning calorimetry. Holzforschung 63:89–93.10.1515/HF.2009.023Suche in Google Scholar
Drafz, M.H.H., Dahle, S., Maus-Friedrichs, W., Namyslo, J.C., Kaufmann, D.E. (2012) Chemical improvement of surfaces. Part 2: permanent hydrophobization of wood by covalently bonded fluoroorganyl substituents. Holzforschung 66: 727–733.10.1515/hf-2011-0216Suche in Google Scholar
Dubey, M.K., Pang, S., Walker, J. (2012) Changes in chemistry, color, dimensional stability and fungal resistance of Pinus radiata D. Don wood with oil heat-treatment. Holzforschung 66:49–57.10.1515/HF.2011.117Suche in Google Scholar
Eaton, R.A., Hale, M.D.C. Wood: Decay, Pests and Protection. 1st ed. Chapman & Hall, London, UK, 1993.Suche in Google Scholar
EN 152. Test Methods for Wood Preservative – Laboratory Method for Determining the Preventive Effectiveness Treatment Against Blue Stain in Service – Part 1: Brushing Procedure – Part 2: Other Methods. European Committee for Standardisation (CEN), Brussels, Belgium, 1988.Suche in Google Scholar
Hill, C.A.S. Wood Modification. Chemical, Thermal and Other Processes. John Wiley & Son, Ltd., Chichester, UK, 2006. ISBN 0-470-02172-1.10.1002/0470021748Suche in Google Scholar
Hill, C.A.S. (2008) The reduction in the fibre saturation point of wood due to chemical modification using anhydride reagents: a reappraisal. Holzforschung 62:423–428.10.1515/HF.2008.078Suche in Google Scholar
Hill, C.A.S., Mallon, S. (1998) The chemical modification of Scots pine with succinic anhydride or octenyl succinic anhydride. I. Dimensional stabilisation. Holzforschung 52:427–433.10.1515/hfsg.1998.52.4.427Suche in Google Scholar
Hill, C.A.S., Jones, D., Strickland, G., Cetin, N.S. (1998) Kinetic and mechanistic aspects of the acetylation of wood with acetic anhydride. Holzforschung 52:623–629.10.1515/hfsg.1998.52.6.623Suche in Google Scholar
Hill, C.A.S., Curling, S.F., Kwon, J.H., Marty, V. (2009) Decay resistance of acetylated and hexanoylated hardwood and softwood species exposed to Coniophora puteana. Holzforschung 63:619–625.10.1515/HF.2009.124Suche in Google Scholar
Li, Y., Wu, Q., Li, J., Liu, Y., Wang, X.-M., Liu, Z. (2012) Improvement of dimensional stability of wood via combination treatment: swelling with maleic anhydride and grafting with glycidyl methacrylate and methyl methacrylate. Holzforschung 66:59–66.10.1515/HF.2011.123Suche in Google Scholar
Namyslo, J.C., Kaufmann, D.E. (2009) Chemical improvement of surfaces. Part 1: novel functional modification of wood with covalently bound organoboron compounds. Holzforschung 63:627–632.10.1515/HF.2009.112Suche in Google Scholar
Papadopoulos, A.N., Hill, C.A.S. (2002) The biological effectiveness of wood modified with linear chain carboxylic acid anhydrides against Coniophora puteana. Holz Roh-Werkstoff 60:329–332.10.1007/s00107-002-0327-8Suche in Google Scholar
Pfeffer, A., Dieste, A., Mai, C., Militz, H. (2011) Effects of water glass and DMDHEU treatment on the colonisation of wood by Aureobasidium pullulans. Eur. J. Wood Prod. 69:303–309.10.1007/s00107-010-0444-8Suche in Google Scholar
Pfriem, A., Zauer, M., Wagenführ, A. (2010) Alteration of the unsteady sorption behaviour of maple (Acer pseudoplatanus L.) and spruce (Picea abies (L.) Karst.) due to thermal modification. Holzforschung 64:235–241.10.1515/hf.2010.029Suche in Google Scholar
Schoeman, M.W., Dickinson, D.J. (1997) Growth of Aureobasidium pullulans (de Bary) Arnaud on lignin breakdown products at weathered wood surfaces. Mycologist 11:168–172.10.1016/S0269-915X(97)80095-XSuche in Google Scholar
Sell, J., Leukens, U. (1971) Untersuchungen an bewitterten Holzoberflächen – 2. Mittlg.: Verwitterungserscheinungen an ungeschützten Hölzern. Holz Roh-Werkstoff 29:23–31.10.1007/BF02615716Suche in Google Scholar
Skyba, O., Niemz, P., Schwarze, F.W.M.R. (2009) Degradation of thermo-hygro-mechanically (THM)-densified wood by soft-rot fungi. Holzforschung 62:277–283.10.1515/HF.2008.029Suche in Google Scholar
Thygesen, L.G., Tang, E.E., Hoffmeyer, P. (2010) Water sorption in wood and modified wood at high values of relative humidity. Part I: results for untreated, acetylated, and furfurylated Norway spruce. Holzforschung 64:315–323.10.1515/hf.2010.044Suche in Google Scholar
Verma, P., Mai, C. (2010) Hydrolysis of cellulose and wood powder treated with DMDHEU by a hydrolase enzyme complex, Fenton’s reagent, and in a liquid culture of Trametes versicolor. Holzforschung 64:69–75.10.1515/hf.2010.007Suche in Google Scholar
Wolkenhauer, A., Avramidis, G., Militz, H., Viöl, W. (2008) Plasma treatment of heat treated beech wood – investigation on surface free energy. Holzforschung 62:472–474.10.1515/HF.2008.074Suche in Google Scholar
Xiao, Z., Xie, Y., Militz, H., Mai, C. (2010) Effect of glutaraldehyde on water related properties of solid wood. Holzforschung 64:483–488.10.1515/hf.2010.087Suche in Google Scholar
Xiao, Z., Xie, Y., Mai, C. (2012) The fungal resistance of wood modified with glutaraldehyde. Holzforschung 66:237–243.10.1515/HF.2011.138Suche in Google Scholar
Xie, Y., Krause, A., Militz, H., Mai, C. (2008) Weathering of uncoated and coated wood treated with methylated 1,3-dimethylol-4,5-dihydroxyehtyleneurea (mDMDHEU). Holz Roh-Werkstoff 66:455–464.10.1007/s00107-008-0270-4Suche in Google Scholar
©2015 by De Gruyter
Artikel in diesem Heft
- Frontmatter
- Original Articles
- Study on the residual lignin in Eucalyptus globulus sulphite pulp
- Hydrogenolysis of lignin in ZnCl2 and KCl as an inorganic molten salt medium
- Synthesis of lignin polyols via oxyalkylation with propylene carbonate
- Preparation of water-dispersive poly(3,4-ethylenedioxythiophene) (PEDOT) conductive nanoparticles in lignosulfonic acid solution
- Properties of polyurethane (PUR) films prepared from liquefied wood (LW) and ethylene glycol (EG)
- Dynamic response of earlywood and latewood within annual growth ring structure of Scots pine subjected to changing relative humidity
- One-stage thermo-hydro treatment (THT) of hardwoods: an analysis of form stability after five soaking-drying cycles
- The variation of tangential rheological properties caused by shrinkage anisotropy and moisture content gradient in white birch disks
- Inheritance of basic density and microfibril angle and their variations among full-sib families and their parental clones in Picea glehnii
- Mechanical properties and chemical composition of beech wood exposed for 30 and 120 days to white-rot fungi
- Chemical improvement of surfaces. Part 3: Covalent modification of Scots pine sapwood with substituted benzoates providing resistance to Aureobasidium pullulans staining fungi
- Chemical and ultrastructural changes of ash wood thermally modified using the thermo-vacuum process: I. Histo/cytochemical studies on changes in the structure and lignin chemistry
- Chemical and ultrastructural changes of ash wood thermally modified (TMW) using the thermo-vacuum process: II. Immunocytochemical study of the distribution of noncellulosic polysaccharides
- Revisiting hardboard properties from the fiber sorting point of view
- Effects of acetylation and formalization on the dynamic water vapor sorption behavior of wood
- Immune-regulatory activity of methanolic extract of Acacia confusa heartwood and melanoxetin isolated from the extract
- Stereomicroscopic optical method for the assessment of load transfer patterns across the wood-adhesive bond interphase
Artikel in diesem Heft
- Frontmatter
- Original Articles
- Study on the residual lignin in Eucalyptus globulus sulphite pulp
- Hydrogenolysis of lignin in ZnCl2 and KCl as an inorganic molten salt medium
- Synthesis of lignin polyols via oxyalkylation with propylene carbonate
- Preparation of water-dispersive poly(3,4-ethylenedioxythiophene) (PEDOT) conductive nanoparticles in lignosulfonic acid solution
- Properties of polyurethane (PUR) films prepared from liquefied wood (LW) and ethylene glycol (EG)
- Dynamic response of earlywood and latewood within annual growth ring structure of Scots pine subjected to changing relative humidity
- One-stage thermo-hydro treatment (THT) of hardwoods: an analysis of form stability after five soaking-drying cycles
- The variation of tangential rheological properties caused by shrinkage anisotropy and moisture content gradient in white birch disks
- Inheritance of basic density and microfibril angle and their variations among full-sib families and their parental clones in Picea glehnii
- Mechanical properties and chemical composition of beech wood exposed for 30 and 120 days to white-rot fungi
- Chemical improvement of surfaces. Part 3: Covalent modification of Scots pine sapwood with substituted benzoates providing resistance to Aureobasidium pullulans staining fungi
- Chemical and ultrastructural changes of ash wood thermally modified using the thermo-vacuum process: I. Histo/cytochemical studies on changes in the structure and lignin chemistry
- Chemical and ultrastructural changes of ash wood thermally modified (TMW) using the thermo-vacuum process: II. Immunocytochemical study of the distribution of noncellulosic polysaccharides
- Revisiting hardboard properties from the fiber sorting point of view
- Effects of acetylation and formalization on the dynamic water vapor sorption behavior of wood
- Immune-regulatory activity of methanolic extract of Acacia confusa heartwood and melanoxetin isolated from the extract
- Stereomicroscopic optical method for the assessment of load transfer patterns across the wood-adhesive bond interphase
