The properties of natural tannin-furfural resin applied to Poplar wood modification

Document Type : Complete scientific research article

Authors

1 University of Tehran

2 Head of the Wood Preservation Laboratory, CIRAD, UR BIOWooEB, TA B-114/16, 73 rue Jean-François Breton, F-34398 Montpellier Cedex 5, France BIOWooEB, Univ. Montpellier, CIRAD, Montpellier, France

3 Associate Professor, Department of Wood and Paper Science and Technology, Faculty of Natural Resources, University of Tehran, Iran

4 Department of wood and paper science and technology, University of Tehran

5 Head of the Mechanichal Laboratory, CIRAD, UPR BioWooEB, F-34398 Montpellier, France

Abstract

Background and Objectives: Tannin is a natural polymer that has recently been proposed for wood protection, but the structure of this polymer is not water resistant and can be easily hydrolyzed or leached out from the wood. The use of various aldehydes to synthesize tannin-based resins and therefore improve the properties of these resins has already been studied. Furfural is a natural aldehyde and is the raw material for the production of furfuryl alcohol, which is produced from the acidic hydrolysis of agricultural wastes, such as sugarcane. In this study, first, the effect of adding furfural on the tannin network features was investigated. Next, the ability of natural tannin/furfural resin was assessed to impregnate and modify poplar wood to improve its physical properties and hygroscopic behavior.
Materials and Methods: Tannin-based resins were made with 20% m/m tannin and different ratios of furfural (2.5, 5, 10, 15, 20, 25, 40, and 50%
of tannin dry weight) in different acidic conditions (pH 2, 4.5, 7, 9).
For all formulations, the properties of resins were evaluated, including impregnation abilities, leaching resistance, viscosity, density and gel time. Optimal condition for making suitable resin to impregnate wood was selected by the complete factorial method using mini-tab software at a 95% confidence level. Then, the resin made under optimal condition was used to impregnate the poplar wood using the vacuum/pressure method. Heating was used to cure the resin and turn it into a polymer inside the wood. The physical properties of modified wood were measured according to ISO 13061 standard method.
Results: Examination of resin properties showed that with an increase in furfural ratio, the resin density was increased. Moreover, the resin gel time and viscosity were increased, with increasing furfural ratio and acidity respectively. The highest leaching resistance of the resin was obtained with a resin composed of 50% furfural. Microscopic studies showed that resins containing furfural had a more porous structure. Thermogravimetric analysis showed that up to 580 °C, tannin / furfural modified polymer had higher thermal stability. According to the complete factorial method used, the optimal condition for making the resin was to add 50% furfural to the tannin with an acidity of 4.5. Samples impregnated with the selected resins had less water absorption and swelling than untreated ones. The volumetric swelling and water absorption of treated samples showed a considerable decrease with increasing resin concentration.
Conclusion: Extensive studies are underway worldwide to use natural polymers as wood preservatives or modifiers. The results of this study showed that the use of natural tannin / furfural resin has a promising prospect for improving the physical properties of wood. By accurately ‎adjusting the resin manufacturing conditions and the tannin-furfural pretreatment, a resin with suitable viscosity and leaching resistance can be achieved to be used in the wood impregnation industry. It is suggested that future studies investigate the conferred durability and mechanical properties of woods treated and modified with tannin / furfural polymer.

Keywords


1.Sandberg, D., Kutnar, A., Karlsson, O., and Jones, D. 2021. Wood Modification Technologies: Principles, Sustainability, and the Need for Innovation. J. CRC Press. Abingdon, UK, 442p.
2.Reinprecht, L. 2016. Wood deterioration, protection and maintenance. J. John Wiley and Sons. Slovakia, 376p.
3.Jones, D., Sandberg, D., and Gicomo, G. 2019. Wood modification in Europe: A state-of-the-art about processes, products, applications. J. Firenze University Press. 124p.
4.Jones, D., and Sandberg, D. 2020. A review of wood modification globally–updated findings from COST FP1407.
J. Interdisciplinary Perspectives on the Built Environment. 32: 1. 273-301.
5.Shirmohammadli, Y., Efhamisisi, D., and Pizzi, A. 2018. Tannins as a sustainable raw material for green chemistry: A review. J. Industrial Crops and Products. 17: 16. 316-332.
6.Pizzi, A. 2019. Tannins: Prospective and actual industrial applications. J. Biomolecules. 9: 29. 215-344.
7.Kirker, G.T., Blodgett, A.B., Arango, R.A., Lebow, P.K., and Clausen, C.A. 2013. The role of extractives in naturally durable wood species. J. International Biodeterioration and Biodegradation. 82: 5. 53-58.
8.Broda, M. 2020. Natural compounds for wood protection against fungi-a review. J. Molecules. 25: 15. 3527-3538.
9.Pizzi, A., and Baecker, A. 1996. A new boron fixation mechanism for environment friendly wood preservatives. J. Holzforschung. 50: 6. 507-510
10.Yamaguchi, H., Yoshino, K., and Kido, A. 2002. Termite resistance and wood-penetrability of chemically modified tannin and tannin-copper complexes as wood preservatives. J. Wood Science, 48: 4. 331-337.
11.Tondi, G. 2019. Effect of hardening parameters of wood preservatives based on tannin copolymers. J. Holzforschung. 73: 5. 457-467.
12.Thevenon, M.F., Tondi, G., and Pizzi, A. 2010. Environmentally Friendly wood preservative system based on polymerized tannin resin-boric acid for outdoor applications. J. Maderas. Ciencia y tecnología. 12: 3. 253-257.
13.Efhamisisi, D., Thevenon, M.F., Hamzeh, Y., Karimi, A.N., Pizzi, A., and Pourtahmasi, K. 2016. Induced tannin adhesive by boric acid addition and its effect on bonding quality and biological performance of poplar plywood. J. ACS Sustainable Chemistry & Engineering. 4: 5. 2734-2740.
14.Efhamisisi, D., Thevenon, M.F., Hamzeh, Y., Pizzi, A., Karimi, A.N., and Pourtahmasi, K. 2017. Tannin-boron complex as a preservative for 3-ply beech plywoods designed for humid conditions. J. Holzforschung. 71: 9. 249-258.
15.Tondi, G., Palanti, S., Wieland, S., Thevenon, M.F., Petutschnigg, A., and Schnabel, T. 2012a. Durability of tannin-boron-treated timber. J. BioResources. 7: 23. 5138-5151.
16.Tondi, G., Wieland, S., Lemenager, N., Petutschnigg, A., Pizzi, A., and Thevenon, M.F. 2012b. Efficacy of tannin in fixing boron in wood. J. BioResources. 7: 14. 1238-1252.
17.Tondi, G., Schnabel, T., Wieland, S., and Petutschnigg, A. 2013. Surface properties of tannin treated wood during natural and artificial weathering. J. International Wood Products, 4: 3. 150-157.
18.Tondi, G., Wieland, S., Wimmer, T., Thévenon, M.F., Pizzi, A., and Petutschnigg, A. 2012. Tannin-boron preservatives for wood buildings: mechanical and fire properties. European. J. Wood and Wood Products, 70: 5. 689-696.
19.Yalcin, M., Pelit, H., Akcay, C., and Cakicier, N. 2017. Surface properties of tannin‐impregnated and varnished beech wood after exposure to accelerated weathering. J. Coloration Technology. 133: 4. 334-340.
20.Hu, J., Thevenon, M.F., Palanti, S., and Tondi, G. 2017. Tannin-caprolactam and Tannin-PEG formulations as outdoor wood preservatives: biological properties. J. Annals of Forest Science. 74: 1. 1-9.
21.Tondi, G. 2017. Tannin-based copolymer resins: Synthesis and characterization by solid state 13C NMR and FT-IR spectroscopy. J. Polymers. 9: 6. 217-223.
22.Pizzi, A., and Scharfetter, H.O. 1978. The chemistry and development of tannin‐based adhesives for exterior plywood. J. Applied Polymer Science. 22: 6. 1745-1761.
23.Hidalgo-Carrillo, J., Marinas, A., and Urbano, F.J. 2018. Chemistry of furfural and furanic derivatives. In furfural: an entry point of lignocellulose in biorefineries to produce renewable chemicals. J. Polymers and Biofuels. London, UK, 384p.
24.Sarika, P.R., Nancarrow, P., Khansaheb, A., and Ibrahim, T., 2020. Bio-based alternatives to phenol and formaldehyde for the production of resins. J. Polymers. 12: 10. 2227-2237.
25.Sabeti Fard, S.H., Cultural, R., and Foroughi Rad, A. 2014. Removal of furfural coke using antioxidant compounds in oil refineries. In: Second International Conference on Oil, Gas and Petrochemicals, Shahid Beheshti University. August 21, 2014, Tehran. Iran. (In Persian)
26.JIS P8002. 1996. Pulpwood- determination of moisture content for analysis. Japanese Industrial Standards Committee, Tokyo, Japan.
27.GB/T 15686. 2008. Sorghum- Determination of tannin content. Standardization Administration of the People's Republic of China, Beijing, China.
28.Yi, Z., Wang, W., Zhang, W., and Li, J. 2016. Preparation of tannin-formaldehyde- furfural resin with pretreatment of depolymerization of condensed tannin and ring opening of furfural. J. Adhesion Science and Technology. 30: 9. 947-959.
29.ASTM D1084-16. 2021. Standard test methods for viscosity of adhesives. ASTM International, West Conshohocken, PA.
30.GB/T 14074. 2006. Testing methods for wood adhesives and their resins. Standardization Administration of the People's Republic of China, Beijing, China.
31.Li, J., Li, C., Wang, W., Zhang, W., and Li, J. 2016. Reactivity of larch and valonia tannins in synthesis of tannin-formaldehyde resins. J. Bioresources. 11: 1. 2256-2268.
32.Link, M., Kolbitsch, C., Tondi, G., Ebner, M., Wieland, S., and Petutschnigg, A. 2011. Formaldehyde-free tannin based foams and their use as lightweight panels. J. BioResources, 6: 4. 4218-4228.
33.Pizzi, A. 1981. A universal formulation for tannin adhesives for exterior particleboard. J. Macromolecular Science- Chemistry. 16: 7. 1243-1250.
34.Garro, J.M., Fechtal, M., and Riedl, B. 1996. Gallic acid as a model of tannins in condensation with formaldehyde. J. Thermochimica acta. 274: 13. 149-163.
35.Coates, J. 2000. Interpretation of infrared spectra, a practical approach. J. John Wiley & Sons Ltd. 24: 10815-10837.
36.Cesprini, E., Šket, P., Causin, V., Zanetti, M., and Tondi, G. 2021. Development of Quebracho (Schinopsis balansae) Tannin-Based Thermoset Resins. J. Polymers. 13: 24. 4412-4426.
37.Poljanšek, I., and Krajnc, M. 2005. Characterization of phenol-formaldehyde prepolymer resins by in line FT-IR spectroscopy. J. Acta Chimica Slovenica. 52: 238-244.
38.Zhang, W., Yang, X., Li, C., Liang, M., Luand, C., and Deng, Y. 2011. Mechanochemical activation of cellulose and its thermoplastic polyvinyl activation of cellulose and its thermoplastic polyvinyl alcohol eco composites with enhanced physicochemical properties. J. Carbohydrate Polymers. 83: 1. 257-263.
39.Yoshio, M., Wang, H., Lee, Y.S., and Fukuda, K. 2003. Naphthalene sulfonate formaldehyde (NSF)-resin derived carbon beads as an anode material for Li-ion batteries. J. Electrochimica acta, 48: 7. 791-797.
40.Chen, X., Xi, X., Pizzi, A., Fredon, E., Zhou, X., Li, J., and Du, G. 2020. Preparation and characterization of condensed tannin non-isocyanate polyurethane (NIPU) rigid foams by ambient temperature blowing. J. Polymers. 12: 4. 745-750.