HYDROGEN BONDING IN WOOD-BASED MATERIALS: AN UPDATE

Author

Douglas Gardner, Mehdi Tajvidi

ABSTRACT

The contribution of hydrogen bonding to wood science and technology has been well recognized over the past century. The hydrogen bond is an important chemical characteristic contributing to wood-based material behavior and it also provides an important contribution to processing features of wood. However, the current understanding of hydrogen bond strength as a contributor to wood-based material behavior has not been updated in the wood literature. Wood-based material literature typically report hydrogen bond strengths ranging from 12.6 to 25.2 kJ/mol (3 to 6 kcal/mol) while newer data from the general chemistry field report hydrogen bond strengths up to 189 kJ/mol (45 kcal/mol), which are characteristic of covalent bond strength. In light of these new data regarding hydrogen bond strengths, it provides impetus to discuss the new understanding of hydrogen bond strength relative to wood-based material behavior. Recent developments in nanotechnology of renewable materials leading to the production and applications of cellulose nanomaterials with much higher surface areas and hydrogen bonding capacity also mandate revisiting our knowledge of the hydrogen bonding mechanism and strength.

KEYWORDS

hydrogen bond, wood, material behavior, bond strength, nanomaterials

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REFERENCES

Arunan E, Desiraju GR, Klein RA, Sadlej J, Scheiner S, Alkorta I, Clary DC, Crabtree RH, Dannenberg JJ, Hobza P, Kjaergaard HG, Legon AC, Mennucci B, Nesbit DJ (2011) Definition of the hydrogen bond (IUPAC Recommendations 2011)* Pure Applied Chemistry 83(8):1637-1641.

Barnett JR, Bonham VA (2004) Cellulose microfibril angle in the cell wall of wood fibres. Biological Reviews 79:461-472.

Chung FH (1991) Unified theory and guidelines on adhesion. J. Appl. Polym. Sci. 42:1319-1331.

Cosgrove DJ (2005) Growth of the plant cell wall. Nature Reviews Molecular Cell Biology. 6(11):850-861.

Cote WA (1967) Wood Ultrastructure An Atlas if Electron Micrographs. University of Washington Press, Seattle, WA.

Etzler FM (2013) Determination of the surface free energy of solids: A critical review. Rev. Adhesion Adhesives 1:3-45.

Fernandes AN, Thomas LH, Altaner CM, Callow P, Forsyth VT, Apperley DC, Kennedy CJ, Jarvis MC (2011) Nanostructure of cellulose microfibrils in spruce wood. Proceedings of the National Academy of Science 108(47):E1195-E1203.

FPL (2010) Wood handbook--Wood as an engineering material. FPL-GTR-190. Madison, WI: U.S. Department of Agriculture, Forest Service, Forest Products Laboratory. 509 pp. http://www.fpl.fs.fed.us/products/publications/specific_pub.php?posting_id=18102

Fowkes FM (1983) Acid-base interactions in polymer adhesion. in: Physicochemical Aspects of Polymer Interfaces, Vol. 2, K.L. Mittal ed., pp. 583–603, Plenum Press, New York, NY.

Funaoka M, Matsubara M, Seki N, Fukatsu S (1995) Conversion of native lignin to a highly phenolic functional polymer and its separation from lignocellulosics. Biotechnology and Bioengineering 46(6):545-552.

Gardner DJ (1996) Application of the Lifshitz-van der Waals acid-base approach to determine wood surface tension components. Wood Fiber Sci. 28:422-428.

Gardner DJ, Blumentritt M, Wang L, Yildirim N (2014) Adhesion theories in wood adhesive bonding: a critical review. Rev. Adhesion Adhesives 2(2):127-172. DOI: 10.7569/RAA.2014.097304

Gilli G, Gilli P (2009) The Nature of the Hydrogen Bond. Outline of a Comprehensive Hydrogen Bond Theory. IUCr Monographs on Crystallography 23, Oxford University Press, Inc. New York. 317 p.

Gilli P, Pretto L, Bertolasi V, Gilli G (2009) Predicting hydrogen bond strengths from acid-base molecular properties. The pKa Slide rule: toward the solution of a long-lasting problem. Accounts of Chemical Research. 42(1):33-44.

Grabber JH (2005) How do lignin composition, structure, and cross-linking affect degradability? A review of cell wall model studies. Crop Science 45:820-831.

Gustafsson E, Johansson E, Wagberg L, Pettersson T (2012) Direct adhesive measurements between wood biopolymer model surfaces. Biomacromolecules 13:3046-3053.

Hansen CM, Bjorkman A (1998) The ultrastructure of wood from a solubility parameter point of view. Holzforschung 52(4):335-344.

Iwamoto S, Abe K, Yano H (2008) The effect of hemicelluloses on wood pulp nanofibrillation and nanofiber network characteristics. Biomacromolecules 9:1022-1026.

Kelly SS, Rials TG, Glasser WG (1987) Relaxation behavior of the amorphous components of wood. Journal of Materials Science 22:617-624.

Kubo S, Kadla JF (2005) Hydrogen bonding in lignin: a Fourier transform infrared model compound study. Biomacromolecules 6(5):2815-2821.

Lawoko M, Henriksson G, Gellerstedt G (2005) Structural differences between the lignin-carbohydrate complexes present in wood and chemical pulps. Biomacromolecules 6(6):3467-3473.

Lindman B, Karlstrom G, Stigsson L (2010) On the mechanism of dissolution of cellulose. Journal of Molecular Liquids 156:76-81.

Mantanis GI, Young RA, Rowell RM (1994a). Swelling of wood. Part 1. Swelling in water. Wood Science and Technology 28:119-134.

Mantanis GI, Young RA, Rowell RM (1994b) Swelling of wood. Part 2. Swelling in organic liquids. Holzforschung 48(6):480-490.

Marcinko JJ, Devathala S, Rinaldi PL, Bao S (1998) Investigating the molecular and bulk dynamics of PMDI/wood and UF/wood composites. Forest Products Journal 48:81-84.

Mark H (1940) Intermicellar hole and tube system in fiber structure. Journal of Physical Chemistry 44(6):764-787.

Mashkour M, Tajvidi M, Kimura F, Yousefi H, Kimura T (2014) Strong highly anisotropic magneto-cellulose nanocomposite films made by chemical peeling and in-situ welding at interface using ionic liquid. ACS Applied Materials & Interfaces, 6(11):8165-8172.

Medronho B, Romano A, Miguel MG, Stigsson L, Lindman B (2012) Rationalizing cellulose (in)solubility: reviewing basic physiochemical aspects and role of hydrophobic interactions. Cellulose 19:581-587.

Medronho B, Lindman B (2014) Competing forces during cellulose dissolution: from solvents to mechanisms. Current Opinion in Colloid & Interface Science 19:32-40.

Mellerowicz EJ, Baucher M, Sundberg B, Boerjan W (2001) Unravelling cell wall formation in the woody dicot stem. Plant Molecular Biology 47(1-2):239-274.

Mittal KL (2000) (Ed.), Acid-Base Interactions: Relevance to Adhesion Science and Technology, Vol. 2, CRC Press, Boca Raton, FL. 624 pp

Mittal KL Anderson Jr HR. Eds. (1991) Acid-Base Interactions: Relevance to Adhesion Science and Technology, CRC Press, Boca Raton, FL. 380 pp

Moon RJ, Frihart CR, Wegner T (2006) Nanotechnology Applications in the Forest Products Industry. Forest Products Journal 56(5):4-10.

O’Sullivan, AC (1997). Cellulose: the structure slowly unravels. Cellulose 4:173-207.

Panshin A J, De Zeeuw C (1980) Textbook of Wood Technology, 4th Edition, McGraw Hill, New York, NY, 722 pp.

Peng Y, Gardner DJ, Han Y, Kiziltas A, Cai Z, Tshabalala MA (2013) Influence of drying method on the material properties of nanocellulose I: thermostability and crystallinity. Cellulose 20:2379-2392.

Pizzi, A. (2015). Synthetic Adhesives for Wood Panels: Chemistry and Technology. In: Progress in Adhesion and Adhesives. KL Mittal, Ed. Scrivener Publishing LLC, Salem, MA. 494 pp.

Qian X (2008) The effect of cooperativity on hydrogen bonding interactions in native cellulose Iβ from ab initio molecular dynamics simulations. Molecular Simulation 34(2):183-191.

Ruel K, Chevalier-billosta V, Guillemin F, Sierra JB, Joseleau J-P (2006) The wood cell wall at the ultrastructural scale-formation and topochemical organization. Maderas Ciencia y technologia 8(2):107-116.

Saavedra Flores E I, de Souza Neto EA, Pearce C (2011) A large strain computational multi-scale model for the dissipative behavior of wood cell-wall. Computational Materials Science 50:1202-1211.

Skaar C (1988) Wood-water Relations. Springer Series in Wood Science, Springer-Verlag, New York, NY, 263 pp.

Sperling LH (2012) Interpenetrating Polymer Networks and Related Materials. Softcover reprint of the hardcover 1st Edition 1981 Plenum Press, New York, NY.

Stamm AJ (1964) Wood and Cellulose Science. Ronald Press Company, New York, NY, 549 pp.

Szczesniak L, Rachocki A, Tritt-Goc J (2008) Glass transition temperature and thermal decomposition of cellulose powder. Cellulose 15:445-451.

van Oss CJ, Chaudhury MK, Good RJ (1987) Monopolar surfaces. Adv. Colloid Interface Sci. 28:35-64.

Wålinder ME, Gardner DJ (2000) Surface energy of extracted and non-extracted Norway spruce wood particles studied by inverse gas chromatography (IGC). Wood Fiber Sci. 32:478-488.

Wålinder ME, Gardner DJ (2002) Acid–base characterization of wood and selected thermoplastics. J. Adhesion Sci. Technol. 16:1625-1649.

Wendler SL, Frazier CE (1996) The effects of cure temperature and time on the isocyanate-wood adhesive bondline by 15N CP/MAS NMR. Int. J. Adhesion Adhesives 16:179-186.

Wimmer R, Lucas BN (1997) Comparing mechanical properties of secondary wall and cell corner middle lamella in spruce wood. IAWA Journal 18(1):77-88.

Winandy J, Rowell RM (1984) The Chemistry of Wood Strength in: The Chemistry of Solid Wood, RM Rowell, ed. Advances in Chemical Series 207, American Chemical Society, Washington DC, 614 pp.

Yamamoto H, Sassus F, Ninomiya M, Gril J (2001) A model of anisotropic swelling and shrinking process of wood. Part 2. A simulation of shrinking wood. Wood Science and Technology 35:167-181.

Yuan L, Wan J, Ma Y, Wang Y, Huang M, Chen Y (2013) The content of different hydrogen bond models and crystal structure if eucalyptus fibers during beating. Bioresources 8(1):717-734.

Zimmermann T, Thommen V, Reimann P, Hug HJ (2006) Ultrastructural appearance of embedded and polished wood cell walls as revealed by atomic force microscopy. Journal of Structural Biology 156:363-369.

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