Investigation of Poly(4-Vinylphenol) As a Wood Adhesive
Keywords:
Poly(4-vinylphenol), wood adhesive, quinone tanning, marine adhesiveAbstract
An increasing concern about the effect of emissive VOC (volatile organic compounds), especially formaldehyde, on human health has prompted a need for more environmentally friendly adhesives. Mussels stick to rock or other substances very strongly in seawater through secreting phenolic protein adhesives, termed marine adhesives. The marine adhesives are formaldehyde-free and environmentally friendly. However, the marine adhesives are not readily available. In this study, we investigated whether a polymer, poly(4-vinylphenol) (PVP), containing phenolic hydroxyl groups, but no peptide linkages, could be used as a wood adhesive. The shear strength of wood composites bonded with an aqueous suspension of PVP could reach up to 3 MPa. Addition of 1,6-hexanediamine or diethylene-triamine to the aqueous suspension of PVP resulted in a significant increase of the shear strength. When the molar ratio of the phenolic hydroxyl group in PVP vs. 1,6-hexanediamine was 3:1, the shear strength could be twice as high as when the aqueous suspension alone is used. Curing mechanisms of PVP and 1,6-hexanediamine/diethylenetriamine are believed to be the same as those found in the naturally occurring quinone-tanning process. The adhesion mechanisms by which marine adhesives bond mussels to rock could be applied to development of a formaldehyde-free wood adhesive system.References
Baumann, M. G. D., L. F. Lorenz, S. A. Batterman, and G.-Z. Zhang. 2000. Aldehyde emission from particle-board and medium density fiberboard products. Forest Prod. J. 50(9):75-82.nHenderson, J. T. 1979. Volatile emissions from the curing of phenolic resins. Tappi J. 62:9396.nHumphrey, P. E. 1999. The bonding speed of adhesives: An automated evaluation system. The 33rd International Particleboard/Composite Materials Symposium, Washington State University, Pullman, WA. Pp. 139-146.nLi, K., R. F Helm, and K.-E. L. Eriksson. 1998. Mechanistic studies of the oxidation of a non-phenolic lignin model compound by the laccase/1-hydroxybenzotriazole redox system. Biotechnol. Appl. Biochem. 27:239-243.nLindner, E. 1984. The attachment of macrofouling invertebrates: Pages 183-201 in J. D. Castlow and R. C. Tipper, eds. Marine biodeterioration:An interdisciplinary study. Naval Institute Press, Annapolis, MD.nLindner, E., and C. A. Dooley. 1976. Studies of the reaction mechanism of the adhesive of barnacles: Pages 333-344 in 4th International Congress on Marine Corrosion and Fouling. Antibes, France.nMarutzky, R. 1989. Release of formaldehyde by wood products. Vol 2:307-387. In A. Pizzi, ed. Wood adhesive—chemistry and technology. Marcel Dekker, Inc., New York, NY.nMeyer, B., B. A. K. Andrews, and R. M. Reinhardt, Eds. 1986. Formaldehyde release from wood products. ACS Symposium Series 316. American Chemical Society, Washington, DC.nQin, X. X., K. J. Coyne, and J. H. Waite. 1997. Tough tendons. Mussel byssus has collagen with silk-like domains. J. Biol. Chem. 272(51):32623-32627.nRzepecki, L. M., and J. H. Waite. 1991. DOPA proteins: Versatile varnishes and adhesives from marine fauna. Vol 4:119-148. In P. J. Scheuer, eds., Bioorganic marine chemistry. Springer-Verlag, Berlin, Germany.nRzepecki, L. M., K. M. Hansen, and J. H. Waite. 1992. Characterization of a cystine-rich polyphenolic protein family from the blue mussel Mytilus edulisL. Biol. Bull. 183:123-137.nWaite, J. H. 1983. Evidence for a repeating 3,4-dihydroxyphenylalanine- and hydroxyproline-containing decapeptide in the adhesive protein of the mussel, Mytilus edulisL. J. Biol. Chem. 258(5):2911-2915.nWaite, J. H. 1985. Calechol oxidase in the byssus of the common mussel, Mytilus edulisL. J. Mar. Biol. Ass. U.K. 65:359-371.nWaite, J. H. 1987. Nature's underwater adhesive specialist. Int. J. Adhesion Adhesives 7:9-14.nWaite, J. H. 1990. The phylogeny and chemical diversity of quinone-tanned glues and varnishes. Comp. Bioehem. Physiol. |B| 97(1):19-29.nYamamoto, H. 1987a. Adhesive studies of synthetic polypeptides: A model for marine adhesive proteins. J. Adhes. Sci. Technol. 1(2):177-183.nYamamoto, H. 1987b. Synthesis and adhesive studies of marine polypeptides. J. Chem. Soc., Perkin Trans. 1:613-618.nYamamoto, H. 1989a. Adhesive proteins. Nippon Setchaku Kyokaishi 25(5):187-193.nYamamoto, H. 1989b. Water system adhesion of hydrophilie proteins. Hyomen 27(10):810-820.nYamamoto, H. 1996. Marine adhesive proteins and some bio-technological applications. Vol. 13:133-165. In M. P. Tombs, ed. Biotechnology and genetic engineering reviews. Intercept, Andover, England.nYamamoto, H., and T. Hayakawa. 1979. Synthesis of sequential polypeptides containing L-β-3,4-dihydroxyphenyl-α-alanine (DOPA) and L-glutamic acid. Biopolymers 18(12):3067-3076.nYamamoto, H., and T. Hayakawa. 1982a. Catalytic actions of synthetic polypeptides: 2. Stereoselective inhibition of ascorbic acid oxidation by the basic polypeptide-copper(II) complexes. Int. J. Biol. Macromol. 4(2):116-120.nYamamoto, H., and T. Hayakawa. 1982b. Conformational studies of sequential polypeptides containing L-.beta.-3-4-dihydroxyphenyl-.alpha.-alanine (DOPA) and L-glutamic acid. Int. J. Biol. Macromol. 4(5):258-62.nYamamoto, H., and T. Hayakawa. 1982c. Synthesis of sequential polypeptides containing L-β-(3,4-dihydroxyphenyl)-α-alanine (DOPA) and L-lysine. Biopolymers 21(6):1137-1151.nYamamoto, H., M. Asai, H. Tatehata, and K. Ohkawa. 1996. Structures, synthesis and surface characteristics of marine adhesive proteins. Pept. Chem. 33rd:349-352.nYu, M., and T. J. Deming. 1998. Synthetic polypeptide mimics of marine adhesives. Macromol. 31(15):4739-4745.n
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