Development and evaluation of new curing agents derived from glycerol for formaldehyde-free soy-based adhesives in wood composites

Holzforschung

Volumn 67, Issue 6, 2013, Pages 659-665

  Huang, Jian ^a   Gu, Kai ^a   Li, Kaichang ^a  

^a OREGON STATE UNIVERSITY   (United States)

Author keywords

Adhesion; Adhesives; Particleboard; Plywood; Polyamines; Soy flour

Indexed keywords

ADHESION; AMINES; AMMONIUM HYDROXIDE; CURING; PARTICLE BOARD; PLYWOOD;

FORMALDEHYDE FREE; INDUSTRIAL REQUIREMENTS; INTERNAL BOND STRENGTHS; MODULUS OF RUPTURE; PARTICLEBOARD PANELS; POLYAMINES; SOY BASED ADHESIVE; SOY FLOUR;

ADHESIVES;

EID: 84906960440     PISSN: 00183830     EISSN: 1437434X     Source Type: Journal    
DOI: 10.1515/hf-2012-0102     Document Type: Article

References (33)

1. Alferiev, I., Levy, R.J. (2005) Biodegradable crosslinking strategies using triglycidyl amine. Patent US. 20050244460.
2. Arnold, K., Davies, B., Giles, R.L., Grosjean, C., Smith, G.E., Whiting, A. (2006) To catalyze or not to catalyze? Insight into direct amide bond formation from amines and carboxylic acids under thermal and catalyzed conditions. Adv. Synth. Catal. 348:813-820.
3. Birkeland, M.J., Lorenz, L., Wescott, J.M., Frihart, C.R. (2010) Determination of native (wood derived) formaldehyde by the desiccator method in particleboards generated during panel production. Holzforschung 64:429-433.
4. Connolly, J.M., Alferiev, I., Clark-Gruel Jocelyn, N., Eidelman, N., Sacks, M., Palmatory, E., Kronsteiner, A., Defelice, S., Xu, J., Ohri, R., Narula, N., Vyavahare, N., Levy Robert, J. (2005) Triglycidylamine crosslinking of porcine aortic valve cusps or bovine pericardium results in improved biocompatibility, biomechanics, and calcification resistance: chemical and biological mechanisms. Am. J. Pathol. 166: 1-13.
5. Gosselink, R.J.A., van Dam, J.E.G., de Jong, E., Scott, E.L., Sanders, J.P.M., Li, J., Gellerstedt, G. (2010) Fractionation, analysis, and PCA modeling of properties of four technical lignins for prediction of their application potential in binders. Holzforschung 64:193-200.
6. Gosselink, R.J.A., van Dam, J.E.G., de Jong, E., Gellerstedt, G., Scott, E.L., Sanders, J.P.M. (2011) Effect of periodate on lignin for wood adhesive application. Holzforschung 65:155-162.
7. Gu, K., Huang, J., Li, K. (2012) Preparation and evaluation of particleboard bonded with a soy flour-based adhesive with a new curing agent. J. Adhes. Sci. Technol. Available online 10 Aug 2012.
8. Hu, Z., Zhang, S., Yang, J., Chen, Y. (2003) Some properties of aqueous-solutions of poly(vinylamine chloride). J. Appl. Polym. Sci. 89:3889-3893.
9. Huang, J., Li, K. (2008) A new soy flour-based adhesive for making interior type II plywood. J. Am. Oil Chem. Soc. 85:63-70.
10. Huang, J., Li, C., Li, K. (2012) A new soy flour-polyepoxide adhesive system for making interior plywood. Holzforschung 66:427-431.
11. IARC (2004) IARC classifies formaldehyde as carcinogenic to humans. International Agency for Research on Cancer. Press release # 153.
12. Jang, Y., Huang, J., Li, K. (2011) A new formaldehyde-free wood adhesive from renewable materials. Int. J. Adhes. Adhes. 31:754-759.
13. Jursic, B.S., Zdravkovski, Z. (1993) A simple preparation of amides from acids and amines by heating of their mixture. Synth. Commun. 23:2761-2770.
14. Kim, T.-S., Hirao, T., Ikeda, I. (1996) Preparation of bis-quaternary ammonium salts from epichlorohydrin. J. Am. Oil Chem. Soc. 73:67-71.
15. 4- and HCl-catalyzed phenol-liquefied C ryptomeria japonica wood. Holzforschung 66:67-72.
16. Li, K. (2007) Formaldehyde-free lignocellulosic adhesives, their manufacture and composites made from the adhesives. Patent US. 7252735.
17. Li, K., Liu, Y. (2004) Modified protein adhesives and lignocellulosic composites made from the adhesives. Patent US. 2004037906.
18. Li, K., Peshkova, S., Geng, X. (2004) Investigation of soy protein-Kymene adhesive systems for wood composites. J. Am. Oil Chem. Soc. 81:487-491.
19. Liu, Y., Li, K. (2002) Chemical modification of soy protein for wood adhesives. Macromol. Rapid Commun. 23:739-742.
20. Liu, Y., Li, K. (2004) Modification of soy protein for wood adhesives using mussel protein as a model: the influence of a mercapto group. Macromol. Rapid Commun. 25:1835-1838.
21. Liu, Y., Li, K. (2006) Development and characterization of adhesives from soy protein for bonding wood. Int. J. Adhes. Adhesives 27:59-67.
22. Myers, G.E. (1983) Formaldehyde emission from particleboard and plywood paneling: measurement, mechanism, and product standards. For. Prod. J. 33:27-37.
23. Nakos, P., Athanassiadou, E. (2006) Formaldehyde-free composite wood products for improved indoor air quality. J. Environ. Prot. Ecol. 7:414-421.
24. Okuda, N., Sato, M. (2007) Finely milled kenaf core as a natural plywood binder. Holzforschung 61:439-444.
25. Pagliaro, M., Ciriminna, R., Kimura, H., Rossi, M., Della Pina, C. (2007) From glycerol to value-added products. Angew. Chem. Int. Ed. 46:4434-4440.
26. Roffael, E. (2006) Volatile organic compounds and formaldehyde in nature, wood and wood based panels. Holz Roh-Werkst. 64:144-149.
27. Rogers, J., Geng, X., Li, K. (2004) Soy-based adhesives with 1,3-dichloro-2-propanol as a curing agent. Wood Fiber Sci. 36:186-194.
28. Ruffing, T.C., Shi, W., Brown, N.R., Smith, P.M. (2011) Review of United States and international formaldehyde emission regulations for interior wood composite panels. Wood Fiber Sci. 43:21-31.
29. Sahaf, A., Englund, K., Laborie, M.-P.G. (2012) Tack and shear strength of hybrid adhesive systems made of phenol-formaldehyde, dextrin and fish glue, and acrylic pressure-sensitive adhesive. Holzforschung 66:73-78.
30. Salthammer, T., Mentese, S., Marutzky, R. (2010) Formaldehyde in the indoor environment. Chem. Rev. 110:2536-2572.
31. Schreck, D.J., Kruper, W.J. Jr., Varjian, R.D., Jones, M.E., Campbell, R.M., Kearns, K., Hook, B.D., Briggs, J.R., Hippler, J.G. (2006) Conversion of a multihydroxylated-aliphatic hydrocarbon or ester thereof to a chlorohydrin. Patent WO. 2006020234.
32. Siano, D., Santacesaria, E., Fiandra, V., Tesser, R., Di Nuzzi, G., Di Serio, M., Nastasi, M. (2006) Continuous regioselective process for the production of 1,3-dichloro-2-propanol from glycerin and hydrochloric acid in the presence of organic carboxylic acid catalysts. Patent WO. 2006111810.
33. Wiglusz, R., Nikel, G., Igielska, B., Sitko, E. (2002) Volatile organic compounds emissions from particleboard veneered with decorative paper foil. Holzforschung 56: 108-110.