Skip to main content
Log in

Improving urea formaldehyde resin properties by glyoxalated soda bagasse lignin

  • Original
  • Published:
European Journal of Wood and Wood Products Aims and scope Submit manuscript

Abstract

The aim of this research was a reduction of formaldehyde emission and the improvement of the water resistance of urea formaldehyde (UF) resins by incorporating glyoxalated soda bagasse lignin. For this purpose, various contents of unmodified and glyoxalated lignins (10, 15 and 20 %) were added at pH = 7 instead of second urea during the UF resin synthesis. The properties of the resins as well as water absorption, shear strength, and formaldehyde emission of plywood panels made with these adhesives were measured. Among all the resins synthesized, the resin yielding the best results (based on formaldehyde emission and gelation time as well as water absorption, mechanical strength, and formaldehyde content of the associated panels) was selected, and its properties were further analyzed by Differential Scanning Calorimetry (DSC), Fourier Transform Infrared Spectrometry (FTIR), and X-ray Diffractometry (XRD). The lignin based resins yielded good shear strength of the plywood panels, passing comfortably relevant international standard specifications; the panels also showed lower formaldehyde emission and water absorption when compared to commercial UF adhesives. Based on these findings, it was attempted to improve the performance of soda bagasse lignin in UF resins by glyoxalation. The UF resin containing 15 % glyoxalated lignin (GLUF15) still exhibited less water absorption and formaldehyde release without significant differences in shear strength and physicochemical properties compared to the UF resin control. DSC analysis indicated that in comparison to UF resin the curing process of GLUF resin shifted to lower temperatures. According to the FTIR spectra, by addition of lignin the proportion of C–N bond in methylene linkages decreases when urea is partly replaced by lignin or glyoxalated lignin. XRD analysis indicated that the crystallinity of the UF resins decreased with addition of glyoxalated lignin.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  • Alam Khan M, Ashraf SM, Malhorta VP (2004) Development and characterization of a wood adhesive using bagasse lignin. Int J Adhes Adhes 24(6):485–493

    Article  Google Scholar 

  • Alonso MV, Oliet M, Rodriguez F, Garcia J, Gilarranz MA, Rodriguez JJ (2005) Modification of ammonium lignosulfonate by phenolation for use in phenolic resins. Bioresource Technol 6(4):4523–4536

    Google Scholar 

  • Andrews EH, Kinloch AJ (2003) Elastomeric adhesives: effect of cross link density on joint strength. J Polym Sci Polymer Phys 11(2):269–273

    Google Scholar 

  • Astm D 4426 (1993) Standard test method for determination of percent nonvolatile content of liquid phenolic resins used for wood laminating. American Society for Testing and Materials, PA

    Google Scholar 

  • ASTM D 4442 (2007) Standard test methods for direct moisture content measurement of wood and wood-base materials. American Society for Testing and Materials, West Conshohocken, PA

    Google Scholar 

  • ASTM D 906 (1998) Standard test method for strength properties of adhesives in plywood type construction in shear by tension loading. American Society for Testing and Materials, West Conshohocken, PA

    Google Scholar 

  • Bhattacharya A, Rawlins JW, Ray P (2009) Polymer grafting and crosslinking. Wiley ISBN: 978-0-470-40465-2

  • Boran S, Usta M, Gumuskaya E (2011) Decreasing formaldehyde emission from medium density fiberboard panels produced by adding different amine compounds to urea formaldehyde resin. Int J Adhes Adhes 31:674–678

    Article  CAS  Google Scholar 

  • Cetin NS, Ozmen N (2002) Use of organosolv lignin in phenol-formaldehyde resins for particleboard production II. Particleboard production and properties. Int J Adhes Adhes 22(6):481–486

    Article  CAS  Google Scholar 

  • Cetin N, Ozmen N (2003) Studies on lignin based adhesives for particleboard panels. Turk J Agric For 27:183–189

    CAS  Google Scholar 

  • El- Mansouri NE, Salvado J (2006) Structural characterization of technical lignins for the production of adhesives: application to lignosulfonate, kraft, soda-anthraquinoneorganosolv and ethanol process lignins. Ind Crops Prod 24(1):8–16

    Article  CAS  Google Scholar 

  • El- Mansouri NE, Pizzi A, Salvado J (2007) Lignin-based wood panel adhesives without formaldehyde. Holz Roh Werkst 65(1):65–70

    Article  Google Scholar 

  • El- Mansouri NE, Yuan Q, Huang F (2011a) Characterization of alkaline lignins for use in phenol-formaldehyde and epoxy resins. Bioresource 6(3):2647–2662

    CAS  Google Scholar 

  • El- Mansouri NE, Yuan Q, Huang F (2011b) Study of chemical modification of alkaline lignin by the glyoxalation reaction. Bioresource 6(4):4523–4536

    CAS  Google Scholar 

  • El- Mansouri NE, Yuan Q, Huang F (2011c) Synthetic and characterization of Kraft lignin based-epoxy resins. Bioresource 6(3):2492–2503

    CAS  Google Scholar 

  • EN 717-3 (1996) Wood based panels—determination of formaldehyde release—Part 3: Formaldehyde emission by the flask method. European Committee for Standardization, Brussels

    Google Scholar 

  • Fan DB, Li JZ, Chang JM (2009) On the structure and cure acceleration of phenol–urea–formaldehyde resins with different catalysts. Eur Polym J 45(10):2849–2857

    Article  CAS  Google Scholar 

  • Han G, Umemura K, Kawai S, Kajita H (1999) Improvement mechanism of bondability in UF-bonded reed and wheat straw boards by silane coupling agent and extraction treatments. J Wood Sci 45(4):299–305

    Article  CAS  Google Scholar 

  • Hu L, Pan H, Zhou Y, Zhang M (2011) Methods to improve lignins reactivity as a phenol substitute and as replacement for other phenolic compounds: a brief review. Bioresources 6(3):3515–3525

    CAS  Google Scholar 

  • Jin Y, Cheng X, Zheng Z (2010) Preparation and characterization of phenol—formaldehyde adhesives modified with enzymatic hydrolysis lignin. Bioresource Technol 101(6):2046–2048

    Article  CAS  Google Scholar 

  • Levendis D, Pizzi A, Ferg E (1992) The correlation of strength and formaldehyde emission with the crystalline/amorphous structure of UF resins. Holzforschung 45(3):260–267

    Google Scholar 

  • Lu Z, Wu Q, Mc NS (2000) Chemical coupling in wood fiber and polymer composites: a review of coupling agents and treatments. Wood Fiber Sci 32(1):88–104

    Google Scholar 

  • Luo J, Genco J, Cole B, Fort R (2011) Lignin recovered from the near-neutral hemicelloluse extraction process as a precursor for carbon fiber. Bioresources 6(4):4566–4593

    CAS  Google Scholar 

  • Maminski ML, Pawlicki J, Zado A, Parzuchowski P (2007) Hyperbranched polyether as a modifying agent for urea-formaldehyde resins—hardness and strength control tool. Int J Polym Mater 56(4):1–8

    Article  Google Scholar 

  • Mancera C, Ferrando F, Salvado J, El-Mansouri NE (2011) Kraft lignin behaviour during reaction in alkaline medium. Biomass Bioref 35(5):2072–2079

    Article  CAS  Google Scholar 

  • Mansouri HR, Navarrete P, Pizzi A, Tapin-lingua S, Benjelloun-Mlayah B, Pasch H, Rigolet S (2011) Synthetic-resin-free wood panel adhesives from mixed low molecular mass lignin and tannin. Eur J Wood Wood Prod 69(2):221–229

    Article  CAS  Google Scholar 

  • Mu YB, Wang CP, Zhao LW, Chu FX (2009) Study of composite adhesive of hydoxymethylatedlignosulfonate/phenol formaldehyde resin with low free formaldehyde. Chem Ind Forest Prod 29(3):38–42

    CAS  Google Scholar 

  • Navarrete P, Pizzi A, Tapin-Lingua S, Benjelloun-Mlayah B, Pasch H, Rode K, Delmotte L, Rigolet S (2011) Low formaldehyde emitting biobased wood adhesives manufactured from mixtures of tannin and glyoxylated lignin. J Adhes Sci Technol 26(10–11):1667–1684

    Google Scholar 

  • Navarrete P, Pizzi A, Pasch H, Delmotte L (2012) Study on Lignin-Glyoxal reaction by MALDI-TOF and CP-MAS 13C NMR. J Adh Sci Technol 26:1069–1082

    CAS  Google Scholar 

  • Navarrete P, Pizzi A, Rode K, Vignali M, Pasch H (2013) MALDI-TOF study of oligomers distribution for stability-durable spray-dried glyoxalated lignin for wood adhesives. J Adh Sci Technol 27(5–6):586–597

    Article  CAS  Google Scholar 

  • Park BD, Jeong HW (2011) Hydrolytic stability and crystallinity of cured urea–formaldehyde resin adhesives with different formaldehyde/urea mole ratios. Int J Adhes Adhes 31(6):524–529

    Article  CAS  Google Scholar 

  • Pizzi A, Mittal KL (2003) Handbook of adhesive technology. Marcel Dekker, NY

    Book  Google Scholar 

  • Pizzi A, Cameron FA, Van der Klashorst GH (1989) Soda bagasse lignin adhesives for particleboard. Preliminary results. In: Adhesives from renewable resources. American Chemical Society, Washington

    Google Scholar 

  • Raval DK, Narola BN, Patel AG (2005) Synthesis, characterization and composites from resorcinol-urea-formaldehyde-casein resin. Iran Polym J 14(9):775–784

    CAS  Google Scholar 

  • Sensogut C, Ozalp M, Yesil H (2009) The effect of borax pentahydrate addition to urea formaldehyde on the mechanical characteristics and free formaldehyde content of plywood. Int J Adhes Adhes 29(5):582–599

    Article  Google Scholar 

  • Sevastyanova Q, Qin W, Kadla JF (2010) Effect of nanofillers as reinforcement agents for lignin composite fibers. J Appl Polym Sci 117(5):2877–2881

    CAS  Google Scholar 

  • Siimer K, Kaljuvee T, Christjanson P (2003) Thermal behavior of urea formaldehyde resin during curing. J Therm Anal Calorim 72(2):607–617

  • Sukhbaatar B, Steele PH, Kim MG (2009) Use of lignin separated from bio-oil in oriented strand board binder phenol formaldehyde resins. Bioresource 4(2):789–804

    CAS  Google Scholar 

  • Tohmura SI, Inoue A, Sahari SH (2001) Influence of the melamine content in melamine-urea-formaldehyde resins on formaldehyde emission and cured resin structure. J Wood Sci 47(6):451–457

    Article  CAS  Google Scholar 

  • Woo-Kim J, Carlborn K, Matuana L, Heiden P (2006) Thermoplastic modification of urea–formaldehyde wood adhesives to improve moisture resistance. J Appl Polym Sci 101(6):4222–4229

    Article  Google Scholar 

  • Xing C, Riedl B, Cloutier A, Shaler SM (2005) Characterization of urea–formaldehyde resin penetration into medium density fiberboard fibers. Wood Sci Technol 39(5):374–384

    Article  CAS  Google Scholar 

  • Zhang J, Wang X, Zhang S, Gao Q, Li J (2013) Effects of melamine addition stage on the performance and curing behavior of melamine-urea formaldehyde resin. Bioresource 8(4):5500–5514

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Saeed Kazemi-Najafi.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Younesi-Kordkheili, H., Kazemi-Najafi, S., Eshkiki, R.B. et al. Improving urea formaldehyde resin properties by glyoxalated soda bagasse lignin. Eur. J. Wood Prod. 73, 77–85 (2015). https://doi.org/10.1007/s00107-014-0850-4

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00107-014-0850-4

Keywords

Navigation