Solvent-free synthesis of polysaccharide derivatives <i>via</i> heterogeneous Schiff base chemistry

Sela, Aviad; Cohen, Erez; Avram, Liat; Rodov, Victor; Poverenov, Elena

doi:10.1039/d2gc04828k

Cited by 6 publications

(1 citation statement)

References 58 publications

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“…Therefore, such resin is not suitable for application as wood adhesive, but different resins will be obtained by combining MH polymer with glyoxal. It is known that aliphatic amines can react with aldehydes to form Schiff base, but stable Schiff base is generally formed between amines and aromatic aldehydes (like benzaldehyde − or furfural , ) as such Schiff bases are conjugated species. A recent study on tannin-MH system has shown that MH polymers are reactive toward quinone species .…”

Section: Introuctionmentioning

confidence: 99%

Long-Chain Polyamine-Glyoxal Wood Adhesive: Formaldehyde-Free, Green Synthesis, and Ultra-Performances

Jiang,

Duan,

Liu

et al. 2023

ACS Sustainable Chem. Eng.

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Formaldehyde emission from wood-based products has been a threat to human health and the environment due to the use of formaldehyde-based adhesives. Glyoxal (G) was once regarded as a promising substitute for formaldehyde due to its formaldehyde-like reactivity and low toxicity. However, many studies have indicated that the urea-glyoxal (UG) and melamine-glyoxal (MG) reactions did not lead to the desired adhesion property due to cyclization reactions. To prevent cyclization, in this study, a long-chain melamine-1,6-hexanediamine (MH) polymer was used with glyoxal to fabricate wood adhesive via a facile and clean strategy. In contrast to previously reported glyoxal-related wood adhesives, the MHG adhesive exhibited a lower cure temperature, much higher bonding strength, and far superior water resistance. Particularly, when a low hot-press temperature of 80 °C was applied, a dry bonding strength above 2.42 MPa (100% wood failure) and a wet bonding strength (boiling in water for 3 h) of 1.62 MPa were achieved for plywood. With a higher cure temperature of 120 °C applied, a bonding strength above 1.50 MPa was retained with 100% wood failure even after boiling for 72 h. Structural characterizations suggested that the outstanding performances of the MHG adhesive can be attributed to easy formation of highly stable conjugated imine bonds (−N�C−C�N−).

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