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2-Imidazolidinone
Chemical compound From Wikipedia, the free encyclopedia
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2-Imidazolidinone (imidazolidin-2-one) is a cyclic urea derivative. It is used as an intermediate in organic synthesis and as a building block for substituted imidazolidinones.[3]
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Uses
2-Imidazolidinone is principally used as a formaldehyde scavenger in amino-resin systems and textile finishes. It reacts with free formaldehyde and with pendant N-methylol groups to form stable adducts, lowering free formaldehyde content and emissions. Applications include incorporation as an internal additive in urea-formaldehyde adhesives or as a post-treatment in textile finishing baths and on wood-based panels. Reported usage levels vary by application, commonly around 5–10% by weight relative to resin solids for internal scavenging, and 10–40% in commercial aqueous scavenger concentrates for surface or post-treatment applications. Careful optimization of resin formulation and curing is necessary to avoid adverse effects on bonding strength and cure behavior.[7][8][9]
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Preparation
2-Imidazolidinone can be obtained by the direct condensation of ethylenediamine with urea or dimethyl carbonate:[10]
- C2H4(NH2)2 + CO(NH2)2 → C3H6N2O + 2 NH3
- H2N–CH2–CH2–NH2 + (MeO)2CO → C3H6N2O + 2 MeOH
It can also be obtained by the direct condensation of ethylene glycol and urea:[11][12][13]
- CO(NH2)2 + HO–CH2–CH2–OH → C3H6N2O + 2 H2O
References
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