Abstract

A new phosphonate was used for fireproofing of polyurethane. This product, 1-thioethyl phosphonate, was synthesized in two steps. The first one was an Arbuzov reaction between 1,2-dibromoethane and triethyl phosphite. The second step was a nucleophilic substitution of bromine by the –SH function of thiourea, followed by in-situ saponification and neutralization. Radical addition of this thiophosphonate onto hydroxy telechelic polybutadiene led to a polyol with various ratios of phosphorus. Different polyurethanes were prepared from this polyol and methylene diphenyl isocyanate (MDI) (wt% of P = 1 and 2%). Besides an increase of glass transition temperature, one can notice, by using thermogravimetric analysis, that the amount of residue beyond 600°C notably increases — up to 8% — with the percentage of phosphorus.

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