Blocked isocyanate-terminated prepolymers in a delayed-cure durable-press finish for wool. Influence of isocyanate and blocking group structure on reactivity


  • Presented in part at the 9th Australia Polymer Symposium, Tanunda, South Australia, February, 9–12, 1977.


A series of prepolymers containing terminal blocked isocyanate groups was prepared by reaction of isocyanate-terminated prepolymers [derived from a poly(propylene oxide) diol (MW = 2000) or a triol (MW = 3000) and different diisocyanates] with various blocking agents. Their curing rates with a polyepoxide crosslinking agent were measured to assess their suitability for a delayed-cure durable-press treatment for wool. The curing rates varied over a wide range, but commonly used blocking groups such as phenols, caprolactam, β-diketones, and alcohols were not sufficiently reactive for the intended application, although others, e.g., oximes and certain blocking agents containing a basic center such as N,N-diethylhydroxylamine, hydroxypyridines, and hydroxyquinolines, had the required reactivity. Blocking by 1,3-dipolar cycloaddition of nitrones was examined, but the reactivities were too low. Prepolymers containing blocked aromatic isocyanates were more reactive than those containing blocked aliphatic isocyanates. Difunctional butanone oxime-blocked pre-polymers cured slightly more slowly than analogous trifunctional prepolymers.