ISSN:
0360-6376
Keywords:
Physics
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Alkaline hydrolysis of model carbamates, polyurethanes, and poly(urethane-ureas) has been investigated. The model carbamates were based upon phenyl, benzyl, and cyclohexyl isocyanates. The polyurethanes and poly(urethane-ureas) were prepared from tolylene diisocyanate (TDI), xylylene diisocyanate (XDI), and 4,4′-dicyclohexylmethane diisocyanate (H12MDI) and a poly(oxyethylene)glycol of 6000 molecular weight. Pseudo-first-order rate constants of hydrolysis were obtained in aqueous pyridine solution at 110°C, and second-order rate constants were obtained in aqueous KOH solution for the model biscarbamates. Pseudo-first-order rate constants of hydrolysis were obtained in alcoholic KOH solution for the polyurethanes and poly(urethane-ureas). The hydrolysis of the model carbamates showed that the stability increased in the following manner: phenyl 〈 benzyl 〈 cyclohexyl. The pseudo-first-order rate constants were dependent upon the pKb of the corresponding amines. The hydrolysis of the polyurethanes and poly(urethane-ureas) showed that the stability increased in the following manner: aromatic 〈 aralkyl 〈 cycloaliphatic. It was shown that polyurethanes are more susceptible to alkaline hydrolysis than to acidic hydrolysis.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/pol.1973.170110716
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