Oligomers, azlactone terminated

FUNCTIONAL, TELECHELIC POLYMERS DERIVED FROM REACTIONS OF NUCLEOPHILIC OLIGOMERS AND ALKEYNL AZLACTONES, PART I TELECHELIC ACRYLAMIDES DERIVED FROM REACTIONS OF ALKEYNL AZLACTONES AND AMINE-TERMINATED OLIGOIERS ... 

The overall reaction of alkenyl azlactones (J ) and amine-terminated oligomers -6 is depicted in Equation 1, with actual reactants listed in Table 1. 

In summary, the reaction of alkenyl azlactones with amine-terminated oligomers has been found to be an excellent method for preparing the corresponding (meth)acrylamide-terminated oligomers. The reaction is characterized by a very simple synthetic sequence in which equivalent quantities of reactants are mixed at room temperature with no catalyst reactions are complete to the almost exclusion of side reactions within 16-18 hours. Furthermore, the reaction is a nucleophilic addition. This is the same manner in which nucleophiles react with isocyanates and epoxides. Indeed, this nucleophilic addition mode of reaction which involves no by-products likely accounts for the widespread use of these latter functional groups by industry. In comparison with isocyanate and epoxide, amine nucleophiles react with azlactones at controlled and predictable rates, intermediate between the very reactive isocyanate and the slow reacting epoxide. 

---