Title

Polymeric Catalysts Based on 4-(Diallylamino)Pyridine

Document Type

Article

Publication Date

9-3-1990

Department

Polymers and High Performance Materials

Abstract

Copolymers of 4-(diallylamino)pyridine (DAAP) with neutral, anionic, and cationic monomers were investigated as catalysts for esterolysis and esterification reactions. The former were carried out with p-nitrophenyl caproate as substrate in water at 30 "C and pH values ranging from 7 to 9. The copolymers proved in many cases to be more effective than the homopolymer of DAAP, which in turn was more active than the very effective low molecular weight nucleophilic catalyst 4-pyrrolidinopyridine (PPY). The specific catalytic activity increased with growing isolation of the DAAP monomer units in agreement with reports for other polymeric esterolytic catalysts. Copolymers with dimethylacrylamide followed Michaelis-Mentenlike kinetics. The homopolymer of DAAP and the copolymers also catalyzed the esterification of linalool with acetic anhydride in toluene at 80 "C. The moderate increases in the esterification rates for polymeric catalysts were comparable to or somewhat less than that obtained with DMAP.

Publication Title

Macromolecules

Volume

23

Issue

18

First Page

4127

Last Page

4134