Study of the synthesis of poly(isobutylene‐b‐amide‐11) by polycondensation of α,ω‐dianhydride oligoisobutylene with α,ω‐diamino oligoamide‐11. I. Study of amine–anhydride and amide–anhydride reactions on low molecular weight models and on oligomers and polymers

Abstract

AbstractThe side reactions connected with the polycondensation of α,ω‐diamino oligoamides and α,ω‐dianhydride oligoisobutylenes are studied on low and high molecular weight models. Models for amine and anhydride end groups are dodecylamine and (2‐dodecene‐1‐yl) succinic anhydride, respectively; their reaction is studied in the bulk (170°C) and in solution (142, 152, and 162°C); the products are analyzed by 1H‐, 13C‐, and 1H‐13C‐NMR and GPC. Some of these products and the junctions between the blocks are prepared independently. Models of amide groups in the chain are N‐dodecyldodecanamide and N‐dodecyloctadecanamide; their reaction with anhydride model results in cleavages with formation of imide groups. The results obtained from low molecular weight models are confirmed by studies on oligomers. They show unambiguous by that crosslinking which accompanies the block polycondensation originates from the reaction of amino‐end groups with the intermediary acid groups resulting from the amine‐anhydride reaction.