Imidization reactions between anhydrides and (alkoxysilyl)propylamines containing alkoxysilane groups result in hydrolysis and condensation of the,alkoxysilane groups and formation of SiOSi bonds. As a result, the direct reaction of various anhydrides with (gamma-aminopropyl)trialkoxysilanes did not afford [(trialkoxysilyl)propyl]imides but instead resulted in insoluble crosslinked materials. A successful two-step synthesis of [(trialkoxysilyl)propyl] imides is reported. In the first step, an intermediate imide was prepared by reaction of an anhydride with 2-aminopyridine. Following removal of the water of imidization, addition of an (gamma-aminopropyl)trialkoxysilane resulted in a transimidization equilibrium which favored displacement of 2-aminopyridine and formation of a [(trialkoxysilyl)propyl]imide in high yield. Synthesis of a moisture-curable polyimide containing alkoxysilane endcaps is briefly described.
Imidization reactions between anhydrides and (alkoxysilyl)propylamines containing alkoxysilane groups result in hydrolysis and condensation of the,alkoxysilane groups and formation of SiOSi bonds. As a result, the direct reaction of various anhydrides with (gamma-aminopropyl)trialkoxysilanes did not afford [(trialkoxysilyl)propyl]imides but instead resulted in insoluble crosslinked materials. A successful two-step synthesis of [(trialkoxysilyl)propyl] imides is reported. In the first step, an intermediate imide was prepared by reaction of an anhydride with 2-aminopyridine. Following removal of the water of imidization, addition of an (gamma-aminopropyl)trialkoxysilane resulted in a transimidization equilibrium which favored displacement of 2-aminopyridine and formation of a [(trialkoxysilyl)propyl]imide in high yield. Synthesis of a moisture-curable polyimide containing alkoxysilane endcaps is briefly described.