Periodate oxidation and subsequent reductive amination with propargylamine was adopted for the controlled functionalization of amylose with alkyne groups, while ATRP polymerization was exploited to obtain end-(±)- or end-(É)- azide functionalized poly(meth)acrylates to be used as click reagents in Cu(I) catalyzed azide-alkyne [3+2] dipolar cycloaddition. Amylose grafted with poly(n-butyl acrylate), poly(n-butyl methacrylate), poly(n-hexyl methacrylate) and poly(dimethylaminoethyl methacrylate) were effectively synthesized with this strategy. Their structure and composition were confirmed by FT-IR, NMR spectroscopies and thermogravimetric analysis (TGA). Dynamic and static light scattering analyses, as well as TEM microscopy showed that the most amphiphilic among these hybrid graft copolymers self-assembled in water yielding nanoparticles with ca. 30 nm diameter.
Amphiphilic Amylose-g-poly(meth)acrylate Copolymers through Click onto Grafting Method
Bertoldo Monica;Villari Valentina;
2011
Abstract
Periodate oxidation and subsequent reductive amination with propargylamine was adopted for the controlled functionalization of amylose with alkyne groups, while ATRP polymerization was exploited to obtain end-(±)- or end-(É)- azide functionalized poly(meth)acrylates to be used as click reagents in Cu(I) catalyzed azide-alkyne [3+2] dipolar cycloaddition. Amylose grafted with poly(n-butyl acrylate), poly(n-butyl methacrylate), poly(n-hexyl methacrylate) and poly(dimethylaminoethyl methacrylate) were effectively synthesized with this strategy. Their structure and composition were confirmed by FT-IR, NMR spectroscopies and thermogravimetric analysis (TGA). Dynamic and static light scattering analyses, as well as TEM microscopy showed that the most amphiphilic among these hybrid graft copolymers self-assembled in water yielding nanoparticles with ca. 30 nm diameter.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
