Pure, Transparent‐Melting Starch Esters: Synthesis and Characterization

Long chain starch esters were prepared by a new method using molten imidazole as solvent for the biopolymer. The advantage is the simplicity of the reaction mixture. Imidazole is acting not only as solvent, but also as reagent and base. The reaction succeeds via the imidazolide, which is formed in situ with an acid chloride. It yields highly pure derivatives, as could be shown by NMR spectroscopy and elemental analysis. No hints for desoxychloro substituents or other impurities could be found. The high quality of the products prepared is responsible for the occurrence of colorless melts. Although DSC measurements show a variety of thermal transitions, the formation of melts in the range of 40 to 255 °C could be observed with a hot stage microscope. The melting behavior can be adjusted by the type of ester moiety and the amount of ester functions introduced. In case of starch palmitates completely transparent melts are obtained within two distinct DS regions namely around 1.5 and 2.2 to 3.0. Upon cooling the melts form homogeneous films on different supports including glass. They show good adhesion and should therefore be a suitable basic material for the preparation of composites like laminated glass. A novel one‐pot synthesis of starch esters is reported. This simple reaction pathway applying molten imidazole as solvent, reagent, and base, leads to products of high purity and defined properties. Thus, the melting behavior can be tailored by the type of ester moiety and the amount of ester functions introduced. The high quality of the substituted biopolymer is responsible for the formation of transparent melts making these starch esters a promising hot melt adhesive, e.g., for the production of laminated glass.