Synthesis of hyperbranched P poly(glycerol-diacid) oligomers.
ABSTRACT Novel oligomeric prepolymers were synthesized by acid-catalyzed condensation of glycerol with iminodiacetic, azelaic, or succinic acid. The prepolymers were obtained, on average, in 62% yield and were characterized by ¹³C NMR, ¹H NMR, matrix-assisted laser desorption ionization-time of flight-mass spectrometry, and gel permeation chromatography. The synthesized oligomers had an average M.W. of 1543 Daltons (average polydispersity (PD)=1.34, average degree of polymerization (DOP)=5.5). Hyperbranching was evident in the oligomers produced when using azelaic acid and succinic acid as co-monomers with glycerol, whereas the reaction between iminodiacetic acid and glycerol resulted in linear products bearing cyclic urethane structures.
Article: Selectively Functionalized Glycerol/Diacid Dendrimers via Click Chemistry of Azido Fatty Acids[show abstract] [hide abstract]
ABSTRACT: Dendrimers consisting of glycerol and dicarboxylic acid units were synthesized using a convergent or “outside-in” strategy. The multimeric arms, or dendrons, are joined to a central core in the final step using the azide/alkyne click reaction. The combination of these approaches allows the preparation of dendrimers with variable and controlled degrees of substitution at their periphery. For example, a single protected amino acid has been situated at the periphery, with all other substituents being hydrophobic. In another example, all the peripheral substituents are protected amino acids. The identity of the dendrimers is unambiguous due to the purification and characterization of all the synthetic intermediates. Functional groups have also been selectively incorporated along the arms (dicarboxylic acids) and at the cores. KeywordsDendrimers–Nanochemistry–Functionalized oligoesters–Click reactionJournal of Oil & Fat Industries 04/2012; 88(3):403-413. · 1.77 Impact Factor