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Pablo Froimowicz,Julieta I. Paez,Leandro Gerbino,Syed Nawazish Ali,Mohamed Naceur Belgacem,Alessandro Gandini,Miriam C. Strumia 한국고분자학회 2012 Macromolecular Research Vol.20 No.8
The effect of the molecular structure on the reactivity of four first-generation linear-dendritic block copolymers derived from Jeffamines and bearing amine end groups is presented and discussed. Different parameters were investigated via chemical modifications and nuclear magnetic resonance analysis, showing that chain length, hydrophilic/hydrophobic character, and flexibility of the central oligoether block did not produce any change in the amine moiety reactivity. In contrast, the type of branches and the nature of the amine end groups strongly affected the reactivity in an unusual manner. In fact, the copolymer bearing aromatic amine end groups showed better reactivity than those based on aliphatic counterparts.
Bruna Carolina Dorm,José Alberto Paris Junior,Lucas Henrique Domingos da Silva,Lucimara Aparecida Forato,Tamires de Souza Nossa,Antonio José Felix Carvalho,Flávia Aparecida Resende,Alessandro Gandini 한국고분자학회 2024 Macromolecular Research Vol.32 No.2
The click chemistry reactions and its use in living organisms have been widely developed; however, few studies describe the safety of the reagents and products. Furan–maleimide represent one important pair of reagents for the click Diels–Alder reaction, and were chosen here to perform the minimalist click reaction with cysteine to reveal their preliminary safety features by cytotoxicity tests. The functional groups of amino acids allow them to be chemically modified, mainly for the synthesis of monomers and polymers. Here, cysteine was used in the click reaction, since it displays an SH group in its side chain, useful to perform thiol–ene reactions. Its amine group easily reacts with anhydrides, allowing it to couple with the furan derivative “furan–maleic anhydride adduct”. The mixture of the cysteine with the adduct in solution gives rise to the double simultaneous thiol–ene/amine maleimide click reactions. The thiol group and the furan double bond provide the reactive functional groups for the polymerization. The synthesis of the polymer based on cysteine–Diels–Alder adduct confirmed the condensation nature of the reaction. Preliminary safety and biocompatibility tests of this new polymer and its starting reagents were carried out, since these parameters represent one of the most important features for operating and scaling up the production. This one-step double-click reaction is interesting for application in several fields, since it has the advantage of using natural and renewable raw materials, in addition to its handling safety.