QIAN Zhiyong;LUO Yanfeng;FU Ya
. 2011, 42(08): 1424-1428.
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Abstract: Diamine modified polylactic acid (DMPLA), as a well-established PLA derivative with pendant amino and carboxyl groups, has been confirmed to possess improved hydrophilicity, weakened acidic degradation products and enhanced cytocompatibility. However, the established synthesis technology for DMPLA is complex and usually leads to obvious PLA degradation due to the aminolysis of PLA backbone. In order to overcome the shortcomings, a novel synthesis technology was designed in this study: Firstly, a new monomer maleic hexanediamine acid (HOOC-MAH-HDA-NH2) was synthesized by reacting maleic anhydride (MAH) with hexanediamine (HDA), which was then incorporated onto poly(DL-lactic acid) (PDLLA) backbone by free radical graft copolymerization. Theoretically, the obtained polymer (MHPDLLA) has similar chemical structure to the hexanediame modified PDLLA (HMPDLLA) obtained by the traditional technology. Results from FTIR, 1H NMR, 13C NMR and DEPT135 verify the chemical structures of HOOC-MAH-HDA-NH2 and MHPDLLA. Furthermore, the molecular weights detection via gel permeation chromatography with multi-angle laser light scattering (GPC-MALLS) indicates that, the molecular weight loss of MHPDLLA compared to PDLLA was 33-34% while HMPDLLA was 66-68%. This suggests that this new synthesis technology is effective in preventing PDLLA from aminolysis, and may hopefully promote the applications of MHPDLLA as a base material for preparation of bioactive or biomimetic materials.