Synthesis of azo carbonate monomers and biocompatibility study of poly(azo-carbonate-urethane)s

• Autor(a) principal: Capitao, R. M. [UNESP]
• Data de Publicação: 2016
• Outros Autores: Santo, R. D. E. [UNESP], Magalhaes, A., Assis, D., Silva, G. V. J. da, Scarim, C. B. [UNESP], Chelucci, R. C. [UNESP], Andrade, C. R. [UNESP], Chung, M. C. [UNESP], Gonzalez, E. R. P. [UNESP]
• Tipo de documento: Artigo
• Idioma: eng
• Título da fonte: Repositório Institucional da UNESP
• Texto Completo: http://dx.doi.org/10.1039/c6ra11075d; http://hdl.handle.net/11449/161877

The present work describes the synthesis of azo carbonate monomers by a clean carbonylation synthetic route using di-methylcarbonate. The kinetics study showed a conversion of similar to 98% to bis-carbonates after only six minutes of reaction using triazabicyclo[4.4.0]dec-5-ene (TBD) as the catalyst. The preparation of azo-carbonates by means of coupling aryldiazonium salts with bis-carbonate was performed. The reactivity of azo-carbonate monomers was tested in the polycondensation reaction with an aminoalcohol using TBD as a catalyst for the formation of non-isocyanate poly(azo-carbonate-urethane)s PCU 1 and PCU 2. The copolymers' structures were confirmed by FT-IR, NMR and MALDI experiments, which allow us to determine the different terminal groups of the polymer chains formed. The molecular weights and the molecular weight distribution of PCU 1 and PCU 2 were determined by size-exclusion chromatography (SEC) experiments and thermal stabilities were also studied by TG analysis. The biocompatible properties of monomers 4 and 6 and polymers PCU 1 and PCU 2 were investigated by liver, kidney and colon histological analyses.