Synthesis of eugenyl acetate by,enzymatic reactions in supercritical carbon dioxide

Autor(es)

dos Santos, Philipe ; Zabot, Giovani L. ; Meireles, M. Angela A. ; Mazutti, Marcio A. ; Martinez, Julian

• Tipo de documento: Artigo Científico
• Fonte: Biochemical Engineering Journal; v. 114, p. 1-9, OCT 15 2016.
• Citações Web of Science: 13

Resumo

Supercritical carbon dioxide (SC-CO2) as reaction medium has gained attention in the production of terpenic esters catalyzed by lipases. Therefore, this work investigated the production of eugenyl acetate by esterification of eugenol and acetic anhydride in SC-CO2 using two commercial lipases (Lipozyme 435 and Novozym 435) as catalysts. The influence of enzyme concentration (1-10% weight/weight), substrates' molar ratio (1:1 to 5:1), temperature (40-60 degrees C) and pressure of SC-CO2 (10-30 MPa) on the esterification rate (X; %) and specific productivity (SP; kg of product/kg of catalyst x hour) were evaluated. A home-made high-pressure stirred-batch reactor (100 ml) was used in the experiments. The use of Novozym 435 achieved higher conversion and specific productivity of eugenyl acetate than Lipozyme 435. An excess of acetic anhydride (5:1 M/M) and high enzyme concentration (10%) achieved higher esterification rates than the lowest conditions (1% and 1:1 M/M). The optimal temperatures and pressure for the synthesis of eugenyl acetate in SC-CO2 were 50 and 60 degrees C at 10 MPa, respectively. The phase behavior of the reaction system and the synthesis in organic medium were also studied. Kinetic experiments performed at 40, 50 and 60 degrees C indicated that the reaction follows the simple Ping-Pong Bi-Bi mechanism and the affinity of acetic anhydride to enzyme was larger than that of eugenol. (C) 2016 Elsevier B.V. All rights reserved. (AU)

• Processo FAPESP: 09/54137-1 - EMUS: aquisição de um analisador de distribuição de tamanho de partículas, um medidor de potencial zeta, um spray dryer e um sistema de cromatografia líquida de ultra alta pressão / espectrômetro de massa
• Beneficiário: Miriam Dupas Hubinger
• Modalidade de apoio: Auxílio à Pesquisa - Programa Equipamentos Multiusuários
• Processo FAPESP: 15/11932-7 - Integração de processos de extração a alta pressão com operações de separação para o aproveitamento de subprodutos do processamento de frutas
• Beneficiário: Julian Martínez
• Modalidade de apoio: Auxílio à Pesquisa - Regular
• Processo FAPESP: 13/02203-6 - Construção de unidades de extração, formação de partículas e reações químicas com fluidos pressurizados
• Beneficiário: Julian Martínez
• Modalidade de apoio: Auxílio à Pesquisa - Regular