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Title: Production of additives with antimicrobial activity via tandem hydroformylation-amine condensation of soybean fame using an ionic liquid-based biphasic catalytic system
Authors: Ramalho, Hugo de Farias
Ferreira, Karlla M. C.
Machado, Paula M. A.
Silva, Tamyris B.
Rangel, Ellen T.
Prauchner, Marcos Juliano
Suarez, Paulo Anselmo Ziani
Assunto:: Biodiesel
Líquidos - íons
Aditivos
Issue Date: Feb-2016
Publisher: Sociedade Brasileira de Química
Citation: RAMALHO, Hugo F. et al. Production of additives with antimicrobial activity via tandem hydroformylation-amine condensation of soybean fame using an ionic liquid-based biphasic catalytic system. Journal of the Brazilian Chemical Society, São Paulo, v. 27, n. 2, p. 321-333, fev. 2016. Disponível em: <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016000200321&lng=en&nrm=iso>. Acesso em: 5 mar. 2018. doi: http://dx.doi.org/10.5935/0103-5053.20150250.
Abstract: A biphasic catalytic system based in the ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate was employed for tandem hydroformylation-amine condensation reactions of soybean FAME using HRhCO(PPh3)3 as the catalyst precursor and n-butylamine. Using a tenfold excess of the ligand PPh3, the presence of the ionic liquid increased the selectivity for imine if compared to the reaction carried out under similar conditions, but in homogeneous media.The yield for imine reached 75% after 24 h. On the other hand, in the absence of a PPh3 excess, the effect of using the ionic liquid was opposite and the selectivity for imine decreased. This supposedly occurred due to the generation ofN-heterocyclics carbenes, which would coordinate to Rh to form species active for parallel and/or consecutive reactions. When an excess PPh3 is used, it suppress the carbenes coordination, maintaining the Rh complex in a form active for hydroformylation.The obtained imine products presented remarkable antimicrobial activity towards a set of fungi and bacteria commonly present in fuel storage tanks.
metadata.dc.description.unidade: Instituto de Química (IQ)
Licença:: Journal of the Brazilian Chemical Society - This is an Open Access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0). Fonte: http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016000200321&lng=en&nrm=iso. Acesso em: 5 mar. 2018.
DOI: http://dx.doi.org/10.5935/0103-5053.20150250
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