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Volume 12
Issue 18
10.3390/ma12182995
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Article

Acetylation of Eugenol over 12-Molybdophosphoric Acid Anchored in Mesoporous Silicate Support Synthesized from Flint Kaolin

by
Alex de Nazaré de Oliveira
1,2,3,
Erika Tallyta Leite Lima
1,2,
Deborah Terra de Oliveira
2,4, 5,
Eloisa Helena de Aguiar Andrade
1,6,
Geraldo Narciso da Rocha Filho
1,2,
Carlos Emmerson Ferreira da Costa
1,2,
Fabiola Fernandes Costa
7,
Rafael Luque
8,9 and
Luís Adriano Santos do Nascimento
1,2,4,*
1
Graduation Program in Chemistry, Federal University of Pará, Augusto Corrêa Street, Guamá, Belém PA 66075-110, Brazil
2
Laboratory of Oils of the Amazon, Federal University of Pará, Perimetral Avenue, Guamá, Belém PA 66075-750, Brazil
3
Department of Exact and Technologic Sciences, Federal University of Amapá, Rod. Juscelino Kubitschek, km 02-Jardim Marco Zero, Macapá AP 68903-419, Brazil
4
Graduation Program in Biotechnology, Federal University of Pará, Augusto Corrêa Street, Guamá, Belém PA 66075-110, Brazil
5
Laboratory of X-Ray Diffraction, Federal University of Pará, Augusto Corrêa Street, Guamá, Belém PA 66075-110, Brazil
6
Adolpho Ducke Laboratory, Botany Coordinating, Museu Paraense Emílio Goeldi, Perimetral Avenue, Terra Firme, Belém PA 66077-830, Brazil
7
Campus of Salinópolis, Federal University of Pará, Salinópolis, Pará CEP 68721-000, Brazil
8
Faculty of Sciences, Research Institute of Chemistry, Peoples Friendship University of Russia (RUDN University), 6 Miklukho Maklaya str., 117198 Moscow, Russia
9
Department of Organic Chemistry, Universidad de Córdoba, Ctra Nnal IV-A, Km 396, E14014 Cordoba, Spain
*
Author to whom correspondence should be addressed.
Materials 2019, 12(18), 2995; https://doi.org/10.3390/ma12182995
Received: 15 July 2019 / Revised: 26 August 2019 / Accepted: 9 September 2019 / Published: 16 September 2019
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Abstract

A new prepared catalyst, 12-molybdophosphoric acid (HPMo) anchored to the mesoporous aluminosilicate AlSiM, synthesized from Amazon kaolin, was characterized and used as a heterogeneous acid catalyst for the production of eugenyl acetate by acetylation of eugenol with acetic anhydride. The effect of various reaction parameters, such as catalyst concentration, eugenol/acetic anhydride molar ratio, temperature and reaction time, was studied to optimize the conditions of maximum conversion of eugenol. The kinetics studies showed that in eugenol acetylation, the substrate concentration follows a first order kinetics. The results of activation energy was 19.96 kJ mol−1 for HPMo anchored to AlSiM. The reuse of the catalyst was also studied and there was no loss of catalytic activity after four cycles of use (from 99.9% in the first cycle to 90% in the fifth cycle was confirmed), and an excellent stability of the material was observed. Based on catalytic and kinetic studies, HPMo anchored to AlSiM is considered an excellent catalyst. View Full-Text
Keywords: acetylation; eugenyl acetate; 12-molybdophosphoric acid; flint kaolin; AlSiM; heterogeneous catalysis acetylation; eugenyl acetate; 12-molybdophosphoric acid; flint kaolin; AlSiM; heterogeneous catalysis
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MDPI and ACS Style

de Oliveira, A.d.N.; Leite Lima, E.T.; de Oliveira, D.T.; Angélica, R.S.; de Aguiar Andrade, E.H.; da Rocha Filho, G.N.; Ferreira da Costa, C.E.; Fernandes Costa, F.; Luque, R.; Santos do Nascimento, L.A. Acetylation of Eugenol over 12-Molybdophosphoric Acid Anchored in Mesoporous Silicate Support Synthesized from Flint Kaolin. Materials 2019, 12, 2995. https://doi.org/10.3390/ma12182995

AMA Style

de Oliveira AdN, Leite Lima ET, de Oliveira DT, Angélica RS, de Aguiar Andrade EH, da Rocha Filho GN, Ferreira da Costa CE, Fernandes Costa F, Luque R, Santos do Nascimento LA. Acetylation of Eugenol over 12-Molybdophosphoric Acid Anchored in Mesoporous Silicate Support Synthesized from Flint Kaolin. Materials. 2019; 12(18):2995. https://doi.org/10.3390/ma12182995

Chicago/Turabian Style

de Oliveira, Alex d.N., Erika T. Leite Lima, Deborah T. de Oliveira, Rômulo S. Angélica, Eloisa H. de Aguiar Andrade, Geraldo N. da Rocha Filho, Carlos E. Ferreira da Costa, Fabiola Fernandes Costa, Rafael Luque, and Luís A. Santos do Nascimento. 2019. "Acetylation of Eugenol over 12-Molybdophosphoric Acid Anchored in Mesoporous Silicate Support Synthesized from Flint Kaolin" Materials 12, no. 18: 2995. https://doi.org/10.3390/ma12182995

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