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

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...

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Main Authors: Alex de Nazaré de Oliveira, Erika Tallyta Leite Lima, Deborah Terra de Oliveira, Rômulo Simões Angélica, Eloisa Helena de Aguiar Andrade, Geraldo Narciso da Rocha Filho, Carlos Emmerson Ferreira da Costa, Fabiola Fernandes Costa, Rafael Luque, Luís Adriano Santos do Nascimento
Format: Article
Language:English
Published: MDPI AG 2019-09-01
Series:Materials
Subjects:
Online Access:https://www.mdpi.com/1996-1944/12/18/2995
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spelling doaj-16e041e188924d5f834ad4f45b4fe3632020-11-24T21:26:40ZengMDPI AGMaterials1996-19442019-09-011218299510.3390/ma12182995ma12182995Acetylation of Eugenol over 12-Molybdophosphoric Acid Anchored in Mesoporous Silicate Support Synthesized from <i>Flint</i> KaolinAlex de Nazaré de Oliveira0Erika Tallyta Leite Lima1Deborah Terra de Oliveira2Rômulo Simões Angélica3Eloisa Helena de Aguiar Andrade4Geraldo Narciso da Rocha Filho5Carlos Emmerson Ferreira da Costa6Fabiola Fernandes Costa7Rafael Luque8Luís Adriano Santos do Nascimento9Graduation Program in Chemistry, Federal University of Pará, Augusto Corrêa Street, Guamá, Belém PA 66075-110, BrazilGraduation Program in Chemistry, Federal University of Pará, Augusto Corrêa Street, Guamá, Belém PA 66075-110, BrazilLaboratory of Oils of the Amazon, Federal University of Pará, Perimetral Avenue, Guamá, Belém PA 66075-750, BrazilLaboratory of X-Ray Diffraction, Federal University of Pará, Augusto Corrêa Street, Guamá, Belém PA 66075-110, BrazilGraduation Program in Chemistry, Federal University of Pará, Augusto Corrêa Street, Guamá, Belém PA 66075-110, BrazilGraduation Program in Chemistry, Federal University of Pará, Augusto Corrêa Street, Guamá, Belém PA 66075-110, BrazilGraduation Program in Chemistry, Federal University of Pará, Augusto Corrêa Street, Guamá, Belém PA 66075-110, BrazilCampus of Salinópolis, Federal University of Pará, Salinópolis, Pará CEP 68721-000, BrazilFaculty of Sciences, Research Institute of Chemistry, Peoples Friendship University of Russia (RUDN University), 6 Miklukho Maklaya str., 117198 Moscow, RussiaGraduation Program in Chemistry, Federal University of Pará, Augusto Corrêa Street, Guamá, Belém PA 66075-110, BrazilA 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<sup>&#8722;1</sup> 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.https://www.mdpi.com/1996-1944/12/18/2995acetylationeugenyl acetate12-molybdophosphoric acid<i>flint</i> kaolinAlSiMheterogeneous catalysis
collection DOAJ
language English
format Article
sources DOAJ
author Alex de Nazaré de Oliveira
Erika Tallyta Leite Lima
Deborah Terra de Oliveira
Rômulo Simões Angélica
Eloisa Helena de Aguiar Andrade
Geraldo Narciso da Rocha Filho
Carlos Emmerson Ferreira da Costa
Fabiola Fernandes Costa
Rafael Luque
Luís Adriano Santos do Nascimento
spellingShingle Alex de Nazaré de Oliveira
Erika Tallyta Leite Lima
Deborah Terra de Oliveira
Rômulo Simões Angélica
Eloisa Helena de Aguiar Andrade
Geraldo Narciso da Rocha Filho
Carlos Emmerson Ferreira da Costa
Fabiola Fernandes Costa
Rafael Luque
Luís Adriano Santos do Nascimento
Acetylation of Eugenol over 12-Molybdophosphoric Acid Anchored in Mesoporous Silicate Support Synthesized from <i>Flint</i> Kaolin
Materials
acetylation
eugenyl acetate
12-molybdophosphoric acid
<i>flint</i> kaolin
AlSiM
heterogeneous catalysis
author_facet Alex de Nazaré de Oliveira
Erika Tallyta Leite Lima
Deborah Terra de Oliveira
Rômulo Simões Angélica
Eloisa Helena de Aguiar Andrade
Geraldo Narciso da Rocha Filho
Carlos Emmerson Ferreira da Costa
Fabiola Fernandes Costa
Rafael Luque
Luís Adriano Santos do Nascimento
author_sort Alex de Nazaré de Oliveira
title Acetylation of Eugenol over 12-Molybdophosphoric Acid Anchored in Mesoporous Silicate Support Synthesized from <i>Flint</i> Kaolin
title_short Acetylation of Eugenol over 12-Molybdophosphoric Acid Anchored in Mesoporous Silicate Support Synthesized from <i>Flint</i> Kaolin
title_full Acetylation of Eugenol over 12-Molybdophosphoric Acid Anchored in Mesoporous Silicate Support Synthesized from <i>Flint</i> Kaolin
title_fullStr Acetylation of Eugenol over 12-Molybdophosphoric Acid Anchored in Mesoporous Silicate Support Synthesized from <i>Flint</i> Kaolin
title_full_unstemmed Acetylation of Eugenol over 12-Molybdophosphoric Acid Anchored in Mesoporous Silicate Support Synthesized from <i>Flint</i> Kaolin
title_sort acetylation of eugenol over 12-molybdophosphoric acid anchored in mesoporous silicate support synthesized from <i>flint</i> kaolin
publisher MDPI AG
series Materials
issn 1996-1944
publishDate 2019-09-01
description 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<sup>&#8722;1</sup> 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.
topic acetylation
eugenyl acetate
12-molybdophosphoric acid
<i>flint</i> kaolin
AlSiM
heterogeneous catalysis
url https://www.mdpi.com/1996-1944/12/18/2995
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