Acetylation of Eugenol on Functionalized Mesoporous Aluminosilicates Synthesized from Amazonian <i>Flint</i> Kaolin

The present work was aimed to investigate the catalytic activity of a mesoporous catalyst synthesized from 3-mercaptopropyltrimethoxysilane (MPTS) functionalized Amazonian <i>flint</i> kaolin in the acetylation of eugenol with acetic anhydride. Materials were characterized by thermogravi...

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Main Authors: Alex de Nazaré de Oliveira, Erika Tallyta Leite Lima, Eloisa Helena de Aguiar Andrade, José Roberto Zamian, Geraldo Narciso da Rocha Filho, Carlos Emmerson Ferreira da Costa, Luíza Helena de Oliveira Pires, Rafael Luque, Luís Adriano Santos do Nascimento
Format: Article
Language:English
Published: MDPI AG 2020-04-01
Series:Catalysts
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Online Access:https://www.mdpi.com/2073-4344/10/5/478
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author Alex de Nazaré de Oliveira
Erika Tallyta Leite Lima
Eloisa Helena de Aguiar Andrade
José Roberto Zamian
Geraldo Narciso da Rocha Filho
Carlos Emmerson Ferreira da Costa
Luíza Helena de Oliveira Pires
Rafael Luque
Luís Adriano Santos do Nascimento
author_facet Alex de Nazaré de Oliveira
Erika Tallyta Leite Lima
Eloisa Helena de Aguiar Andrade
José Roberto Zamian
Geraldo Narciso da Rocha Filho
Carlos Emmerson Ferreira da Costa
Luíza Helena de Oliveira Pires
Rafael Luque
Luís Adriano Santos do Nascimento
author_sort Alex de Nazaré de Oliveira
collection DOAJ
description The present work was aimed to investigate the catalytic activity of a mesoporous catalyst synthesized from 3-mercaptopropyltrimethoxysilane (MPTS) functionalized Amazonian <i>flint</i> kaolin in the acetylation of eugenol with acetic anhydride. Materials were characterized by thermogravimetry (TGA), N<sub>2</sub> adsorption (BET), X-ray dispersive energy spectroscopy (EDX), X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FTIR) and acid-base titration. The results presented proved the efficiency of <i>flint</i> kaolin as an alternative source in the preparation of mesoporous materials, since the material exhibited textural properties (specific surface area of 1071 m<sup>2</sup> g<sup>−1</sup>, pore volume of 1.05 cm<sup>3</sup> g<sup>−1</sup> and pore diameter of 3.85 nm) and structural properties (d<i><sub>100</sub></i> = 4.35 nm, a<sub>0</sub> = 5.06 nm and W<sub>t</sub> = 1.21 nm) within the required and characteristic material standards. The catalyst with the total amount of acidic sites of 4.89 mmol H<sup>+</sup> g<sup>−1</sup> was efficient in converting 99.9% of eugenol (eugenol to acetic anhydride molar ratio of 1:5, 2% catalyst, temperature and reaction time 80 °C and 40 min reaction). In addition, the reused catalyst could be successfully recycled with 92% conversion activity under identical reaction conditions.
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spelling doaj.art-d68d29f934f147e187be1ad0f5dcff6c2023-11-19T22:50:42ZengMDPI AGCatalysts2073-43442020-04-0110547810.3390/catal10050478Acetylation of Eugenol on Functionalized Mesoporous Aluminosilicates Synthesized from Amazonian <i>Flint</i> KaolinAlex de Nazaré de Oliveira0Erika Tallyta Leite Lima1Eloisa Helena de Aguiar Andrade2José Roberto Zamian3Geraldo Narciso da Rocha Filho4Carlos Emmerson Ferreira da Costa5Luíza Helena de Oliveira Pires6Rafael Luque7Luís Adriano Santos do Nascimento8Graduation 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, 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, BrazilSchool of Application, Federal University of Pará, Pará 66077-585, BrazilDepartment of Organic Chemistry, Universidad de Córdoba, Ctra Nnal IV-A, Km 396, E14014 Cordoba, SpainGraduation Program in Chemistry, Federal University of Pará, Augusto Corrêa Street, Guamá, Belém, PA 66075-110, BrazilThe present work was aimed to investigate the catalytic activity of a mesoporous catalyst synthesized from 3-mercaptopropyltrimethoxysilane (MPTS) functionalized Amazonian <i>flint</i> kaolin in the acetylation of eugenol with acetic anhydride. Materials were characterized by thermogravimetry (TGA), N<sub>2</sub> adsorption (BET), X-ray dispersive energy spectroscopy (EDX), X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FTIR) and acid-base titration. The results presented proved the efficiency of <i>flint</i> kaolin as an alternative source in the preparation of mesoporous materials, since the material exhibited textural properties (specific surface area of 1071 m<sup>2</sup> g<sup>−1</sup>, pore volume of 1.05 cm<sup>3</sup> g<sup>−1</sup> and pore diameter of 3.85 nm) and structural properties (d<i><sub>100</sub></i> = 4.35 nm, a<sub>0</sub> = 5.06 nm and W<sub>t</sub> = 1.21 nm) within the required and characteristic material standards. The catalyst with the total amount of acidic sites of 4.89 mmol H<sup>+</sup> g<sup>−1</sup> was efficient in converting 99.9% of eugenol (eugenol to acetic anhydride molar ratio of 1:5, 2% catalyst, temperature and reaction time 80 °C and 40 min reaction). In addition, the reused catalyst could be successfully recycled with 92% conversion activity under identical reaction conditions.https://www.mdpi.com/2073-4344/10/5/478eugenolacetylation<i>flint</i> kaolinmesoporous aluminosilicatefunctionalizationheterogeneous catalysis
spellingShingle Alex de Nazaré de Oliveira
Erika Tallyta Leite Lima
Eloisa Helena de Aguiar Andrade
José Roberto Zamian
Geraldo Narciso da Rocha Filho
Carlos Emmerson Ferreira da Costa
Luíza Helena de Oliveira Pires
Rafael Luque
Luís Adriano Santos do Nascimento
Acetylation of Eugenol on Functionalized Mesoporous Aluminosilicates Synthesized from Amazonian <i>Flint</i> Kaolin
Catalysts
eugenol
acetylation
<i>flint</i> kaolin
mesoporous aluminosilicate
functionalization
heterogeneous catalysis
title Acetylation of Eugenol on Functionalized Mesoporous Aluminosilicates Synthesized from Amazonian <i>Flint</i> Kaolin
title_full Acetylation of Eugenol on Functionalized Mesoporous Aluminosilicates Synthesized from Amazonian <i>Flint</i> Kaolin
title_fullStr Acetylation of Eugenol on Functionalized Mesoporous Aluminosilicates Synthesized from Amazonian <i>Flint</i> Kaolin
title_full_unstemmed Acetylation of Eugenol on Functionalized Mesoporous Aluminosilicates Synthesized from Amazonian <i>Flint</i> Kaolin
title_short Acetylation of Eugenol on Functionalized Mesoporous Aluminosilicates Synthesized from Amazonian <i>Flint</i> Kaolin
title_sort acetylation of eugenol on functionalized mesoporous aluminosilicates synthesized from amazonian i flint i kaolin
topic eugenol
acetylation
<i>flint</i> kaolin
mesoporous aluminosilicate
functionalization
heterogeneous catalysis
url https://www.mdpi.com/2073-4344/10/5/478
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