One-step oxidehydration of glycerol to acrylic acid using ETS-10-like vanadosilicates

Alex Silva Paula; Luiz Gustavo Possato; Davi Rubinho Ratero; Janine Contro; Keren Keinan-Adamsky; Ricardo Reis Soares; Gil Goobes; Leandro Martins; José G. Nery

doi:10.1016/j.micromeso.2016.05.014

One-step oxidehydration of glycerol to acrylic acid using ETS-10-like vanadosilicates

Alex Silva Paula, Luiz Gustavo Possato, Davi Rubinho Ratero, Janine Contro, Keren Keinan-Adamsky, Ricardo Reis Soares, Gil Goobes, Leandro Martins, José G. Nery

Department of Chemistry

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37 Scopus citations

Abstract

Vanadosilicates isostructural to ETS-10 and AM-6 microporous materials were synthesized hydrothermally using derivatives of cis- and trans-3,5-dimethyl-piperidine as organic structure directing agents (SDAs) and were subsequently tested as heterogeneous catalysts for the oxidehydration of glycerol to acrylic acid. The best performances were obtained with vanadosilicates prepared with 1,1,3,5-tetramethyl piperidinum cations, which were capable of converting 93.6% of glycerol to acrylic acid in one step, with 85.4% selectivity. Other important chemicals such as acrolein (3.8%), propanal (2.3%), acetaldehyde (3.2%), acetic acid (2.5%), and propionic acid (1.4%) were produced in smaller amounts. The results clearly indicated that these vanadosilicates are potential multifunctional catalysts capable of performing the oxidehydration of glycerol to acrylic acid in a single step. Spectroscopic data obtained from ⁵¹VMAS-NMR, UV-Vis, XPS, and Raman scattering analyses suggested that the selectivity of these vanadosilicates for the oxidative dehydration of glycerol to acrylic acid could be attributed to the capacity of the vanadium species for dynamic adoption of multiple oxidation states during the catalytic reaction.

Original language	English
Pages (from-to)	151-160
Number of pages	10
Journal	Microporous and Mesoporous Materials
Volume	232
DOIs	https://doi.org/10.1016/j.micromeso.2016.05.014
State	Published - 15 Sep 2016

Bibliographical note

Publisher Copyright:
© 2016 Elsevier Inc. All rights reserved.

Funding

Financial support for this work was provided by the São Paulo State Research Foundation (FAPESP) in the form of grants to JGN (processes #05/54703-6 and #11/51851-5 ) and LM (process #10/01449-3 ). We also thank CAPES and the National Council for Scientific and Technological Development for financial support to JGN (grant #07/478104-3 ). Prof. Michael Tsapatsis (UMass) is gratefully acknowledged for supporting and encouraging this work.

Funders	Funder number
Fundação de Amparo à Pesquisa do Estado de São Paulo	05/54703-6, 11/51851-5, 10/01449-3
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
Conselho Nacional de Desenvolvimento Científico e Tecnológico	07/478104-3

Keywords

Acrylic acid
Glycerol
Mars-van Krevelen mechanism
Oxidehydration reactions
Vanadosilicates

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10.1016/j.micromeso.2016.05.014

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title = "One-step oxidehydration of glycerol to acrylic acid using ETS-10-like vanadosilicates",

abstract = "Vanadosilicates isostructural to ETS-10 and AM-6 microporous materials were synthesized hydrothermally using derivatives of cis- and trans-3,5-dimethyl-piperidine as organic structure directing agents (SDAs) and were subsequently tested as heterogeneous catalysts for the oxidehydration of glycerol to acrylic acid. The best performances were obtained with vanadosilicates prepared with 1,1,3,5-tetramethyl piperidinum cations, which were capable of converting 93.6% of glycerol to acrylic acid in one step, with 85.4% selectivity. Other important chemicals such as acrolein (3.8%), propanal (2.3%), acetaldehyde (3.2%), acetic acid (2.5%), and propionic acid (1.4%) were produced in smaller amounts. The results clearly indicated that these vanadosilicates are potential multifunctional catalysts capable of performing the oxidehydration of glycerol to acrylic acid in a single step. Spectroscopic data obtained from 51VMAS-NMR, UV-Vis, XPS, and Raman scattering analyses suggested that the selectivity of these vanadosilicates for the oxidative dehydration of glycerol to acrylic acid could be attributed to the capacity of the vanadium species for dynamic adoption of multiple oxidation states during the catalytic reaction.",

keywords = "Acrylic acid, Glycerol, Mars-van Krevelen mechanism, Oxidehydration reactions, Vanadosilicates",

author = "Paula, {Alex Silva} and Possato, {Luiz Gustavo} and Ratero, {Davi Rubinho} and Janine Contro and Keren Keinan-Adamsky and Soares, {Ricardo Reis} and Gil Goobes and Leandro Martins and Nery, {Jos{\'e} G.}",

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AU - Paula, Alex Silva

AU - Possato, Luiz Gustavo

AU - Ratero, Davi Rubinho

AU - Contro, Janine

AU - Keinan-Adamsky, Keren

AU - Soares, Ricardo Reis

AU - Goobes, Gil

AU - Martins, Leandro

AU - Nery, José G.

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AB - Vanadosilicates isostructural to ETS-10 and AM-6 microporous materials were synthesized hydrothermally using derivatives of cis- and trans-3,5-dimethyl-piperidine as organic structure directing agents (SDAs) and were subsequently tested as heterogeneous catalysts for the oxidehydration of glycerol to acrylic acid. The best performances were obtained with vanadosilicates prepared with 1,1,3,5-tetramethyl piperidinum cations, which were capable of converting 93.6% of glycerol to acrylic acid in one step, with 85.4% selectivity. Other important chemicals such as acrolein (3.8%), propanal (2.3%), acetaldehyde (3.2%), acetic acid (2.5%), and propionic acid (1.4%) were produced in smaller amounts. The results clearly indicated that these vanadosilicates are potential multifunctional catalysts capable of performing the oxidehydration of glycerol to acrylic acid in a single step. Spectroscopic data obtained from 51VMAS-NMR, UV-Vis, XPS, and Raman scattering analyses suggested that the selectivity of these vanadosilicates for the oxidative dehydration of glycerol to acrylic acid could be attributed to the capacity of the vanadium species for dynamic adoption of multiple oxidation states during the catalytic reaction.

KW - Acrylic acid

KW - Glycerol

KW - Mars-van Krevelen mechanism

KW - Oxidehydration reactions

KW - Vanadosilicates

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One-step oxidehydration of glycerol to acrylic acid using ETS-10-like vanadosilicates

Abstract

Bibliographical note

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Keywords

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