Effect of lewis and brønsted acids on conversion of chitin monomer n-acetyl-d-glucosamine (GlcNAc) to furan derivatives in [bmim]cl ionic liquid

Daiki Azuma; Takaaki Yoshii; Masaru Watanabe; Yuya Hiraga; Richard Lee Smith; Makoto Ogata; Mitsumasa Osada

doi:10.1252/kakoronbunshu.45.141

Effect of lewis and brønsted acids on conversion of chitin monomer n-acetyl-d-glucosamine (GlcNAc) to furan derivatives in [bmim]cl ionic liquid

Daiki Azuma, Takaaki Yoshii, Masaru Watanabe, Yuya Hiraga, Richard Lee Smith, Makoto Ogata, Mitsumasa Osada

ENG - Research Center of Supercritical Fluid Terchnolody

Research output: Contribution to journal › Article › peer-review

Abstract

Conversion of N-acetyl-D-glucosamine (GlcNAc) to furan derivatives in ionic liquid ([Bmim]Cl) was studied with Amberlyst 45 (Brønsted acid) and B(OH)₃ (Lewis acid) additives. A 10 wt% of GlcNAc solution in [Bmim]Cl with additives was loaded into a glass reactor and heated at constant temperature in the range of 110‒150°C for 5‒30 min. In the presence of Amberlyst 45, 80% conversion of GlcNAc was obtained. With both additives, the formation of 3-acet-amide-5-acetylfuran was observed. From the reaction kinetics, the activation energy of GlcNAc conversion was determined to be 43.7 kJ/mol with Amberlyst 45 and 73.6 kJ/mol with B(OH)₃.

Original language	English
Pages (from-to)	141-146
Number of pages	6
Journal	Kagaku Kogaku Ronbunshu
Volume	45
Issue number	4
DOIs	https://doi.org/10.1252/kakoronbunshu.45.141
Publication status	Published - 2019

Keywords

Chitin
Ion Exchange Resin
Ionic Liquid
N-Acetyl-D-Glucosamine

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10.1252/kakoronbunshu.45.141

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title = "Effect of lewis and br{\o}nsted acids on conversion of chitin monomer n-acetyl-d-glucosamine (GlcNAc) to furan derivatives in [bmim]cl ionic liquid",

abstract = "Conversion of N-acetyl-D-glucosamine (GlcNAc) to furan derivatives in ionic liquid ([Bmim]Cl) was studied with Amberlyst 45 (Br{\o}nsted acid) and B(OH)3 (Lewis acid) additives. A 10 wt% of GlcNAc solution in [Bmim]Cl with additives was loaded into a glass reactor and heated at constant temperature in the range of 110‒150°C for 5‒30 min. In the presence of Amberlyst 45, 80% conversion of GlcNAc was obtained. With both additives, the formation of 3-acet-amide-5-acetylfuran was observed. From the reaction kinetics, the activation energy of GlcNAc conversion was determined to be 43.7 kJ/mol with Amberlyst 45 and 73.6 kJ/mol with B(OH)3.",

keywords = "Chitin, Ion Exchange Resin, Ionic Liquid, N-Acetyl-D-Glucosamine",

author = "Daiki Azuma and Takaaki Yoshii and Masaru Watanabe and Yuya Hiraga and Smith, {Richard Lee} and Makoto Ogata and Mitsumasa Osada",

note = "Publisher Copyright: {\textcopyright} 2019 The Society of Chemical Engineers, Japan.",

year = "2019",

doi = "10.1252/kakoronbunshu.45.141",

language = "English",

volume = "45",

pages = "141--146",

journal = "Kagaku Kogaku Ronbunshu",

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publisher = "Society of Chemical Engineers, Japan",

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T1 - Effect of lewis and brønsted acids on conversion of chitin monomer n-acetyl-d-glucosamine (GlcNAc) to furan derivatives in [bmim]cl ionic liquid

AU - Azuma, Daiki

AU - Yoshii, Takaaki

AU - Watanabe, Masaru

AU - Hiraga, Yuya

AU - Smith, Richard Lee

AU - Ogata, Makoto

AU - Osada, Mitsumasa

PY - 2019

Y1 - 2019

N2 - Conversion of N-acetyl-D-glucosamine (GlcNAc) to furan derivatives in ionic liquid ([Bmim]Cl) was studied with Amberlyst 45 (Brønsted acid) and B(OH)3 (Lewis acid) additives. A 10 wt% of GlcNAc solution in [Bmim]Cl with additives was loaded into a glass reactor and heated at constant temperature in the range of 110‒150°C for 5‒30 min. In the presence of Amberlyst 45, 80% conversion of GlcNAc was obtained. With both additives, the formation of 3-acet-amide-5-acetylfuran was observed. From the reaction kinetics, the activation energy of GlcNAc conversion was determined to be 43.7 kJ/mol with Amberlyst 45 and 73.6 kJ/mol with B(OH)3.

AB - Conversion of N-acetyl-D-glucosamine (GlcNAc) to furan derivatives in ionic liquid ([Bmim]Cl) was studied with Amberlyst 45 (Brønsted acid) and B(OH)3 (Lewis acid) additives. A 10 wt% of GlcNAc solution in [Bmim]Cl with additives was loaded into a glass reactor and heated at constant temperature in the range of 110‒150°C for 5‒30 min. In the presence of Amberlyst 45, 80% conversion of GlcNAc was obtained. With both additives, the formation of 3-acet-amide-5-acetylfuran was observed. From the reaction kinetics, the activation energy of GlcNAc conversion was determined to be 43.7 kJ/mol with Amberlyst 45 and 73.6 kJ/mol with B(OH)3.

KW - Chitin

KW - Ion Exchange Resin

KW - Ionic Liquid

KW - N-Acetyl-D-Glucosamine

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U2 - 10.1252/kakoronbunshu.45.141

DO - 10.1252/kakoronbunshu.45.141

M3 - Article

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SN - 0386-216X

VL - 45

SP - 141

EP - 146

JO - Kagaku Kogaku Ronbunshu

JF - Kagaku Kogaku Ronbunshu

IS - 4

ER -

Effect of lewis and brønsted acids on conversion of chitin monomer n-acetyl-d-glucosamine (GlcNAc) to furan derivatives in [bmim]cl ionic liquid

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