Solid Lewis acidity of boehmite γ-AlO(OH) and its catalytic activity for transformation of sugars in water

Atsushi Takagaki, Ji Chul Jung, Shigenobu Hayashi

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

Aqueous-phase transformation of C3- and C6-sugars toward valuable intermediates such as lactic acid and 5-hydroxymethylfurfural (HMF) using boehmite, an abundant, inexpensive and simple aluminium oxide hydroxide γ-AlO(OH) was demonstrated. Pyridine-adsorbed Fourier transform infrared (FTIR) spectroscopy and trimethylphosphine oxide-adsorbed 31P magic angle spinning (MAS) nuclear magic resonance (NMR) revealed that boehmite had no Brønsted acid sites and a small amount of weak Lewis acid sites. The amount of Lewis acid sites and the initial reaction rate for lactic acid synthesis from dihydroxyacetone increased with increase of calcination temperature of boehmite whereas the selectivity for lactic acid remained unchanged and turnover frequency decreased. Boehmite afforded lactic acid selectively from aqueous C3-sugars solution with the yields of 32% and 42% from dihydroxyacetone and glyceraldehyde, respectively, which were higher than those of hydrotalcite, titanium oxide, tin oxide and tungsten oxide. Moreover, boehmite gave both lactic acid and HMF simultaneously from aqueous glucose solution as well as fructose. The total yields of lactic acid and HMF from aqueous glucose solution reached 40%. Boehmite was found to catalyse a variety of reactions including isomerization, retro-aldol condensation, dehydration and hydration in water.

Original languageEnglish
Pages (from-to)43785-43791
Number of pages7
JournalRSC Advances
Volume4
Issue number82
DOIs
Publication statusPublished - Jan 1 2014

Fingerprint

Lactic acid
Acidity
Sugars
Oxides
Catalyst activity
Lactic Acid
Water
Dihydroxyacetone
Lewis Acids
hydrotalcite
Glucose
Acids
Fructose
Magic angle spinning
Glyceraldehyde
Titanium oxides
Isomerization
Tin oxides
Dehydration
Hydration

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Solid Lewis acidity of boehmite γ-AlO(OH) and its catalytic activity for transformation of sugars in water. / Takagaki, Atsushi; Jung, Ji Chul; Hayashi, Shigenobu.

In: RSC Advances, Vol. 4, No. 82, 01.01.2014, p. 43785-43791.

Research output: Contribution to journalArticle

@article{398907e3f83e4a3ba0671365e729628e,
title = "Solid Lewis acidity of boehmite γ-AlO(OH) and its catalytic activity for transformation of sugars in water",
abstract = "Aqueous-phase transformation of C3- and C6-sugars toward valuable intermediates such as lactic acid and 5-hydroxymethylfurfural (HMF) using boehmite, an abundant, inexpensive and simple aluminium oxide hydroxide γ-AlO(OH) was demonstrated. Pyridine-adsorbed Fourier transform infrared (FTIR) spectroscopy and trimethylphosphine oxide-adsorbed 31P magic angle spinning (MAS) nuclear magic resonance (NMR) revealed that boehmite had no Br{\o}nsted acid sites and a small amount of weak Lewis acid sites. The amount of Lewis acid sites and the initial reaction rate for lactic acid synthesis from dihydroxyacetone increased with increase of calcination temperature of boehmite whereas the selectivity for lactic acid remained unchanged and turnover frequency decreased. Boehmite afforded lactic acid selectively from aqueous C3-sugars solution with the yields of 32{\%} and 42{\%} from dihydroxyacetone and glyceraldehyde, respectively, which were higher than those of hydrotalcite, titanium oxide, tin oxide and tungsten oxide. Moreover, boehmite gave both lactic acid and HMF simultaneously from aqueous glucose solution as well as fructose. The total yields of lactic acid and HMF from aqueous glucose solution reached 40{\%}. Boehmite was found to catalyse a variety of reactions including isomerization, retro-aldol condensation, dehydration and hydration in water.",
author = "Atsushi Takagaki and Jung, {Ji Chul} and Shigenobu Hayashi",
year = "2014",
month = "1",
day = "1",
doi = "10.1039/c4ra08061k",
language = "English",
volume = "4",
pages = "43785--43791",
journal = "RSC Advances",
issn = "2046-2069",
publisher = "Royal Society of Chemistry",
number = "82",

}

TY - JOUR

T1 - Solid Lewis acidity of boehmite γ-AlO(OH) and its catalytic activity for transformation of sugars in water

AU - Takagaki, Atsushi

AU - Jung, Ji Chul

AU - Hayashi, Shigenobu

PY - 2014/1/1

Y1 - 2014/1/1

N2 - Aqueous-phase transformation of C3- and C6-sugars toward valuable intermediates such as lactic acid and 5-hydroxymethylfurfural (HMF) using boehmite, an abundant, inexpensive and simple aluminium oxide hydroxide γ-AlO(OH) was demonstrated. Pyridine-adsorbed Fourier transform infrared (FTIR) spectroscopy and trimethylphosphine oxide-adsorbed 31P magic angle spinning (MAS) nuclear magic resonance (NMR) revealed that boehmite had no Brønsted acid sites and a small amount of weak Lewis acid sites. The amount of Lewis acid sites and the initial reaction rate for lactic acid synthesis from dihydroxyacetone increased with increase of calcination temperature of boehmite whereas the selectivity for lactic acid remained unchanged and turnover frequency decreased. Boehmite afforded lactic acid selectively from aqueous C3-sugars solution with the yields of 32% and 42% from dihydroxyacetone and glyceraldehyde, respectively, which were higher than those of hydrotalcite, titanium oxide, tin oxide and tungsten oxide. Moreover, boehmite gave both lactic acid and HMF simultaneously from aqueous glucose solution as well as fructose. The total yields of lactic acid and HMF from aqueous glucose solution reached 40%. Boehmite was found to catalyse a variety of reactions including isomerization, retro-aldol condensation, dehydration and hydration in water.

AB - Aqueous-phase transformation of C3- and C6-sugars toward valuable intermediates such as lactic acid and 5-hydroxymethylfurfural (HMF) using boehmite, an abundant, inexpensive and simple aluminium oxide hydroxide γ-AlO(OH) was demonstrated. Pyridine-adsorbed Fourier transform infrared (FTIR) spectroscopy and trimethylphosphine oxide-adsorbed 31P magic angle spinning (MAS) nuclear magic resonance (NMR) revealed that boehmite had no Brønsted acid sites and a small amount of weak Lewis acid sites. The amount of Lewis acid sites and the initial reaction rate for lactic acid synthesis from dihydroxyacetone increased with increase of calcination temperature of boehmite whereas the selectivity for lactic acid remained unchanged and turnover frequency decreased. Boehmite afforded lactic acid selectively from aqueous C3-sugars solution with the yields of 32% and 42% from dihydroxyacetone and glyceraldehyde, respectively, which were higher than those of hydrotalcite, titanium oxide, tin oxide and tungsten oxide. Moreover, boehmite gave both lactic acid and HMF simultaneously from aqueous glucose solution as well as fructose. The total yields of lactic acid and HMF from aqueous glucose solution reached 40%. Boehmite was found to catalyse a variety of reactions including isomerization, retro-aldol condensation, dehydration and hydration in water.

UR - http://www.scopus.com/inward/record.url?scp=84907855442&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84907855442&partnerID=8YFLogxK

U2 - 10.1039/c4ra08061k

DO - 10.1039/c4ra08061k

M3 - Article

VL - 4

SP - 43785

EP - 43791

JO - RSC Advances

JF - RSC Advances

SN - 2046-2069

IS - 82

ER -