Photocatalytic production of dihydroxyacetone from glycerol on TiO<sub>2</sub>in acetonitrile

Imbault, Alexander Luis; Gong, Jianyu

doi:10.1039/c9ra09434b

Cited by 14 publications

(10 citation statements)

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“…In our previous work, we reported conversion of crude glycerol to DHA using acetonitrile as a solvent. However, in that case, a sharp reduction in activity over time was observed that was attributed to the possible poisoning of the photocatalyst by impurities present in the crude glycerol [15]. In this study, however, the biphasic reaction system did not suffer from such as reduced activity.…”

Section: Photocatalytic Conversion Of Crude Glycerolmentioning

confidence: 53%

“…Industrially, glycerol is converted to DHA by biological means, however, the process necessitates the purification of glycerol [11]. An alternative method for DHA production from glycerol is via heterogeneous photocatalysis in a slurry reactor [15]. Performance of a slurry photoreactor depends not only on the type and amount of photocatalyst but also on the photoreactor design [8,10,16].…”

Section: Introductionmentioning

confidence: 99%

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Selective Oxidation of Crude Glycerol to Dihydroxyacetone in a Biphasic Photoreactor

Imbault

2020

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In this paper, the first biphasic photoreactor was introduced and utilized for the conversion of glycerol to glyceraldehyde (GAD) and dihydroxyacetone (DHA) using water and ethyl acetate as dispersed (active) and continuous (inactive) phases, respectively. Increasing the ethyl acetate content in the reactor improved the DHA yield; however, the optimal DHA selectivity was obtained at an ethyl acetate to water ratio of 90:10 (vol/vol). Compared to a monophasic photoreactor containing only water and identical amounts of glycerol and photocatalyst, the biphasic reactor containing 90 vol % ethyl acetate increased the DHA yield by a factor of 2.9 (from 4.5% to 13%) and the concentration of DHA by approximately 14 times (from 0.08 mM to 1.1 mM) after 240 min. Additionally, photocatalytic conversion of crude glycerol extracted using a 90:10 (vol/vol) ethyl acetate-water mixture showed a similar DHA conversion and yield to that of pure glycerol.

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Section: Photocatalytic Conversion Of Crude Glycerolmentioning

confidence: 53%

Section: Introductionmentioning

confidence: 99%

Selective Oxidation of Crude Glycerol to Dihydroxyacetone in a Biphasic Photoreactor

Imbault

2020

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“…Some works were published on the partial photocatalytic oxidation of glycerol ( Augugliaro et al, 2010 ; Imbault et al, 2020 ; Payormhorm and Idem 2020 ; Rangarajan et al, 2021 ). Previously, we performed photocatalytic oxidation of glycerol in aqueous suspensions containing home-prepared TiO 2 photocatalysts ( Augugliaro et al, 2010 ).…”

Section: Resultsmentioning

confidence: 99%

Selective Photocatalytic Oxidation of Glycerol and 3-Pyridinemethanol by Nanotube/Nanowire-Structured TiO2 Powders Obtained by Breakdown Anodization

et al. 2022

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Nanotube/nanowire-structured TiO2 was formed on the Ti surface by an anodic oxidation method performed at different potential values (50 or 60 V) and for different times (3 or 5 h). The TiO2 photocatalysts were taken in powder form using the ultrasonic treatment from the Ti electrodes, calcined at different temperatures, and characterized by XRD and SEM techniques, and BET surface area analyses. Both the crystallinity and the size of the primary TiO2 particles increased by increasing the heat treatment temperature. While all the photocatalysts heat treated up to 500°C were only in the anatase phase, the particles heat-treated at 700°C consisted of both anatase and rutile phases. The BET specific surface area of the samples decreased drastically after heat treatment of 700°C because of partial sinterization. SEM analyses indicated that the prepared materials were structured in both nanotubes and nanowires. They were tested as photocatalysts for the selective oxidation of glycerol and 3-pyridinemethanol under UVA irradiation in water at room temperature and ambient pressure. Glyceraldehyde, 1,3-dihydroxyacetone, and formic acid were determined as products in glycerol oxidation, while the products of 3-pyridinemethanol oxidation were 3-pyridinemethanal and vitamin B3. Non-nanotube/nanowire-structured commercial (Degussa P25 and Merck TiO2) photocatalysts were used for the sake of comparison. Low selectivity values towards the products obtained by partial oxidation were determined for glycerol. On the contrary, higher selectivity values towards the products were obtained (total 3-pyridinemethanal and vitamin B3 selectivity up to ca. 90%) for the photocatalytic oxidation of 3-pyridinemethanol. TiO2 photocatalysts must be highly crystalline (calcined at 700°C) for effective oxidation of glycerol, while for the selective oxidation of 3-pyridinemethanol it was not necessary to obtain a high crystallinity, and the optimal heat treatment temperature was 250°C. Glycerol and its oxidation products could more easily desorb from highly crystalline and less hydroxylated surfaces, which would justifies their higher activity. The prepared photocatalysts showed lower activity than Degussa P25, but a greater selectivity towards the products found.

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“…Recently, all three oxidation products of glycerol including glyceraldehyde, DHA, and glyceric acid were synthesized in a one-pot reaction, along with several other compounds [160]. These reactions are not prebiotically relevant and have been reported to be carried out in acetonitrile using TiO 2 as a catalyst [160]. The reported reaction does imply that it might be (prebiotically) plausible to obtain glycerol's oxidation products via onepot synthetic route.…”

Section: A Few More Key Derivatives Of Glycerol Relevant To Origin Ofmentioning

confidence: 99%

“…The phosphorylated derivatives of these compounds are critical parts of metabolism. The prebiotic synthesis of phosphorylated derivatives of these compounds has been demonstrated [151][152][153][154][155][156][157][158][159][160][161][162][163][164], and these compounds serve as "feedstock" molecules to more complex sugars and macromolecules. Glycerol has also been demonstrated to serve as a backbone in synthetic nucleic acids as iso-GNAs [169][170][171][172][173].…”

Section: Recapitulation and Closing Thoughtsmentioning

confidence: 99%

The Role of Glycerol and Its Derivatives in the Biochemistry of Living Organisms, and Their Prebiotic Origin and Significance in the Evolution of Life

Gull

Pasek

2021

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The emergence and evolution of prebiotic biomolecules on the early Earth remain a question that is considered crucial to understanding the chemistry of the origin of life. Amongst prebiotic molecules, glycerol is significant due to its ubiquity in biochemistry. In this review, we discuss the significance of glycerol and its various derivatives in biochemistry, their plausible roles in the origin and evolution of early cell membranes, and significance in the biochemistry of extremophiles, followed by their prebiotic origin on the early Earth and associated catalytic processes that led to the origin of these compounds. We also discuss various scenarios for the prebiotic syntheses of glycerol and its derivates and evaluate these to determine their relevance to early Earth biochemistry and geochemistry, and recapitulate the utilization of various minerals (including clays), condensation agents, and solvents that could have led to the successful prebiotic genesis of these biomolecules. Furthermore, important prebiotic events such as meteoritic delivery and prebiotic synthesis reactions under astrophysical conditions are also discussed. Finally, we have also highlighted some novel features of glycerol, including glycerol nucleic acid (GNA), in the origin and evolution of the life.

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Photocatalytic production of dihydroxyacetone from glycerol on TiO₂in acetonitrile

Abstract: Photocatalytic conversion of glycerol and selectivity for dihydroxyacetone production was increased by using acetonitrile as the reaction medium.

Cited by 14 publications

References 41 publications

Selective Oxidation of Crude Glycerol to Dihydroxyacetone in a Biphasic Photoreactor

Selective Oxidation of Crude Glycerol to Dihydroxyacetone in a Biphasic Photoreactor

Selective Photocatalytic Oxidation of Glycerol and 3-Pyridinemethanol by Nanotube/Nanowire-Structured TiO2 Powders Obtained by Breakdown Anodization

The Role of Glycerol and Its Derivatives in the Biochemistry of Living Organisms, and Their Prebiotic Origin and Significance in the Evolution of Life

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Photocatalytic production of dihydroxyacetone from glycerol on TiO2in acetonitrile

Abstract: Photocatalytic conversion of glycerol and selectivity for dihydroxyacetone production was increased by using acetonitrile as the reaction medium.

Cited by 14 publications

References 41 publications

Selective Oxidation of Crude Glycerol to Dihydroxyacetone in a Biphasic Photoreactor

Selective Oxidation of Crude Glycerol to Dihydroxyacetone in a Biphasic Photoreactor

Selective Photocatalytic Oxidation of Glycerol and 3-Pyridinemethanol by Nanotube/Nanowire-Structured TiO2 Powders Obtained by Breakdown Anodization

The Role of Glycerol and Its Derivatives in the Biochemistry of Living Organisms, and Their Prebiotic Origin and Significance in the Evolution of Life

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Photocatalytic production of dihydroxyacetone from glycerol on TiO₂in acetonitrile