Low‐pressure packed‐bed gas phase conversion of glycerol to acetol

Chiu, Chuang-Wei; Tekeei, Ali; Sutterlin, William R.; Ronco, Joshua M.; Suppes, Galen J.

doi:10.1002/aic.11567

Cited by 50 publications

(47 citation statements)

References 13 publications

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“…13,15 It is known that copper works as a dehydrogenation catalyst for polyols, such as 1,2-17 and 1,3-diols. 18 However, glycerol can be dehydrated into HA over copper metal catalysts.…”

mentioning

confidence: 99%

“…[5][6][7][8][9][10][11][12][13][14][15][16] In liquid-phase hydrogenolysis under hydrogen pressure, glycerol is converted into 1,2-PDO and 1,3-PDO in the presence of supported Rh, 5 Ru, [6][7][8] or Pt. 8,9 In the vapor-phase hydrogenolysis of glycerol, Cu catalyzes 1,2-PDO formation in the presence of high hydrogen pressure.…”

mentioning

confidence: 99%

“…13 One effective operation is a two-step process composed of dehydration under vacuum and hydrogenation under hydrogen pressure. 13,15 It is known that copper works as a dehydrogenation catalyst for polyols, such as 1,2-17 and 1,3-diols. 18 However, glycerol can be dehydrated into HA over copper metal catalysts.…”

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confidence: 99%

“…18 However, glycerol can be dehydrated into HA over copper metal catalysts. [14][15][16] It should be noted that copper metal catalyzes the dehydration of glycerol to produce HA with selectivity higher than 90 mol % at 250 C, and that no dehydrogenation proceeds to form dihydroxyacetone.…”

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confidence: 99%

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Selective Conversion of Glycerol into 1,2-Propanediol at Ambient Hydrogen Pressure

Sato¹,

Akiyama²,

Inui³

et al. 2009

Chemistry Letters

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The vapor-phase reaction of glycerol was performed over a copper-alumina catalyst at ambient hydrogen pressure. Glycerol was converted into 1,2-propanediol (PDO) through dehydrationhydrogenation via hydroxyacetone (HA). We also found that 1,2-PDO was produced at the selectivity higher than 93 mol % in hydrogen flow at gradient temperatures: the dehydrogenation into HA was catalyzed at around C, while the following hydrogenation into 1,2-PDO was catalyzed by Cu-alumina catalyst at around 145-160 C.The catalytic conversion of carbon-neutral biomass into useful chemicals is expected to be a potential solution to the severe global environmental pollution problem.1,2 Renewable biomass fuels, such as bioethanol and biodiesel fuel (BDF), i.e., fatty acid methyl esters, are attracting much attention worldwide. Glycerol, a by-product of BDF production for ca. 10 mass % of BDF produced, is one of such promising renewable resources. Its quantity increases as the amount of BDF produced is increased.Recently, quite a number of studies on the reaction of glycerol have appeared in reviews 2-4 and research papers. [5][6][7][8][9][10][11][12][13][14][15][16] In liquid-phase hydrogenolysis under hydrogen pressure, glycerol is converted into 1,2-PDO and 1,3-PDO in the presence of supported Rh, 5 Ru, [6][7][8]9 In the vapor-phase hydrogenolysis of glycerol, Cu catalyzes 1,2-PDO formation in the presence of high hydrogen pressure. [10][11][12][13] Since the hydrogenolysis requires elevated hydrogen pressure, 5-11 side reactions occur to form several by-products, including ethylene glycol (EG), propanol, lactic acid, and propanoic acid. Hydroxyacetone (HA) is an intermediate product in the conversion of glycerol into 1,2-PDO through the dehydration-hydrogenation reactions. Over Cu catalysts, however, 1,2-PDO selectivity higher than 90 mol % is attained: 12,13 low temperatures and high hydrogen pressures favor the shift of equilibrium from HA to 1,2-PDO and reduce the formation of by-products resulting from HA side reactions. 13One effective operation is a two-step process composed of dehydration under vacuum and hydrogenation under hydrogen pressure. 13,15 It is known that copper works as a dehydrogenation catalyst for polyols, such as 1,2-17 and 1,3-diols. 18 However, glycerol can be dehydrated into HA over copper metal catalysts.14-16 It should be noted that copper metal catalyzes the dehydration of glycerol to produce HA with selectivity higher than 90 mol % at 250 C, and that no dehydrogenation proceeds to form dihydroxyacetone.14,16 1,2-PDO is dehydrogenated to form HA in the presence of inert carrier gas over copper catalysts, and the dehydrogenation is controlled by equilibrium.17 This reminds us that 1,2-PDO is favored at high hydrogen partial pressure even at ambient pressure. As copper metal works as a catalyst for the dehydrogenation of 1,2-PDO into HA at 210 C, 17 it is expected to be an efficient catalyst for the reverse hydrogenation at temperatures lower than 210 C. In this paper, we report that the transformation of ...

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“…13,15 It is known that copper works as a dehydrogenation catalyst for polyols, such as 1,2-17 and 1,3-diols. 18 However, glycerol can be dehydrated into HA over copper metal catalysts.…”

mentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

See 2 more Smart Citations

Selective Conversion of Glycerol into 1,2-Propanediol at Ambient Hydrogen Pressure

Sato¹,

Akiyama²,

Inui³

et al. 2009

Chemistry Letters

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“…They clarified that the residence time for the gas is much less than for the liquid. The density of the acetol is lower in the gas phase which dramatically reduces polymerization reactions that contributed to higher order reaction (Chiu et al, 2008).…”

Section: Conversion Of Glycerol To Acetolmentioning

confidence: 99%

A Review of Acetol: Application and Production

Mohamad¹,

Awang²,

Yunus³

2011

American Journal of Applied Sciences

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Problem statement: Acetol is used as organic intermediates because it contains both hydroxyl and carbonyl functional groups and mainly use to produce polyols and acrolein. It also widely uses as reduced dyes and skin tanning agent. The commercially used acetol is made from petroleum-based that leads to high cost of production. Approach: This review highlighted applications of acetol and established methods and factors affecting acetol selectivity. Global market of acetol and its contribution in Malaysia were also surveyed. Results: Multiple ways which was through dehydration of glycerol or dehydrogenation of polyols and sugar alcohols could be applied to produce acetol. Conclusion: The approach using glycerol as feedstock since its economic viable in the presence of metal supported acidic catalyst is the very promising and reliable because it's high conversion and selectivity. The production under optimum conditions still remained as an open challenge to all researchers.

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A Review on Catalytic Dehydration of Glycerol to Acetol

Basu

Sen

2021

ChemBioEng Reviews

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The renewability of glycerol has made it an appealing medium for the processing of various compounds. Selective dehydration of glycerol to acetol is one of the promising glycerol valorizations. The performance and recent progress of those typical and most frequently mentioned catalysts for the synthesis of acetol from glycerol, including noble metals and transition-based metals, are summarized in detail. A Cu-based catalyst is identified as an appropriate catalyst for the synthesis of the glycerol dehydration route. In addition, advances in process development of several solid supports, the effects of catalyst preparation methods of suitable supports on catalytic activity, and the performance of catalysts' considering the catalytic conversion of glycerol to acetol are reviewed.

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Low‐pressure packed‐bed gas phase conversion of glycerol to acetol

Cited by 50 publications

References 13 publications

Selective Conversion of Glycerol into 1,2-Propanediol at Ambient Hydrogen Pressure

Selective Conversion of Glycerol into 1,2-Propanediol at Ambient Hydrogen Pressure

A Review of Acetol: Application and Production

A Review on Catalytic Dehydration of Glycerol to Acetol

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