WO2023158988A3 - Oxidation of trace aqueous aldehydes - Google Patents
Oxidation of trace aqueous aldehydes Download PDFInfo
- Publication number
- WO2023158988A3 WO2023158988A3 PCT/US2023/062527 US2023062527W WO2023158988A3 WO 2023158988 A3 WO2023158988 A3 WO 2023158988A3 US 2023062527 W US2023062527 W US 2023062527W WO 2023158988 A3 WO2023158988 A3 WO 2023158988A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- aldehydes
- oxidation
- demonstrate
- trace
- reaction
- Prior art date
Links
- 150000001299 aldehydes Chemical class 0.000 title abstract 5
- 230000003647 oxidation Effects 0.000 title abstract 3
- 238000007254 oxidation reaction Methods 0.000 title abstract 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 239000001301 oxygen Substances 0.000 abstract 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 abstract 2
- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 239000000356 contaminant Substances 0.000 abstract 1
- 150000002271 geminal diols Chemical group 0.000 abstract 1
- 239000002638 heterogeneous catalyst Substances 0.000 abstract 1
- 230000000155 isotopic effect Effects 0.000 abstract 1
- 238000002372 labelling Methods 0.000 abstract 1
- 238000009790 rate-determining step (RDS) Methods 0.000 abstract 1
- 238000010507 β-hydride elimination reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/72—Treatment of water, waste water, or sewage by oxidation
- C02F1/725—Treatment of water, waste water, or sewage by oxidation by catalytic oxidation
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/28—Treatment of water, waste water, or sewage by sorption
- C02F1/283—Treatment of water, waste water, or sewage by sorption using coal, charred products, or inorganic mixtures containing them
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/34—Organic compounds containing oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
We demonstrate oxidation of trace aqueous aldehydes to their corresponding acids using a heterogeneous catalyst (5% Pt on C), with ambient dissolved oxygen serving as the terminal electron acceptor. Mass balances were essentially quantitative across a range of aldehydes, and pseudo-first order reaction kinetics are observed in batch reactors, with k obs varying from 0.6 h-1 for acetaldehyde to 4.6 h-1 for hexanal, while they were low for unsaturated aldehydes. Through kinetic and isotopic labeling experiments, we demonstrate that while oxygen is essential for the reaction to proceed, it is not involved in the rate-limiting step, and the reaction appears to proceed primarily through a base-promoted beta-hydride elimination mechanism from the hydrated gem-diol form of the corresponding aldehyde. This technology demonstrates useful abiotic oxidation of a trace organic contaminant using dissolved oxygen.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US202263310902P | 2022-02-16 | 2022-02-16 | |
| US63/310,902 | 2022-02-16 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2023158988A2 WO2023158988A2 (en) | 2023-08-24 |
| WO2023158988A3 true WO2023158988A3 (en) | 2023-10-12 |
Family
ID=87579086
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2023/062527 WO2023158988A2 (en) | 2022-02-16 | 2023-02-14 | Oxidation of trace aqueous aldehydes |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2023158988A2 (en) |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20110303609A1 (en) * | 2010-06-14 | 2011-12-15 | Alcoa Inc. | Wastewater treatment system and method for removal of contaminants via mixed metal oxide beds |
| US20120289755A1 (en) * | 2009-11-26 | 2012-11-15 | Nisshinbo Holdings Inc. | Carbon catalyst for decomposition of hazardous substance, hazardous-substance-decomposing material, and method for decomposition of hazardous substance |
| US20150166899A1 (en) * | 2013-12-14 | 2015-06-18 | Anellotech, Inc. | Catalysts and Processes for Producing p-xylene from Biomass |
| US20170189891A1 (en) * | 2014-05-28 | 2017-07-06 | The Board Of Regents For Oklahoma State University | System and method of producing a char support nickel catalyst for use in syngas production |
| US20180050938A1 (en) * | 2015-03-16 | 2018-02-22 | Water Science Technologies Pty Ltd | Process and apparatus for treating water |
| US20180326400A1 (en) * | 2015-11-19 | 2018-11-15 | Evonik Roehm Gmbh | Gold-based catalyst for oxidative esterification of aldehydes to carboxylic acid esters |
| EP2518024B1 (en) * | 2009-12-22 | 2018-11-21 | Nippon Shokubai Co., Ltd. | Catalyst for treatment of waste water, and method for treatment of waste water using the catalyst |
| WO2020164792A2 (en) * | 2019-02-12 | 2020-08-20 | Smart Material Printing B.V. | Mechanochemical process |
-
2023
- 2023-02-14 WO PCT/US2023/062527 patent/WO2023158988A2/en unknown
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20120289755A1 (en) * | 2009-11-26 | 2012-11-15 | Nisshinbo Holdings Inc. | Carbon catalyst for decomposition of hazardous substance, hazardous-substance-decomposing material, and method for decomposition of hazardous substance |
| EP2518024B1 (en) * | 2009-12-22 | 2018-11-21 | Nippon Shokubai Co., Ltd. | Catalyst for treatment of waste water, and method for treatment of waste water using the catalyst |
| US20110303609A1 (en) * | 2010-06-14 | 2011-12-15 | Alcoa Inc. | Wastewater treatment system and method for removal of contaminants via mixed metal oxide beds |
| US20150166899A1 (en) * | 2013-12-14 | 2015-06-18 | Anellotech, Inc. | Catalysts and Processes for Producing p-xylene from Biomass |
| US20170189891A1 (en) * | 2014-05-28 | 2017-07-06 | The Board Of Regents For Oklahoma State University | System and method of producing a char support nickel catalyst for use in syngas production |
| US20180050938A1 (en) * | 2015-03-16 | 2018-02-22 | Water Science Technologies Pty Ltd | Process and apparatus for treating water |
| US20180326400A1 (en) * | 2015-11-19 | 2018-11-15 | Evonik Roehm Gmbh | Gold-based catalyst for oxidative esterification of aldehydes to carboxylic acid esters |
| WO2020164792A2 (en) * | 2019-02-12 | 2020-08-20 | Smart Material Printing B.V. | Mechanochemical process |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2023158988A2 (en) | 2023-08-24 |
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