Process for the preparation of alpha, beta unsaturated aldehydes by oxidation of alcohols in the presence of a liquid phase
US-10875821-B2 · Dec 29, 2020 · US
US9822052B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9822052-B2 |
| Application number | US-201615279837-A |
| Country | US |
| Kind code | B2 |
| Filing date | Sep 29, 2016 |
| Priority date | Oct 1, 2015 |
| Publication date | Nov 21, 2017 |
| Grant date | Nov 21, 2017 |
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Methods for converting an alcohol, such as cyclohexanol to a ketone, such as cyclohexanone, include reacting the alcohol in the presence of a catalyst and oxygen to produce the ketone. In one exemplary embodiment, the catalyst comprises a microporous copper chloropyrophosphate framework including a plurality of noble metal nanoparticles. In one exemplary embodiment, the noble metal nanoparticles include at least one metal selected from the group consisting of platinum, palladium, and gold.
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What is claimed is: 1. A method of converting an alcohol to a ketone, comprising: reacting the alcohol in the presence of a catalyst and oxygen to produce the ketone, wherein the catalyst comprises a microporous copper chloropyrophosphate framework including a plurality of noble metal nanoparticles. 2. The method of claim 1 , wherein the alcohol is a cyclic alcohol. 3. The method of claim 2 , wherein the alcohol is cyclohexanol and the ketone is cyclohexanone. 4. The method of claim 3 , further comprising providing a mixture of cyclohexanone and cyclohexanol, wherein the provided cyclohexanol is reacted in said reacting step. 5. The method of claim 4 , wherein the mixture comprises 5 wt. % to 95 wt. % cyclohexanol, based on the total weight of the cyclohexanol and cyclohexanone. 6. The method of claim 4 , wherein the mixture comprises 40 wt. % to 60 wt. % cyclohexanol, based on the total weight of the cyclohexanol and cyclohexanone. 7. The method of claim 1 , wherein the noble metal nanoparticles include at least one metal selected from the group consisting of platinum, palladium, and gold. 8. The method of claim 1 , wherein the noble metal nanoparticles include at least two metals selected from the group consisting of platinum, palladium, and gold. 9. A catalyst comprising a bimetallic microporous copper chloropyrophosphate framework including a plurality of platinum and gold noble metal nanoparticles, the microporous copper chloropyrophosphate framework having a general formula of Rb 9 Cu 6 (P 2 O 7 ) 4 Cl 4 (AuCl 4 )Rb 9 Cu 6 (P 2 O 7 ) 4 Cl 3 (PtCl 4 ). 10. The catalyst of claim 9 , wherein the catalyst has been activated at a temperature of about 300° C. 11. A method of making a catalyst, the method comprising: mixing copper (II) fluoride, orthophosphoric acid, rubidium hydroxide, rubidium chloride, and at least one source of metal chloride; heating the mixture in a sealed container to form a catalyst precursor including precursor complexes; and activating the catalyst by heating the catalyst precursor at a temperature of at least 175° C. to converting the precursor complexes to noble metal nanoparticle sites. 12. The method of claim 11 , wherein the source of metal chloride is selected from the group consisting of K 2 PtCl 4 , K 2 PdCl 4 , HAuCl 4 , and KAuCl 4 .
Gold · CPC title
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Copper and noble metals · CPC title
Heat treatment {(B01J37/0009, B01J37/0018 take precedence)} · CPC title
Palladium · CPC title
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