Method for catalytic oxidation of cellulose and method for making a cellulose product
US-9410285-B2 · Aug 9, 2016 · US
US10144007B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10144007-B2 |
| Application number | US-201415038190-A |
| Country | US |
| Kind code | B2 |
| Filing date | Dec 9, 2014 |
| Priority date | Dec 11, 2013 |
| Publication date | Dec 4, 2018 |
| Grant date | Dec 4, 2018 |
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A catalyst is recovered from an aqueous reaction mixture comprising heterocyclic nitroxyl catalyst and oxidized cellulose, by: —separating the oxidized cellulose from the reaction mixture, —contacting the reaction mixture with solid hydrophobic adsorbent particles with particle sizes below 350, preferably below 200 μm, more preferably below 100 μm, said particles being silica particles provided with functionalized hydrophobicity, —adsorbing the catalyst to the hydrophobic adsorbent particles, and —eluting the catalyst from the adsorbent particles with an organic solvent.
Opening claim text (preview).
The invention claimed is: 1. A method for recovering catalyst from an aqueous reaction mixture comprising heterocyclic nitroxyl catalyst and oxidized cellulose, the method comprising: separating the oxidized cellulose from the reaction mixture, after the separation of the oxidized cellulose from the reaction mixture, contacting the reaction mixture with solid hydrophobic adsorbent particles with particle sizes below 350 μm, said particles having surfaces made hydrophobic by functional groups, adsorbing the catalyst to the hydrophobic adsorbent particles, and eluting the catalyst from the adsorbent particles with an organic solvent. 2. The method according to claim 1 , wherein the functionalized hydrophobicity is carbon-chain functionalized hydrophobicity. 3. The method according to claim 2 , wherein the carbon-chain functionalized hydrophobicity is C6-C18 hydrophobicity. 4. The method according to claim 1 , wherein the hydrophobic particles are silica particles with functionalized hydrophobicity. 5. The method according to claim 1 , wherein the organic solvent is water soluble. 6. The method according to claim 5 , wherein the water-soluble organic solvent is ethanol, methanol or acetone. 7. The method according to claim 1 , wherein the reaction mixture is introduced through a column packed with the solid adsorbent particles, whereafter the organic solvent is introduced through the same column. 8. The method according to claim 1 , wherein after the separation of the oxidized cellulose, colloidal matter is removed from the reaction mixture before the reaction mixture is contacted with solid hydrophobic adsorbent particles. 9. The method according to claim 1 , wherein the recovered catalyst is recycled to catalytic oxidation of cellulose. 10. The method according to claim 1 , wherein the oxidized cellulose exists in fibers in the reaction mixture, and the oxidized cellulose is separated from the reaction mixture by separating the fibers from the reaction mixture. 11. The method according to claim 1 , wherein the particle sizes of the solid hydrophobic adsorbent particles are below 200 μm. 12. The method according to claim 1 , wherein the particle sizes of the solid hydrophobic adsorbent particles are below 100 μm.
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