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Method of making isoidide
US9340552B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9340552-B2 |
| Application number | US-201314375230-A |
| Country | US |
| Kind code | B2 |
| Filing date | Feb 19, 2013 |
| Priority date | Feb 20, 2012 |
| Publication date | May 17, 2016 |
| Grant date | May 17, 2016 |
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Abstract
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Disclosed is a process for the preparation of isoidide from isosorbide. An aqueous solution of isosorbide is subjected to epimerization in the presence of hydrogen under the influence of a catalyst comprising ruthenium on a support, preferably a carbon support. The process of the invention can be conducted using a relatively low hydrogen pressure, and leads to a desired distribution of epimers, favoring isoidide over isomannide and isosorbide.
First claim
Opening claim text (preview).
The invention claimed is: 1. A process for the preparation of a thermodynamic equilibrium concentration of isoidide from isosorbide, comprising subjecting an aqueous solution of isosorbide to epimerization in the presence of hydrogen under the influence of a catalyst comprising ruthenium on a support, at a starting pH of above 7, for a sufficient time and under other conditions suitable for obtaining a thermodynamic equilibrium condition. 2. A process for the preparation of a thermodynamic equilibrium concentration of isoidide from isosorbide, comprising subjecting an aqueous solution of isosorbide to epimerization in the presence of hydrogen under the influence of a catalyst comprising ruthenium on a carbon support, for a sufficient time and under other conditions suitable for obtaining a thermodynamic equilibrium condition. 3. A process according to claim 1 or claim 2 , wherein the isosorbide concentration is in a range of from 25% by weight to 75% by weight. 4. A process according to claim 1 or claim 2 , wherein the hydrogen is provided under a pressure of 25 to 55 bar. 5. A process according to claim 1 or claim 2 , wherein the catalyst is loaded with 1% to 10% by weight of ruthenium, based on the total weight of the catalyst. 6. A process according to claim 1 or claim 2 , wherein the catalyst is present in such an amount as to provide a mole percentage of ruthenium calculated in respect of isosorbide in a range of from 0.1 mole % to 0.2 mole %. 7. A process according to claim 1 or claim 2 , wherein the epimerization reaction is conducted at a temperature in the range of from 200° C. to 240° C. 8. A process according to claim 1 or claim 2 , wherein the epimerization reaction is conducted for a duration of 1-2 hours. 9. A process according to claim 1 or claim 2 , wherein the pH of the aqueous isoidide solution is in the range of from 8-10.
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Classifications
Ruthenium · CPC title
Palladium · CPC title
Nickel · CPC title
Platinum · CPC title
Rhodium · CPC title
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- What does patent US9340552B2 cover?
- Disclosed is a process for the preparation of isoidide from isosorbide. An aqueous solution of isosorbide is subjected to epimerization in the presence of hydrogen under the influence of a catalyst comprising ruthenium on a support, preferably a carbon support. The process of the invention can be conducted using a relatively low hydrogen pressure, and leads to a desired distribution of epimers,…
- Who is the assignee on this patent?
- Stichting Dienst Landbouwkundi, Archer Daniels Midland Co
- What technology area does this patent fall under?
- Primary CPC classification C07D493/04. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue May 17 2016 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
- What related patents are in patentsdb?
- We list 8 related publications on this page (citations in our corpus or others sharing the same primary CPC).