Process for acid dehydration of sugar alcohols

US9630974B2 · US · B2

Patent metadata
FieldValue
Publication numberUS-9630974-B2
Application numberUS-201414771825-A
CountryUS
Kind codeB2
Filing dateFeb 21, 2014
Priority dateMar 5, 2013
Publication dateApr 25, 2017
Grant dateApr 25, 2017

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Abstract

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A process is described for the acid-catalyzed dehydration of a sugar alcohol, wherein the catalyst comprises a water-tolerant Lewis acid. In particular embodiments, the catalyst comprises a homogeneous water-tolerant Lewis acid, especially a homogeneous Lewis acid selected from the group consisting of bismuth (III) triflate, gallium (III) triflate, scandium (III) triflate, aluminum triflate, tin (II) triflate and indium (III) triflate. Such catalysts are effective for dehydrating both of sorbitol and the 1,4-sorbitan dehydration precursor of isosorbide, and bismuth (III) triflate particularly is beneficial for dehydrating mannitol to isomannide.

First claim

Opening claim text (preview).

What is claimed is: 1. A process for producing an isohexide from a starting material of one or both of a hexitol and a monoanhydrohexitol, comprising contacting the starting material with from 0.005 mol percent to 0.1 mol percent of a homogeneous Lewis acid catalyst selected from the group consisting of bismuth (III) triflate, gallium (III) triflate, scandium (III) triflate, aluminum triflate, indium (III) triflate, tin (II) triflate and combinations of two or more of these, at a temperature of from 140 degrees to 160 degrees and over a period of from 1 hour to 3 hours, under reduced pressure and with continuous removal of water from the product mixture in the course of the dehydration. 2. The process of claim 1 , wherein the starting material is sorbitol. 3. The process of claim 1 , wherein the starting material is mannitol and the catalyst is bismuth (III) triflate.

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  • C07D493/04Primary

    Ortho-condensed systems · CPC title

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What does patent US9630974B2 cover?
A process is described for the acid-catalyzed dehydration of a sugar alcohol, wherein the catalyst comprises a water-tolerant Lewis acid. In particular embodiments, the catalyst comprises a homogeneous water-tolerant Lewis acid, especially a homogeneous Lewis acid selected from the group consisting of bismuth (III) triflate, gallium (III) triflate, scandium (III) triflate, aluminum triflate, ti…
Who is the assignee on this patent?
Archer Daniels Midland Co, 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 Apr 25 2017 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).