Conversion of 2,5-(hydroxymethyl)furaldehyde to industrial derivatives, purification of the derivatives, and industrial uses therefor
AssigneeArcher Daniels Midland Company
InventorsAlexandra J. Sanborn, Paul D. Bloom
Life of this patent
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Abstract
A method of preparing 2,5-bis(hydroxymethyl)tetrahydrofuran comprises heating a reaction mixture comprising 2,5-(hydroxymethyl)furaldehyde, an organic solvent, and a catalyst system comprising nickel and zirconium at a temperature, for a time, and at a pressure sufficient to promote reduction of the 2,5-(hydroxymethyl)furaldehyde to 2,5-bis(hydroxymethyl)tetrahydrofuran to produce a product mixture comprising 2,5-bis(hydroxymethyl)tetrahydrofuran.
Claims25
A method of preparing 2,5-bis(hydroxymethyl)tetrahydrofuran comprising:
- heating a reaction mixture comprising 2,5-(hydroxymethyl)furaldehyde, a solvent, and a catalyst system consisting of nominally 62% nickel and a zirconium promoter on a substrate, at a temperature of 150-210° C., a pressure between about 1000 pounds per square inch and about 1550 pounds per square inch, and for a time sufficient to promote reduction of the 2,5-(hydroxymethyl)furaldehyde to 2,5-bis(hydroxymethyl)tetrahydrofuran to produce a product mixture comprising 2,5-bis(hydroxymethyl)tetrahydrofuran.
A method of preparing 2,5-bis(hydroxymethyl)tetrahydrofuran comprising:
- heating a reaction mixture comprising 2,5-(hydroxymethyl)furaldehyde, a solvent, and a catalyst system consisting of nominally 62% nickel and a zirconium promoter on a substrate, at a temperature between about 190° C. and about 210° C., for a time less than about three hours, and at a pressure between about 1450 pounds per square inch and about 1550 pounds per square inch to promote reduction of the 2,5-(hydroxymethyl)furaldehyde to 2,5-bis(hydroxymethyl)tetrahydrofuran to produce a product mixture comprising 2,5-bis(hydroxymethyl)tetrahydrofuran.
A method of preparing 2,5-bis(hydroxymethyl)tetrahydrofuran comprising:
- heating a reaction mixture comprising 2,5-(hydroxymethyl)furaldehyde, a solvent, and a catalyst system consisting of nominally 62% nickel and a zirconium promoter on a substrate, at a temperature between about 150° C. and about 210° C., a pressure between about 1000 pounds per square inch and about 1550 pounds per square inch, and for a time sufficient to promote reduction of the 2,5-(hydroxymethyl)furaldehyde to 2,5-bis(hydroxymethyl)tetrahydrofuran to produce a product mixture comprising 2,5-bis(hydroxymethyl)tetrahydrofuran, wherein greater than 90% of the 2,5-(hydroxymethyl)furaldehyde is converted to 2,5-bis(hydroxymethyl)tetrahydrofuran;
- and
- isolating 2,5-bis(hydroxymethyl)tetrahydrofuran from the product mixture by one of fractional distillation and solvent extraction.
Dependencies are inferred from the claim text.