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US 10,865,190 B2Granted
Processes for preparing 2,5-furandicarboxylic acid and esters thereof
AssigneeE. I. Du Pont de Nemours and Company
InventorsPranit S Metkar, Ronnie Ozer, Bhuma Rajagopalan
Life of this patent
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Abstract
A process for producing furan dicarboxylic acid or an ester thereof from a feedstock comprising hydroxymethyl furfural (HMF) and humins is disclosed. Humins are a byproduct from reactions forming HMF from sugars and are typically removed from the HMF prior to any further processing. A humins-containing HMF feedstock is utilized to produce furan dicarboxylic acids and ester substantially free from humins.
Claims10
A process comprising:
- a) oxidizing a feedstock comprising hydroxymethyl furfural and humins to produce a mixture comprising crude humins-containing 2,5-furan dicarboxylic acid;
- b) separating the mixture to obtain a solid 2,5-furan dicarboxylic acid/humins composition;
- c) esterifying the solid 2,5-furan dicarboxylic acid/humins composition with an alcohol to produce a crude ester of 2,5-furan dicarboxylic acid;
- and
- d) purifying the crude ester of 2,5-furan dicarboxylic acid obtained in step c) by distillation or by sublimation to produce a purified ester of 2,5-furan dicarboxylic acid comprises less than 100 ppm humins as determined by size exclusion chromatography.
2 more elements
A process comprising:
- i) oxidizing a feedstock comprising hydroxymethyl furfural and humins in a solvent to produce a mixture comprising crude humins-containing 2,5-furan dicarboxylic acid;
- ii) filtering the mixture under high temperature to obtain a filtrate comprising 2,5-furan dicarboxylic acid comprises less than 100 ppm humins as determined by size exclusion chromatography, wherein the filtration temperature is sufficiently high to keep the 2,5-furan dicarboxylic acid soluble in the solvent;
- iii) esterifying the 2,5-furan dicarboxylic acid substantially free of humins with an alcohol to produce a crude ester of 2,5-furan dicarboxylic acid;
- and
- iv) purifying the crude ester of 2,5-furan dicarboxylic acid obtained in step iii) by distillation or sublimation to obtain a purified ester.
2 more elements
Dependencies are inferred from the claim text.