IP Library Granted Patent US 11,655,334
Granted Patent B2
US 11,655,334 · App. 16/430,717 · Granted May 23, 2023

Oxidation process to produce 5 methyl 5-methylfuran-2-carboxylate (MMFC)

Inventor: Mesfin Ejerssa Janka (Kingsport, TN)
Assignee: Eastman Chemical Company
C08G63/676B01J27/128C07D307/68
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Quick Facts
Patent No.
US 11,655,334
App. No.
16/430,717
Granted
May 23, 2023
Kind
B2
Abstract

Disclosed herein is a very efficient method to make 5-(alkoxycarbonyl)furan-2-carboxylic acids (ACFC) from feedstocks comprised of furoates. When a feedstock comprised of methyl 5-methylfuran-2-carboxylate (MMFC) is used a product comprised of (5-(methoxycarbonyl)furan-2-carboxylic acid (MCFC) is obtained in high yield.

Claims (17)

1. A composition comprising the following:

5-(methoxycarbonyl) furan-2-carboxylic acid (MCFC) in an amount greater than 98 wt %; furan-2,5-dicarboxylic acid (FDCA) present in an amount less than 2 wt %; 5 formlyfuran-2-carboxylic acid (FFCA) present in an amount less than 1 wt %; methyl 5-formylfuran-2-carboxylate (MFFC) present in an amount less than 1 wt %; and wherein said composition has a b* less than 5.

2. A composition according to claim 1 wherein FFCA is present in an amount less than 0.5wt %.

3. A composition according to claim 1 wherein MFFC is present in an amount less than 0.5 wt %.

4. A composition according to claim 2 wherein MFFC is present in an amount less than 0.5 wt %.

5. A composition according to claim 1 wherein FFCA is present in an amount less than 0.1 wt %.

6. A composition according to claim 1 wherein MFFC is present in an amount less than 0.1 wt %.

7. A composition according to claim 5 wherein MFFC is present in an amount less than 0.1 wt %.

8. A composition according to claim 1 wherein FFCA is present in an amount less than 500 ppm by weight.

9. A composition according to claim 1 wherein MFFC is present in an amount less than 500 ppm by weight.

10. A composition according to claim 8 wherein MFFC is present in an amount less than 500 ppm.

11. A composition according to claim 1 wherein FFCA is present in an amount less than 100 ppm by weight.

12. A composition according to claim 1 wherein MFFC is present in an amount less than 100 ppm by weight.

13. A composition according to claim 11 wherein MFFC is present in an amount less than 100 ppm by weight.

14. A composition according to claim 1 wherein b* is less than 2.

15. A composition according to claim 1 wherein b* is less than 1.

16. A composition according to claim 1 wherein b* is less than 0.5.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 23, 2019
From: JANKA, MESFIN EJERSSA
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 049828/0093 →
Continuity (2)
Provisional Application 62689619 · Jun 25, 2018
Related Publication 20190390004A1 · Dec 26, 2019