IP Library Granted Patent US 8,772,522
Granted Patent B2
US 8,772,522 · App. 13/586,024 · Granted Jul 8, 2014

Salts of 5-sulfoisophthalic acid and method of making same

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Quick Facts
Patent No.
US 8,772,522
App. No.
13/586,024
Granted
Jul 8, 2014
Kind
B2
Abstract

This invention relates to methods for the production of various metal salts of 5-sulfoisophthalic acid including those where the metal cation is selected from the group consisting of silver (I), sodium, potassium, rubidium, cesium, magnesium, calcium, strontium, barium, manganese (II), iron (II), cobalt (II), nickel (II), copper (I), copper (II), zinc, yttrium, and cadmium. The methods utilize a solvent system that comprises acetic acid or water or a mixture of both. The invention also encompasses the various metal salts of 5-sulfoisophthalic acid.

Claims (23)

1. A process for the preparation of metal salts of 5-sulfoisophthalic acid, the process comprising the steps of:

forming a solvent system comprising 5-sulfoisophthalic acid, a metal cation producing compound, and acetic acid and water wherein the acetic acid to water ratio is between and includes 0:1 and 1:0 and wherein said metal cation is selected from the group consisting of silver (I), sodium, potassium, rubidium, cesium, magnesium, calcium, strontium, barium, manganese (II), iron (II), cobalt (II), nickel (II), copper (I), copper (II), zinc, yttrium, and cadmium; and

maintaining said solvent system under conditions sufficient to form a metal salt of 5-sulfoisophthalic acid.

2. A process according to claim 1 wherein said solvent system comprises acetic acid and water.

3. A process according to claim 1 wherein said metal cation producing compound comprises a metal salt.

4. A process according to claim 1 further comprising the prior step of isolating 5-sulfoisophthalic acid from a sulfonation solution and washing said 5-sulfoisophthalic acid prior to forming said solvent system.

5. A process according to claim 1 further comprising the steps of recovery of said metal salt of 5-sulfoisophthalic acid and recycle of said solvent system.

6. A process according to claim 1 wherein said metal cation is selected from the group consisting of sodium, potassium, and rubidium.

7. A process according to claim 1 wherein said metal cation is cesium.

8. A process according to claim 1 wherein said metal cation is selected from the group consisting of magnesium, calcium, and barium.

9. A process according to claim 1 wherein said metal cation is selected from the group consisting of manganese (II), cobalt (II), nickel (II); copper (II), and zinc.

10. A process according to claim 1 wherein said metal cation is selected from the group consisting of silver (I), strontium, iron (II), copper (I), yttrium and cadmium.

11. A process for the preparation of a metal salt of 5-sulfoisophthalic acid, the process comprising the step of contacting previously isolated 5-sulfoisophthalic acid with a metal cation producing compound under conditions sufficient to form a metal salt of 5-sulfoisophthalic acid wherein the metal cation is selected from the group consisting of silver (I), sodium, potassium, rubidium, cesium, magnesium, calcium, strontium, barium, manganese (II), iron (II), cobalt (II), nickel (II), copper (I), copper (II), zinc, yttrium, and cadmium.

12. A process according to claim 11 wherein the step of contacting 5-sulfoisophthalic acid with a metal cation producing compound comprises creating a solvent system comprising said 5-sulfoisophthalic acid; said metal cation producing compound; and acetic acid and water wherein the acetic acid to water ratio is between and includes 0:1 and 1:0 and wherein said metal cation producing compound is a metal salt.

13. A composition of matter comprising the reaction product of 5-sulfoisophthalic acid and a metal cation producing compound wherein the metal cation is selected from the group consisting of silver (I), strontium, iron (II), copper (I), yttrium, and cadmium.

14. A metal salt of 5-sulfoisophthalic acid wherein the metal is selected from the group consisting of silver (I), strontium, iron (II), copper (I), yttrium, and cadmium.

15. A metal salt according to claim 14 wherein the metal is silver (I).

16. A metal salt according to claim 14 wherein the metal is strontium.

17. A metal salt according to claim 14 wherein the metal is iron (II).

18. A metal salt according to claim 14 wherein the metal is copper (I).

19. A metal salt according to claim 14 wherein the metal is yttrium.

20. A metal salt according to claim 14 wherein the metal is cadmium.

21. A composition of matter comprising a metal salt of claim 14 .

Assignments (4)
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE'S NAME PREVIOUSLY RECORDED AT REEL: 031199 FRAME: 0272. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 27, 2020
From: OSTER, TIMOTHY A.
To: FUTUREFUEL CHEMICAL COMPANY
Reel/Frame 052251/0594 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Apr 28, 2015
From: FUTUREFUEL CHEMICAL COMPANY
To: REGIONS BANK, AS COLLATERAL AGENT
Reel/Frame 035517/0708 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 14, 2014
From: OSTER, TIMOTHY A.
To: FUTUREFUEL CHEMICAL COMPANY
Reel/Frame 032668/0910 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 13, 2013
From: OSTER, TIMOTHY A.
To: FUTURE FUEL CHEMICAL COMPANY
Reel/Frame 031199/0272 →