Process for producing sulfonic acid

Patent metadata

Field	Value
Publication number	US-11447450-B2
Application number	US-201816643083-A
Country	US
Kind code	B2
Filing date	Aug 30, 2018
Priority date	Sep 1, 2017
Publication date	Sep 20, 2022
Grant date	Sep 20, 2022

Abstract

The subject of the present invention is a process for producing a sulfonic acid which is sparingly corrosive, or even non-corrosive, with respect to stainless steels, said process comprising at least the steps of adding at least one nitrite to a sulfonic acid, curing, with stirring, with sparging of the mixture and recovering the low-corrosion sulfonic acid obtained.
The invention also relates to the low-corrosion sulfonic acid obtained according to the process of the invention, and also to the use thereof as low-corrosion sulfonic acid.

First claim

The invention claimed is:

1. Process for producing a low-corrosion sulfonic acid, comprising at least the following steps:
a) adding at least one nitrite to a conventional sulfonic acid;
b) curing the mixture with stirring at a temperature between 0° C. and 100° C., for a period of between 1 min and 5 h;
c) sparging the mixture with air and/or inert gas; and
d) recovering, in an initial recovery step, the low-corrosion sulfonic acid.

2. Process according to claim 1 , in which the nitrite is selected from alkali metal nitrites, alkaline-earth metal nitrites or ammonium nitrite.

3. Process according to claim 1 , in which the sulfonic acid is a sulfonic acid of formula R—SO 3 H, where R is selected from linear, branched or cyclic hydrocarbons having from 1 to 12 carbon atoms.

4. Process according to claim 1 , in which the sulfonic acid is selected from methanesulfonic acid, ethanesulfonic acid, n-propanesulfonic acid, iso-propanesulfonic acid, n-butanesulfonic acid, iso-butanesulfonic acid, sec-butanesulfonic acid, tert-butanesulfonic acid, trifluoromethanesulfonic acid, para-toluenesulfonic acid, benzenesulfonic acid, naphthalenesulfonic acid, or mixtures thereof.

5. Process according to claim 1 , in which the nitrite/sulfonic acid molar ratio is between 200 ppm and 6000 ppm.

6. Process for producing a low-corrosion sulfonic acid, comprising at least the following steps:
a) adding at least one nitrite to a conventional sulfonic acid;
b) curing the mixture with stirring at a temperature between 0° C. and 100° C., for a period of between 1 min and 5 h;
c) recovering the low-corrosion sulfonic acid, and
wherein the mixture obtained after the curing of step b), or else during the curing of step b), or else during and after the curing of step b), is subjected to a step of bubbling air and/or inert gas.

7. Process according to claim 1 , in which the sulfonic acid is a sulfonic acid of formula R—SO 3 H, where R is selected from linear, branched or cyclic hydrocarbons having from 1 to 12 carbon atoms, wherein the hydrocarbons are unsubstituted or substituted with one or more radicals and/or atoms selected from halogen atoms, alkyl radicals containing from 1 to 6 carbon atoms, aryl, or heteroaryl radicals having 6 or 10 ring members.

8. Process according to claim 6 , wherein the step of bubbling air and/or inert gas is during curing.

9. Process according to claim 1 , in which stirring occurs both during steps a) and b).

10. Process according to claim 1 , in which mixing occurs during step b) and after completion of step a).

11. Process according to claim 1 , in which step b) is initiated only after completion of step a) and the time period for step a) is less than the time period for step b).

12. Process according to claim 1 , in which curing is carried out at a temperature between 0° C. and 80° C. for between 1 min and 4 h.

13. Process according to claim 1 , in which step a) is carried out in a continuous process wherein the sulfonic acid and the nitrite are added in countercurrent mode.

14. Process according to claim 1 , in which curing is carried out at a temperature between 10° C. and 50° C.

15. Process according to claim 1 , in which NOx generated during step b) is removed during or after step b) to a level at 6 ppm or below.

16. Process according to claim 2 , in which the nitrite is sodium nitrite or potassium nitrite.

17. Process according to claim 1 , in which the nitrite/sulfonic acid molar ratio is between 500 ppm and 1900 ppm.

18. Process according to claim 1 , in which the sulfonic acid is selected from methanesulfonic acid, ethanesulfonic acid, trifluoromethanesulfonic acid, para-toluenesulfonic acid or mixtures thereof.

19. Process according to claim 1 , in which the sulfonic acid is methanesulfonic acid.

20. Process according to claim 1 , in which the nitrite/sulfonic acid molar ratio is between 400 ppm and 2000 ppm.

21. Process according to claim 1 , wherein the mixture obtained after the curing of step b), or else during the curing of step b), or else during and after the curing of step b), is subjected to a step of bubbling air and/or inert gas.

22. Process according to claim 1 , wherein the sparging is carried out for 240 min at 20° C.

23. Process according to claim 1 , wherein the sparging is carried out for 360 min at 20° C.

24. Process according to claim 1 , wherein the inert gas is nitrogen.

Assignees

• Arkema France

Inventors

• Laffitte Jean-Alex
• Monguillon Bernard

Classifications

• C23F11/181

  Nitrogen containing compounds · CPC title

• C07C303/42 Primary

  Separation; Purification; Stabilisation; Use of additives · CPC title

• C23F11/04

  in markedly acid liquids · CPC title

• C07C309/04

  containing only one sulfo group · CPC title