Processes for Producing Phenol
US-2015315111-A1 · Nov 5, 2015 · US
US9708256B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9708256-B2 |
| Application number | US-201615041538-A |
| Country | US |
| Kind code | B2 |
| Filing date | Feb 11, 2016 |
| Priority date | Oct 18, 2006 |
| Publication date | Jul 18, 2017 |
| Grant date | Jul 18, 2017 |
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The present invention relates to apparatus and methods for making a peroxycarboxylic acid. The apparatus includes a reaction catalyst and a guard column for pretreating one or more reagents, which can increase the life, activity, and/or safety of the reaction catalyst. The peroxycarboxylic acid compositions made by the method and apparatus can include one or more peroxycarboxylic acids.
Opening claim text (preview).
We claim: 1. A method for making a peroxycarboxylic acid, comprising: providing a liquid composition of a short chain carboxylic acid reagent, providing a liquid composition of a medium chain carboxylic acid reagent, and providing a liquid composition of an oxidizing agent reagent; pretreating the liquid compositions with a pretreatment column to remove metal ion from the liquid compositions before mixing the liquid compositions to form a mixed composition; measuring a condition of a liquid composition i) before pretreating and ii) at site of pretreating during pretreating; determining a difference between i) and ii); providing a detectable signal if the difference meets or exceeds a predetermined value; reacting the pretreated composition in the presence of a reaction catalyst that can be physically removed from reaction mixture to produce a peroxycarboxylic acid composition; and recovering the peroxycarboxylic acid composition. 2. The method of claim 1 , wherein pretreating comprises contacting a mixed composition and a strong cation exchanger in acid form or in inert metal form. 3. The method of claim 1 , further comprising: pretreating a liquid composition of short chain carboxylic acid to remove metal ion from the liquid composition of the short chain carboxylic acid and pretreating a liquid composition of medium chain carboxylic acid to remove metal ion from the liquid composition of the medium chain carboxylic acid; mixing the pretreated liquid composition of short chain carboxylic acid, medium chain carboxylic acid, and oxidizing agent to form the liquid composition of a short chain carboxylic acid, medium chain carboxylic acid, and an oxidizing agent. 4. The method of claim 3 , wherein pretreating comprises contacting the liquid composition of short chain carboxylic acid and medium chain carboxylic acid and a strong cation exchanger in acid form or in inert metal form. 5. The method of claim 3 , comprising reacting in a column of insoluble reaction catalyst; and further comprising reacting in a second, a third, and a fourth column of insoluble reaction catalyst; the first, second, third, and fourth reaction catalyst columns being coupled in series. 6. The method of claim 5 , wherein reacting comprises contacting the pretreated composition and an insoluble strong acid catalyst. 7. The method of claim 6 , wherein reacting comprises contacting the pretreated composition and a strong cation exchanger in acid form. 8. The method of claim 6 , wherein reacting comprises contacting the pretreated composition and an inorganic compound comprising an insoluble strong acid. 9. The method of claim 3 , comprising measuring temperature, pressure, metal content, or combination thereof of the mixed composition. 10. The method of claim 3 , comprising measuring temperature of the mixed composition. 11. The method of claim 3 , further comprising, if the difference meets or exceeds a predetermined value, interrupting of operation of the apparatus by: actuating a pressure release valve to release pressure in an apparatus carrying out the method; stopping flow of one or more reagents into the apparatus; causing water to flow into the site of pretreating; causing carboxylic acid composition to flow into the site of pretreating; shutting down the apparatus; or a combination thereof. 12. The method of claim 3 , further comprising: mixing the peroxycarboxylic acid composition and a predetermined amount of carrier to form a diluted composition of a predetermined concentration of peroxycarboxylic acid; storing the diluted composition; monitoring concentration of peroxycarboxylic acid, short chain carboxylic acid, medium chain carboxylic acid, oxidizing agent, or combination thereof in the diluted composition; if the concentration of peroxycarboxylic acid, short chain carboxylic acid, medium chain carboxylic acid, oxidizing agent, or combination thereof is less than a predetermined value, equal to a predetermined value, or less than or equal to a predetermined value, adding peroxycarboxylic acid composition to the diluted composition. 13. The method of claim 3 , further comprising an initial step of: mixing a liquid composition of short chain carboxylic acid, a liquid composition of medium chain carboxylic acid, and oxidizing agent to form the liquid composition of a short chain carboxylic acid, medium chain carboxylic acid, and an oxidizing agent. 14. The method of claim 12 , wherein the oxidizing agent comprises about 35 to about 45 wt-% hydrogen peroxide, wherein the liquid composition of short chain carboxylic acid comprises about 5 to 100 wt-% acetic acid, wherein the liquid composition of medium carboxylic acid comprises about 1 to about 20 wt-% octanoic acid. 15. The method of claim 3 , wherein the pretreatment column is substantially free of chelating agent. 16. The method of claim 3 , wherein the peroxycarboxylic acid composition is substantially free of chelating agent. 17. The method of claim 16 , wherein the first liquid composition of carboxylic acid comprises about 80 to about 100 wt-% acetic acid, wherein the oxidizing agent comprises about 35 to about 45 wt-% hydrogen peroxide, and wherein the second liquid composition of carboxylic acid comprises about 1 to about 20 wt-% octanoic acid. 18. The method of claim 3 , comprising: carrying out said providing, pretreating, measuring, determining, reacting, and recovering steps at a site at which the peroxycarboxylic acid composition will be used to reduce the population of a microbe on an object; and further comprising: delivering short chain carboxylic acid, medium chain carboxylic acid, and oxidizing agent to the site. 19. The method of claim 3 , further comprising shutting down the method if the temperature if the temperature, difference in temperatures, pressure, different in pressure, metal content, or difference in metal content exceeds a predetermined value. 20. The method of claim 18 , further comprising requesting delivery of the short chain carboxylic acid, medium chain carboxylic acid, and the oxidizing agent from the site.
the —O—O— group being bound between a >C=O group and hydrogen, i.e. peroxy acids · CPC title
Preparation of peroxy compounds · CPC title
Peracetic acid · CPC title
containing the group [IMAGE cpc-sch-A01N-0934.gif]; Thio analogues thereof · CPC title
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