IP Library Granted Patent US 7,563,758
Granted Patent B2
US 7,563,758 · App. 11/524,870 · Granted Jul 21, 2009

Enzymatic production of peracids using

Assignee: E. I. du Pont de Nemours and Company
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Quick Facts
Patent No.
US 7,563,758
App. No.
11/524,870
Granted
Jul 21, 2009
Kind
B2
Abstract

A method is provided for producing peroxycarboxylic acids from carboxylic acid esters. More specifically, carboxylic acid esters are reacted in situ with an inorganic peroxide such as hydrogen peroxide in the presence of a perhydrolase catalyst derived from a Lactobacillus sp. to produce peroxycarboxylic acids.

Claims (47)

1. A process for producing peroxycarboxylic acid from carboxylic acid ester substrates comprising

a) providing a set of peracid reaction components, said components comprising:

1) a carboxylic acid ester substrate selected from the group consisting of:

i) esters having the structure

wherein R 1 ═C1 to C10 straight chain or branched chain alkyl optionally substituted with an hydroxyl or a C1 to C4 alkoxy group and R 2 ═C1 to C10 straight chain or branched chain alkyl group, (CH 2 CH 2 —O) n H or (CH 2 CH(CH 3 )—O) n H and n=1 to 10; and

ii) glycerides having the structure

wherein R 1 ═C1 to C10 straight chain or branched chain alkyl optionally substituted with an hydroxyl or a C1 to C4 alkoxy group and R 3 and R 4 are individually H or R 1 C(O); and

2) a source of peroxygen; and

3) at least one Lactobacillus sp. derived-catalyst having a perhydrolysis activity; and

b) combining said reaction components under suitable aqueous reaction conditions, wherein said conditions comprise a pH range of about 2 to about 9, whereby a peroxycarboxylic acid is produced at a concentration of at least 500 ppb within about 5 minutes to about 2 hours of combining the reaction components.

2. The process of claim 1 wherein the pH is less than about 6.5.

3. The process of claim 2 wherein the pH range is less than about 4.5.

4. The process of any one of claims 1 - 3 wherein the ester substrate is selected from the group consisting of methyl lactate, ethyl lactate, methyl glycolate, ethyl glycolate, methyl methoxyacetate, ethyl methoxyacetate, methyl 3-hydroxybutyrate, ethyl 3-hydroxybutyrate, and mixtures thereof.

5. The process of any one of claims 1 - 3 wherein the glyceride substrate is selected from the group consisting of monoacetin, diacetin, triacetin, monopropionin, dipropionin, tripropionin, monobutryin, dibutyrin, tributyrin, and mixtures thereof.

6. The process of claim 1 wherein the perhydrolysis activity is derived from a Lactobacillus sp. selected from the group consisting of Lactobacillus plantarum, Lactobacillus casei, Lactobacillus paracasei, Lactobacillus fermentum, Lactobacillus rhamnosus, Lactobacillus crispatus, Lactobacillus amylovorus, and Lactobacillus gallinarum.

7. The process of claim 6 wherein the perhydrolysis activity is derived from a Lactobacillus sp. selected from the group consisting of Lactobacillus plantarum (ATCC BAA793), Lactobacillus casei (ATCC 4646), Lactobacillus paracasei (ATCC 11974), Lactobacillus fermentum (ATCC 11976), Lactobacillus rhamnosus (ATCC 21052), Lactobacillus crispatus (ATCC 33197), Lactobacillus amylovorus (ATOC 33198), and Lactobacillus gallinarum (ATCC 33199).

8. The process of claim 1 wherein the peracid produced is selected from the group consisting of peracelic acid, perpropionic acid, perbutyric acid, perlactic acid, perglycolic acid, permethoxyacetic acid, per-β-hydroxybutyric acid, and mixtures thereof.

9. The process of claim 8 wherein the peracid produced is peracetic acid.

10. A process to reduce a microbial population on a hard surface or inanimate object using an enzymatically produced aqueous peracid composition, said process comprising:

a) providing a set of peracid reaction components, said components comprising:

1) a substrate selected from the group consisting of:

i) esters having the structure

wherein R 1 ═C1 to C10 straight chain or branched chain alkyl optionally substituted with an hydroxyl or a C1 to C4 alkoxy group and R 2 ═C1 to C10 straight chain or branched chain alkyl group, (CH 2 CH 2 —O) n H or (CH 2 CH(CH 3 )—O) n H and n=1 to 10; and

ii) glycerides having the structure

wherein R 1 ═C1 to C10 straight chain or branched chain alkyl optionally substituted with an hydroxyl or a C1 to C4 alkoxy group and R 3 and R 4 are individually H or R 1 C(O); and

2) a source of peroxygen; and

3) at least one Lactobacillus sp. derived-catalyst having a perhydrolysis activity;

b) providing a hard surface or an inanimate object having a concentration of microorganisms and/or viruses;

c) combining said reaction components under suitable aqueous reaction conditions said conditions comprising a pH range of about 2 to about 9, whereby a peracid product is formed having a peracid concentration of at least 1.5 ppm within about 5 minutes to about 2 hours of combining the reaction components;

d) optionally diluting said peracid product; and

e) contacting said hard s surface or said inanimate object with the peracid produced in step c) or step d) within about 48 hours of combining said reaction components whereby the concentration of said microorganisms and/or viruses is reduced at least 3-log.

11. The process of claim 10 wherein the hard surface or the inanimate object is contacted with the peracid produced in step c) or step d) within about 2 hours of combining said reaction components.

12. The process of claim 11 wherein the hard surface or the inanimate object is contacted with the peracid produced in step c) or step d) within about 30 minutes of combining said reaction components.

13. The process according to any one of claims 10 - 12 wherein the concentration of said microorganisms and/or viruses is reduced at least 5-log.

14. The process of claim 10 wherein the pH range is less than about 6.5.

15. The process of claim 14 wherein the pH range is less than about 4.5.

16. The process of claim 10 wherein the ester substrate is selected from the group consisting of methyl lactate, ethyl lactate, ethyl acetate, methyl glycolate, ethyl glycolate, methyl methoxyacetate, ethyl methoxyacetate, methyl 3-hydroxybutyrate, ethyl 3-hydroxybutyrate, and mixtures thereof.

17. The process of claim 16 wherein the ester substrate is selected from the group consisting of ethyl lactate, ethyl acetate, and mixtures thereof.

18. The process of claim 10 wherein the glyceride substrate is selected from the group consisting of monoacetin, diacetin, triacetin, monopropionin, dipropionin, tripropionin, monobutryin, dibutyrin, tributyrin, and mixtures thereof.

19. The process of claim 10 wherein the perhydrolysis activity is derived from a Lactobacillus sp. selected from the group consisting of Lactobacillus plantarum, Lactobacillus casei, Lactobacillus paracasei, Lactobacillus fermentum, Lactobacillus rhamnosus, Lactobacillus crispatus, Lactobacillus amylovorus, and Lactobacillus gallinarurm.

20. The process of claim 19 wherein the perhydrolysis activity is derived from a Lactobacillus sp. selected from the group consisting of Lactobacillus plantarum (ATCC BAA793), Lactobacillus casei (ATCC 4646), Lactobacillus paracasei (ATCC 11974), Lactobacillus fermentum (ATCC 11976), Lactobacillus rhamnosus (ATCC 21052), Lactobacillus crispatus (ATCC 33197), Lactobacillus amylovorus (ATCC 33198), and Lactobacillus gallinarum (ATCC 33199).

21. The process of claim 20 wherein the peracid is produced at a concentration of at least 2.5 ppm within about 2 hours.

22. The process of claim 21 wherein the peracid is produced at a concentration of at least 4.5 ppm within about 2 hours.

23. The process of claim 22 wherein the peracid is produced at a concentration of at least 7.5 ppm within about 2 hours.

24. The process of claim 10 wherein the peracid produced is selected from the group consisting of peracetic acid, perpropionic acid, perbutyric acid, perlactic acid, perglycolic acid, permethoxyacetic acid, per-β-hydroxybutyric acid, and mixtures thereof.

25. The process according to claim 24 wherein the peracid produced is peracetic acid.

26. The process of any one of claims 1 - 3 wherein the ester substrate is ethyl acetate.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 25, 2007
From: DICOSIMO, ROBERT; WAGNER, L. WINONA
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 019608/0766 →
Continuity (2)
Provisional Application 6072412900 · Oct 6, 2005
Related Publication 20070184999A1 · Aug 9, 2007