Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids

a technology of peroxycarboxylic acid and self-accelerated decomposition temperature, which is applied in the direction of anhydride/acid/halide active ingredients, biocide, disinfection, etc., can solve the problems of limiting commercial opportunities, posing an extreme explosion risk, and commercial package siz

Inactive Publication Date: 2014-09-11
ECOLAB USA INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0014]The present invention relates to stable peroxycarboxylic acid compositions and uses thereof. An advantage of the invention is that unconventionally acidic peroxycarboxylic acid compositions, including mixed peracids, are stabilized without impacting antimicrobial and / or sanitizing efficacy of the compositions. It is an advantage of the present invention that the stabilized peroxycarboxylic acid compositions provide other benefits including low foam profile, improved material compatibility and allows for monitoring by conductivity and / or optical sensors.
[0015]In an embodiment, the present invention is directed to a composition comprising: a C1-C22 carboxylic acid; a C1-C22 percarboxylic acid; hydrogen peroxide; and a stabilizing agent, wherein the stabilizing agent is a picolinic acid or a compound having the following Formula (IA):
[0016]wherein R1 is OH or —NR1aR1b, wherein R1a and R1b are independently hydrogen or (C1-C6)alkyl; R2 is OH or —NR2aR2b, wherein R2a and R2b are independently hydrogen or (C1-C6)alkyl; each R3 is independently (C1-C6)alkyl, (C2-C6)alkenyl or (C2-C6)alkynyl; and n is a number from zero to 3; or a salt thereof;
[0018]wherein R1 is OH or —NR1aR1b, wherein R1a and R1b are independently hydrogen or (C1-C6)alkyl; R2 is OH or —NR2aR2b, wherein R2a and R2b are independently hydrogen or (C1-C6)alkyl; each R3 is independently (C1-C6)alkyl, (C2-C6)alkenyl or (C2-C6)alkynyl; and n is a number from zero to 3; or a salt thereof; and
[0019]wherein said composition has a pH at about 3 or less.
[0020]In a further embodiment, the present invention is directed to methods of storing and / or transporting a highly acidic, stabilized peroxycarboxylic acid composition comprising: storing the above composition, wherein said composition retains at least about 80% of the C1-C22 percarboxylic acid activity after storage of about 30 days at about 50° C. In a still further aspect, the present invention is directed to a method for transporting the highly acidic, stabilized percarboxylic acid composition, preferably in bulk, wherein the SADT of said composition is elevated to at least above 45° C. during transportation and / or storage.

Problems solved by technology

In the case of organic peroxides the runaway reaction is accompanied by the generation of large volumes of gas and therefore poses an extreme explosion risk.
In addition, since the cooling rates decrease with increased volume, these self-heating rates limit a commercial package size which in turn limits commercial opportunities.
For a customer consuming hundreds of kilograms of product per day such a limitation may be unacceptable.
A requirement of refrigeration, like classification can severely restrict commercial opportunities.
This increases the risk of storing and transporting peroxycarboxylic acid compounds susceptible to exothermic decomposition within large containers.
However, for peroxycarboxylic acid compositions with highly acidic formulations, including for example using strong mineral acids, these stabilizers' efficacy is greatly reduced, in many instances the efficacy is essentially non-existent.

Method used

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  • Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids
  • Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids
  • Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0187]Self-Accelerating Decomposition Test. As used herein, SADT refers to the lowest temperature at which self-accelerating decomposition may occur with the peracid composition. In some embodiments, SADT refers to the lowest temperature at which self-accelerating decomposition may occur under the commercial packaging, storage, transportation and / or use condition(s). SADT can be estimated, calculated, predicted and / or measured by any suitable methods. For example, SADT can be estimated, or measured directly by one of 3 methods (H1, H2 and H4) recommended by the UN Committee for the Transportation of Dangerous Goods in “Recommendations on the Transport of Dangerous Goods, Model Regulations” (Rev.17) ST / SG / AC.10 / 1 / Rev.17. For example, the methodology disclosed in Malow and Wehrstedt, J. Hazard Mater., 120(1-3):21-4 (2005) can be used, which is herein incorporated by reference in its entirety.

[0188]The full test protocol used in this Example is available at “Recommendations on the Tran...

example 2

[0192]The methods of Example 1 were further employed to analyze the SADT of a fatty peracid, a peroxyoctanoic acid compositions having an even further increased acidity. While the formulae were identical aside from their stabilizers, the results again illustrate an advantage in DPA stabilization in a high acid environment that extends to fatty peracids such as peroxy octanoic acid.

TABLE 3Wt %CompositionHEDP FormulaDPA FormulaDPA0.0 0.05HEDP (60%) 2.540.0Octanoic acid 1-10 1-10Sodium octane sulfonate (40%)10-3010-30H2O2 (35%)10-5010-50H2SO4 (96%)14.1414.14Deionized Water20-5020-50Total100.0 100.0 

[0193]The resulting SADT from the evaluated formulations is shown in FIG. 2. The DPA-stabilized peracid composition, even under increased acidity of the peracid composition, showed a much more gradual increase in temperature (below the SADT of the peracid) in comparison to the phosphate / HEDP-stabilized peracid composition. The DPA-stabilized peracid composition would likely meet DOT standard...

example 3

[0194]As set forth in Table 4 (and shown in FIG. 3) a strong acid containing a reduced hydrogen peroxide concentration was evaluated by the H4-SADT protocol in a Dewar flask modeling a 300 gallon IBC or plastic tote.

TABLE 4CompositionWt %DPA   0.05HEDP (60%)  0.0Sulfonated oleic acid (70%) 1-10Octanoic acid 1-10Acetic acid 2-20Sodium xylene sulfonate (40%)1-5Sodium cumene sulfonate (96%)1-5H2O2 (35%)35Al2(SO4) 3•18H2O0.05-2.0 H2SO4 (96%)18Deionized Water20-50Total 100.0

[0195]The evaluation of the stability of the composition was conducted and despite the presence of the ˜17% sulfuric acid, the composition containing the DPA stabilizing agent was stabilized. The stabilization of the composition, as shown in FIG. 3, illustrates the stabilization of the solution temperature only exceeding the 50° C. ambient temperature by 4.7° C. by day 7. Beneficially, these results qualify the highly acidic peracid composition for shipping and storage in a 300 gallon tote without refrigeration, demon...

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Abstract

Highly acidic, stabilized peroxycarboxylic acid compositions are disclosed as having both improved antimicrobial efficacy in comparison to conventional peroxyoctanoic acid and peroxyacetic acid compositions for sanitizing applications, and improved transport and shipping stability. In particular, low odor and low / no VOC compositions having dual functionality as both acid wash and sanitizing compositions are disclosed.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS[0001]This application is related to U.S. application Ser. Nos. ______ (Ecolab 2982US01) titled “A Defoamer Useful In A Peracid Composition With Anionic Surfactants” and ______ (Ecolab 3103US01) titled “Peroxycarboxylic Acid Compositions Suitable For Inline Optical Or Conductivity Monitoring,” each filed simultaneously herewith this application. The entire contents of these patent applications are hereby expressly incorporated herein by reference including, without limitation, the specification, claims, and abstract, as well as any figures, tables, or drawings thereof.FIELD OF THE INVENTION[0002]The invention relates to peroxycarboxylic acid compositions that are liable to exothermic decomposition which are stabilized under highly acidic conditions (e.g. high mineral acid levels) to provide improved transport and / or storage according to the invention. The compositions are also low odor and low / no VOC dual functioning acid wash and sanitizing pe...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): A01N25/22
CPCA01N25/22A61L2/186C02F1/50G01N27/06A01N37/16A01N59/00A01N37/02A01N25/02
Inventor LI, JUNZHONGMCSHERRY, DAVID D.STAUB, RICHARD
Owner ECOLAB USA INC
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