Alpha-keto peracids and methods for producing and using the same
Inventors
Neas, Edwin D. • Skinner, John D.
Assignees
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Publication Number
US-9844219-B2
Publication Date
2017-12-19
Expiration Date
Abstract
The present invention provides α-keto peracids and methods for producing and using the same. In particular, α-keto peracids are useful as antimicrobial agents.
Core Innovation
The invention relates to an antimicrobial and sporicidal disinfectant comprising α-keto alkylperacids and α-keto alkylperoxyacids having a structure corresponding to Formula I, HOO—C(=O)—C(=O)—R, where R is an alkyl group. The products are characterized as α-keto peracids and are reported to have antimicrobial activity against vegetative bacteria and bacterial spores.
The invention addresses disinfection effective against gram-positive bacteria, gram-negative bacteria, and bacterial spores/endospores. The disclosure specifically includes efficacy against organisms such as C. difficile and Bacillus cereus spores.
The products are formed by contacting an α-keto alkylcarboxylic acid, or a salt thereof, with an oxidizing agent to form a mixture, and allowing the mixture to stand at a temperature of about 30° C. to 4° C. The document further describes production conditions as non-stirring or standing without significant mixing and at low temperatures to form α-keto peracids/peroxyacids.
Claims Coverage
Independent claim coverage centers on an antimicrobial composition whose products comprise α-keto peracids formed by contacting an α-keto carboxylic acid, or a salt thereof, with an oxidizing agent and allowing the mixture to stand at a specified low temperature. The dependent claim features further define reaction windows, selected oxidizing agents, specific α-keto acids, product structure, and optional formulation components.
Stand time formation of α-keto peracids at defined low temperature
An antimicrobial composition comprising products of a method contacting an α-keto carboxylic acid or a salt thereof with an oxidizing agent to form a mixture, and allowing the mixture to stand at a temperature of ≥30° C. to 4° C., wherein the products comprise an α-keto peracid.
Defined reaction condition windows including oxidizing-agent concentration and ratio
An antimicrobial composition defined by a temperature of 10° C. to 4° C., oxidizing agent concentration of 1M to 12M, reaction time of 4 hours to 12 hours, and an oxidizing agent:α-keto carboxylic acid ratio of 0.5:1 to 6:1.
Specific α-keto carboxylic acids with hydrogen peroxide and dissolution endpoint
An antimicrobial composition where pyruvic acid, α-ketobutanoic acid, or α-ketovaleric acid, or their salts, are combined with hydrogen peroxide at a temperature between 30° C. and 10° C. and the mixture is allowed to stand until all α-keto carboxylic acid is dissolved into solution.
Oxidizing agent selected from named peroxides and superoxide salts
The antimicrobial composition characterized by an oxidizing agent selected from hydrogen peroxide or specified peroxides/superoxide salts including barium peroxide, sodium carbonate peroxide, calcium peroxide, sodium perborate, lithium peroxide, magnesium peroxide, strontium peroxide, zinc peroxide, and potassium superoxide.
α-keto alkylperacid product characterized by Formula I with alkyl group R
An antimicrobial composition includes products comprising an α-keto alkylperacid of the formula HOO—C(=O)—C(=O)—R, or a salt thereof, where R is an alkyl group having at least one carbon atom.
Formulation including water and optionally additional antimicrobial agents
An antimicrobial composition further defined to include at least water and one or more additional antimicrobial agents selected from a specified group of chemical classes and specific compounds.
Across the independent claim and its refinements, coverage centers on an antimicrobial composition containing products that include α-keto peracids formed by contacting an α-keto carboxylic acid, or salt, with an oxidizing agent followed by standing at defined low temperatures, with dependent claims further specifying condition windows, selected oxidizing agents, particular α-keto acids, product structure, and optionally additional antimicrobial agents and water.
Stated Advantages
Broad-spectrum disinfection of gram-positive bacteria, gram-negative bacteria, and bacterial spores/endospores.
Reported efficacy including kill or large reduction claims for bacterial spores such as C. difficile and Bacillus cereus spores.
Non-flammable and low toxicity.
Longer solution half-life is reported.
Documented Applications
Use in household care products as antimicrobial/sporicidal disinfectants.
Use as medical device disinfectant.
Use in aseptic filling equipment and aseptic food processing systems.
Use for disinfection in water systems including biofilms in water systems and waste water treatment.
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