α-keto peracids and methods for producing and using the same
Inventors
Neas, Edwin D. • Skinner, John D.
Assignees
Interested in licensing this patent?
MTEC can help explore whether this patent might be available for licensing for your application.
Publication Number
US-9468622-B2
Publication Date
2016-10-18
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 document describes α-keto alkylperacids/peroxy-α-keto compounds of Formula I, HOO–C(=O)–C(=O)–R, where R is a C2–C20 alkyl group, as antimicrobial disinfectants. It characterizes these peroxy α-keto compounds, including peroxy α-keto carboxylic acids such as peroxy α-keto pyruvic acid, peroxy α-ketobutyric acid, and related peroxy α-keto acids, as agents for contacting and inactivating microbes on or in materials and solutions.
The problem addressed is the need to reduce microbes, including vegetative bacteria, bacterial spores, and mycobacteria, using antimicrobial disinfectants with useful disinfection performance. The document emphasizes antimicrobial activity across broad microbial categories, including Gram-positive and Gram-negative bacteria, and highlights that bacterial spores and mycobacteria are specifically targeted.
The core approach uses a peroxy α-ketocarboxylic acid as the antimicrobial active, with an antimicrobial solution contacting a target surface or biological surface. The described applications include reducing the amount of microbe and providing performance such as substantial reductions and kill claims, including complete kill for vegetative bacteria and log-spore reductions in the documented testing.
The document additionally discusses formulation aspects and supplemental components, including that an antimicrobial solution may comprise an oxidizing agent such as hydrogen peroxide, and it reports concentration and residual effectiveness concepts, including half-life and residual effectiveness. It also provides example confirmations for the presence of the peracid/peroxy-α-keto compounds, including chemical confirmation and mass spectrometry, supporting the use of these compounds as antimicrobial disinfectants and personal care-type antimicrobial compositions.
Claims Coverage
The provided independent claim covers a method using an antimicrobial solution containing a peroxy α-ketocarboxylic acid to reduce microbes on irritated, injured, or acne-affected skin. The dependent claim set refines the independent method with selected peroxy α-ketocarboxylic acids, concentration constraints, specific personal care product categories, and specified effectiveness targets and additional formulation components, including hydrogen peroxide.
Peroxy α-ketocarboxylic acid skin contacting for microbe reduction
Contacting irritated, injured, or acne-affected skin with an antimicrobial solution comprising an effective amount of a peroxy α-ketocarboxylic acid to reduce the amount of microbe on the skin.
Selected peroxy α-ketocarboxylic acids
Selecting the peroxy α-ketocarboxylic acid to be peroxy pyruvic acid, peroxy α-ketobutyric acid, peroxy α-ketovaleric acid, or any combination thereof.
Low concentration peroxy α-ketocarboxylic acid (about 500 ppm or less)
Using an antimicrobial solution that contains about 500 ppm or less of the peroxy α-ketocarboxylic acid.
Antimicrobial solution formulated as personal care product categories
Formulating the antimicrobial solution as a selected personal care product selected from hand soaps, hand sanitizers, skin gels, skin wipes, body washes, mouth washes, toothpastes, shower gels, shampoos, body lotions, deodorants, nasal sprays, foot care, vaginal care and/or wash, or combinations thereof.
Antimicrobial effectiveness against C. difficile
Using an antimicrobial solution that is effective against C. difficile.
Additional hydrogen peroxide component
Including hydrogen peroxide in the antimicrobial solution in addition to the peroxy α-ketocarboxylic acid.
Across the independent and refined dependent coverage, the core claimed inventive concept is the use of a peroxy α-ketocarboxylic acid in an antimicrobial solution to reduce microbes on irritated, injured, or acne-affected skin, with further constraints including specific peroxy α-keto acid identities, low concentration limits, personal care product formulations, specified microorganism effectiveness such as C. difficile, and optionally hydrogen peroxide as an added formulation component.
Stated Advantages
Substantially reduces or inactivates microbes on targeted surfaces or biological skin areas, including vegetative bacteria.
Provides complete kill claims for vegetative bacteria and log-reduction claims for bacterial spores.
Targets a broad range of microorganisms including Gram-positive bacteria, Gram-negative bacteria, bacterial spores, and mycobacteria.
Documented effectiveness includes performance against C. difficile.
Antimicrobial compositions are described as low toxicity/non-flammability with minimal odor/residue, and with residual effectiveness and half-life concepts.
Documented Applications
Reducing the amount of microbe on irritated, injured, or acne-affected skin by contacting the skin with an antimicrobial solution comprising an effective amount of a peroxy α-ketocarboxylic acid.
Household care product contexts for antimicrobial/disinfection use, including reduction and killing of microbes on surfaces.
Medical device disinfection contexts.
Aseptic filling equipment contexts.
Biofilms in water systems contexts.
Wastewater treatment contexts.
A personal care product formulation context including categories such as hand soaps, hand sanitizers, skin gels, skin wipes, body washes, mouth washes, toothpastes, shower gels, shampoos, body lotions, deodorants, nasal sprays, foot care, and vaginal care and/or wash.
Antimicrobial effectiveness applications against C. difficile in addition to other microbial targets.
Interested in licensing this patent?