IP Library Granted Patent US 9,826,770
Granted Patent B2
US 9,826,770 · App. 11/908,244 · Granted Nov 28, 2017

Antimicrobial compositions comprising esters of hydroxycarboxylic acids

Inventors: Matthew T. Scholz (Woodbury, MN); Danli Wang (Shoreview, MN)
Assignee: 3M Innovative Properties Company
A23L3/3517A61K31/22A61K31/25A61L2/0088A61L2/18
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Quick Facts
Patent No.
US 9,826,770
App. No.
11/908,244
Granted
Nov 28, 2017
Kind
B2
Abstract

Antimicrobial compositions, especially those useful when applied topically, particularly to mucosal tissues (i.e., mucous membranes), including, in particular, a fatty alcohol ester of a hydroxycarboxylic acid, alkoxylated derivatives thereof, or combinations thereof. The compositions can also include an enhancer component, a surfactant component, a hydrophobic component, and/or a hydrophilic component. Such compositions provide effective topical antimicrobial activity and are accordingly useful in the treatment and/or prevention of conditions that are caused, or aggravated by, microorganisms (including viruses).

Claims (20)

1. An antimicrobial composition comprising:

an effective amount of an antimicrobial component comprising a (C7-C14)saturated fatty alcohol ester of a (C2-C8)hydroxycarboxylic acid, a (C8-C22)mono- or poly-unsaturated fatty alcohol ester of a (C2-C8) hydroxycarboxylic acid, an alkoxylated derivative of either of the foregoing, or combinations thereof, wherein the alkoxylated derivative has less than 5 moles of alkoxide per mole of hydroxycarboxylic acid; and

the composition further comprises an effective amount of an enhancer component selected from the group consisting of alpha hydroxyacids present in an amount of at least 0.25 wt/wt %, beta hydroxyacids present in an amount of at least 0.1 wt/wt %, a chelating agent present in an amount of at least 0.1 wt/wt %, a (C1-C4)alkyl carboxylic acid present in an amount of at least 0.1 wt/wt %, a (C6-C12)aryl carboxylic acid present in an amount of at least 0.1 wt/wt %, a (C6-C12)aralkyl carboxylic acid present in an amount of at least 0.1 wt/wt %, a (C6-C12)alkaryl carboxylic acid present in an amount of at least 0.1 wt/wt %, or combinations thereof; with the proviso that the composition does not include parabens or phenoxyethanol;

wherein the effective amount of the antimicrobial component in the composition is at least 0.25% by weight;

wherein water is present in less than 10 wt-%, and

wherein the fatty alcohol ester in the antimicrobial component is at least 70% pure.

2. The composition of claim 1 wherein the antimicrobial component comprises (C8-C12) fatty alcohol esters of glycolic acid, lactic acid, 3-hydroxybutanoic acid, or combinations thereof.

3. The composition of claim 1 further comprising a surfactant component.

4. The composition of claim 1 further comprising a hydrophilic component.

5. The composition of claim 1 having at least 3 log reduction in test bacteria in 10 minutes when evaluated by the Antimicrobial Kill Rate Test.

6. The composition of claim 3 , wherein the surfactant component does not comprise an ethoxylated sorbitan fatty acid ester.

7. The composition of claim 1 , wherein the enhancer is a chelating agent present in an amount of at least 1%.

8. The composition of claim 1 , wherein the enhancer is a chelating agent and a ratio of the concentration of the chelating agent to the antimicrobial component in the composition is within a range of 1:1 to 1:10.

9. The composition of claim 1 , wherein the fatty alcohol ester in the antimicrobial component is at least 80% pure.

10. An antimicrobial composition comprising:

an effective amount of an antimicrobial component comprising a (C7-C14)saturated fatty alcohol ester of a (C2-C8)hydroxycarboxylic acid, a (C8-C22)mono- or poly-unsaturated fatty alcohol ester of a (C2-C8) hydroxycarboxylic acid, an alkoxylated derivative of either of the foregoing, or combinations thereof, wherein the alkoxylated derivative has less than 5 moles of alkoxide per mole of hydroxycarboxylic acid; and

the composition further comprises an effective amount of an enhancer component selected from the group consisting of alpha hydroxyacids present in an amount of at least 0.25 wt/wt %, beta hydroxyacids present in an amount of at least 0.1 wt/wt %, a chelating agent present in an amount of at least 0.1 wt/wt %, a (C1-C4)alkyl carboxylic acid present in an amount of at least 0.1 wt/wt %, a (C6-C12)aralkyl carboxylic acid present in an amount of at least 0.1 wt/wt %, a (C6-C12)alkaryl carboxylic acid present in an amount of at least 0.1 wt/wt %, or combinations thereof; with the proviso that the composition does not include parabens or phenoxyethanol;

wherein the effective amount of the antimicrobial component in the composition is at least 0.25% by weight;

wherein water is present in less than 10 wt-%, and

wherein the fatty alcohol ester in the antimicrobial component is at least 70% pure.

Assignments (4)
SECURITY INTEREST Recorded Sep 2, 2022
From: NEOGEN CORPORATION; NEOGEN FOOD SAFETY US HOLDCO CORPORATION
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 061372/0264 →
PATENT ASSIGNMENT AGREEMENT Recorded Sep 1, 2022
From: 3M INNOVATIVE PROPERTIES COMPANY
To: GARDEN US HOLDCO CORPORATION
Reel/Frame 061365/0688 →
CHANGE OF NAME Recorded Sep 1, 2022
From: GARDEN US HOLDCO CORPORATION
To: NEOGEN FOOD SAFETY US HOLDCO CORPORATION
Reel/Frame 061370/0437 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 9, 2008
From: SCHOLZ, MATTHEW T.; WANG, DANLI
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 021069/0495 →
Continuity (2)
Provisional Application 60660594 · Mar 10, 2005
Related Publication 20080287538A1 · Nov 20, 2008