IP Library › Granted Patent US 9,446,071
Granted Patent B2
US 9,446,071 · App. 13/874,512 · Granted Sep 20, 2016

Antimicrobially active compositions based on zinc compound, glycerine monoalkyl ether and antioxidant

Inventors: Petra Kolditz (Hamburg, DE); Klaus Weber (Hamburg, DE); Wolfgang Beilfuss (Hamburg, DE); Carsten Bungenstock (Hamburg, DE); Sabine Herweg (Norderstedt, DE)
Assignee: L'AIR LIQUIDE SOCIETE ANONYME POUR L'ETUDE ET L'EXPLOITATION DES PROCEDES GEORGE CLAUDE
A61K33/30A61K8/27A61K8/345A61K8/678A61K31/08A61K31/315A61Q11/00A61Q17/005
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Quick Facts
Patent No.
US 9,446,071
App. No.
13/874,512
Granted
Sep 20, 2016
Kind
B2
Abstract

Antimicrobial compositions containing (i) at least one zinc compound selected from zinc salt and zinc oxide; (ii) at least one glycerine monoalkyl ether, R—O—CH 2 —CHOH—CH 2 O, wherein R is a branched or unbranched C 1 -C 24 alkyl group that can be substituted with one or more hydroxy and/or C 1 -C 4 alkoxy group(s) and/or the alkyl chain can be interrupted by up to four oxygen atoms; (iii) at least one antioxidant; and optionally (iv) one or more alkanediols; the weight ratio of (ii) to (iii) is at least 10:1. The compositions are used in cosmetics and pharmaceuticals and have broad anti-microbial activity, in particular against Pseudomonas aeruginosa , at active contents of only about 3 wt. %.

Claims (34)

1. Antimicrobial composition in the form of a concentrate, the active ingredients of the composition consisting of:

(i) 0.1 to 50 wt. % of at least one zinc compound selected from zinc salt and zinc oxide, where the quantity of zinc compound is stated as anhydrous zinc oxide;

(ii) 10 to 90 wt. % of at least one glycerine monoalkyl ether of the general formula R—O—CH 2 —CHOH—CH 2 OH,

wherein R is a branched or unbranched C 1 -C 24 alkyl group, wherein the alkyl group can be substituted with one or more hydroxy and/or C 1 -C 4 alkoxy group(s) and/or the alkyl chain can be interrupted by up to four oxygen atoms; and

(iii) 10 −4 to 0.9 wt. % of at least one antioxidant;

and optionally

(iv) one or more alkanediols.

2. The composition according to claim 1 , further comprising (iv) one or more alkanediols.

3. The composition according to claim 1 , wherein the zinc compound is selected from the group consisting of zinc oxide, zinc chloride, zinc sulphate, zinc phosphate, zinc carbonate, zinc pyrithione, zinc ascorbate, zinc dehydracetate, zinc carboxylate, zinc lactate, zinc citrate, zinc stearate, zinc hydroxystearate, zinc benzoate, zinc sorbate, zinc salicylate, zinc gluconate, zinc ricinoleate, zinc undecylenate GP and zinc pyrrolidone-carboxylate.

4. The composition according to claim 1 , wherein R possesses 3 to 20 carbon atoms.

5. The composition according to claim 1 , wherein the weight ratio (w/w) of component (i) to component (ii) is in the range of from 20:1 to 1:400, wherein the quantity of zinc compound is stated as anhydrous zinc oxide.

6. The composition according to claim 2 , wherein the alkanediol is a 1,2-alkanediol which has 2 to 18 carbon atoms.

7. The composition according to claim 2 , wherein the weight ratio (w/w) of component (i) to component (iv) is in the range of from 1:50 to 5:1, wherein the quantity of zinc compound is stated as anhydrous zinc oxide.

8. The composition according to claim 2 , wherein the weight ratio (w/w) of component (ii) to component (iv) is 10:1 to 1:10.

9. The composition according to claim 1 , wherein the antioxidant is selected from the group consisting of 3-tert-butyl-4-hydroxyanisole, 2,6-ditert-butyl-p-cresol, toco-pherol, vitamin E and derivatives thereof, p-hydroxybenzoic acid esters, dimethyloldimethylhydantoin, and N-acylamino acids and salts thereof.

10. The composition according to claim 1 , wherein the weight ratio (w/w) of component (ii) to component (iii) is at least 100:1.

11. The composition according to claim 1 ,

(i)

(ii)

(iii)

(iv) further comprising 10 to 90 wt. % of alkanediol.

12. Method for the production of the composition according to claim 1 in the form of a concentrate, comprising:

providing component (i) in solvent, and

adding component (ii), optionally in combination with component (iii), and if present component (iv), to component (i).

13. A method for the treatment of a microbially caused disease, comprising administrating to a subject in need thereof an effective amount of the antimicrobial composition according to claim 1 .

14. A method of controlling bacteria, yeasts, fungi, viruses and/or protozoa on human skin or mucous membrane, comprising administering to a subject in need thereof an effective amount of the antimicrobial composition according to claim 1 .

15. The composition according to claim 1 , wherein R is 2-ethylhexyl.

16. The composition according to claim 2 , wherein the alkanediol is 1,2-octanediol.

17. The composition according to claim 1 , wherein the antioxidant is vitamin E.

18. The composition according to claim 1 , wherein the active ingredients consist of:

(i) 2 to 30 wt. % of zinc compound, where the quantity of zinc compound is stated as anhydrous zinc oxide,

(ii) 14 to 30 wt. % of glycerine monoalkyl ether,

(iii) 0.006 to 0.02 wt. % of antioxidant, and optionally

(iv) 33 to 65 wt. % of alkanediol.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 6, 2022
From: SCHÜLKE & MAYR GMBH
To: ASHLAND SPECIALTIES DEUTSCHLAND GMBH
Reel/Frame 061386/0406 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 23, 2019
From: L'AIR LIQUIDE SOCIETE ANONYME POUR L'ETUDE ET L'EXPLOITATION DES PROCEDES GEORGES CLAUDE
To: SCHULKE & MAYR GMBH
Reel/Frame 048965/0875 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2013
From: KOLDITZ, PETRA; WEBER, KLAUS; BEILFUSS, WOLFGANG; BUNGENSTOCK, CARSTEN; HERWEG, SABINE
To: L'AIR LIQUIDE SOCIETE ANONYME POUR L'ETUDE ET L'EXPLOITATION DES PROCEDES GEORGES CLAUDE
Reel/Frame 030324/0488 →
Priority Claims (1)
DE 10 2012 208 291 · May 16, 2012 · national
Continuity (1)
Related Publication 20130309321A1 · Nov 21, 2013