IP Library Granted Patent US 8,647,651
Granted Patent B2
US 8,647,651 · App. 11/460,587 · Granted Feb 11, 2014

Synergistic mixtures of C6- to C12-alkanediols and tropolone (derivatives)

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Quick Facts
Patent No.
US 8,647,651
App. No.
11/460,587
Granted
Feb 11, 2014
Kind
B2
Abstract

Antimicrobial mixtures comprising or consisting of: one or more branched or unbranched alkanediols having 6-12 carbon atoms, one, two or more compounds chosen from the group consisting of the tropolones of the formula (I) wherein the substituents R1, R2, R3, R4 and R5 independently of one another have the following meaning: H; linear or branched, saturated or unsaturated, aliphatic hydrocarbon radical having up to 30 C atoms; OH; OR6, wherein R6 is a linear or branched, saturated or unsaturated, aliphatic hydrocarbon radical having up to 30 C atoms; COOH; COOR7, wherein R7 is a linear or branched, saturated or unsaturated, aliphatic hydrocarbon radical having up to 30 C atoms; NO 2 ; NH 2 ; F, Cl, Br, I; are described.

Claims (35)

1. Antimicrobial mixture comprising:

(a) at least one branched or unbranched alkanediol having 6-12 carbon atoms, wherein constituent (a) comprises one or more unbranched 1,2-alkanediol having 6-12 carbon atoms, and

(b) tropolone, formula (I)

wherein the substituents R1, R2, R3, R4 and R5 are H, wherein a ratio of constituent (a) to constituent (b) ranges from 1:0.00001 to 1:0.1, and wherein said mixture exhibits synergistically enhanced antimicrobial properties relative to constituent (a) alone and relative to constituent (b) alone.

2. Antimicrobial mixture according to claim 1 , wherein

1,2-hexanediol,

1,2-octanediol or

1,2-decanediol or

a mixture of 1,2-hexanediol and 1,2-octanediol or

a mixture of 1,2-hexanediol and 1,2-decanediol or

a mixture of 1,2-octanediol and 1,2-decanediol or

a mixture of 1,2-hexanediol, 1,2-octanediol and 1,2-decanediol is employed as constituent (a).

3. Cosmetic or pharmaceutical formulation or foodstuff comprising an antimicrobial mixture comprising or consisting of constituents (a) and (b) according to claim 1 and

further conventional constituents

the total amount of constituents (a) and (b) being in the range of from 0.01 to 10 wt. %, based on the total weight of the formulation or of the foodstuff, wherein said mixture exhibits synergistically enhanced antimicrobial properties relative to constituent (a) alone and relative to constituent (b) alone.

4. Antimicrobial mixture according to claim 1 , wherein the amount of constituent (a) and/or the amount of constituent (b) in each case considered in itself is not antimicrobially active, but the total amount of constituents (a) and (b) is antimicrobially active.

5. Method for the preservation or antimicrobial treatment of a perishable product, with the following step:

bringing of the perishable product into contact with an antimicrobially active amount, preferably an amount which is active against Aspergillus niger , of a mixture according to claim 1 .

6. Method for the cosmetic and/or therapeutic treatment of

(i) microorganisms which cause body odour,

(ii) microorganisms which cause acne and/or

(iii) microorganisms which cause mycoses,

comprising topical application of an antimicrobially active amount of a mixture according to claim 1 .

7. Cosmetic or pharmaceutical formulation or foodstuff according to claim 3 , wherein the amount of constituent (a) and/or the amount of constituent (b) in each case considered in itself is not antimicrobially active, but the total amount of constituents (a) and (b) is antimicrobially active.

8. Cosmetic or pharmaceutical formulation or foodstuff according to claim 3 , wherein said antimicrobial mixture exhibits synergistically enhanced antimicrobial properties against Aspergillus niger relative to constituent (a) alone and relative to constituent (b) alone.

9. Cosmetic or pharmaceutical formulation or foodstuff according to claim 3 , wherein said cosmetic or pharmaceutical formulation or foodstuff is a foodstuff.

10. Antimicrobial mixture according to claim 1 , wherein said antimicrobial mixture exhibits synergistically enhanced antimicrobial properties against Aspergillus niger relative to constituent (a) alone and relative to constituent (b) alone.

11. Antimicrobial mixture according to claim 7 , wherein the total amount of constituents (a) and (b) is in the range of from 0.01 to 10 wt % based on the total weight of the mixture.

12. Antimicrobial mixture according to claim 1 , wherein constituent (a) consists of at least one unbranched 1,2-alkanediol having 6-12 carbon atoms.

13. Antimicrobial mixture according to claim 12 , wherein the total amount of constituents (a) and (b) is in the range of from 0.01 to 10 wt. %, based on the total weight of the mixture.

14. Antimicrobial mixture according to claim 12 , wherein constituent (a) comprises a diol selected from the group consisting of 1,2-hexanediol, 1,2-octanediol, 1,2-decanediol and mixtures thereof.

15. Antimicrobial mixture according to claim 14 , wherein the total amount of constituents (a) and (b) is in the range of from 0.01 to 10 wt. %, based on the total weight of the mixture.

16. Antimicrobial mixture according to claim 1 , wherein constituent (a) comprises an alkanediol selected from the group consisting of 1,6-hexanediol, 2-methylpentane-2,4-diol, 2,5-hexanediol, 3,6-octanediol, 2-ethyl-1,3-hexanediol, 1,3-octanediol, 1,3-decanediol, and mixtures thereof.

17. Antimicrobial mixture according to claim 1 , wherein constituent (a) comprises a 1,2-alkanediol selected from the group consisting of 1,2-hexanediol, 1,2-octanediol, 1,2-decanediol and mixtures thereof.

18. Antimicrobial mixture according to claim 17 , wherein the total amount of constituents (a) and (b) is in the range of from 0.01 to 10 wt. %, based on the total weight of the mixture.

Assignments (1)
MERGER Recorded Apr 22, 2011
From: SYMRISE GMBH & CO. KG
To: SYMRISE AG
Reel/Frame 026171/0575 →