Zinc-lysine complex

Patent metadata

Field	Value
Publication number	US-9757316-B2
Application number	US-201214653314-A
Country	US
Kind code	B2
Filing date	Dec 19, 2012
Priority date	Dec 19, 2012
Publication date	Sep 12, 2017
Grant date	Sep 12, 2017

Abstract

The invention provides a zinc-lysine complex having the formula [Zn(C 6 H 14 N 2 O 2 ) 2 Cl] + Cl − having antibacterial and antiperspirant properties, together with personal care compositions comprising the complex, and methods of making and using these complexes and compositions. The application discloses a general reaction for formation of such complexes by mixing a Zn source with Lysine in 1:2 ratio: ZnO+2(Lysine ′HCI)->[Zn(Lysine) 2 CI] + CI − .(H 2 O) 2

First claim

The invention claimed is:

1. A zinc-lysine complex having a formula [Zn(C 6 H 14 N 2 O 2 ) 2 Cl] + Cl − , optionally in the form of a hydrate, wherein the zinc-lysine complex has a structure in which the Zn cation is coordinated by two lysine ligands with two nitrogen atoms from alpha NH 2 groups of the two lysine ligands and two oxygen atoms from carboxylic groups of the two lysine ligands in an equatorial plane, the complex having a distorted square-pyramidal geometry with the apical position occupied by a chlorine atom, to form a positive cation moiety, with which a chloride anion is combined to form an ionic salt, and wherein the zinc-lysine complex has a powder X-ray diffraction pattern substantially corresponding to one of the two patterns depicted in FIG. 1 .

2. The zinc-lysine complex of claim 1 when formed from a mixture of zinc oxide and lysine hydrochloride in a molar ratio of ZnO:Lysine·HCl of 1:1 to 1:3.

3. The zinc-lysine complex of claim 1 in crystalline form.

4. The zinc-lysine complex of claim 1 in the form of a hydrate.

5. The zinc-lysine complex of claim 1 in the form of a hydrate having the formula [Zn(Lysine) 2 Cl] + Cl − ·2H 2 O.

6. The zinc-lysine complex of claim 1 in the form of approximately cubic crystals.

7. The zinc-lysine complex of claim 1 which is crystallized from antisolvent, aqueous ethanol, or spray drying.

8. The zinc-lysine complex of claim 1 which forms a zinc oxide precipitate upon increasing dilution with water.

9. A personal care composition for application to the skin which comprises the zinc-lysine complex according to claim 1 in combination with a cosmetically acceptable carrier.

10. The composition of claim 9 wherein the zinc-lysine complex is formed in situ from zinc oxide and lysine hydrochloride.

11. The composition of claim 9 which provides a zinc oxide precipitate upon dilution with water.

12. The composition of claim 9 comprising the zinc-lysine complex in an amount of 0.05 to 40% by weight of the composition.

13. The composition of claim 9 comprising a total amount of zinc of 0.05 to 10% by weight.

14. The composition of claim 9 wherein the cosmetically acceptable carrier comprises less than 10% water, optionally less than 5%, or is anhydrous.

15. The personal care composition of claim 9 , wherein the cosmetically acceptable carrier comprises one or more ingredients selected from water-soluble alcohols; glycols; glycerides; medium to long chain organic acids, alcohols and esters; surfactants; additional amino acids; structurants; emollients; fragrances; and colorants.

16. The personal care composition of claim 9 wherein the composition is an antiperspirant and/or a deodorant.

17. The personal care composition of claim 9 wherein the composition is a body wash, a shower gel, a bar soap, a shampoo, or a hair conditioner.

18. A method of reducing sweat and/or body odor comprising applying a personal care composition of claim 9 to skin.

19. A method of killing bacteria comprising contacting the bacteria with a zinc-lysine complex of claim 1 .

20. A method of making the zinc-lysine complex of claim 1 comprising combining zinc oxide and lysine hydrochloride in aqueous solution and precipitating the complex from aqueous ethanol.

Assignees

• Colgate Palmolive Co

Inventors

• Pan Long
• Mattai Jairajh
• Yuan Shaotang
• Masters James G

Classifications

• A61Q5/12

  Preparations containing hair conditioners · CPC title

• A61K8/44

  Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof · CPC title

• A61K2800/591

  Mixtures of compounds not provided for by any of the codes A61K2800/592 - A61K2800/596 · CPC title

• C07B2200/13

  Crystalline forms, e.g. polymorphs · CPC title

• A61K8/27 Primary

  Zinc; Compounds thereof · CPC title