IP Library Granted Patent US 10,604,722
Granted Patent B2
US 10,604,722 · App. 15/520,157 · Granted Mar 31, 2020

Concentrated, low-viscosity rhamnolipid compositions

Inventors: Martin Schilling (Bonn, DE); Jochen Kleinen (Heinsberg, DE); Josef Lorenz (Krefeld, DE); Hans Henning Wenk (Mülheim an der Ruhr, DE)
Assignee: Evonik Operations GmbH
C11D1/06A61K8/60A61Q5/02A61Q19/10C07H13/06C11D3/221
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Quick Facts
Patent No.
US 10,604,722
App. No.
15/520,157
Granted
Mar 31, 2020
Kind
B2
Abstract

A rhamnolipid composition including 30% by weight to 70% by weight, of at least one rhamnolipid and 30% by weight to 70% by weight of water, where the percentages by weight refer to the total composition, wherein the pH of the composition at 25° C. is from 5.5 to 7.0. In addition to the foregoing rhamnolipid composition, also set forth is a method to make a solution of rhamnolipids; and salt of at least one rhamnolipid.

Claims (81)

1. A composition comprising

from 30% by weight to 70% by weight, of a rhamnolipid and

from 30% by weight to 70% by weight, of water,

where the percentages by weight refer to the total composition, wherein the pH of the composition at 25° C. is from 5.5 to 6.2

wherein the rhamnolipid is a compound of the general formula (I) and salts thereof,

where

m=2, 1 or 0,

n=1 or 0,

R 1 and R 2 =organic residues having from 2 to 24 carbon atoms

wherein the total dry mass comprises from 40% by weight to 98% by weight of the rhamnolipid,

where the percentages by weight refer to the total dry mass wherein said composition comprises

from 3% by weight to 12% by weight of diRL-C10C12:1,

from 5 to 15% by weight of diRL-C10C12,

from 0.5% by weight to 3% by weight of monoRL-C10C12 and

from 0.5% by weight to 3% by weight of monoRL-C10C12:1,

where the percentages by weight refer to the sum total of all rhamnolipids present.

2. The composition according to claim 1 , wherein the cations of the rhamnolipid salts present are selected from the group consisting of, Li + , Na + , K + , Mg 2+ , Ca 2+ , Al 3+ , NH 4 + , primary ammonium ions, secondary ammonium ions, tertiary ammonium ions or quaternary ammonium ions.

3. The composition according to claim 1 , wherein said composition comprises

from 50% by weight to 99% by weight of rhamnolipid anions,

where % by weight refers to all anions except OH − present in the composition.

4. The composition according to claim 1 , wherein said composition comprises

from 51% by weight to 95% by weight of diRL-C10C10,

where the percentages by weight refer to the sum total of all rhamnolipids present.

5. The composition according to claim 1 , wherein said composition comprises

from 0.5% by weight to 9% by weight of monoRL-C10C10,

where the percentages by weight refer to the sum total of all rhamnolipids present.

6. The composition according to claim 1 , wherein the weight ratio of all di-rhamnolipids present to all mono-rhamnolipids present is greater than 97:3.

7. The composition according to claim 1 , wherein said composition comprises

from 0.5 to 25% by weight of diRL-C10C12,

where the percentages by weight refer to the sum total of all rhamnolipids present.

8. The composition according to claim 1 , wherein said composition comprises

from 0.1% by weight to 5% by weight of monoRL-C10C12 and/or

from 0.1% by weight to 5% by weight of monoRL-C10C12:1,

where the percentages by weight refer to the sum total of all rhamnolipids present.

9. The composition according to claim 1 , wherein said composition comprises

from 0% by weight to 5% by weight of diRLC10,

where the percentages by weight refer to the sum total of all rhamnolipids present.

10. A salt of at least one rhamnolipid according to claim 3 , wherein said salt comprises at least one cation selected from the group consisting of, Li + , K + , Mg 2+ , Ca 2+ , Al 3+ , NH 4 + , primary ammonium ions, secondary ammonium ions, tertiary ammonium ions and quaternary ammonium ions.

11. The composition according to claim 1 , comprising from 35% by weight to 60% by weight, of at least one rhamnolipid and from 40% by weight to 65% by weight, of water,

where the percentages by weight refer to the total composition, wherein the pH of the composition at 25° C. is from 5.6 to 6.0.

12. The composition according to claim 1 , wherein the total dry mass comprises from 60% by weight to 90% by weight, of rhamnolipids, where the percentages by weight refer to the total dry mass.

13. The composition according to claim 4 , wherein the cations of the rhamnolipid salts present are selected from the group consisting of, Li + , Na + , K + , Mg 2+ , Ca 2+ , Al 3+ , NH 4 + , primary ammonium ions, secondary ammonium ions, tertiary ammonium ions and quaternary ammonium ions.

14. The composition according to claim 1 , wherein said composition comprises

from 70% by weight to 95% by weight of rhamnolipid anions, where % by weight refers to all anions except OH − present in the composition.

15. The composition according to claim 1 , wherein said composition comprises

from 51% by weight to 95% by weight of diRL-C10C10,

where the percentages by weight refer to the sum total of all rhamnolipids present.

16. A composition comprising

from 30% by weight to 70% by weight, of a rhamnolipid and

from 30% by weight to 70% by weight, of water,

where the percentages by weight refer to the total composition, wherein the pH of the composition at 25° C. is from 5.5 to 6.2

wherein the rhamnolipid is a compound of the general formula (I) and salts thereof,

where

m=2, 1 or 0,

n=1 or 0,

R 1 and R 2 =organic residues having from 2 to 24 carbon atoms

wherein the total dry mass comprises from 40% by weight to 98% by weight of the rhamnolipid,

where the percentages by weight refer to the total dry mass wherein said composition comprises

from 5% by weight to 10% by weight of diRL-C10C12:1,

from 7% to 12% by weight of diRL-C10C12,

from 0.5% by weight to 2% by weight of monoRL-C10C12 and

from 0.5% by weight to 2% by weight of monoRL-C10C12:1,

where the percentages by weight refer to the sum total of all rhamnolipids present.

17. A method for preparing a solution of rhamnolipids comprising the steps of

a) providing a composition comprising

from 30% by weight to 70% by weight of a rhamnolipid, where the percentages by weight refer to the total composition, and having a pH at 25° C. of from 1.0 to 5.0, wherein the rhamnolipid is a compound of the general formula (I) and salts thereof,

where

m=2, 1 or 0,

n=1 or 0,

R 1 and R 2 =organic residues having 2 to 24 carbon atoms

b) adjusting the pH of the composition to 5.5 to 6.2 and

c) adjusting the water content of the total composition to

from 30% by weight to 70% by weight of water

and adjusting the rhamnolipid content of the total composition to from 30% by weight to 70% by weight of rhamnolipids wherein said composition comprises

from 5% by weight to 10% by weight of diRL-C10C12:1,

from 7% to 12% by weight of diRL-C10C12,

from 0.5% by weight to 2% by weight of monoRL-C10C12 and

from 0.5% by weight to 2% by weight of monoRL-C10C12:1,

where the percentages by weight refer to the sum total of all rhamnolipids present.

18. The method according to claim 17 , wherein the rhamnolipid in the composition provided in method step a) is present at least partially dispersed.

19. The method according to claim 17 , wherein the pH is adjusted in method step b) by adding an organic or inorganic base, in concentrated form.

Assignments (2)
CHANGE OF NAME Recorded Dec 27, 2019
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051428/0710 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 20, 2017
From: SCHILLING, MARTIN; KLEINEN, JOCHEN; LORENZ, JOSEF; HENNING WENK, HANS
To: EVONIK DEGUSSA GMBH
Reel/Frame 042076/0049 →
Priority Claims (1)
EP 14193779 · Nov 19, 2014 · regional
Continuity (1)
Related Publication 20170335238A1 · Nov 23, 2017
Cited By (2)
US 12,448,588 US 12,497,426