Microcapsules

Patent metadata

Field	Value
Publication number	US-12409433-B2
Application number	US-201917297712-A
Country	US
Kind code	B2
Filing date	Dec 2, 2019
Priority date	Dec 3, 2018
Publication date	Sep 9, 2025
Grant date	Sep 9, 2025

Abstract

What are proposed are microcapsules comprising
(a) a core comprising at least one active, and (b) a capsule wall,

wherein the capsule wall consists of at least three polymer layers and at least one of the polymer layers consists of a first phenolic resin, wherein the first phenolic resin comprises 3% to 50% by weight of moieties that derive from at least one aromatic polyol, and at least one further polymer layer consists of a second phenolic resin, wherein the second phenolic resin comprises 3% to 50% by weight of moieties that derive from at least one triphenol.

First claim

The invention claimed is:

1. A microcapsule comprising
(a) a core comprising at least one active ingredient, and
(b) a capsule wall,
wherein the capsule wall comprises at least three polymer layers and at least one of the polymer layers comprises a first phenolic resin,
the first phenolic resin comprises 3% to 50% by weight of moieties that derive from at least one aromatic polyol, and at least one further polymer layer consists of a second phenolic resin, and
the second phenolic resin comprises 3% to 50% by weight of moieties that derive from at least one triphenol, and
wherein the at least three polymer layers have an alternating structure, and a polymer layer comprising a phenolic resin is separated in each case by a polymer layer comprising an amino resin.

2. The microcapsule as claimed in claim 1 , wherein the aromatic polyol moieties derive from resorcinol.

3. The microcapsule as claimed in claim 1 , wherein the triphenol moieties derive from phloroglucinol.

4. The microcapsule as claimed in claim 1 , wherein the capsule wall content, based on the slurry, is 0.3% to 3% by weight.

5. A method of producing the microcapsule as claimed in claim 1 , comprising the following steps:
(a) providing a first aqueous formulation comprising at least one aldehyde or at least one polyamine precondensate;
(b) providing an oil phase comprising the active to be encapsulated and at least one aromatic polyol;
(c) mixing the aqueous phase with the oil phase in the presence of at least one emulsifier and/or stabilizer to form an emulsion;
(d) initiating the polymerization;
(e) adding at least one polyamine or a polyamine precondensate;
(f) leaving the mixture to rest at 40 to 70° C. for 40 to 80 minutes;
(g) adding at least one triphenol;
(h) adding at least one aldehyde or at least one polyamine precondensate;
(i) leaving the mixture to rest at 40 to 70° C. for 40 to 80 minutes;
(j) crosslinking and curing the microcapsules obtained in step (f); and optionally
(k) separating the microcapsule from the dispersion and drying.

6. The method as claimed in claim 5 , wherein step (c) is followed by blanketing of the reaction with CO2.

7. The method as claimed in claim 6 , wherein the blanketing of the reaction with CO2 at least reduces the discoloration of the microcapsule caused by aromatic polyols.

8. The method as claimed in claim 5 , wherein the aldehyde and/or precondensate is selected from the group consisting of aldehydes and/or precondensates formed by optionally alkylated mono- and polymethylolurea or mono- and polymethylolmelamine precondensates, partially methylated mono- and polymethylol-1,3,5-triamino-2,4,6-triazine precondensates, mono- and polyalkylolbenzoguanamine precondensates and mono- and polyalkylolglycoluril precondensates, dialdehydes, formaldehyde, and mixtures thereof.

9. The method as claimed in claim 5 , wherein the active ingredient to be encapsulated is a perfume oil.

10. The method as claimed in claim 5 , wherein, directly after step (i), the mixture is heated to 80° C. to 90° C. to form the outer polymer layer.

11. The method as claimed in claim 5 , wherein the triphenol added is phloroglucinol.

12. The method as claimed in claim 5 , wherein the polymerization is initiated in step (d) by lowering the pH to a value of 3 to 5 by the addition of formic acid or a mixture of formic acid, citric acid and ascorbic acid to block any color reaction of the aromatic polyol.

13. The method as claimed in claim 6 , wherein the addition of at least one aromatic polyol in step (b) and the addition of at least one triphenol in step (f) enables the formation of thin capsule walls.

14. A washing or cleaning composition, cosmetic formulation or perfume composition comprising the microcapsule microcapsules as claimed in claim 1 .

15. The microcapsule as claimed in claim 1 , wherein the first phenolic resin comprises 5% to 45% by weight of moieties that derive from the at least one aromatic polyol.

16. The microcapsule as claimed in claim 1 , wherein the first phenolic resin comprises 10% to 40% by weight of moieties that derive from the at least one aromatic polyol.

17. The microcapsule as claimed in claim 1 , wherein the second phenolic resin comprises 5% to 45% by weight of moieties that derive from the at least one triphenol.

18. The microcapsule as claimed in claim 1 , wherein the second phenolic resin comprises 10% to 40% by weight of moieties that derive from the at least one triphenol.

19. The microcapsule as claimed in claim 1 , wherein the amino resin derives from a polyamine.

20. The microcapsule as claimed in claim 1 , wherein the amino resin derives from a melamine.

Assignees

• Symrise Ag

Inventors

• Rost Benjamin
• Bertram Ralf
• Gregor Daniela
• Kleine-Benne Lara-Joy

Classifications

• C11D17/0039

  Coated compositions or coated components in the compositions, (micro)capsules · CPC title

• C11D3/505

  encapsulated or adsorbed on a carrier, e.g. zeolite or clay · CPC title

• B01J13/206

  Hardening; drying · CPC title

• B01J13/14

  Polymerisation; cross-linking · CPC title

• A61Q13/00

  Formulations or additives for perfume preparations (essential oils or perfumes per se C11B9/00) · CPC title