IP Library Granted Patent US 10,099,194
Granted Patent B2
US 10,099,194 · App. 13/422,090 · Granted Oct 16, 2018

Microcapsules produced from blended sol-gel precursors and method for producing the same

Inventors: Yabin Lei (Holmdel, NJ); Lewis Michael Popplewell (Morganville, NJ); Xiao Huang (Freehold, NJ); Carol Joyce (Toms River, NJ)
Assignee: INTERNATIONAL FLAVORS & FRAGRANCES INC.
B01J13/18B01J13/206C11D3/505C11D17/0039
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Quick Facts
Patent No.
US 10,099,194
App. No.
13/422,090
Granted
Oct 16, 2018
Kind
B2
Abstract

The present invention features microcapsule particles with an oil or aqueous liquid core, and shell composed of a blend of metal or semi-metal oxide polymers. Methods for preparing and using the microcapsule particles in personal care, therapeutic, cosmetic and cosmeceutic products are also provided.

Claims (69)

1. A microcapsule particle composition comprising:

(a) a core formed from an oil containing at least one active ingredient; (b) a shell encapsulating said core, wherein said shell is composed of

(i) at least one hydrolyzable silicon oxide polymer, and

(ii) at least one silicon oxide polymer having a non-hydrolyzable substituent; and

(c) a surfactant,

wherein the at least one hydrolyzable silicon oxide polymer is formed from a silicon alkoxide having a formula of Si(OR) 4 , in which —OR is C 1 -C 18 alkoxy or aryloxy group that is hydrolyzable upon dispersion in water, the weight ratio of polymer of (i) to the polymer of (ii) ranges from 199:1 to 9:1, the polymer of (ii) is present in an amount up to 10% of the total weight of the shell, the at least one active ingredient is present in an amount between 50 and 90 weight percent of the microcapsule on a dry basis, and the surfactant is an oleth-10-phosphate present in an amount of 0.1% to 5% by weight of the microcapsule particle composition.

2. The microcapsule particle composition of claim 1 , wherein the at least one silicon oxide polymer having a non-hydrolyzable substituent is dimethyldiethoxysilane, n-octylmethyldiethoxysilane, poly(diethoxysiloxane) or hexadecyltriethoxysilane.

3. A personal care, therapeutic, cosmetic or cosmeceutic product comprising the microcapsule particle composition of claim 1 .

4. A process for the preparation of the microcapsule particle composition of claim 1 containing an oil core, the process comprising:

(a) combining, in a sol-gel process:

(i) an emulsion containing an oil; and

(ii) a mixture of at least one hydrolyzable sol-gel precursor and at least one sol-gel precursor having at least one non-hydrolyzable substituent, wherein the at least one sol-gel precursor having at least one non-hydrolyzable substituent is present in an amount of up to 10% of the total sol-gel precursor of (ii);

(b) curing the product of step (a); and

(c) adding a surfactant to the product of step (b), thereby preparing microcapsule particles containing an oil core, in which the surfactant is an oleth-10-phosphate present in an amount of 0.1% to 5% by weight of the microcapsule particle composition,

wherein the at least one hydrolyzable sol-gel precursor is a hydrolyzable silicon alkoxide having a formula of Si(OR) 4 , in which —OR is a C 1 -C 18 alkoxy group or aryloxy group that is hydrolyzable upon dispersion in water, the sol-gel precursor having at least one non-hydrolyzable substituent is a silicon oxide precursor having at least one non-hydrolyzable substituent, the weight ratio of the hydrolyzable sol-gel precursor and the sol-gel precursor having at least one non-hydrolyzable substituent ranges from 199:1 to 9:1.

5. The process of claim 4 , wherein the oil comprises at least one active ingredient.

6. The process of claim 5 , wherein the active ingredient is a fragrance oil.

7. The process of claim 6 , wherein the fragrance oil is mixed with an emulsifier.

8. The process of claim 4 , wherein the sol-gel precursor having at least one non-hydrolyzable substituent is dimethyldiethoxysilane, n-octylmethyldiethoxysilane, hexadecyltriethoxysilane diethyldiethoxysilane, 1,1,3,3-tetraethoxy-1,3-dimethyldisiloxane, or poly(diethoxysiloxane).

9. The process of claim 4 , wherein the silicon alkoxide is tetramethyl orthosilicate, tetraethyl orthosilicate or tetrapropyl orthosilicate.

10. The process of claim 4 , wherein the product of step (a) is cured at room temperature.

11. The process of claim 4 , wherein the product of step (a) is cured at 30° C. to 70° C.

12. The process of claim 4 , wherein the mixture of (ii) is a neat mixture of the at least one hydrolyzable sol-gel precursor and at least one sol-gel precursor having at least one non-hydrolyzable substituent.

13. The process of claim 4 , wherein the mixture of (ii) is an emulsion of the at least one hydrolyzable sol-gel precursor and at least one sol-gel precursor having at least one non-hydrolyzable substituent.

14. The process of claim 4 , wherein the mixture of (ii) is added drop-wise to the emulsion of (i).

15. A process for the preparation of the microcapsule particle composition of claim 1 containing an oil core, the process comprising:

(a) mixing, in a sol-gel process

(i) a first emulsion containing an oil and at least one sol-gel precursor having at least one non-hydrolyzable substituent; and

(ii) a second emulsion containing at least one hydrolyzable sol-gel precursor, wherein the at least one sol-gel precursor of (i) is present in an amount of up to 10% of the total sol-gel precursor of (i) and (ii);

(b) curing the mixture; and

(c) adding a surfactant to the product of step (b), thereby preparing microcapsule particles containing an oil core, in which the surfactant is an oleth-10-phosphate present in an amount of 0.1% to 5% by weight of the microcapsule particle composition,

wherein the at least one hydrolyzable sol-gel precursor is a hydrolyzable silicon alkoxide having a formula of Si(OR) 4 , in which —OR is a C 1 -C 18 alkoxy group or aryloxy group that is hydrolyzable upon dispersion in water, the sol-gel precursor having at least one non-hydrolyzable substituent is a silicon oxide precursor having at least one non-hydrolyzable substituent, the weight ratio of the hydrolyzable sol-gel precursor and the sol-gel precursor having at least one non-hydrolyzable substituent ranges from 199:1 to 9:1.

16. The process of claim 15 , wherein the oil comprises at least one active ingredient.

17. The process of claim 15 , wherein the sol-gel precursor of (i) is dimethyldiethoxysilane, n-octylmethyldiethoxysilane, hexadecyltriethoxysilane, diethyldiethoxysilane, 1,1,3,3-tetraethoxy-1,3-dimethyldisiloxane, or poly(diethoxysiloxane).

18. The process of claim 15 , wherein the silicon alkoxide is tetramethyl orthosilicate, tetraethyl orthosilicate or tetrapropyl orthosilicate.

19. The process of claim 15 , wherein the mixture is cured at room temperature.

20. The process of claim 15 , wherein the mixture is cured at 30° C. to 70° C.

21. A process for the preparation of the microcapsule particle composition of claim 1 containing an oil core, the process comprising:

(a) mixing an oil with

(i) at least one sol-gel precursor having at least one non-hydrolyzable substituent; and

(ii) at least one hydrolyzable sol-gel precursor, wherein the at least one sol-gel precursor of (i) is present in an amount of up to 10% of the total sol-gel precursor of (i) and (ii);

(b) cooling the mixture of (a) to room temperature;

(c) adding the mixture of (a) to an emulsifier solution to produce a second mixture;

(d) homogenizing the second mixture of (c) to produce a homogenized mixture;

(e) adding a defoamer to the homogenized mixture of (d);

(f) curing the product of (e), and

(g) adding a surfactant to the product of step (f), thereby preparing microcapsule particles containing an oil or aqueous liquid core, in which the surfactant is an oleth-10-phosphate present in an amount of 0.1% to 5% by weight of the microcapsule particle composition,

wherein the at least one hydrolyzable sol-gel precursor is a hydrolyzable silicon alkoxide having a formula of Si(OR) 4 , in which —OR is a C 1 -C 18 alkoxy group or aryloxy group that is hydrolyzable upon dispersion in water, the sol-gel precursor having at least one non-hydrolyzable substituent is a silicon oxide precursor having at least one non-hydrolyzable substituent, the weight ratio of the hydrolyzable sol-gel precursor and the sol-gel precursor having at least one non-hydrolyzable substituent ranges from 199:1 to 9:1.

22. The process of claim 21 , wherein the oil comprises at least one active ingredient.

23. The process of claim 21 , wherein the active ingredient is a fragrance.

24. The process of claim 21 , wherein the sol-gel precursor of (i) is dimethyldiethoxysilane, n-octylmethyldiethoxysilane, hexadecyltriethoxysilane, diethyldiethoxysilane, 1,1,3,3-tetraethoxy-1,3-dimethyldisiloxane, or poly(diethoxysiloxane).

25. The process of claim 21 , wherein the silicon alkoxide is tetramethyl orthosilicate, tetraethyl orthosilicate or tetrapropyl orthosilicate.

26. The process of claim 21 , wherein the mixture is cured at room temperature.

27. The process of claim 21 , wherein the mixture is cured at 30° C. to 70° C.

28. A microcapsule particle composition comprising:

(a) a core formed from an oil or aqueous liquid containing at least one active ingredient; and

(b) a shell encapsulating said core, wherein said shell is composed of

(i) at least one hydrolyzable silicon oxide polymer, and

(ii) at least one silicon oxide polymer having a non-hydrolyzable substituent; and

(c) a surfactant, in which the surfactant is an oleth-10-phosphate present in an amount of 0.1% to 5% by weight of the microcapsule particle composition,

wherein the polymer of (ii) is present in an amount up to 5% of the total weight of the shell and the microcapsule particle comprises between 50 and 90 weight percent of the at least one active ingredient on a dry basis,

wherein the at least one hydrolyzable sol-gel precursor is a hydrolyzable silicon alkoxide having a formula of Si(OR) 4 , in which —OR is a C 1 -C 18 alkoxy group or aryloxy group that is hydrolyzable upon dispersion in water, the sol-gel precursor having at least one non-hydrolyzable substituent is a silicon oxide precursor having at least one non-hydrolyzable substituent, the weight ratio of the hydrolyzable sol-gel precursor and the sol-gel precursor having at least one non-hydrolyzable substituent ranges from 199:1 to 9:1.

29. The microcapsule particle composition of claim 28 , wherein the oleth-10-phosphate is present in an amount of 0.1% to 5% by weight of the microcapsule particle composition, and the weight ratio of the hydrolyzable sol-gel precursor and the sol-gel precursor having at least one non-hydrolyzable substituent ranges from 199:1 to 19:1.

30. The microcapsule particle composition of claim 28 , wherein the oleth-10-phosphate is present in an amount of 0.1% to 0.2% by weight of the microcapsule particle composition.

31. The microcapsule particle composition of claim 28 , wherein the microcapsule particle composition is in the powder form.

32. A consumer product comprising a microcapsule composition of claim 1 .

33. The consumer product of claim 32 , wherein the consumer product is a personal care product, a personal cleaning product, a shampoo, a hair rinse, a body wash, a soap, an anti-perspirant, a deodorant, a shampoo powder, a deodorant powder, a foot powder, a soap powder, a baby powder, a wash-off product, a laundry product, a powdered detergent, a liquid detergent, a fabric conditioner, a liquid dish detergent, an automatic dish detergent, a dryer sheet, a household cleaning dry wipe, a powder dish detergent, or a floor cleaning cloth.

34. A consumer product comprising a microcapsule particle composition of claim 28 .

35. The consumer product of claim 34 , wherein the consumer product is a personal care product, a personal cleaning product, a shampoo, a hair rinse, a body wash, a soap, an anti-perspirant, a deodorant, a shampoo powder, a deodorant powder, a foot powder, a soap powder, a baby powder, a wash-off product, a laundry product, a powdered detergent, a liquid detergent, a fabric conditioner, a liquid dish detergent, an automatic dish detergent, a dryer sheet, a household cleaning dry wipe, a powder dish detergent, or a floor cleaning cloth.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 14, 2014
From: LEI, YABIN; POPPLEWELL, LEWIS M.; JOYCE, CAROL; HUANG, XIAO
To: INTERNATIONAL FLAVORS & FRAGRANCES INC.
Reel/Frame 031963/0839 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 9, 2013
From: MEISTER, GREGORY N.; PEREZ, CHARLES B., JR.
To: MEISTER MANAGEMENT, INC.
Reel/Frame 030980/0354 →
Continuity (2)
Provisional Application 61453977 · Mar 18, 2011
Related Publication 20120237578A1 · Sep 20, 2012
Cited By (1)
US 12,577,507