IP Library Granted Patent US 10,537,503
Granted Patent B2
US 10,537,503 · App. 15/556,111 · Granted Jan 21, 2020

Microcapsule compositions with high performance

Inventors: Yabin Lei (Holmdel, NJ); Li Xu (Edison, NJ); John Brahms (Morris Plains, NJ)
Assignee: International Flavors & Fragrances Inc.
A61K8/11A01N25/28A61K8/732A61K8/8176A61K8/84A61Q1/12A61Q5/06A61Q5/12A61Q13/00A61Q15/00A61Q19/001A61Q19/007A61Q19/10B01J13/18C11B9/00A61K2800/624A61K2800/63
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,537,503
App. No.
15/556,111
Granted
Jan 21, 2020
Kind
B2
Abstract

A microcapsule composition is provided, which contains a polyurea or polyurethane microcapsule, an alkylnaphthalenesulfonate formaldehyde condensate, and polyvinylpyrrolidone. Also disclosed is a process of preparing the microcapsule composition and a consumer product having such a microcapsule composition.

Claims (31)

1. A microcapsule composition comprising

a polyurea microcapsule,

an alkylnaphthalenesulfonate formaldehyde condensate, and

polyvinylpyrrolidone,

wherein

the microcapsule has a microcapsule core containing an active material and a microcapsule wall formed of a polyurea,

the microcapsule wall encapsulates the microcapsule core,

the polyurea is a reaction product of a polyfunctional isocyanate and a polyfunctional amine in the presence of an alkylnaphthalenesulfonate formaldehyde condensate and polyvinylpyrrolidone,

each of the alkylnaphthalenesulfonate formaldehyde condensate and polyvinylpyrrolidone constitutes 0.1% to 5% by weight of the microcapsule composition, and

the weight ratio between the alkylnaphthalenesulfonate formaldehyde condensate and polyvinylpyrrolidone is 10:1 to 1:10.

2. The microcapsule composition of claim 1 , wherein the polyfunctional isocyanate is an aromatic polyfunctional isocyanate, aliphatic polyfunctional isocyanate, or combination thereof, the aromatic polyfunctional isocyanate containing a phenyl, tolyl, xylyl, naphthyl, or diphenyl moiety, or a combination thereof and the aliphatic polyfunctional isocyanate being a trimer of hexamethylene diisocyanate, a trimer of isophorone diisocyanate, a biuret of hexamethylene diisocyanate, or a combination thereof.

3. The microcapsule composition of claim 2 , wherein the aromatic polyfunctional isocyanate is selected from the group consisting of polymeric methylene diphenyl diisocyanate, polyisocyanurates of toluene diisocyanate, trimethylol propane-adducts of toluene diisocyanate, trimethylol propane-adducts of xylylene diisocyanate, and a combination thereof and the aliphatic polyfunctional isocyanate is selected from the group consisting of dimers, biurets, symmetric trimers, asymmetric trimers of hexamethylene diisocyanate, and a combination thereof.

4. The microcapsule composition of claim 1 , wherein the polyfunctional amine is hexamethylene diamine, hexaethylenediamine, ethylenediamine, 1,3-diaminopropane, 1,4-diamino-butane, diethylenetriamine, pentaethylenehexamine, 1,6-diaminohexane, hydrazine, 1,4-diaminocyclohexane and 1,3-diamino-1-methylpropane, bis(3-aminopropyl)amine, bis(hexanethylene)triamine, tris(2-aminoethyl)amine, triethylene-tetramine, N,N′-bis(3-aminopropyl)-1,3-propanediamine, tetraethylenepentamine, branched polyethylenimine, chitosan, nisin, gelatin, 1,3-diamino-guanidine, 1,1-dimethylbiguanide, guanidine, arginine, lysine, ornithine, histidine, amino-2-methyl-1-propanol, or a combination thereof.

5. The microcapsule composition of claim 1 , wherein the active material is a fragrance, pro-fragrance, flavor, malodor counteractive agent, anti-inflammatory agent, anesthetic, analgesic, anti-viral agent, anti-infectious agent, anti-acne agent, skin lightening agent, insect repellant, emollient, skin moisturizing agent, vitamin or derivative thereof, nanometer to micron size inorganic solid, polymeric or elastomeric particle, or combination thereof.

6. The microcapsule composition of claim 1 , wherein each of the alkylnaphthalenesulfonate formaldehyde condensate and polyvinylpyrrolidone constitutes 0.1 to 0.2% to 3% by weight of the microcapsule composition, the ratio between the alkylnaphthalene-sulfonate formaldehyde condensate and polyvinylpyrrolidone is 2:1 to 1:4, and the polyvinylpyrrolidone has a molecular weight of 1,000 to 10,000,000.

7. The microcapsule composition of claim 1 , the composition further comprising a polyvinyl alcohol, polystyrene sulfonate, carboxymethyl cellulose, copolymer of vinyl pyrrolidone and quaternized dimethylaminoethyl methacrylate, or mixture thereof.

8. The microcapsule composition of claim 1 , the composition further comprising a stabilizing agent selected from the group consisting of hexamethylene diamine, hexaethylenediamine, ethylenediamine, 1,3-diaminopropane, 1,4-diamino-butane, diethylenetriamine, pentaethylenehexamine, bis(3-aminopropyl)amine, bis(hexanethylene)triamine, tris(2-aminoethyl)amine, triethylene-tetramine, N,N′-bis(3-aminopropyl)-1,3-propanediamine, tetraethylenepentamine, branched polyethylenimine, chitosan, nisin, gelatin, 1,3-diamino-guanidine, 1,1-dimethylbiguanide, guanidine, arginine, lysine, ornithine, histidine, amino-2-methyl-1-propanol, and a combination thereof.

9. The microcapsule composition of claim 1 , the composition further comprising a deposition aid that is an anionic, cationic, nonionic or zwitterionic polymer.

10. The microcapsule composition of claim 1 , the composition further comprising one or more free fragrances or one or more additional microcapsules, the one of more additional microcapsules are different from each other.

11. The microcapsule composition of claim 1 , wherein the composition is a slurry or in a dry form.

12. The microcapsule composition of claim 1 , wherein the microcapsule is coated with a starch.

13. A process of preparing a microcapsule composition of claim 1 , the process comprising the steps of:

preparing an oil phase having an active material and a multi-functional isocyanate;

preparing an aqueous phase having (i) an alkylnaphthalenesulfonate formaldehyde condensate and (ii) polyvinylpyrrolidone;

emulsifying the oil phase into the aqueous phase to form an active emulsion;

adding to the active emulsion a crosslinking agent that is a polyfunctional amine to form a reaction emulsion;

causing formation of polyurea or microcapsules in the reaction emulsion to obtain a microcapsule slurry; and

curing the microcapsule slurry,

thereby obtaining a microcapsule composition of claim 1 , wherein each of the alkylnaphthalenesulfonate formaldehyde condensate and polyvinylpyrrolidone constitutes 0.1% to 5% by weight of the microcapsule composition, and the weight ratio between the alkylnaphthalenesulfonate formaldehyde condensate and polyvinylpyrrolidone is 10:1 to 1:10.

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

15. The consumer product of claim 14 , wherein the consumer product is a shampoo, a hair conditioner, a hair rinse, a hair refresher, a hair fixative or styling aid, a hair bleach, a hair dye or colorant, a soap, a body wash, a cosmetic preparation, an all-purpose cleaner, a bathroom cleaner, a floor cleaner, a window cleaner, a bath tissue, a paper towel, a disposable wipe, a diaper rash cream or balm, a baby powder, a diaper, a bib, a baby wipe, an oral care product, a tooth paste, an oral rinse, an tooth whitener, a denture adhesive, a chewing gum, a breath freshener, an orally dissolvable strips, a chewable candy, a hard candy, a hand sanitizer, an anti-inflammatory balm, an anti-inflammatory ointment, an anti-inflammatory spray, a health care device, a dental floss, a toothbrush, a tampon, a feminine napkin, a personal care product, a sunscreen lotion, a sunscreen spray, a wax-based deodorant, a glycol type deodorant, a soap type deodorant, a facial lotion, a body lotion, a hand lotion, a body powder, a shave cream, a bath soak, an exfoliating scrub, a foot cream, a facial tissue, a cleansing wipe, a fabric care product, a fabric softener, a fabric refresher, an ironing water, a liquid laundry detergent, a liquid dish detergent, an automatic dish detergent, a unit dose tablet or capsule, a scent booster, a drier sheet, a fine fragrance, a solid perfume, a powder foundation, a liquid foundation, an eye shadow, a lipstick or lip balm, an Eau De Toilette product, a deodorant, a rug deodorizer, a candle, a room deodorizer, a disinfectant, an aerosol antiperspirant, a stick antiperspirant, a roll-on antiperspirant, an emulsion spray antiperspirant, a clear emulsion stick antiperspirant, a soft solid antiperspirant, an emulsion roll-on antiperspirant, a clear emulsion stick antiperspirant, an opaque emulsion stick antiperspirant, a clear gel antiperspirant, a clear stick deodorant, a spray deodorant, a baked product, a bread, a dry biscuit, a cake, a cookie, a chip, a popcorn, a pretzel, an extruded snack, a breakfast cereal, a muesli bar, a precooked finished rice product, an alcoholic or non-alcoholic beverage, a spice blend, a soup, a sauce, a stew, a frozen entrée, a yogurt, an ice cream, a bean curd, a cheese, a soya protein product, a meat product, an egg product, a mayonnaise, a remoulade, a dressing, a seasoning preparation, a fruit preparation, or a vegetable preparation.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 21, 2017
From: LEI, YABIN; XU, LI; BRAHMS, JOHN
To: INTERNATIONAL FLAVORS & FRAGRANCES INC.
Reel/Frame 044187/0323 →
Continuity (2)
Provisional Application 62129431 · Mar 6, 2015
Related Publication 20180042825A1 · Feb 15, 2018
Cited By (12)
US 12,252,745 US 12,265,088 US 12,270,815 US 12,319,964 US 12,403,442 US 12,540,948 US 12,558,297 US 12,582,956 US 12,593,840 US 12,624,308 US 12,631,651 US 12,698,459