# US 12,409,113 B2 · Polyurea or polyurethane capsules

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- Number: US 12,409,113 B2
- Document ID: US12409113B2
- Status: Granted
- Kind: B2
- Application number: 16/592,033
- Filed: 2019-10-03
- Published: 2020-02-13
- Granted: 2025-09-09
- Earliest claimed: 2013-08-15
- Assignees: International Flavors & Fragrances Inc.
- Applicants: International Flavors & Fragrances Inc.
- Inventors: Yabin Lei; Li Xu; Lewis Michael Popplewell
- Web page: https://patentgrep.com/patent/US12409113B2

## CPC

- A61K 8/11: Encapsulated compositions
- A61K 8/04: Dispersions; Emulsions
- A61K 8/731: {Cellulose; Quaternized cellulose derivatives}
- A61K 8/84: obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61Q 5/00: Preparations for care of the hair
- A61Q 5/02: Preparations for cleaning the hair
- A61Q 5/12: Preparations containing hair conditioners
- A61Q 13/00: Formulations or additives for perfume preparations (essential oils or perfumes per se C11B9/00)
- B01J 13/14: Polymerisation; cross-linking
- B01J 13/16: Interfacial polymerisation
- B01J 13/206: {Hardening; drying}
- C11B 9/00: Essential oils; Perfumes
- C11D 3/505: {encapsulated or adsorbed on a carrier, e.g. zeolite or clay}
- C11D 17/0039: {Coated compositions or coated components in the compositions, (micro)capsules}
- A61K 2800/412: Microsized, i.e. having sizes between 0.1 and 100 microns
- A61K 2800/624: by macromolecular compounds
- A61K 2800/805: Corresponding aspects not provided for by any of codes A61K2800/81 - A61K2800/95
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C11B: PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES (drying-oils C09F)
- C11D: DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL

## Abstract

Polyurea capsule compositions. A subset of these compositions contain a plurality of capsules and a capsule formation aid, in which each of the capsules contains a polyurea wall and an oil core; the polyurea wall is formed of a reaction product of a polyisocyanate and a cross-linking agent in the presence of the capsule formation aid; and the oil core contains an active material. The polyisocyante, cross-linking agent, and capsule formation aids are described herein. Also disclosed are methods of preparing polyurea capsule compositions, as well as consumer products containing one of these compositions.

## Claims

### Claim 1

A method of preparing a capsule composition comprising the steps of:
(a) providing an active emulsion containing droplets of a water-immiscible phase and an aqueous phase,
(b) causing formation of capsules in the active emulsion, in the presence of (i) gum Arabic or (ii) polyvinylpyrrolidone and a copolymer of vinyl pyrrolidone and quaternized dimethylaminoethyl methacrylate, by adding a catalyst to obtain a capsule slurry; and
(c) curing the capsule slurry thereby obtaining the capsule composition,
wherein the capsule composition has capsules each containing a capsule wall and a capsule core, the capsule wall encapsulates the capsule core, the active emulsion contains a polyisocyanate and a pectin or guar gum.

### Claim 2 (depends on 1)

The method of claim 1, further comprising the step of (d) adding a deposition aid to the capsule slurry.

### Claim 3 (depends on 1)

The method of claim 1, wherein the active material is a fragrance, flavor, malodor counteracting agent, or combination thereof.

### Claim 4 (depends on 1)

The method of claim 1, wherein the polyisocyanate is an aromatic polyisocyanate, aliphatic polyisocyanate, or combination thereof; the aromatic polyisocyanate contains a phenyl moiety, a tolyl moiety, a xylyl moiety, a naphthyl moiety, a diphenyl moiety, or a combination thereof; and the aliphatic polyisocyanate is a trimer of hexamethylene diisocyanate, a trimer of isophorone diisocyanate, a biuret of hexamethylene diisocyanate, or a combination thereof.

### Claim 5 (depends on 4)

The method of claim 4, wherein the aromatic polyisocyanate is selected from the group consisting of a polyisocyanurate of toluene diisocyanate, a trimethylol propane-adduct of toluene diisocyanate, a trimethylol propane-adduct of xylylene diisocyanate, and combinations thereof; and the aliphatic polyisocyanate is based on hexamethylene diisocyanate.

### Claim 6 (depends on 1)

The method for claim 1, further comprising step (d) purifying the capsule composition by washing with water, diafiltration, or centrifugation.

### Claim 7 (depends on 1)

The method of claim 1, wherein the capsule core further contains a solvent or core modifier.

### Claim 8 (depends on 1)

The method of claim 1, wherein the active emulsion is prepared by emulsifying an oil phase into an aqueous phase, and the oil phase comprises the active material.

### Claim 9 (depends on 1)

A capsule composition prepared by the method of claim 1.

### Claim 10 (depends on 9)

A consumer product comprising a capsule composition of claim 9.