# US 10,307,723 B2 · Process for preparing microcapsules having a polyurea shell and a lipophilic core material

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- Number: US 10,307,723 B2
- Document ID: US10307723B2
- Status: Granted
- Kind: B2
- Application number: 15/524,642
- Filed: 2015-10-27
- Published: 2017-11-16
- Granted: 2019-06-04
- Earliest claimed: 2014-11-07
- Assignees: BASF SE
- Applicants: BASF SE
- Inventors: Ewelina Burakowska-Meise; Wolfgang Denuell; Thomas Soltys; Emmanuel Julien Leon Christian Aussant; Addi Fadel; Ian Harrison
- Web page: https://patentgrep.com/patent/US10307723B2

## CPC

- B01J 13/185: {in an organic phase}
- A61K 8/11: Encapsulated compositions
- A61K 8/84: obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K 9/5031: {obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poly(lactide-co-glycolide)}
- B01J 13/20: After-treatment of capsule walls, e.g. hardening
- B01J 13/206: {Hardening; drying}
- C11D 3/3703: {Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds}
- C11D 17/0039: {Coated compositions or coated components in the compositions, (micro)capsules}
- D06M 15/564: Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
- D21H 21/06: Paper forming aids
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- 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)
- C11D: DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- D06M: TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D21H: PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR

## Abstract

The application describes a process for the preparation of microcapsules, wherein the microcapsules have a volume average diameter d of 15 to 90 μηη and a percentage of the shell weight of 3 to 40%, with reference to the total weight of capsules, wherein the shell of the microcapsules comprises at least one polyurea and the core comprises at least one lipophilic component, comprising the step of adding hydroxyalkylcellulose to a dispersion of polyurea microcapsules, microcapsules and their uses.

## Claims

### Claim 1

A process for preparing microcapsules, wherein the microcapsules have a volume average diameter d 50 of 15 to 90 μm and a percentage of the shell weight of 3 to 40%, with reference to the total weight of capsules, wherein a shell of the microcapsules comprises at least one polyurea and a core comprises at least one lipophilic component with the proviso that the core does not contain a fragrance, comprising the steps of:
a) providing a premix (I) comprising at least one protective colloid different from a hydroxyalkylcellulose in an aqueous solution,
b) providing a premix (II) comprising at least one polyisocyanate and at least one lipophilic component,
c) mixing premix (I) and premix (II) until an emulsion (III) is formed,
d) adding an aqueous solution (IV) containing at least one polyfunctional amine to the emulsion formed in step c),
e) forming a dispersion of microcapsules by heating the mixture obtained in step d) to a temperature of at least 50° C. until microcapsules are formed, and
f) adding the hydroxyalkylcellulose to the dispersion obtained in step e), wherein the amount of the hydroxyalkylcellulose is 0.01 to 1.2% by weight based on the total weight of the dispersion.

### Claim 2 (depends on 1)

The process according to claim 1, wherein droplets of a discontinuous phase of the emulsion (III) has a volume average diameter d 50 of 15 to 88 μm.

### Claim 3 (depends on 1)

The process according to claim 1, wherein the hydroxyalkylcellulose comprises at least one hydroxyethylcellulose.

### Claim 4 (depends on 1)

The process according to claim 1, wherein the hydroxyalkylcellulose is added with an additional stabilizing agent.

### Claim 5 (depends on 1)

The process according claim 1, comprising in addition
g) subjecting the microcapsules obtained in step f) to a drying.

### Claim 6 (depends on 1)

The process according to claim 1, wherein the premix (I) comprises a protective colloid selected from polyvinylpyrrolidones, polyvinyl alcohols, and mixtures thereof.

### Claim 7 (depends on 1)

The process according to claim 1, wherein the protective colloid employed in step a) comprises at least one polyvinylpyrrolidone.

### Claim 8 (depends on 1)

The process according to claim 1, wherein the lipophilic component is selected from active substances and additives for personal care compositions, home care compositions, compositions used for industrial or institutional or hospital applications, material protection compositions, pharmaceutical compositions, or plant protection compositions.

### Claim 9 (depends on 1)

The process according to claim 1, wherein the lipophilic component is selected from the group consisting of oil bodies, UV-filters, organic compounds, biocides, dyes, emollients, vitamins, cosmetically active ingredients, pharmaceutically ingredient, cosmetically and pharmaceutically acceptable auxiliaries, detergents, or and mixtures thereof.

### Claim 10 (depends on 9)

The process according to claim 9, wherein the premix (II) comprises at least one nonionic polyisocyanate (A) and at least one anionically modified isocyanate (B), wherein the anionically modified diisocyanate (B) contains at least one sulfonic acid group in the molecule.

### Claim 11 (depends on 9)

The process according to claim 9, wherein the premix (II) comprises at least one polyisocyanate (A) selected from the group consisting of hexamethylene diisocyanate, tetramethylene diisocyanate, dicyclohexylmethane-4,4′-diisocyanate, 2,4- and 2,6-toluylene diisocyanate and isomer mixtures thereof, 2,4′- and 4,4′-diphenylmethane diisocyanate and isomer mixtures, biurets, allophanates, isocyanurates and mixtures thereof.

### Claim 12 (depends on 9)

The process according to claim 9, wherein the premix (II) comprises at least one polyisocyanate (B) selected from the group consisting of anionically modified hexamethylene diisocyanate, anionically modified tetramethylene diisocyanate, anionically modified dicyclohexylmethane-4,4′-diisocyanate, anionically modified 2,4- and 2,6-toluylene diisocyanate and isomer mixtures thereof, anionically modified 2,4′- and 4,4′-diphenylmethane diisocyanate, the anionically modified biurets, anionically modified allophanates, isocyanurates, and mixtures thereof.

### Claim 13 (depends on 12)

The process according to claim 12, wherein the weight ratio of isocyanates (A) and (B) is in the range from 10:1 to 1:10.

### Claim 14 (depends on 9)

The process according to claim 9, wherein the polyfunctional amine is a bifunctional amine.

### Claim 15 (depends on 9)

The process according to claim 9, wherein a core-shell ratio (w/w) of the microcapsules is 20:1 to 1:1.

### Claim 16 (depends on 9)

A microcapsule dispersion comprising:
a dispersion of microcapsules in an aqueous medium obtained by the process of claim 9, wherein a hydroxyalkylcellulose is present the dispersion in an amount from 0.01 to 1.2% by weight based on the total weight of the dispersion.

### Claim 17 (depends on 16)

A composition selected from the group consisting of personal care composition, home care composition, antimicrobial disinfection composition, pharmaceutical composition, and plant protection composition, the composition comprising the microcapsule composition of claim 16.

### Claim 18 (depends on 16)

A composition selected from the group consisting of cosmetic composition, hygiene composition, antimicrobial disinfection composition, a laundry detergent, fabric softener, dishwashing liquid, household cleaner, and industrial cleaner, the composition comprising the microcapsule composition of claim 16.

### Claim 19 (depends on 16)

An article selected from textile, paper and nonwoven material, the article comprises the microcapsule composition of claim 16.