Film coated microbeads containing active compounds and method of making the same

• US 6,432,451 B1
• Filed: 04/21/2000
• Issued: 08/13/2002
• Est. Priority Date: 04/23/1999
• Status: Expired due to Fees

• Current Assignee: AmorePacific Group, Inc.
• Original Assignee: AmorePacific Group, Inc.
• Inventors: Park, Jong Won, Kim, Jin Han, Kim, Yu Chang, Guan, Soon Sang, Choi, Moon Jae, Lee, Jang Young
• Primary Examiner(s): Page, Thurman K.
• Assistant Examiner(s): FUBARA, BLESSING M
• Application Number:
  US09/553,653
• Time in Patent Office: 844 Days
• Field of Search: 424/489, 424/484, 424/501, 424/419, 424/81, 424/490, 521/54
• US Class Current: 424/490
• CPC Class Codes: A61K 2800/412 Microsized, i.e. having sizes between 0.1 and 100 microns
• CPC Class Codes: A61K 2800/56 Compounds, absorbed onto or entrapped into a solid carrier, e.g. encapsulated perfumes, inclusion compounds, sustained release forms
• CPC Class Codes: A61K 2800/624 by macromolecular compounds
• CPC Class Codes: A61K 8/0279 Porous; Hollow
• CPC Class Codes: A61K 8/585 Organosilicon compounds
• CPC Class Codes: A61K 8/66 Enzymes
• CPC Class Codes: A61K 8/671 Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
• CPC Class Codes: A61K 8/676 Ascorbic acid, i.e. vitamin C
• CPC Class Codes: A61K 8/891 saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
• CPC Class Codes: A61K 8/892 modified by a hydroxy group, e.g. dimethiconol
• CPC Class Codes: A61K 9/1635 obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
• CPC Class Codes: A61K 9/5031 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poly(lactide-co-glycolide)
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin

Abstract

Disclosed is a composition for use in dermal application. The composition includes microbeads or chemically stable particles having an internal structure of pores. A chemical compound having a pharmaceutical or cosmetic activity is retained in the internal structure of the porous particles. Each of the particles is coated with at least one of a silicone and a polysiloxane-based compound. Also disclosed is a method of making a composition. A plurality of particles containing a chemical compound in its internal structure is prepared. A coating mixture including at least one of a silicone and a polysiloxane-based compound with a solvent is also prepared. The particles are mixed with the coating mixture, which coats over the particles. The coated particles are subject to drying to evaporate the solvent from the coating mixture.

Claims

1. A composition for use in dermal application, comprising:

a plurality of particles having an internal structure comprising a plurality of pores;

a chemical compound contained in the internal structure of the porous particles; and

a film over each of the particles, the film comprising a compound selected from the group consisting of a silicone, a polysiloxane, and a derivative of a polysiloxane.

2. The composition as defined in claim 1, wherein the silicone is at least one selected from the group consisting of methicone, dimethicone, dimethicone copolyol and its derivatives, dimethiconol and its derivatives, and copolymers of the precedings.

3. The composition as defined in claim 1, wherein the silicone is from about 5 to about 50 wt. % with reference to a total weight of the porous particles.

4. The composition as defined in claim 1, wherein the polysiloxane and the derivative of a polysiloxane have at least one reactive functional group consisting of hydroxyl, halogen and hydrogen.

5. The composition as defined in claim 1, wherein at least one of the polysiloxane and the derivative of a polysiloxane is from about 1 to about 100 wt. % with reference to a total weight of the particles.

6. The composition as defined in claim 1, wherein the film further comprises an alkoxysilane compound.

7. The composition as defined in claim 6, wherein the alkoxysilane compound is less than about 10 wt. % with reference to a total weight of the polysiloxane and the derivative of a polysiloxane.

8. The composition as defined in claim 6, wherein the alkoxysilane compound is selected from the group consisting of tetramethoxysilane, tetraethoxysilane, methyl trimethoxysilane, methacryloxypropyltrimethyoxysilane and glycydoxypropyltrimethoxysilane.

9. The composition as defined in claim 1, wherein the chemical compound comprises a cosmetically or pharmaceutically active ingredient.

10. The composition as defined in claim 9, wherein the chemical compound is vitamins, antioxidants or enzymes.

11. A method of using the composition of claim 1, the method comprising applying the composition onto skin of a human or animal body.

12. A method of making a composition, the method comprising:

preparing a plurality of particles containing a chemical compound in an internal structure thereof;

preparing a coating mixture comprising a solvent and a compound selected from the group consisting of a silicone, a polysiloxane, and a derivative of a polysiloxane;

mixing the plurality of particles with the coating mixture; and

evaporating the solvent from the coating mixture, thereby forming a film over the particles, said film comprising said compound.

13. The method as defined in claim 12, wherein the chemical compound is water soluble, and the solvent is water-immiscible.

14. The method as defined in claim 13, wherein the water-immiscible solvent is selected from the group consisting of dichloromethane, chloroform, ethyl acetate and acetone.

15. The method as defined in claim 12, wherein the chemical compound is water non-soluble, the solvent is water-miscible.

16. The method as defined in claim 12, wherein zinc octoate and dibutyltin dilaurate are added to the coating mixture as a catalyst in an amount of 0.1˜

1 wt. % with reference to a total weight of the polysiloxane and the derivative thereof.

17. A composition prepared by the method according to claim 12.

18. The composition as defined in claim 17, wherein the chemical compound comprises a cosmetically or pharmaceutically active ingredient.