Thermotropic liquid crystal polymer microcapsules, a method for preparing the same, and cosmetic compositions containing the same

• US 20030129247A1
• Filed: 07/30/2002
• Published: 07/10/2003
• Est. Priority Date: 10/19/2001
• Status: Active Grant

• Current Assignee: Amore Pacific Corporation
• Original Assignee: AmorePacific Group, Inc.
• Inventors: Kang, Hak Hee, Chang, Ih Seop, Kim, Han Kon, Kim, Jin Woong, Han, Sang Hoon, Lee, Ok Sub, Ju, Hee Kyung
• Granted Patent: US 7,041,304 B2
• Time in Patent Office: Days
• 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 8/0295 Liquid crystals
• CPC Class Codes: A61K 8/11 Encapsulated compositions
• CPC Class Codes: A61K 8/8147 Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
• CPC Class Codes: A61Q 1/06 Lipsticks
• CPC Class Codes: A61Q 1/12 Face or body powders for grooming, adorning or absorbing
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: B01J 13/16 Interfacial polymerisation

Abstract

There are provided thermotropic liquid crystal polymer microcapsules which can show behavior of liquid crystal as it is within polymer phase due to phase separation between liquid crystal and polymer, so to be incorporated into cosmetic composition as an additive for visual effect, and in loading active ingredients within liquid crystal, can improve the stability of the active ingredients in cosmetic base; and a method for preparing the same; and cosmetic compositions containing the same.

Claims

1. A method for preparing thermotropic liquid crystal polymer microcapsules, which comprises the following steps of

(1) dissolving thermotropic liquid crystal and monomer in a solvent and then adding initiator thereto;

(2) emulsifying the solution of step (1) in aqueous phase in presence of dispersion stabilizer; and

(3) suspension polymerizing the emulsion of step (2) in presence of polymerization inhibitor, to give thermotropic liquid crystal polymer microcapsules.

2. The method according to claim 1, wherein a crosslinkable copolymer is added in said step (1).

3. The method according to claim 2, wherein said crosslinkable copolymer is obtained by copolymerizing said monomer of step (1) and a monomer having crosslinkable functional group.

4. The method according to claim 3, wherein said monomer having crosslinkable functional group is selected from the group consisting of trichlorovinylsilane, trimethoxyvinylsilane, triethoxyvinylsilane, vinyltriisopropoxysilane, vinyl tri-t-butoxysilane, vinyltriphenoxysilane, vinyltriacetoxysilane, vinyl tri(isobutoxy)silane, vinyltri(2-methoxyethoxy)silane, 8-oct-1-enyltrichlorosilane, 8-oct-1-enyltrimethoxysilane, 8-oct-1-enyltriethoxysilane, 6-hex-1-enyl trichlorosilane and 6-hex-1-enyltriethoxysilane.

5. The method according to claim 3, wherein said monomer having crosslinkable functional group is used in an amount that the amount of the crosslinkable functional group is in a range of 0.1˜

50% by weight based on the total weight of monomer

6. The method according to claim 1, wherein a crosslinking agent is added in said step (1) in an amount of 0.1˜

0.3% by weight based on the total weight of monomer.

7. The method according to claim 1, wherein cationic monomer, anionic monomer or hydrophilic monomer is added in said step (1), to give hydrated microcapsules.

8. The method according to claim 1, wherein said thermotropic liquid crystal is cholesterol or cholesteryl derivative and is used in an amount of 0.1˜

50% by weight based on the total weight of microcapsule particle.

9. The method according to claim 8, wherein said cholesteryl derivative is selected from the group consisting of cholesteryl octanoate, cholesteryl nonanoate, cholesteryl oleyl carbonate and cholesteryl isostearyl carbonate.

10. The method according to claim 1, wherein said monomer is one or more selected from the group consisting of styrene, p- or m-methylstyrene, p- or m-ethylstyrene, p- or m-chlorostyrene, p- or m-chloromethylstyrene, styrenesulfonic acid, p- or m-t-butoxystyrene, methyl(meth)acrylate, ethyl(meth)acrylate, propyl(meth)acrylate, n-butyl(meth)acrylate, isobutyl(meth)acrylate, t-butyl(meth)acrylate, 2-ethylhexyl(meth)acrylate, n-octyl(meth)acrylate, lauryl(meth)acrylate, stearyl(meth)acrylate, 2-hydroxyethyl(meth)acrylate, polyethylene glycol(meth)acrylate, methoxypolyethylene glycol(meth)acrylate, glycidyl(meth)acrylate, dimethylaminoethyl(meth)acrylate, diethylaminoethyl(meth)acrylate, vinyl acetate, vinyl propionate, vinyl butyrate, vinyl ether, allylbutyl ether, allylglycidyl ether, (meth)acrylic acid, maleic acid, alkyl(meth)acrylamide and (meth)acrylonitrile.

11. A cosmetic composition containing thermotropic liquid crystal polymer microcapsules prepared by the method according to claim 7.

12. The cosmetic composition according to claim 11, which has formulation selected from the group consisting of skin softners, nutrient toilet water, massage creams, nutrient creams, packs, jells, essences, lipsticks, make-up bases, foundation, lotions, ointments, gels, creams, patches and spray.

13. A method for stabilizing active ingredient by loading within thermotropic liquid crystal polymer microcapsules prepared by a method comprising the following steps of;

(1) dissolving thermotropic liquid crystal and monomer in a solvent and then adding initiator thereto;

(2) emulsifying the solution of step (1) in aqueous phase in presence of dispersion stabilizer; and

(3) suspension polymerizing the emulsion of step (2) in presence of polymerization inhibitor, to give thermotropic liquid crystal polymer microcapsules.

14. The method according to claim 13, wherein said active ingredient is selected from the group consisting of retinol, retinyl acetate, retinyl palmitate, tocopherol, tocopheryl acetate, tocopheryl linolate, tocopheryl nicotinate, linoleic acid, coenzyme Q-10, resveratrol and plant-extracting essential oil.

15. The method according to claim 13, wherein a crosslinkable copolymer is added in said step (1).

16. The method according to claim 15, wherein said crosslinkable copolymer is obtained by copolymerizing said monomer of step (1) and a monomer having crosslinkable functional group.

17. The method according to claim 13, wherein a crosslinking agent is added in said step (1) in an amount of 0.1˜

0.3% by weight based on the total weight of monomer.

18. The method according to claim 13, wherein cationic monomer, anionic monomer or hydrophilic monomer is added in said step (1), to give hydrated microcapsules.

19. The method according to claim 13, wherein said thermotropic liquid crystal is cholesterol or cholesteryl derivative and is used in an amount of 0.1˜

50% by weight based on the total weight of microcapsule particle.

20. The method according to claim 19, wherein said cholesteryl derivative is selected from the group consisting of cholesteryl octanoate, cholesteryl nonanoate, cholesteryl oleyl carbonate and cholesteryl isostearyl carbonate.