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

• US 7,041,304 B2
• Filed: 07/30/2002
• Issued: 05/09/2006
• Est. Priority Date: 10/19/2001
• Status: Active Grant

• Current Assignee: Amore Pacific Corporation
• Original Assignee: AmorePacific Group, Inc.
• Inventors: Kim, Han Kon, Kim, Jin Woong, Kang, Hak Hee, Ju, Hee Kyung, Chang, Ih Seop, Han, Sang Hoon, Lee, Ok Sub
• Primary Examiner(s): Kishore, Gollamudi S.
• Application Number:
  US10/207,199
• Publication Number:
  US 20030129247A1
• Time in Patent Office: 1,379 Days
• Field of Search: 424/78.03, 424/401, 424489-490, 424/491, 424/492, 424/493, 424/497, 264/4.1, 264/4.3, 264/4.33, 264/4.7
• US Class Current: 424/401
• 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 stabilizing an active ingredient by loading within thermotropic liquid crystal polymer microcapsules prepared by a method comprising the following steps of:

(1) dissolving a thermotropic liquid crystal selected from the group consisting of cholesterol and cholesteryl derivatives and a monomer in a solvent and then adding an initiator thereto;

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

(3) suspension polymerizing the emulsion of step (2) in the presence of a polymerization inhibitor, to give thermotropic liquid crystal polymer microcapsules having a structure of liquid crystal material surrounded by polymer;

wherein a crosslinkable copolymer is obtained by copolymerizing said monomer of step (1) and a monomer having a crosslinkable functional group, and wherein said 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-enyltrichlorosilane and 6-hex-1-enyltriethoxysilane;

wherein the active ingredient is firstly stabilized in the thermotropic liquid crystal polymer microcapsules by fixation by molecular arrangement within the liquid crystal polymer microcapsules and doubly stabilized by polymer surrounding the liquid crystals in thermotropic liquid crystal polymer microcapsules.

2. The method according to claim 1, 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 a plant-extracted essential oil.

3. 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.

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

5. The method according to claim 1, wherein said thermotropic liquid crystal is used in an amount of 0.1˜

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

6. The method according to claim 1, wherein said cholesteryl derivative is selected from the group consisting of cholesteryl octanoate, cholesteryl nonanoate, cholesteryl oleyl carbonate and cholesteryl isostearyl carbonate.