Amphiphilic triblock polymer

Patent metadata

Field	Value
Publication number	US-11034786-B2
Application number	US-201716304048-A
Country	US
Kind code	B2
Filing date	Jun 16, 2017
Priority date	Jun 16, 2016
Publication date	Jun 15, 2021
Grant date	Jun 15, 2021

Abstract

The present application relates to an amphiphilic triblock polymer and micelles comprising the amphiphilic triblock polymer. The amphiphilic triblock polymer of the present application can have excellent dispersion properties and excellent water solubility while effectively encapsulating the drug.

First claim

The invention claimed is:

1. An amphiphilic triblock (A-B-C) polymer having:
a first block (A); and
a second block (B) and a third block (C) which are phase-separated from said first block (A),
wherein said first block (A) has a solubility parameter larger than the solubility parameters of the second block (B) and the third block (C), where the first block has a solubility parameter of 10 (cal/cm 3 ) 1/2 or more,
wherein the second block (B) has higher water solubility than the third block (C) and is hydrophobic,
wherein the third block (C) comprises a polymerized unit C1 of an acrylic monomer or vinyl monomer, and a polymerized unit C2 of a polymerizable monomer having a functional group capable of forming a hydrogen bond, and the weight ratio C1:C2 is in a range of 6:4 to 9:1.

2. The amphiphilic triblock polymer according to claim 1 , wherein the first block (A) is any one selected from the group consisting of polyethylene glycol, a polyethylene glycol-propylene glycol copolymer, polyvinyl pyrrolidone and polyethyleneimine.

3. The amphiphilic triblock polymer according to claim 1 , wherein the second block (B) is a compound represented by Formula 1 below:

wherein, R is hydrogen or an alkyl group, and Z is a group having an alkylene group, an ether group, an ester group or an amide group.

4. The amphiphilic triblock polymer according to claim 1 , wherein said acrylic monomer is a compound represented by Formula 2 or Formula 3 below:

wherein, Q is hydrogen or an alkyl group, and B in Formula 2 is a linear or branched alkyl group, an alicyclic hydrocarbon group, an aromatic substituent group or a carboxyl group, having at least 1 carbon atom and R 1 and R 2 in Formula 3 are each independently hydrogen, or a linear or branched alkyl group, an alicyclic hydrocarbon group or an aromatic substituent group, having at least 1 carbon atom.

5. The amphiphilic triblock polymer according to claim 4 , wherein Q in Formula 2 above is hydrogen or an alkyl group having 1 to 4 carbon atoms, and B is an alkyl group having at least 1 carbon atom or an alicyclic hydrocarbon group having 6 to 12 carbon atoms.

6. The amphiphilic triblock polymer according to claim 1 , wherein the vinyl monomer is a compound represented by Formula 4 or Formula 5 below:

wherein, X is a nitrogen atom or an oxygen atom, Y is a carbonyl group or a single bond, R 3 and R 5 are each independently hydrogen or an alkyl group, or R 3 and R 5 are linked together to form an alkylene group, and R 4 is an alkenyl group (provided that when X is an oxygen atom, R 3 is not present);

wherein, R 6 , R 7 and R 8 are each independently hydrogen or an alkyl group, and R 9 is a cyano group or an aromatic substituent group.

7. The amphiphilic triblock polymer according to claim 1 , wherein said functional group capable of forming a hydrogen bond is a hydroxyl group, an amine group, a nitro group, an amino group, an imide group, an alkoxysilane group or a cyano group.

8. The amphiphilic triblock polymer according to claim 1 , wherein the ratio (A:B+C) of the first block (A) and the sum of the second block (B) and the third block (C) is 1:9 to 9:1.

9. The amphiphilic triblock polymer according to claim 1 , wherein the ratio (B:C) of the second block (B) and the third block (C) is 1:9 to 9:1.

10. Micelles comprising the amphiphilic triblock polymer according to claim 1 .

11. The micelles according to claim 10 , further comprising a drug encapsulated by the amphiphilic triblock polymer.

12. The micelles according to claim 11 , wherein said drug is any one selected from the group consisting of genistein, daidzein, prangenidin or a derivative thereof; polyphenols; and a mixture thereof.

13. The micelle according to claim 10 , having an average particle diameter in a range of 1 to 10,000 nm.

14. A composition for producing particles, comprising the micelles according to claim 10 .

Assignees

• Lg Chemical Ltd
• Lg Household & Health Care Ltd

Inventors

• Kim Kyung Oh
• Kim Su Jeong
• Lee Sun Hwa
• Shim Woo Sun
• Yoon Jeong Ae
• Yoon Sung Soo
• Ju Chang Hwan
• Kim Jung A
• Kang Nae Gyu

Classifications

• A61K31/352

  condensed with carbocyclic rings, e.g. methantheline  {(cannabinoids A61K31/658)} · CPC title

• C08F2438/01

  Atom Transfer Radical Polymerization [ATRP] or reverse ATRP · CPC title

• C08F220/06

  Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof · CPC title

• C08G73/12

  Unsaturated polyimide precursors · CPC title

• C08G65/34

  from hydroxy compounds or their metallic derivatives {(C08G65/26 takes precedence)} · CPC title