The amphiphilic polymer

Patent metadata

Field	Value
Publication number	US-2017354576-A1
Application number	US-201615525838-A
Country	US
Kind code	A1
Filing date	Sep 23, 2016
Priority date	Nov 25, 2015
Publication date	Dec 14, 2017
Grant date	—

Abstract

The present application relates to an amphiphilic polymer and a method of preparing the same.
Furthermore, the present application relates to a micelle including a drug encapsulated by the amphiphilic polymer and a composition including the same.
The amphiphilic polymer according to the present application has excellent drug encapsulation properties as well as good dispersion properties in an aqueous solution.

First claim

1 . An amphiphilic polymer, comprising:
a triblock (B-A-B) which includes a first block (A); and a second block (B) which is phase-separated from the first block (A) and positioned at both sides of the first block (A), wherein the second block (B) includes a polymerization unit (B1) of an acrylic monomer or vinyl-based monomer of which a homopolymer has a solubility parameter of less than 10.0 (cal/cm 3 ) 1/2 , and the second block (B) further includes a polymerization unit (B2) of a polymerizable monomer having a functional group which is capable of forming a hydrogen bond, and a block ratio (A:B) of the first block (A) and the second block (B) of the triblock (B-A-B) is different.

2 . The amphiphilic polymer of claim 1 , wherein the first block (A) includes a polymer having a solubility parameter of 10.0 (cal/cm 3 ) 1/2 or more.

3 . The amphiphilic polymer of claim 1 , wherein the first block (A) is one or more selected from the group consisting of a polyethylene glycol, a polyethylene glycol-propylene glycol copolymer, a polyvinylpyrrolidone and a polyethyleneimine.

4 . The amphiphilic polymer of claim 1 , wherein the acrylic monomer is a compound represented by the following Formula 1 or 2:

where, in Formulas 1 and 2, Q is hydrogen or an alkyl group,
in Formula 1, B is a linear or branched alkyl group with one or more carbon atoms, an alicyclic hydrocarbon group, an aromatic substituent or a carboxyl group, and
in Formula 2, R 1 and R 2 each independently represent hydrogen, a linear or branched alkyl group with one or more carbon atoms, an alicyclic hydrocarbon group, or an aromatic substituent.

5 . The amphiphilic polymer of claim 4 , wherein, in Formula 1, Q is hydrogen or an alkyl group with 1 to 4 carbon atoms, and B is an alkyl group with one or more carbon atoms or an alicyclic hydrocarbon group with 6 to 12 carbon atoms.

6 . The amphiphilic polymer of claim 1 , wherein the vinyl-based monomer is a compound represented by the following Formula 3 or 4:

where, in Formula 3, X is a nitrogen atom or an oxygen atom, Y is a carbonyl group or a single bond, R 3 and R 5 each independently represent hydrogen or an alkyl group, R 3 and R 5 are connected to each other to form an alkylene group, and R 4 is an alkenyl group (but, when X is an oxygen atom, R 3 is not present);

where, in Formula 4, R 6 , R 7 and R 8 each independently represent hydrogen or an alkyl group, and R 9 is a cyano group or an aromatic substituent.

7 . The amphiphilic polymer of claim 1 , wherein the functional group 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 polymer of claim 1 , wherein a weight ratio (B1:B2) of the polymerization unit (B1) of an acrylic monomer or vinyl-based monomer of which a homopolymer has a solubility parameter of less than 10.0 (cal/cm 3 ) 1/2 to the polymerization unit (B2) of a polymerizable monomer having a functional group which is capable of forming a hydrogen bond in the second block (B) is in a range of 1:9 to 9:1.

9 . The amphiphilic polymer of claim 1 , wherein a block ratio (A:B) of the first block to the second block is in a range of 1:9 to 9:1.

10 . The amphiphilic polymer of claim 1 , wherein a block ratio (A:B) of the first block to the second block is in a range of 3:7 to 7:3.

11 . A micelle comprising the amphiphilic polymer of claim 1 .

12 . The micelle of claim 11 , further comprising a drug encapsulated by the amphiphilic polymer.

13 . The micelle of claim 11 , wherein an average particle size is in a range of 1 to 10,000 nm.

14 . The micelle of claim 12 , wherein the drug includes an insoluble biologically active substance.

15 . (canceled)

16 . The micelle of claim 14 , wherein the insoluble biologically active substance is one or more selected from the group consisting of genistein, daidzein, cucurbitacin, prangenidin or a derivative thereof; a polyphenol; and a mixture thereof.

17 . A composition for preparing a particle, comprising the micelle of claim 11 .

18 . The composition of claim 17 , wherein the micelle further includes a drug encapsulated by the amphiphilic polymer.

19 . A pharmaceutical or cosmetic composition, comprising the micelle of claim 11 .

20 . The pharmaceutical or cosmetic composition of claim 19 , wherein the micelle further includes a drug encapsulated by the amphiphilic polymer, which is in the form of water-in-oil or oil-in-water emulsion.

21 . (canceled)

22 . A method of preparing the amphiphilic polymer of claim 1 comprising, a step of polymerizing a polymer which forms a first block (A) with an acrylic monomer or vinyl-based monomer of which a homopolymer has a solubility parameter of less than 10.0 (cal/cm 3 ) 1/2 .

Assignees

• Lg Chemical Ltd
• Lg Household & Health Care Ltd

Inventors

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

Classifications

• A61K8/02 Primary

  characterised by special physical form · CPC title

• A61K8/72

  containing organic macromolecular compounds · CPC title

• C08F293/00

  Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule (on to polymers modified by introduction of unsaturated end groups C08F290/02) · CPC title

• C08G81/00

  Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers (involving only carbon-to-carbon unsaturated bond reactions C08F299/00 {; polyester-amides C08G69/44; polyester-imides C08G73/16; polyamides-imides C08G73/14; block- or graft polymers containing polysiloxane sequences C08G77/42}) · CPC title

• A61K8/06

  Emulsions · CPC title