Block copolymer and antithrombotic coating agent

Patent metadata

Field	Value
Publication number	US-9474835-B2
Application number	US-201214237664-A
Country	US
Kind code	B2
Filing date	Aug 10, 2012
Priority date	Aug 15, 2011
Publication date	Oct 25, 2016
Grant date	Oct 25, 2016

Abstract

The object of the present invention is achieved by providing a copolymer, in particular, a block copolymer which has excellent coating formation ability, adhesive properties to a substrate, and does not adsorb protein; an antithrombotic coating agent which has superior antithrombotic properties and adhesive properties to a substrate to those of the conventional antithrombotic coating agent; and a medical instrument which is obtained by coating the antithrombotic coating agent, and the block copolymer includes a polymer (A) containing a (meth)acrylic ester monomer and a polymer (B) containing a (meth)acrylamide monomer and has excellent coating formation ability and high adhesive properties to a substrate.

First claim

The invention claimed is:

1. A triblock type copolymer including a polymer (A) containing a monomer (a) represented by the general formula (1) and a polymer (B) containing a monomer (b) represented by the following formula (2):

in the formulae (1) and (2), R 0 represents an alkyl group having 1 to 3 carbon atoms; R 1 represents a hydrogen atom, or a methyl group; R 2 represents an alkylene group having 2 or 3 carbon atoms; R 3 , and R 4 represent a hydrogen atom, or an alkyl group having 1 or 2 carbon atoms; and n represents an integer from 1 to 9,
wherein the triblock type copolymer is A-B-A type or A-B*-A type; and
the copolymer B* contains the monomer (a) represented by the general formula (1) and the monomer (b) represented by the general formula (2).

2. The triblock type copolymer according to claim 1 , wherein the molar ratio (A:B) between the polymer (A) and the polymer (B) is in a range from 1:50 to 50:1.

3. The triblock type copolymer according to claim 1 , wherein the polymer (B*) is a copolymer including the monomers (b) and (a), and the molar ratio ((b):(a)) between the monomer (b) and the monomer (a) in the polymer (B) is in a range from 99:1 to 10:90.

4. The triblock type copolymer according to claim 1 , wherein the polymerization degree of the polymer (A) is in a range from 30 to 3,000, and the polymerization degree of the polymer (B) is in a range from 20 to 20,000.

5. A coating film containing a triblock type copolymer including a polymer (A) containing a monomer (a) represented by the general formula (1) and a polymer (B) containing a monomer (b) represented by the following formula (2):

wherein in the formulae (1) and (2), R 0 represents an alkyl group having 1 to 3 carbon atoms; R 1 represents a hydrogen atom, or a methyl group; R 2 represents an alkylene group having 2 or 3 carbon atoms; R 3 , and R 4 represent a hydrogen atom, or an alkyl group having 1 or 2 carbon atoms; and n represents an integer from 1 to 9,
wherein the triblock type copolymer is A-B-A type or A-B*-A type; and
the copolymer B* contains the monomer (a) represented by the general formula (1) and the monomer (b) represented by the general formula (2).

6. A protein adsorption inhibitor using the coating film according to claim 5 .

7. A cell culture substrate using the coating film according to claim 5 .

8. An antithrombotic coating agent including a triblock type copolymer that includes a polymer (A) containing a monomer (a) represented by the general formula (8), and a polymer (B) containing a monomer (b) represented by the following formula (9):

in the formula (8), R 1 represents a hydrogen atom or a methyl group; R 2 represents an alkylene group having 2 or 3 carbon atoms; and R 3 represents an alkyl group having 1 to 3 carbon atoms:

in the formula (9), R 1 represents a hydrogen atom, or a methyl group; R 3 , and R 4 , represent a hydrogen atom, or an alkyl group having 1 or 2 carbon atoms,
wherein the triblock type copolymer is A-B-A type or A-B*-A type; and
the copolymer B* contains the monomer (a) represented by the general formula (8) and the monomer (b) represented by the general formula (9).

9. The antithrombotic coating agent according to claim 8 , wherein the polymer (A) is not dissolved in water, and the polymer (B) or the copolymer (B*) is dissolved in water.

10. The antithrombotic coating agent according to claim 8 , wherein the molar ratio (monomer (b)/monomer (a)) between the monomer (b) and the monomer (a) is in a range of 99/1 to 10/90.

11. The antithrombotic coating agent according to claim 8 , wherein the molar ratio (polymer (A)/polymer (B) or polymer (A)/copolymer (B*)) between the polymer (A) and the polymer (B) or the copolymer (B*) is in a range of 1:50 to 50:1.

12. The antithrombotic coating agent according to claim 8 , wherein the polymerization degree of the polymer (A) is in a range of 30 to 3,000, and the polymerization degree of the polymer (B) or the copolymer (B*) is in a range of 20 to 20,000.

13. The antithrombotic coating agent according to claim 8 , wherein the antithrombotic coating agent includes 0.05 to 10 parts by mass of the triblock type copolymer, and 90 to 99.95 parts by mass of a solvent containing any one of ethanol, methanol, and isopropyl alcohol as a main component.

14. A surface-modifying agent for a medical or biochemical instrument comprising the coating film according to claim 5 .

15. The triblock type copolymer according to claim 2 , wherein the polymer (B*) is a copolymer including the monomers (b) and (a), and the molar ratio ((b):(a)) between the monomer (b) and the monomer (a) in the polymer (B) is in a range from 99:1 to 10:90.

Assignees

• Haraguchi Kazutoshi
• Kubota Kazuomi
• Takehisa Tooru
• Takada Tetsuo
• SANTOU Noriko
• Kawamura Inst Chem Res
• Dainippon Ink & Chemicals

Inventors

• Haraguchi Kazutoshi
• Kubota Kazuomi
• Takehisa Tooru
• Takada Tetsuo
• SANTOU Noriko

Classifications

• C09D133/26

  Homopolymers or copolymers of acrylamide or methacrylamide · CPC title

• C08F293/005

  using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent · CPC title

• C09D153/00

  Coating compositions based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers · CPC title

• C08F220/56

  Acrylamide; Methacrylamide · CPC title

• C08F2438/03

  Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX] · CPC title