Medical material, and medical device using the medical material

Patent metadata

Field	Value
Publication number	US-9956324-B2
Application number	US-201615244506-A
Country	US
Kind code	B2
Filing date	Aug 23, 2016
Priority date	Feb 24, 2014
Publication date	May 1, 2018
Grant date	May 1, 2018

Abstract

The disclosure relates to a medical material including a copolymer having a repeating unit (A) represented by the following formula (1):

wherein R 11 is a hydrogen atom or a methyl group, Z is an oxygen atom or —NH—, R 12 is a C 1-6 alkylene group, R 13 and R 14 are each independently a C 1-4 alkyl group, and R 15 is a C 1-6 alkylene group, and a repeating unit (B) represented by the following formula (2):

wherein R 21 is a hydrogen atom or a methyl group, R 22 is a C 1-6 alkylene group, and R 23 is a C 1-4 alkyl group. The repeating unit (A) is contained in a proportion of 0.6 to 7 mol % based on all the structural units of the copolymer. The disclosure makes it possible to provide a medical material and a medical device, which exhibit excellent antithrombogenicity even when used under severe conditions prone to thrombus formation.

First claim

What is claimed is:

1. A medical material comprising a copolymer having:
a repeating unit (A) represented by the following formula (1):

wherein R 11 is a hydrogen atom or a methyl group, Z is an oxygen atom or —NH—, R 12 is a C 1-6 alkylene group, R 13 and R 14 are each independently a C 1-4 alkyl group, and R 15 is a C 1-6 alkylene group; and
a repeating unit (B) represented by the following formula (2):

wherein R 21 is a hydrogen atom or a methyl group, R 22 is a C 1-6 alkylene group, and R 23 is a C 1-4 alkyl group,the repeating unit (A) being contained in a proportion of 0.6 to 7 mol % based on all the structural units of the copolymer.

2. The medical material according to claim 1 , wherein in the formula (2), R 21 is a hydrogen atom or a methyl group, R 22 is a C 1-3 alkylene group, and R 23 is a C 1-2 alkyl group.

3. The medical material according to claim 1 , wherein in the formula (1), R 11 is a methyl group, Z is an oxygen atom or —NH—, R 12 is a C 1-4 alkylene group, R 13 and R 14 are each independently a C 1-2 alkyl group, and R 15 is a C 1-4 alkylene group.

4. The medical material according to claim 1 , wherein the copolymer includes 0.6 to 7 mol % the repeating unit (A) and 99.4 to 93 mol % the repeating unit (B) (the total amount of the repeating unit (A) and the repeating unit (B) is 100 mol %).

5. A medical device comprising:
a substrate; and,
on a surface of the substrate, a coating layer containing the medical material according to claim 1 .

6. The medical device according to claim 5 , wherein the coating layer containing the medical material is coated on a lumenal surface of the medical device.

7. The medical material according to claim 1 , wherein the repeating unit (A) is selected from the group consisting of [2-(methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide, [2-(acryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide, {2-[(meth)acryloyloxy]ethyl}dimethyl-(2-sulfoethyl)ammonium hydroxide, {2-[(meth)acryloyloxy]ethyl}diethyl-(2-sulfoethyl)ammonium hydroxide, {2-[(meth)acryloyloxy]ethyl}diethyl-(3-sulfopropyl)ammonium hydroxide, {3-[(meth)acryloyloxy]propyl}dimethyl-(2-sulfoethyl)ammonium hydroxide, {3-[(meth)acryloyloxy]propyl}dimethyl-(3-sulfopropyl)ammonium hydroxide, {3-[(meth)acryloyloxy]propyl}diethyl-(2-sulfoethyl)ammonium hydroxide, {3-[(meth)acryloyloxy]propyl}diethyl-(3-sulfopropyl)ammonium hydroxide, [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide, [3-(acryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide, {2-[(meth)acryloylamino]ethyl}dimethyl(2-sulfoethyl)ammonium hydroxide, {2-[(meth)acryloylamino]ethyl}dimethyl(3-sulfopropyl)ammonium hydroxide, {2-[(meth)acryloylamino]ethyl}diethyl(2-sulfoethyl)ammonium hydroxide, {2-[(meth)acryloylamino]ethyl}diethyl(3-sulfopropyl)ammonium hydroxide, {3-[(meth)acryloylamino]propyl}dimethyl(2-sulfoethyl)ammonium hydroxide, {3-[(meth)acryloylamino]propyl}diethyl(2-sulfoethyl)ammonium hydroxide, {3-[(meth)acryloylamino]propyl}diethyl(3-sulfopropyl)ammonium hydroxide and combinations thereof.

8. The medical material according to claim 1 , wherein the repeating unit (B) is selected from the group consisting of methoxymethyl acrylate, methoxyethyl acrylate (MEA), methoxypropyl acrylate, methoxybutyl acrylate, ethoxymethyl acrylate, ethoxyethyl acrylate, ethoxypropyl acrylate, ethoxybutyl acrylate, propoxymethyl acrylate, propoxyethyl acrylate, propoxypropyl acrylate, propoxybutyl acrylate, butoxymethyl acrylate, butoxyethyl acrylate, butoxypropyl acrylate, butoxybutyl acrylate, methoxymethyl methacrylate, methoxyethyl methacrylate, methoxypropyl methacrylate, methoxybutyl methacrylate, ethoxymethyl methacrylate, ethoxyethyl methacrylate, ethoxypropyl methacrylate, ethoxybutyl methacrylate, propoxymethyl methacrylate, propoxyethyl methacrylate, propoxypropyl methacrylate, propoxybutyl methacrylate, butoxymethyl methacrylate, butoxyethyl methacrylate, butoxypropyl methacrylate, and butoxybutyl methacrylate.

9. The medical material according to claim 1 , wherein the medical material further comprises a repeating unit selected from the group consisting of acrylamide, N, N-dimethylacrylamide, N, N-diethylacrylamide, aminomethyl acrylate, aminoethyl acrylate, aminoisopropyl acrylate, diaminomethyl acrylate, diaminoethyl acrylate, diaminobutyl acrylate, methacrylamide, N,N-dimethylmethacrylamide, N,N-diethylmethacrylamide, aminomethyl methacrylate, aminoethyl methacrylate, diaminomethyl methacrylate, diaminoethyl methacrylate, methyl acrylate, ethyl acrylate, isopropyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate, hexyl acrylate, hexyl methacrylate, ethylene, propylene, N-vinylacetamide, N-isopropenylacetamide, N-(meth)acryloylmorpholine and combinations thereof.

10. A medical device comprising the medical material according to claim 1 ,
wherein the medical device comprises a stepped tube, and the medical material is coated on a lumenal surface of the stepped tube.

11. The medical device of claim 10 , wherein the medical device is selected from the group consisting of implantable prostheses, treating instruments, artifical organs, catheters and guidewires.

12. The medical device according to claim 10 , wherein the medical device is a catheter or a guidewire.

13. The medical material according to claim 1 , wherein the copolymer is formed by radical polymerization, plasma polymerization, anionic polymerization or cationic polymerization.

14. The medical material according to claim 1 , wherein the copolymer includes 0.8 to 6 mol % the repeating unit (A) and 99.2 to 94 mol % the repeating unit (B) (the total amount of the repeating unit (A) and the repeating unit (B) is 100 mol %).

15. The medical material according to claim 1 , wherein the copolymer includes 0.9 to 4.7 mol % the repeating unit (A) and 99.1 to 95.3 mol % the repeating unit (B) (the total amount of the repeating unit (A) and the repeating unit (B) is 100 mol %).

16. The medical material according to claim 1 , wherein the copolymer includes 1 to 4 mol % the repeating unit (A) and 99 to 96 mol % the repeating unit (B) (the total amount of the repeating unit (A) and the repeating unit (B) is 100 mol %).

17. The medical material according to claim 1 , wherein the repeating unit (A) is [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide, wherein the repeating unit (B) is methoxyethyl acrylate (MEA), and wherein the copolymer includes 1 to 4 mol % the repeating unit (A).

Assignees

• Terumo Corp

Inventors

• Anzai Takao
• NISHIDA Kaori

Classifications

• A61L27/34

  Macromolecular materials · CPC title

• A61L33/0041

  characterised by the choice of an antithrombatic agent other than heparin (heparinoïd A61L33/08; polypeptides A61L33/12) · CPC title

• C09D133/14

  of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen · CPC title

• A61L31/10

  Macromolecular materials · CPC title

• C08L33/26

  Homopolymers or copolymers of acrylamide or methacrylamide · CPC title