IP Library › Granted Patent US 11,136,519
Granted Patent B2
US 11,136,519 · App. 16/452,827 · Granted Oct 5, 2021

Coating agent and medical instrument surface-treated with said coating agent

Inventor: Teruyuki Yatabe (Kanagawa, JP)
Assignee: TERUMO KABUSHIKI KAISHA
C10M107/50A61L31/10C09D183/04C10M177/00C10M2229/0415C10M2229/0525C10N2040/50C10N2050/08
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Quick Facts
Patent No.
US 11,136,519
App. No.
16/452,827
Granted
Oct 5, 2021
Kind
B2
Abstract

Disclosed is a coating agent that contains a polyorganosiloxane (1) represented by the following general formula (1), a polydiorganosiloxane (2) represented by the following general formula (2), and either one of an amino group-containing polyorganosiloxane (3) represented by the following general formula (3) and a hydroxy group-containing polyorganosiloxane (4) represented by the following general formula (4). A coating agent having improved piecing properties and a medical instrument (for example, a needle) surface-treated (coated) with the coating agent are provided.

Claims (41)

1. A coating agent comprising:

(1) a polyorganosiloxane represented by the following general formula (1):

wherein each R 1 and each R 2 independently represents a monovalent hydrocarbon group,

each R 1′ independently represents a monovalent hydrocarbon group or a hydroxy group (—OH group), and

m is an integer of 3,500 to 10,000

(2) a polydiorganosiloxane represented by the following general formula (2):

wherein R 1 represents a monovalent hydrocarbon group,

wherein each R 3 and each R 4 independently represents a monovalent hydrocarbon group, and

n is an integer of 30 to 50; and

(3) an amino group-containing polyorganosiloxane or (4) a hydroxy group-containing polyorganosiloxane,

wherein the amino group-containing polyorganosiloxane contains at least one amino group per molecule represented by the following general formula (3):

wherein each R 5 independently represents a monovalent hydrocarbon group or an —OR 8 group, wherein each R 8 independently represents a substituted or unsubstituted monovalent hydrocarbon group having 1 to 4 carbon atoms,

each R 6 and each R 7 independently represents a monovalent hydrocarbon group,

each A independently represents an amino group-containing group,

p:q=5:1 to 100:1, and

q is an integer in a range of 1 to 100;

wherein the hydroxy group-containing polyorganosiloxane is represented by the following general formula (4):

wherein each R 9 and each R 9′ independently represents a monovalent hydrocarbon group or a hydroxy group (—OH), provided that at least one R 9 is a hydroxy group (—OH) and at least one R 9′ is a hydroxy group (—OH),

each R 10 independently represents a monovalent hydrocarbon group, and

r is an integer of 1,000 to 30,000.

2. The coating agent according to claim 1 , wherein each R 1′ in the general formula (1) independently represents a monovalent hydrocarbon group.

3. The coating agent according to claim 1 , wherein the polydiorganosiloxane is contained in a proportion of 40 to 75% by mass based on the total mass of the polyorganosiloxane, the polydiorganosiloxane, and the amino group-containing polyorganosiloxane or the hydroxy group-containing polyorganosiloxane.

4. The coating agent according to claim 1 , wherein the polydiorganosiloxane is contained in a ratio by mass of 0.7 to 3.0 relative to the amino group-containing polyorganosiloxane or the hydroxy group-containing polyorganosiloxane.

5. The coating agent according to claim 1 , wherein the polyorganosiloxane is contained in a proportion of 2.4 to 5.5% by mass based on to the total mass of the polyorganosiloxane, the polydiorganosiloxane, and the amino group-containing polyorganosiloxane or the hydroxy group-containing polyorganosiloxane.

6. The coating agent according to claim 1 , wherein the ratio of m in the general formula (1) to n in the general formula (2) is in a range of 5:1 to 400:1.

7. The coating agent according to claim 1 , wherein

in the general formula (1), each R 1 , each R 1′ , and each R 2 is independently a linear or branched alkyl group having 1 to 4 carbon atoms, and

in the general formula (2), each R 3 and each R 4 is independently a linear or branched alkyl group having 1 to 4 carbon atoms.

8. The coating agent according to claim 1 , wherein in the general formula (3), each R 5 is independently a linear or branched alkyl group having 1 to 4 carbon atoms, each R 6 and each R 7 is independently a linear or branched alkyl group having 1 to 4 carbon atoms, and A is a γ-aminopropyl group, a N-(β-aminoethyl)aminomethyl group, or a γ-(N-(β-aminoethyl)amino)propyl group.

9. The coating agent according to claim 1 , wherein in general formula (3), p is an integer in a range of 10 to 800.

10. The coating agent according to claim 1 , wherein the coating agent comprises the amino group-containing polyorganosiloxane.

11. The coating agent according to claim 10 , wherein in the general formula (3), each R 5 is a methyl group, each R 6 and each R 7 is a methyl group, and each A is a γ-(N-(β-aminoethyl)amino)propyl group.

12. The coating agent according to claim 1 , wherein the coating agent comprises the hydroxy group-containing polyorganosiloxane.

13. The coating agent according to claim 12 , wherein in the general formula (4), one of R 9 is a hydroxy group, one of R 9′ is a hydroxy group, each of the remaining R 9 and R 9′ is a methyl group, and each R 10 is a methyl group.

14. The coating agent according to claim 13 , wherein in the general formula (4), r is an integer in a range of 10,000 to 15,000.

15. A medical instrument, comprising a substrate and a coating formed from the coating agent according to claim 1 .

16. The medical instrument according to claim 15 , wherein the medical instrument is a needle.

17. A method of producing a medical instrument, the method comprising:

forming a coating film containing the coating agent according to claim 1 on a surface of a medical instrument,

subjecting the coating film to a curing treatment.

18. The method according to claim 17 , wherein the curing treatment is performed by heating or irradiating the coating film.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 26, 2019
From: YATABE, TERUYUKI
To: TERUMO KABUSHIKI KAISHA
Reel/Frame 049592/0325 →
Priority Claims (1)
JP JP2016-253828 · Dec 27, 2016 · national
Continuity (2)
Continuation PCTJP2017040079 · Nov 7, 2017
Related Publication 20190316055A1 · Oct 17, 2019