HYDROPHILIC COATING

• US 20100198168A1
• Filed: 02/27/2008
• Published: 08/05/2010
• Est. Priority Date: 02/28/2007
• Status: Active Grant

• Current Assignee: DSM IP Assets BV (DSM-Firmenich AG)
• Original Assignee: DSM IP Assets BV (DSM-Firmenich AG)
• Inventors: Rooijmans, Marnix
• Granted Patent: US 8,513,320 B2
• Time in Patent Office: Days
• US Class Current: 604/265
• CPC Class Codes: A61L 29/085 Macromolecular materials
• CPC Class Codes: A61L 31/10 Macromolecular materials
• CPC Class Codes: C09D 4/06 Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
• CPC Class Codes: C09D 5/00 Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced electrically insulating plastics, resins or waxes H01B3/30; Filling pastes
• CPC Class Codes: G03F 7/0388 with ethylenic or acetylenic bands in the side chains of the photopolymer

Abstract

The invention relates to a coating formulation for preparing a hydrophilic coating, wherein the hydrophilic coating formulation comprises a supporting monomer and/or polymer comprising at least 2 reactive moieties capable of undergoing polymerization reactions, a polyelectrolyte, a Norrish Type I photoinitiator, and a Norrish Type II photoinitiator.

Claims

1-18. -18. (canceled)

19. Coating formulation for preparing a hydrophilic coating, wherein the hydrophilic coating formulation comprises

(a) a supporting monomer and/or polymer comprising at least 2 reactive moieties capable of undergoing polymerization reactions;

wherein the supporting polymer has a number average molecular weight in the range 750-20,000 g/mol, preferably 1,000-15,000 g/mol, more preferably 1,100-10,000, in particular 1,200-7,000, more in particular 1,400-5,000 g/mol;

(b) a polyelectrolyte;

(c) a Norrish Type I photoinitiator; and

(d) a Norrish Type II photoinitiator

20. Coating formulation according to claim 19, wherein the Norrish Type I photoinitiator is chosen from the group consisting of benzoin derivatives, methylolbenzoin and 4-benzoyl-1,3-dioxolane derivatives, benzilketals, α

,α

-dialkoxyacetophenones, α

-hydroxy alkylphenones, α

-aminoalkylphenones, acylphosphine oxides, bisacylphosphine oxides, acylphosphine sulphides, and halogenated acetophenone derivatives.

21. Coating formulation according to claim 19, wherein the Norrish Type II photoinitiator is chosen from the group consisting of aromatic ketones such as benzophenone, xanthone, derivatives of benzophenone (e.g. chlorobenzophenone), blends of benzophenone and benzophenone derivatives (e.g. Photocure 81, a 50/50 blend of 4-methyl-benzophenone and benzophenone), Michler'"'"'s Ketone, Ethyl Michler'"'"'s Ketone, thioxanthone and other xanthone derivatives like Quantacure ITX (isopropyl thioxanthone), benzil, anthraquinones (e.g. 2-ethyl anthraquinone), coumarin, or chemical derivatives or combinations of these photoinitiators.

22. Coating formulation according to claim 19, wherein the supporting polymer comprises a backbone selected from the group consisting of polyethers, polythioethers, polyurethanes, polyethylenes, polypropylenes, polyvinyl chlorides, polyepoxides, polyamides, polyacrylamides, poly(meth)acrylics, polyoxazolidones, polyvinyl alcohols, polyethylene imines, polyesters like polyorthoesters and alkyd copolymers, polypeptides, and polysaccharides such as cellulose and starch or any combination of the above and at least 2 reactive moieties selected form the group consisting of radically reactive groups, such as alkenes, amino, amido, sulfhydryl (SH), unsaturated esters such as acrylate and methacrylate, unsaturated ethers, unsaturated amides, and alkyd/dry resins.

23. Coating formulation according to claim 19, wherein the polyelectrolyte is chosen from the group consisting of salts of homo- and co-polymers of acrylic acid, salts of homo- and co-polymers of methacrylic acid, salts of homo- and co-polymers of maleic acid, salts of homo- and co-polymers of fumaric acid, salts of homo- and co-polymers of sulfonic acid, quarternary ammonium salts and mixtures and/or derivatives thereof.

24. Coating formulation according to claim 23, wherein the polyelectrolyte is a polyacrylamide-co-acrylic acid) salt.

25. Hydrophilic coating obtainable by curing a hydrophilic coating formulation according to claim 19.

26. Lubricious coating obtainable by applying a wetting fluid to a hydrophilic coating according to claim 25.

28. Coating system for preparing a lubricious coating, said coating system comprising a coating formulation according to claim 19 and a wetting fluid comprising a polyelectrolyte.

30. Article comprising at least one hydrophilic coating or lubricious coating according to claim 25.

31. Article according to claim 30, wherein the article is a medical device or component.

32. Medical device or component according to claim 31 comprising a catheter, a medical tubing, a guide wire, a stent, or a membrane.

33. Method of forming on a substrate a hydrophilic coating, the method comprising

applying a coating formulation according to claim 19 to at least one surface of the article;

and allowing the coating formulation to cure by exposing the formulation to electromagnetic radiation thereby activating the initiator.

27. Lubricious coating having a wear resistance, as measured according to the particulates release wear test, corresponding to less than 3000, preferably less than 2000, more preferably less than 1000, in particular less than 500 particles larger than 10 μ

m.

29. Use of a Norrish Type I and a Norrish Type II photo-initiator in a lubricious coating wherein the wear resistance, as measured as measured according to the particulates release wear test, corresponding to less than 3000, preferably less than 2000, more preferably less than 1000, in particular less than 500 particles larger than 10 μ

m.