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Coating agents and coated articles

a coating agent and coating technology, applied in the field of coating agents and coated articles, can solve the problems of difficult modification of silicone surfaces, hostile environment of human body, etc., and achieve the effect of facilitating the use of additional coating “layers

Inactive Publication Date: 2012-10-11
WEN JIE +5
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0006]In a first general aspect, coating agents are described for providing a priming or base coating layer on a material surface. Also described are methods of preparing such coating agents and methods of using such agents to coat a surface, such as the surface of an implantable medical article. In furt

Problems solved by technology

The environment of the human body is surprisingly hostile and aggressive; therefore, selection of materials to be used in the human body involves consideration of such factors as material properties, application of the medical article, duration of residence within the body, and the like.
Modification of silicone surfaces has proven challenging due to the material's extremely low surface reactivity and surface energy.

Method used

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  • Coating agents and coated articles
  • Coating agents and coated articles
  • Coating agents and coated articles

Examples

Experimental program
Comparison scheme
Effect test

example 1

Synthesis of Photo-Poly(octadecene-alt-maleic anhydride)silane—(Photo-POMAS)

[0149]Five grams of poly(octadecene-alt-maleic anhydride), (MW 30,000-50,000, Aldrich, Milwaukee, Wis.), 0.5 g of 4-aminobenzophenone (Aldrich) and 0.08 g 4-dimethylaminopyridine (Aldrich) were dissolved in 100 mL chloroform and refluxed under argon for 2 hours. A 5 ml aminopropyl methylbis(trimethylsiloxy)silane portion was then added to the reaction mixture and refluxed for another 2 hours. The resulting solution was washed three times with 2N HCl, followed by three washes with deionized water. The sample was dried over anhydrous Na2SO4. After vacuum filtration, the filtrate was concentrated to dryness on a rotavap to yield 7.5 g of solid material.

[0150]The polymer product was characterized by 1H NMR (δ 0.0 ppm, CH3—Si; δ 0.8-1.5 ppm, alkyl protons; δ 2.5-3.5 ppm, CH—C═O; δ 7.4-7.6 ppm, aromatic protons) and FT-IR (C═O: 1710 cm−1; benzophenone: 1593 cm−1; Si—CH3: 1258 cm−1, 843 cm−, 755 cm−1; Si—O—Si: 1052...

example 2

Coating of Silicone Tubing with Photo-POMAS

[0151]A 7.5 g amount of the Photo-POMAS polymer, prepared as previously described in Example 1, was dissolved in 100 ml of IPA. Five pieces of 10 cm silicone tubing (DOVER™ silicone catheter, Covidien) were prepared for coating with the polymer by cleaning with a brief hand-rub of isopropanol. The silicone tubing pieces were coated with the Photo-POMAS / IPA solution by immersing the pieces in the solution for 30 seconds, then extracting the pieces of tubing from the coating solution at 0.5 cm / sec. The pieces were air dried at room temperature for 3 minutes, then irradiated with ultraviolet light (Harland Medical UVM400, Eden Prairie, Minn.) (300 to 400 nm) for 1 minute at a distance of 15 cm from the light source.

[0152]The photo-POMAS coating on the silicone tubing was characterized by SEM and Confocal Raman Microscope (FIG. 1). A uniform coating was confirmed. In FIG. 1, confocal Raman microscopy revealed a uniform coating on silicone cathe...

example 3

Lubricious Coating

[0153]The Photo-POMAS coated tubing pieces prepared in Example 2 were coated with Lubricent™ 460 by immersing the Photo-POMAS coated pieces in a Lubricent™ solution for 30 seconds, then extracting the Photo-POMAS and Lubricent™ coated silicone tubing at 0.5 cm / sec. The coated silicone pieces were air dried at room temperature for 3 minutes, then irradiated with ultraviolet light (300 to 400 nm) at 15 cm for 3 minutes. Silicone tubing coated with Lubricent™ without the Photo-POMAS polymer primer coating layer was used as a control.

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Abstract

The invention describes novel coating agents that include a polymer, one or more latent reactive groups and one or more noncovalent linking groups, the noncovalent linking groups selected to interact with a substrate to which the coating agent is applied. The coating agents are useful for providing a coating that can be further functionalized (for example, by application of additional coating layers), or for providing desirable properties to a surface.

Description

CROSS REFERENCE TO RELATED APPLICATIONS[0001]This application claims benefit under 35 U.S.C. §119(e) to U.S. Patent Application Ser. No. 61 / 288,803, entitled “SURFACE PRIMERS,” filed Dec. 21, 2009 (attorney docket number 16420.0001USP1), the contents of which are incorporated herein in their entirety for all purposes.FIELD OF THE INVENTION[0002]Coating agents useful for application to substrates fabricated of materials such as silicone, stainless steel, polyethylene, and the like, are described. In some aspects, the coating agents are useful as surface primer agents, wherein they can provide a base coating to which additional coating layers can be applied. In other aspects, the coating agents can themselves provide desired features to a substrate surface. Articles are also described that include the coating agents on a surface.BACKGROUND[0003]Medical articles can be fabricated from a number of materials. For example, some common materials utilized to fabricate medical articles inclu...

Claims

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Application Information

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IPC IPC(8): C09D137/00B05D3/10B32B27/08B32B23/08B32B9/04B32B27/06
CPCC09D131/00C08F8/30C08F8/42C08F222/06A61L29/06A61L29/085A61L29/14A61L29/16A61L31/022A61L31/06A61L31/10A61L31/14A61L31/16A61L33/0005A61L2300/404A61L2300/42A61L2400/10A61L2420/02A61L2420/08B05D3/06C08F8/28C08F267/04C09D135/00Y10T428/31507Y10T428/31511Y10T428/31573Y10T428/31598Y10T428/31663Y10T428/31667Y10T428/31721Y10T428/3175Y10T428/31797Y10T428/31855Y10T428/31884Y10T428/31909Y10T428/31913Y10T428/31928
Inventor WEN, JIETATON, KRISTINLAWIN, LAURIEKNOPKE, WILLIAMGUIRE, ERICGUIRE, PATRICK
Owner WEN JIE
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