Protein-resistant articles comprising cyclobutanediol

Abstract

This invention relates to a medical device comprising a UV-cured silicone polymer coating on at least a portion of a surface of the device and at least one polyester composition comprising a cyclobutanediol and methods for making the medical device.

Description

CROSS-REFERENCE TO RELATED APPLICATION [0001] This application claims priority under 35 U.S.C. § 119(e) to U.S. Provisional Patent Application No. 60 / 642,622, filed on Jan. 10, 2005, U.S. Provisional Application Ser. No. 60 / 691,567 filed on Jun. 17, 2005, U.S. Provisional Application Ser. No. 60 / 731,454 filed on Oct. 28, 2005, U.S. Provisional Application Ser. No. 60 / 731,389, filed on Oct. 28, 2005, U.S. Provisional Application Ser. No. 60 / 739,058, filed on Nov. 22, 2005, and U.S. Provisional Application Ser. No. 60 / 738,869, filed on Nov. 22, 2005, U.S. Provisional Application Ser. No. 60 / 750,692 filed on Dec. 15, 2005, U.S. Provisional Application Ser. No. 60 / 750,693, filed on Dec. 15, 2005, U.S. Provisional Application Ser. No. 60 / 750,682, filed on Dec. 15, 2005, and U.S. Provisional Application Ser. No. 60 / 750,547, filed on Dec. 15, 2005, all of which are hereby incorporated by this reference in their entireties.FIELD OF THE INVENTION [0002] The invention generally relates to pro...

AI Technical Summary

Benefits of technology

[0011] The present inventors have adopted the approach of modifying the surface of a material having suitable bulk properties to improve biocompatibility. In particular, the present inventors have adopted the approach of applying a coated layer of a more biocompatible material over another material with the appropriate physical properties. This surface modification is also applied to polyester compositions comprising a cyclobutanediol.

[0013] It is believed that certain articles, including medical devices, comprising polyesters made from terephthalic acid, an ester thereof, or mixtures thereof, 1,4-cyclohexanedimethanol and 2,2,4,4-tetramethyl-1,3-cyclobutanediol with a certain combination of inherent viscosity and glass transition temperatures are superior to polyesters known in the art and to polycarbonate with respect to at least one of hydrolytic stability, toughness, chemical resistance, lower specific gravity, and thermoformability. These medical devices are believed to be similar to polycarbonate in heat resistance and are still processable on the standard industry equipment.

[0996] Also, in one aspect, use of these particular polyester compositions minimizes and / or eliminates the drying step prior to melt processing and / or thermoforming.

[0999] In another aspect, the invention provides a method for reducing interaction between a medical device and a biological fluid or system. The method comprises coating at least a portion of a surface of the device with a UV-curable silicone polymer composition and exposing at least a portion of the silicone polymer composition to ultraviolet light to cure the composition.

[1000] The use of a UV-curable silicone polymer coating composition allows for rapid curing, low-temperature curing for temperature-sensitive substrates, as well as patterning of the coated substrate.

Problems solved by technology

These coatings have uses in many different areas in which the adsorption of proteins may be problematic, such as diagnostic tests in which quantification of the amount of proteins in a sample may be complicated by adsorption of proteins at the surface of a medical device, as well as operations in which the buildup of proteins can prevent proper operation, such as filtration apparatus.

Though a material used for a particular application might have low reactivity, low levels of extractable substances, and / or be otherwise inert, biological systems may have adverse reactions to the introduction of such a foreign surface.

While several materials have been identified as biocompatible, these materials may not possess all of the other necessary properties to be successfully employed.

This polyester crystallizes rapidly upon cooling from the melt, making it very difficult to form amorphous articles by methods known in the art such as extrusion, injection molding, and the like.

While these copolyesters are useful in many end-use applications, they exhibit deficiencies in properties such as glass transition temperature and impact strength when sufficient modifying ethylene glycol is included in the formulation to provide for long crystallization half-times. For example, copolyesters made from terephthalic acid, 1,4-cyclohexanedimethanol, and ethylene glycol with sufficiently long crystallization half-times to provide for amorphous products exhibiting higher ductile-to-brittle transition temperatures and lower glass transition temperatures than the compositions revealed herein.

Although bisphenol-A polycarbonate has many good physical properties, its relatively high melt viscosity leads to poor melt processability and the polycarbonate exhibits poor chemical resistance.

It is also difficult to thermoform.

Generally, however, these polymers exhibit high inherent viscosities, high melt viscosities and / or high Tgs (glass transition temperatures) such that the equipment used in industry is insufficient to manufacture or post polymerization process these materials.

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