Protein-resistant articles comprising cyclobutanediol

Inactive Publication Date: 2006-12-21
EASTMAN CHEM CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0010] Thus, there is a need in the art for medical devices comprising at least one polymer with a unique combination of properties, such as toughness and high glass transition temperature of polycarbonate but with the hydrolytic stability, chemical resistance, lower density and/or thermoformability of polyesters while retaining processability on the standard equipment used in the industry.
[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.
[0012] The present invention is directed to an ultraviolet light (UV)-curable, silicone-based coating, o

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 applica

Method used

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  • Protein-resistant articles comprising cyclobutanediol
  • Protein-resistant articles comprising cyclobutanediol
  • Protein-resistant articles comprising cyclobutanediol

Examples

Experimental program
Comparison scheme
Effect test

Example

Example 1

[1113] This example illustrates that 2,2,4,4-tetramethyl-1,3-cyclobutanediol is more effective at reducing the crystallization rate of PCT than ethylene glycol or isophthalic acid. In addition, this example illustrates the benefits of 2,2,4,4-tetramethyl-1,3-cyclobutanediol on the glass transition temperature and density.

[1114] A variety of copolyesters were prepared as described below. These copolyesters were all made with 200 ppm dibutyl tin oxide as the catalyst in order to minimize the effect of catalyst type and concentration on nucleation during crystallization studies. The cis / trans ratio of the 1,4-cyclohexanedimethanol was 31 / 69 while the cis / trans ratio of the 2,2,4,4-tetramethyl-1,3-cyclobutanediol is reported in Table 1.

[1115] For purposes of this example, the samples had sufficiently similar inherent viscosities thereby effectively eliminating this as a variable in the crystallization rate measurements.

[1116] Crystallization half-time measurements from the ...

Example

3A film was pressed from the ground polyester of Example 1G at 240° C. The resulting film had an inherent viscosity value of 0.575 dL / g.

Example

4A film was pressed from the ground polyester of Example 1H at 240° C. The resulting film had an inherent viscosity value of 0.0.652 dL / g.

where:

A is Isophthalic Acid

B is Ethylene Glycol

C is 2,2,4,4-Tetramethyl-1,3-cyclobutanediol (approx. 50 / 50 cis / trans)

D is 2,2,4,4-Tetramethyl-1,3-cyclobutanediol (98 / 2 cis / trans)

E is 2,2,4,4-Tetramethyl-1,3-cyclobutanediol (5 / 95 cis / trans)

[1118] As shown in Table 1 and FIG. 1, 2,2,4,4-tetramethyl-1,3-cyclobutanediol is more effective than other comonomers, such ethylene glycol and isophthalic acid, at increasing the crystallization half-time, i.e., the time required for a polymer to reach half of its maximum crystallinity. By decreasing the crystallization rate of PCT (increasing the crystallization half-time), amorphous articles based on 2,2,4,4-tetramethyl-1,3-cyclobutanediol-modified PCT as described herein may be fabricated by methods known in the art. As shown in Table 1, these materials can exhibit higher glass transition temperatures...

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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...

Claims

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Application Information

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IPC IPC(8): B32B9/04
CPCA01G9/1438Y10T428/24942A61J17/00A61M1/16B01D61/30B29B2911/14986B29C49/00B29K2067/00B29L2031/7542B32B17/10018B32B27/36B65D1/0207C08G63/199C08J5/18C08J7/047C08J7/123C08J2367/00C08J2367/02C08J2483/00C08K3/32C08K5/521C08K2201/014C08L67/02C08L69/00C08L101/00E01F8/0005E04D13/03G02B1/105G02B5/3083G02F1/133606A47F5/00Y10T428/24479Y10T428/24107Y10T428/162Y10T428/161Y10T428/1352Y10T428/139Y10T428/1397B65D43/00B65D25/00B65D23/10C08L2666/02C08L2666/18C08L67/00Y10T428/31507Y10T428/31786Y10T428/31663Y10T428/31504G02B1/10G02B1/14Y02A40/25B29C49/0005C08G63/183G02B1/04C08L67/03C08J7/0427C09D167/02
Inventor CRAWFORD, EMMETT DUDLEYPORTER, DAVID SCOTTCONNELL, GARY WAYNE
Owner EASTMAN CHEM CO
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