Biologically absorbable coatings for implantable devices based on poly(ester amides) and methods for fabricating the same

• US 7,538,180 B2
• Filed: 03/22/2007
• Issued: 05/26/2009
• Est. Priority Date: 12/16/2003
• Status: Expired due to Fees

• Current Assignee: Advanced Cardiovascular Systems Incorporated
• Original Assignee: Advanced Cardiovascular Systems Incorporated
• Inventors: DesNoyer, Jessica R., Pacetti, Stephen D.
• Primary Examiner(s): Boykin; Terressa M
• Application Number:
  US11/728,209
• Publication Number:
  US 20070249801A1
• Time in Patent Office: 796 Days
• Field of Search: 424/422, 424/423, 424/426, 514/2, 514/6, 514/28, 514/35, 528/190, 528/480, 528/271, 528/272, 623/23, 623/57
• US Class Current: 528/289
• CPC Class Codes: A61L 31/10 Macromolecular materials
• CPC Class Codes: C08L 77/12 Polyester-amides
• CPC Class Codes: Y10T 428/31725 Of polyamide
• CPC Class Codes: Y10T 428/31768 Natural source-type polyamide [e.g., casein, gelatin, etc.]

Abstract

Coatings for an implantable medical devices such as stents and methods of fabricating thereof are disclosed. The coatings comprise a biologically absorbable poly(ester amide), which is a polymeric product of a reaction between a diol-diamine and a dicarboxylic acid.

Claims

1. A polymeric product of a reaction between a diol-diamine and a dicarboxylic acid,

wherein the diol-diamine comprises a unit derived from a diol and

wherein the polymeric product comprises a copolymer of a formula

2. The polymer of claim 1, wherein the diol-diamine is a product of condensation of two molecules of an amino acid or a mixture of two amino acids and one molecule of the diol.

3. The polymer of claim 2, wherein the amino acid comprises a substance having the formula H₂N—

CHR—

COOH, wherein R is selected from a group consisting of hydrogen, methyl, iso-propyl, sec-butyl, iso-butyl, benzyl, methyl mercaptoethyl, methylene amide, and ethylene amide.

4. The polymer of claim 2, wherein the amino acid is selected from a group consisting of glycine, alanine, valine, isoleucine, leucine, phenyl alanine, methionine, asparagine, glutamine, proline, and mixtures thereof.

5. The polymer of claim 1, wherein the diol comprises a substance having the formula HO—

(CH₂)_x—

OH, wherein x is an integer having a value between 2 and 16.

6. The polymer of claim 1, wherein the diol is selected from a group consisting of ethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,4-butane diol, 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, 1,11-undecanediol, and 1,12-dodecanediol, and mixtures thereof.

7. The polymer of claim 1, wherein the dicarboxylic acid comprises a substance having the formula HOOC—

(CH₂)_y—

COOH, wherein y is an integer having a value between 0 and 16.

8. The polymer of claim 1, wherein the dicarboxylic acid is selected from a group consisting of oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, undecanedioic acid, dodecanedioic acid, brassylic acid, tetradecanedioic acid, pentadecanedioic acid, thapsic acid, and mixtures thereof.

9. A copolymer having a formula

10. A copolymer having a formula