Absorbable block copolymers and surgical articles fabricated therefrom

• US 5,403,347 A
• Filed: 03/02/1994
• Issued: 04/04/1995
• Est. Priority Date: 05/27/1993
• Status: Expired due to Term

• Current Assignee: United States Surgical Corporation (Medtronic Plc)
• Original Assignee: United States Surgical Corporation (Medtronic Plc)
• Inventors: Roby, Mark S., Liu, Cheng-Kung, Bennett, Steven L.
• Primary Examiner(s): BUTTNER, DAVID J
• Application Number:
  US08/204,721
• Time in Patent Office: 398 Days
• Field of Search: 525/411, 525/413, 525/415, 528/354, 606/77, 606/151, 606/219, 606/230
• US Class Current: 606/230
• CPC Class Codes: A61B 17/06166 Sutures suture materials A61L17/00; manufacture of artificial threads D01D; treatment of threads D06M
• CPC Class Codes: A61B 2017/00004 (bio)absorbable, (bio)resorbable, resorptive for implantable prostheses A61F2210/0004
• CPC Class Codes: A61L 17/12 Homopolymers or copolymers of glycolic acid or lactic acid
• CPC Class Codes: C08G 63/664 derived from hydroxy carboxylic acids

Abstract

Block copolymers wherein one of the blocks is made from hard phase forming monomers and another of the blocks is made from soft phase forming monomers copolymerized with randomly intermingled units of other soft phase forming monomers. The copolymers are useful in forming surgical articles, including both monofilament and multifilament sutures. The block copolymer preferably comprising:

a) a proportion of glycolic acid ester units as end blocks, and

b) a center block comprising 1,4 dioxan-2-one randomly polymerized with 1,3 dioxane-2-one.

Claims

1. A block copolymer comprising:

a) a proportion of glycolic acid ester units as one of said blocks, and

b) another of said blocks comprising 1,4 dioxan-2-one randomly polymerized with 1,3 dioxane-2-one.

2. The block copolymer of claim 1, wherein glycolic acid ester units comprise from about 50 to about 80 percent by weight of said block copolymer.

3. The block copolymer of claim 1, wherein said blocks comprising random copolymers of 1,4 dioxan-2-one and 1,3 dioxane-2-one comprise from about 20 to about 50 percent by weight of said block copolymer.

4. The block copolymer of claim 3, wherein said blocks comprising random copolymers of 1,4 dioxan-2-one and 1,3 dioxane-2-one are formed from the random polymerization of about 35 percent by weight of 1,4 dioxan-2-one and about 65 percent by weight 1,3 dioxane-2-one.

5. The block copolymer of claim 1, wherein component (a) comprises a predominant amount of glycolic acid ester units, the remainder being 1,4 dioxane-2-one.

6. The block copolymer of claim 5 wherein component (b) consists essentially of 1,4 dioxane-2-one randomly polymerized with 1,3 dioxane-2-one.

7. The block copolymer of claim 1, wherein said block copolymer is a tri-block copolymer.

8. The tri-block copolymer of claim 7, comprising:

a) a proportion of glycolic acid ester units as end blocks, and

b) a center block comprising 1,4 dioxan-2-one randomly polymerized with 1,3 dioxane-2-one.

9. The tri-block copolymer of claim 8, wherein said end blocks comprise from about 50 to about 80 percent by weight of said tri-block copolymer.

10. The tri-block copolymer of claim 8, wherein said end blocks comprise a predominant amount of glycolic acid ester units, the remainder being 1,4 dioxane-2-one.

11. The tri-block copolymer of claim 10, wherein said center block consists essentially of 1,4 dioxane-2-one randomly polymerized with 1,3 dioxane-2-one.

12. The tri-block copolymer of claim 9, wherein said center block is formed from the random polymerization of about 35 percent of 1,4 dioxane-2-one and about 65 percent of 1,3 dioxane-2-one, by weight of said center block.

13. A surgical article formed totally or in part from the block copolymer of claim 1.

14. The surgical article of claim 13, wherein said surgical article is selected from the group consisting of clips, staples, sutures, pins, screws, prosthetic devices, anastomosis rings and growth matrices.

15. The surgical article of claim 14, wherein said suture is a monofilament suture.

16. A method of making a copolymer comprising the steps of:

a) adding 1,4 dioxane-2-one and 1,3 dioxane-2-one;

b) polymerizing component (a) to the point where all the 1,3 dioxane-2-one is incorporated in a polymer but residual 1,4 dioxane-2-one monomer remains;

c) adding glycolide; and

d) polymerizing.

17. The method of claim 16, further comprising the step of removing residual monomer.