Isomorphic copolyoxalates and sutures thereof

• US 4,208,511 A
• Filed: 06/14/1978
• Issued: 06/17/1980
• Est. Priority Date: 01/19/1977
• Status: Expired due to Term

• Current Assignee: Ethicon Incorporated (Johnson & Johnson)
• Original Assignee: Ethicon Incorporated (Johnson & Johnson)
• Inventors: Shalaby, Shalaby W., Jamiolkowski, Dennis D.
• Primary Examiner(s): Phynes, Lucille M.
• Application Number:
  US05/915,500
• Time in Patent Office: 734 Days
• Field of Search: 528/272
• US Class Current: 528/272
• CPC Class Codes: A61B 17/06133 of parallelepipedal shape, e.g. made of rectangular or slightly oval panels
• 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 or resorptive
• CPC Class Codes: A61L 17/105 Polyesters not covered by A61L17/12
• CPC Class Codes: C08G 63/199 Acids or hydroxy compounds containing cycloaliphatic rings

Abstract

Synthetic absorbable sutures are prepared from copolyoxalate polymers having isomorphic sequences. The polymers are derived from mixtures of cyclic and linear diols, each having the same carbon chain length of 6 or 8 atoms. The cyclic diol may be aliphatic or aromatic. The diols are polymerized with dialkyl oxalate, preferably in the presence of an inorganic or organometallic catalyst, to obtain a highly crystalline isomorphic copolyoxalate polymer which is melt extruded and drawn to form oriented filaments. The filaments are characterized by good initial tensile and knot strength and a high order of softness and flexibility. When implanted in living animal tissue, the fibers have good strength retention over a period of at least 21 days and eventually absorb with a minimal degree of adverse tissue reaction.

Claims

1. Isomorphic polyoxalate polymers consisting essentially of units of cyclic and linear oxalates and having the general formula ##STR3## wherein each R is ##STR4## and from about 5 to 95 mol percent of the R units are I;

A is trans 1,4-cyclohexylene or p-phenylene, n is 1 or 2 and is the same for I and II, and x is the degree of polymerization resulting in a polymer having an inherent viscosity of at least 0.3 as determined on a 1 gm per liter solution of polymer in chloroform or hexafluoro-isopropanol at 25°

C.

2. The polymer of claim 1 wherein n is 1 and A is trans 1,4-cyclohexylene.

3. The polymer of claim 1 wherein n is 2 and A is trans 1,4-cyclohexylene.

4. The polymer of claim 1 wherein from 40 to 75 mol percent of the R groups are comprised of units of formula I.

5. The polymer of claim 1 wherein n is 1 and A is p-phenylene.

6. The polymer of claim 1 wherein n is 2 and A is p-phenylene.

7. A polymer of claim 1 having an inherent viscosity of at least about 0.5.

8. A polymer of claim 1 which is fiber forming.