Bioabsorbable branched polymers containing units derived from dioxanone and medical/surgical devices manufactured therefrom

• US 20020032298A1
• Filed: 08/22/2001
• Published: 03/14/2002
• Est. Priority Date: 07/22/1994
• Status: Abandoned Application

• Current Assignee: Elliott Gruskin, Kevin Connolly, Steven L. Bennett, Ying Jiang
• Original Assignee: Elliott Gruskin, Kevin Connolly, Steven L. Bennett, Ying Jiang
• Inventors: Gruskin, Elliott, Jiang, Ying, Bennett, Steven L., Connolly, Kevin
• Application Number:
  US09/934,639
• Publication Number:
  US 20020032298A1
• Time in Patent Office: Days
• US Class Current: 528/59
• CPC Class Codes: A61L 17/12 Homopolymers or copolymers of glycolic acid or lactic acid
• CPC Class Codes: A61L 31/06 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds A61L31/041 takes precedence
• CPC Class Codes: C08G 18/4277 Caprolactone and/or substituted caprolactone
• CPC Class Codes: C08G 18/771 oxygen
• CPC Class Codes: C08G 63/06 derived from hydroxycarboxylic acids
• CPC Class Codes: C08G 63/912 derived from hydroxycarboxylic acids
• CPC Class Codes: C08L 67/04 Polyesters derived from hydroxycarboxylic acids, e.g. lactones C08L67/06 takes precedence

Abstract

Star polymers of soft segment forming monomers are useful in forming surgical devices. The star polymers can be endcapped with isocyanate, mixed with a filler and/or cross-linked. The polymer compositions are useful, for example, as fiber coatings, surgical adhesives or bone putty, or tissue growth substrate.

Claims

1. An adhesive for hard tissues comprising a fluid composition containing a plurality of lysine-based isocyanate endcapped absorbable star polymer molecules, said plurality of star polymer molecules having at least one terminal, reactive isocyanate group and being capable of undergoing cross-linking with each other when exposed to water thereby curing to provide a solid material.

2. An adhesive as in claim 1 wherein the absorbable star polymer includes repeating units derived from one or more monomers selected from the group consisting of p-dioxanone, e-caprolactrone, alkylene carbonates and mixtures thereof.

3. An adhesive as in claim 1 wherein the plurality of lysine-based isocyanate endcapped absorbable star polymer molecules have the general formula:

CH₂OR₁—

(CHOR₂)—

(CHOR₂)—

(CHOR₃) . . . (CHO_n)—

CH₂OR_n+1 wherein;

n equals 2 to 13;

R₁, R₂, . . . R_n+1 are the same or different and selected from the group of a hydrogen atom or (Z)_m wherein Z comprises repeating units selected from the group consisting of

wherein p is 3 to 8 and each R′

may be the same or different and are individually selected from the group consisting of hydrogen and alkyl having from 1 to 5 carbon atoms, such that at least three of said R₁, R₂ . . . R_n+1 groups are other than hydrogen;

m is sufficient such that the star polymer has an inherent viscosity in HFPI at 25°

C. between about 0.05 and about 0.5 dl/gm;

the m'"'"'s for each (Z) group may be the same or different; and

at least one of said (Z)_m groups being endcapped with a lysine based isocyanate and containing a terminal, active isocyanate group

4. An adhesive as in claim 3 wherein the isocyanate is derived from a lysinediisocyanate.

5. An adhesive as in claim 1 wherein moisture naturally occurring in tissue to be adhered is sufficient to provide crosslinking and curing to a solid material.