Bioabsorbable branched polymer containing units derived from dioxanone and medical/surgical devices manufactured therefrom
AssigneeUnited States Surgical Corporation
InventorsSteven L. Bennett, Ying Jiang, Elliott A. Gruskin, Kevin M. Connolly
Life of this patent
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Abstract
Star polymers of soft segment forming monomers are useful in forming surgical devices. The star polymers can be encapped 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.
Claims19
A method comprising:
- a) providing a star polymer having the general formula:
- CH2OR1—(CHOR2)—(CHOR)3—(CHOR4)(CHORn)—CH2ORn+1
- wherein:
- n equals 3, 4, or 5;
- R1, R2 . . . Rn+1 are the same or different and selected from the group of a hydrogen atom or (Z)m wherein Z can be different at each occurrence and comprises repeating units selected from the group consisting of:
- and combinations thereof, 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 . . . Rn+1 groups are other than hydrogen and at least a portion of the Z groups being
- 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;
- and
- the m's for each (Z) group may be the same or different;
- b) endcapping the polymer of step (a) with a lysine isocyanate;
- c) crosslinking the endcapped polymer of step (b) by contacting the endcapped polymer with a compound selected from the group consisting of H2O, diethylene glycol, polyethylene glycol and diameters to provide a bioabsorbable crosslinked polymer.
A biocompatible composition comprising crosslinked prepolymer molecules, the prepolymer molecules having at least one reactive isocyanate group, the prepolymer molecules comprising a star polymer of the general formula:
- CH2OR1—(CHOR2)—(CHOR3)—(CHOR4) . . . (CHORn)—CH2ORn+1
- wherein:
- n equals 2 to 13;
- R1, R2, . . . Rn+1 are the same or different and selected from the group of a hydrogen atom or (Z)m wherein Z can be different at each occurrence and comprises repeating units selected from the group consisting of
- and combinations thereof, 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 . . . Rn+1 groups are other than hydrogen and at least a portion of the Z groups being
- 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 an isocyanate such that the prepolymer molecules contain a terminal, active isocyanate group;
- the prepolymer molecules being crosslinked by the active isocyanate groups to provide a bioabsorbable crosslinked star polymer.
A biocompatible composition comprising crosslinked prepolymer molecules, the prepolymer molecules having at least one reactive isocyanate group, the prepolymer molecules comprising a star polymer of the general formula:
- CH2OR1—(CHOR2)—(CHOR3)—(CHOR4) . . . (CHORn)—CH2ORn+1
- wherein:
- n equal 2 to 13;
- R1, R2, . . . Rn+1 are the same or different and selected from the group of a hydrogen atom or (Z)m wherein Z is
- wherein p is 3 to 8 and each R′ is 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 . . . Rn+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 an isocyanate such that the prepolymer molecules contain a terminal, active isocyanate group;
- the prepolymer molecules being crosslinked by the active isocyanate groups to provide a bioabsorbable crosslinked star polymer.
A substrate for tissue growth comprising a star polymer of the general formula:
- CH2OR1—(CHOR2)—(CHOR)3—(CHOR4) . . . (CHORn)—CH2ORn+1
- wherein:
- n equals 2 to 13;
- R1, R2, . . . Rn+1 are the same or different and selected from the group consisting of a hydrogen atom or Z wherein Z can be different at each occurrence and comprises a polymer comprising units selected from the group consisting of glycolide, lactide, p-dioxanone, ε-caprolactone and alkylene carbonate units and at least a portion of the Z groups being glycolide or lactide;
- at least three of said R1, R2, . . . Rn+1 groups being other than hydrogen;
- and at least one of said Z groups being endcapped with a lysine isocyanate, wherein at least a portion of said endcapped Z groups possess a positively-charged or negatively-charged group thereon.
Dependencies are inferred from the claim text.