POROUS MEMBRANE COMPRISING A BIOCOMPATIBLE BLOCK-COPOLYMER

• US 20090248172A1
• Filed: 05/30/2007
• Published: 10/01/2009
• Est. Priority Date: 06/02/2006
• Status: Abandoned Application

• Current Assignee: ETH Zurich
• Original Assignee: ETH Zurich
• Inventors: Neuenschwander, Peter
• Application Number:
  US12/302,995
• Publication Number:
  US 20090248172A1
• Time in Patent Office: Days
• US Class Current: 623/23.750
• CPC Class Codes: A61L 27/18 obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: A61L 27/38 containing added animal cells organs or tissue containing native cells A61L27/36
• CPC Class Codes: A61L 27/56 Porous materials, e.g. foams or sponges
• CPC Class Codes: A61L 27/58 Materials at least partially resorbable by the body
• 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: A61L 31/146 Porous materials, e.g. foams or sponges
• CPC Class Codes: A61L 31/148 Materials at least partially resorbable by the body
• CPC Class Codes: C08L 67/04 Polyesters derived from hydroxycarboxylic acids, e.g. lactones C08L67/06 takes precedence
• CPC Class Codes: C08L 69/00 Compositions of polycarbonates; Compositions of derivatives of polycarbonates
• CPC Class Codes: C08L 75/04 Polyurethanes
• CPC Class Codes: Y10T 428/1376 Foam or porous material containing
• CPC Class Codes: Y10T 428/268 Monolayer with structurally defined element

Abstract

The invention relates to a membrane comprising a biocompatible block copolymer and has a porous structure with regularly distributed pores. A method for preparing said membranes is also provided.

Claims

1. Membrane comprising a biocompatible block copolymer having at least two block units obtainable by linear polycondensation in the presence of diisocyanate, diacid halide or phosgene of first block unit selected from the group consisting of a diol (I) and an α

,ω

-dihydroxy-polyester (IV) with a second block unit selected from the group consisting of the same diol (I), an α

,ω

-dihydroxy-polyester (II), an α

,ω

-dihydroxy-polyether (III), and the same α

,ω

-dihydroxy-polyester (IV),

wherein the diol (I) is obtainable by transesterification of poly-[(R)-(3)-hydroxybutyric acid] or copolymers thereof with 3-hydroxyvaleric acid and ethylene glycol,

wherein the α

,ω

-dihydroxy-polyester (II) is obtainable by ring-opening polymerization of cyclic esters selected from the group consisting of (L,L)-dilactide, (D,D)-dilactide, (D,L)-dilactide, diglycolide or mixtures thereof, or lactones selected from the group consisting of β

-(R)-butyrolactone, β

-(S)-butyrolactone, β

-rac-butyrolactone and ε

-caprolactone or mixtures thereof,

wherein the α

,ω

-dihydroxy-polyether (III) is selected from the group consisting of α

,ω

-dihydroxy-poly(oxytetramethylene), α

,ω

-dihydroxy-poly(oxyethylene) and copolymers of ethylene glycol and propylene glycol,

wherein the α

,ω

-dihydroxy-polyester (IV) is obtainable by trans-esterification of the diol (I) with diglycolide and/or dilactide and/or caprolactone or mixtures thereof, and

characterized in that the membrane comprises regularly distributed pores.

2. Membrane according to claim 1, wherein the first block unit is the α

,ω

-dihydroxy-polyester (IV) and the second block unit is the diol (I).

3. Membrane according to claim 1, wherein the first block unit is the α

,ω

-dihydroxy-polyester (IV) and the second block unit is the α

,ω

-dihydroxy-polyester (II).

4. Membrane according to claim 1, wherein the first block unit is the α

,ω

-dihydroxy-polyester (IV) and the second block unit is the same α

,ω

-dihydroxy-polyether (IIII).

5. Membrane according to claim 1, wherein the first block unit is the α

,ω

-dihydroxy-polyester (IV) and the second block unit is the α

,ω

-dihydroxy-polyester (IV).

6. Membrane according to claim 1, wherein the pores have a size in the range of 0.2 to 20.0 μ

m.

7. Membrane according to claim 1, wherein said membrane is permeable or semipermeable.

8. Membrane according to claim 1, wherein the permeability is in the range of 0.1×

10<sup>−

6</sup> to 5×

10<sup>−

6</sup> kg/m·

sec·

Pa.

9. Membrane according to claim 1, wherein the block copolymer is poly[poly[α

-ω

-dihydroxy-[oligo(3-(R)-hydroxybutyrate)-stat-glycolide)-ethylene-oligo-(3-(R)-hydroxybutyrate-stat-glycolide)]alt-2,2,4-trimethylhexamethylene-1,6-diisocyanate]-co-poly-[dihydroxy[oligo-glycolide-ran-ε

-caprolactone)-ethylene-(oligo-glycolide-ran-ε

-caprolactone)]alt-2,2,4-trimethylhexamethylene-1,6-diisocyanate].

10. Membrane according to claim 1, wherein the block copolymer is poly[poly[α

-ω

-Dihydroxy-[oligo(3-(R)-hydroxybutyrat)-co-ε

-caprolacton)-ethylen-oligo-(3-(R)-hydroxybutyrat-co-ε

-caprolacton)]alt-2,2,4-trimethylhexamethylene-1,6-diisocyanat]-copoly[dihydroxy[oligo-glykolid-ran-ε

-caprolacton)-ethylen-(oligo-glykolid-ran-ε

-caprolacton)]alt-2,2,4-trimethylhexamethylene-1,6-diisocyanat].

11. Membrane according to claim 1, wherein said membrane comprises a single layer.

12. Membrane according to claim 1, wherein said membrane is hydrolytically degradable and has a controllable service life time and keeps its performance from 5 days to 2 years.

13. Membrane according to claim 1, wherein said membrane has a tubular form.

14. Membrane according to claim 1, wherein said membrane comprises at least one pharmaceutically active compound or diagnostic aid.

15. A surgical aid intended to be fixed in and on the human or animal body, comprising said membrane as claimed in claims 1.

16. Method for preparing a membrane as claimed in claim 1, wherein

a) a biocompatible block copolymer is dissolved in a solvent;

and

b) said block copolymer solution is applied on a suitable, shaped carrier; and

c) said carrier is immersed in a non-solvent which is miscible with the solvent, resulting in the membrane comprising pores having a size in the range of 0.2-20.0 μ

m.

17. Method according to claim 16, wherein the non-solvent is sprayed on said carrier.

18. Method according to claim 16, wherein the solvent is selected from the group consisting of dioxane, chloroform, dimethylcarbonate and butanon.

19. Method according to claim 16, wherein the solvent is 1,4-dioxane.

20. Method according to claim 16, wherein the non-solvent is selected from the group consisting of water, methanol and ethanol.

21. Method according to claim 16, wherein the non-solvent is water.

22. Method for preparing a membrane as claimed in claim 1, wherein

a) a biocompatible block copolymer is dissolved in a solvent;

and

b) said block copolymer solution is applied on a suitable, shaped carrier; and

c) said carrier is immersed in a non-solvent which is miscible with the solvent, resulting in the membrane comprising uniformly distributed pores.

23. A medical implant or a surgical aid comprising a membrane according to claim 1.

24. Sheet-like structure, wherein said structure comprises a membrane according to claim 1.

25. Sheet-like structure, comprising a membrane according to claim 1 and a mesh.

26. Membrane according to claim 6, wherein the pores have a size in the range of 0.2 to 10.0 μ

m.

27. Membrane according to claim 12, wherein said membrane keeps its performance from between 14 and 28 days.