IP Library Granted Patent US 11,384,260
Granted Patent B1
US 11,384,260 · App. 17/340,313 · Granted Jul 12, 2022

Adhesive devices and uses thereof

Inventors: Michael C. Floros (Toronto, CA); Latchmi Raghunanan (Toronto, CA); Alexander J. Lausch (Toronto, CA); Janaina Freitas Bortolatto (Toronto, CA); Bryan Donovan Quan (Toronto, CA)
Assignee: Cohesys Inc.
C09J7/255A61L24/02A61L24/043C08L53/00C08L67/04C09J7/35C09J11/04C09J2301/304C09J2301/408C09J2400/163C09J2467/00C09J2467/006
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Quick Facts
Patent No.
US 11,384,260
App. No.
17/340,313
Granted
Jul 12, 2022
Kind
B1
Abstract

The invention features adhesive devices for holding objects (e.g., bone fragments) fixed with respect to each other.

Claims (47)

1. A method for reversibly stabilizing bone fragments in a body, the method comprising the steps of:

(i) forming a first reversible anchor on a first bone fragment by (a) heating an adhesive composition to form a softened adhesive composition and contacting the softened adhesive composition to the first bone fragment, and (b) permitting the softened adhesive composition to cool to form the first anchor affixed to the first bone fragment;

(ii) forming a second reversible anchor on a second bone fragment by (a) heating an adhesive composition to form a softened adhesive composition and contacting the softened adhesive composition to the second bone fragment, and (b) permitting the softened adhesive composition to cool to form the second anchor affixed to the second bone fragment;

wherein the adhesive composition has a tackifying temperature of at least 40° C., and

wherein the first anchor and the second anchor are connected to a support structure for stabilizing the bone fragments; and

wherein the adhesive composition is not dependent upon in situ curing reactions for adhesion.

2. The method of claim 1 , wherein the support structure is a flexible support comprising a biodegradable and biocompatible polymer linking the first anchor to the second anchor.

3. The method of claim 2 , wherein the support structure, the first anchor, and the second anchor are formed from a tape comprising (x) a non-adhesive top layer that is the support structure, and (y) a bottom layer that is adhesive when softened to form the first anchor and the second anchor.

4. The method of claim 1 , wherein the adhesive composition is not water soluble.

5. The method of claim 1 , wherein the adhesive composition comprises a heat transfer agent.

6. The method of claim 5 , wherein the heat transfer agent is present in an amount that permits the softened adhesive composition to cool and harden in 120 seconds or less.

7. The method of claim 6 , wherein the heat transfer agent is present in an amount that permits the softened adhesive composition to cool and harden in 10 seconds or less.

8. The method of claim 5 , wherein the heat transfer agent is present in an amount that permits the adhesive composition to soften within 120 seconds or less of applying energy.

9. The method of claim 8 , wherein the heat transfer agent is present in an amount that permits the adhesive composition to soften within 10 seconds or less of applying energy to a non-adhesive top layer.

10. The method of claim 5 , wherein the heat transfer agent is selected from the group consisting of sodium chloride, iron(III) phosphate dihydrate, iron(III) citrate monohydrate, hydroxyapatite, tetracalcium phosphate, and sodium carbonate, or a combination thereof.

11. The method of claim 10 , wherein the heat transfer agent is hydroxyapatite.

12. The method of claim 5 , wherein the adhesive composition comprises about 0.5-60% (w/w) heat transfer agent.

13. The method of claim 12 , wherein the adhesive composition comprises about 35-60% (w/w) heat transfer agent.

14. The method of claim 1 , wherein the adhesive composition comprises a polymer having the structure of formula (I):

wherein

n is an integer from 0 to 4;

Block B comprises an oligomer derived from a polyester, polalkylene glycol, polysilicone, or polycarbonate with a MW≤4,000 g/mol;

Block A comprises an optionally substituted C 1 -C 6 alkylene, wherein Block A is derived from a diisocyanate crosslinker;

Block W comprises an optionally substituted C 0 -C 3 alkyl-benzene-diol or optionally substituted C 0 -C 3 alkyl-benzene-triol;

Linker L′ comprises a carbamate; and

Linker L comprises a urea.

15. The method of claim 14 , wherein Block B has the structure of formula (II):

wherein each o is, independently, an integer from 0 to 20.

16. The method of claim 14 , wherein Block B has the structure of formula (III):

wherein each o is, independently, an integer from 0 to 20.

17. The method of claim 14 , wherein Block B has the structure of formula (IV):

wherein each o is, independently, an integer from 0 to 20.

18. The method of claim 14 , wherein Block B has the structure of formula (V)

wherein each o is, independently, an integer from 0 to 20.

19. The method of claim 14 , wherein Block A has the structure of formula (VII):

wherein R 1 is C 1 -C 3 alkyl.

20. The method of claim 14 , wherein Linker L′ has the structure:

21. The method of claim 14 , wherein Linker L has the structure:

22. The method of claim 14 , wherein Block W has the structure:

23. The method of claim 1 , wherein the adhesive composition comprises from 30-70% (w/w) of a filler.

24. The method of claim 23 , wherein the filler comprises polycaprolactone (PCL), polydioxanone (PDX), poly(lactic-co-glycolic acid) (PLGA), poly-3-hydroxybutyrate (P3HB), poly lactic acid (PLA), polyglycolide (PGA), poly-4-hydroxybutyrate (P4HB), polyethylene carbonate (PEC), polypropylene carbonate (PPC), poly(trimethylene carbonate) (PTMC), polysulfone, polyethylene glycol (PEG), or a copolymer thereof, or a blend thereof.

25. The method of claim 24 , wherein the filler comprises polycaprolactone (PCL), polydioxanone (PDX), poly(lactic-co-glycolic acid) (PLGA), or poly-3-hydroxybutyrate (P3HB), or a copolymer thereof, or a blend thereof.

26. The method of claim 23 , wherein the filler comprises hydroxyapatite (HA).

27. The method of claim 1 , wherein step (i) and step (ii) are repeated to stabilize a plurality of bone fragments in a subject.

28. The method of claim 27 , wherein from 2 to 5 or more bone fragments are stabilized in a subject.

29. The method of claim 1 , wherein the support structure, the first anchor, and the second anchor are formed from a tape comprising (x) a non-adhesive top layer that is the support structure, and (y) a bottom layer that is adhesive when softened to form the first anchor and the second anchor.

30. The method of claim 29 , wherein the non-adhesive polymeric top layer comprises polycaprolactone (PCL), polydioxanone (PDX), poly(lactic-co-glycolic acid) (PLGA), poly-3-hydroxybutyrate (P3HB), poly lactic acid (PLA), polyglycolide (PGA), poly-4-hydroxybutyrate (P4HB), polyethylene carbonate (PEC), polypropylene carbonate (PPC), poly(trimethylene carbonate) (PTMC), polysulfone, polyethylene glycol (PEG), or a copolymer thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 15, 2021
From: FLOROS, MICHAEL C.; RAGHUNANAN, LATCHMI; LAUSCH, ALEXANDER J.; BORTOLATTO, JANAINA FREITAS; QUAN, BRYAN DONOVAN
To: COHESYS INC.
Reel/Frame 056544/0203 →
Continuity (1)
Provisional Application 63194297 · May 28, 2021
Cited By (2)
US 12,239,758 US 12,734,271