IP Library Granted Patent US 11,643,574
Granted Patent B2
US 11,643,574 · App. 17/338,951 · Granted May 9, 2023

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.
C09J7/255A61L24/0042A61L24/0094A61L24/02A61L24/043C08G63/6852C08K3/32C08L53/00C08L67/04C09J7/35C09J11/04C08K2003/325C09J2301/304C09J2301/408C09J2400/163C09J2467/00C09J2467/006
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Quick Facts
Patent No.
US 11,643,574
App. No.
17/338,951
Granted
May 9, 2023
Kind
B2
Abstract

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

Claims (44)

1. A device for stabilizing bone fragments, the device comprising:

(i) a first anchor capable of affixing to a first bone fragment, the first anchor comprising an adhesive composition that softens with heating and forms the first anchor upon cooling;

(ii) a second anchor capable of affixing to a second bone fragment, the second anchor comprising an adhesive composition that softens with heating and forms the second anchor upon cooling;

(iii) a support structure connecting the first anchor to the second anchor capable of stabilizing the bone fragments;

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

and wherein the adhesive composition comprises a polymer having the structure of formula (I) as depicted in FIG. 3 ,

wherein

n is an integer from 0 to 4;

Block B comprises an oligomer having the structure of formula (IV) or formula (V)

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

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.

2. The device 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 device 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 device of claim 1 , wherein the adhesive composition is not water soluble.

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

6. The device 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 device 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 device 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 device 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 device 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 device of claim 10 , wherein the heat transfer agent is hydroxyapatite.

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

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

14. The device of claim 1 , wherein Block B has the structure of formula (IV):

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

15. The device of claim 1 , wherein Block B has the structure of formula (V)

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

16. The device of claim 1 , wherein Block A has the structure of formula (VII):

wherein R 1 is C 1 -C 3 alkyl.

17. The device of claim 1 , wherein Linker L′ has the structure:

18. The device of claim 1 , wherein Linker L has the structure:

19. The device of claim 1 , wherein Block W has the structure:

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

21. The device of claim 20 , 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.

22. The device of claim 21 , 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.

23. The device of claim 1 , wherein the device comprises a plurality of bone anchors and a plurality of support structures capable of stabilizing a plurality of bone fragments.

24. The device of claim 23 , 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.

25. The device of claim 24 , 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.

26. The device of claim 20 , wherein the filler comprises hydroxyapatite (HA).

27. The device of claim 1 , wherein (i) the support structure and (ii) at least one of the first anchor and the second anchor are arranged to form an adhesive portion and a support portion that forms a backing to the adhesive portion, and wherein the adhesive portion is capable of softening in the presence of an applied energy without significant deformation of the support portion.

28. The device of claim 1 , wherein the first anchor and the second anchor are each capable of affixing to wet or dry bone fragments.

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 (2)
Provisional Application 63194297 · May 28, 2021
Related Publication 20230001045A1 · Jan 5, 2023
Cited By (1)
US 12,734,271