Low friction hydrogels and hydrogel-containing composite materials

Patent metadata

Field	Value
Publication number	US-10314946-B2
Application number	US-201815890504-A
Country	US
Kind code	B2
Filing date	Feb 7, 2018
Priority date	Jul 4, 2013
Publication date	Jun 11, 2019
Grant date	Jun 11, 2019

Abstract

Hydrogels and composite material containing hydrogels and liposomes dispersed therein, which exhibit a reduced friction coefficient compared to neat hydrogels or composites containing hydrogels, processes for preparing the same, and methods for using the same are disclosed.

First claim

What is claimed is:

1. A method of lowering a friction coefficient of a hydrogel or of a composite material containing a hydrogel, the method comprising forming the hydrogel in the presence of a plurality of liposomes, wherein said hydrogel or composite material containing a hydrogel features a shear storage modulus (G′) of at least 1000 Pa at a temperature of 25° C. and a frequency of 1 Hz.

2. The method of claim 1 , wherein forming said hydrogel is such that said liposomes are dispersed throughout the bulk of the hydrogel.

3. The method of claim 1 , wherein said hydrogel or composite material containing a hydrogel features a shear storage modulus (G′) of at least 2000 Pa at a temperature of 25° C. and a frequency of 1 Hz.

4. The method of claim 1 , effected such that a dynamic friction coefficient in aqueous medium of the hydrogel or composite material containing a hydrogel having said liposomes dispersed therein ranges from 0.001 to 0.08 under a pressure of at least 1 atmosphere, the method further comprising subjecting said hydrogel or said composite material containing a hydrogel to dynamic friction in aqueous medium under said pressure of at least 1 atmosphere.

5. The method of claim 1 , effected such that a dynamic friction coefficient in aqueous medium of the hydrogel or composite material containing a hydrogel having said liposomes dispersed therein is reduced by a factor of at least 2 relative to the friction coefficient of the hydrogel not having said liposomes dispersed therein, the method further comprising subjecting said hydrogel or said composite material containing a hydrogel to dynamic friction in aqueous medium under said pressure of at least 1 atmosphere.

6. The method of claim 1 , further comprising dehydrating the hydrogel or composite material containing a hydrogel and rehydrating the hydrogel.

7. The method of claim 1 , wherein said liposomes further comprise an additional agent selected from the group consisting of a polymer, a hydrogel-forming polymer, cholesterol, a liposome-stabilizing agent, a labeling agent, a bioactive agent and a therapeutically active agent.

8. The method of claim 7 , wherein a concentration of said cholesterol ranges from 1 molar percent to 50 molar percent relative to a total lipid amount of said liposome.

9. The method of claim 1 , comprising forming the hydrogel from a hydrogel-forming agent in the presence of a crosslinking agent.

10. The method of claim 9 , wherein said hydrogel-forming agent is selected from the group consisting of hydroxyethyl methacrylate (HEMA), hydroxyethyl acrylate (HEA), acrylamide (AAm), methacrylamide (MAAm), acrylic acid (AAc), methacrylic acid (MAAc), hydroxyethyl acrylate (HEA), hexyl methacrylate, N-isopropylacrylamide (NiPAAm)), N-isopropylmethacrylamide, polylactic acid, polyamide, polyethylene-terephthalate (PET), polyvinyl alcohol, polyurethane, polycaprolactone, polyethylene-glycol (PEG), polyethyleneoxide dimethacrylate (PEOdMA), N,N-dimethacrylamide (nnDMAA), hyaluronic acid (HA), HA methacrylate, peptides, saccharides, gelatin, gelatin methacrylate, chitosan, chitosan methacrylate, glycol chitosan, glycol chitosan methacrylate, alginate, alginate methacrylate, cellulose, siloxanes, polysiloxanes, and any oligomer and/or polymer thereof, in any combination thereof.

11. A method of lowering a friction coefficient of a hydrogel or of a composite material containing a hydrogel, the method comprising forming the hydrogel from a hydrogel-forming agent in the presence of a crosslinking agent and in the presence of a plurality of liposomes, wherein said hydrogel-forming agent is gelatin methacrylate, and wherein a degree of methacrylation in said gelatin methacrylate ranges from 10 percents to 90 percents.

12. A method of lowering a friction coefficient of a hydrogel or of a composite material containing a hydrogel, the method comprising forming the hydrogel from a hydrogel-forming agent in the presence of a crosslinking agent and in the presence of a plurality of liposomes, wherein said crosslinking agent is selected from the group consisting of poly(ethylene glycol) n dimethacrylate (EGDMA), N,N′-methylenebis(acrylamide) (MBAm), N,N′-methylenebis(2-methylacrylamide), methylene diacrylate, methylene bis(2-methylacrylate), diethylene glycol diacrylate, hexamethylene diacrylate, oxybis(methylene) bis(2-methylacrylate) and oxybis(ethane-2,1-diyl) bis(2-methylacrylate).

13. The method of claim 1 , wherein said liposomes are selected from the group consisting of small unilamellar vesicles (SUV), large unilamellar vesicles (LUV) and multilamellar vesicles (MLV).

14. The method of claim 1 , wherein said liposomes comprise at least one phosphatidylcholine phospholipid.

15. The method of claim 14 , wherein said liposomes comprise at least 50 molar percent of said phosphatidylcholine phospholipid.

16. The method of claim 1 , wherein a water content of said hydrogel when fully hydrated ranges from 30% to 99% by weight of the total weight of said hydrogel or composite material containing a hydrogel.

17. The method of claim 1 , wherein said friction coefficient is substantially maintained at room temperature over a period of at least 60 minutes under essentially constant load and temperature.

18. The method of claim 1 , wherein said friction coefficient is substantially maintained at room temperature after at least one dehydration-rehydration cycle.

19. The method of claim 1 , wherein said friction coefficient is substantially maintained at 37° C. over a period of at least 60 minutes under essentially constant load and temperature.

20. The method of claim 1 , wherein said friction coefficient is substantially maintained at 37° C. after at least one dehydration-rehydration cycle.

Assignees

• Yeda Res & Dev

Inventors

• Klein Jacob
• Goldberg Ronit
• Iuster Noa
• Sorkin Raya

Classifications

• A61L2430/06

  for cartilage reconstruction, e.g. meniscus · CPC title

• A61K9/0024

  Solid, semi-solid or solidifying implants, which are implanted or injected in body tissue (compositions for intravenous administration, normal injectable solutions or dispersions for, e.g. subcutaneous administration A61K9/0019; brain implants A61K9/0085; (coated) prostheses, catheters or stents A61L) · CPC title

• A61L2400/10

  Materials for lubricating medical devices · CPC title

• A61K9/0019

  Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner (non-active ingredients are additionally classified in A61K47/00) · CPC title

• A61L27/34

  Macromolecular materials · CPC title