Methods for making biocompatible polymerizable acrylate products
AssigneeEmpire Technology Development LLC
InventorsWilliam B. Carlson, Gregory D. Phelan, Phillip A. Sullivan
Life of this patent
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Abstract
Sugar-acrylic monomers are synthesized to have a carbohydrate moiety linked to an acrylate group. The sugar-acrylic monomers may be polymerized to form polymers, adhesives, hydrogels, and the like. The sugar-acrylic monomers and polymers may be used in tissue engineering, adhesives and sealers, wound healing, and the like.
Claims21
A method for making a biocompatible polymerizable acrylate product, the method comprising:
- providing a carbohydrate having a plurality of hydroxyl groups;
- contacting the carbohydrate with a protecting group agent to yield a protected carbohydrate;
- linking a polymerizable acrylate group to the protected carbohydrate to yield a polymerizable acrylate monomer having a pendant carbohydrate moiety, wherein the step of linking the polymerizable acrylate group to the protected carbohydrate includes bonding a cyanoacrylate intermediate group to the protected carbohydrate and then converting the cyanoacrylate intermediate group to a polymerizable cyanoacrylate;
- and
- placing the polymerizable acrylate monomer in a water-tight sealed packaging, the sealed packaging being configured to have the seal broken when it is desired to use the polymerizable acrylate monomer.
A method for making a biocompatible polymerizable acrylate product, the method comprising:
- providing a carbohydrate having a plurality of hydroxyl groups;
- contacting the carbohydrate with a protecting group agent to yield a protected carbohydrate;
- and
- linking a polymerizable acrylate group to the protected carbohydrate to yield a polymerizable acrylate monomer having a pendant carbohydrate moiety, wherein the step of linking the polymerizable acrylate group to the protected carbohydrate includes bonding a cyanoacrylate intermediate group to the protected carbohydrate and then converting the cyanoacrylate intermediate group to a polymerizable cyanoacrylate;
- wherein the bonding of the cyanoacrylate intermediate group to the protected carbohydrate comprises:
- contacting the protected carbohydrate with an acid halide to yield a beta halide protected carbohydrate;
- contacting the beta halide protected carbohydrate with a cyanoacetate to yield a cyanoacrylate intermediate;
- and
- condensing the cyanoacrylate to yield a cyanoacrylate oligomer;
- and
- cracking the cyanoacrylate oligomer to yield the polymerizable acrylate monomer.
A method for making a biocompatible material providing a porous structure within which living tissue may grow, the method comprising:
- providing a carbohydrate having a plurality of hydroxyl groups;
- contacting the carbohydrate with a protecting group agent to yield a protected carbohydrate;
- linking a polymerizable acrylate group to the protected carbohydrate to yield a polymerizable acrylate monomer having a pendant carbohydrate moiety, wherein the step of linking the polymerizable acrylate group to the protected carbohydrate includes bonding a cyanoacrylate intermediate group to the protected carbohydrate and then converting the cyanoacrylate intermediate group to a polymerizable cyanoacrylate;
- combining the polymerizable cyanoacrylate with nanoparticles and/or microparticles;
- polymerizing the polymerizable cyanoacrylate in the presence of the nanoparticles and/or microparticles;
- and
- removing the nanoparticles and/or microparticles to yield a porous scaffold of the polymerized cyanoacrylate.
Dependencies are inferred from the claim text.