Tissue-adhesive hydrogels
AssigneePolyganics IP B.V.
InventorMartin Franke Tooren
Life of this patent
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Abstract
The invention is directed to a tissue-adhesive multi-arm polymer comprising a core from which polymeric arms extent, which polymeric arms are substituted with a hydroxyl-substituted aromatic group based on compounds such as dopamine, L-DOPA, D-DOPA, tyramine, noradrenaline and/or serotonin. In addition, the invention is directed to a caprolactam blocked hydroxyl-substituted aromatic compound, suitable for the preparation of the tissue-adhesive multi-arm polymer and to the method for the preparation of the tissue-adhesive multi-arm polymer.
Claims20
A method for preparing a tissue-adhesive multi-arm polymer having a structure according to formula I
- wherein Q represent a core;
- the polymeric chain comprises one or more polymeric groups;
- X represents O, S or NH;
- the spacer represents a linear or branched C1-C8 hydrocarbon, optionally substituted with one or more OH, SH, halide, amide and/or carboxylate;
- ArOH represents a hydroxyl-substituted aromatic group;
- m represents the number of functionalized polymer arms and is 2 or more;
- and
- n represents the number of non-functionalized polymer arms and is a number in the range of less than m, wherein said method comprises reacting a multi-arm polymer having a structure according to formula II with the caprolactam blocked hydroxyl-substituted aromatic compound according to formula III.
A tissue-adhesive multi-arm polymer having a structure according to formula I,
- wherein Q represent a core;
- the polymeric chain comprises one or more polymeric groups;
- X represents O, S or NH;
- the spacer represents a linear or branched C1-C8 hydrocarbon, optionally substituted with one or more OH, SH, halide, amide and/or carboxylate;
- ArOH represents a hydroxyl-substituted aromatic group;
- m represents the number of functionalized polymer arms and is 2 or more;
- and
- n represents the number of non-functionalized polymer arms and is a number in the range of less than m,
- wherein the tissue-adhesive multi-arm polymer has a number-average molecular weight of 40 kDa or more.
A caprolactam blocked hydroxyl-substituted aromatic compound having a structure according to formula IIIb
- wherein R2 is H, OH or CO2H or esters thereof.
A functionalized material that has a foam structure, a sheet structure, a gel-like structure, or a combination thereof having a surface comprising at least one hydroxyl, sulfhydryl and/or amine reactive group of which part is functionalized with a hydroxyl-substituted aromatic compound, and wherein the functionalized material has a structure in accordance with formula Bb,
- wherein XH is the hydroxyl, sulfhydryl and/or amine reactive group;
- and R2 is H, OH or CO2H or esters thereof.
Dependencies are inferred from the claim text.