Hydrogel comprising a cross-linked and silylated polysaccharide and process for obtaining same
AssigneeTeoxane
InventorsJulien IEHL, Jimmy FAIVRE
Life of this patent
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Abstract
The present invention relates to a process for preparing a hydrogel, comprising the following steps: a) provision of a polysaccharide or a salt thereof; b) crosslinking of the polysaccharide in the presence of 0.05 to 10 mol %, preferentially 0.1 to 2 mol %, of at least one crosslinking agent, or a salt thereof, per 1 mol of repeat units of the polysaccharide; c) functionalisation of the polysaccharide with at least one silylated molecule of formula Chem. I or a salt thereof; d) sol-gel reaction of at least one part of the Si—OR10 groups and optionally at least one part of the SiOR4 groups of the molecule of formula Chem. I or a salt thereof when they are present.
Claims27
A process for preparing a hydrogel comprising the following steps:
- a) providing at least a polysaccharide or a salt thereof;
- b) cross-linking the polysaccharide in the presence of 0.05 to 10 mol % of at least a cross-linking agent, or a salt thereof, per 1 mole of repeat units of the polysaccharide, the cross-linking agent comprising at least two functional Z groups, which are identical or different, selected from the group consisting of isocyanate, amino, epoxide, carboxyl,
- N-succinimidyloxycarbonyl, N-sulfosuccinimidyloxycarbonyl, halogenocarbonyl, isothiocyanate, vinyl, formyl, hydroxyl, sulfhydryl, hydrazino, acylhydrazino, aminoxy, carbodiimide, and an acid anhydride residue;
- c) functionalizing the polysaccharide with at least a molecule of formula Chem. I:
- or a salt thereof
- in which:
- T represents an isocyanate, amino, epoxide, carboxyl, N-succinimidyloxycarbonyl, N-sulfosuccinimidyloxycarbonyl, halogenocarbonyl, isothiocyanate, vinyl, formyl, hydroxyl, sulfhydryl, hydrazino, acylhydrazino, aminoxy, carbodiimide group, or an acid anhydride residue;
- A represents a chemical bond or a spacer group;
- R5 and R6, which are identical or different, represent a hydrogen atom;
- a halogen atom;
- an —OR4 group with R4 representing a hydrogen atom, an aryl group or an aliphatic hydrocarbon group including from 1 to 6 carbon atoms;
- an aryl;
- or an aliphatic hydrocarbon group including from 1 to 6 carbon atoms optionally substituted by one or more group(s) selected from the group consisting of a halogen atom, an aryl and a hydroxyl;
- R10 represents a hydrogen atom, an aryl group or an aliphatic hydrocarbon group including from 1 to 6 carbon atoms;
- d) sol-gel reacting at least a part of the Si—OR10 groups and optionally at least a part of the SiOR4 groups when they are present;
- in which step b) is carried out before, or concomitantly with step c), or step b) is carried out consecutively to steps c) and d).
A hydrogel comprising at least a polysaccharide cross-linked with at least one cross-linking bond LR1 and at least one cross-linking bond LR2,
- the cross-linking bond LR1 comprising at least one unit Si—O—Si,
- the cross-linking bond LR2, different from the cross-linking bond LR1, being obtained by cross-linking a polysaccharide with at least a cross-linking agent comprising at least two functional Z groups, which are identical or different, selected from the group consisting of isocyanate, amino, epoxide, carboxyl, N-succinimidyloxycarbonyl, N-sulfo succinimidyloxycarbonyl, halogenocarbonyl, isothiocyanate, vinyl, formyl, hydroxyl, sulfhydryl, hydrazino, acylhydrazino, aminoxy, carbodiimide groups, and an acid anhydride residue;
- the hydrogel having a degree of modification by the cross-linking agent of 0.05 to 10.0%.
(canceled)
Dependencies are inferred from the claim text.