Simultaneous Polysaccharide Substitution and Crosslinking

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Solution Overview

Problem

Existing methods for producing crosslinked and substituted polysaccharides face challenges in achieving synergistically improved rheological properties, often requiring multiple steps and leading to polysaccharide degradation due to harsh reaction conditions.

Innovation Solution

A process where crosslinking and substitution reactions are performed simultaneously under the same experimental conditions on the hydroxyl functions of polysaccharides, avoiding competition between reaction species and using a catalyst with a controlled reaction catalyst ratio, thereby maintaining the polysaccharide's integrity and enhancing rheological properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If crosslinking and substitution are performed in separate steps using conventional methods, then the polysaccharide can be modified, but the rheological properties are not synergistically improved and the process requires multiple steps

Engineering Contradiction:
Improverheological propertiesVSAvoidnumber of synthesis steps
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent merges crosslinking and substitution reactions into a single simultaneous process. The polysaccharide is crosslinked and substituted in one reaction step using a multifunctional crosslinking agent that can form both crosslinks and introduce substituents, eliminating the need for separate synthesis steps and achieving synergistic improvement in rheological properties.

Inventive Principle:
Principle #5Merging (Combining)

2Strength

If conventional crosslinking methods are used with high density of ester functions, then crosslinking can be achieved, but polysaccharide degradation occurs due to harsh reaction conditions

Engineering Contradiction:
Improvecrosslinking densityVSAvoidpolysaccharide integrity
Core Design Contradiction:
StrengthVSStability of the object's composition

Solution Approach 1:

The patent changes the reaction parameters by using a catalyst system that enables crosslinking and substitution to proceed under milder conditions. The catalyst allows the reaction to occur at lower temperatures and pH levels, reducing polysaccharide degradation while maintaining effective crosslinking density and improving overall composition stability.

Inventive Principle:
Principle #35Parameter changes

3Adaptability or versatility

If substitution is performed before crosslinking, then functionalization can be achieved, but competition between crosslinking and functionalization reactions occurs

Engineering Contradiction:
ImprovefunctionalizationVSAvoidreaction efficiency
Core Design Contradiction:
Adaptability or versatilityVSProductivity

Solution Approach 1:

The patent employs preliminary action by pre-activating the crosslinking agent or preparing the polysaccharide in a specific state before the simultaneous reaction begins. This preliminary preparation ensures that when the reaction starts, both crosslinking and substitution proceed efficiently without competition, as the reaction conditions are pre-optimized for both processes to occur harmoniously.

Inventive Principle:
Principle #10Preliminary action

4Adaptability or versatility

If multiple synthesis steps are implemented for co-crosslinked and substituted polysaccharides, then complex polymer matrices can be formed, but the process becomes time-consuming and requires careful adaptation of crosslinker quantity

Engineering Contradiction:
Improvepolymer matrix complexityVSAvoidsynthesis time
Core Design Contradiction:
Adaptability or versatilityVSLoss of time

Solution Approach 1:

The patent uses a universal crosslinking agent that performs multiple functions simultaneously: it crosslinks the polysaccharide chains and introduces substituent groups in one reaction. This multi-functional approach eliminates the need for multiple separate steps, reducing synthesis time while maintaining the ability to form complex co-crosslinked polymer matrices with desired properties.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

This approach results in polysaccharides with improved viscoelasticity and rheological properties, maintaining biological properties and stability during sterilization, while simplifying the process by reducing reaction time and steps, and eliminating secondary product formation.

Implementation Method 1

a process for the simultaneous substitution and crosslinking of a polysaccharide via its hydroxyl functions

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Data Source

PatentEP2785745B1Method for simultaneously substituting and cross-linking a polysaccharide by means of the hydroxyl functions thereof
Publication Date: 2024.02.21 LABORATOIRES VIVACY SAS
  • EP2785745B1 patent drawingFigure 1~2
  • EP2785745B1 patent drawingFigure 3
  • EP2785745B1 patent drawing

AI summary

The invention relates to a method for simultaneously substituting and cross-linking a polysaccharide by means of the hydroxyl functions thereof in the aqueous phase, characterized in that same includes the following steps: a polysaccharide is arranged in an aqueous medium; same is placed in the presence of at least one precursor of a substituent; same is placed in the presence of a cross-linking agent; and the substituted and cross-linked polysaccharide is produced and isolated. The invention is characterized in that said method is implemented in the presence of an acid or base catalyst, the Sa concentration of which is between 3.16 x 10-7 and 0.32 mol/L, and at a temperature that is lower than 60ºC. In one embodiment, the polysaccharide is provided in the form of a gel or hydrogel, which is used in particular as a filling biomaterial.