Mixed Butyric-Formic Esters of Acid Polysaccharides
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Solution Overview
Problem
Current cosmetic and dermatological applications of hyaluronic acid and other glycosaminoglycans lack effective derivatives that provide simultaneous moisturizing, elasticizing, and protective properties against enzymatic degradation and radiation-induced skin damage, with limited use of hydroxyl esters with organic acids.
Innovation Solution
Development of mixed butyric-formic esters of acid polysaccharides, specifically hyaluronic acid, chondroitin sulfate, dermatan sulfate, and heparan sulfate, through a process involving dissolution in formamide, reaction with butyric anhydride and a base, followed by purification and freeze-drying, which introduces butyrate and formate residues, enhancing their chemico-physical and biological characteristics.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If hyaluronic acid is used in native form for cosmetic moisturizing, then moisturizing effect is achieved, but resistance to enzymatic degradation is insufficient
Solution Approach 1:
The patent applies parameter changes by modifying the chemical structure of hyaluronic acid through esterification at hydroxyl groups with butyric and formic acids. This changes the molecular parameters (adding ester groups) to improve enzymatic resistance while maintaining the base polymer structure, resolving the contradiction between enhanced reliability and manufacturing complexity
Solution Approach 2:
The invention creates composite derivatives by combining hyaluronic acid with butyric and formic acid esters. This composite structure integrates the moisturizing properties of HA with the degradation resistance of ester groups, achieving both improved reliability and controlled manufacturability through the specific synthesis process
2Strength
If crosslinking agents are used to improve viscoelasticity, then elasticizing effect is enhanced, but product complexity increases
Solution Approach 1:
The patent modifies the viscoelastic parameters of hyaluronic acid through esterification rather than crosslinking. By changing the chemical parameters (adding butyrate and formate esters at hydroxyl groups), the patent achieves enhanced elasticizing effects without introducing external crosslinking agents, thus improving strength while controlling product complexity
3Reliability
If hydroxyl esters with organic acids are synthesized, then enzymatic degradation resistance improves, but manufacturing process complexity increases
Solution Approach 1:
The patent systematically changes the chemical parameters of hyaluronic acid by esterifying hydroxyl groups with specific organic acids (butyric and formic). This parameter change approach improves enzymatic degradation resistance through controlled chemical modification, managing synthesis complexity through a defined two-step process
Solution Approach 2:
The patent uses an intermediary approach by first dissolving hyaluronic acid in formamide, then sequentially adding base followed by butyric anhydride. This intermediary solvent system and stepwise addition method facilitates the esterification process, improving enzymatic resistance while managing synthesis complexity through controlled reaction conditions
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
The resulting derivatives exhibit improved resistance to enzymatic degradation, significant elasticizing and moisturizing effects, and protective benefits against radiation-induced dermatitis, demonstrated through in vivo studies and instrumental measurements, offering a versatile solution for skin treatments and cosmetic applications.
Implementation Method 1
the acid polysaccharide derivatives are obtained by a process that comprises: a) dissolving the acid polysaccharide, salified with sodium or other alkali metals, in formamide by heating; b) adding to the resulting solution, at room temperature, an organic base, followed, after 15 minutes, by butyric anhydride
Implementation Method 2
purifying the dilute reaction mixture by dialysis or tangential filtration
Implementation Method 3
purifying the dilute reaction mixture by dialysis or tangential filtration
Implementation Method 4
freezing the purified polysaccharide solution and recovering the product by freeze-drying or spray-drying
Implementation Method 5
recovering the product by freeze-drying or spray-drying
Data Source
Figure 1~2
AI summary
Disclosed are acid polysaccharides characterised by the concomitant presence of alcohol groups esterified with butyric and formic acids.