Synthesis and physicochemical characterization of chitin dihexanoate — A new biocompatible chitin derivative — In comparison to chitin dibutyrate
| Autor: | Piotr Rieske, Bartosz Janicki, Aleksandra Ramięga, Wanda Piaskowska, Sylwester Piaskowski, Zbigniew Bartczak, Magdalena Grala, Karolina Skołucka-Szary |
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| Rok vydání: | 2016 |
| Předmět: |
Magnetic Resonance Spectroscopy
Materials science Biocompatibility Polymers Biocompatible Materials Chitin Bioengineering 02 engineering and technology 010402 general chemistry Polysaccharide 01 natural sciences Biomaterials chemistry.chemical_compound Chitin nanofibril Organic chemistry chemistry.chemical_classification Tissue Engineering Butyric anhydride Biomaterial 021001 nanoscience & nanotechnology 0104 chemical sciences Solvent chemistry Mechanics of Materials Dimethylformamide 0210 nano-technology Porosity |
| Zdroj: | Materials Science and Engineering: C. 60:489-502 |
| ISSN: | 0928-4931 |
| Popis: | Chitin dihexanoate (DHCH) is the novel biocompatible and technologically friendly highly substituted chitin diester. Here we described optimization of DHCH and chitin dibutyrate (dibutyryl chitin, DBC) synthesis conditions (temperature and reaction time) to obtain desired polymers with high reaction yield, high substitution degree (close to 2) and appropriately high molecular weights. A two-step procedure, employing acidic anhydrides (hexanoic or butyric anhydride) as the acylation agent and methanesulfonic acid both as the catalyst and the reaction medium, was applied. Chemical structures of DBC and DHCH were confirmed by NMR ((1)H and (13)C) and IR investigations. Mechanical properties, thermogravimetric analysis, differential scanning calorimetry and biocompatibility (Neutral red uptake assay, Skin Sensitization and Irritation Tests) were assessed. Both polymers proved highly biocompatible (non-cytotoxic in vitro, non-irritating and non-allergic to skin) and soluble in several organic solvents (dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, acetone, ethanol and others). It is worth emphasizing that DHCH and DBC can be easily processed by solvent casting method and the salt-leaching method, what gives the opportunity to prepare highly porous structures, which can be further successfully applied as the material for wound dressings and scaffolds for tissue engineering. |
| Databáze: | OpenAIRE |
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