Abstract

In this work, a bio-based copolyester with good mechanical properties was synthesized and characterized in terms of structure, main properties and biodegradability Determining the chemical structure of such materials is important to understand their behavior and properties. Performing an extraction of insoluble cross-linked polymer using different solvents allowed us to analyze how the polymer behaves when subjected to different chemical environments, and to obtain soluble samples suitable for more in-depth analysis. Chemical structure of poly (xylitol sebacate-co-butylene sebacate) was determined by a 1H NMR and FTIR analysis of both prepolymer gel sample and samples obtained by extraction of cross-linked polymer using different solvents. Block structure of the copolymer was confirmed by both NMR and DSC. Gel fraction, swelling value, water contact angle, and mechanical properties were also analyzed. Biodegradability of this material was confirmed by performing enzymatic and hydrolytic degradation. Synthesizing sugar-alcohol based copolyester using three monomers leads to obtaining a material with interesting chemical structure and desirable mechanical properties comparable to conventional elastomers.

Highlights

  • Sugar alcohols as monomers for polymer synthesis have recently received an appreciable amount of attention from researchers, and have been used as substrates to synthesize a wide variety of materials with very different properties and possible applications

  • As a result of the synthesis described in 2.1 poly (PXBS)

  • Equilibrium swelling in tetrahydrofuran (THF), dichloromethane (DCM), dimethylformamide (DMF), dimethyl sulfoxide (DMSO), trifluoroacetic acid (TFA), ethyl acetate (ETAC), methanol (MeOH), chloroform (CHCl3 ), 1,1,1,3,3,3- hexafluoro-2-propanol (HFIP), and n-methylpyrrolidone (NMP) was measured by calculating the relative percentage increase in the mass of the cross-linked samples residing in the solvents for 72 h at 20 ◦ C, in accordance with PN-EN 579: 2001 method

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Summary

Introduction

Sugar alcohols as monomers for polymer synthesis have recently received an appreciable amount of attention from researchers, and have been used as substrates to synthesize a wide variety of materials with very different properties and possible applications. These materials include compounds with sugar alcohols scaffolds and azo-arms which can be reversibly photochemically liquefied and solidified [1], shape-memory poly (mannitol sebacate)/cellulose nanocrystal composites [2], hydroxyapatite composites with poly (sorbitol sebacate malate) matrix [3] polyurethanes with sorbitol as a chain extender for self-healing materials [4] and protective coatings [5]. Secondary and tertiary hydroxyl groups have very low reactivity, which lead us to conclude that our polymer has a non-branching linear structure [12]

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