Synthesis and film formation of furfuryl- and maleimido carbonic acid derivatives of dextran. (1st April 2017)

• Record Type: Journal Article
• Authors: Elschner, Thomas; Obst, Franziska; Stana-Kleinschek, Karin; Kargl, Rupert; Heinze, Thomas
• Is Part Of: Carbohydrate polymers. Volume 161(2017)
• Page Start: 1
• Page End: 9
• Publication Date: 2017-04-01
• Subjects: Dextran -- Synthesis -- Furfuryl carbamate -- Maleimido carbonate -- Thin film; Polysaccharides -- Periodicals; Polysaccharides -- Periodicals; Polysaccharides -- Périodiques; Electronic journals; 547.78
• DOI: 10.1016/j.carbpol.2016.12.038
• Languages: English
• ISSNs: 0144-8617

Abstract

Abstract : Highlights: Synthesis of highly functionalized dextran furfuryl carbamates requires trimethylamine. Dextran furfuryl carbamates with random or regioselective substitution patterns are accessible. Dextran maleimido carbonate is synthesized mildly and efficiently. Quantitative removal of the protecting group in bulk or thin film is evidenced. Abstract: Carbonic acid derivatives of dextran possessing furfuryl- and maleimido moieties were synthesized and processed into thin films by spin coating. First, products with different degrees of substitution (DS) of up to 3.0 and substitution patterns were obtained and characterized by NMR- and FTIR spectroscopy, as well as elemental analysis. Thin films possessing maleimide groups were obtained by spin coating of maleimido dextran (furan-protected) and dextran furfuryl carbamate that was converted with bismaleimide. The removal of the protecting group (furan) on the thin film was monitored by QCM-D and compared with gravimetric analysis of the bulk material. Film morphology and wettability were determined by means of AFM and contact angle measurements.