Synthesis and film formation of furfuryl- and maleimido carbonic acid derivatives of dextran

Thomas Elschner; Franziska Obst; Karin Stana-Kleinschek; Rupert Kargl; Thomas Heinze

doi:10.1016/j.carbpol.2016.12.038

Synthesis and film formation of furfuryl- and maleimido carbonic acid derivatives of dextran

Carbohydr Polym. 2017 Apr 1:161:1-9. doi: 10.1016/j.carbpol.2016.12.038. Epub 2016 Dec 26.

Authors

Thomas Elschner¹, Franziska Obst², Karin Stana-Kleinschek³, Rupert Kargl¹, Thomas Heinze⁴

Affiliations

¹ Laboratory for Characterization and Processing of Polymers, Faculty of Mechanical Engineering, University of Maribor, Smetanova 17, SI-2000 Maribor, Slovenia.
² Center of Excellence for Polysaccharide Research, Institute for Organic Chemistry and Macromolecular Chemistry, Friedrich Schiller University of Jena, Humboldtstraße 10, D-07743 Jena, Germany.
³ Laboratory for Characterization and Processing of Polymers, Faculty of Mechanical Engineering, University of Maribor, Smetanova 17, SI-2000 Maribor, Slovenia. Electronic address: karin.stana@um.si.
⁴ Center of Excellence for Polysaccharide Research, Institute for Organic Chemistry and Macromolecular Chemistry, Friedrich Schiller University of Jena, Humboldtstraße 10, D-07743 Jena, Germany. Electronic address: thomas.heinze@uni-jena.de.

PMID: 28189217
DOI: 10.1016/j.carbpol.2016.12.038

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.

Keywords: Dextran; Furfuryl carbamate; Maleimido carbonate; Synthesis; Thin film.

MeSH terms

Carbamates / chemical synthesis
Carbamates / chemistry*
Dextrans / chemical synthesis
Dextrans / chemistry*
Furans / chemical synthesis
Furans / chemistry*
Maleimides / chemical synthesis
Maleimides / chemistry*
Molecular Structure
Wettability

Substances

Carbamates
Dextrans
Furans
Maleimides