Engineered polysaccharides: α‐1,3‐glucan acetates showing upper critical solution temperature in organic solvents

GND
120056801
ORCID
0000-0001-7726-6593
Affiliation
Institute for Organic Chemistry and Macromolecular Chemistry, Friedrich-Schiller-Universtät Jena
Heinze, Thomas;
Affiliation
Institute for Organic Chemistry and Macromolecular Chemistry, Friedrich-Schiller-Universität Jena
Pfeifer, Annett;
ORCID
0000-0001-9265-0163
Affiliation
Institute for Organic Chemistry and Macromolecular Chemistry, Friedrich-Schiller-Universität Jena
Koschella, Andreas;
Affiliation
DuPont Industrial BioSciences
Adelman, Douglas;
Affiliation
DuPont Industrial BioSciences
Howe, Laurie;
Affiliation
DuPont Industrial BioSciences
Behabtu, Natnael;
Affiliation
DuPont Industrial BioSciences
Lenges, Christian

Abstract Acetates of α‐1,3‐glucan dissolved in N , N ‐dimethyl acetamide/LiCl are prepared by converting the polysaccharide with acetyl chloride, acetic acid anhydride/pyridine, or with acetic acid/ N,N ′‐carbonyl diimidazole. Values of the degree of substitution for the acetyl groups (DS Ac ) of up to 2.6 are realized. NMR spectroscopic measurements reveal a preferred conversion of the primary hydroxyl group at position 6 followed by positions 2 and 4. Depending on the DS Ac , the samples may be soluble in solvents of different polarity at room temperature or at elevated temperatures showing upper critical solution temperature at DS of about 2.5. This process is found to be reversible.

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License Holder: © 2019 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim

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