Starch Formates: Synthesis and Modification

Starch can be efficiently converted into the corresponding formates homogeneously using <i>N</i>-formyl imidazole obtained by the reaction of 1,1′-carbonyldiimidazole and formic acid in dimethyl sulfoxide as a solvent. Starch formates are soluble in polar aprotic solvents, not susceptibl...

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Main Authors: Sascha Blohm, Thomas Heinze, Haisong Qi
Format: Article
Language:English
Published: MDPI AG 2021-08-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/16/4882
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author Sascha Blohm
Thomas Heinze
Haisong Qi
author_facet Sascha Blohm
Thomas Heinze
Haisong Qi
author_sort Sascha Blohm
collection DOAJ
description Starch can be efficiently converted into the corresponding formates homogeneously using <i>N</i>-formyl imidazole obtained by the reaction of 1,1′-carbonyldiimidazole and formic acid in dimethyl sulfoxide as a solvent. Starch formates are soluble in polar aprotic solvents, not susceptible against hydrolysis, and not meltable. Thermoplastics could be generated by conversion of starch formates with long-chain fatty acids exemplified by the conversion with lauroyl chloride in <i>N,N</i>-dimethylacetamide, leading to mixed starch laurate formates. The mixed esters show melting temperatures mainly dependent on the amount of laurate ester moieties.
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spelling doaj.art-762ed64c7602410894b81e87494116c32023-11-22T08:53:22ZengMDPI AGMolecules1420-30492021-08-012616488210.3390/molecules26164882Starch Formates: Synthesis and ModificationSascha Blohm0Thomas Heinze1Haisong Qi2Centre of Excellence for Polysaccharide Research, Institute for Organic Chemistry and Macromolecular Chemistry, Friedrich Schiller University Jena, Humboldtstraße 10, D-07743 Jena, GermanyCentre of Excellence for Polysaccharide Research, Institute for Organic Chemistry and Macromolecular Chemistry, Friedrich Schiller University Jena, Humboldtstraße 10, D-07743 Jena, GermanyState Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou 510640, ChinaStarch can be efficiently converted into the corresponding formates homogeneously using <i>N</i>-formyl imidazole obtained by the reaction of 1,1′-carbonyldiimidazole and formic acid in dimethyl sulfoxide as a solvent. Starch formates are soluble in polar aprotic solvents, not susceptible against hydrolysis, and not meltable. Thermoplastics could be generated by conversion of starch formates with long-chain fatty acids exemplified by the conversion with lauroyl chloride in <i>N,N</i>-dimethylacetamide, leading to mixed starch laurate formates. The mixed esters show melting temperatures mainly dependent on the amount of laurate ester moieties.https://www.mdpi.com/1420-3049/26/16/4882starchesterificationstarch formatemixed starch esterthermoplastic
spellingShingle Sascha Blohm
Thomas Heinze
Haisong Qi
Starch Formates: Synthesis and Modification
Molecules
starch
esterification
starch formate
mixed starch ester
thermoplastic
title Starch Formates: Synthesis and Modification
title_full Starch Formates: Synthesis and Modification
title_fullStr Starch Formates: Synthesis and Modification
title_full_unstemmed Starch Formates: Synthesis and Modification
title_short Starch Formates: Synthesis and Modification
title_sort starch formates synthesis and modification
topic starch
esterification
starch formate
mixed starch ester
thermoplastic
url https://www.mdpi.com/1420-3049/26/16/4882
work_keys_str_mv AT saschablohm starchformatessynthesisandmodification
AT thomasheinze starchformatessynthesisandmodification
AT haisongqi starchformatessynthesisandmodification