Oligomeric epoxide–amine adducts based on 2-amino-N-isopropylacetamide and α-amino-ε-caprolactam: Solubility in presence of cyclodextrin and curing properties

2-Amino-N-isopropylacetamide and α-amino-ε-caprolactam were reacted with glycerol diglycidyl ether to give novel oligomeric thermoresponsive epoxide–amine adducts. These oligomers exhibit a lower critical solution temperature (LCST) behavior in water. The solubility properties were influenced with r...

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Main Authors: Julian Fischer, Helmut Ritter
Format: Article
Language:English
Published: Beilstein-Institut 2013-12-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.9.315
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author Julian Fischer
Helmut Ritter
author_facet Julian Fischer
Helmut Ritter
author_sort Julian Fischer
collection DOAJ
description 2-Amino-N-isopropylacetamide and α-amino-ε-caprolactam were reacted with glycerol diglycidyl ether to give novel oligomeric thermoresponsive epoxide–amine adducts. These oligomers exhibit a lower critical solution temperature (LCST) behavior in water. The solubility properties were influenced with randomly methylated β-cyclodextrin (RAMEB-CD) and the curing properties of the amine–epoxide mixtures were analyzed by oscillatory rheology and differential scanning calorimetry, whereby significant differences in setting time, viscosity, and stiffness were observed.
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spelling doaj.art-875e97e50b4148468b1848a7bdbc94de2022-12-21T22:21:49ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972013-12-01912803281110.3762/bjoc.9.3151860-5397-9-315Oligomeric epoxide–amine adducts based on 2-amino-N-isopropylacetamide and α-amino-ε-caprolactam: Solubility in presence of cyclodextrin and curing propertiesJulian Fischer0Helmut Ritter1Institute of Organic Chemistry and Macromolecular Chemistry, Heinrich-Heine-University Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, GermanyInstitute of Organic Chemistry and Macromolecular Chemistry, Heinrich-Heine-University Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, Germany2-Amino-N-isopropylacetamide and α-amino-ε-caprolactam were reacted with glycerol diglycidyl ether to give novel oligomeric thermoresponsive epoxide–amine adducts. These oligomers exhibit a lower critical solution temperature (LCST) behavior in water. The solubility properties were influenced with randomly methylated β-cyclodextrin (RAMEB-CD) and the curing properties of the amine–epoxide mixtures were analyzed by oscillatory rheology and differential scanning calorimetry, whereby significant differences in setting time, viscosity, and stiffness were observed.https://doi.org/10.3762/bjoc.9.315amino acidscuring propertiescyclodextrinepoxide–amine oligomersLCST
spellingShingle Julian Fischer
Helmut Ritter
Oligomeric epoxide–amine adducts based on 2-amino-N-isopropylacetamide and α-amino-ε-caprolactam: Solubility in presence of cyclodextrin and curing properties
Beilstein Journal of Organic Chemistry
amino acids
curing properties
cyclodextrin
epoxide–amine oligomers
LCST
title Oligomeric epoxide–amine adducts based on 2-amino-N-isopropylacetamide and α-amino-ε-caprolactam: Solubility in presence of cyclodextrin and curing properties
title_full Oligomeric epoxide–amine adducts based on 2-amino-N-isopropylacetamide and α-amino-ε-caprolactam: Solubility in presence of cyclodextrin and curing properties
title_fullStr Oligomeric epoxide–amine adducts based on 2-amino-N-isopropylacetamide and α-amino-ε-caprolactam: Solubility in presence of cyclodextrin and curing properties
title_full_unstemmed Oligomeric epoxide–amine adducts based on 2-amino-N-isopropylacetamide and α-amino-ε-caprolactam: Solubility in presence of cyclodextrin and curing properties
title_short Oligomeric epoxide–amine adducts based on 2-amino-N-isopropylacetamide and α-amino-ε-caprolactam: Solubility in presence of cyclodextrin and curing properties
title_sort oligomeric epoxide amine adducts based on 2 amino n isopropylacetamide and α amino ε caprolactam solubility in presence of cyclodextrin and curing properties
topic amino acids
curing properties
cyclodextrin
epoxide–amine oligomers
LCST
url https://doi.org/10.3762/bjoc.9.315
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AT helmutritter oligomericepoxideamineadductsbasedon2aminonisopropylacetamideandaaminoecaprolactamsolubilityinpresenceofcyclodextrinandcuringproperties