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

Abstract

Summary2-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.

Influence of cyclodextrin on the UCST- and LCST-behavior of poly(2-methacrylamido-caprolactam)-co-(N,N-dimethylacrylamide)

“…The T C of a thermoresponsive polymer solution can be altered easily by variation of the chemical structure and to a certain degree by variation of the chain length of the used polymer, also. Interestingly, the T C -values of suitable polymers in water can also be influenced significantly by supramolecular interactions with cyclodextrin [ 9 ]. Accordingly, we described in 2003 for the first time, that the LCST of a poly( N -adamantylacrylamide-co- N ’-isopropylacrylamide) is influenced by CD [ 10 ].…”

Highly improved reverse osmosis performance of novel PVA/DGEBA cross-linked membranes by incorporation of Pluronic F-127 and MWCNTs for water desalination

“…The band at 1236 and 1082 cm − 1 are characteristic for C\ \O\ \C cyclic and acyclic groups of epoxy present in DGEBA, respectively [81]. In addition, the band at 838 cm −1 confirmed the characteristic asymmetric vibration of epoxide ring [82]. The band at 1141 cm −1 in all spectra ascertained the existence of C\ \O bond in PVA.…”

Photocurable Epoxy Acrylate Coatings Preparation by Dual Cationic and Radical Photocrosslinking

“…In particular, the absorption bands corresponding to the vibrations of carboxyl and epoxy groups are of special interest to evaluate the extent of reactions in the investigated system. In fact, from Figure 7 , it can be observed that in the EA prepolymer, the intensity of the IR absorption bands arising from –C–H (3057 cm −1 ), C–O (914 cm −1 ), and C–O–C (825 cm −1 ) stretching vibrations of oxirane groups [ 31 , 32 , 33 ] decrease, thus confirming that the ring-opening of epoxy groups took place. Furthermore, one can note that the peak at 1695 cm −1 originating from the carbonyl stretching mode in AA [ 34 , 35 ] becomes less intense as a result of the reaction and finally indistinguishable.…”