Search results for "Cyclodextrin"
showing 10 items of 266 documents
Cyclodextrins in Polymer Synthesis: Free Radical Copolymerization of Methylated β-Cyclodextrin Complexes of Hydrophobic Monomers with N-Isopropylacr…
2000
Methylated β-cyclodextrin (me-β-CD) was used to form water-soluble host/guest complexes with the hydrophobic monomers n-butyl methacrylate (1), cyclohexyl methacrylate (2), isobornyl acrylate (3), isobornyl methacrylate (4), and styrene (5), respectively. The free-radical copolymerizations of the water-soluble N-isopropylacrylamide (NIPAAm) with these complexed monomers were carried out in water at different molar ratios.
Cyclodextrins in polymer synthesis: Free radical polymerization of cyclodextrin complexes withN-methacryloyl-11-aminoundecanoic acid orN-methacryloyl…
1998
The hydrophobic monomers N-methacryloyl-11 -aminoundecanoic acid (1) or N-methacryloyl-1-aminononane (2) were incorporated as guests into the cavity of heptakis(2,6-di-O-methyl)-β-cyclodextrin (Me 2 -β-CD) as a host, yielding the water compatible monomers N-methacryloyl-l 11-aminoundecanoic acid/ Me 2 -β-CD-complex (1a) and N-methacryloyl-1 -aminononane/Me 2 -β-Cl complex (2a). These complexes were polymerized radically in aqueous medium. The resulting polymers 1b and 2b which were obtained from the complexes 1a and 2a, are insoluble in water because of the unthreading of the cyclodextrin during the polymerization. The polymerization rate of 1a and 2a is high in comparison to the rate of th…
Cyclodextrins in polymer synthesis: free radical polymerisation of cyclodextrin complexes of cyclohexyl and phenyl methacrylate in aqueous medium
1998
The polymerisation mechanism of 2,6-dimethyl-β-cyclodextrin (Me2-β-CD) complexes of phenyl methacrylate (1) and cyclohexyl methacrylate (2) is described. The polymerisation of the complexes 1 a and 2a was carried out in water with potassium peroxodisulfate/potassium hydrogensulfite as initiator. The unthreading of the Me2-β-CD during the polymerisation led to water-insoluble poly(phenyl methacrylate) (1b) and poly(cyclohexyl methacrylate) (2b). By comparison, analogously prepared polymers from uncomplexed monomers 1 and 2 in homogeneous organic solvent (THF) with AIBN as radical initiator showed significantly lower viscosities and were obtained in lower yields in both cases.
Cyclodextrins in polymer synthesis: Free radical polymerization of methylated β-cyclodextrin complexes of methyl methacrylate and styrene, controlled…
2000
Methylated β-cyclodextrin (me-β-CD) was used to complex the hydrophobic monomers methyl methacrylate (1) or styrene (2) yielding the water-soluble 1 : 1-host/guest complexes methyl methacrylate/me-β-CD (1 a) and styrene/me-β-CD (2 a), respectively. In addition, the hydrophobic chain-transfer agent dodecanethiol (3) was complexed by two equivalents of me-β-CD yielding the water-soluble dodecanethiol/me-β-CD (3 a). The included monomers were polymerized in water by a free-radical mechanism in the presence of 3 a as the chain-transfer agent. The chain-transfer constants were determined. In order to evaluate these results, the chain-transfer constants of 3 were also determined in the case of th…
Cyclodextrins in Polymer Synthesis: Synthesis and Influence of Methylatedβ-Cyclodextrin on the Radical Polymerization Behavior of 1,1-Disubstituted 2…
2001
The chemical and enzymatic hydrolyses of 1,1-diethoxycarbonyl-2-vinylcyclopropane (1) were investigated. The product of the pig liver esterase (PLE)-catalyzed hydrolysis of 1 is a chiral trans monoester of 2-vinylcyclopropane dicarboxylic acid. New 1,1-disubstituted 2-vinylcyclopropane monomers (2a, b) were synthesized by the esterification of this ester. Methylated β-cyclodextrin was used to complex monomers 2a, b, yielding water-soluble 1 : 1 host/guest complexes. These complexes were polymerized in aqueous media by a free-radical ring-opening mechanism.
Supramolecular Nanocycles Comprisingβ-Cyclodextrin-click-Ferrocene Units: Rings of Rings of Rings
2010
We applied 1,3-dipolar cycloaddition to bind ethynylferrocene onto 6I-azido-6I-deoxycyclomaltoheptaose under microwave assisted conditions. The process was investigated by (1) H NMR, FT-IR spectroscopy, and MALDI-TOF mass spectrometry. The ability of the synthesized compound to self-organize to cyclic supramolecular structures was investigated by dynamic light scattering measurements and cryo-transmission electron microscopy.
Synthesis and characterisation of novel chemical conjugates based on alpha, beta-polyaspartylhydrazide and beta-cyclodextrins
2006
A new family of supramolecular systems based on a synthetic polyaminoacid and cyclic oligosaccharides such as beta-cyclodextrins (beta-CDs) was synthesised. The pharmaceutical potential of these systems arises from the proper combination between the complexing properties of cyclodextrins and the particular pharmacokinetic profile that can be obtained by using macromolecular conjugates with a biocompatible backbone. Five supramolecular conjugates were synthesised by using alpha,beta-polyaspartylhydrazide (PAHy) as a polymeric component and various amounts of two P-CD derivatives. In particular, by reaction of PAHy with beta-CD monoaldehyde, samples named as A(1), A(2) and A(3), bearing, resp…
Oxidative oligomerization of cyclodextrin-complexed bifunctional phenols catalyzed by horseradish peroxidase in water
2000
The HRP-catalyzed oligomerization of hydrophobic bifunctional phenols in water was realized by the use of 2,6-di-O-methylated β-cyclodextrin. The molecular weights of the resulting oligomers were in the same region as they were reached by conventional HRP-catalyzed oligomerizations in water/dioxane-mixtures. The polymerizable moieties, maleimide and methacrylamide, were not affected during the oligomerization process, as proofed by NMR, MALDI-TOF and FT-IR measurements. It was therefore possible to get soluble functionalized oligomers, which were crosslinked via radical copolymerization with suitable components (styrene, MMA) or heating.
Effect of pH Variations on the Properties of Cyclodextrin‐Calixarene Nanosponges
2019
The pH-responsive properties of cyclodextrin-calixarene nanosponge co-polymeric materials have been investigated. In particular, ISE-H+ potentiometric titrations were carried out in order to evaluate the acid-base properties and the actual amount of ionizable sites present in the materials. Moreover, the relevant pH-dependent adsorption abilities were evaluated towards a set of selected model organic pollutant molecules by means of adsorption tests and by studying the corresponding adsorption isotherms. The latter ones could be suitably described by means of the Freundlich model. The whole of the experimental results enabled us to clarify some general aspects of the microscopic behavior of …
Cyclodextrins in Polymer Synthesis: Enantiodiscrimination in Free-Radical Polymerization of Cyclodextrin-Complexed Racemic N -Methacryloyl-D,L -pheny…
2003
The enantiodiscriminating polymerization of racemic cyclodextrin-complexed N-methacryloylphenylalanine methyl ester is investigated 1 H NMR spectra of the complexes with methylated β-cyclodextrin in D 2 O manifest splittings due to chiral recognition. The different stabilities of the diastereomeric complexes influence the kinetics of the homopolymerization, particularly at 0°C. An enrichment of the residual N-methacryloyl-L-phenylalanine methyl ester of 14% was achieved after 21 h of polymerization.