A Modular Approach to Introduce Function into Single-Chain Polymeric Nanoparticles
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- Authors:
- HUERTA, Elisa
VAN GENABEEK, Bas
STALS, Patrick J. M
MEIJER, E. W
PALMANS, Anja R. A - Author Affiliations:
- Laboratory of Macromolecular and Organic Chemistry, Institute for Complex Molecular Systems, Eindhoven University of Technology P.O. Box 513, 5600, MB, Eindhoven, Netherlands
- Source:
- Macromolecular rapid communications. 35(15):1320-1325
- Publication Date:
- 2014-01-01
- Language:
- English
- Abstract:
- Here, a modular approach is reported to introduce a specific function into single-chain polymeric nanoparticles (SCPNs). Hereto, an amphiphilic polymer with pendant benzene-1,3,5-tri-carboxamide (BTA) units is mixed with a free BTA that contains a functional group, either a fluorescent naphthalimide or a catalytically active L-proline. Taking advantage of hydrophobic interactions and self-recognition properties of the BTA units, the free BTAs are captured into the interior of the SCPN in water as evidenced by fluorescence studies. To illustrate that function can be readily introduced using a modular approach, L-proline-based BTAs are incorporated to procure a catalytically active SCPN in water. The aldol reaction between p-nitrobenzaldehyde and cyclohexanone shows good conversions at low catalyst loadings and substrate concentrations, and high stereoselectivities are obtained (de = 91% and ee = 98%).
- Notes:
- General chemistry and physical chemistry<br><br>Physical chemistry of polymers
- Subjects:
- Polymers, paint and wood industries
Polymères, industries des peintures et bois
Sciences exactes et technologie
Exact sciences and technology
Chimie
Chemistry
Chimie generale et chimie physique
General and physical chemistry
Théorie des réactions, cinétique générale. Catalyse. Nomenclature, documentation chimique, informatique chimique
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
Catalyse
Catalysis
Réactions catalytiques
Catalytic reactions
Sciences appliquees
Applied sciences
Physicochimie des polymeres
Physicochemistry of polymers
Polymères organiques
Organic polymers
Propriétés et caractérisation
Properties and characterization
Propriétés des solutions et des gels
Solution and gel properties
Activité catalytique
Catalyst activity
Actividad catalítica
Agrégation moléculaire
Molecular aggregation
Agregación molecular
Aldolisation
Aldol condensation
Aldolización
Aminoacide
Aminoacid
Aminoácido
Catalyse asymétrique
Asymmetric catalysis
Catálisis asimétrica
Composé chiral
Chiral compound
Compuesto quiral
Composé marqué
Labelled compound
Compuesto marcado
Copolymère greffé
Graft copolymer
Copolímero injertado
Cyclanone
Cycloalkanone
Ciclanona
Dérivé du benzaldéhyde
Benzaldehyde derivatives
Benzaldehído derivado
Enantiosélectivité
Enantioselectivity
Enantioselectividad
Ethylène oxyde copolymère
Ethylene oxide copolymer
Etileno óxido copolímero
Etude expérimentale
Experimental study
Estudio experimental
Marqueur fluorescent
Fluorescent tracer
Marcador fluorescente
Méthacrylate copolymère
Methacrylate copolymer
Metacrilato copolímero
Nanoencapsulation
Nanoencapsulación
Nanoparticule
Nanoparticle
Nanopartícula
Polymère amphiphile
Amphiphilic polymer
Polímero amfifilo
Reconnaissance moléculaire
Molecular recognition
Reconocimiento molecular
Solution aqueuse
Aqueous solution
Solución acuosa
Spectre dichroïsme circulaire
Circular dichroism spectrum
Espectro dicroismo circular
Dérivé de la proline
Particule monomoléculaire
aldol reaction
benzene-1,3,5-tricaboxamide
molecular recognition
organocatalysis
single-chain polymeric nanoparticles - Format:
- Academic Journal
- Database:
- PASCAL Archive
- Journal:
- Macromolecular rapid communications
- Volume:
- 35
- Issue:
- 15
- Page Start:
- 1320
- Page Count:
- 6
- ISSN:
- 10221336
- Publisher:
- Weinheim: Wiley, 2014.
- Document Type:
- Article
- Physical Description:
- print, 24 ref
