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Recognition of Monomers and Polymers by Cyclodextrins

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Inclusion Polymers

Part of the book series: Advances in Polymer Science ((POLYMER,volume 222))

Abstract

Cyclodextrins (CDs), cyclic oligomers consisting of 6, 7, 8, or more α(1 → 4)-linked glucose units, are readily available, water-soluble organic host compounds that are able to complex organic guest molecules if the latter contain a suitable hydrophobic binding site. The main driving forces are nonpolar interactions such as hydrophobic and van der Waals interactions. CDs are able to recognize the thickness, polarity, and chirality of monomeric and polymeric guest molecules. In addition, functional groups can be covalently attached to CDs to modify or improve the molecular recognition capability of CDs. In this review, the binding potentials of the most important CDs and CD derivatives are summarized, and general rules for the recognition of monomeric and polymeric guests are derived. A supramolecular tool box of water-soluble hosts and guests is provided, which allows the assembly of many sophisticated supramolecular structures, as well as rotaxanes and polyrotaxanes.

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Abbreviations

α-CD:

α-Cyclodextrin

β-CD:

β-Cyclodextrin

γ-CD:

γ-Cyclodextrin

CD:

Cyclodextrin

CE:

Capillary electrophoresis

DMF:

N, N-Dimethylformamide

DMSO:

Dimethylsulfoxide

DS:

Degree of substitution

FITC:

Fluoresceine-4-isothiocyanate

GPC:

Gel permeation chromatography

IC:

Inclusion compounds

ITC:

Isothermal titration calorimetry

LCST:

Lower critical solution temperature

NMR:

Nuclear magnetic resonance spectroscopy

NOE:

Nuclear-Overhauser-effect

OLED:

Organic light emitting diode

PCL:

Polycaprolactone

PDLA:

Poly(d-lactide)

PDMS:

Polydimethylsiloxane

PEO:

Polyethylene glycol

PIBMA:

Poly(isobutene-alt-maleic acid)

PPO:

Polypropylene glycol

PLLA:

Poly(l-lactide)

PTHF:

Polytetrahydrofuran, poly(cyclotetramethylene oxide)

r.t.:

Room temperature

THF:

Tetrahydrofuran

UV–vis:

UV–vis spectroscopy

WAXS:

Wide angle X-ray scattering

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Acknowledgments

The author thanks his coworkers T. Albuzat, M. Keil, C. Michel, T. Stauner, C. Teuchert, H. Wang, and S. Witti for assistance.

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  1. Organische Makromolekulare Chemie, Saarland University, Campus Saarbrücken, C 4.2, 66123, Saarbrücken, Germany

    Gerhard Wenz

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    Gerhard Wenz

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Wenz, G. (2009). Recognition of Monomers and Polymers by Cyclodextrins. In: Wenz, G. (eds) Inclusion Polymers. Advances in Polymer Science, vol 222. Springer, Berlin, Heidelberg. https://doi.org/10.1007/12_2008_13

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