Table Of ContentEnvironmental Chemistry for a Sustainable World
Sophie Fourmentin · Grégorio Crini
Eric Lichtfouse E ditors
Cyclodextrin
Fundamentals,
Reactivity and
Analysis
Environmental Chemistry for a Sustainable
World
Series editors
Eric Lichtfouse, CEREGE, Aix en Provence, France
Jan Schwarzbauer, RWTH Aachen University, Aachen, Germany
Didier Robert, CNRS, European Laboratory for Catalysis and Surface Sciences,
Saint-Avold, France
Other Publications by the Editors
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Environmental Chemistry
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Organic Contaminants in Riverine and Groundwater Systems
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Sustainable Agriculture
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Sophie Fourmentin • Grégorio Crini
Eric Lichtfouse
Editors
Cyclodextrin Fundamentals,
Reactivity and Analysis
Editors
Sophie Fourmentin Grégorio Crini
Unité de Chimie Environnementale UFR Sciences et Techniques, Laboratoire
et Interactions sur le Vivant (UCEIV, Chrono-environnement
EA 4492) Université de Bourgogne Franche-Comté,
Dunkerque, France Besançon, France
Eric Lichtfouse
CEREGE INRA
Aix en Provence, France
ISSN 2213-7114 ISSN 2213-7122 (electronic)
Environmental Chemistry for a Sustainable World
ISBN 978-3-319-76158-9 ISBN 978-3-319-76159-6 (eBook)
https://doi.org/10.1007/978-3-319-76159-6
Library of Congress Control Number: 2018936348
© Springer International Publishing AG, part of Springer Nature 2018
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Preface
We know a lot about Cyclodextrins, but this is just the tip of the iceberg
(József Szejtli, 1980)
The 2016 Nobel Prize in Chemistry was awarded to Jean-Pierre Sauvage, Sir James
Fraser Stoddart and Bernard Lucas Feringa for the design and synthesis of molecu-
lar machines. This prize revealed a major recognition for supramolecular chemistry
involving host-guest relationships such as cyclodextrin complexes. This recognition
will surely contribute to a renewed interest for cyclodextrins. Cyclodextrins have
been discovered more than 100 years ago by the pioneering work of the pharmacist
and chemist Antoine Villiers in France. Cyclodextrins are obtained by enzymatic
degradation of starch and still fascinate researchers because they are remarkable
macrocyclic molecules with major theoretical and practical impacts in chemistry,
biology, biochemistry, health science and agriculture. Cyclodextrins have broken
barriers between different disciplines and, nowadays, various scientists work
together to find new concepts and applications.
The most characteristic feature of cyclodextrins is their ability to form inclusion
complexes with various molecules through host-guest interactions, which are at the
origin of many applications (Fig. 1). Actually, cyclodextrins and their chemically
modified derivatives have a wide variety of practical applications in almost all sec-
tors of industry including pharmacy, medicine, foods, cosmetics, toiletries, cataly-
sis, chromatography, biotechnology, textile industry, supramolecular chemistry and
nanotechnology. New contributions and industrial developments are further
expected in biomedicine, e.g. magnetic resonance imaging and chemotherapy, fer-
mentation processing and enzymology, sensor applications, cosmeto-textiles and
agrochemistry.
This book is the first volume of two volumes on cyclodextrins published in the
series Environmental Chemistry for a Sustainable World. After a brief description of
the cyclodextrin fundamentals, the first chapter by Grégorio Crini et al. provides an
overview of cyclodextrin research during the last 5 years. The second chapter by
Michal Řezanka discusses the synthesis of novel cyclodextrin systems by selective
v
vi Preface
Fig. 1 Cyclodextrin hosts are able to trap a wide variety of guest chemicals. This complexing
ability has led to many applications in various sectors
modifications. Then Eric Monflier et al. describe the synthesis of nanostructured
porous materials based on cyclodextrins, and applications in heterogeneous cataly-
sis and photocatalysis. The use of thermal analyses for assessing cyclodextrin inclu-
sion complexes is reviewed in Chap. 4 by Daniel I. Hădărugă et al. Experimental
methods for measuring binding constants of cyclodextrin inclusion compounds are
presented by David Landy. The second volume reviews cyclodextrin applications in
medicine, food, environment and liquid crystals.
The editors extend their thanks to all authors. The books would not have been
possible without the assistance of several friends and colleagues deserving acknowl-
edgement. They have helped by choosing contributors, reviewing chapters and in
many other ways. Finally, we would like to thank the staff at Springer Nature for
highly professional editing of the publication.
Dunkerque, France Sophie Fourmentin
Besançon, France Grégorio Crini
Aix-en-Provence, France Eric Lichtfouse
Contents
1 Fundamentals and Applications of Cyclodextrins . . . . . . . . . . . . . . . . 1
Grégorio Crini, Sophie Fourmentin, Éva Fenyvesi,
Giangiacomo Torri, Marc Fourmentin, and Nadia Morin-Crini
2 Synthesis of Cyclodextrin Derivatives . . . . . . . . . . . . . . . . . . . . . . . . . . 57
Michal Řezanka
3 Cyclodextrins and Nanostructured Porous Inorganic Materials . . . . 105
Rudina Bleta, Eric Monflier, and Anne Ponchel
4 Thermal Analyses of Cyclodextrin Complexes . . . . . . . . . . . . . . . . . . . 155
Nicoleta G. Hădărugă, Geza N. Bandur, and Daniel I. Hădărugă
5 Measuring Binding Constants of Cyclodextrin
Inclusion Compounds . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 223
David Landy
vii
Contributors
Geza N. Bandur Department of Applied Chemistry, Organic and Natural
Compounds Engineering, Polytechnic University of Timişoara, Timişoara, Romania
Rudina Bleta Univ. Artois, CNRS, Centrale Lille, ENSCL, Univ. Lille, UMR
8181, Unité de Catalyse et Chimie du Solide (UCCS), Lens, France
Éva Fenyvesi CycloLab Cyclodextrin Research & Development Ltd., Budapest,
Hungary
Marc Fourmentin Laboratoire de Physico-Chimie de l’Atmosphère (LPCA, EA
4493), Université du Littoral Côte d’Opale, Dunkerque, France
Nicoleta G. Hădărugă Department of Food Science, Banat’s University of
Agricultural Sciences and Veterinary Medicine “King Michael I of Romania” from
Timişoara, Timişoara, Romania
Daniel I. Hădărugă Department of Applied Chemistry, Organic and Natural
Compounds Engineering, Polytechnic University of Timişoara, Timişoara, Romania
David Landy Unité de Chimie Environnementale et Interactions sur le Vivant
(UCEIV, EA 4492), Université du Littoral Côte d’Opale, Dunkerque, France
Eric Monflier Univ. Artois, CNRS, Centrale Lille, ENSCL, Univ. Lille, UMR
8181, Unité de Catalyse et Chimie du Solide (UCCS), Lens, France
Nadia Morin-Crini UFR Sciences et Techniques, Laboratoire Chrono-
environnement, Université de Bourgogne Franche-Comté, Besançon, France
Anne Ponchel Univ. Artois, CNRS, Centrale Lille, ENSCL, Univ. Lille, UMR
8181, Unité de Catalyse et Chimie du Solide (UCCS), Lens, France
Michal Řezanka Institute for Nanomaterials, Advanced Technologies and
Innovation, Technical University of Liberec, Liberec, Czech Republic
Giangiacomo Torri Istituto di Chimica e Biochimica G. Ronzoni, Milano, Italy
ix
About the Editors
Sophie Fourmentin was born in Bar/S/Aube (France)
in 1968. She received her Ph.D. degree in organic
chemistry from the University of Lille in 1994. In 1996,
she became Assistant Professor at the University of
Littoral-Côte d’Opale in Dunkerque. She developed a
new subject area based on “applications of cyclodex-
trins in the remediation of organic pollutants”. In 2006,
she completed her HDR (authorization to supervise
research activities) entitled “Complexes Cyclodextrine/
Polluants Organiques: Caractérisation, Application à la
remédiation des Composés Organiques Volatils”. In
2008 she was promoted Professor, and she managed
the Laboratoire de Synthèse Organique et
Environnement until 2010. Since January 2010, she
supervises the supramolecular team in the UCEIV labo-
ratory. Her research works are at the interface between
host–guest chemistry and environmental chemistry.
The aim is to take benefit of the properties of cyclodex-
trins to enhance conventional remediation processes
(volatil organic compounds (VOC) absorption, Fenton
oxidation). Her experience in the c haracterization of
host–guest complexes in the case of complex VOC has
been extended to the study of the encapsulation of fla-
vours and essential oils, for applications in food, fra-
grance or pharmaceutical industry. She is the author of
91 articles (h-index: 23), a patent and coordinated two
books on cyclodextrins.
xi
