Applications of Ionic Liquids in Polymer Science and Technology

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1 Applications of Ionic Liquids in Polymer Science and Technology

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3 David Mecerreyes Editor Applications of Ionic Liquids in Polymer Science and Technology With 119 Figures and 10 Tables

4 Editor David Mecerreyes Institute for Polymer Materials, POLYMAT University of the Basque Country UPV/EHU Donostia-San Sebastian, Spain IKERBASQUE Basque Foundation for Science Bilbao, Spain ISBN DOI / ISBN (ebook) Library of Congress Control Number: Springer Heidelberg New York Dordrecht London # Springer-Verlag Berlin Heidelberg 2015 This work is subject to copyright. All rights are reserved by the Publisher, whether the whole or part of the material is concerned, specifically the rights of translation, reprinting, reuse of illustrations, recitation, broadcasting, reproduction on microfilms or in any other physical way, and transmission or information storage and retrieval, electronic adaptation, computer software, or by similar or dissimilar methodology now known or hereafter developed. The use of general descriptive names, registered names, trademarks, service marks, etc. in this publication does not imply, even in the absence of a specific statement, that such names are exempt from the relevant protective laws and regulations and therefore free for general use. The publisher, the authors and the editors are safe to assume that the advice and information in this book are believed to be true and accurate at the date of publication. Neither the publisher nor the authors or the editors give a warranty, express or implied, with respect to the material contained herein or for any errors or omissions that may have been made. Printed on acid-free paper Springer-Verlag GmbH Berlin Heidelberg is part of Springer Science+Business Media (

5 Contents 1 Ionic Liquids as Polymer Additives... 1 Sebastien Livi, Jean-François Gérard, and Jannick Duchet-Rumeau 2 Deep Eutectic Solvents Playing Multiple Roles in the Synthesis of Porous Carbon Materials Daniel Carriazo, María C. Serrano, María C. Gutiérrez, M. Luisa Ferrer, and Francisco del Monte 3 Poly(Ionic Liquid)s as Ionic Liquid-Based Innovative Polyelectrolytes Jiayin Yuan and Markus Antonietti 4 Imidazolium-Based Poly(Ionic Liquid) Block Copolymers Paul Coupillaud and Daniel Taton 5 Ionic Liquids and Polymeric Ionic Liquids as Stimuli-Responsive Functional Materials John Texter 6 Ionic Liquid and Cellulose Technologies: Dissolution, Modification and Composite Preparation Mehmet Işık, Haritz Sardon, and David Mecerreyes 7 Ionic Liquids and Polymeric Ionic Liquids in Analytical Environmental Applications Honglian Yu, Cheng Zhang, and Jared L. Anderson 8 Ionic Liquids and Polymers in Energy Girum Ayalneh Tiruye and Rebeca Marcilla 9 Polymeric Imidazoles and Imidazoliums in Nanomedicine: Comparison to Ammoniums and Phosphoniums Michael H. Allen, Sean T. Hemp, and Timothy E. Long 10 Poly(ionic liquid)s: Designing CO 2 Separation Membranes Liliana C. Tomé and Isabel M. Marrucho v

6 vi Contents 11 Conducting IPNs and Ionic Liquids: Applications to Electroactive Polymer Devices Dominique Teyssié, Claude Chevrot, Pierre-Henri Aubert, Cédric Plesse, and Frédéric Vidal 12 Chapter Poly(Ionic Liquid)s and Nanoobjects Itxaso Azcune, Aratz Genua, Alaitz Ruiz de Luzuriaga, and Ibon Odriozola 13 Ionic Liquids as Solvents and/or Catalysts in Polymerization Kari Vijayakrishna, Kasina Manojkumar, and Akella Sivaramakrishna

7 About the Editor David Mecerreyes Institute for Polymer Materials, POLYMAT, University of the Basque Country UPV/EHU, Donostia-San Sebastian, Spain IKERBASQUE, Basque Foundation for Science, Bilbao, Spain Professor David Mecerreyes was born in San Sebastian, Spain, in After his undergraduate studies in San Sebastian, he presented his Ph.D. in 1998 CERM- University of Liege (Belgium) under the supervision of Prof. R. Jérôme in the macromolecular engineering of biodegradable aliphatic polyester. Then he moved to IBM Almaden Research Center in San Jose, California, to work in the development of polymer brushes and nanoporous materials for microelectronics until Back in Spain, he worked for 10 years in the Technology Center CIDETEC-IK4 specialized in electrochemistry. In 2011 he moved to POLYMAT ( at the University of the Basque Country. At present, he is the principal investigator of the Innovative Polymers Group at POLYMAT. He is one of the pioneers of the use of ionic liquids in polymer chemistry and the development of functional ionic polymers. In his career he has published more than 180 scientific articles, 3 book chapters, and 5 international patents. His actual expertises include organic, polymer chemistry, materials science, electrochemistry, and nanotechnology. The actual goal of the Innovative Polymers Group is the synthesis of innovative polymers or energy and environmental applications. His research activities are oriented towards a sustainable polymer chemistry which involves less hazardous and more efficient polymer catalysts, safer solvents and chemicals, polymers that biodegrade or can be easily recycled, and the use of renewable feedstocks in polymer science. The group has a highly collaborative spirit and devotion to work together with researchers interested in the applications of our polymers. The group is currently developing polymers for emerging technologies such as bioelectronic devices, gas membranes, electrochemical energy storage, drug delivery, or water purification systems. vii

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9 Contributors Michael H. Allen Macromolecules and Interfaces Institute, Department of Chemistry, Virginia Tech, Blacksburg, VA, USA Jared L. Anderson Department of Chemistry and School of Green Chemistry and Engineering, The University of Toledo, Toledo, OH, USA Markus Antonietti Max-Planck-Institute of Colloids and Interfaces, Research Campus Golm, Potsdam, Germany Pierre-Henri Aubert Laboratoire de Physicochimie des Polymères et des Interfaces (EA 2528), Fédération Institut des Matériaux, Université de Cergy- Pontoise, Cergy-Pontoise, France Itxaso Azcune Materials Division, IK4-CIDETEC Research Centre, Donostia-San Sebastián, Spain Daniel Carriazo Instituto de Ciencia de Materiales de Madrid (ICMM), Consejo Superior de Investigaciones Científicas (CSIC), Madrid, Spain Claude Chevrot Laboratoire de Physicochimie des Polymères et des Interfaces (EA 2528), Fédération Institut des Matériaux, Université de Cergy-Pontoise, Cergy-Pontoise, France Paul Coupillaud Laboratoire de Chimie des Polymères Organiques, Université de Bordeaux & Centre National de la Recherche Scientifique, Pessac, France Jannick Duchet-Rumeau CNRS UMR 5223, Ingénierie des Matériaux Polymères M. Luisa Ferrer Instituto de Ciencia de Materiales de Madrid (ICMM), Consejo Superior de Investigaciones Científicas (CSIC), Madrid, Spain Aratz Genua Materials Division, IK4-CIDETEC Research Centre, Donostia-San Sebastián, Spain Jean-François Gérard INSA Lyon, Villeurbanne, France María C. Gutiérrez Instituto de Ciencia de Materiales de Madrid (ICMM), Consejo Superior de Investigaciones Científicas (CSIC), Madrid, Spain ix

10 x Contributors Sean T. Hemp Macromolecules and Interfaces Institute, Department of Chemistry, Virginia Tech, Blacksburg, VA, USA Mehmet Işık POLYMAT, University of the Basque Country UPV/EHU, San Sebastian, Spain Sebastien Livi Université de Lyon, Lyon, France Timothy E. Long Macromolecules and Interfaces Institute, Department of Chemistry, Virginia Tech, Blacksburg, VA, USA Kasina Manojkumar Organic Chemistry Division, School of Advanced Sciences, VIT University, Vellore, India Rebeca Marcilla IMDEA Energy Institute, Móstoles, Madrid, Spain Isabel M. Marrucho Instituto de Tecnologia Química e Biológica António Xavier, Universidade Nova de Lisboa, Oeiras, Portugal David Mecerreyes Institute for Polymer Materials, POLYMAT, University of the Basque Country UPV/EHU, Donostia-San Sebastian, Spain Ikerbasque, Basque Foundation for Science, Bilbao, Spain Francisco del Monte Instituto de Ciencia de Materiales de Madrid (ICMM), Consejo Superior de Investigaciones Científicas (CSIC), Madrid, Spain Ibon Odriozola Materials Division, IK4-CIDETEC Research Centre, Donostia- San Sebastián, Spain Cédric Plesse Laboratoire de Physicochimie des Polymères et des Interfaces (EA 2528), Fédération Institut des Matériaux, Université de Cergy-Pontoise, Cergy-Pontoise, France Alaitz Ruiz de Luzuriaga Materials Division, IK4-CIDETEC Research Centre, Donostia-San Sebastián, Spain Haritz Sardon POLYMAT, University of the Basque Country UPV/EHU, San Sebastian, Spain María C. Serrano Instituto de Ciencia de Materiales de Madrid (ICMM), Consejo Superior de Investigaciones Científicas (CSIC), Madrid, Spain Akella Sivaramakrishna Organic Chemistry Division, School of Advanced Sciences, VIT University, Vellore, India Daniel Taton Laboratoire de Chimie des Polymères Organiques, Université de Bordeaux & Centre National de la Recherche Scientifique, Pessac, France John Texter School of Engineering Technology, Eastern Michigan University, Ypsilanti, MI, USA

11 Contributors xi Dominique Teyssié Laboratoire de Physicochimie des Polymères et des Interfaces (EA 2528), Fédération Institut des Matériaux, Université de Cergy-Pontoise, Cergy-Pontoise, France Girum Ayalneh Tiruye IMDEA Energy Institute, Móstoles, Madrid, Spain Liliana C. Tomé Instituto de Tecnologia Química e Biológica António Xavier, Universidade Nova de Lisboa, Oeiras, Portugal Frédéric Vidal Laboratoire de Physicochimie des Polymères et des Interfaces (EA 2528), Fédération Institut des Matériaux, Université de Cergy-Pontoise, Cergy-Pontoise, France Kari Vijayakrishna Organic Chemistry Division, School of Advanced Sciences, VIT University, Vellore, India Honglian Yu Department of Chemistry and School of Green Chemistry and Engineering, The University of Toledo, Toledo, OH, USA Jiayin Yuan Max-Planck-Institute of Colloids and Interfaces, Research Campus Golm, Potsdam, Germany Cheng Zhang Department of Chemistry and School of Green Chemistry and Engineering, The University of Toledo, Toledo, OH, USA