Silicon Based Polymers François Ganachaud · Sylvie Boileau · Bruno Boury Editors Silicon Based Polymers Advances in Synthesis and Supramolecular Organization 123 Editors Dr François Ganachaud Dr Sylvie Boileau Ecole Nationale Supérieure de Institut de Chimie et des Chimie de Montpellier Matériaux UMR 5253 - Institut Charles Paris-Est (ICMPE) Gerhardt SPC-CNRS Ingénierie et Architectures Macromoléculaires 2 à 8 rue Henri Dunant 8 rue de l’Ecole Normale 94320 Thiais 34296 Montpellier CX 05 France France Pr Bruno Boury Université Montpellier II Institut Charles Gerhardt Chimie Moléculaire et organisation du solide place Eugène Bataillon 34095 Montpellier CX 05 France ISBN: 978-1-4020-8527-7 e-ISBN: 978-1-4020-8528-4 Library of Congress Control Number: 2008931415 © 2008 Springer Science+Business Media B.V. No part of this work may be reproduced, stored in a retrieval system, or transmitted in any form or by any means, electronic, mechanical, photocopying, microfi lming, recording or otherwise, without written permission from the Publisher, with the exception of any material supplied specifi cally for the purpose of being entered and executed on a computer system, for exclusive use by the purchaser of the work. Printed on acid-free paper 9 8 7 6 5 4 3 2 1 springer.com Preface Interest in silicon-based materials has established an international community whose roots initially dug in organic and silicon chemistry, polymer and sol-gel chemistry, and material science. This fact led Prof. Interrante and Prof. Kawakami to launch a series of workshops that began in Tatsunokuchi, Japan, in 1999 as a satellite workshop to the XIIth International Symposium on Organosilicon Chemistry in Sendai. The fi rst workshop was attended by over 100 participants from Asia, Europe, and the USA and its success emphasized the perceived need for a continu- ing forum for organosilicon polymer research; a decision was then taken to maintain these workshops on a bi-annual basis. The second and third workshops were held in Canterbury, UK, in 2001, and Troy, USA, in 2003, both workshops achieved a similarly strong international participation. The fi fth meeting was held in France. The city of Montpellier was chosen as organosilicon chemistry plays an important role in the academic fi eld of the University and Ecole de Chimie (The XI International Symposium on Organosilicon Chemistry was organized in Montpellier in 1996, the III Sol-Gel Symposium was organized in Montpellier in 1985 and the XIV edition was also held in September 2007, in the same city). The next ISPO 08 was held in Busan, Korea, 6–8 June 2008, just after the 15th International Symposium on Organosilicon Chemistry. Those international workshops are designed to highlight advanced research and technological innovations by bringing together scientists with common interests in macromolecular organosilicon compounds and systems. Indeed, silicon-containing materials and polymers are used all over the world in industry, domestic products and high technology applications. Among them, silicones are certainly the most well-known materials, still renewed in their properties and preparation processes and still full of potential. Lesser known (but on the brink of future exploitation) silicon containing-polymers are now close to maturity and some of them are already on the market. Indeed, the chemists have in their grasp polysilsesquioxanes, polycarbosilanes, polysilanes, and polysilazanes, and others that combine silicon and different elements with different linkages. We have learnt how to build chains, v vi Preface dendrimers, hyperbranched and cross-linked networks, physical and c hemical gels. The result is a source of materials with applications in materials for optics, electronics, ionic electrolytes, liquid crystals, bio-materials, ceramics and concrete, paintings and coatings etc. all needed to face a myriad of environmental, energy and technological issues. This research interest is international in nature with strong participation from scientists in Asia, Europe and North America and especially students and young scientists. The contributions in this book refl ect the diversity of silicon-based m aterials and the new developments in the strategies and concepts at work. The editors are especially grateful to the authors for their contributions and coopera- tion which made this book possible. We thank all of them for their participation. François Ganachaud Sylvie Boileau Bruno Boury Contents Part 1 Functional Polysiloxanes New Avenues, New Outcomes: Nanoparticle Catalysis for Polymer Makeovers ................................................... 3 Bhanu P. S. Chauhan, Bharathi Balagam, Jitendra S. Rathore, and Alok Sarkar Polysiloxane Based Interpenetrating Polymer Networks: synthesis and Properties ................................................. 19 Odile Fichet, Frédéric Vidal, Vincent Darras, Sylvie Boileau, and Dominique Teyssié Simple Strategies to Manipulate Hydrophilic Domains in Silicones ........ 29 David B. Thompson, Amanda S. Fawcett, and Michael A. Brook Aldehyde and Carboxy Functional Polysiloxanes ......................... 39 Elke Fritz-Langhals Molecular Devices. Chiral, Bichromophoric Silicones: Ordering Principles in Complex Molecules .............................. 51 Heinz Langhals Modifi ed Azo-Polysiloxanes for Complex Photo-Sensible Supramolecular Systems ................................................ 65 Nicolae Hurduc, Ramona Enea, Ana Maria Resmerita, Ioana Moleavin, Mihaela Cristea, and Dan Scutaru Thermoreversible Crosslinking of Silicones Using Acceptor-Donor Interactions...................................... 85 Emmanuel Pouget, François Ganachaud, and Bernard Boutevin vii viii Contents Star-shape Poly(vinylmethyl-co-dimethyl)siloxanes with Carbosilane Core – Synthesis and Application ...................... 99 Anna Kowalewska and Bogumiła Delczyk Copolycondensation of Functional Silanes and Siloxanes in Solution Using tris(pentafl uorophenyl)borane as a Catalyst in a View to Generate Hybrid Silicones ................................. 119 Claire Longuet and François Ganachaud Hydrosilylation of Polymethylhydrogenosiloxanes in the Presence of Functional Molecules Such as Amines, Esters or Alcohols ............ 135 Corinne Binet, Matthieu Dumont, Juliette Fitremann, Stéphane Gineste, Elisabeth Laurent, Jean-Daniel Marty, Monique Mauzac, Anne-Françoise Mingotaud, Waêl Moukarzel, Guillaume Palaprat, and Lacramioara Zadoina High Refraction Index Polysiloxanes via Organometallic Routes – An Overview ................................................. 153 Włodzimierz A. Sta´nczyk, Anna Czech, Wojciech Duczmal, Tomasz Ganicz, Małgorzata Noskowska, and Anna Szela˛g Grafting β-Cyclodextrins to Silicone, Formulation of Emulsions and Encapsulation of Antifungal Drug ................................. 163 Ahlem Noomen, Alexandra Penciu, Souhaira Hbaieb, Hélène Parrot-Lopez, Noureddine Amdouni, Yves Chevalier, Rafi k Kalfat Glycosilicones ......................................................... 181 Juliette Fitremann, Waêl Moukarzel, and Monique Mauzac Part 2 Functional Polysilsesquioxanes Silsesquioxane-Based Polymers: Synthesis of Phenylsilsesquioxanes with Double-Decker Structure and Their Polymers ..................... 205 Kazuhiro Yoshida, Takayuki Hattori, Nobumasa Ootake, Ryouji Tanaka, and Hideyuki Matsumoto Organosilica Mesoporous Materials with Double Functionality: Amino Groups and β-Cyclodextrin Synthesis and Properties ............ 213 Stéphanie Willai, Maryse Bacquet, and Michel Morcellet Direct synthesis of Mesoporous Hybrid Organic-Inorganic Silica Powders and Thin Films for Potential Non Linear Optic Applications ..................................................... 223 Eric Besson, Ahmad Mehdi, Catherine Réyé, Alain Gibaud, and Robert J. P. Corriu Contents ix Self-Association in Hybrid Organic-Inorganic Silicon-Based Material Prepared by Surfactant-Free Sol-Gel of Organosilane .................. 233 Bruno Boury Part 3 Polysilanes The Synthesis, Self-Assembly and Self-Organisation of Polysilane Block Copolymers............................................................ 249 Simon J. Holder and Richard G. Jones Subject Index. ......................................................... 279