langmuir−blodgett−kuhn and self-assembled films of...

Publikasi di Jurnal Internasional

http://pubs.acs.org/doi/abs/10.1021/la0505667

Langmuir−Blodgett−Kuhn and Self-Assembled Films of

Asymmetrically Substituted Poly(paraphenylene)

Langmuir, 2005, 21 (26), pp 12146–12152

F. Fitrilawati,† C. Baskar, L. G. Xu, H. S. O. Chan, S. Valiyaveettil,K. Tamada,

‡ and W. Knoll *

§

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Table of Contents

Vol. 21, No. 26: December 20, 2005 LETTERS

Select Citation

Magnetic-Field-Induced Assemblies of Cobalt Nanoparticles Guangjun Cheng, Danilo Romero, Gerald T. Fraser, and A. R. Hight Walker pp 12055 - 12059; (Letter) DOI: 10.1021/la0506473

Abstract Full: HTML / PDF (603K)

Select Citation

Submerged Microcontact Printing (S CP): An Unconventional Printing Technique of Thiols Using High Aspect Ratio, Elastomeric Stamps François Bessueille, Mateu Pla-Roca, Christopher A. Mills, Elena Martinez, Josep Samitier, and Abdelhamid Errachid pp 12060 - 12063; (Letter) DOI: 10.1021/la0513095


Select Citation

The AFM Measured Force Required to Rupture the Dithiolate Linkage of Thioctic Acid to Gold Is Less than the Rupture Force of a Simple Gold-Alkyl Thiolate Bond Kevin C. Langry, Timothy V. Ratto, Robert E. Rudd, and Michael W. McElfresh pp 12064 - 12067; (Letter) DOI: 10.1021/la0513555


Select Citation

Parallel Alignment of Carbon Nanotubes Induced with Inorganic Molecules Tie Wang, Mingkui Wang, Xiaoge Hu, Xiaohu Qu, Feng Zhao, and Shaojun Dong pp 12068 - 12071; (Letter) DOI: 10.1021/la051561c


Select Citation

Control of Carbon Nanotube-Surface Interactions: The Role of Grafted Polymers Rikkert Nap and Igal Szleifer pp 12072 - 12075; (Letter) DOI: 10.1021/la051601c


Select Citation

Grain Boundary Scars on Spherical Crystals Thomas Einert, Peter Lipowsky, Jörg Schilling, Mark J. Bowick, and Andreas R. Bausch pp 12076 - 12079; (Letter) DOI: 10.1021/la0517383

Abstract Full: HTML / PDF (374K) Supporting Info

Select Citation

Gold Nanoparticle-Cytochrome c Complexes: The Effect of Nanoparticle Ligand Charge on Protein Structure Marie-Eve Aubin-Tam and Kimberly Hamad-Schifferli pp 12080 - 12084; (Letter) DOI: 10.1021/la052102e


Select Citation

Protein Diffusion Coefficients Determined by Macroscopic-Gradient Rayleigh

Interferometry and Dynamic Light Scattering Onofrio Annunziata, Daniela Buzatu, and John G. Albright pp 12085 - 12089; (Letter) DOI: 10.1021/la052147f


Select Citation

A Qualitative Theory of Wimples in Wetting Films Roumen Tsekov and Olga I. Vinogradova pp 12090 - 12092; (Letter) DOI: 10.1021/la052178a


Select Citation

New Method for Facile Synthesis of Amphiphilic Thiol-Stabilized Ruthenium Nanoparticles and Their Redox-Active Ruthenium Nanocomposite Takashi Tsukatani and Hisashi Fujihara pp 12093 - 12095; (Letter) DOI: 10.1021/la052332t


ARTICLES MICELLES, VESICLES, EMULSIONS, GELS, SURFACTANTS, COLLOIDS

Select Citation

Reversible Flocculation of Silica Across the Phase Boundary of Poly(vinyl caprolactam) in Aqueous Solution Q. Qiu, B. A. Pethica, and P. Somasundaran pp 12096 - 12099; (Research Article) DOI: 10.1021/la0517235


Select Citation

Colloid Vibration Potential and Ion Vibration Potential in a Dilute Suspension of Spherical Colloidal Particles Hiroyuki Ohshima pp 12100 - 12108; (Research Article) DOI: 10.1021/la0518593


Select Citation

Micelle-to-Vesicle Transition of an Iron-Chelating Microbial Surfactant, Marinobactin E Tate Owen, Roger Pynn, Jennifer S. Martinez, and Alison Butler pp 12109 - 12114; (Research Article) DOI: 10.1021/la0519352


Select Citation

Geometric Constraints at the Surfactant Headgroup: Effect on Lipase Activity in Cationic Reverse Micelles Rajendra Narayan Mitra, Antara Dasgupta, Debapratim Das, Sangita Roy, Sisir Debnath, and Prasanta Kumar Das pp 12115 - 12123; (Research Article) DOI: 10.1021/la052226r


Select Citation

Shrink-Wrap Vesicles Shelly M. Fujikawa, Irene A. Chen, and Jack W. Szostak pp 12124 - 12129; (Research Article) DOI: 10.1021/la052590q


Select Citation

Donor-Acceptor-Promoted Gelation of Polyaromatic Compounds Dan Rizkov, Jenny Gun, Ovadia Lev, Ron Sicsic, and Artem Melman pp 12130 - 12138; (Research Article) DOI: 10.1021/la052155w


Select Citation

Structure and Dynamics in Solvent-Polarity-Induced Aggregates from a C60 Fullerene-Based Dyad S. Shankara Gayathri, Amit K. Agarwal, K. A. Suresh, and Archita Patnaik pp 12139 - 12145; (Research Article) DOI: 10.1021/la052313j


INTERFACES: ADSORPTION, REACTIONS, FILMS, ASSEMBLIES, FORCES

Select Citation

Langmuir-Blodgett-Kuhn and Self-Assembled Films of Asymmetrically Substituted Poly(paraphenylene) F. Fitrilawati, R. Renu, C. Baskar, L. G. Xu, H. S. O. Chan, S. Valiyaveettil, K. Tamada, and W. Knoll pp 12146 - 12152; (Research Article) DOI: 10.1021/la0505667


Select Citation

Refractive Index of Thin, Aqueous Films between Hydrophobic Surfaces Studied Using

Evanescent Wave Atomic Force Microscopy Clayton T. McKee and William A. Ducker pp 12153 - 12159; (Research Article) DOI: 10.1021/la051008v


Select Citation

Molecular Dynamics Study of the Influence of Surfactant Structure on Surfactant-Facilitated Spreading of Droplets on Solid Surfaces Yangyang Shen, Alexander Couzis, Joel Koplik, Charles Maldarelli, and M. Silvina Tomassone pp 12160 - 12170; (Research Article) DOI: 10.1021/la051354c


Select Citation

Odd-Even Variations in the Wettability of n-Alkanethiolate Monolayers on Gold by Water and Hexadecane: A Molecular Dynamics Simulation Study Piyush Srivastava, Walter G. Chapman, and Paul E. Laibinis pp 12171 - 12178; (Research Article) DOI: 10.1021/la051535e


Select Citation

Interfacial Tension and Electrocapillary Measurements of the Room Temperature Ionic Liquid/Aqueous Interface Brian D. Fitchett, Julie B. Rollins, and John C. Conboy pp 12179 - 12186; (Research Article) DOI: 10.1021/la051997s


Select Citation

Inhibitive Properties and Surface Morphology of a Group of Heterocyclic Diazoles as Inhibitors for Acidic Iron Corrosion Ksenija Babi -Samard ija, Corina Lupu, Norman Hackerman, Andrew R. Barron, and Andreas Luttge pp 12187 - 12196; (Research Article) DOI: 10.1021/la051766l


Select Citation

Odd and Even Model Self-Assembled Monolayers: Links between Friction and Structure Paul T. Mikulski, Lawrence A. Herman, and Judith A. Harrison pp 12197 - 12206; (Research Article) DOI: 10.1021/la052044x


Select Citation

Effects of Hydraulic Pressure on the Stability and Transition of Wetting Modes of Superhydrophobic Surfaces Q.-S. Zheng, Y. Yu, and Z.-H. Zhao pp 12207 - 12212; (Research Article) DOI: 10.1021/la052054y


Select Citation

Superhydrophobic CFx Coating via In-Line Atmospheric RF Plasma of He-CF4-H2 Seong H. Kim, Jeong-Hoon Kim, Bang-Kwon Kang, and Han S. Uhm pp 12213 - 12217; (Research Article) DOI: 10.1021/la0521948


Select Citation

Electroactuation of Fluid Using Topographical Wetting Transitions Jean-Christophe Baret, Michel Decré, Stephan Herminghaus, and Ralf Seemann pp 12218 - 12221; (Research Article) DOI: 10.1021/la052228b


Select Citation

Effect of Headgroup Size on Permeability of Newton Black Films RM. Muruganathan, H.-J. Müller, H. Möhwald, and R. Krastev pp 12222 - 12228; (Research Article) DOI: 10.1021/la052389f


Select Citation

High Catalytic Activity of Platinum Nanoparticles Immobilized on Spherical Polyelectrolyte Brushes Yu Mei, Geeta Sharma, Yan Lu, Matthias Ballauff, Markus Drechsler, Thorsten Irrgang, and Rhett Kempe pp 12229 - 12234; (Research Article) DOI: 10.1021/la052120w


Select Citation

Wetting of Structured Hydrophobic Surfaces by Water Droplets Oskar Werner, Lars Wågberg, and Tom Lindström pp 12235 - 12243; (Research Article) DOI: 10.1021/la052415+


Select Citation

Small-Angle Neutron Scattering Studies of an Adsorbed Non-Ionic Surfactant (C12E24) on Hydrophobised Silica Particles in Water Phillip J. Dale, Brian Vincent, Terence Cosgrove, and Johan Kijlstra pp 12244 - 12249; (Research Article) DOI: 10.1021/la052140y


Select Citation

Adsorption of Non-Ionic Surfactants on Hydrophobic Silica Particles and the Stability of the Corresponding Aqueous Dispersions Phillip J. Dale, Johan Kijlstra, and Brian Vincent pp 12250 - 12256; (Research Article) DOI: 10.1021/la052141q


Select Citation

Effect of the Carbon Surface Layer Chemistry on Benzene Adsorption from the Vapor Phase and from Dilute Aqueous Solutions Artur P. Terzyk, Gerhard Rychlicki, Magdalena S. wiertnia, Piotr A. Gauden, and Piotr Kowalczyk pp 12257 - 12267; (Research Article) DOI: 10.1021/la051215v


Select Citation

Effects of Metal Coating on Self-Assembled Monolayers on Gold. 2. Copper on an Oligo(Phenylene-Ethynylene) Monolayer Paula E. Colavita, Paul G. Miney, Lindsay Taylor, Ryan Priore, Darren L. Pearson, Jay Ratliff, Shuguo Ma, Osman Ozturk, Donna A. Chen, and M. L. Myrick pp 12268 - 12277; (Research Article) DOI: 10.1021/la051389c


Select Citation

Azobenzene-Containing Monolayer with Photoswitchable Wettability N. Delorme, J.-F. Bardeau, A. Bulou, and F. Poncin-Epaillard pp 12278 - 12282; (Research Article) DOI: 10.1021/la051517x


Select Citation

Role of Exchangeable Cations on Geometrical and Energetic Surface Heterogeneity of Kaolinites M. Sayed Hassan, F. Villiéras, A. Razafitianamaharavo, and L. J. Michot pp 12283 - 12289; (Research Article) DOI: 10.1021/la051993n


Select Citation

Electric-Field-Induced Patterns In Thin Polymer Films: Weakly Nonlinear and Fully Nonlinear Evolution Ning Wu, Leonard F. Pease III, and William B. Russel

pp 12290 - 12302; (Research Article) DOI: 10.1021/la052099z


IMAGING, SPECTROSCOPY, ELECTROCHEMISTRY

Select Citation

Electrochemical Synthesis of a Polypyrrole Thin Film with Supercritical Carbon Dioxide as a Solvent Hao Yan, Tsuyoshi Sato, Daisuke Komago, Aritomo Yamaguchi, Kenichi Oyaizu, Makoto Yuasa, and Katsuto Otake pp 12303 - 12308; (Research Article) DOI: 10.1021/la050806i


BIOLOGICAL INTERFACES, BIOCOLLOIDS, BIOMOLECULAR AND BIOMIMETIC MATERIALS

Select Citation

Tuning Cell Adhesion on Gradient Poly(2-hydroxyethyl methacrylate)-Grafted Surfaces Ying Mei, Tao Wu, Chang Xu, Kurt J. Langenbach, John T. Elliott, Bryan D. Vogt, Kathryn L. Beers, Eric J. Amis, and Newell R. Washburn pp 12309 - 12314; (Research Article) DOI: 10.1021/la050668x


Select Citation

Role of Nonadsorbing Polymers in Bacterial Aggregation K. E. Eboigbodin, J. R. A. Newton, A. F. Routh, and C. A. Biggs pp 12315 - 12319; (Research Article) DOI: 10.1021/la051740u


Select Citation

Reducing Nonspecific Adhesion on Cross-Linked Hydrogel Platforms for Real-Time Immunoassay in Serum Shawn D. Carrigan and Maryam Tabrizian pp 12320 - 12326; (Research Article) DOI: 10.1021/la052046h


Select Citation

Influence of PEG Architecture on Protein Adsorption and Conformation Roger Michel, Stephanie Pasche, Marcus Textor, and David G. Castner pp 12327 - 12332; (Research Article) DOI: 10.1021/la051726h


Select Citation

Tailoring the Porosity and Morphology of Gelatin-Methacrylate PolyHIPE Scaffolds for Tissue Engineering Applications Andrea Barbetta, Mariella Dentini, Elisabetta M. Zannoni, and Maria E. De Stefano pp 12333 - 12341; (Research Article) DOI: 10.1021/la0520233


NANOSTRUCTURES, MULTICOMPONENT SYSTEMS, MATERIALS, POLYMERS, APPLICATIONS

Select Citation

Colloid Probe AFM Investigation of the Influence of Cross-Linking on the Interaction Behavior and Nano-Rheology of Colloidal Droplets Graeme Gillies and Clive A. Prestidge pp 12342 - 12347; (Research Article) DOI: 10.1021/la0515120


Select Citation

Investigation of the Core-Shell Interface in Gold@Silica Nanoparticles: A Silica Imprinting Approach Saran Poovarodom, John D. Bass, Son-Jong Hwang, and Alexander Katz pp 12348 - 12356; (Research Article) DOI: 10.1021/la052006d


Select Citation

Oxidative Energy Storage Ability of a TiO2-Ni(OH)2 Bilayer Photocatalyst Yukina Takahashi and Tetsu Tatsuma pp 12357 - 12361; (Research Article) DOI: 10.1021/la052107b


Select Citation

Porosity and Mechanical Properties of Mesoporous Thin Films Assessed by Environmental Ellipsometric Porosimetry Cédric Boissiere, David Grosso, Sophie Lepoutre, Lionel Nicole, Aline Brunet Bruneau, and Clément Sanchez pp 12362 - 12371; (Research Article) DOI: 10.1021/la050981z


Select Citation

Polyelectrolyte Multilayers and Degradable Polymer Layers as Multicompartment Films Juan Méndez Garza, Nadia Jessel, Guy Ladam, Valérie Dupray, Sylvaine Muller, Jean-François Stoltz, Pierre Schaaf, Jean-Claude Voegel, and Philippe Lavalle pp 12372 - 12377; (Research Article) DOI: 10.1021/la051465b


Select Citation

Assessment of the 3D Localization of Metallic Nanoparticles in Pd/SiO2 Cogelled Catalysts by Electron Tomography Cédric J. Gommes, Krijn de Jong, Jean-Paul Pirard, and Silvia Blacher pp 12378 - 12385; (Research Article) DOI: 10.1021/la051682c


Select Citation

Amphiphilic Templating of Magnesium Hydroxide Koodali T. Ranjit and Kenneth J. Klabunde pp 12386 - 12394; (Research Article) DOI: 10.1021/la0518389


Select Citation

Microporous Nanocomposites of Pd and Au Nanoparticles via Hierarchical Self-Assembly Xiaqin Wang, Kensuke Naka, Meifang Zhu, Hideaki Itoh, and Yoshiki Chujo pp 12395 - 12398; (Research Article) DOI: 10.1021/la0521387


Select Citation

Simple, One-Step Synthesis of Gold Nanowires in Aqueous Solution Krasimir Vasilev, Tao Zhu, Michael Wilms, Graeme Gillies, Ingo Lieberwirth, Silvia Mittler, Wolfgang Knoll, and Maximilian Kreiter pp 12399 - 12403; (Research Article) DOI: 10.1021/la052354f


THEORY SIMULATION, MODELING

Select Citation

Density Functional Theory Study of the Geometry, Energetics, and Reconstruction Process of Si(111) Surfaces Santiago D. Solares, Siddharth Dasgupta, Peter A. Schultz, Yong-Hoon Kim, Charles B. Musgrave, and William A. Goddard III pp 12404 - 12414; (Research Article) DOI: 10.1021/la052029s


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Langmuir-Blodgett-Kuhn and Self-Assembled Films ofAsymmetrically Substituted Poly(paraphenylene)

F. Fitrilawati,† R. Renu, C. Baskar, L. G. Xu, H. S. O. Chan, S. Valiyaveettil,K. Tamada,‡ and W. Knoll*,§

Departments of Chemistry and of Materials Science, National University of Singapore,10 Science Drive 4, Singapore 117543

Received March 2, 2005. In Final Form: August 25, 2005

Asymmetrically substituted poly(paraphenylene) (PhPPP) with hydrophilic and hydrophobic side chainswas investigated. The polymer behavior at the air-water interface was studied on the basis of surfacepressure-area (π-A) isotherms and compression/expansion hysteresis measurements. PhPPP can formstable monolayers with an area per repeat unit of A ) 0.20 ( 0.02 nm2 and a collapse pressure in the rangeof π ) 25 mN/m. Then, Langmuir-Blodgett-Kuhn (LBK) films of PhPPP were prepared by horizontallyand vertically transferring the Langmuir monolayers onto hydrophilic solid substrates at π ) 12 mN/m.Cross-section analysis of the AFM tapping-mode topography images of a single transferred monolayerreveals a thickness of d0 ) 0.9 ( 0.1 nm. Taking into account the obtained monolayer thickness, curve-fitting calculations of angular scan data of LB monolayers measured using surface plasmon resonance(SPR) spectroscopy lead to a value for the refractive index of n ) 1.78 ( 0.02 at λ ) 632.8 nm. Next, thespontaneous formation of a PhPPP monolayer by adsorption from solution was studied ex situ by atomicforce microscopy and UV-vis spectroscopy and in situ by using SPR spectroscopy. Stable self-assembledmonolayers of PhPPP can be formed on hydrophilic surfaces with a thickness similar to that of the monolayerobtained using the LB method. The characterization results confirmed the amphiphilic character and theself-assembly properties of PhPPP, as well as the possibility of preparing homogeneous monolayer andmultilayer films.

1. IntroductionConjugated polymer systems have been the focus of

research for many years. A large number of polyconjugatedsystems such as poly(aniline) (PANI), poly(thiophene)(PT), poly(paraphenylene) (PPP), etc., were studied mostlyin the form of thin films.1 Electronic devices made fromconjugated systems have a great potential for technicalapplications.2 Several examples such as light-emittingdiodes (LED),3,4 photodetectors,5 and transistors6,7 havebeen demonstrated.

Further advances in the field of nanotechnology haveled to the fabrication of various molecular devices andmodules based on monomolecular arrays of functionalmolecules.8,9 Along these lines, full control of the orga-nization of the molecules in a film at the molecular levelis mandatory.10,11 Introducing functional groups as am-

phiphilic side chains into a molecular structure gives itself-organizingproperties.12 Forexample, thehydrophilic-hydrophobic structure of an amphiphilic molecule makesit energetically advantageous to reside at the air-waterinterface. The molecules are “trapped” at the interface,and if many of these molecules assemble in this way, theresult is an oriented layer, inherently one molecule thick.With this kind of molecular organization, one can applytypical supramolecular fabrication techniques such as theLangmuir-Blodgett-Kuhn (LBK) technique and thespontaneous self-assembly process for monolayer fabrica-tion. With this approach, thin films with good control overthe degree of ordering, film thickness, and hence func-tionality can be obtained.

Recently, we reported on the synthesis and character-ization of asymmetrically substituted poly(p-phenylene)(PhPPP) with an alkyl chain (C12H25) in the 2-positionand a hydroxy (OH) group attached in the para position.13

This polymer combines conjugation and amphiphilicitywith OH as a hydrophilic side chain and an alkyl moietyas a hydrophobic side chain, and it is therefore a primecandidate for the formation of ordered thin films ofconjugated polymers. The spontaneous adsorption ofsymmetrically substituted PPP on copper and gold sub-strates has been reported by Brunner et al.,14 and theadsorption of highly charged substituted PPP from an

* To whom correspondence should be addressed. E-mail: [email protected].

† Permanent address: Department of Physics, UniversitasPadjadjaran, Jatinangor 45363, West Java, Indonesia.

‡ Present address: Tokyo Institute of Technology, 4259 Nagat-suta, Yokohama, 226-8502, Japan.

§ Permanent address: Max-Planck-Institute for Polymer Re-search, Ackermannweg 10, 55128 Mainz, Germany.

(1) Skotheim, T. A.; Elsenbaumer, R. L.; Reynolds, J. R. Handbookof Conducting Polymers; Marcel Dekker: New York, 1998.

(2) Greenham, N. C.; Friend, R. H. Solid State Phys. 1995, 49, 1.(3) Tang, C. W.; van Slyke, S. A. Appl. Phys. Lett. 1987, 51, 913.(4) Burroughes, J. H.; Bradley, D. D. C.; Brown, A. R.; Marks, R. N.;

Mackay, K.; Friend, R. H.; Burns, P. L.; Holmes, A. B. Nature 1990,347, 539.

(5) Yu, G.; Pakbaz, K.; Heeger, A. J. J. Electron. Mater. 1994, 23,925.

(6) Garnier, R.; Yassar, A.; Hajlaoui, R.; Srivastava, J. P. Science1994, 265, 1684.

(7) Brown, P. J.; Sirringhaus, H.; Friend, R. H. Synth. Met. 1999,102, 557.

(8) Campbell, H.; Kress, J. D.; Martin, R. L.; Smith, D. L.; Barashkov,N. N.; Ferraris, J. P. Appl. Phys. Lett. 1997, 71, 3528.

(9) Joachim, C.; Gimzewski, J. K.; Aviram, A. Nature 2000, 408, 541.

(10) Ulman, A. An Introduction to Ultrathin Organic Films, FromLangmuir-Blodgett to Self-Assembly; Academic Press: London, 1991.

(11) DeQuan, L.; Ramos, O. In Photonic Polymer Systems; Wise, D.L., Wnek, G. E., Trantolo, T. M., Cooper, D. J., Gresser, J. D., Eds.;Marcel Dekker: New York, 1999; p 795.

(12) Lehn, J. M. Science 1993, 260, 1762. Bauerle, P. Adv. Mater.1993, 5, 879.

(13) Baskar, C.; Lai, Y. H.; Valiyaveettil, S. Macromolecules 2001,34, 6255.

(14) Brunner, S.; Caseri, W. R.; Suter, U. W.; Haehner, G.; Brovelli,D.; Spenser, N. D.; Vinckier, N.; Rau, L. U.; Galda, P.; Rehahn, M.Langmuir 1999, 15, 6333.

12146 Langmuir 2005, 21, 12146-12152

10.1021/la0505667 CCC: $30.25 © 2005 American Chemical SocietyPublished on Web 11/16/2005

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