Microfabrication of Self-Oscillating Gel by Photolithography

Similar documents
Self-Oscillating Nano-Gel Particles

Micro- and Nano-Fabrication of Stimuli-Responsive Polymers

sensors ISSN

Activation Energy of Aggregation-Disaggregation Self-Oscillation of Polymer Chain

Investigation into the mechanism of photo-mediated RAFT polymerization involving the reversible photolysis of the chain-transfer agent

5. Photochemistry of polymers

Formation and Surface Modification of Nanopatterned Thiol-ene Substrates using

Quiz 5 Introduction to Polymers

Supplementary Materials: SRG Inscription in Supramolecular Liquid Crystalline Polymer Film: Replacement of Mesogens

Dumpling-Like Nanocomplex of Foldable Janus Polymer Sheet and Sphere

Supplementary Figures

Active Polymer Gel Actuators

Beads-On-String-Shaped Poly(azomethine) Applicable for Solution Processing of Bilayer. Devices using a Same Solvent

Nur Farizah Ayub, Shahrir Hashim and Nadia Adrus. Faculty of Chemical Engineering, Universiti Teknologi Malaysia, UTM Skudai, Johor, MALAYSIA

UV INITIATED BUBBLE FREE FRONTAL POLYMERIZATION IN AQUEOUS

Supporting Information

SUPPORTING INFORMATION

Supporting Information. Surface Functionalized Polystyrene Latexes using Itaconate based Surfmers

Utilization of star-shaped polymer architecture in the creation of high-density polymer

Hydrogen Bonding in Colloidal Polymer Materials

Supplementary information related to experiments is specific to the NIPAAm-based BZ gels discussed in the main text. (1) (2)

Supplementary Material (ESI) for Chemical Communications This journal is (c) The Royal Society of Chemistry 2009

Dependence of Molecular Recognition for a Specific Cation on the Change of the Oxidation State of the Metal Catalyst Component in the Hydrogel Network

SYNTHESIS AND PROPERTIES OF CROSS-LINKED POLYMERS CONTAINING DIARYLBIBENZOFURANONE BY ADMET POLYMERIZATION

Supplementary Material (ESI) for Chemical Communications This journal is (c) The Royal Society of Chemistry 2008

Supporting Information

Department of Chemistry, University of Missouri-Columbia, Missouri

Supporting Information. Photoswitchable Ratchet Surface Topographies. based on Self-Protonating Spiropyran-NIPAAM

Supplementary Information

synthetic strategies for the generation of polymer monolayers grafting via immobilized monomers

Development of novel self-oscillating gel actuator. for achievement of chemical robot

Supporting Information. CdS/mesoporous ZnS core/shell particles for efficient and stable photocatalytic hydrogen evolution under visible light

Synthesis of 2 ) Structures by Small Molecule-Assisted Nucleation for Plasmon-Enhanced Photocatalytic Activity

Acid-Base Bifunctional Shell Cross-Linked Micelle Nanoreactor for One-pot Tandem Reaction

Autonomous Oscillation of Polymer Chains Induced by the Belousov Zhabotinsky Reaction

Supporting Information

Organized polymeric submicron particles via selfassembly. and crosslinking of double hydrophilic. poly(ethylene oxide)-b-poly(n-vinylpyrrolidone) in

Temperature Controlled of Self-Oscillating for Polymer Chains Induced by BZ Reaction with Fe(phen) 3 Catalyst

Supporting Information

Heterogeneously catalyzed selective aerobic oxidative cross-coupling of terminal alkynes and amides with simple copper(ii) hydroxide

Rational design of light-directed dynamic spheres

Shape-Morphing Chromonic Liquid Crystal Hydrogels. Supporting information

Supporting Information

Magnetic Iron Oxide Nanoparticles as Long Wavelength Photoinitiators for Free Radical Polymerization

Top down and bottom up fabrication

Controlling Multicompartment Morphologies Using Solvent Conditions and Chemical Modification

Supporting Information

Recognition and Absorption of the Water-soluble X-ray Contrast Medium Iodixanol using Molecularly Imprinted Polymers for Biomedical Applications

Self-Healing Polymers with PEG Oligomer Side Chains. Based on Multiple H-Bonding and Adhesion Properties

Supporting Information

Post-Self-Assembly Cross-Linking to Integrate Molecular Nanofibers with Copolymers in Oscillatory Hydrogels

Development of Photosensitive Polyimides for LCD with High Aperture Ratio. May 24, 2004

Introduction. Photoresist : Type: Structure:

Supporting Information

Supplementary Information. Rational Design of Soluble and Clickable Polymers Prepared by. Conventional Free Radical Polymerization of

applied as UV protective films

CHAPTER 3. FABRICATION TECHNOLOGIES OF CdSe/ZnS / Au NANOPARTICLES AND NANODEVICES. 3.1 THE SYNTHESIS OF Citrate-Capped Au NANOPARTICLES

Supporting Information

Techniken der Oberflächenphysik (Techniques of Surface Physics)

Photocontrolled RAFT Polymerization Mediated by a

Reaction Mechanism for Light Sensitivity of the Ru(bpy) 3. -Catalyzed Belousov-Zhabotinsky Reaction

Supplementary Material for Molecular Ordering of Organic Molten Salts Triggered by Single-Walled Carbon Nanotubes

Tuning Porosity and Activity of Microporous Polymer Network Organocatalysts by Co-Polymerisation

Supporting Information

Supplementary Figure 1. Temperature profile of self-seeding method for polymer single crystal preparation in dilute solution.

Supporting Information

Aziridine in Polymers: A Strategy to Functionalize Polymers by Ring- Opening Reaction of Aziridine

Fluorescence Visual Gel-separation of Dansylated BSA-protected Gold-Nanoclusters

SUPPLEMENTARY INFORMATION

6HOI-EHDWLQJJHOSXPSSRZHUHGE\FKHPLFDOHQHUJ\

K + -Recognition Capsules with Squirting Release Mechanisms

Supporting Information. Vesicles of double hydrophilic pullulan and. poly(acrylamide) block copolymers: A combination

Controlled self-assembly of graphene oxide on a remote aluminum foil

Supplementary Information

How does A Tiny Terminal Alkynyl End Group Drive Fully Hydrophilic. Homopolymers to Self-Assemble into Multicompartment Vesicles and

Supporting information

One-Pot and Rapid Synthesis of Uniformed Silica Spheres. Via Mediation of Linear Poly(ethyleneimine)s and Dyes

High-Performance Semiconducting Polythiophenes for Organic Thin Film. Transistors by Beng S. Ong,* Yiliang Wu, Ping Liu and Sandra Gardner

Microfluidic Networks of the Compartmentalized Belousov-Zhabotinsky Reaction

Supporting Information

Supplementary Information

Supplementary Information. Seeding Approach to Noble Metal Decorated Conducting Polymer Nanofiber Network

maximal photofluorescence decay time of 6 hours (purchased from Shenzhen HuiDuoSheng

Electronic Supporting Information

dissolved into methanol (20 ml) to form a solution. 2-methylimidazole (263 mg) was dissolved in

Supporting Information. Temperature dependence on charge transport behavior of threedimensional

Supplementary Information

Supporting Information. A Photo-Hydrogen-Evolving Molecular Device Driving Visible-Light-Induced EDTA-Reduction of Water into Molecular Hydrogen

Anomalous phase behavior in blends of -SO 3 H terminated polystyrene with poly(n-butyl acrylate) containing a small amount of tertiary amino groups

Dendritic Star Polymer of Polyacrylamide Based on β-cyclodextrin Trimer: A. Flocculant and Drug Vehicle

Supplementary Information

Radical Initiation 2017/2/ ) Thermal Decomposition of Initiators

HIGH-PERFORMANCE PERFLUORINATED POLYMER ELECTRET FILM FOR MICRO POWER GENERATION

Multi-stage hydrogel rockets with stage dropping-off by thermal/light stimulation

Low-Bandgap Conjugated Polymers for High Efficient Photovoltaic. Yi-Chun Chen, Chao-Ying Yu, Yu-Ling Fan, Ling-I Hung, Chih-Ping Chen*, Ching

Block copolymers containing organic semiconductor segments by RAFT polymerization

Supplementary information

1. Experimental section

Supporting Information. Supramolecular Polymer Networks made by Solvent-Free Copolymerization of a Liquid 2-Ureido-4[1H]pyrimidinone Methacrylamide

Carbon nanotube coated snowman-like particles and their electro-responsive characteristics. Ke Zhang, Ying Dan Liu and Hyoung Jin Choi

Transcription:

Microfabrication of Self-Oscillating Gel by Photolithography Y. Furuhata 1, M. ogawa 2, Y. Ito 2 and R. Yoshida 1 1 Department of Materials Engineering, Graduate School of Engineering, The University of Tokyo 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-8656, Japan Phone/Fax: +81-3-5841-7112, e-mail: furuhata@bmw.t.u-tokyo.ac.jp 2 Kanagawa Academy of Science and Technology, Japan Introduction: We have been studying the self-oscillating gel coupled with the oscillating reaction (the Belousov-Zhabotinsky (BZ) reaction) 1). The gel consists of the crosslinked poly(-isopropyl-acrylamide (IPAAm)) to which ruthenium tris(2,2 -bipyridine) (Ru(bpy) 3 ), a catalyst for BZ reaction, is covalently bonded. In this study, we have attempted microfabrication of self-oscillating gel by photolithography for application to micro-devices such as MEMS and µtas. Two photolithographic methods, (1) using photoinitiator and (2) using the polymer with azidophenyl groups, were employed to control the gel structure. Optimal conditions for microfabrication have been discussed by changing the concentration and composition of monomer solution and the intensity and time of photo-irradiation. Experimental: (1) Microfabrication using photoinitiator. IPAAm, Ru(bpy) 3 monomer,, -methylenebisacrylamide (MBAAm, 1.25mol%), and 2,2-dimethoxy-2-phenylacetophenone (photoinitiator) were dissolved in methanol. After purged with nitrogen gas, the solution was injected between glass plate and photomask plate separated by Teflon sheet (0.5mm). Polymerization was carried out by irradiating monochromatic light (370nm). (2) Microfabrication using photosensitive polymer. At first, poly(ipaam-co-acrylic acid-co-ru(bpy) 3 ) (molar ratio was 97:2:1) was synthesized in methanol (5mL, total monomer concentration 2.0M) containing 2,2 -azobisisobutyronitrile (AIB, 1mol% of total monomers) at 60 C for 24h. The resulting mixture was dialyzed against methanol and water, and then freeze-dried. Subsequently, this copolymer (100mg), 4-azidoaniline (30mg) and water-soluble carbodiimide (64mg) were dissolved in PBS (ph 7.0, 20mL), and the mixture was stirred at 4 C for 24h. The azidophenyl-amidated copolymer was obtained by dialyzing resulting mixture for 3 days against water and freeze-drying (Fig.1). Then this copolymer was dissolved in methanol (40mg/mL). The polymer solution was coated on glass or polystylene plate and dried up. The plate was then covered with a photomask and UV light was irradiated. Results and discussion: By both microfabrication method (1) and (2), several shapes of micrometer-sized gels with the same pattern as photomask were synthesized. As monomer and photoinitiator concentrations increase, the gelation time became shorter. Optimal condition for microfabrication (1) was obtained when the monomer concentration was 2.0M and light intensity was 1.5kW/cm 2. Fig.2 shows the lattice-shaped gel prepared by microfabrication (2). In oxidized state, the gel swelled more than in reduced state (Fig.3). Self-oscillation occurred and chemical wave propagation was observed as these gels were immersed in the substrate solution of BZ reaction. The self-oscillating behavior of the microgels was analyzed with comparing that of bulk gel. Reference: 1) R. Yoshida, K. Takei and T. Yamaguchi: Macromolecules, 36, 1759 (2003).

Microfabrication of Self-oscillating gel by Photolithography Y. Furuhata, M. ogawa, Y. ito, R. Yoshida 1) Tokyo Univ. 2) Kanagawa Academy of Science and Technology

A bs trac t We have been studying the self-oscillating gel coupled with the oscillating reaction (the Belousov-Zhabotinsky (BZ) reaction). The gel consists of the crosslinked poly(-isopropyl-acrylamide (IPAAm)) to which ruthenium tris(2,2õ-bipyridine) (Ru(bpy) catalyst for BZ reaction, is covalently bonded. In this study, we have attempted microfabrication of selfoscillating gel by photolithography for application to micro-devices such as MEMS and µtas. Two photolithographic methods, (1) using photoinitiator and (2) using the polymer with azidophenyl groups, were employed to control the gel structure. Optimal -condi tions for microfabrication have been discussed by changing the concentration and composition of monomer solution and the intensity and time of photo-irradiation.

Mechanism of Self-Oscillation for Polymer Gel Poly(IPAAm-co-Ru(bpy) 3 ) gel Transducer Belousov-Zhabotinsky (BZ) reaction Malonic acid Bromomalonic acid Br - Ru(bpy) 3 3+ Ru(bpy)3 2+ HBrO2 Products Reactants: MA, abro 3, HO 3 Catalyst: Ru(bpy) 3 2+ BrO3 - Gel size (diameter) [µm] 500 400 300 200 Swelling curve Reduced state, Ru(II) Oxidized state, Ru(III) Difference of swelling ratio 100 10 20 30 40 50 Temperature [ C] ( CH 2 CH ) ( CH 2 CH ) CH 2 CH x y 2+ / 3+ C O C O CH 3 H H CH 2 CH Ru H CH 3 CH 3 C O IPAAm Ru(bpy) 3 Self-oscillation Light intensity Gel size 10 µm Light; Ru(III) Dark; Ru(II) 145 50 5 min Time CH Outer solution; CH R. Yoshida, et al.: J. Phys. Chem. A, 104, 7549 (2000). Mechanical Oscillation Redox Oscillation [MA]=0.0625M, [abro 3 ]=0.084M [HO 3 ]=0.6M, 20 C Heart muscle-emulating materials. Self-oscillating micropump or microactuator. 2

Microfabrication of Gels Miniaturization of the gel Improvement of response time (The response time of gel is proportional to the square of gel size) Application to the micro-devices (ex. Microactuator, µtas, MEMS) Technology of miniaturization -Synthetic technique- Suspension polymerization Emulsion polymerization (ex. Preparation of micro/nano gel particles) etc. -Lithography- Shape of gel can be easily changed. Photolithography Easy synthesis and simple device X-ray lithography (LIGA) 3D Microfabrication

Purpose of This Work We have attempted microfabrication of self-oscillating gel by photolithography for application to micro-devices such as MEMS and µtas. Two photolithographic methods were employed to control the gel structure. 1. Photolithography (1) Microfabrication using photo-initiator (2) Microfabrication using photosensitive polymer Optimal conditions for microfabrication have been discussed by changing the concentration and composition of monomer solution and the intensity and time of photo-irradiation. 2. X-ray lithography (LIGA) Preparation of Ciliary motion actuator made of selfoscillating gel (Artifitial Cilia)

1 -(1) Photolithography using photo-initiator Microfabrication Using Photo-Initiator Monomer solution (concentration; 2M) IPAAm Ru(bpy) 3 monomer (5 wt%) MBAAm (cross-linker) (1.25 mol%) Photo initiator (10 wt%) Methanol Monochromatic light (370nm) Photomask Spacer (thickness; 0.5 mm) Glass plate Photo initiator OCH 3 C OCH 3 C O 2,2,-Dimethoxy-2- phenylacetophenone The monomer solution was poured between the photomask and the glass. Photomask Glass plate Optimal conditions; Intensity: 1.0~1.5 mw/cm 2 Irradiation time: 3~5 min. Spacer

1 -(1) Photolithography using photo-initiator Micropatterning of Poly(IPAAm-co-Ru(bpy) 3 ) Gel Using Photo-Initiator. 500 µm Photomask Prepared gel Reduced state Oxidized state (in Ce(III) / HO 3 ) (in Ce(IV) / HO 3 ) d = 688 µm d = 785 µm

1 -(2) Photolithography using photosensitive polymer Microfabrication Using Photosensitive Polymer [Molar ratio] 94 : 1 : 5 98 1 1 H-(CH 2 -CH) x (CH 2 -CH) y C=O CH 3 -H CH CH 3 CH 3 Ru (CH 2 -CH) z -H 2+ COOH + 3 H 2 PS or glass plate Polymer coating on a plate. Photomasking H-(CH 2 -CH) x C=O -H CH (CH 2 -CH) y CH 3 Ru Water soluble carbodiimide ph7.0, 4 C, 24hours (CH 2 -CH) z -H 2+ COH Washing UV irradiation itren reaction was occurred. - 3 groups bonded any carbon chain near it. CH 3 CH 3 4-azidophenylamidated poly(ipaam-co-ru(bpy) 3 ) 3 Gel pattern fixed on PS plate Detached microgels from glass plate

1 -(2) Photolithography using photosensitive polymer Micro-patterning of Poly(IPAAm-co-Ru(bpy)3) Gel Using Photosensitive Polymer [1] 200 µm Photomask (circle and square) Prepared gel (on PS plate) The minimum size for this microfabrication method = several µm

1 -(2) Photolithography using photosensitive polymer Micro-patterning of Poly(IPAAm-co-Ru(bpy) 3 ) Gel Using Photosensitive Polymer [2] 40µm 2µm Photomask (lattice-shaped) Prepared gel (on PS plate)

1 -(2) P hotolithography us ing photos ens itive polymer A F M Image of L attic e-s haped Mic rogel 500 [µm] 20 0 40 60 [µm] 40 µm 1.5 0 [µm] 3D image of A F M T hic knes s Å700 nm 80

1 -(2) Photolithography using photosensitive polymer Redox Changes of Poly(IPAAm-co-Ru(bpy) 3 ) Microgels Prepared by Photosensitive Polymer. 200 µm 100 µm Reduced state (at 20 C) Oxidized state (at 20 C) (in Ce(III) / HO 3 ) (in Ce(IV) / HO 3 )

1 -(2) Photolithography using photosensitive polymer Chemical Wave Propagation of Poly(IPAAm-co-Ru(bpy) 3 ) Microgel Prepared by Using Photosensitive Polymer 500 µm After 2 min. 3 min. 4 min. 5 min. 9 min. Outer solution: [MA]=0.09 M, [abro 3 ]=0.1 M, [HO 3 ]=0.4 M BZ reaction was occurred inside of the gel, and the chemical wave was propagated through the patterned gel arrangement.

2. X-ray lithography Preparation of Artificial Cilia by X-ray Lithography Photolithography 2D-microfabrication X-ray lithography 3D-microfabrication Concept of Artificial Cilia The propagation of chemical wave Moving deep X-ray lithography technique Exposure Development Au Evaporation i Electroplating X-ray PMMA Moving the photomask, X-ray was irradiated. The PMMA mold was too hard to takeout the gel, so the PDMS mold, the softer one, was prepared. PDMS molding PDMS De-molding Poly(IPAAm-co-Ru(bpy) 3 ) gel The propagation of chemical wave Lean the projections succesively

2. X-ray lithography The Gel Array Prepared by 3D-Microfabrication 240 µm 150 µm The projection array of gel with high aspect ratio 100 µm 300 µm The motio of the projection on BZ reaction was analyzed by image processing based on the video image. O. Tabata, H. Hirasawa, S. Aoki, R. Yoshida and E. Kokufuta: Sensors and Actuators A, 95, 234 (2002). O. Tabata, H. Kojima, T. Kasatani, Y. Isono and R. Yoshida: Proc. MEMS 2003. The motion of the gel projection Vertical coordinate [µm] 5 4 3 2 1 0-1 0 1 2 3 4 5 6 Lateral coordinate [µm] The circular motion like a cilia

Summary < Microfabrication of self-oscillating gel > 1. Photolithography Several shapes of micrometer-sized gels were synthesized. Redox change of self-oscillating gel was observed and swelling change was measured. In the aqueous solution containing BZ substrates, self-oscillation accompanied by the propagation of chemical wave was achieved. 2. X-ray lithography (LIGA) The gel array with projections on surface was prepared. - Follow ing the propagation of chemical wave, the motion like a cilia wa observed. (Realization of artificial cilia.)