Ph. D. THESIS 2009

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2.5. Mass spectrometry of bicyclo[3.3.1]nonane-3,7-dione dioxime 87 2.6. Molecular modeling for the supramolecular architectures of syn and anti isomer 90 2. Conclusions of the part A 96 3. Experimental part 97 4.1. General experimental 97 4.2. Synthesis and characterization of compounds 100 References 101 Part B Fabricatio n o f 3 D Metallic Micro - an d n an o stru ctu res by Laser In d u ced <strong>Ph</strong> o to ch em istry 1. Principle of the micro/nanostructuration by two-photon induced photochemistry. State of the art 1 4 6 2. Experimental part: fabrication and characterization 159 2.1. Sample conditioning 159 2 1.1.Composition 159 2.1.2. Preparation 161 2.1.3. Thin film deposition 163 2.1.3.1 The key stages in spin coating 163 2.1.3.2.Polyimide underlayer spin-coating 163 2.1.4. Washing process 166 2.2. The metallic fabrication process 168 2.2.1. Experimental set-up 168 2.2.2. Laser source 168 2.2.3. The control of the microscope motorized stage 169 2.3. Characterization of the metallic structures 170 2.3.1. Optical and spectroscopical microscopy 171 2.3.2. Scanning electronic microscopy 171 2.3.3. Atomic force microscopy 172 3. Optimization of silver micro/nanostructures fabrication 175 3.1.Introduction 175 3.2. The approach of silver photographic process 177 3.2.1. The principle of the silver photographic process 177 3.2.2. Our chemical system 179 3.3. TPA fabrication of silver wires 180 3.3.1. Processing parameters 180 3.3.2. Thermal effect limitation 181 3.4. Chemical nature of the silver deposition 183 3.5. TPA approach induced by silver nanoparticles 185 3.5.1. General mechanism 185 3.5.2. The reduction mechanism by thermal effect 185 3.5.3. Our chemical system 187 3.6. TPA fabrication of 2D and 3D silvermicro/nanostructures 188 3
3.6.1. Dots 188 3.6.2. 3D structures 192 3.6.2.1. Fabrication 192 3.6.2.2. Silver porosity due to the corosion 196 3.6.2.3. Electroless plating process 199 4. Optimization of gold micro/nanostructures fabrication 207 4.1. Introduction 207 4.2. UV-Vis investigation 208 4.3. The gold structures fabrication process 211 4.3.1. PSS- matrix for gold microfabrication 211 4.3.2. Double-line effect in thin PSS matrix 214 4.3.3. The influence of the operating parameters 219 4.3.3.1. The laser power 219 4.3.3.2. The substrate 222 4.3.3.2.1. Glass 222 4.3.3.2.2. Polyimide underlayered glass 223 4.3.3.3. Gold salt concentration 224 4.4. The thermal effect 227 4.4.1. Theoretical model 230 4.5 The overcoming of the thermal effect 232 4.5.1 Nanodots 230 4.5.2. Single wires 234 4.5.3. 3D structures 237 5. Optical properties of the metallic structures 239 5.1. Introduction 239 5.2. Diffraction properties 239 5.3. 3D photonic crystals 243 6. Conclusions of the part B 247 References 248 Keywords: intra- and intermolecular H-bonds, keto-enol tautomerism, syn and anti stereoisomers, self-assembly, supramolecular chemistry, laser induced photochemistry, two-photon absorption, thermal effect, 3D structures. 4
Page 1 and 2: “BABES-BOLYAI” UNIVERSITY CLUJ-
Page 3: General Introduction OUTLINE Part A
Page 7 and 8: Part A: Synthesis and Structural An
Page 9 and 10: H 3C H 3C O O O C C O O 1a O O C C
Page 11 and 12: The two forms are in equilibrium an
Page 13 and 14: Figu re 4 . Th e 13 C-NMR APT (CDCl
Page 15 and 16: set used , the anarmonicities that
Page 17 and 18: Figure 9. ORTEP diagram for the bic
Page 19 and 20: 1.5.1. Tetramethyl 3,7-dihydroxybic
Page 21 and 22: Table 7. The selected molecular par
Page 23 and 24: a b Figure 14. 1 H NMR spectrum (CD
Page 25 and 26: Figure 16. 13 C NMR spectrum APT (C
Page 27 and 28: Absorbance (a. u.) Absorbance (a.u.
Page 29 and 30: icyclo[3.3.1]nonane-3,7-dione solut
Page 31 and 32: m u lt ip let a t a t δ ==1 .7 6 p
Page 33 and 34: Figure 22. 13 C NMR APT spectrum of
Page 35 and 36: Figure 24. NMR investigation of the
Page 37 and 38: (mol·l -1 ) syn 8.8 x10 -3 1.4373
Page 39 and 40: a b Figure 29. 3D FTIR spectra in s
Page 41 and 42: Figure 32. ORTEP diagram for the cy
Page 43 and 44: H2 … N3 = 1.839 Å H5 … N6 = 1.
Page 45 and 46: 2. Conclusions of the part A Differ
Page 47: 20. L. J. Bellamy, “Advanced in I
Page 50 and 51: 2. Experimental part: fabrication a
Page 52 and 53: 3 m 30 m a b Figure 4. Optical imag
Page 54 and 55:
(NA 1.25) in phase-contrast (a) and
Page 56 and 57:
was chosen instead of an aqueous on
Page 58 and 59:
Our goal is to develope a lasser as
Page 60 and 61:
Figure 15. a Optical image of gold
Page 62 and 63:
the power as parameter exhibits a m
Page 64 and 65:
a b Figure 21 a) Optical image of g
Page 66:
4.5.3. 3D structures The 3D structu
Page 69 and 70:
Selected References 1. E. S. Wu, J.
Page 71:
VIII. J. Bosson-Ehoomann, A. Mihut,
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Ph. D. THESIS 2009

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