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Tetrapyrrole derivatives with novel optical properties: part I, synthesis of ferrocene-containing push-pull diphenylporphyrins ; part II, Light-harvesting naphthalene-phthalocyanine systems. / Synthesis of ferrocene-containing push-pull diphenylporphyrins / Light-harvesting naphthalene-phthalocyanine systems

by Ka Lok Cheng. / Thesis (M.Phil.)--Chinese University of Hong Kong, 2000. / Includes bibliographical references (leaves 115-122). / Abstracts in English and Chinese. / Abstract --- p.i / Abstract (in Chinese) --- p.ii / Acknowledgement --- p.iii / Table of Contents --- p.iv / List of Figures --- p.viii / List of Tables --- p.xi / Abbreviations --- p.xii / Chapter PART I --- SYNTHESIS OF FERROCENE-CONTAINING PUSH-PULL DIPHENYLPORPHYRINS --- p.1 / Chapter Chapter 1 --- Introduction --- p.2 / Chapter 1.1 --- Introduction to Nonlinear Optics --- p.2 / Chapter 1.1.1 --- Interactions of Light with Matters --- p.2 / Chapter 1.1.2 --- Structural Requirements of Second-Harmonic Generating Molecules --- p.4 / Chapter 1.2 --- Ferrocene as an Electron Donor in Second Harmonic Generating Molecules --- p.7 / Chapter 1.3 --- Porphyrin as a Platform of Second Harmonic Generating Molecules --- p.16 / Chapter 1.4 --- Target Molecules of this Project --- p.22 / Chapter Chapter 2 --- Result and Discussion --- p.23 / Chapter 2.1 --- Preparation of Alkynyl Fragments --- p.23 / Chapter 2.1.1 --- Preparation of 2-ferrocenylethyne (24) --- p.23 / Chapter 2.1.2 --- Preparation of 1 -ethynyl-4-nitrobenzene (26) --- p.24 / Chapter 2.1.3 --- "Preparation of l-ethynyl-4-(N,N-dimethylaminophenyl) benzene (28)" --- p.25 / Chapter 2.2 --- Preparation of Porphyrin Precursors --- p.26 / Chapter 2.3 --- "Synthesis and Characterizations of 5-(2'-Ferrocenylethynyl)-l5- formyl-10,20-diphenylporphyrinatonickel(II) (36)" --- p.29 / Chapter 2.4 --- "Synthesis and Characterizations of 5-(2',2'-Dicyanoethenyl)-l5- (2""-Ferrocenylethynyl)-10,20-diphenylporphyrinatonickel(II) (38)" --- p.33 / Chapter 2.5 --- "Synthesis and Characterizations of 5-Ferrocenylethynyl-l 5-(4""- nitrophenylethynyl)-10,20-diphenylporphyrinatonickel(II) (40)" --- p.37 / Chapter 2.6 --- "Synthesis and Characterizations of 5-Ferrocenylethynyl-l 5-(4'- (N,N-dimethylamino)phenyl)ethynyl)-10,20-diphenyl porphyrinatonickel(II) (47)" --- p.43 / Chapter 2.7 --- Conclusion for Part One --- p.47 / Chapter Chapter 3 --- Experimental Section --- p.48 / Chapter 3.1 --- General Information --- p.48 / Chapter 3.2 --- Physical Measurements --- p.48 / Chapter 3.3 --- Preparation of Alkynyl Fragments --- p.49 / Chapter 3.4 --- Preparation of Some Known Porphyrins --- p.54 / Chapter 3.5 --- "Synthesis of Ferrocenyl ""Push-pull"" Porphyrin" --- p.58 / Chapter PART II --- LIGHT-HARVESTING NAPHTHALENE-PHTHALOCYANINE SYSTEMS --- p.65 / Chapter Chapter 4 --- Introduction --- p.55 / Chapter 4.1 --- Porphyrin-based Light-harvesting systems --- p.66 / Chapter 4.1.1 --- Multiporphyrins --- p.57 / Chapter 4.1.2 --- Carotenoid-porphyrins --- p.74 / Chapter 4.1.3 --- Boron-dipyrrin porphyrins --- p.75 / Chapter 4.1.4 --- Anthracene-porphyrin systems --- p.73 / Chapter 4.1.5 --- Dendritic porphyrins --- p.79 / Chapter 4.2 --- Phthalocyanine-based Light-harvesting systems --- p.80 / Chapter 4.3 --- Objective of this project --- p.83 / Chapter Chapter 5 --- Result and Discussion --- p.84 / Chapter 5.1 --- Preparation of naphthalene-phthalocyanine systems --- p.84 / Chapter 5.1.1 --- Synthesis of zinc(II) tetra( 1 -naphthoxy)phthalocyanines --- p.84 / Chapter 5.1.2 --- Synthesis of tetra[2-(l´ة-naphthoxy)ethoxy] phthalocyaninatozinc(II) (83) --- p.85 / Chapter 5.1.3 --- "Synthesis of 2,3,9,10,16,17,23,24-octa( 1 -naphthoxy) phthalocyaninatozinc(II) (89)" --- p.86 / Chapter 5.2 --- Absorption spectra of naphthalene-phthalocyanine systems --- p.88 / Chapter 5.2.1 --- Absorption spectra at different concentrations --- p.89 / Chapter 5.2.2 --- Comparison of the absorption spectra of the naphthoxy phthalocyanine with the spectra of the mixture of corresponding 1-ethoxynaphthalene and alkoxyphthalocyanines --- p.92 / Chapter 5.3 --- Fluorescence Quantum yields of Naphthalene-Phthalocyanine Systems --- p.96 / Chapter 5.4 --- Singlet-singlet energy transfer efficiencies of Naphthalene- phthalocyanine Systems --- p.98 / Chapter 5.4.1 --- Methodology --- p.98 / Chapter 5.4.2 --- Determination of energy transfer quantum yields --- p.99 / Chapter 5.5 --- Conclusion for Part II --- p.103 / Chapter Chapter 6 --- Experimental Section --- p.104 / Chapter 6.1 --- General Information --- p.104 / Chapter 6.2 --- Synthesis of tetra( 1 -naphthoxy)phthalocyanines --- p.105 / Chapter 6.3 --- Synthesis of tetra(naphthoxyethoxy)phthalocyanine --- p.108 / Chapter 6.4 --- Synthesis of octa( 1 -naphthoxy)phthalocyanine --- p.111 / References --- p.115 / Appendix A: Spectra of new compounds not discussed in the main text --- p.123 / Appendix B: X-ray crystallographic data of compound40 --- p.133

Identiferoai:union.ndltd.org:cuhk.edu.hk/oai:cuhk-dr:cuhk_323195
Date January 2000
ContributorsCheng, Ka Lok., Chinese University of Hong Kong Graduate School. Division of Chemistry.
Source SetsThe Chinese University of Hong Kong
LanguageEnglish, Chinese
Detected LanguageEnglish
TypeText, bibliography
Formatprint, xiii, 143 leaves : ill. ; 30 cm.
RightsUse of this resource is governed by the terms and conditions of the Creative Commons “Attribution-NonCommercial-NoDerivatives 4.0 International” License (http://creativecommons.org/licenses/by-nc-nd/4.0/)

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