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BODIPY 유도체를 이용한 형광 자기-조립체의 합성 및 응용

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Author(s)
김보람
Issued Date
2017
Abstract
Boron-dipyrromethene (BODIPY) derivatives have been widely used as bright fluorescent dyes for cellular imaging due to their remarkable photophysical properties, such as photostability, large extinction coefficients and high fluorescent quantum yields. Recent improvements in functionalization methods for BODIPY has allowed fine-tuning of the properties of the chromophore and brought great research interest in BODIPYs for diverse fields, such as photosensitizers and fluorescent organic devices. We synthesized aqueous self-assemblies with nano-size from amphiphilic BODIPY derivatives. The amphiphilic BODIPY molecules consisting of a hydrophobic aromatic segment and hydrophilic coils, self-assembled into micellar nanostructures. The BODIPY derivatives were used as photodynamic therapy and bio-imaging agents.
Alternative Title
Synthesis and application of fluorescent self-assemblies from BODIPY derivatives
Alternative Author(s)
Kim, Boram
Department
일반대학원 화학과
Advisor
김호중
Awarded Date
2018-02
Table Of Contents
ChapterⅠ 1
1. Introduction ............................................................... 1
2. Experiment ................................................................. 4
2.1. Generals 4
2.2 Synthesis 4
2.2.1 Synthesis of 1,3,5,7,8-pentamethyl-BODIPY ( compound 1 ) 4
2.2.2 Synthesis of compound 2 5
2.2.3 Synthesis of compound 3 5
2.2.4 Synthesis of compound 4 6
2.2.5 Synthesis of compound 5 6
2.2.6 Synthesis of compound 6 6
2.2.7 Synthesis of compound 7 6
2.2.8 Synthesis of compound 8 7
2.2.9 Synthesis of compound 9 7
2.2.10 Synthesis of compound 10 7
2.2.11 Synthesis of compound 11 8
3. Results and Discussion ..................................................... 9
3.1. Measurements 9
3.2. Preparation of luminogenic BODIPY derivatives 9
3.2.1 Synthesis and characterization of compounds 1~9 9
3.3 Characterization of BODIPY based-fluorescent molecules 14
3.3.1 BODIPY based-fluorescent molecules 14
3.3.1.1 TEM images of self-assembled nano structures of AIE 1 & 3 15
3.3.1.2 Photos of AIE 1&3 under 365 nm in different solvent 16
3.3.1.3 AIE 1 & 3 Emission spectrum in different solution 16
3.3.1.4 Aggregation property of AIE 3 molecule 18
3.3.1.5 Cytotoxicity of synthesized molecules AIE 1 & 3 19
3.3.1.6 PDT activity of synthesized molecules AIE 1 & 3 20
3.3.1.7 Cell-imaging of synthesized molecules AIE 1 & 3 21
4. Reference .......................................................... 22
5. Spectrum ........................................................... 23
5.1 1H-NMR spectroscopy .......................... 23
Chapter Ⅱ 33
1. Introduction 33
2. Experiment 34
2.1 Generals 34
2.2 Synthesis 34
2.2.1
Synthesis of 1,3,5,7-tetramethyl-8-(4-bromophenyl)-4,
4-difluoro-4-bora-3a,4a-diaza-s-indacene 1
34
2.2.2 Synthesis of compound 12 - final 11 35
2.2.3 Synthesis of compound 13 35
2.2.4 Synthesis of compound 14 - final 12 36
2.2.5 Synthesis of compound 15 36
2.2.6 Synthesis of compound 16 - final 13 36
3. Results and Discussion 37
3.1 Solid-state와 용매별 분광학적 분석 37
3.2 Preparation of luminogenic BODIPY derivatives 37
3.3 Preparation of 2 - TPA BODIPY 38
3.4 Preparation of 3 - TPA BODIPY 39
3.5
BODIPY-TPA 유도체의 광학적 성질 ( UV-Vis absorption and fluorescence
spectrum ) 40
4. Conclusions 45
5. References 46
6. Spectrum 48
6.1 1H-NMR, 13C-NMR spectroscopy 48
Chapter Ⅲ 57
1. Introduction 58
2. Experiment 60
2.1 Generals 60
2.2 Synthesis 61
2.2.1
Synthesis of chitosan-IPN hydrogels functionalized with Gallic acid
and Dopamine
61
2.3 DPPH radical-scavenging assay of the chitosan-IPN hydrogels 62
2.4 ABTS radical-scavenging assay of the chitosan-IPN hydrogels 62
3. Results and discussion 63
4. Conclusions 68
5. References 69
Degree
Master
Publisher
조선대학교 대학원
Citation
김보람. (2017). BODIPY 유도체를 이용한 형광 자기-조립체의 합성 및 응용.
Type
Dissertation
URI
https://oak.chosun.ac.kr/handle/2020.oak/13363
http://chosun.dcollection.net/common/orgView/200000266486
Appears in Collections:
General Graduate School > 3. Theses(Master)
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