Synthesis and Application of 2,5-Tethered Silole Polymer
- Issued Date
- 2020
- Abstract
- The 2,5-tethered silole polymers have been synthesized by neghishi coupling reaction with bis(phenylethynyl)dimethylsilane and 1,4-diioodo-2,5-bis(octyloxy)benzene. trans-dichlorobis(triphenylphosphine)palladium was used as catalyst. The molecular weight of 2,5-tethered polysilole 1 and 2 estimated by gel permeation chromatography (GPC) are Mw = 9826, Mn = 6237 with a polydispersity (Mw/Mn = 1.581) and Mw = 4970, Mn = 3764 with a polydispersity (Mw/Mn = 1.321), respectively. The synthesized compounds were characterized by 1H and 13C NMR spectroscopy. Absorption/emission spectra and absolute PL quantum yield for these compounds were obtained by using UV-Visible/fluorescence spectroscopy and in solution. Absorption and emission spectra of 2,5-tethered polysilole 1 are red-shifted from those of 2,5-tethered polysilole 2, indicating that the polysilole 1 are more conjugated than the polysilole 2. Detection of explosive materials, such as 2,4,6-trinitrotoluene (TNT), 1,3,5-trinitro-1,3,5-triazinane (RDX), and pentaerythritol tetranitrate (PETN), has been explored. At polysilole 2, A linear Stern-Volmer relation was observed for the TNT, but not for RDX, PETN, but at Polysilole 1, detection was shown in all explosive materials in solvent and film.
- Alternative Title
- 2,5-연결된 실올 고분자의 합성과 응용
- Alternative Author(s)
- Kim Jongjun
- Affiliation
- 조선대학교 화학과
- Department
- 일반대학원 화학과
- Advisor
- 손홍래
- Awarded Date
- 2020-02
- Table Of Contents
- Chapter 1. Synthesis and Application of 2,5-Tethered Silole Polymer
Abstract 1
1. Introduction................................................................................................... 3
2. Exerimental Section..................................................................................... 7
2.1. Generals........................................................................................................ 7
2.2. Synthesis....................................................................................................... 8
2.2.1. Synthesis of bis(phenylethynyl)dimethylsilane............................................ 8
2.2.2. Synthesis of 1,4-bis(octyloxy)benzene......................................................... 8
2.2.3. Synthesis of 1,4-diioodo-2,5-bis(octyloxy)benzene...................................... 9
2.2.4.
Synthesis of Poly[1,1-dimethyl-2,5-bis(tetraoctyloxy)biphenyl-3,4-di-phenyl]silole (PS 1)............................................................................................ 10
2.2.5.Synthesis of Poly[1,1-dimethyl-2,5-bis(hexaoctyloxy)terphenyl-3,4-di-phenyl]silole (PS 2)............................................................................................ 10
2.2.6. Synthesis of Poly(1,1-silole)........................................................................ 11
2.2.7. Synthesis of 2,4,6-Trinitrotoluene (TNT)..................................................... 11
2.2.8. Synthesis of 1,3,5-Trinitro-1,3,5-triazinane (RDX)...................................... 12
2.2.9. Synthesis of Pentaerythritol tetranitrate (PETN).......................................... 12
3. Results and Discussion............................................................................... 13
3.1. Monomer preparation................................................................................... 13
3.2. Polymer Synthesis......................................................................................... 15
3.3. UV-Vis absorption/Photoluminescence properties....................................... 19
3.4. Absolute PL Quantum Yield......................................................................... 25
3.5 Aggregation-induced Emission (AIE) 29
3.6. Detection of Explosive compound by Fluorescence Quenching................... 34
3.6.1. Fluorescence Quenching Studies with Explosive Material solvents............. 39
3.6.2. Fluorescence Quenching Studies with Explosive Material vapers............... 44
4. Conclusion.................................................................................................... 49
5. References..................................................................................................... 50
6. Spectrum....................................................................................................... 55
6.1. 1H-NMR and 13C-NMR spectroscopy.......................................................... 55
Chapter 2. Synthesis and Characterization of Organosilane Electrolyte Containing Silphenylene
Abstract 61
1. Introduction................................................................................................... 62
2. Experimental Section................................................................................... 64
2.1. Generals........................................................................................................ 64
2.2. Synthesisof 1,4-Bis(dimethylsilylhydro)benzene........................................ 64
2.3. Synthesis of 3-[2-(2-Methoxyethoxy)ethoxy]-1-propene............................. 64
2.4. Synthesis of 1,4-Bis{3-[2-(2-methoxyethoxy)ethoxy]-1-propyl}di-methylsilylbenzene.................................................................................................... 65
3. Results and Discussion............................................................................... 66
4. Conclusion.................................................................................................... 75
5. References..................................................................................................... 76
6. Spectrum....................................................................................................... 79
6.1. 1H-NMR and 13C-NMR spectroscopy.......................................................... 79
- Degree
- Doctor
- Publisher
- 조선대학교 대학원
- Citation
- 김종준. (2020). Synthesis and Application of 2,5-Tethered Silole Polymer.
- Type
- Dissertation
- URI
- https://oak.chosun.ac.kr/handle/2020.oak/14071
http://chosun.dcollection.net/common/orgView/200000285147
- Appears in Collections:
- General Graduate School > 4. Theses(Ph.D)
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