Organic Functional Dyes for Efficient Detection of Cyanide ion, Ethylamine and Hydrogen sulfide gases
Organic Functional Dyes for Efficient Detection of Cyanide ion, Ethylamine and Hydrogen sulfide gases
- 주제(키워드) Organic functional dye , Chemosensor , Cyanide ion , Ethylamine , Hydrogen sulfide
- 발행기관 아주대학교
- 지도교수 김종현
- 발행년도 2020
- 학위수여년월 2020. 2
- 학위명 석사
- 학과 및 전공 일반대학원 분자과학기술학과
- 실제URI http://www.dcollection.net/handler/ajou/000000029807
- 본문언어 영어
- 저작권 아주대학교 논문은 저작권에 의해 보호받습니다.
초록/요약
The development of selective and sensitive chemosensors for detection of hazard materials have attracted great attention in various field, such as chemistry, biology and the environment. Among various chemosensors, a lof of efforts to develop colorimetric chemosensor have been made due to real-time detection, low cost, high-efficiency, and easy operation. We reported new chemosensors using three dyes, which showed efficient detection of cyanide anion (CN-), ethylamine(EtNH2) and hydrogen sulfide (H2S) gases, respectively, through changes of color by naked eyes. In chapter 1, A new D–π–A dye (dye3) was synthesized and unique spectral properties of a dye3 were investigated. Dye3 showed noticeable and reversible colorimetric/fluorometric changes in response to cyanide ion. The sensing mechanism of dye3 to the cyanide was studied with 1H NMR and theoretical calculationsThese properties suggest that dye3 can be applied to smart chemosensor which responses to cyanide ion. In chapter 2, A new isoindoline structure based chemosensor (ID1) was synthesized for ethylamine detection. Ethylamine detection was efficient based on clear color changes ID1. When exposed to mono-ethylamine, a spectral change in the UV-vis absorption spectrum of ID1 was observed, resulting in a noticeable and fast (<1.0) color change that was visually detectable. Detection mechanisms and kinetic studies were systemically investigated via 1H NMR, LC–MS characterization, association constant analyses and density functional theory (DFT)-based quantum calculations. As a result of this investigation, the mechanism is based on a nucleophilic attack. Efficient detection of ethyl amine in solutions, thin films and dyed fabrics has been demonstrated, which suggests the applicability of ID1 to simple, effective, and practical sensors. In Chapter 3, Squalyium-based colorimetric hydrogen sulfide (H2S) chemosensors (SQ1, SQ2, and SQ3) were developed, and their detection properties were systematically characterized. SQ1 exhibited rapid and high resolution H2S sensing properties through significant color changes detectable by naked-eye with limit of detection as low as 211nM. SQ1 also showed excellent selectivity for H2S detection over other relevant anions and nucleophiles. Sensing mechanisms of SQ1 were investigated based on spectroscopic and 1H NMR analyses with quantum calculations. Furthermore, SQ1 showed an efficient response to H2S under versatile conditions in the solution, solid, and dyed fabric states, which suggests applicability of SQ1 to simple, low-cost, and practical H2S sensors.
more목차
Chapter 1. Cyanide ion Sensing of a new D-π-A charge-transfer dye based on hydroxyl-methoxybenzene donor and isophorone acceptor moiety 1
1.1 Introduction 2
1.2 Experimental Section 5
1.3 Results and Discussion 7
1.4 Conclusion 19
1.5 References 20
Chapter 2. Colorimetric Sensing of Ethylamine using an Isoindoline Dye under Versatile Conditions 24
2.1 Introduction 25
2.2 Experimental Section 27
2.3 Results and Discussion 30
2.4 Conclusion 48
2.5 References 49
Chapter 3. Detection of Hydrogen Sulfide using squarylium-Based Chemosensors 52
3.1 Introduction 53
3.2 Experimental Section 55
3.3 Results and Discussion 57
3.4 Conclusion 72
3.5 References 73
