NIR 색소용 쿼터라일렌 비스이미드 유도체의 합성 및 특성 연구
- Alternative Title
- Synthesis and Characterization of Quaterrylene bisimide derivatives as NIR colorant
- Abstract
- Near-infrared (NIR) colorant is intriguing and attractive but full of challenges. Although some cyanine colorant have been commercialized, near-infrared colorant with intensive NIR absorption, good chemical and photo-stability, and high solubility still remain as target compound. Certain polycyclic aromatic compounds such as quaterrylene represent a key class of NIR colorant and also give rise to outstanding physical and chemical properties after appropriate chemical modification. In this study, we have tried to introduce two kinds of imide functional group to quaterrylene in order to give chemical and thermal stability. One is the 2,6-diisopropylphenylimide, the other is 1-hexylheptylimide. Finally, we synthesized N,N'-bis(2,6-diisopropylphenyl)- quaterrylene-3,4:13,14-tetracarboximide, and N,N'-bis(1-hexyl- heptyl)-quaterrylene-3,4:13,14-tetracarboximide.
Then, we evaluated their properties using 1H NMR, Maldi-tof, TGA, and UV/VIS/NIR spectroscopy as NIR colorant. The quaterrylene bisimide compound exhibit a excellent thermal stability and chemical stability.
- Author(s)
- 박근수
- Issued Date
- 2011
- Awarded Date
- 2011. 8
- Type
- Dissertation
- Keyword
- NIR colorant quaterrylene perylene suzuki coupling
- Publisher
- 부경대학교 대학원
- URI
- https://repository.pknu.ac.kr:8443/handle/2021.oak/9270
http://pknu.dcollection.net/jsp/common/DcLoOrgPer.jsp?sItemId=000001965253
- Alternative Author(s)
- Park, Keun Soo
- Affiliation
- 이미지시스템공학과
- Department
- 대학원 이미지시스템공학과
- Advisor
- 정연태
- Table Of Contents
- Ⅰ. 서 론 1
Ⅱ. 이론적 배경 3
1. Rylene 유도체 3
2. Suzuki coupling reaction 5
Ⅲ. 실험 방법 6
1. 시약 및 분석기기 6
2. N,N'-bis(1-hexylheptyl)-quaterrylene-3,4:13,14-tetracarboximide의 합성 7
가. 아민화 반응 8
나. 이미드화 반응 9
다. 산무수물화 반응 10
라. 커플링 반응 11
마. 고리화 반응 12
3. N,N'-bis(2,6-diisopropylphenyl)-quaterrylene-3,4:13,14- tetracarboximide의 합성 13
가. 탈카르복실화 반응 14
나. 브롬화 반응 15
다. 보론 에스터화 반응 16
라. Suzuki coupling 반응 18
마. 고리화 반응 19
Ⅳ. 결과 및 고찰 20
1. Imide 작용기의 역할 20
2. N,N'-bis(1-hexylheptyl)-quaterrylene-3,4:13,14-tetracarboximide의 특성평가 21
가. Maldi-tof 질량 분석 21
나. 흡광 특성 24
다. 열적 성질 26
라. 내용매성 및 내화학적 특성 28
3. N,N'-bis(2,6-diisopropylphenyl)-quaterrylene-3,4:13,14-tetracarboximide의 특성평가 31
가. Maldi-tof 질량 분석 31
나. 흡광 특성 33
다. 열적 성질 35
라. 내용매성 및 내 내화학성 특성 37
Ⅴ. 결 론 40
Ⅵ. 참고문헌 42
- Degree
- Master
-
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