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TADF용 Cyclohexane-1,1-diyldibenzene계 Ambipolar Host에 관한 연구

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Alternative Title
Study on Cyclohexane-1,1-diyldibenzene Derivatives as Ambipolar Host Materials for Thermally Activated Delayed Fluorescence
Abstract
In this paper, a series of Cyclohexane-1,1-diyldibenzene (spacer) derivatives 9-(4-(1-(4-(diphenylphosphoryl)phenyl)cyclohexyl)phenyl)-9
H-carbazole (AH1), 9-(4-(1-(4-(phenylsulfonyl)phenyl)cyclohexyl)pheny
l)-9H-carbazole (AH2), 9-(4-(1-(4-(diphenylphosphorothioyl)phenyl)cyc
lohexyl)phenyl)-9H-carbazole (AH3), 9-(4-(1-(4-(pyrazin-2-yl)phenyl)
cyclohexyl)phenyl)-9H-carbazole (AH4), 9-(4-(1-(4-(pyridin-2-yl)phen
yl)cyclohexyl)phenyl)-9H-carbazole (AH5), 9-(4-(1-(4-(4,6-diphenyl-1,3
,5-triazin-2-yl)phenyl)cyclohexyl)phenyl)-9H-carbazole (AH6) were designed and synthesized as ambipolar host materials for TADF (Thermally Activated Delayed Fluorescence)
In these molecules, modified carbazole and phosphine, sulfur and pyridine derivative substituents were used as electron-donating and electron–withdrawing groups. By designing the molecular structures ideally, greatly changes in host properties were observed.; all of AH series were observed as host materials with a high triplet energy, broad band gap and bipolar charge transport character. Furthermore, 4CzIPN were used as dopant of a green emitter for TADF.
Host doped films in 6 wt.% 4CzIPN, all of AH series showed a green emission with wavelengths of 506-515 nm.
It is well-known that AH is transferred emission energy to 4CzIPN in a host-dopant system. Because the Cyclohexane-1,1-diyldibenzene have disconnect function of π-conjugated bond as ‘spacer', therefore electron-donating and electron–withdrawing groups retain high triplet energy. As a result, all of AH series has outstanding energy transfer from host to dopant.
Even though all of AH series showed delayed fluorescence, AH3 showed the greatest performance of OLED device; A delayed fluorescence lifetime of 3.50 μs was observed under nitrogen atmosphere at room temperature. A EL emission of 511 nm, a brightness of 6600 Cd/m2, a current efficiency of 64.9 Cd/A, a power efficiency of 63.8 Cd/A and an external quantum efficiency of 20.9% were also observed.
Author(s)
서홍욱
Issued Date
2016
Awarded Date
2016. 2
Type
Dissertation
Keyword
OLED TADF host ambipolar spacer
Publisher
부경대학교 대학원
URI
https://repository.pknu.ac.kr:8443/handle/2021.oak/12913
http://pknu.dcollection.net/jsp/common/DcLoOrgPer.jsp?sItemId=000002227763
Alternative Author(s)
Hong Wook Seo
Affiliation
부경대학교 대학원
Department
대학원 인쇄공학과
Advisor
손세모
Table Of Contents
목 차 ⅰ
List of Figures ⅳ
List of Table ⅴ
List of Schemes ⅴ
List of Appendix ⅵ
Abstract ⅷ

1. 서 론 1
1-1. Organic Light Emitting Diode의 개요 및 문제점 1
1-1-1. OLED의 개요 1
1-1-2. 형광, 인광을 응용한 OLED의 문제점 4
1-2. Thermally Activated Delayed Fluorescence의 개요 및 연구동향 4
1-2-1. TADF의 개요 4
1-2-2. TADF의 연구동향 6
1-3. 고효율 TADF를 위한 Host재료의 연구목표 7

2. 실 험 13
2-1. 합성 시약 13
2-2. 측정과 디바이스 제작 14
2-2-1. Quantum chemical calculations 14
2-2-2. Photoluminescence characterization 14
2-2-3. Thermal characterization 15
2-2-4. Materials 15
2-2-5. OLED fabrication and measurements 15
2-3. Ambipolar Host 재료의 합성 16
2-3-1. 4,4'-(cyclohexane-1,1-diyl)dianiline 합성 17
2-3-2. 4,4'-(cyclohexane-1,1-diyl)bis(iodobenzene) 합성 18
2-3-3. 4,6-diphenyl-1,3,5-triazin-2-ol 합성 19
2-3-4. 2-chloro-4,6-diphenyl-1,3,5-triazine 합성 20
2-3-5. 9-(4-(1-(4-iodophenyl)cyclohexyl)phenyl)
-9H-carbazole 합성 21
2-3-6. 9-(4-(1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)
phenyl)cyclohexyl)phenyl)-9H-carbazole 합성 22
2-3-7. 9-(4-(1-(4-(phenylthio)phenyl)cyclohexyl)phenyl)-9H
-carbazole 합성 23
2-3-8. 9-(4-(1-(4-(diphenylphosphoryl)phenyl)cyclohexyl)phenyl)
-9H-carbazole(AH1) 합성 24
2-3-9. 9-(4-(1-(4-(phenylsulfonyl)phenyl)cyclohexyl)phenyl)-9H
-carbazole(AH2) 합성 25
2-3-10. 9-(4-(1-(4-(diphenylphosphorothioyl)phenyl)cyclohexyl)
phenyl)-9H-carbazole(AH3) 합성 26
2-3-11. 9-(4-(1-(4-(pyrazin-2-yl)phenyl)cyclohexyl)phenyl)
3-2-7-9H-carbazole(AH4) 합성 27
2-3-12. 9-(4-(1-(4-(pyridin-2-yl)phenyl)cyclohexyl)phenyl)-9H
-carbazole(AH5) 합성 28
2-3-13. 9-(4-(1-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl)
cyclohexyl)phenyl)-9H-carbazole(AH6) 합성 29

3. 결과 및 고찰 30
3-1. Theoretical calculation 30
3-2. Thermal characterization 34
3-3. PL properties of Ambipolar host materials 37
3-4. EL properties of Ambipolar host materials 43

4. 결 론 50

5. Reference 52
Degree
Master
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대학원 > 인쇄공학과
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