Stilbene like carbazole dimer-based electroluminescent materials

Chih Hsin Chen; Jiann T. Lin; Ming Chang P. Yeh

doi:10.1016/j.tet.2006.06.067

Stilbene like carbazole dimer-based electroluminescent materials

Chih Hsin Chen, Jiann T. Lin^*, Ming Chang P. Yeh

^*此作品的通信作者

化學系

研究成果: 雜誌貢獻 › 期刊論文 › 同行評審

20 引文斯高帕斯（Scopus）

摘要

Two carbazole dimers (1 and 10) were synthesized from 9-ethyl-9H-carbazole-3-carbaldehyde and 6-bromo-9-ethyl-9H-carbazole-3-carbaldehyde by McMurry C-C coupling reaction. Palladium(0)-catalyzed C-N coupling reactions of 10 and various diarylamines result in the formation of stable carbazole derivatives in good yields. These compounds are fluorescent in blue to yellow region with moderate to good quantum yields. Also, they are thermally stable and capable of hole-transporting due to the presence of the carbazole moieties. The electroluminescent devices fabricated using 1, 2, and 3 as hole-transporters/emitters with a bilayer structure ITO/Cpd/TPBI or Alq₃/LiF/Al (Cpd=1, 2, and 3) exhibit good performance (e.g., η_ext=1.0-2.1%; η_p=0.9-1.9 lm/W; η_c=2.4-4.8 cd/A at a current density of 100 mA/cm²).

原文	英語
頁（從 - 到）	8564-8570
頁數	7
期刊	Tetrahedron
卷	62
發行號	36
DOIs	https://doi.org/10.1016/j.tet.2006.06.067
出版狀態	已發佈 - 2006 9月 4

ASJC Scopus subject areas

生物化學
藥物發現
有機化學

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10.1016/j.tet.2006.06.067

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@article{8ed5a6a430004f6e92577e35febd8942,

title = "Stilbene like carbazole dimer-based electroluminescent materials",

abstract = "Two carbazole dimers (1 and 10) were synthesized from 9-ethyl-9H-carbazole-3-carbaldehyde and 6-bromo-9-ethyl-9H-carbazole-3-carbaldehyde by McMurry C-C coupling reaction. Palladium(0)-catalyzed C-N coupling reactions of 10 and various diarylamines result in the formation of stable carbazole derivatives in good yields. These compounds are fluorescent in blue to yellow region with moderate to good quantum yields. Also, they are thermally stable and capable of hole-transporting due to the presence of the carbazole moieties. The electroluminescent devices fabricated using 1, 2, and 3 as hole-transporters/emitters with a bilayer structure ITO/Cpd/TPBI or Alq3/LiF/Al (Cpd=1, 2, and 3) exhibit good performance (e.g., ηext=1.0-2.1%; ηp=0.9-1.9 lm/W; ηc=2.4-4.8 cd/A at a current density of 100 mA/cm2).",

keywords = "Carbazole dimmer, Electroluminescent, McMurry C-C coupling reaction",

author = "Chen, {Chih Hsin} and Lin, {Jiann T.} and Yeh, {Ming Chang P.}",

note = "Funding Information: We are thankful to Academia Sinica, National Taiwan Normal University, and National Science Council for financial support. ",

year = "2006",

month = sep,

day = "4",

doi = "10.1016/j.tet.2006.06.067",

language = "English",

volume = "62",

pages = "8564--8570",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "36",

}

TY - JOUR

T1 - Stilbene like carbazole dimer-based electroluminescent materials

AU - Chen, Chih Hsin

AU - Lin, Jiann T.

AU - Yeh, Ming Chang P.

N1 - Funding Information: We are thankful to Academia Sinica, National Taiwan Normal University, and National Science Council for financial support.

PY - 2006/9/4

Y1 - 2006/9/4

N2 - Two carbazole dimers (1 and 10) were synthesized from 9-ethyl-9H-carbazole-3-carbaldehyde and 6-bromo-9-ethyl-9H-carbazole-3-carbaldehyde by McMurry C-C coupling reaction. Palladium(0)-catalyzed C-N coupling reactions of 10 and various diarylamines result in the formation of stable carbazole derivatives in good yields. These compounds are fluorescent in blue to yellow region with moderate to good quantum yields. Also, they are thermally stable and capable of hole-transporting due to the presence of the carbazole moieties. The electroluminescent devices fabricated using 1, 2, and 3 as hole-transporters/emitters with a bilayer structure ITO/Cpd/TPBI or Alq3/LiF/Al (Cpd=1, 2, and 3) exhibit good performance (e.g., ηext=1.0-2.1%; ηp=0.9-1.9 lm/W; ηc=2.4-4.8 cd/A at a current density of 100 mA/cm2).

AB - Two carbazole dimers (1 and 10) were synthesized from 9-ethyl-9H-carbazole-3-carbaldehyde and 6-bromo-9-ethyl-9H-carbazole-3-carbaldehyde by McMurry C-C coupling reaction. Palladium(0)-catalyzed C-N coupling reactions of 10 and various diarylamines result in the formation of stable carbazole derivatives in good yields. These compounds are fluorescent in blue to yellow region with moderate to good quantum yields. Also, they are thermally stable and capable of hole-transporting due to the presence of the carbazole moieties. The electroluminescent devices fabricated using 1, 2, and 3 as hole-transporters/emitters with a bilayer structure ITO/Cpd/TPBI or Alq3/LiF/Al (Cpd=1, 2, and 3) exhibit good performance (e.g., ηext=1.0-2.1%; ηp=0.9-1.9 lm/W; ηc=2.4-4.8 cd/A at a current density of 100 mA/cm2).

KW - Carbazole dimmer

KW - Electroluminescent

KW - McMurry C-C coupling reaction

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DO - 10.1016/j.tet.2006.06.067

M3 - Article

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EP - 8570

JO - Tetrahedron

JF - Tetrahedron

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ER -

Stilbene like carbazole dimer-based electroluminescent materials

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