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Synthesis and Electrochemical Characterization of The New Luminescent Metal-Chelate Complexes

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Journalofthe Korean ChemicalSociety 2000, Vol.44, No. 3

Printedin the Republicof Korea

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Synthesis and Electrochemical Characterization of The New Luminescent Metal-Chelate Complexes

Jee Young Park, Don Soo Choi, Young Kwan Kim, and Yunkyoung Ha*

Depamnent of Science, Hong-ik University, Seoul 121-791, Korea (Received February 20, 2000)

o o+. ~ =@=J. e]~xJ +-71 x~zlPJ~ 4.x}(OELD~ %% =&H ‘1~] -%%+ + 2!==-

?&&] +W=l= 9J4-. 2%- %41”1= ~%% a%’%+ W=l-% W= ‘W@@ %@+ “1 % 9 7}’1%

EM?! zMIW-(EL) %-%% 7WI+m *4+T+ W-+.+3 %W14% W “2%%++& ~ 7}X1 * a d]”1E. %35+% W% d!?,i+. 4 <~-% quinaldate~ 8-quinoline carboxylat~ ~R%@

%+d==

+ MI %j%+

0}9% =q~}%~. O] W1 q ~H FT-IR, MS/FA13, ‘H-NMR, UV-vis, %P~%(PL) %j

& =??&}%+. ==J += ~34JWi*

(CVP-= *1~ ~~= ~~~a as+ @71 =+qa “3 =71

(Eg), @+%!

qE(EA), ~lg% +ixl (IP~ =4s}%+. 0M14 9% Uv-viw +j~l W +%46% @“J~%F&- S- =iW 47134-W “3573-2’ Bliz, %Qlalw. “1+% 9?+ ‘w-+ im-?!i * 4--% %%21+ 71”4+1 uJz]~o] .2 fio]I+ , +sjx~ ~1~ 3+WE EL 4.x~ 41x++% ?3?7} xdsj 5=41 x+.

ABSTRACT. Organic electroluminescent devices (OELD) with multilayer structures have been studied actively for the application to a flat-panel display. Metal-chelate complexes have been intensively investigated m an emitting layer and recognized to have excellent electroluminescence (EL) properties. In this study, we synthesized several metal-chelate complexes which display blue emission. The complexes prepmed herein are beryllium and zinc complexes coordinated by quinaldate or 8-quinolinecarboxylate. These complexes were characterized by FT-IR, MWFAB, ‘H-NMR, UV-vis and photolurninescence (PL). More importantly, the elec- trochemical gap (Eg), electron affinity and ionization potential (1P) of these complex films were inves- tigated. Data from cyclic vokamrnetry(CV) were compared with the bandgap obtained from UV-vis and discussed. Further studies on the EL of these new materials are now in progress.——

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r-l

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Eleotron Transporting Layer Emitting Layer

Hole Transporting Layer

1 Induhn Tln Oxide

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Journal ofthe Korean Chemical Society

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3.Berylliumbis(8quinoliwcarboxylate) Fig, 2, ++ 9 =?-41~j %-”d1} +1

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Journal ofthe Korean Chemical Society

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1 405 273–548 blue

2 363 273–525 deep-blue

3 358 259–5 10 violet

4 367 262–519 blue

3

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2 ---(b)

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Voltage VS.SCE

Fig. 4. Cyclic Voltammogram of (a) Beryllium bisquinal- date, (b) Zinc bisquinaldate, and (c) Beryllium bis(8-quino- Iinecarboxylate).

1 5,57 2.45 3.12 3.42

2 5.80 2.82 2,98 3.45

3 6.38 2.98 3.40 3.53

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1. Tang, C. W.; VanSlyke, S. A. Apply. Phys. Left. 1987, 51, 913.

2. (a) Harnada, Y. IEEE Transactions on Electron Devices 1997,44. (b) Hamada, Y.; Sane, T.; Fujita, M.; Fujii, T.;

Nishio, Y.; Shibata, K. Jpn. J. Appl. F%ys. 1993, 32, L5 14. (c) Hamada, Y.; Sane, T.; Fujita, M.; Fujii, T.;

Nishio, Y.; Shibata, K. C/tern. Iztt. 1993, 905.

3. Nakamura, N.; Wakabayashi, S.; Miyairi, K.; Fujii, T.

Chem Lett.1994, 1741, and references therein.

4, Ashenhurst, J.; Brancaleon, L.; Hassan, A.; Liu, W.;

Scbmider, H.; Wang, S.; Wu, Q. Organometallics 1998, 17, 3186, and references therein.

5. (a) Tao, X. T.; Suzuki, H.; Wada, T.; Miyata, S.; Sasabe, H. J. Am. Chern. W. 1999, 121, 9447. (b) Tao, X. T.;

Suzuki, H.; Wada, T.; Sasabe, H.; Miyata, S. Appl.

~hYS. Lett.1999, 75, 1655.

6. (a) Kim, Y.; Lee, J-G.; Kim, S. J. Korean H-zys. Sot.

1999, 35, S267. (b) Kim, Y.; Lee. J-G.; Kim, S.

Advanced Materials 1999, 11, 1463.

7. Seki, K.; Ito, E.; Ishii, H. Synthetic Metals 1997, 91, 137.

8. Dingemans, T. J.; Bather, A.; Thekrkkat, M.; Pedersen, L. G.; Samulski, E. T.; Schmidt, H. W. Synthetic Metals 1999, 105, 171.

9. Chen, W.-C. Jenekhe, S. A. Jenekhe, Macromolecules 1995, 28, 465.

10. Li, W,; Olmstead, M. M.; Miggins, D.; Fish, R. H.

Inorg. C%em. 1996, 35, 51 and references therein.

11. Hamada, Y.; Sane, T.; Fujii, H.; Nishio, Y.; Takahashi, H.; Shibata, K. Appl. H-zys.Lett. 1997, 71, 3338.

12. Park, J. Y.; Ha, Y. unpublished results.

~~, s,kcw,g, D, A:, ~, J. L F’rinci..f!es@ lnstrumertkzl Analysis; Saunders College Publishing: U.S A., 1992; p 180.

14. Bredas, J. I.; Silbey, R.; Bounreaux, D. S.; Chance, R.

R. J. A,m. Chem. Sot. 1983, 10S, 655.

15. Miyata, S.; Nalwa, S. H. Organic Electroluminescent Materials and Devices; Gordon and Breach Publishers:

Netherlands, 1997, p 318.

Journal of the Korean ChemicalSocie~

수치

Fig. 4. Cyclic Voltammogram of (a) Beryllium bisquinal- bisquinal-date, (b) Zinc bisquinalbisquinal-date, and (c) Beryllium  bis(8-quino-Iinecarboxylate).

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