적색발광재료용 N-알킬카르바졸-3-비닐렌-2-메틸-4-디시아노메틸렌 -4H-피란의 합성

정평진; 성진희; Pyung Jin Chung; Jin Hee Sung

Journal of the Korean Industrial and Engineering Chemistry, Vol.20, No.1, 40-45, February, 2009

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적색발광재료용 N-알킬카르바졸-3-비닐렌-2-메틸-4-디시아노메틸렌 -4H-피란의 합성

Synthesis of N-Alkylcarbazole-3-Vinylene-2-Methyl-4-Dicyanomethylene-4H-Pyran

정평진^†, 성진희

단국대학교 신소재공학과

Pyung Jin Chung^†, and Jin Hee Sung

Department of Materials Science and Engineering, Dankook University, Cheonan 330-714, Korea

E-mail:

초록

본 연구는 유기발광디바이스(OLED)용 적색형광물질인 N-알킬카르바졸-3-비닐렌-2-메틸-4-디시아노메틸렌-4H-피란의 합성에 관한 것으로서 유도체들은 탈수축합, SN2, Vilsmeier, 그리고 Knoevenagel축합반응에 의하여 합성되었다. 이들은 전자공여성의 N-알킬카르바졸-3-비닐렌기와 전자흡인성의 2-메틸-4-디시아노메틸렌-4H-피란의 공액구조를 가지고 있다. 합성한 물질은 각각 FT-IR, 1H-NMR 등을 통하여 그의 구조적 특성을 확인하였고, 융점, 수득률을 통하여 열적 안정성, 반응성 등을 확인하였으며, 여기 발광스펙트럼으로부터 이 형광재료들의 광학적 특성을 확인하였다.

N-Alkylcarbazole-3-vinylene-2-methyl-4-dicyanomethylene-4H-pyran derivatives were synthesized by dehydration, SN2, Vilsmeier, and Knoevenagel condensation. They are red-emitting materials for organic light emitting device (OLED) composed of electron donor of N-alkylcabazole-3-vinylene groups and electron acceptor of 2-methyl-4-dicyanomethylene-4H-pyran groups by a conjugated structure. The structural properties of reaction products were analyzed FT-IR and 1H-NMR spectroscopy. The thermal stabilities and reactivities were measured by melting points and yields. The UV-visibles and PL properties can be determined by exitation spectra and emission spectra, respectively.

Keywords:N-methylcarbazole;N-hexylcarbazole;N-methylcarbazole-3-carbaldehyde;N-hexylcarbazole-3-carbaldehyde;N-methylcarbazole-3-vinylene-2-methyl-4-dicyanomethylene-4H-pyran;N-hexylcarbazole-3-vinylene-2-methyl-4-dicyanomethylene-4H-pyran

[References]

Tang CW, VanSlyke SA, Appl. Phys. Lett., 51, 913 (1987)
Hudson AJ, Weaver MS, Functional Organic and Polymeric Materials, Richardson TH ed., John Wiley & Sons, Chichester, U. K. p.365 (2000)
Chandrasekhar P ed, Conduction Polymers, Functionals and Applications ; A Practical Approach, Klumer Academic Publishers, Boston, USA (1999)
Shim HK, Jin JI, Adv. Polym. Sci., 158, 193 (2002)
Chung PJ, Sung JH, J. Korean Ind. Eng. Chem., 17(6), 609 (2006)
Chung PJ, Sung JH, J. Korean Ind. Eng. Chem., 18(6), 587 (2007)
Chou SSP, Yu CY, Synthetic Metals, 142, 259 (2004)

[Referenced By]

[1] Tang CW, VanSlyke SA, Appl. Phys. Lett., 51, 913 (1987)

[2] Hudson AJ, Weaver MS, Functional Organic and Polymeric Materials, Richardson TH ed., John Wiley & Sons, Chichester, U. K. p.365 (2000)

[3] Chandrasekhar P ed, Conduction Polymers, Functionals and Applications ; A Practical Approach, Klumer Academic Publishers, Boston, USA (1999)

[4] Shim HK, Jin JI, Adv. Polym. Sci., 158, 193 (2002)

[5] Chung PJ, Sung JH, J. Korean Ind. Eng. Chem., 17(6), 609 (2006)

[6] Chung PJ, Sung JH, J. Korean Ind. Eng. Chem., 18(6), 587 (2007)

[7] Chou SSP, Yu CY, Synthetic Metals, 142, 259 (2004)