Synthesis, Characterizations and Electroluminescent Properties of Luminescent Diphenylamino Substituted Acridine Derivatives†

doi:10.7503/cjcu20140797

Abstract

Abstract:

Two fluorescent acridine derivatives were designed and synthesized for the fabrication of organic light-emitting diodes(OLEDs). By attaching diphenylamino substituent groups to the acridine core, the energy levels and molecular packing structures of them were regulated and controlled. Moreover, OLEDs using these compounds as emitters were fabricated, they all exhibited green emission and low turn-on voltages of 2.4 V were realized. They achieved the highest power efficienciey(PE) as high as 4.9 and 8.2 lm/W together with the peak current efficiency(CE) values of 5.3 and 7.4 cd/A, respectively. These results represent very high EL performance based on the simple HTL-EML-ETL architecture from fluorescent organic emitters. The photophysical, electrochemical and thermal properties of the two compounds were also studied, the results proved that acridine derivatives possess promising potential for the application of high-performance fluorescent OLEDs.

Key words: Organic light-emitting diode, Organic luminescent molecule, Acridine derivative

CLC Number:

O626
O644.1

TrendMD:

CHEN Dong, ZHANG Xueqiang, ZHANG Jingying, WANG Yue. Synthesis, Characterizations and Electroluminescent Properties of Luminescent Diphenylamino Substituted Acridine Derivatives^†[J]. Chem. J. Chinese Universities, 2015, 36(3): 484.

Figures/Tables 6

Scheme 1 Synthetic procedure of compounds 1 and 2

Fig.1 Packing structure and intermolecular interaction of compound 1(A) and packing structure of compound 2(B)

Table 1 Thermal, photophysical and electrochemistry data of compounds 1 and 2

Compd.	A_max/nm	PL_max/nm	T_m/℃	T_d/℃	HOMO/eV	LUMO/eV
1	445	511	255	403	-5.60	-2.82
2	450	526	264	417	-5.53	-2.78

Fig.2 Molecular structures and device configuration

Table 2 Electroluminescent performance of devices Ⅰand Ⅱ*

Device	V_on /V	L_max /(cd·m^-2)	LE /(cd·A^-1)	PE /(lm·W^-1)	EL_max /nm	CIE
Ⅰ	2.4	30950	5.3	4.9	512	0.29, 0.56
Ⅱ	2.4	52930	7.4	8.2	520	0.28, 0.59

Fig.3 Brightness versus efficiency curves(A) and voltage versus current density and brightness curves(B) for devices Ⅰ and Ⅱ

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