Highly Efficient Blue Electroluminescent Materials Based on Phenanthro[9,10-d]imidazole†

doi:10.7503/cjcu20140568

Abstract

Abstract:

Phenanthro[9,10-d]-imidazole(PI) unit has attracted extensive attentions in organic optoelectro-nic field due to its intrinsic wide band gap, high luminescence efficiency, good thermal stability, balanced charge carrier injection and transport property as well as low fabrication cost. In this manuscript, the recently reported blue electroluminescent PI derivatives were reviewed. The structure characteristics of PI were demonstrated, and the structure-property relationships of some PI derivatives were summarized systemically. At last, all the reported highly efficient nondoped deep blue emitters were summed up in order to comprehensively evaluate the potentials of PI derivatives in organic light emitting diodes(OLEDs) in the future.

Key words: Phenanthro[9 10-d]-imidazole, Blue emission material, Organic electroluminescence device, Carrier injection and transport, Quantum efficiency

CLC Number:

O622.6

TrendMD:

LI Weijun, GAO Zhao, WANG Zhiming, YANG Bing, LU Ping, MA Yuguang. Highly Efficient Blue Electroluminescent Materials Based on Phenanthro[9,10-d]imidazole^†[J]. Chem. J. Chinese Universities, 2014, 35(9): 1849.

Figures/Tables 12

Fig.1 Molecular structure, optimized configuration, electronic orbital distributions(A) and normalized UV(B) and photoluminescence(PL) spectra of PPI with TPBi as a contrast(C)[16] Copyright by the Royal Society of Chemistry. (B) a. PPI Abs. in THF; b. PPI PL. in THF; c. PPI Abs. in film; d. PPI PL. in film; (C) a. TPBi Abs. in THF; b. TPBi PL. in THF; c. TPBi Abs. in film; d. TPBi PL. in film.

Fig.2 Chemical structure of BPPI(A) and hole and electron single carrier curves of current density vs. electric field intensity for BPPI with TPBi as reference(B)[16] Copyright by the Royal Society of Chemistry.

Fig.3 Molecular structures of phenanthro[9,10-d]imidazole-phenanthro[9,10-d]imidazole type derivatives

Fig.4 Molecular structures of phenanthro[9,10-d]imidazole-aromatic type derivatives

Fig.5 Molecular structures of phenanthro[9,10-d]imidazole-donor type derivatives

Fig.6 Molecular structures of charge transfer phenanthro[9,10-d]imidazole-donor type derivatives

Fig.7 Molecular structures of phenanthro[9,10-d]imidazol based metal complex derivatives

Fig.8 Molecular structures of phenanthro[9,10-d]imidazol based polymer derivatives

Fig.9 Molecular structures of all the deep blue electroluminescent material with highly efficient nondoped device performance and CIE coordinate according with NTSC standard

Table 1 Data summary of highly efficient nondoped EL materials according to NTSC standard

Emitter	LE^b/(cd·A^-1)	PE^b/(lm·W^-1)	EQE^b(%)	Brightness/ (cd·m^-2)	EL^b/nm	CIE(x,y)	Ref.
TPA-PPI	5.66/4.25	6.13/2.70	5.02/3.76	13675	434	(0.15,0.11)	[33]
BBTPI	5.48/5.35	4.77/4.41	5.77/5.60		448	(0.15,0.10)	[22]
TPIP	5.76/	2.19/	5.98/	13710	464	(0.15,0.10)	[23]
DPT-TPI	3.13/2.78	3.22/1.92	5.25/4.62		432	(0.16,0.07)	[20]
TAT^a	3.64/	1.87/	7.18/	363	444	(0.16,0.09)	[8]
POAn	3.2/2.3	3.3/	4.7/3.3		445	(0.15,0.07)	[7]
TBMFPA	2.67/	1.92/	4.76/4.0	7240	448	(0.15,0.10)	[9]
TBDNPA	2.63/	1.96/	5.17/4.10	6940	444	(0.15,0.09)	[9]
NAF1	3.56/3.10	2.10/1.60	4.02/	5339	448	(0.15,0.09)	[11]
T3	3.83/	3.16/	4.19/	732		(0.16,0.09)	[14]
G0^c	5.3/4.9	3.0/2.4	6.6/6.2	17000		(0.16,0.09)	[13]
CzPhB	3.3/2.6	1.3/	4.3/3.9	5350	449	(0.15,0.09)	[40]
TPA-PA	4.07/	3.36/	7.23/	11970	428	(0.16,0.07)	[41]

Fig.10 Molecular structures of all the deep blue electroluminescent material with highly efficient nondoped device performance and CIE coordinate according with HDTV standard

Table 2 Data summary of highly efficient nondoped EL materials according to HDTV standard

Molecular emitter	LE^*/(cd·A^-1)	PE^*/(lm·W^-1)	EQE^*(%)	Brightness/ (cd·m^-2)	EL^*, λ/nm	CIE(x,y)	Ref.
TTP-TPI	2.10/1.47	1.88/0.81	5.02/3.98		424	(0.16,0.05)	[20]
XBTPI	2.06/2.01	1.60/1.32	4.93/4.80		428	(0.16,0.05)	[22]
SiPIM	1.94/	/	6.29/4.73	1950	420	(0.16,0.04)	[30]
M2	1.53/	0.86/	3.02/	4329	428	(0.17,0.06)	[32]
TPA-PIM	1.14/1.10	0.79/	3.28/3.16	4510	420	(0.16,0.05)	[18]
TDAF1	1.53/	/	5.30/	14000		(0.16,0.04)	[12]
TDAF2	1.10/	/	4.10/	8000		(0.16,0.04)	[12]
TPAXAN	/	/	4.62		428	(0.16,0.05)	[10]
CzS1	1.89/1.88	1.58/1.10	4.21/4.20		426	(0.16,0.06)	[42]
POA	2.0/1.2		5.4/3.0			(0.15,0.06)	[43]
CPhBzIm	1.60/	1.07/	3.0/2.4	4600	426	(0.16,0.05)	[17]
TCPC-6	1.35/	/	3.72/		425	(0.16,0.05)	[15]

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