Deep Blue Organic Electroluminescent Materials Constructed from Acenaphthene Skeleton

doi:10.7503/cjcu20230368

Abstract

Abstract:

Four luminescent materials with carbazole or triphenylamine electron donor and cyanobenzene electron receptor linked on the acenaphthene skeleton were synthesized. The single crystal structures of those molecules show intramolecular steric hindrance， which makes the donor/acceptor non coplanar with the acenaphthene skeleton， reducing the degree of conjugation and eliminating the π-π stacking effect between molecules. Their crystals are stabilized by a large number of C—H···π intermolecular interactions， and only 3CzAB exists intramolecular π-π stacking. All four compounds have very high thermal stability， with 5% weight loss decompostion temperature（T_d，5%） above 343 ℃. The luminescence of these materials in PMMA thin films is in the deep-blue emission region（403—432 nm）， with high photoluminescence efficiency ranging from 0.60 to 0.94 and fluorescence lifetimes ranging from 5.4 to 8.6 ns. The electroluminescence property test shows that the device of PaAB has the best performance， the maximum brightness can reach 2427 cd/m²， the peak current efficiency， power efficiency and external quantum efficiency are 2.43 cd/A， 1.53 lm/W and 1.58% respectively， and the Commission Internationale de l'Eclairage（CIE _x_，_y ） coordinates are （0.15， 0.09）， which are in the deep-blue light emission area.

Key words: Deep-blue molecule, Organic light emitting diodes, Acenaphthene, Fluorescence

CLC Number:

O621.22

TrendMD:

WANG Yan, ZHANG Fujun, ZHANG Xiaoyu, XU Jiahui, TONG Bihai, CHEN Ping, KONG Hui. Deep Blue Organic Electroluminescent Materials Constructed from Acenaphthene Skeleton[J]. Chem. J. Chinese Universities, 2024, 45(1): 20230368.

Figures/Tables 10

Table 1 Physical properties of as-prepared compounds

Sample	λ $m a x a$ /nm	η^b （%）	τ^b /ns	E_S1/E $T 1 c$ /eV	E $1 / 2 o x$ /V	HOMO ^d /eV	LUMO ^e /eV	E $g o p t$ /eV	T_d，5%/T_g^f /℃
9CzAB	420（403）	77	5.4	3.36/2.48	0.86	-5.66	-2.32	3.34	400/253
3CzAB	426（419）	61	8.6	3.39/2.52	0.68	-5.48	-2.22	3.26	344/-
2CzAB	454（409）	94	6.3	3.47/2.38	0.83	-5.63	-2.33	3.30	355/-
PaAB	484（432）	70	8.0	3.09/2.42	0.44	-5.24	-2.21	3.03	364/-

Table 1 Physical properties of as-prepared compounds

Sample	λ $m a x a$ /nm	η^b （%）	τ^b /ns	E_S1/E $T 1 c$ /eV	E $1 / 2 o x$ /V	HOMO ^d /eV	LUMO ^e /eV	E $g o p t$ /eV	T_d，5%/T_g^f /℃
9CzAB	420（403）	77	5.4	3.36/2.48	0.86	-5.66	-2.32	3.34	400/253
3CzAB	426（419）	61	8.6	3.39/2.52	0.68	-5.48	-2.22	3.26	344/-
2CzAB	454（409）	94	6.3	3.47/2.38	0.83	-5.63	-2.33	3.30	355/-
PaAB	484（432）	70	8.0	3.09/2.42	0.44	-5.24	-2.21	3.03	364/-

Table 2 Summary of device performances of as-prepared compounds

Device	λ $E L, m a x a$ /nm	FWHM/nm	V $o n b$ /V	CE_max/（cd·A^-1）	PE_max/（lm·W^-1）	EQE $m a x c$ （%）	η_s^d （%）	CIE $x, y a$
D⁃9CzAB	424	86	4.3	0.72	0.33	1.03	4.46—6.69	0.16， 0.05
D⁃3CzAB	436	82	4.1	0.84	0.45	0.81	4.43—6.64	0.16， 0.07
D⁃2CzAB	424	86	3.4	0.94	0.66	1.12	3.97—5.96	0.16， 0.06
D⁃PaAB	456	66	3.2	2.43	1.53	1.58	7.52—11.29	0.15， 0.09

Table 2 Summary of device performances of as-prepared compounds

Device	λ $E L, m a x a$ /nm	FWHM/nm	V $o n b$ /V	CE_max/（cd·A^-1）	PE_max/（lm·W^-1）	EQE $m a x c$ （%）	η_s^d （%）	CIE $x, y a$
D⁃9CzAB	424	86	4.3	0.72	0.33	1.03	4.46—6.69	0.16， 0.05
D⁃3CzAB	436	82	4.1	0.84	0.45	0.81	4.43—6.64	0.16， 0.07
D⁃2CzAB	424	86	3.4	0.94	0.66	1.12	3.97—5.96	0.16， 0.06
D⁃PaAB	456	66	3.2	2.43	1.53	1.58	7.52—11.29	0.15， 0.09

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