Theoretical Investigation of Hole and Electron Transport Properties for Hydroxy-Tetraphenylimidazole Derivatives

Fan Liao; Xiaoying Cui; Chungang Min; Aimin Ren

doi:10.3788/AOS221676

Acta Optica Sinica, Volume. 43, Issue 5, 0530001(2023)

Theoretical Investigation of Hole and Electron Transport Properties for Hydroxy-Tetraphenylimidazole Derivatives

Fan Liao¹, Xiaoying Cui², Chungang Min^2、*, and Aimin Ren^3、**

¹Faculty of Materials Science and Engineering, Kunming University of Science and Technology, Kunming 650093, Yunnan, China

²Research Center for Analysis and Measurement, Kunming University of Science and Technology, Kunming 650093, Yunnan, China

³Institute of Theoretical Chemistry, College of Chemistry, Jilin University, Changchun 130021, Jilin, China

show less

Abstract Get PDF(in Chinese)

Figures & Tables(9)

Fig. 1. Schematic diagram of designed molecular structures

Download full size

Fig. 2. Kohn-Sham frontier orbitals for HPI-TPA, HPI-PCz, HPI-DMAC, HPI-PTZ, HPI-PXZ and HPI-InPz predicted by PBE0/6-31G(d, p) method

Download full size

Fig. 3. Absorption spectra simulated by Gaussian function

Download full size

Table 1. Absorption and emission spectra of HPI-TPA and HPI-PCz in experimental and theoretical calculation obtained by combining B3LYP, PBE0 and CAM-B3LYP with 6-31G(d, p) basis set
View table
Table 1. Absorption and emission spectra of HPI-TPA and HPI-PCz in experimental and theoretical calculation obtained by combining B3LYP, PBE0 and CAM-B3LYP with 6-31G(d, p) basis set
Derivative Absorption spectrum Emission spectrum
Experiment^［16］ B3LYP PBE0 CAM-B3LYP Experiment^［16］ B3LYP PBE0 CAM-B3LYP
HPI-TPA 338 364 350 302 402 478 448 351
HPI-PCz 339 381 358 285 490 540 498 358

Table 2. Contribution of electron densities of different segments to orbitals in HPI-TPA, HPI-PCz, HPI-DMAC, HPI-PTZ, HPI-PXZ and HPI-InPz

View table

Table 2. Contribution of electron densities of different segments to orbitals in HPI-TPA, HPI-PCz, HPI-DMAC, HPI-PTZ, HPI-PXZ and HPI-InPz

Segment	Orbital	HPI-TPA	HPI-PCz	HPI-DMAC	HPI-PTZ	HPI-PXZ	HPI-InPz
HPI	HOMO-2	97.0	2.5	99.8	99.9	99.8	99.9
	HOMO-1	7.0	3.6	0	0	0	0
	HOMO	1.0	99.3	0	0	0.1	0
	LUMO	49.4	53.4	54.3	53.0	53.2	53.1
	LUMO+1	56.2	58.0	59.7	56.4	57.6	56.7
	LUMO+2	92.5	86.7	86.5	86.5	86.3	87.3
	LUMO+3	18.4	0.1	67.4	23.1	18.2	12.0
	LUMO+6	0.4	20.4	91.4	79.6	89.0	4.0
R-up	HOMO-2	3.0	85.3	0.2	0.1	0.2	0
	HOMO-1	92.8	11.5	0	100.0	100.0	100.0
	HOMO	0.2	0.5	100.0	0	0	0
	LUMO	7.9	23.0	24.5	24.9	23.8	23.5
	LUMO+1	33.3	18.6	16.7	18.7	18.6	19.2
	LUMO+2	6.7	10.6	10.4	11.2	10.6	10.1
	LUMO+3	75.5	99.9	19.6	11.7	78.6	86.1
	LUMO+6	99.6	47.5	6.0	15.1	7.5	95.6
R-down	HOMO-2	0	12.2	0	0	0	0
	HOMO-1	0.2	84.9	100.0	0	0	0
	HOMO	98.8	0.2	0	100.0	99.9	100.0
	LUMO	42.7	23.6	21.2	22.1	23.0	23.4
	LUMO+1	10.5	23.4	23.5	24.8	23.8	24.1
	LUMO+2	0.8	2.7	3.1	2.3	3.1	2.6
	LUMO+3	6.1	0	13.0	65.2	3.2	1.9
	LUMO+6	0	32.1	2.6	5.3	3.5	0.3

Table 3. HOMO energy, LUMO energy and HOMO-LUMO energy gap of studied compounds
View table
Table 3. HOMO energy, LUMO energy and HOMO-LUMO energy gap of studied compounds
Compound HPI-TPA HPI-PCz HPI-DMAC HPI-PTZ HPI-PXZ HPI-InPz
E_HOMO -5.27 -5.56 -5.24 -5.29 -4.98 -4.81
E_LUMO -1.12 -1.46 -1.46 -1.56 -1.56 -1.57
ΔE_H‑L 4.15 4.10 3.78 3.73 3.42 3.24

Table 4. Ionization potentials, electron affinities, extraction potentials and reorganization energies for studied compounds

View table

Table 4. Ionization potentials, electron affinities, extraction potentials and reorganization energies for studied compounds

Compound	I_P，v	I_P，a	P_HE	E_A，v	E_A，a	P_EE	λ_hole	λ_electron
HPI-TPA	6.51	6.01	5.98	0.34	0.50	0.77	0.53	0.43
HPI-PCz	6.40	6.35	6.29	0.50	0.76	0.99	0.11	0.49
HPI-DMAC	6.09	6.01	5.98	0.49	0.76	0.99	0.11	0.50
HPI-PTZ	6.14	5.95	5.75	0.58	0.85	1.09	0.39	0.51
HPI-PXZ	5.87	5.81	5.76	0.58	0.85	1.09	0.11	0.51
HPI-InPz	5.60	5.55	5.49	0.61	0.87	1.11	0.11	0.50

Table 5. Absorption spectra, oscillator strengths and main transition configurations obtained by TD PBE0/6-31G(d, p) method

View table

Table 5. Absorption spectra, oscillator strengths and main transition configurations obtained by TD PBE0/6-31G(d, p) method

Compound	Electronic transition	Wavelength /nm	f	Main configuration
HPI-TPA	S₀→S₁	350（338）^［16］	0.9385	HOMO-1→LUMO（75.8%）
	S₀→S₁	350（338）^［16］	0.9385	HOMO→LUMO+1（15.3%）
	S₀→S₂	342	0.2341	HOMO-2→LUMO（11.8%）
	S₀→S₂	342	0.2341	HOMO→LUMO（77.5%）
	S₀→S₃	340	0.1554	HOMO-2→LUMO（83.4%）
	S₀→S₃	340	0.1554	HOMO→LUMO（10.0%）
HPI-PCz	S₀→S₁	358	0.0043	HOMO→LUMO（98.7%）
	S₀→S₂	340（339）^［12］	0.1363	HOMO-2→LUMO（5.3%）
				HOMO-1→LUMO（13.5%）
				HOMO→LUMO+1（73.5%）
	S₀→S₃	338	0.4745	HOMO-2→LUMO（47.6%）
				HOMO-1→LUMO（16.0%）
				HOMO-1→LUMO+1（12.2%）
				HOMO→LUMO+1（18.9%）
HPI-DMAC	S₀→S₁	398	0.0007	HOMO→LUMO（81.3%）
	S₀→S₁	398	0.0007	HOMO→LUMO+1（11.5%）
	S₀→S₂	381	0.0007	HOMO-1→LUMO（71.3%）
	S₀→S₂	381	0.0007	HOMO-1→LUMO+1（23.4%）
	S₀→S₃	358	0.0046	HOMO-2→LUMO（98.8%）
	S₀→S₁₀	309	0.2398	HOMO-2→LUMO+2（93.7%）
HPI-PTZ	S₀→S₁	397	0.0002	HOMO→LUMO（72.9%）
	S₀→S₁	397	0.0002	HOMO→LUMO+1（21.7%）
	S₀→S₂	393	0.0001	HOMO-1→LUMO（80.3%）
	S₀→S₂	393	0.0001	HOMO-1→LUMO+1（12.7%）
	S₀→S₃	363	0.0038	HOMO-2→LUMO（98.9%）
	S₀→S₁₀	310	0.1613	HOMO-2→LUMO+2（61.1%）
	S₀→S₁₀	310	0.1613	HOMO-1→LUMO+2（28.6%）
HPI-PXZ	S₀→S₁	444	0.0186	HOMO→LUMO（74.1%）
	S₀→S₂	442	0.0012	HOMO-1→LUMO（79.4%）
	S₀→S₂	442	0.0012	HOMO-1→LUMO+1（13.8%）
	S₀→S₃	391	0.0014	HOMO→LUMO（16.5%）
	S₀→S₃	391	0.0014	HOMO→LUMO+1（81.7%）
	S₀→S₁₄	310	0.2415	HOMO-2→LUMO+2（92.7%）
HPI-InPz	S₀→S₁	466	0.0043	HOMO→LUMO（77.5%）
	S₀→S₁	466	0.0043	HOMO→LUMO+1（18.5%）
	S₀→S₂	462	0.0049	HOMO-1→LUMO（81.9%）
	S₀→S₂	462	0.0049	HOMO-1→LUMO+1（12.6%）
	S₀→S₃	411	0.0006	HOMO→LUMO（20.2%）
	S₀→S₃	411	0.0006	HOMO→LUMO+1（78.2%）
	S₀→S₉	357	0.1086	HOMO-1→LUMO+3（11.9%）
	S₀→S₉	357	0.1086	HOMO-1→LUMO+6（66.7%）

Table 6. Emission wavelengths, oscillator strengths, main transition orbitals and transition coefficients of studied compounds

View table

Table 6. Emission wavelengths, oscillator strengths, main transition orbitals and transition coefficients of studied compounds

Compound	Wavelength /nm	f	Main configuration
HPI-TPA	448（402）^［16］	0.1348	HOMO→LUMO（96.8%）
HPI-PCz	498（490）^［16］	0.0022	HOMO→LUMO（99.5%）
HPI-DMAC	502	0	HOMO→LUMO（96.9%）
HPI-PTZ	605	0	HOMO→LUMO（97.3%）
HPI-PXZ	600	0	HOMO→LUMO（97.0%）
HPI-InPz	643	0	HOMO→LUMO（97.3%）

Tools

Get Citation

Copy Citation Text

Fan Liao, Xiaoying Cui, Chungang Min, Aimin Ren. Theoretical Investigation of Hole and Electron Transport Properties for Hydroxy-Tetraphenylimidazole Derivatives[J]. Acta Optica Sinica, 2023, 43(5): 0530001

Download Citation

EndNote(RIS)BibTex Plain Text

Set citation alerts for article

Save article for my favorites

Paper Information

Category: Spectroscopy

Received: Sep. 5, 2022

Accepted: Oct. 17, 2022

Published Online: Feb. 27, 2023

The Author Email: Min Chungang (minchungang@kust.edu.cn), Ren Aimin (renam@jlu.edu.cn)

DOI:10.3788/AOS221676

Topics

laser devices and laser physics

Lasers and Laser Optics

Laser physics

laser manufacturing

Instrumentation, Measurement and Metrology

Table 1. Absorption and emission spectra of HPI-TPA and HPI-PCz in experimental and theoretical calculation obtained by combining B3LYP, PBE0 and CAM-B3LYP with 6-31G(d, p) basis set

Table 1. Absorption and emission spectra of HPI-TPA and HPI-PCz in experimental and theoretical calculation obtained by combining B3LYP, PBE0 and CAM-B3LYP with 6-31G(d, p) basis set

Table 2. Contribution of electron densities of different segments to orbitals in HPI-TPA, HPI-PCz, HPI-DMAC, HPI-PTZ, HPI-PXZ and HPI-InPz

Table 2. Contribution of electron densities of different segments to orbitals in HPI-TPA, HPI-PCz, HPI-DMAC, HPI-PTZ, HPI-PXZ and HPI-InPz

Table 3. HOMO energy, LUMO energy and HOMO-LUMO energy gap of studied compounds

Table 3. HOMO energy, LUMO energy and HOMO-LUMO energy gap of studied compounds

Table 4. Ionization potentials, electron affinities, extraction potentials and reorganization energies for studied compounds

Table 4. Ionization potentials, electron affinities, extraction potentials and reorganization energies for studied compounds

Table 5. Absorption spectra, oscillator strengths and main transition configurations obtained by TD PBE0/6-31G(d, p) method

Table 5. Absorption spectra, oscillator strengths and main transition configurations obtained by TD PBE0/6-31G(d, p) method

Table 6. Emission wavelengths, oscillator strengths, main transition orbitals and transition coefficients of studied compounds

Table 6. Emission wavelengths, oscillator strengths, main transition orbitals and transition coefficients of studied compounds