Detection and Theoretical Study of Fukui Function of Nitroaromatics by Carbazole‑Based Iridium（Ⅲ） Phosphorescent Probe

doi:10.19894/j.issn.1000-0518.210564

Chinese Journal of Applied Chemistry ›› 2022, Vol. 39 ›› Issue (10): 1617-1626.DOI: 10.19894/j.issn.1000-0518.210564

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Detection and Theoretical Study of Fukui Function of Nitroaromatics by Carbazole‑Based Iridium（Ⅲ） Phosphorescent Probe

Zi-Ang WANG¹, Li-Xing CAO², Pan SHAO¹, Meng-Yu ZHU¹, En-Ning LIU¹, Shuang LIANG¹, Yang XING¹, Ling DI¹(), Zhan-Xu YANG¹()

^1.School of Petrochemical Engineering，Liaoning Petrochemical University，Fushun 113001，China
^2.PetroChina Fushun Petrochemical Company Acrylic Fiber Chemical Plant，Fushun 113109，China

Received:2021-12-13 Accepted:2022-03-03 Published:2022-10-01 Online:2022-10-05
Contact: Ling DI,Zhan-Xu YANG
About author:yangzhanxu@lnpu.edu.cn
kitty_dl@163.com；
Supported by:
the National Natural Science Foundation of China(21671092);Liaoning Revitalization Talents Program of China(XLYC1802057);the Scientific Research Foundation of the Education Department of Liaoning Province(L2019039);the Natural Science Foundation of Liaoning Province(2020-BS-228)

1. Detection and Theoretical Study of Fukui Function of Nitroaromatics by Carbazole-Based Iridium(Ⅲ) Phosphorescent Probe.pdf(247KB)

Abstract

Abstract:

A room temperature phosphorescent Ir（Ⅲ） complex Ir（ppyCz）₃ is synthesized by a two-step synthesis method with a carbazole modified organic ligand. The high-efficiency luminescent detection strategy of six familiar nitroaromatics including 1，3-dinitrobenzene， etc. is developed using Ir（ppyCz）₃ as the luminescent probe. The highest detection efficiency of 1，3- dinitrobenzene by Ir（ppyCz）₃ is demonstrated with the quenching content K_SV of （26.38±1.05） L/mmol， and minimum detection limit of 2.50×10^-6 mmol/L. Density functional theory calculations and spectral overlap experiments show that the detection mechanism of Ir（ppyCz）₃ for the six nitroaromatics is assigned to electron transfer. The sequence of the orbital weighted Fukui function for the six nitroaromatics dovetails with the corresponding detection efficiency sequence of nitroaromatics by Ir（ppyCz）₃.

Key words: Ir（Ⅲ） complex, Phosphorescence, Nitroaromatics, Density functional theory, Fukui function

CLC Number:

O614

Zi-Ang WANG, Li-Xing CAO, Pan SHAO, Meng-Yu ZHU, En-Ning LIU, Shuang LIANG, Yang XING, Ling DI, Zhan-Xu YANG. Detection and Theoretical Study of Fukui Function of Nitroaromatics by Carbazole‑Based Iridium（Ⅲ） Phosphorescent Probe[J]. Chinese Journal of Applied Chemistry, 2022, 39(10): 1617-1626.

Figures/Tables 11

References 30

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硝基芳烃	猝灭常数	标准差	高效分布因子	低效分布因子	拟合度
NACs	K_SV//（L·mmol^-1）	Standard	f_a	f_b	r²
4?NT	19.76	1.26	0.984	0.016	0.996
1，3?DNB	26.38	1.05	0.981	0.019	0.998
3?NPM	2.66	0.07	0.975	0.025	0.999
NTF	2.41	0.06	0.970	0.030	0.999
Br?FNB	2.33	0.09	0.971	0.029	0.999
Cl?NTF	2.26	0.10	0.970	0.030	0.998

硝基芳烃	猝灭常数	标准差	高效分布因子	低效分布因子	拟合度
NACs	K_SV//（L·mmol^-1）	Standard	f_a	f_b	r²
4?NT	19.76	1.26	0.984	0.016	0.996
1，3?DNB	26.38	1.05	0.981	0.019	0.998
3?NPM	2.66	0.07	0.975	0.025	0.999
NTF	2.41	0.06	0.970	0.030	0.999
Br?FNB	2.33	0.09	0.971	0.029	0.999
Cl?NTF	2.26	0.10	0.970	0.030	0.998

硝基芳烃	原子	福井函数f_W+	福井函数f_W-	硝基芳烃	原子	福井函数f_W+	福井函数f_W-
NACs	Atoms	f_W+	f_W-	NACs	Atoms	f_W+	f_W-
4?NT	11（N）	0.248 28	0.029 73	NTF	14（N）	0.191 51	0.041 39
	12（O）	0.195 16	0.129 50		15（O）	0.160 10	0.188 22
	13（O）	0.195 24	0.129 44		16（O）	0.159 97	0.188 31
	—NO₂	0.638 68	0.288 67		-NO₂	0.511 58	0.417 92
1，3?DNB	10（N）， 14（N）	0.275 46	0.054 44	Br?FNB	12（N）	0.176 49	0.028 17
	11（O）， 15（O）	0.219 58	0.251 90		13（O）	0.152 83	0.130 78
	12（O）， 16（O）	0.219 58	0.251 90		14（O）	0.144 24	0.124 65
	—NO₂	0.714 62	0.558 24		—NO₂	0.473 56	0.283 60
3?NPM	11（N）	0.247 78	0.023 38	Cl?NTF	15（N）	0.173 88	0.033 99
	12（O）	0.194 96	0.103 17		16（O）	0.146 94	0.156 47
	13（O）	0.194 96	0.103 17		17（O）	0.145 96	0.156 26
	—NO₂	0.637 70	0.229 72		—NO₂	0.466 78	0.346 72

硝基芳烃	原子	福井函数f_W+	福井函数f_W-	硝基芳烃	原子	福井函数f_W+	福井函数f_W-
NACs	Atoms	f_W+	f_W-	NACs	Atoms	f_W+	f_W-
4?NT	11（N）	0.248 28	0.029 73	NTF	14（N）	0.191 51	0.041 39
	12（O）	0.195 16	0.129 50		15（O）	0.160 10	0.188 22
	13（O）	0.195 24	0.129 44		16（O）	0.159 97	0.188 31
	—NO₂	0.638 68	0.288 67		-NO₂	0.511 58	0.417 92
1，3?DNB	10（N）， 14（N）	0.275 46	0.054 44	Br?FNB	12（N）	0.176 49	0.028 17
	11（O）， 15（O）	0.219 58	0.251 90		13（O）	0.152 83	0.130 78
	12（O）， 16（O）	0.219 58	0.251 90		14（O）	0.144 24	0.124 65
	—NO₂	0.714 62	0.558 24		—NO₂	0.473 56	0.283 60
3?NPM	11（N）	0.247 78	0.023 38	Cl?NTF	15（N）	0.173 88	0.033 99
	12（O）	0.194 96	0.103 17		16（O）	0.146 94	0.156 47
	13（O）	0.194 96	0.103 17		17（O）	0.145 96	0.156 26
	—NO₂	0.637 70	0.229 72		—NO₂	0.466 78	0.346 72

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Detection and Theoretical Study of Fukui Function of Nitroaromatics by Carbazole‑Based Iridium（Ⅲ） Phosphorescent Probe

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