密度泛函理论研究苏丹红Ⅲ分子的电子结构、光谱与激发性质

doi:10.3964/j.issn.1000-0593(2023)08-2426-11

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Abstract The lipophilic azo dye Sudan Red Ⅲ molecule enhances flavor or makes food bright and attractive. After eating, it has noticeable toxic effects on the liver and kidney organs of the human body and seriously affects human health. The toxicity of Sudan red molecule is closely related to its molecular geometry and electronic structure, which has important guiding significance for studying its structure and electronic excitation. In this work, we aimed to systematically investigate the molecular structure, infrared and Raman spectra, and ultraviolet spectra of Sudan Red Ⅲ by using the density functional theory (DFT) method in conjunction with the def2-TZVP basis set. The excitation properties of Sudan Red Ⅲ were also studied in detail by the hole-electron analysis method. The results show that the infrared and Raman spectra calculated for Sudan Red Ⅲ using the PBE0 and B3LYP exchange-correlation functional agree with the experimental data. Using the time-dependent B3LYP (TD-B3LYP) method with the def2-TZVP basis set, The UV-visible absorption peaks of Sudan Red Ⅲ show 228, 353, and 490 nm, which are in good agreement with the experiments. It can be found that they are through the transition of the ground state electrons to the second excited state, the sixth excited state, and the 30th excited state. The electron excitation characteristics are studied by using hole-electron analysis. It can be found that S₀→S₂ is attributed to the superposition of the n—π^* charge-transfer excitation in the direction from oxygen and nitrogen atoms to the naphthalene and benzene ring, and the π—π^* local excitation between intra-ring naphthalene and benzene rings. The superposition of the n—π^* charge-transfer excitation from oxygen and nitrogen atoms to naphthalene and benzene ring and the π—π^* local excitation between intra-ring naphthalene and benzene rings are excited by S₀→S₆. The electronic transition of S₀→S₂ and S₀→S₆ from the ground state to the excited state belongs charge transfer excitation, where the charge transfer excitation effect is dominant. S₀→S₃₀ is attributed to the superposition of local excitation and charge-transfer excitation, where the local excitation effect is dominant. They contributed π—π^* local excitation between intra-ring naphthalene rings, and the superposition of n—π^* in the direction from oxygen and nitrogen atoms to naphthalene and benzene ring and π—π^* charge-transfer excitation between intra-ring naphthalene rings. Furthermore, we draw heatmaps of the contribution of molecular fragments to holes and electrons. The electron mentioned above excitation transfer was further confirmed by heat map analysis. The spectrum and electron excitation of Sudan Red Ⅲ were investigated systematically, which can provide a theoretical reference for experimental detection of Sudan Red Ⅲ in food.

Key words：Density functional theory; Sudan Red Ⅲ;Hole-electron analysis;Infrared and Raman spectra; UV-visible spectra;Electron excitation

Received: 2022-04-21 Accepted: 2022-08-01

ZTFLH:

O561.4

Corresponding Authors: WU Yong-gang, WANG Bo E-mail: wuyonggang@gznc.edu.cn; bowang@neepu.edu.cn

Cite this article:

WANG Yi-ru,GAO Yang,WU Yong-gang, et al. Study of the Electronic Structure, Spectrum, and Excitation Properties of Sudan Red Ⅲ Molecule Based on the Density Functional Theory[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2023, 43(08): 2426-2436.

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https://www.gpxygpfx.com/EN/10.3964/j.issn.1000-0593(2023)08-2426-11 OR https://www.gpxygpfx.com/EN/Y2023/V43/I08/2426

[1] ZHANG Qin, ZHOU Rong(张琴, 周榕). Farm Products Processing(农产品加工), 2021，535(17): 84.
[2] WANG Wei-gang, TANG Shuang-shuang, LU Yuan, et al(王韦岗, 唐双双, 陆源, 等). China Condiment(中国调味品)，2017, 42(3): 133.
[3] ZENG Lei, LI Jin-zhe, HUANG Ya-qin(曾镭, 李尽哲, 黄雅琴). Heilongjiang Animal Science and Veterinary Medicine(黑龙江畜牧兽医), 2016，511(19): 154.
[4] SHAN Chun-lan, GAO Fei-long, LIU Chao-ying, et al(单春兰, 高飞龙, 刘超英, 等). Southwest China Journal of Agricultural Sciences(西南农业学报), 2018, 31(12): 2710.
[5] Stiborová M, Martínek V, Rydlová H, et al. Cancer Research，2002，62(20)：5678.
[6] GUAN Jia-yi, GU Chong-gao, SHEN Hong, et al(官佳懿, 谷崇高, 沈红, 等). Journal of Toxicology(毒理学杂志), 2014, 28(2): 141.
[7] BA Sang(巴桑). Tibet Science and Technology(西藏科技), 2015，262(1): 38.
[8] WANG Qi, WANG Ya-nan, YAN Yu-jing, et al(汪祺, 王亚楠, 颜玉静, 等). Drug Evaluation Research(药物评价研究), 2020, 43(9): 1747.
[9] YUE Qian-lang, ZHANG Li-shi(岳茜岚, 张立实). Research Progress on Toxic Effects of Sudan Red on Human Body(苏丹红对人体毒性作用的研究进展). The 7^th National Congress of Toxicology, Chinese Society of Toxicology (CSOT-VII) and the 8^th Hubei Science and Technology forum 156(中国毒理学会第七次全国毒理学大会暨第八届湖北科技论坛论文集), 2015: 156.
[10] DING Ying, ZHANG Zhao-yang, WANG Li, et al(丁颖, 张召阳, 王莉, 等). Journal of Shanghai University of Engineering Science(上海工程技术大学学报), 2011, 25(4): 314.
[11] SONG Wei-hua, HAN Zi-chan, MA Xi-hua, et al(宋伟华, 韩子婵, 马喜花, 等). Chinese Journal of Analysis Laboratory(分析试验室), 2007，(S1): 208.
[12] LIU Chun-yu, WANG Shao-yan, XU Shu-ping, et al(刘春宇, 王绍岩, 徐抒平, 等). Chemical Journal of Chinese Universities(高等学校化学学报), 2013, 34(11): 2505.
[13] SUN Wei-ming, WANG Quan-shuai(孙卫明, 王权帅). Occupation and Health(职业与健康), 2015, 31(11): 1479.
[14] CHEN Ying(陈英). China Food Safety Magazine(食品安全导刊), 2021，315(22): 85, 87.
[15] HU Yin-rui, LIANG Su-yuan, WANG Su-nan(胡寅瑞, 梁栗源, 王苏楠). Strait Journal of Preventive Medicine(海峡预防医学杂志), 2018, 24(1): 71.
[16] LIU Jun, ZHU Lü, LU Chun-yan, et al(刘俊, 朱吕, 陆春燕, 等). Journal of Food Safety and Quality(食品安全质量检测学报), 2018, 9(18): 4953.
[17] ZHENG Li-qing, CUI Jin-liang, WANG Zheng-xiang, et al(郑丽卿, 崔锦良, 王正祥, 等). Beijing Agriculture(北京农业), 2015，640(35): 207.
[18] CHEN Jie(陈洁). Modern Food(现代食品), 2021，(15): 147.
[19] LI Ke, YANG Lei, MENG Ling-jia(李柯, 杨蕾, 孟令嘉). Chemical Analysis and Meterage(化学分析计量), 2021, 30(11): 37.
[20] WANG Xiao-rui, JIANG Yu-mei(王潇蕤, 姜玉梅). Guangdong Chemical Industry(广东化工), 2009, 36(5): 163, 174.
[21] MA Bing-bing(马兵兵). The Food Industry(食品工业), 2017, 38(3): 292.
[22] Xue Long, Cai Jun, Li Jing, et al. Procedia Engineering, 2012, 29: 4124.
[23] Guo Xishan, Zhang Xueyin, Cai Qiang, et al. Food Control, 2013, 30(1): 15.
[24] ZOU Qiao, JIANG Long, DU Xian-yuan, et al(邹乔, 姜龙, 杜显元, 等). Chinese Journal of Luminescence(发光学报), 2012, 33(12): 1389.
[25] CHEN Chen, ZHANG Guo-ping(陈晨, 张国平). Optics & Optoelectronic Technology(光学与光电技术), 2007，24(1): 61.
[26] LIAO Yi, SU Zhong-min, CHEN Ya-guang, et al (廖奕, 苏忠民, 陈亚光, 等). Chemical Journal of Chinese Universities(高等学校化学学报), 2003, (3): 477.
[27] ZHOU Yun-quan, LIU Chun-yu, QU Guan-nan, et al(周云全, 刘春宇, 曲冠男, 等). Journal of Atomic and Molecular Physics(原子与分子物理学报), 2020, 37(3): 331.
[28] SHI Bin, YUAN Li, TANG Tian-yu, et al(施斌, 袁荔, 唐天宇, 等). Acta Physica Sinica(物理学报), 2021, 70(5): 104.
[29] Di Anibal Carolina V, Odena Marta, Ruisánchez Itziar, et al. Talanta, 2009, 79(3): 887.
[30] Kunov-Kruse Andreas J, Kristensen Steffen B, Liu Chuan, et al. Journal of Raman Spectroscopy, 2011, 42(6): 1470.
[31] ZHANG Jin-ping, YANG Sheng-ke, DUAN Lei, et al(张金平, 杨胜科, 段磊, 等). Spectroscopyand Spectral Analysis(光谱学与光谱分析), 2007，27(5): 982.
[32] PENG Jie, ZHANG Si-jie, WANG Ke, et al(彭婕, 张嗣杰, 王苛, 等). Acta Physica Sinica(物理学报), 2020, 69(2): 93.
[33] Le Bahers Tangui, Adamo Carlo, Ciofini Ilaria. Journal of Chemical Theory and Computation, 2011, 7(8): 2498.
[34] LI Yuan-yuan, HU Zhu-bin, SUN Hai-tao, et al(李媛媛, 胡竹斌, 孙海涛, 等). Acta Physica Sinica(物理学报), 2020, 69(16): 82.
[35] Frisch M J, Trucks G W, Schlegel H B, et al. Gaussian 09, Revision E. 01. Wallingford: Gaussian Inc，2013.
[36] Lu Tian, Chen Feiwu. Journal of Computational Chemistry, 2012, 33(5): 580.
[37] Esme Aslı, Sagdinc Seda Gunesdogdu. Journal of Molecular Structure, 2013, 1048: 185.
[38] PANG Yang-ling, WANG Huai-you(庞艳玲, 王怀友). Chemical Analysis and Meterage(化学分析计量), 2006，(6): 69, 108.
[39] Liu Zeyu, Lu Tian, Chen Qinxue. Carbon, 2020, 165: 461.