Triazine Derivative for Fluorescence Sensing of Zr4+, Fe3+ Ions and Acetone

  • Ma Xuelin ,
  • Han Limin ,
  • Zhang Xiaoyong ,
  • Zhang Yuheng ,
  • Wang Li ,
  • Yang Kun ,
  • Ji Jie
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  • a Chemical Engineering College, Inner Mongolia University of Technology, Hohhot 010051;
    b Department of Chemistry, Baotou Teachers'College, Baotou, Inner Mongolia 014030

Received date: 2019-12-06

  Revised date: 2020-02-27

  Online published: 2020-03-31

Supported by

Project supported by the Natural Science Foundation of Inner Mongolia (Nos. 2018BS02009, 2019MS02031), the Young Innovative Talents in Baotou City (No. 30324001), the National Natural Science Foundation of China (Nos. 21767021, 51563019) and the Education Department Project of Inner Mongolia (No. NJZY19187).

Abstract

2,2',2''-(1,3,5-Triazine-2,4,6-triimino)tribenzoic acid (L, H3TATIB) fluorescence response chemosensor has been synthesized by one pot reaction and its fluorescent behaviors to transition metal ions were systematically investigated. The experimental results show that the recognition of Zr4+ and Fe3+ is realized in N,N-dimethylformamide (DMF) aqueous solution; The compound L can effectively detect acetone in organic solvent. The detection limits of Zr4+ and Fe3+ are 3.60×10-6 and 1.33×10-6 mol/L, respectively. It was preliminarily explored that compound L was used as a fluorescent probe to identify Fe3+ ion in human urine and water samples.

Cite this article

Ma Xuelin , Han Limin , Zhang Xiaoyong , Zhang Yuheng , Wang Li , Yang Kun , Ji Jie . Triazine Derivative for Fluorescence Sensing of Zr4+, Fe3+ Ions and Acetone[J]. Chinese Journal of Organic Chemistry, 2020 , 40(6) : 1745 -1751 . DOI: 10.6023/cjoc201912007

References

[1] Wang, P.; Okamura, T.; Zhou, H. P.; Sun, W. Y.; Tian, Y. P. Chin. Chem. Lett. 2013, 24(1), 20.
[2] Xu, H.; Hu, H. C.; Cao, C. S.; Zhao, B. Inorg. Chem. 2015, 54(10), 4585.
[3] Wang, J.; Jiang, M.; Yan, L.; Peng, R.; Huangfu, M. J.; Guo, X. X.; Li, Y.; Wu, P. Y. Inorg. Chem. 2016, 55(24), 12660.
[4] Yan, W.; Zhang, C.; Chen, S. G.; Han, L. J.; Zheng, H. G. ACS Appl. Mater. Interfaces 2017, 9(19), 1629.
[5] Arici, M. Cryst. Growth Des. 2017, 17(10), 5499.
[6] Li, P.; Zhou, L. J.; Yang, N. N.; Sui, Q.; Gong, T.; Gao, E. Q. Cryst. Growth Des. 2018, 18(11), 7191.
[7] Tang, S. F.; Hou, X. M. Cryst. Growth Des. 2019, 19(1), 45.
[8] Zheng, M.; Tan, H. Q.; Xie, Z. G.; Zhang, L. G.; Jing, X. B.; Sun, Z. C. ACS Appl. Mater. Interfaces 2013, 5(3), 1078.
[9] Xu, X. Y.; Yan, B. ACS Appl. Mater. Interfaces 2015, 7(1), 721.
[10] Wen, G. X.; Wu, Y. P.; Dong, W. W.; Zhao, J.; Li, D. S.; Zhang, J. Inorg. Chem. 2016, 55(20), 10114.
[11] Rao, P. C.; Mandal, S. Inorg. Chem. 2018, 57(19), 11855.
[12] Gogoi, C.; Biswas, S. Dalton Trans. 2018, 47(41), 14696.
[13] Yu, C. Y.; Sun, X. D.; Zou, L. F.; Li, G. H.; Zhang, L. R.; Liu, Y. L. Inorg. Chem. 2019, 58(6), 4026.
[14] He, H. M.; Zhu, Q. Q.; Li, C. P.; Du, M. Cryst. Growth Des. 2019, 19(2), 694.
[15] Jia, H. J.; Han, L. M.; Zhu, N.; Gao, Y. Y.; Wang, Y. Q.; Suo, Q. L. Chin. J. Org. Chem. 2019, 39(6), 1753(in Chinese). (贾慧劼, 韩利民, 竺宁, 高媛媛, 王亚琦, 索全伶, 有机化学, 2019, 39(6), 1753.)
[16] Liu, M. L.; Chen, B. B.; Li, C. M.; Huang, C. Z. Sci. China:Chem. 2019, 62(8), 968.
[17] Yu, L.; Qiao, Y. M.; Miao, L. X.; He, Y. Q.; Zhou, Y. Chin. Chem. Lett. 2018, 29(11), 1545.
[18] Pang, C. M.; Luo, S. H.; Hao, Z. F.; Gao, J.; Huang, Z. H.; Yu, J. H.; Yu, S. M.; Wang, Z. Y. Chin. J. Org. Chem. 2018, 38(10), 2606(in Chinese). (庞楚明, 罗时荷, 郝志峰, 高健, 黄召昊, 余家海, 余思敏, 汪朝阳, 有机化学, 2018, 38(10), 2606.)
[19] Sheng, K.; Lu, H. F.; Sun, A. B.; Wan, Y. M.; Liu, Y. T.; Chen, F.; Bian, W. C.; Li, Y.; Kuang, R.; Sun, D. Chin. Chem. Lett. 2019, 30(4), 895.
[20] Wang, J. H.; Fan, Y. d.; Lee, H. W.; Yi, C. Q.; Cheng, C. M.; Zhao, X.; Yang, M. ACS Appl. Nano Mater. 2018, 1(7), 3747.
[21] Huang, J. J.; Yu, J. H.; Bai, F. Q.; Xu, J. Q. Cryst. Growth Des. 2018, 18(9), 5353.
[22] Lu, S. Q.; Liu, Y. Y.; Duan, Z. M.; Wang, Z. X.; Li, M. X.; He, X. Cryst. Growth Des. 2018, 18(8), 4602.
[23] Smith, J. A.; Singh-Wilmot, M. A.; Carter, K. P.; Cahill, C. L.; August Ridenour, J. Cryst. Growth Des. 2019, 19(1), 305.
[24] Fan, K.; Bao, S. S.; Nie, W. X.; Liao, C. H.; Zheng, L. M. Inorg. Chem. 2018, 57(3), 1079.
[25] Zhang, H. J.; Fan, R. Q.; Chen, W.; Fan, J. Z.; Dong, Y. W.; Song, Y., Du, X.; Wang, P.; Yang, Y. L. Cryst. Growth Des. 2016, 16(9), 5429.
[26] Zhang, C. H.; Shi, H. Z.; Sun, L. B.; Yan, Y.; Wang, B. L.; Liang, Z. Q.; Wang, L.; Li, J. Y. Cryst. Growth Des. 2018, 18(12), 7683.
[27] Yoon, C. S.; Choi, M. J.; Jun, D. W.; Zhang, Q.; Kaghazchi, P.; Kim, K. H.; Sun, Y. K. Chem. Mater. 2018, 30(5), 1808.
[28] Yoon, C. S.; Kim, U. H.; Park, G. T.; Kim, S. J.; Kim, K. H.; Kim, J.; Sun, Y. K. Energy Lett. 2018, 3(7), 1634.
[29] Meng, H. M.; Fu, T.; Zhang, X. B.; Wang, N. N.; Tan, W. H.; Shen, G. L.; Yu, R. Q. Anal. Chem. 2012, 84(5), 2124.
[30] Wang, B; Yang, Q.; Guo, C.; Sun, Y. X.; Xie, L. H.; Li, J. R. ACS Appl. Mater. Interfaces 2017, 9(11), 10286.
[31] Xu, M. M.; Kong, X. J.; He, T.; Wu, X. Q.; Xie, L. H.; Li, J. R. Inorg. Chem. 2018, 57(22), 14260.
[32] He, P.; Tang, L. J.; Zhong, K. L.; Hou, S. H.; Yan, X. M. Chin. J. Org. Chem., 2017, 37(2), 423(in Chinese). (何平, 汤立军, 钟克利, 侯淑华, 燕小梅, 有机化学, 2017, 37(2), 423.)
[33] Yu, L.; Qiao, Y. M.; Miao, L. X.; He, Y. Q.; Zhou, Y. Chin. Chem. Lett. 2018, 29(11), 1545.
[34] Wang, T.; Liu, Q. H.; Gao, Y,; Yang, X. Y.; Yang, W. T.; Dang, S. Chin. Chem. Lett. 2016, 27(4), 497.
[35] Zhang, Q. S.; Wang, J.; Kirillov, A. M.; Dou, W.; Xu, C.; Xu, C. L.; Yang, L. Z.; Fang, R.; Liu, W. S. ACS Appl. Mater. Interfaces 2018, 10(28), 23976.
[36] Zhao, X. X.; Wang, S. L.; Zhang, L. Y.; Liu, S. Y.; Yuan, G. Z. Inorg. Chem. 2019, 58(4), 2444.
[37] Wang, X.; Fan, W. D.; Zhang, M.; Shang, Y. Z.; Wang, Y. T.; Liu, D.; Guo, H. L.; Dai, F. N.; Sun, D. F. Chin. Chem. Lett. 2019, 30(3), 801.
[38] Huang, W. H.; Ren, J.; Yang, Y. H.; Li, X. M.; Wang, Q.; Jiang, N.; Yu, J. Q.; Wang, F.; Zhang, J.. Inorg. Chem. 2019, 58(2), 1481.
[39] Chen, Z.; Sun, Y. W.; Zhang, L. L.; Sun, D.; Liu, F. L.; Meng, Q. G.; Wang, R. M.; Sun, D. F. Chem. Commun. 2013, 49(98), 11557.
[40] Wang, R.; Dong, X. Y.; Xu, H.; Pei, R. B.; Ma, M. L.; Zang, S. Q.; Hou, H. W.; Mak, T. C. W. Chem. Commun. 2014, 50(65), 9153.
[41] Karuehanon, W.; Fanfuenha, W.; Rujiwatra, A.; Pattarawarapan, M. Tetrahedron Lett. 2012, 53(27), 3486.
[42] Wang, X. S.; Liang, J; Li, L.; Lin, Z. J.; Bag, P. P.; Gao, S. Y.; Huang, Y. B.; Cao, R. Inorg. Chem. 2016, 55(5), 2641.
[43] Kolmakov, K. A. J. Heterocycl. Chem. 2008, 45(2), 533.
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