自由基诱导的水溶液中氟西汀的降解:脉冲辐解及稳态辐照研究

引用本文: 吉天翼, 刘艳成, 赵剑锋, 徐刚, 王文锋, 吴明红. 自由基诱导的水溶液中氟西汀的降解:脉冲辐解及稳态辐照研究[J]. 物理化学学报, 2017, 33(4): 823-828. doi: 10.3866/PKU.WHXB201701092 shu

Citation: JI Tian-Yi, LIU Yan-Cheng, ZHAO Jian-Feng, XU Gang, WANG Wen-Feng, WU Ming-Hong. Radical-Induced Degradation of Fluoxetine in Aqueous Solution by Pulse and Steady-State Radiolysis Studies[J]. Acta Physico-Chimica Sinica, 2017, 33(4): 823-828. doi: 10.3866/PKU.WHXB201701092 shu

自由基诱导的水溶液中氟西汀的降解:脉冲辐解及稳态辐照研究

1.
上海大学环境与化学工程学院, 上海 200444;
2.
中国科学院上海应用物理研究所, 上海 201800;
3.
中国科学院大学, 北京 100049
基金项目:
国家自然科学基金（21173252，41430644，11675098）资助项目

摘要: 本文运用脉冲辐解探究了不同自由基与药物氟西汀（FLX）之间的反应。羟基自由基（·OH）与FLX反应生成苯环上的羟基加成物，而硫酸根阴离子自由基（SO₄^·-）则通过单电子氧化FLX生成苯阳离子自由基，该中间产物再进一步与水反应生成苯环上的羟基加成物。本研究测定了三种自由基·OH，水合电子（e_aq^-）以及SO₄^·-与FLX反应的反应速率常数分别为：7.8×10⁹， 2.3×10⁹和1.1×10⁹ mol·L^-1·s^-1。本文还运用电子束辐照技术探究了不同辐照条件下的FLX降解效果，结合HPLC和紫外可见光谱仪进行分析。在N₂O和空气饱和的两种条件下，FLX溶液经1.5 kGy辐照后降解效率均达到90%以上，而N₂饱和条件下，加入0.1 mol·L^-1的叔丁醇的FLX 溶液经1.5 kGy 辐照后仅有43%分解。此外，酸性和中性条件下FLX 的降解效率均大于碱性条件下的。结果阐明了饱和空气的FLX 溶液在中性条件下的降解效果最佳，且·OH诱导的反应比SO₄^·-更有利于FLX的分解。本研究期望对于进一步探究FLX的降解反应提供有益的帮助。

关键词:

English

Radical-Induced Degradation of Fluoxetine in Aqueous Solution by Pulse and Steady-State Radiolysis Studies

1.
School of Environment and Chemical Engineering, Shanghai University, Shanghai 200444, P. R. China;
2.
Shanghai Institute of Applied Physics, Chinese Academy of Sciences, Shanghai 201800, P. R. China;
3.
University of Chinese Academy of Sciences, Beijing 100049, P. R. China
Received Date: 08 November 2016
Revised Date: 09 January 2017
Available Online: 09 January 2017
Fund Project:
The project was supported by the National Natural Science Foundation of China (21173252, 41430644, 11675098).

Abstract: The reactions of the pharmaceutical fluoxetine (FLX) with different radicals were investigated by pulse radiolysis. The reaction of hydroxyl radical (·OH) with FLX formed hydroxylated adduct of the aromatic ring, while oxidation of FLX by sulfate radical anion (SO₄^·-) formed benzene radical cation that further reacted with H₂O to yield the ·OH adduct. The determined rate constants of ·OH, hydrated electrons (e_aq^-), and SO₄^·- with FLX were 7.8×10⁹, 2.3×10⁹, and 1.1×10⁹ mol·L^-1·s^-1, respectively. In the steady-state radiolysis study, the degradation of FLX in different radiolytic conditions by electron beam irradiation was detected by HPLC and UV-Vis spectra techniques. It was found that FLX concentration decreased by more than 90% in both N₂O and air-saturated solutions after 1.5 kGy irradiation. In contrast, only 43% of FLX was decomposed in N₂-saturated solution containing 0.1 mol·L^-1 tert-butanol. The degradation rates of FLX in acidic and neutral solutions were higher than those in alkaline solutions. Our results showed that the degradation of FLX is optimal in air-saturated neutral solution, and ·OH-induced degradation is more efficient than SO₄^·- oxidation of FLX. The obtained kinetic data and optimal conditions give some hints to understand the degradation of FLX.

Key words:

1. [1]
  Sui, Q.; Huang, J.; Deng, S. B.; Chen, W.W.; Yu, G. Environ. Sci. Technol. 2011, 45, 3341. doi: 10.1021/es200248d
2. [2]
  Subedi, B.; Kannan, K. Environ. Sci. Technol. 2014, 48, 6661. doi: 10.1021/es501709a
3. [3]
  Wawryniuk, M.; Pietrzak, A.; Nalecz-Jawecki, G. Ecotox. Environ. Safe 2015, 115, 144. doi: 10.1016/j.ecoenv.2015.02.014
4. [4]
  Subedi, B.; Kannan, K. Sci. Total Environ. 2015, 514, 273. doi: 10.1016/j.scitotenv.2015.01.098
5. [5]
  Kümmerer, K. J. Environ. Manage. 2009, 90, 2354. doi: 10.1016/j.jenvman.2009.01.023
6. [6]
  Boxall, A. B.; Rudd, M. A.; Brooks, B.W.; Caldwell, D. J.; Choi, K.; Hickmann, S.; Innes, E.; Ostapyk, K.; Staveley, J. P.; Verslycke, T. Environ. Health Perspect. 2012, 120, 1221. doi: 10.1289/ehp.1104477
7. [7]
  Santos, L. H. M. L. M.; Gros, M.; Rodriguez-Mozaz, S.; Delerue-Matos, C.; Pena, A.; Barcelo, D.; Montenegro, M. C. B.S. M. Sci. Total Environ. 2013, 461, 302. doi: 10.1016/j.scitotenv.2013.04.077
8. [8]
  Kolpin, D.W.; Furlong, E. T.; Meyer, M. T.; Thurman, E. M.; Zaugg, S. D.; Barber, L. B.; Buxton, H. T. Environ. Sci. Technol. 2003, 36, 1202. doi: 10.1021/es0202356
9. [9]
  Metcalfe, C. D.; Miao, X. S.; Koenig, B. G.; Struger, J. Environ. Toxicol. Chem. 2003, 22, 2881. doi: 10.1897/02-627
10. [10]
  Wu, M. H.; Xiang, J. J.; Que, C. J.; Chen, F. F.; Xu, G. Chemosphere 2015, 138, 486. doi: 10.1016/j.chemosphere.2015.07.002
11. [11]
  Ma, R. X.; Wang, B.; Lu, S. Y.; Zhang, Y. Z.; Yin, L.; Huang, J.; Deng, S. B.; Wang, Y. J.; Yu, G. Sci. Total Environ. 2016, 557, 268. doi: 10.1016/j.scitotenv.2016.03.053
12. [12]
  Ottmar, K. J.; Colosi, L. M.; Smith, J. A. B Environ. Contam. Tox. 2010, 84, 507. doi: 10.1007/s00128-010-9990-3
13. [13]
  Cardoso, O.; Porcher, J. M.; Sanchez, W. Chemosphere 2014, 115, 20. doi: 10.1016/j.chemosphere.2014.02.004
14. [14]
  Schultz, M. M.; Painter, M. M.; Bartell, S. E.; Logue, A.; Furlong, E. T.; Werner, S. L.; Schoenfuss, H. L. Aquat. Toxicol. 2011, 104, 38. doi: 10.1016/j.aquatox.2011.03.011
15. [15]
  Mendez, N.; Barata, C. Ecotoxicology 2015, 24, 106. doi: 10.1007/s10646-014-1362-z
16. [16]
  Kwon, J.W.; Armbrust, K. L. Environ. Toxicol. Chem. 2006, 25, 2561. doi: 10.1897/05-613r.1
17. [17]
  Serna-Galvis, E. A.; Silva-Agredo, J.; Giraldo-Aguirre, A. L.; Torres-Palma, R. A. Sci. Total Environ. 2015, 524, 354. doi: 10.1016/j.scitotenv.2015.04.053
18. [18]
  Paul, J.; Naik, D. B.; Bhardwaj, Y. K.; Varshney, L. Radiat. Phys. Chem. 2014, 100, 38. doi: 10.1016/j.radphyschem.2014.03.016
19. [19]
  Kovacs, K.; Mile, V.; Csay, T.; Takacs, E.; Wojnarovits, L. Environ. Sci. Pollut. R 2014, 21, 12693. doi: 10.1007/s11356-014-3197-9
20. [20]
  Silva, V. H. O.; Batista, A. P. D. S.; Borrely, S. I. Environ. Sci. Pollut. R 2016, 23, 11927. doi: 10.1007/s11356-016-6410-1
21. [21]
  Garrido, E. M.; Garrido, J.; Calheiros, R.; Marques, M. P. M.; Borges, F. J. Phys. Chem. A 2009, 113, 9934. doi: 10.1021/jp904306b
22. [22]
  Yao, S. D.; Sheng, S. G.; Cai, J. H.; Zhang, J. S.; Lin, N. Y. Radiat. Phys. Chem. 1995, 46, 105. doi: 10.1016/0969-806X(94)00120-9
23. [23]
  Liu, Y. C.; Zhang, P.; Li, H. X.; Tang, R. Z.; Cui, R. R.; Wang, W. F. J. Photochem. Photobiol. B 2013, 118, 58. doi: 10.1016/j.jphotobiol.2012.11.002
24. [24]
  Buxton, G. V. J. Phys. Chem. Ref. Data 1988, 17, 513. doi: 10.1063/1.555805
25. [25]
  Song, W. H.; Cooper, W. J.; Mezyk, S. P.; Greaves, J.; Peake, B.M. Environ. Sci. Technol. 2008, 42, 1256. doi: 10.1021/es702245n
26. [26]
  Wu, M. H.; Liu, N.; Xu, G.; Ma, J.; Tang, L.; Wang, L.; Fu, H.Y. Radiat. Phys. Chem. 2011, 80, 420. doi: 10.1016/j.radphyschem.2010.10.008
27. [27]
  Czapski, G.; Peled, E. Isr. J. Chem. 1968, 6, 421. doi: 10.1002/ijch.196800054
28. [28]
  Spinks, J.W. T.; Woods, R. J. Introduction to Radiation Chemistry ;Wiley: New York, 1990.
29. [29]
  Wolfenden, B. S.; Willson, R. L. J. Chem. Soc. Perkin Trans. 1982, 2, 805. doi: 10.1039/P29820000805
30. [30]
  Mendez-Arriaga, F.; Otsu, T.; Oyama, T.; Gimenez, J.; Esplugas, S.; Hidaka, H.; Serpone, N. Water. Res. 2011, 45, 2782. doi: 10.1016/j.watres.2011.02.030
31. [31]
  Merga, G.; Rao, B. S. M.; Mohan, H.; Mittal, J. P. J. Phys. Chem. 2002, 98, 9158. doi: 10.1021/j100088a012
32. [32]
  Lam, M.W.; Young, C. J.; Mabury, S. A. Environ. Sci. Tech. 2005, 39, 513. doi: 10.1021/es0494757
33. [33]
  Sehested, K.; Christensen, H. C.; Hart, E. J.; Corfitzen, H. J. Phys. Chem.-Us 1975, 79, 310. doi: 10.1021/J100571a005
34. [34]
  Neta, P.; Madhavan, V.; Zemel, H.; Fessenden, R.W. Chemischer Informationsdienst 1977, 8, 163. doi: 10.1002/chin.197714152
35. [35]
  Hentz, R. R.; Farhataziz; Hansen, E. M. J. Chem. Phys. 1972, 57, 2959. doi: 10.1063/1.1678690
36. [36]
  Choure, S. C.; Bamatraf, M. M. M.; Rao, B. S. M.; Das, R.; Mohan, H.; Mittal, J. P. J. Phys. Chem. A 1997, 101, 9837. doi: 10.1021/jp971986a
37. [37]
  Shibin, N. B.; Sreekanth, R.; Aravind, U. K.; Mohammed, K. M.A.; Chandrashekhar, N. V.; Joseph, J.; Sarkar, S. K.; Naik, D. B.; Aravindakumar, C. T. J. Phys. Org. Chem. 2014, 27, 478. doi: 10.1002/poc.3285
38. [38]
  Illes, E.; Takacs, E.; Dombi, A.; Gajda-Schrantz, K.; Racz, G.; Gonter, K.; Wojnarovits, L. Sci. Total Environ. 2013, 447, 286. doi: 10.1016/j.scitotenv.2013.01.007

扫一扫看文章

计量

PDF下载量: 3
文章访问数: 1184
HTML全文浏览量: 222

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

自由基诱导的水溶液中氟西汀的降解:脉冲辐解及稳态辐照研究

English

Radical-Induced Degradation of Fluoxetine in Aqueous Solution by Pulse and Steady-State Radiolysis Studies

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

计量

通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

自由基诱导的水溶液中氟西汀的降解:脉冲辐解及稳态辐照研究

English

Radical-Induced Degradation of Fluoxetine in Aqueous Solution by Pulse and Steady-State Radiolysis Studies

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

计量

文章相关

通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

CCS Chemistry：颜徐州、鲍哲南：你的皮肤可能是一片SPMs