Citation: Liu Jiao, Sun Hailong, Yin Lu, Yuan Yaxian, Xu Minmin, Yao Jianlin. On-line Monitoring on the Micro-synthesis of α-Phenylethanol by Microfluidic Chip Combined with Surface Enhanced Raman Spectroscopy[J]. Acta Chimica Sinica, ;2019, 77(3): 257-262. doi: 10.6023/A18100434 shu

On-line Monitoring on the Micro-synthesis of α-Phenylethanol by Microfluidic Chip Combined with Surface Enhanced Raman Spectroscopy

College of Chemistry, Chemical Engineering and Materials Science of Soochow University, Suzhou 215123

Corresponding author: Yuan Yaxian, yuanyaxian@suda.edu.cn Yao Jianlin, jlyao@suda.edu.cn
Received Date: 17 October 2018
Available Online: 29 March 2018
Fund Project: the National Natural Science Foundation of China 21673152Project supported by the National Natural Science Foundation of China (Nos. 21673152, 21773166) and the Scientific and Technologic Infrastructure of Suzhou (No. SZS201708)the Scientific and Technologic Infrastructure of Suzhou SZS201708the National Natural Science Foundation of China 21773166

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Surface Enhanced Raman Spectroscopy (SERS) has been developed as one of powerful tools for monitoring the organic reaction due to its extremely high sensitivity. Moreover, SERS provided the abundant fingerprint spectroscopic information for the structure analysis, and it could be integrated with other techniques to achieve the on-line detection. Microfluidic technology, due to its significant role in the miniaturization, integration and portability of instrument, exhibits the promising application in biomedicine, high throughput drug screening, the environment monitoring and protection. In recent years, the microfluidic chip as one of the modern technology for analyzing various substances at the same time has been rapidly developed. Compared with the conventional technique, it has the significant advantage and convenience, such as low reagent consumption, short reaction time, high reaction efficiency and so on. Herein, the microfluidic chip was employed as the microreactor for organic reaction with the ultralow dosage, and the SERS detection was integrated into the microreactor to realize the continuous monitoring on the substrates and products. The magnetic core-shell nanoparticles Fe₃O₄@Ag acted as the SERS substrate with reasonable magnetism and SERS activities, and it demonstrated that the magnetic nanoparticles was flowed in the microchannel of microfluidic chip and was enriched by the external magnetic field. The introduction of magnetic nanoparticles is beneficial to improve the detection sensitivity by the magnetic aggregation and to reach the continuous SERS detection by applying and retracting external magnetic field. At the same time, it exhibited the significant advantages of low amount of reactants, high efficiency and easy to realize on-line detection and high throughput screening in organic synthesis. The micro-synthesis of α-phenylethanol and the real-time monitoring of SERS are performed by the alternative enrichment and de-enrichment of magnetic nanoparticles in the present case. By changing the flow rate of reactants in the channel of microfluidic chip, different concentrations of reactants and products were obtained in a certain duration. The influence of the spectral features from the reactants was eliminated by differential spectrum technique, and the distinctive SERS spectrum of α-phenylethanol was presented accordingly. It demonstrated that the integration of microfluidic chip and SERS technique could be developed as a powerful tool for on-line monitoring organic reactions and exhibits the promising application in high throughput screening of organic chemical reactions.
- surface enhanced Raman spectroscopy (SERS),
- microfluidic,
- magnetic nanoparticles,
- on-line detection,
- α-phenylethanol
1. [1]
  Zhao, Y.; Zhang, Y. L.; Huang, J. A.; Zhang, Z.; Chen, X.; Zhang, W. J. Mater. Chem. A 2015, 3, 6408. doi: 10.1039/C4TA07076C
2. [2]
  Parisi, J.; Dong, Q.; Lei, Y. RSC Adv. 2015, 5, 14081. doi: 10.1039/C4RA15174G
3. [3]
  Yaghobian, F.; Weimann, T.; Guttler, B.; Stosch, R. Lab. Chip. 2011, 11, 2955. doi: 10.1039/c1lc20032a
4. [4]
  Miller, P. W.; Long, N. J.; de Mello, A. J.; Vilar, R.; Passchierc, J.; Gee, A. Chem. Commun. 2006, 5, 546.
5. [5]
  Singh, R.; Lee, H. J.; Singh, A. K.; Kim, D. P. Korean J. Chem. Eng. 2016, 33, 2253. doi: 10.1007/s11814-016-0114-6
6. [6]
  Zhou, J. J.; Tang, Z. K.; Zhang, C.; Wang, D. T.; Zhang, K.; Sun, H. B. Chin. J. Org. Chem. 2016, 36, 2662.
7. [7]
  Gao, Y. P.; Wang, J. B. Chin. J. Org. Chem. 2018, 38, 1275.
8. [8]
  Norbert, K.; Philipp, T.; Christoph, F. T.; Gabriele, L.; Timothy, N. React. Chem. Eng. 2017, 2, 258. doi: 10.1039/C7RE00021A
9. [9]
  Elvira, K. S.; Casadevall, i.; Solvas, X.; Wootton, R. C. R.; de Mello, A. J. Nature Chem. 2013, 5, 905. doi: 10.1038/nchem.1753
10. [10]
  Huang, W. G.; Sun, H. F.; Zhang, S. J. Acta Chim. Sinica 2016, 74, 518.
11. [11]
  Wang, H. S.; Lin, P. T.; Zhao, S. L.; Li, S. T.; Lu, X.; Liang, H. Chin. J. Chem. 2017, 35, 943. doi: 10.1002/cjoc.v35.6
12. [12]
  Zhang, X. N.; Stefanick, S.; Villani, F. J. Org. Process Res. Dev. 2004, 8, 455. doi: 10.1021/op034193x
13. [13]
  Jin, J.; Cai, M. M.; Li, J. X. Synlett 2009, 15, 2534.
14. [14]
  Kong, L. J.; Lin, Q.; Lv, X. M.; Yang, Y. T.; Jia, Y.; Zhou, Y. M. Green Chem. 2009, 11, 1108. doi: 10.1039/b822513c
15. [15]
  Cao, Y. C.; Jin, R. C.; Mirkin, C. A. Science 2002, 297, 1536. doi: 10.1126/science.297.5586.1536
16. [16]
  Long, H. X.; Zhen, Z.; Tang, L. J.; Jiang, J. H. Acta Chim. Sinica 2013, 71, 739.
17. [17]
  Li, C. Y.; Lai, K. Q.; Zhang, Y. Y.; Pei, L.; Huang, Y. Q. Acta Chim. Sinica 2013, 71, 221.
18. [18]
  Li, X. H.; Chen, G. Y.; Yang, L. B.; Jin, Z.; Liu, J. H. Adv. Funct. Mater. 2010, 20, 2815. doi: 10.1002/adfm.201000792
19. [19]
  Liu, W. J.; Zhu, Z. N.; Deng, K.; Li, Z.; T.; Zhou, Y. L.; Qiu, H. B.; Gao, Y.; Che, S.; Tang, Z. T. J. Am. Chem. Soc. 2013, 135, 9659. doi: 10.1021/ja312327m
20. [20]
  Gao, Z. G.; Zheng, T. T.; Deng, J.; Li, X. R.; Qu, Y. Y.; Lu, Y.; Liu, T. J.; Luo, Y.; Zhao, W. J.; Lin, B. C. Acta Chim. Sinica 2017, 75, 355.
21. [21]
  Wang, Y.; Rauf, S.; Grewal, Y. S.; Spadafora, L. J.; Shiddiky, M. J.; Cangelosi, G. A.; Schlucker, S.; Trau, M. Anal. Chem. 2014, 86, 9930. doi: 10.1021/ac5027012
22. [22]
  Huh, Y. S.; Lowe, A. J.; Strickland, A. D.; Batt, C. A.; Erickson, D. J. Am. Chem. Soc. 2009, 131, 2208. doi: 10.1021/ja807526v
23. [23]
  Wang, C.; Yu, C. Nanotechnology 2015, 26, 092001. doi: 10.1088/0957-4484/26/9/092001
24. [24]
  Wang, W.; Xu, M. M.; Guo, Q. H.; Yuan, Y. X.; Shen, L. M.; Gu, R. A.; Yao, J. L. RSC Adv. 2015, 5, 47640. doi: 10.1039/C5RA05562H
25. [25]
  Mao, H.; Wu, W.; She, D.; Sun, G.; Lv, P.; Xu, J. Small 2014, 10, 127. doi: 10.1002/smll.201300036
26. [26]
  Xu, B. B.; Zhang, R.; Liu, X. Q.; Wang, H.; Zhang, Y. L.; Jiang, H. B.; Wang, L.; Ma, Z. C.; Ku, J. F.; Xiao, F. S.; Sun, H. B. Chem. Commun. 2012, 48, 1680. doi: 10.1039/C2CC16612G
27. [27]
  Sun, H. L.; Xu, M. M.; Guo, Q. H.; Yuan, Y. X.; Shen, L. M.; Gu, R. A.; Yao, J. L. Spectrochim. Acta A 2013, 114, 579. doi: 10.1016/j.saa.2013.05.098
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