Citation: Shen Fengjuan, Wang Tao, Yu Xudong, Li Yajuan. Free radical oxidation reaction for selectively solvatochromic sensors with dynamic sensing ability[J]. Chinese Chemical Letters, ;2020, 31(7): 1919-1922. doi: 10.1016/j.cclet.2019.12.025 shu

Free radical oxidation reaction for selectively solvatochromic sensors with dynamic sensing ability

College of Science, Hebei University of Science and Technology, Shijiazhuang 050080, China

chemyxd@163.com

Received Date: 28 October 2019
Revised Date: 7 December 2019
Accepted Date: 16 December 2019
Available Online: 17 December 2019

Figures(6)

A novel BODIPY (boradiazaindacene) dye denoted as BODIPY-DT containing terpyridine unit has been designed and characterized. The dye is found to be selective and visual solvatochromic sensor toward DMF among test organic solvents. The sensing process displays time-controllable, dynamic signal outputs in the emission colors including red, purple, yellow and even white emission colors. It is presented that selective free radical oxidation reaction happens during the recognition process.
- Solvent sensor,
- BODIPY,
- Dynamic sensing,
- Photosensitizer
1. [1]
  Lee J., Chang H.T., An H., et al.. Nat. Commun., 2013, 4:2461-2469. doi: 10.1038/ncomms3461
2. [2]
  Benedetti E., Kocsis L.S., Brummond K.M... J. Am. Chem. Soc., 2012, 134:12418-12421. doi: 10.1021/ja3055029
3. [3]
  Landis R.F., Yazdani M., Creran B., et al.. Chem. Commun., 2014, 50:4579-4581. doi: 10.1039/c4cc00805g
4. [4]
  Galpothdeniya W.I.S., Regmi B.P., McCarter K.S., et al.. Anal. Chem., 2015, 87:4464-4471. doi: 10.1021/acs.analchem.5b00714
5. [5]
  Guo L., Wang Y... Sens. Actuators B:Chem., 2018, 277:172-178. doi: 10.1016/j.snb.2018.08.158
6. [6]
  Wang J.H., Li M., Li D... Chem. Sci., 2013, 4:1793-1801. doi: 10.1039/c3sc00016h
7. [7]
  Kulinich A.V., Mikitenko E.K., Ishchenko A.A... Phys. Chem., 2016, 18:3444-3453.
8. [8]
  Koenig M., Storti B., Bizzarri R., et al.. J. Mater. Chem. C, 2016, 4:3018-3027. doi: 10.1039/C5TC03541D
9. [9]
  Mao N.N., Chen Y.F., Liu D.M., et al.. Small, 2013, 9:1312-1315. doi: 10.1002/smll.201202982
10. [10]
  Liu L.L., Liang S., Huang Y.W., et al.. Chem. Commun., 2017, 53:12088-12091. doi: 10.1039/C7CC06126A
11. [11]
  Wang T., Yu X.D., Li Y.J., et al.. ACS Appl. Mater. Interfaces, 2017, 9:13666-13675. doi: 10.1021/acsami.6b15249
12. [12]
  Feng G.L., Wang Z.Y., Yu X.D., et al.. Sens. Actuators B:Chem., 2017, 243:1020-1026. doi: 10.1016/j.snb.2016.12.089
13. [13]
  Liu G.Y., Zhao J.H., Lu S.S., et al.. ACS Sens., 2018, 3:1855-1862. doi: 10.1021/acssensors.8b00684
14. [14]
  Zhu H., Fan J.L., Wang B.H., et al.. Chem. Soc. Rev., 2015, 44:4337-4366. doi: 10.1039/C4CS00285G
15. [15]
  Kim H.N., Ren W.X., Kim J.S., et al.. Chem. Soc. Rev., 2012, 41:3210-3244. doi: 10.1039/C1CS15245A
16. [16]
  Zheng W., Chen L.J., Yang G., et al.. J. Am. Chem. Soc., 2016, 138:4927-4937. doi: 10.1021/jacs.6b01089
17. [17]
  Zhang K.Y., Gao P., Sun G., et al.. J. Am. Chem. Soc., 2018, 140:7827-7834. doi: 10.1021/jacs.8b02492
18. [18]
  Jiao Y., Yin J.Q., He H.Y., et al.. J. Am. Chem. Soc., 2018, 140:5882-5885. doi: 10.1021/jacs.7b10796
19. [19]
  Jun J.V., Petersson E.J., Chenoweth D.M... J. Am. Chem. Soc., 2018, 140:9486-9493. doi: 10.1021/jacs.8b03738
20. [20]
  Qi H.L., Teesdale J.J., Pupillo R.C., et al.. J. Am. Chem. Soc., 2013, 135:13558-13566. doi: 10.1021/ja406731f
21. [21]
  Ziessel R., Harriman A... Chem. Commun., 2011, 7:611-631. doi: 10.1002/chin.201114270
22. [22]
  Lu H., Mack J., Yang Y.C., et al.. Chem. Soc. Rev., 2014, 43:4778-4823. doi: 10.1039/C4CS00030G
23. [23]
  Boens N., Leena V., Dehaen W... Chem. Soc. Rev., 2012, 41:1130-1172. doi: 10.1039/C1CS15132K
24. [24]
  Kima T., Kimb H., Choi Y., Kim Y... Sens. Actuators B:Chem., 2017, 249:229-234. doi: 10.1016/j.snb.2017.04.093
25. [25]
  Shena B.X., Qian Y... J. Mater. Chem. B, 2016, 4:7549-7559.
26. [26]
  Liu X.D., Chen B.Z., Li X.J., et al.. Nanoscale, 2015, 7:16399-16416. doi: 10.1039/C5NR04655F
27. [27]
  Lu H., Mack J., Yang Y.C., et al.. Chem. Soc. Rev., 2014, 43:4778-4823. doi: 10.1039/C4CS00030G
28. [28]
  Treich N.R., Wimpenny J.D., Kieffer I.A., et al.. New J. Chem., 2017, 41:14370-14378. doi: 10.1039/C7NJ02670F
29. [29]
  Wang F.Y., Zhou L., Zhao C.C., et al.. Chem. Sci., 2015, 6:2584-2589. doi: 10.1039/C5SC00216H
30. [30]
  Geng L., Yu X., Li Y., et al.. Nanoscale, 2019, 11:4044-4052. doi: 10.1039/C8NR08532C
31. [31]
  Guo J., Yu X., Zhang Z., et al.. J. Colloid Interface Sci., 2019, 540:134-141. doi: 10.1016/j.jcis.2019.01.012
32. [32]
  Adarsh N., Shanmugasundaram M., Avirah R.R., et al.. Chem.-Eur. J., 2012, 18:12655-12662. doi: 10.1002/chem.201202438
33. [33]
  M.E. El-Khouly, Amin A.N., Zandler M.E., et al.. Chem.-Eur. J., 2012, 18:5239-5247. doi: 10.1002/chem.201103074
34. [34]
  Yang P., Zhao J.Z., Wu W.H., et al.. J. Org. Chem., 2012, 77:6166-6178. doi: 10.1021/jo300943t
35. [35]
  Zhao J.Z., Xu K.J., Yang W.B., et al.. Chem. Soc. Rev., 2015, 44:8904-8939. doi: 10.1039/C5CS00364D
36. [36]
  Xue F.F., Wei P., Ge X.T., et al.. Dyes Pigments, 2018, 156:285-290. doi: 10.1016/j.dyepig.2018.04.008
37. [37]
  Foote C.S., Wuesthoff M.T., Wexler S., et al, Tetrahedron 23(1967) 2583. doi: 10.1016/0040-4020(67)85123-8
38. [38]
  Zepp R.G., Wolfe N.L., Baughman G.L., et al.. Nature, 1977, 267:421-423. doi: 10.1038/267421a0
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