|Generate QR code
Open Access
Subscription Access
Possibility of Using Luminescence Spectroscopy for the Analysis of Phthalates by Converting Them into Fluorescein
Abstract
The possibility of using the conversion of phthalates to fluorescein by preliminary hydrolysis of phthalates to phthalic acid followed by its dehydration into phthalic anhydride and the interaction of latter with resorcinol in analytical luminescence spectroscopy for the phthalates detection was considered. The formation of luminescent by-products of the auto-condensation reaction of resorcinol molecules supposedly with own oxidation and decomposition products was revealed. The luminescence spectrum of a by-products mixture of resorcinol transformation is overlapped with the spectrum of fluorescein and the relative quantum yield of mixture luminescence was 25%. This fact obstructs the use of this reaction for analytical purposes, since it requires special care in the sample preparation procedure and selection of reaction conditions to minimize or eliminate the formation of luminescent by-products.
About the Authors
O. S. Kulakovich
B. I. Stepanov Institute of Physics of the National Academy of Sciences of Belarus
Belarus
Belarus
Minsk
A. A. Ramanenka
B. I. Stepanov Institute of Physics of the National Academy of Sciences of Belarus
Belarus
Belarus
Minsk
E. A. Lukyanenko
Belarusian State University
Belarus
Belarus
Minsk
S. A. Fatychava
Institute of Bioorganic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
Minsk
P. S. Shabunya
Institute of Bioorganic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
Minsk
T. A. Pavich
B. I. Stepanov Institute of Physics of the National Academy of Sciences of Belarus
Belarus
Belarus
Minsk
V. P. Kulakovich
BELLIS Testing and Certification of Home Appliances and Industrial Products, JSC
Belarus
Belarus
Minsk
References
1. R. Navarro, M. P. Perrino, M. G. Tardajos, H. Reinecke. Macromolecules, 43, N 5 (2010) 2377-2381
2. H. J. Koo, B. M. Lee. J. Toxicol. Environ. Health, 67, N 24 (2004) 1901-1914
3. R. Kavlock, D. Barr, K. Boekelheide, W. Breslin, P. Breysse, R. Chapin, K. Gaido, E. Hodgson, M. Marcus, K. Shea, P. Williams. Reproductive Toxicol., 22, N 3 (2006) 291-399
4. P. Ventrice. Environ. Toxicol. Pharmacol., 36, N 1 (2013) 88-96
5. G. Lottrup, A. M. Andersson, H. Leffers, G. K. Mortensen, J. Toppari, N. E. Skakkebæk, K. M. Main. Int. J. Andrology, 29, N 1 (2006) 172-180
6. L. Na, L. Te, Z. Liting, H. Jun, Y. Lin. Environ. Toxicol. Pharmacol., 34, N 3 (2012) 869-875
7. T. Lovekamp-Swan, B. J. Davis. Environ. Health Perspectives, 111, N 2 (2003) 139-145
8. J. J. Jaakkola, T. L. Knight. Environ. Health Perspectives, 116, N 7 (2008) 845-853
9. C. Bornehag, E. Nanberg. Int. J. Andrology, 33, N 2 (2010) 333-345
10. S. Selenskas, M. J. Teta, J. N. Vitale. J. Industr. Med., 28, N 3 (1995) 385-398
11. L. López-Carrillo, R. U. Hernández-Ramírez, A. M. Calafat, L. Torres-Sánchez, M. GalvánPortillo, L. L. Needham, R. Ruiz-Ramos, M. E. Cebrián. Environ. Health Perspectives, 118, N 4 (2009) 539-544
12. K. B. Nelson. Pediatrics, 81, N 5 (1991) 761-766
13. C. Testa. ASN Neuro, 4, N 4 (2012) 223-229
14. REACH, Plasticizers information center, https://www.plasticisers.org/regulation/reach/#
15. https://www.sgs.com/en/news/2019/04/accessing-the-market-european-union-phthalate-regulations
16. Restriction of Hazardous Substances in Electrical and Electronic Equipment (RoHS), European Commission, https://ec.europa.eu/environment/topics/waste-and-recycling/rohs-directive_en
17. M. K. Stanley, K. A. Robillard, C. A. Staples. The Handbook of Environmental Chemistry: Phthalate Esters, Springer-Verlag, Berlin Heidelberg, 3, Pt Q (2003) 12-32
18. Enhanced Sensitivity to Detect Phthalates by FT-IR Analysis [Electronic resource], Spectroscopy, https://www.spectroscopyonline.com/view/enhanced-sensitivity-detect-phthalates-ft-ir-analysis
19. Y. Hiroyuki, F. Shigehiko. Analyt. Sci., 35 (2019) 1215-1219
20. Determination of certain substances in electrotechnical products. Pt 8: Phthalates in polymers by gas chromatography-mass spectrometry (GC-MS), gas chromatography-mass spectrometry using a pyrolyzer/thermal desorption accessory (Py/TD-GC-MS): IEC 62321-8. International Electrotechnical Commission (2017) 14-15
21. A. Banerjee, P. K. Sanyal. Indian J. Technol., 15, N 12 (1977) 540
22. C. Würth, M. Grabolle, J. Pauli, M. Spieles, U. Resch-Genger. Nature Protocols, 8, N 8 (2013) 1535-1550
23. R. E. Flikkema. Masters Theses: Some Condensation Products of Resorcinol and their Relation to the Phenomenon of Fluorescence, University of Massachusetts Amherst (1923) 13-16
24. M. Kasha, H. R. Rawls, M. A. El-Bayoumi. Pure Appl. Chem., 11 (1965) 371-392
25. U. Rösch, S. Yao, R. Wortmann, F. Würthner. Angew. Chem. Int. Ed., 45, N 42 (2006) 7026-7030
26. Y. Deng, W. Yuan, Z. Jia, G. Liu. J. Phys. Chem. B, 118, N 49 (2014) 14536-14545
Review
For citations:
Kulakovich O.S., Ramanenka A.A., Lukyanenko E.A., Fatychava S.A., Shabunya P.S., Pavich T.A., Kulakovich V.P. Possibility of Using Luminescence Spectroscopy for the Analysis of Phthalates by Converting Them into Fluorescein. Zhurnal Prikladnoii Spektroskopii. 2021;88(5):724-730. (In Russ.)
Views: 188
Email this article 