GC determination of singlet oxygen using α-terpinene
Abstract
Singlet oxygen is a pollutant of the atmosphere, a component of photochemical smog. Its
quantification is complicated by the lack of standard samples. The generator capable of producing gas
streams with a given concentration of singlet oxygen is developed in CJSC “OPTEC”. For its
standardization, it is necessary to develop a technique of definition of singlet oxygen in the gas streams. To
solve the problem method of “chemical traps” with GC analysis was chosen. It includes singlet oxygen
absorption by passing air through the adsorption tube filled with adsorbent XAD-2 coated with α-terpinene
and GC determination of ascaridole – the product of [4+2]-cycloaddition of singlet oxygen to α-terpinene.
The proposed method takes into account the ascaridole thermal instability and the influence of the amount of
α-terpinene on the singlet oxygen capture efficiency. It was established that the generator produces
approximately 1.06 μg/m3
of singlet oxygen. The possibility of using PTFE as a carrier of α-terpinene was
also investigated.
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References
Wayne R.P. Singlet Molecular Oxygen and
Photochemical Air Pollution, Environ. Sci.
Technol., 1969,. V. 3, pp. 241-247.
2. Ovechkin A.S., Kartsova L.A.
Methods for the Detection and
Determination of Singlet Oxyge, J. of
Analytical Chemistry, 2015, V. 70, No. 1,
pp. 1-4.
3. Arnold S.J., Kubo M., Ogryzlo E.A.
Relaxation and reactivity of singlet oxygen,
Adv. Chem. Ser., 1968, V. 77, pp. 133-142.
4. Falick A. M., Mahan B. H., Myers
R.J. Paramagnetic resonance spectrum of the
Овечкин и др. / Сорбционные и хроматографические процессы. 2015. Т. 15. Вып. 1
41
1∆g oxygen molecule, J. Chem. Phys., 1965,
V. 42, pp. 1837-1838.
5. Hasegawa K., Yamada K., Sasase R.,
Miyazaki R., Kikuchi A., Yagi M. Direct
measurements of absolute concentration and
lifetime of singlet oxygen in the gas phase
by electron paramagnetic resonance, Chem.
Phys. Lett., 2008, V. 457, pp. 312-314.
6. Fuchter M., Hoffman B., Barrett A.
Ring-Opening Metathesis Polymer SphereSupported
seco-Porphyrazines: Efficient and
Recyclable Photooxygenation Catalysts, J.
Org. Chem., 2006, V. 71, pp. 724-729.
7. Valente P., Avery T., Taylor D.,
Tiekink E. Synthesis and chemistry of 2,3-
dioxabicyclo[2.2.2]octane-5,6-diols, J. Org.
Chem., 2009, pp, 274-282.
8. Ogawa S., Fukui S., Hanasaki Y.,
Asano K., Uegaki H., Fujita S., Shimazaki
R. Determination method of singlet oxygen
in the atmosphere by use of α-terpinene //
Chemosphere, 1911. V. 22, pp. 1211-1225.
9. Ogawa S., Fukui S., Hanasaki Y. et al.
Diural changes of singlet oxygen like
oxidants concentration in polluted ambient
air, Chemosphere, 1996. V. 32, pp. 1823-
1832.
10. Johnson M. A, Croteau R,
Biosynthesis of ascaridole: iodide
peroxidase-catalysed synthesis of a
monoterpene endoperoxide in soluble
extracts of Chenopodiumambrosioides fruit,
Arch Biochem Biophys. 1984, V. 235, pp.
254-266.
11. Ovechkin A.S., Reingeverts M.D.,
Kartsova L.A. Gazokhromatograficheskoe
opredelenie askaridola – produkta
vzaimodeistviya singletnogo kisloroda s α-
terpinenom, Analitika i control, 2013, V. 17.
No. 4, pp. 439-444. [in Russian]
12. Schweitzer C., Schmidt R. Physical
methods of Generation and deactivation of
singlet oxygen, Chemical Reviews, 2003, V.
103. pp. 1685-1757.
