EAP - Oil Shale publications

PUBLISHED
SINCE 1984

Oil Shale

ISSN 1736-7492 (Electronic)
ISSN 0208-189X (Print)

Open Access Journal

CiteScore: 2.6

Impact Factor (2022): 1.9

ALIPHATIC DICARBOXYLIC ACIDS FROM OIL SHALE ORGANIC MATTER ‒ HISTORIC REVIEW; pp. 76–95

PDF | https://doi.org/10.3176/oil.2019.1.06

Authors

Rein Veski, SIIM VESKI

Abstract

This paper gives a historic overview of the innovation activities in the former Soviet Union, including the Estonian SSR, in the direct chemical processing of organic matter concentrates of Estonian oil shale kukersite (kukersite) as well as other sapropelites. The overview sheds light on the laboratory experiments started in the 1950s and subsequent extensive, triple-shift work on a pilot scale on nitric acid, to produce individual dicarboxylic acids from succinic to sebacic acids, their dimethyl esters or mixtures in the 1980s.

References

1. National Development Plan for the Use of Oil Shale 2016–2030. Ministry of the Environment of the Republic of Estonia, Tallinn, 2015. 140 pp
(in Estonian). https://www.riigiteataja.ee/aktilisa/3180/3201/6002/RKo_ 16032016_Lisa.pdf (in Estonian).

2. Klesment, I. Application of chromatographic methods in biogeochemical investigations: Determination of the structures of sapropelites by thermal decomposition. J. Chromatogr. A, 1974, 91, 705–713.
https://doi.org/10.1016/S0021-9673(01)97951-8

3. Lille, Ü. Current knowledge on the origin and structure of Estonian kukersite kerogen. Oil Shale, 2003, 20(3), 253–263.

4. Blokker, P., van Bergen, P., Pancost, R., Collinson, M. E., de Leeuw, J. W., Sinninghe Damsté, J. S. The chemical structure of Gloeocapsomorpha prisca microfossils: implications for their origin. Geochim. Cosmochim. Ac., 2001, 65(6), 885–900.
https://doi.org/10.1016/S0016-7037(00)00582-2

5. Sun, Y. G., Mao, S. Y., Wang, F. Y., Peng, P. A., Chai, P. X. Identification of the kukersite-type source rocks in the Ordovician stratigraphy from the Tarim Basin, NW China. Chin. Sci. Bull., 2013, 58(35), 4450–4458. https://link.springer.com/content/pdf/10.1007/s11434-013-5963-3.pdf
https://doi.org/10.1007/s11434-013-5963-3

6. Aarna, A. J., Lippmaa, E. T. On the structure of the Baltic oil shale kerogen. Transact. Tallinn Polytech. Inst., 1955, A-63, 3–50 (in Russian).

7. Oral statement by Endel Lippmaa. 1982.

8. Veski, R. People and molecules: A sequel to Paul Kogerman’s research on kukersite kerogen structure. In: Paul Kogerman and his time. (Sündema, S., ed.). Estonian Academy Publishers, Tallinn, 2004, 43–51 (in Estonian).

9. Fomina, A. S., Pobul, L. J., Degterjova, Z. A. The Nature of the Kerogen of Kukersite, the Baltic Oil Shale, and Its Chemical Raw Material Properties. Tallinn, 1965 (in Russian).

10. Fomina, A. S., Degterjova, Z. A., Nappa, L. A., Pobul, L. J. Chemical Composition of Kerogens. United Nations Symposium on the Development and Utilization of Oil Shale Resources. Preprint. Tallinn, 1968.

11. Veski, R., Klesment, I., Pobul, L., Sidorova, S., Taal, H. Composition of low-temperature liquefaction products of kukersite on the basis of oxidative destruction data. Proc. Est. Acad. Sci. Chem., 1986, 35(4), 255–264 (in Russian with Estonian abstract).

12. Fomina, A., Veski, R., Degtereva, Z., Pobul, L., Talder, E., Männik, A., Pärn, A. Production of Saturated Dicarboxylic Acids and Plant Growth Stimulants by Oxidation of Kukersite Kerogen with Nitric Acid and Atmospheric Oxygen. United Nations Symposium on the Development and Utilization of Oil Shale Resources. Preprint. Tallinn, 1968.

13. Fomina, A., Veski, R., Männik, A. Chemical Processing of Kerogen Shale-Kukersite to Dimethyl Esters of Dicarboxylic Acids and Shale Growth Stimulator (Eisen, O. G., ed.). Valgus, Tallinn, 1984. 233 pp (in Russian).

14. Veski, R., Fomina, A. Oil Shale-Based Plant Growth Activator – SRV. Valgus, Tallinn, 1984. 25 pp (in Russian with Estonian abstract).

15. Fomina, A. S., Raig, H. A., Degterjova, Z. A., Veski, R. E. Plant-Growth-Stimulating Agents. USSR Inventor’s Certificate no. 184063, applied Febr. 25, 1965, published 1966, no. 14 (in Russian).

16. Fomina, A. S., Raig, H. A., Degterjova, Z. A., Veski, R. E., Tiit, T. Plant-growth-stimulating agent. In: Oil Shale and Chemical Industry. 1966, 1, 14–17 (in Russian).

17. Veski, R. E., Fomina, A. S., Poom, A. I., Degterjova, Z. A., Pobul, L. J., Männik, A. O., Pärn, A. V. Industrial oxidation method of shale kerogen using a complex oxidizing agent such as nitric acid and air. Solid Fuel Chemistry, 1971, 5, 90–91 (in Russian).

18. Fomina, A. S., Pobul, L. J., Degterjova, Z. A., Veski, R. E., Kirret, O. G., Talder, E. S., Männik, A. O., Pärn, A. V. Isolation of Succinic Acid and Mixtures of Saturated Dicarboxylic Acids. USSR Inventor’s Certificate no. 333161, applied Jan. 8, 1968, published 1976, no. 27 (in Russian).

19. Fomina, A. S., Degterjova, Z. A., Veski, R. E., Pobul, L. J., Kirret, O. G., Talder, E. S., Poom, A. I., Kotov, A. M., Murumets, K. V., Ulanen, J. S., Tänav, I. V. Production of Mixtures of Saturated Di- and Polycarboxylic Acids in a Single Technological Cycle. USSR Inventor’s Certificate no. 266762, applied Jan 22, 1968, published 1975, no. 39 (in Russian).

20. Fomina, A. S., Pobul, L. J., Degtereva, S. A., Weski, R. E., Kirret, O. G., Nikopensius, I. A., Männik, A. O., Pärn, A. V., Poom, A. I., Murumets, K. V., Ulanen, J. S., Tänav, I. V., Kotov, A. M. Verfahren zur Gewinnung von gesättigten Dicarbonsäuren mit 4 bis 10 C-Atomen. DE 22 59 502 C2. Aktenzeichen 05.12.72. Veröffentlichung der Patenterteilung 28.04.84 (in German).

21. Fomina, A. S., Pobul, L. Y., Degtereva, Z. A., Veski, R. E., Kirret, O. G., Nikopensius, I. A., Myannik, A. O., Pyarn, A. V., Poom, A. I., Murumets, K. V., Ulanen, Y. S., Tyanav, I. V., Kotov, A. M. Method for Processing Caustobiolites of Sapropelite Type with Oxidizer. Australian Patent 476 436. Prior 20.02.73, accepted 03.09.1976, published 22.08.1974. 1977. 19 pp.

22. Veski, R. E., Bondar, J. B., Sidorova, S. M., Filimonova, N. M., Palu, V. A., Fomina, A. S. Production of Carboxylic Acids from Oil Shale. USSR Inventor’s Certificate no. 686290, applied March 16, 1978, published 1985, no. 34 (in Russian).

23. Sherer, V. A., Kutcher, G. M., Mindadze, P. K., Veski, R. E., Fomina, A. S. Author’s Certificate of the USSR No. 1353388, applied 1985, published 1987, no. 43 (in Russian).

24. Coherent market insights. Adipic Acid – Insights. 2017. https:// www.coherentmarketinsights.com/market-insight/adipic-acid-market-318

25. Castor Oil. Sebacic Acid. 2017. http://www.castoroil.in/castor/castor_seed/ castor_oil/sebacic_acid/sebacic_acid.html

26. Veski, R., Fomina, A., Koch, R., Taal, H., Koch, R., Elbrecht, V., Realo, E. Investigation of chemical raw material properties of Bulgarian Krasava oil shale. 1. Characterization of oil shale and oil shale extracts. Proc. Est. Acad. Sci. Chem., 1984, 33(3), 155–161 (in Russian with Estonian abstract).

27. Коch, R., Ahelik, V., Veski, R. Investigation of chemical properties of Krasava oil shale (Bulgaria). 2. Beneficiation. Proc. Est. Acad. Sci. Chem., 1985, 34(1), 24–32 (in Russian with Estonian abstract).

28. Veski, R. E., Fomina, A. S., Poom, A. I., Pärn, A. V., Männik, E. I., Schishkov, V. F., Tuturina, V. V. Chemical processing of Budagovo sapropelite to saturated dicarboxylic acids. Solid Fuel Chemistry, 1975, 1, 42–46 (in Russian).

29. Vitorović, D. Structure elucidation of kerogen by chemical methods. In: Kerogen. Insoluble Organic Matter from Sedimentary Rocks (Durand, B., ed.). Ėditions Technip., Paris, 1980, 301–338.

Back to Issue