RAS PresidiumДоклады Российской академии наук. Химия, науки о материалах Doklady Chemistry

  • ISSN (Print) 2686-9535
  • ISSN (Online) 3034-5111

HIGH-ENERGY DENSITY NORBORNANE DERIVATIVES BASED ON SPIRO[2.4]HEPTA-4,6-DIENE AND METHYLENECYCLOALKANES

PII
S3034511125060035-1
DOI
10.7868/S3034511125060035
Publication type
Article
Status
Published
Authors
Volume/ Edition
Volume 525 / Issue number 1
Pages
37-43
Abstract
New norbornane derivatives based on diene condensation of spiro[2.4]hepta-4,6-diene with methylenecyclopropane and methylenecyclobutane have been synthesized. The obtained adducts were modified both by palladium-catalyzed hydrogenation and by cyclopropanation, accompanied by the formation of an additional strained cycle in the molecule structure. The obtained hydrocarbon compounds demonstrate high values of combustion heat and density in a wide temperature range. The specific impulse calculated values of the majority of the synthesized compounds exceed similar characteristics of the JP-10 reference fuel by 4–11 s. The first obtained dispiro[cyclopropane-(1,6′)-tricyclo[3.2.1.0]octane-(8′,1′′)-cyclopropane] has a specific impulse exceeding that of boctane. The obtained results can serve as a fundamental basis for further expansion the field of new high-energy fuel synthesis and the new highly effective types of rocket fuels introduction to the market.
Keywords
циклопропанирование гидрирование [4 + 2]-циклоприсоединение cпирогептадиен норборнан циклобутан высокоэнергоемкое топливо жидкое углеводородсодержащее топливо
Date of publication
01.01.2026
Year of publication
2026
Number of purchasers
0
Views
43

References

  1. 1. Cho Y.-H., Kim C.H., Lee S.H., Han J., Kwon T.S., Lee K.-Y. Fuel. 2018. V. 221. P. 399–406. https://doi.org/10.1016/j.fuel.2018.01.003
  2. 2. Mi J., Ye D., Dai Y., Xie H., Wu D., Sun H., Guo Y., Fang W. Fuel. 2020. V. 270. P. 117433. https://doi.org/10.1016/j.fuel.2020.117433
  3. 3. Harvey B.G., Merriman W.W., Kootz T.A. Energy Fuels. 2015. V. 29. No. 4. P. 2431–2436. https://doi.org/10.1021/ef5027746
  4. 4. Xie J., Zhang X., Liu Y., Li Z., E X., Xie J., Zhang Y.-C., Pan L., Zou J.-J. Catal. Today. 2019. V. 319. P. 139–144. https://doi.org/10.1016/j.cattod.2018.04.053
  5. 5. Khan A., Ali S.S., Chodimella V.P., Farooqui S.A., Anand M., Sinha A.K. Ind. Eng. Chem. Res. 2021. V. 60. No. 5. P. 1977–1988. https://doi.org/10.1021/acs.iecr.0c06168
  6. 6. Zarezin D.P., Rudakova M.A., Shorunov S.V., Sultanova M.U., Samoilov V.O., Maximov A.L., Bermeshev M.V. Fuel Process. Technol. 2022. V. 225. P. 107056. https://doi.org/10.1016/j.fuproc.2021.107056
  7. 7. Nie J., Jia T., Pan L., Zhang X., Zou J.-J. Trans. Tianjin Univ. 2022. V. 28. P. 1–5. https://doi.org/10.1007/s12209-021-00302-x
  8. 8. Chung H.S., Chen C.S.H., Kremer R.A., Boulton J.R., Burdette G.W. Energy Fuels. 1999. V. 13. No. 3. P. 641–649. https://doi.org/10.1021/ef980195k
  9. 9. Oh C.H., Park D.I., Ryu J.H., Cho J.H., Han J.-S. Bull. Korean Chem. Soc. 2007. V. 28. No. 2. P. 322–324. https://doi.org/10.5012/bkcs.2007.28.2.322
  10. 10. Wang X., Jia T., Pan L., Liu Q., Fang Y., Zou J.-J., Zhang X. Trans. Tianjin Univ. 2021. V. 27. P. 87–109. https://doi.org/10.1007/s12209-020-00273-5
  11. 11. Adam W., Doerr M., Hill K., Peters E.-M., Peters K., Schnering H.G. J. Org. Chem. 1985. V. 50. No. 5. P. 587–595. https://doi.org/10.1021/jo00205a008
  12. 12. Maijere A., Michelsen K., Gleiter R., Spanget-Larsen J. Isr. J. Chem. 1989. V. 29. No. 2–3. P. 153–164. https://doi.org/10.1002/ijch.198900023
  13. 13. Hao M., Wu W., Qi S., Yang B., Yang J., Zhang W., Lv J. Kinetic study of the isomerization for endotetrahydrodicyclopentadiene over AlCl catalyst. 2011 Second International Conference on Mechanic Automation and Control Engineering, Inner Mongolia, China. 2011. P. 2279–2282. https://doi.org/10.1109/MACE.2011.5987434
  14. 14. Savoskin M.V., Kapkan L.M., Vaiman G.E., Vdovichenko A.N., Gorkunenko O.A., Yaroshenko A.P., Popov A.F., Mashchenko A.N., Tkachev V.A., Voloshin M.L., Potapov Yu.F. Russ. J. Appl. Chem. 2007. V. 80. P. 31–37. https://doi.org/10.1134/S1070427207010065
QR
Translate

Indexing

Scopus

Scopus

Scopus

Crossref

Scopus

Higher Attestation Commission

At the Ministry of Education and Science of the Russian Federation

Scopus

Scientific Electronic Library