Thermochemical and physical characteristics of isomeric tetracycloundecanes obtained from endo- and exo-dicyclopentadienes

• Published in: Fuel (Guildford) 2024-10, Vol.373, p.132294, Article 132294
• Main Authors: Tomilov, Yury V., Kazakov, Anatoly I., Molokanov, Aleksander A., Pantyukh, Olga A., Shulishov, Evgeny V., Menchikov, Leonid G., Nabatova, Albina V., Larikova, Tatyana S., Varlamova, Natalya I., Yanovsky, Leonid S.
• Format: Article
• Language: English
• Subjects: High-energy; JP-10; Liquid fuels; Strained hydrocarbons; Tetracycloundecanes; Thermochemistry
• ISSN: 0016-2361; 1873-7153
• DOI: 10.1016/j.fuel.2024.132294

•High-energy cyclopropane hydrocarbons are obtained from endo- and exo-DCPD.•The compounds shows better thermochemical properties than JP-10.•The most promising are cyclopropane linked with the norbornene fragment of DCPD. By combining the cyclopropanation and hydrogenation processes of endo- and exo-isomers of dicyclopentadiene, two pairs of tetracycloundecane stereoisomers were obtained, differing in the position of a three-membered cycle. For the first time, under the same conditions for the exo,endo- and exo,exo-tetracyclo[5.3.1.02,6.08,10]undecanes and endo,anti- and exo,anti-tetracyclo[6.2.1.02,7.03,5]undecanes obtained the enthalpy of combustion and formation, saturated vapor pressure and enthalpy and entropy of vaporization were determined, and critical temperatures, pressures, volumes, Pitzer's acentric factors and critical compressibility factors were calculated. The isomers obtained have a higher energy density than JP-10.