差示扫描量热法
燃烧
喷气燃料
燃烧热
冰点
脱碳
化学
环丙烷
辛烷值
熔点
有机化学
催化作用
热力学
戒指(化学)
物理
作者
Michael D. Garrison,C. Luke Keller,Josanne–Dee Woodroffe,Eric M. Nagel,Benjamin G. Harvey
出处
期刊:Fuel
[Elsevier]
日期:2023-07-28
卷期号:354: 129258-129258
被引量:2
标识
DOI:10.1016/j.fuel.2023.129258
摘要
Apopinene was synthesized from myrtenal by catalytic decarbonylation followed by either hydrogenation to generate dihydroapopinene or Simmons-Smith cyclopropanation to generate exo-(1R,2R)-7,7-dimethyltricyclo[4.1.1.02,4]octane (cyclopropanated apopinene, CPA). Key fuel properties of apopinene and the two derivative fuels were evaluated including density, heat of combustion, and low temperature viscosity. CPA exhibited a density of 0.918 g mL−1 and a volumetric net heat of combustion (NHOC) 20 % higher than the lower limit for conventional jet fuel. This exceptional NHOC is a result of the high density of the tricyclic compound and the ring strain of the bridging cyclobutane and fused cyclopropane groups. Dihydroapopinene exhibited a high freezing point that will limit its applications as a jet fuel blendstock. In contrast, no freezing point down to −80 °C was observed for CPA via differential scanning calorimetry (DSC). In addition, CPA exhibited a moderate kinematic viscosity of 10.11 mm2 s−1 at −20 °C and 22.76 mm2 s−1 at −40 °C. This work demonstrates that fuels with both high energy densities and excellent low temperature properties can be generated from bio-based substrates through cyclopropanation reactions.
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