High-Density Renewable Fuels Based on the Selective Dimerization of Pinenes

Abstract

High-density fuel candidates have been synthesized in up to 90% yield from beta-pinene, a renewable strained bicyclic compound derived from wood and plant sources. The process is based on the heterogeneous acidic catalysts Montmorillonite-K10 and Nafion, which promote selective isomerization and dimerization of pinenes under moderate conditions (100-deg C and atmospheric pressure). Montmorillonite-K10 was shown to be a highly active catalyst for dimerization but was also active in the ring opening of beta-pinene followed by dehydrogenation to produce p-cymene, which limited the yield of the dimer to ca. 75%. Nafion was capable of producing dimers in up to 90% yield primarily through isomerization followed by dimerization. Amberlyst-15, a common industrial catalyst had very poor activity and conversion even at 150-deg C. The dimer mixtures were upgraded through hydrogenation over PtO2 and fractional distillation. The synthesized fuels have a density of 0.94 g/cm3 and a net volumetric heating value of 39.5 MJ/L (141 745 BTU/gallon). These values are nearly identical to those for the widely used tactical fuel JP-10 (primarily composed of exotetrahydrodicyclopentadiene), suggesting that these renewable fuels may have applications for rocket propulsion.

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Document Details

Document Type
Technical Report
Publication Date
Jan 01, 2009
Accession Number
ADA510069

Entities

People

  • Benjamin G Harvey
  • Michael E. Wright
  • Roxanne L. Quintana

Organizations

  • Naval Air Warfare Center Weapons Division

Tags

Communities of Interest

  • Energy and Power Technologies

DTIC Thesaurus Topics

  • Acids
  • Alkenes
  • Calorific Value
  • Chemical Reaction Properties
  • Chemical Synthesis
  • Chemistry
  • Diesel Fuels
  • Fuels
  • Heat Of Combustion
  • High Density
  • Hydrocarbon Fuels
  • Materials Laboratories
  • Materials Processing
  • Materials Science
  • Resins
  • Spectra
  • Sulfonic Acids

Readers

  • Electrochemical Engineering/ Fuel Cell Technologies
  • Organic Chemistry
  • Petroleum Engineering