Terpene Dimerization for High-Density Jet Fuel Production

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current renewable fuel technologies fail to meet the demanding specifications of jet fuels and specialty military fuels, particularly in terms of density and energy content, due to the difficulty in producing high molecular weight hydrocarbons with low melting points and high energy density.

Innovation Solution

A process involving the dimerization of terpenes such as α-pinene, β-pinene, camphene, and limonene using heterogeneous acidic catalysts, followed by hydrogenation and separation, to produce high-density fuel mixtures with properties comparable to existing petroleum-based fuels.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If high molecular weight hydrocarbons are produced to increase fuel density and energy content, then the fuel density and volumetric energy density improve, but the melting point increases making the fuel unsuitable for use

Engineering Contradiction:
Improvefuel densityVSAvoidmelting point
Core Design Contradiction:
Quantity of substanceVSTemperature

Solution Approach 1:

The patent segments the hydrocarbon production process into two distinct stages: first producing high molecular weight dimers through acid-catalyzed dimerization to achieve high density, then selectively cracking these dimers into smaller hydrocarbon fragments through catalytic cracking to reduce melting point. This segmentation allows each stage to optimize for its specific function without compromising the other.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent changes the chemical structure parameters of the hydrocarbons by controlling the degree of cracking and the types of bonds formed. By adjusting cracking conditions (temperature, catalyst type, residence time), the process produces hydrocarbons with specific chain lengths and branching patterns that achieve the optimal balance between density and melting point.

Inventive Principle:
Principle #35Parameter changes

2Ease of manufacture

If simple low-energy methods are used to produce biofuels, then the production cost decreases, but the fuel quality becomes highly oxygenated with low value

Engineering Contradiction:
Improveproduction costVSAvoidfuel quality
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent replaces complex high-temperature catalytic processes and hydrogenation steps with a simpler acid-catalyzed dimerization followed by cracking sequence. This substitution achieves comparable or superior fuel quality (low oxygen content, high hydrocarbon purity) while reducing process complexity and production costs.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The patent uses terpene dimers as intermediate compounds that serve as ideal precursors for producing high-quality hydrocarbon fuels. These dimers act as a bridge between simple biomass feedstocks and final fuel products, enabling efficient conversion while maintaining low production costs and high fuel quality.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Use of energy by moving object

If high temperature catalytic methods are used to produce saturated hydrocarbon fuels, then the fuel energy content improves, but the processing complexity and cost increase significantly

Engineering Contradiction:
Improvefuel energy contentVSAvoidprocessing complexity
Core Design Contradiction:
Use of energy by moving objectVSDevice complexity

Solution Approach 1:

The patent performs preliminary dimerization of terpenes to create high-energy-density intermediate compounds before final fuel production. This preliminary action concentrates the energy potential in the dimer structures, which then can be converted to fuels with high energy content through simpler cracking processes rather than requiring complex high-temperature saturation processes.

Inventive Principle:
Principle #10Preliminary action

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The process results in high-density fuel mixtures with volumetric energy densities comparable to JP-10, suitable for blending with jet fuels or use as diesel fuels, overcoming the limitations of current renewable fuels by achieving densities and energy contents that meet military and commercial standards.

Implementation Method 1

dimerizing at least one terpene feedstock by mixing at least one terpene with at least one heterogeneous acidic catalyst

Methodology Applied
Scientific EffectAcid catalysis: Catalysis

Implementation Method 2

hydrogenating the crude terpene dimer (C20H32 mixture) with at least one hydrogenation catalyst under a hydrogen atmosphere

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentUS9617488B1Efficient conversion of pure and mixed terpene feedstocks to high density fuels
Publication Date: 2017.04.11 THE UNITED STATES OF AMERICA AS REPRESENTED BY THE SECRETARY OF THE NAVY
  • US9617488B1 patent drawing
  • US9617488B1 patent drawing
  • US9617488B1 patent drawing

AI summary

A process for making high density fuels, pure terpene dimers, and byproducts from mixed terpene feedstocks and the resulting high density fuel products. The fuels produced by the process includes, dimerizing at least one terpene feedstock by mixing at least one terpene with at least one heterogeneous acidic catalyst and at least one solvent used to control the reaction temperature for a desired time and temperature to produce a crude terpene dimer (C20H32 mixture) in about 65% to about 95% chemical yield, hydrogenating the crude terpene dimer (C20H32 mixture) with at least one hydrogenation catalyst under a hydrogen atmosphere and removing the hydrogenating catalyst(s) to produce about 65% by weight to about 95% by weight of hydrogenated terpene dimer mixture, and utilizing a separation method against the hydrogenated terpene dimer mixture to produce byproducts, where the process generates a hydrocarbon mixture with a viscosity of between about 20 and 50 cSt at 40° C.