Diamondoid Fuel Synthesis for High Volumetric Heat of Combustion

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Solution Overview

Problem

Conventional jet and diesel fuels have lower volumetric net heat of combustion, limiting the range and performance of aircraft and missiles, and do not offer high-density, high-energy propellant options.

Innovation Solution

Production of diamondoid fuels with higher volumetric net heat of combustion through reacting halogenated diamondoids with allyl halogens in the presence of a Lewis acid catalyst, followed by reduction with a metal or treatment with a strong base to form cyclopropyl, allyl, or propargyl substituted diamondoid fuels, which can be used directly or polymerized for enhanced energy density.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Use of energy by moving object

If conventional jet and diesel fuels are used, then the fuels are readily available and easy to manufacture, but the volumetric net heat of combustion is lower, limiting range and performance

Engineering Contradiction:
Improvevolumetric net heat of combustionVSAvoidfuel production complexity
Core Design Contradiction:
Use of energy by moving objectVSEase of manufacture

Solution Approach 1:

The patent changes the molecular structure parameters of fuel by synthesizing diamondoid hydrocarbons with specific cage structures (adamantane, diamantane, triamantane cores) and controlled carbon atom counts (10-22 carbons). This structural parameter change increases the volumetric net heat of combustion while maintaining manufacturability through controlled chemical reactions including halogenation, coupling, and dehalogenation steps.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite fuel molecules by combining diamondoid cage structures with various hydrocarbon chains and substituents. The core diamondoid structure is复合 with alkyl groups, alkenyl groups, and other functional groups to produce jet fuel precursors that achieve superior energy density while maintaining compatibility with existing fuel infrastructure.

Inventive Principle:
Principle #40Composite materials

2Use of energy by moving object

If diamondoid fuels are synthesized through multiple chemical reactions, then the volumetric net heat of combustion increases, but the manufacturing process complexity increases

Engineering Contradiction:
Improveenergy densityVSAvoidsynthesis process steps
Core Design Contradiction:
Use of energy by moving objectVSDevice complexity

Solution Approach 1:

The patent segments the fuel synthesis process into distinct modular stages: (1) halogenation of diamondoid precursors to form halogenated intermediates, (2) coupling reactions to build the diamondoid cage structures with desired carbon counts, and (3) dehalogenation to produce the final hydrocarbon fuel. This segmentation allows each step to be optimized independently and facilitates quality control.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent uses halogenated diamondoid intermediates as mediator compounds that bridge the synthesis from simple precursors to final fuel products. These intermediates contain reactive halogen groups that facilitate controlled coupling reactions and subsequent dehalogenation, enabling precise molecular construction while maintaining process efficiency.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Adaptability or versatility

If hydrocarbon molecules are separated by distillation, then the various fuel components are separated by size, but multiple fuels for different applications are produced instead of a single specialized fuel

Engineering Contradiction:
Improvefuel application rangeVSAvoidfuel specification control
Core Design Contradiction:
Adaptability or versatilityVSManufacturing precision

Solution Approach 1:

The patent applies local quality control by designing diamondoid molecules with specific local structural features - particular cage structures (adamantane, diamantane, triamantane), specific carbon atom counts (10-22 carbons), and controlled substituents at specific positions. This local structural precision ensures the fuel meets specific jet fuel specifications while maintaining the ability to produce different diamondoid variants for different applications through minor structural modifications.

Inventive Principle:
Principle #3Local quality

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

Diamondoid fuels offer higher energy density and volumetric net heat of combustion compared to conventional fuels, enabling increased range and performance in aircraft and missiles, and can be cross-linked to form high-energy propellants.

Implementation Method 1

reacting a halogenated diamondoid with an allyl halogen in the presence of a Lewis acid catalyst, thereby forming a mixture of diamondoids including halo alkane functional groups

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

reacting the mixture of diamondoids with a reducing metal, thereby forming the diamondoid fuel

Methodology Applied
Scientific EffectReduction: Reduction

Data Source

PatentUS11118124B1Diamondoid fuels
Publication Date: 2021.09.14 THE UNITED STATES OF AMERICA AS REPRESENTED BY THE SECRETARY OF THE NAVY
  • US11118124B1 patent drawing
  • US11118124B1 patent drawing
  • US11118124B1 patent drawing

AI summary

A diamondoid fuel comprising a cage structure including 10, 14, 18, or 22 carbons. The diamondoid fuel also includes one of one to four cyclopropyl groups bonded to the cage structure or two to four functional groups bonded to the cage structure where the functional groups are an alkyl group, an allyl group, a cyclopropyl group, or combinations thereof. Additionally, at least one functional group is an allyl group and at least one functional group is a cyclopropyl group.