Thermal Conversion of Ketoacids to Hydrocarbons

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Solution Overview

Problem

There is a need for additional processes to upgrade ketoacids like levulinic acid to higher molecular weight compounds suitable for use as fuel or heavy oil components, which reduce processing costs and improve yield, as existing methods are costly and inefficient.

Innovation Solution

A method involving thermal treatment of ketoacids at temperatures between 200° C. and 500° C. in the absence of a catalyst to increase molecular weight through C-C-coupling reactions, producing compounds such as 4-methyl-6-oxonon-4-enedioic acid and 2,5,8-trioxo-nonane, which can be further processed into hydrocarbons suitable for fuel or heavy oil components.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If catalytic routes are used to convert ketoacids to hydrocarbons, then the conversion efficiency is improved, but the processing costs increase and catalyst lifetime decreases

Engineering Contradiction:
Improveconversion efficiencyVSAvoidprocessing costs
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent removes the catalyst component from the conversion process entirely, using pure thermal treatment at 200-500°C to achieve C-C coupling reactions. This extraction of the catalyst eliminates costs associated with catalyst purchase, regeneration, and replacement while avoiding catalyst deactivation issues.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The ketoacids themselves undergo thermal decomposition and C-C coupling reactions without external catalytic assistance. The process relies on the inherent reactivity of ketoacids at elevated temperatures, making the system self-sufficient and eliminating dependency on catalyst materials.

Inventive Principle:
Principle #25Self-service

2Quantity of substance

If existing thermal conversion methods are used, then molecular weight increase is achieved, but uncontrollable polymerization occurs reducing yield

Engineering Contradiction:
Improvemolecular weightVSAvoidyield
Core Design Contradiction:
Quantity of substanceVSProductivity

Solution Approach 1:

The patent optimizes the temperature parameter to a specific range (200-500°C) that enables controlled C-C coupling reactions to increase molecular weight while avoiding the temperature conditions that trigger uncontrollable polymerization. This precise parameter control allows selective dimerization and oligomerization without runaway polymerization.

Inventive Principle:
Principle #35Parameter changes

3Speed

If catalysts are used in the conversion process, then reaction rate is improved, but device complexity and processing costs increase

Engineering Contradiction:
Improvereaction rateVSAvoidprocessing complexity
Core Design Contradiction:
SpeedVSDevice complexity

Solution Approach 1:

The patent eliminates the catalyst from the reaction system, simplifying the process design and eliminating the need for catalyst handling, filtration, and regeneration equipment. The thermal-only approach reduces device complexity while maintaining acceptable reaction rates through adequate heating.

Inventive Principle:
Principle #2Taking out (Extraction)

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

This method effectively increases the molecular weight of ketoacids, reducing processing costs and producing hydrocarbons with desirable properties for fuel or heavy oil components, while avoiding uncontrollable polymerization and maintaining a useful yield.

Implementation Method 1

subjecting the feedstock to one or more C-C-coupling reaction(s); wherein the C-C-coupling reaction(s) are conducted by heating the feedstock to a temperature of above 200° C.

Methodology Applied
Scientific EffectThermal decomposition: Pyrolysis

Implementation Method 2

heating the feedstock to a temperature of above 200° C., such as 200° C.-500° C.

Methodology Applied
Scientific EffectThermal energy conversion: Thermal Energy Storage

Data Source

PatentUS10364396B2Method for thermal conversion of ketoacids and hydrotreament to hydrocarbons
Publication Date: 2019.07.30 NESTE OYJ
  • US10364396B2 patent drawing
  • US10364396B2 patent drawing
  • US10364396B2 patent drawing

AI summary

The present disclosure relates to thermal conversion of ketoacids, including methods for increasing the molecular weight of ketoacids, the method including the steps of providing in a reactor a feedstock comprising at least one ketoacid. The feedstock is then subjected to one or more C-C-coupling reaction(s) by heating the feedstock to temperature of 200-500° C. in the absence of a catalyst.