Levulinic Acid Decarboxylation to Ketones

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Solution Overview

Problem

Current methods for converting biomass-derived sugars to hydrocarbon fuels are limited by the need for precious metal catalysts, high operating costs, and low yields, particularly in the conversion of levulinic acid to ketones such as methyl ethyl ketone and acetone, which are essential for bio-refineries.

Innovation Solution

A method involving the decarboxylation of levulinic acid using a non-precious metal catalyst on a neutral support at temperatures between 250-650°C, preferably copper on activated carbon, to produce ketones, which can then be further converted into olefins for fuel production, reducing costs and increasing yields.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If precious metal catalysts are used for hydrogenation of levulinic acid to GVL, then conversion can be achieved, but production cost increases significantly

Engineering Contradiction:
Improvecatalyst activityVSAvoidproduction cost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent replaces expensive precious metal catalysts (Pd, Pt, Ni) with inexpensive non-precious metal catalysts (Cu, Fe, Co, Mn) that achieve comparable catalytic activity for levulinic acid conversion. This substitution dramatically reduces production costs while maintaining acceptable catalyst performance and stability.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent modifies catalyst parameters by changing metal composition (from precious to non-precious metals), adjusting metal loading levels, and optimizing support material characteristics. These parameter changes enable cost-effective catalysis without sacrificing essential activity and selectivity requirements.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If conventional catalytic methods are used for levulinic acid conversion, then some product formation is achieved, but yields of platform chemicals are low

Engineering Contradiction:
Improveyield of platform chemicalsVSAvoidcatalyst robustness
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent optimizes local catalyst properties by selecting specific non-precious metals (Cu, Fe, Co, Mn) and their oxidation states, along with tailored support materials (alumina, silica, zeolites). This localized optimization at the catalyst site enhances both yield and robustness by creating favorable micro-environments for desired reactions while suppressing unwanted side reactions.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent employs composite catalyst systems combining non-precious metal particles with specific support materials (alumina, silica, zeolites) to achieve synergistic effects. The composite structure provides both high activity for platform chemical formation and robustness through the support framework, simultaneously improving yield and catalyst stability.

Inventive Principle:
Principle #40Composite materials

3Productivity

If dehydration of GVL is performed to produce MEK and acetone, then some chemical conversion is achieved, but yields remain insignificant

Engineering Contradiction:
Improveyield of MEK and acetoneVSAvoidprocess complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent divides the overall conversion process into distinct stages: (1) hydrogenation of levulinic acid to GVL using non-precious metal catalysts, and (2) dehydration of GVL to MEK and acetone. This segmentation allows optimization of each step independently, improving overall yield while managing process complexity through modular design.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent identifies GVL as a key intermediary compound that bridges levulinic acid and final platform chemicals (MEK, acetone). By optimizing the formation and subsequent conversion of this intermediary, the process achieves higher yields of desired products while maintaining manageable process complexity through focused optimization at each stage.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 approach enables the efficient conversion of levulinic acid from cellulosic biomass to ketones and subsequent fuels like jet/diesel, achieving appreciable yields and reducing production costs, thus making the process economically viable for industrial implementation.

Implementation Method 1

passing a feed stock comprising levulinic acid in a gas phase over a non-precious metal catalyst on a neutral support at a temperature between 250-650 degrees C.

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

at a temperature between 250-650 degrees C.

Methodology Applied
Scientific EffectThermal energy: Heating

Data Source

PatentUS9663435B1Process for conversion of levulinic acid to ketones
Publication Date: 2017.05.30 BATTELLE MEMORIAL INST
  • US9663435B1 patent drawing

AI summary

A method for generating desired platform chemicals from feedstocks such as cellulosic biomass feedstocks containing levulinic acid by decarboxylating a feed stock comprising levulinic acid to generate ketones. This is done by passing a feed stock comprising levulinic acid in a gas phase over a non-precious metal catalyst on a neutral support.