Alkylphenol Extraction for Levulinic Acid Purification

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Solution Overview

Problem

Conventional methods for producing levulinic acid and γ-valerolactone from biomass face challenges due to the need for costly purification steps to separate and purify intermediate platform molecules, as chemical components used for cellulose deconstruction can alter the performance of subsequent catalysts, requiring efficient extraction solvents to avoid contamination.

Innovation Solution

A method involving acid-catalyzed deconstruction of biomass in an aqueous solution to produce levulinic acid, followed by extraction using alkylphenol solvents, which allows for nearly complete recycling of acids and subsequent hydrogenation to γ-valerolactone, enabling efficient separation and recycling of products.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional purification steps are used to separate and purify levulinic acid from aqueous solutions, then high purity product is achieved, but the process becomes costly and complex

Engineering Contradiction:
Improvepurity of levulinic acidVSAvoidcomplexity of purification process
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent applies extraction by transferring levulinic acid from the aqueous phase to an organic phase using solvents such as alkylphenols, esters, or ketones. This extraction step selectively separates levulinic acid from the aqueous solution containing residual acid catalyst and other impurities, achieving high purity without requiring multiple conventional purification steps like distillation or crystallization, thereby reducing process complexity and cost

Inventive Principle:
Principle #2Taking out (Extraction)

2Ease of manufacture

If chemical components used for cellulose deconstruction are not removed, then the process is simpler, but catalyst performance is altered and purification is required

Engineering Contradiction:
Improvesimplicity of processVSAvoidcatalyst performance
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent uses an organic solvent as an intermediary phase to separate levulinic acid from the aqueous acid catalyst system. The solvent acts as a mediator that selectively dissolves levulinic acid while leaving the aqueous acid catalyst behind, allowing the catalyst to be retained and reused in subsequent reactions without affecting its performance, thus maintaining both process simplicity and catalyst reliability

Inventive Principle:
Principle #24Intermediary (Mediator)

3Loss of substance

If multiple purification steps are implemented to remove acid catalyst, then catalyst reuse is enabled, but processing time and cost increase

Engineering Contradiction:
Improveacid catalyst recoveryVSAvoidpurification time
Core Design Contradiction:
Loss of substanceVSLoss of time

Solution Approach 1:

The patent performs extraction of levulinic acid into the organic phase immediately after the cellulose deconstruction reaction, before any neutralization or extensive purification steps would be required. This preliminary separation action preserves the acid catalyst in the aqueous phase in its active form, enabling direct reuse in the next reaction cycle without time-consuming purification procedures, thus minimizing both substance loss and time loss

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

This approach enables high-yield production of levulinic acid and γ-valerolactone with reduced downstream processing costs, allowing for the accumulation and easy separation of γ-valerolactone through successive cycles, thereby simplifying the recovery process and maintaining catalyst stability.

Implementation Method 1

The LA is then extracted from the aqueous solution using an extraction solvent comprising at least one alkylphenol (AP)

Methodology Applied
Scientific EffectLiquid-liquid extraction: Liquid-Liquid Extraction

Implementation Method 2

acid catalyzed deconstruction of biomass in an aqueous solution to yield LA

Methodology Applied
Scientific EffectHydrolysis: Hydrolysis

Implementation Method 3

The LA so formed may optionally be hydrogenated to γ-valerolactone (GVL)

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentUS8389761B2Method to produce and recover levulinic acid and/or gamma-valerolactone from aqueous solutions using alkylphenols
Publication Date: 2013.03.05 WISCONSIN ALUMNI RES FOUND
  • US8389761B2 patent drawing
  • US8389761B2 patent drawing
  • US8389761B2 patent drawing

AI summary

A method to produce levulinic acid (LA) and γ-valerolactone (GVL) from biomass-derived cellulose by selective extraction of LA by alkylphenol (AP) and hydrogenation of LA, in which mineral acid used in the method is recycled and the final concentration of GVL is increased by successive extraction/hydrogenation steps to allow for effective separation by distillation.