Levulinic Acid Ester Formation via Continuous Flow

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Solution Overview

Problem

The acid-catalyzed reaction of furfuryl alcohol to form alkyl esters of levulinic acid is hindered by irreversible homopolymerization, leading to equipment damage and yield loss, and existing processes require expensive and less abundant catalysts or high excesses of alkyl levulinate as solvent.

Innovation Solution

A process using a pressurized continuous flow reactor system where furfuryl alcohol and aliphatic alcohol are supplied with a protic acid catalyst, adjusting the molar ratio and concentrations to suppress homopolymerization, allowing for the formation of alkyl esters of levulinic acid without the need for additional catalysts beyond protic acids.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If acid-catalyzed reaction is used to convert furfuryl alcohol to alkyl esters of levulinic acid, then the desired ester product is formed, but homopolymerization of furfuryl alcohol occurs leading to yield loss and equipment damage

Engineering Contradiction:
Improveformation rate of alkyl ester of levulinic acidVSAvoidhomopolymerization of furfuryl alcohol
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the physical state parameter of the reaction system by conducting the reaction in a pressurized continuous flow state, which maintains furfuryl alcohol in liquid phase and prevents polymerization while enabling efficient ester formation through controlled flow conditions

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The continuous flow reactor system maintains continuous reaction conditions where furfuryl alcohol and alcohol are continuously converted to alkyl esters of levulinic acid, preventing the accumulation of intermediate species that would otherwise undergo homopolymerization

Inventive Principle:
Principle #20Continuity of useful action

2Productivity

If existing catalysts are used to achieve high yield of levulinic acid ester, then productivity is improved, but the catalysts are expensive and less abundant

Engineering Contradiction:
Improveyield of levulinic acid esterVSAvoidavailability and cost of catalyst
Core Design Contradiction:
ProductivityVSQuantity of substance

Solution Approach 1:

The patent employs protic acid catalysts that are inexpensive, readily available, and can be used in continuous flow mode without requiring recovery or regeneration, effectively replacing expensive and scarce catalysts while maintaining high productivity

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

Solution Approach 2:

The pressurized continuous flow reactor system with protic acid catalyst serves multiple functions: it catalyzes the esterification reaction, prevents homopolymerization through continuous flow, and eliminates the need for expensive specialized catalysts, providing a universally applicable solution

Inventive Principle:
Principle #6Universality (Multi-functionality)

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 effectively suppresses homopolymerization, increases the selectivity of levulinic acid formation, and avoids the use of costly or less abundant catalysts, achieving high yields and maintaining reactor stability.

Implementation Method 1

contacting the first supply flux and the second supply flux in said pressurized continuous flow reactor system so that in the resulting reaction mixture alkyl ester of levulinic acid is formed by a protic acid-catalyzed reaction of furfuryl alcohol with said aliphatic alcohol

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS20250002444A1Process for forming alkyl ester of levulinic acid
Publication Date: 2025.01.02 BASF SE
  • US20250002444A1 patent drawing
  • US20250002444A1 patent drawing
  • US20250002444A1 patent drawing

AI summary

Disclosed herein are a process for forming an alkyl ester of levulinic acid or one or more reaction products obtained by chemically converting the alkyl ester of levulinic acid, a and a method of using a pressurized continuous flow reactor system for forming one or more alkyl esters of levulinic acid in the process.