Dual Catalyst System for High-Yield 5-HMF Production

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Solution Overview

Problem

Current methods for converting sugars to 5-hydroxymethylfurfural (5-HMF) result in low yields and significant formation of unwanted by-products, such as levulinic acid and humins, limiting their effectiveness in producing high-quality 5-HMF for applications like polyester fibers and consumer plastics.

Innovation Solution

A process involving a combination of homogeneous Lewis acids, heterogeneous Lewis acids, heterogeneous bases, and homogeneous Brønsted acid catalysts, specifically from the families of thioureas, sulphonic acids, and phosphorus-containing organic compounds, in the presence of aprotic polar solvents at controlled temperatures and pressures, to enhance the yield of 5-HMF while minimizing by-product formation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional dehydration methods using homogeneous acid catalysts in protic or aprotic solvents are used, then the conversion of sugars to 5-HMF can be achieved, but the yield remains low (less than 50%) and significant amounts of unwanted by-products (levulinic acid, humins) are formed

Engineering Contradiction:
Improveyield of 5-HMFVSAvoidformation of unwanted by-products
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent combines a homogeneous Brønsted acid catalyst with a heterogeneous Lewis acid catalyst in a dual-catalyst system. The Brønsted acid promotes dehydration while the heterogeneous Lewis acid enhances selectivity and prevents by-product formation. This synergistic combination resolves the contradiction by achieving both high 5-HMF yield and minimal by-product generation simultaneously.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The patent employs aprotic polar solvents with specific dielectric constants (20-80) and controls reaction temperature (80-150°C) and catalyst loading ratios to optimize the reaction conditions. These parameter changes enhance the selectivity of the dehydration reaction, improving 5-HMF yield while suppressing the formation of levulinic acid and humins.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If stronger acid catalysts are used to increase reaction rate, then productivity improves, but selectivity decreases leading to more by-products

Engineering Contradiction:
Improvereaction rateVSAvoidselectivity to 5-HMF
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent merges a Brønsted acid catalyst (providing high activity and fast reaction rate) with a heterogeneous Lewis acid catalyst (providing high selectivity). The Brønsted acid component ensures rapid dehydration kinetics while the Lewis acid component directs the reaction selectively toward 5-HMF, preventing side reactions. This combination resolves the contradiction between reaction rate and selectivity.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The heterogeneous Lewis acid acts as an intermediary that modulates the reaction pathway. It activates the sugar substrate in a controlled manner, facilitating dehydration while preventing over-reaction that would lead to by-products. This intermediary role allows the system to achieve both high productivity and high selectivity.

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 significantly increases the yield of 5-HMF to above 80% while reducing the production of unwanted by-products like humins, improving the process efficiency and product quality.

Implementation Method 1

contacting sugars with a combination of at least one catalyst selected from the homogeneous Lewis acids, the heterogeneous Lewis acids and the heterogeneous bases

Methodology Applied
Scientific EffectLewis acid catalysis: Catalysis

Implementation Method 2

at least one homogeneous Brønsted acid catalyst selected from the families of the thioureas, the sulphonic acids and the phosphorus-containing organic compounds

Methodology Applied
Scientific EffectBrønsted acid catalysis: Catalysis

Data Source

PatentUS10526302B2Method for producing 5-hydroxymethylfurfural in the presence of a Lewis acid catalyst and/or a heterogeneous base catalyst and a homogeneous organic Brønsted acid catalyst in the presence of at least one aprotic polar solvent
Publication Date: 2020.01.07 IFP ENERGIES NOUVELLES
  • US10526302B2 patent drawing
  • US10526302B2 patent drawing
  • US10526302B2 patent drawing

AI summary

The invention relates to a process for the production of 5-hydroxymethylfurfural from a feedstock comprising at least one sugar using a combination of at least one catalyst selected from the homogeneous Lewis acids, the heterogeneous Lewis acids and the heterogeneous bases and at least one homogeneous Brønsted acid catalyst selected from the families of the thioureas, the sulphonic acids and the phosphorus-containing organic compounds, alone or in a mixture, in the presence of at least one aprotic polar solvent, at a temperature comprised between 30° C. and 300° C., and at a pressure comprised between 0.1 MPa and 10 MPa.