One-Pot Catalyst for Hydrogenation and Dehydration

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Solution Overview

Problem

Current processes for producing complex chemicals like gamma-valerolactone from levulinic acid require harsh conditions, multiple steps, and result in significant economic and environmental drawbacks due to the need for separate reaction units and purification steps.

Innovation Solution

A one-pot process involving hydrogenation and acid-catalyzed isomerization or dehydration of substrates using a catalyst with transition metal particles supported on a fluorinated polymer bearing -SO2X functional groups, which allows for simultaneous or sequential reactions under mild conditions without the need for additional purification steps.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If step-by-step processes with separate reaction units are used, then each reaction step can be optimized independently, but the process complexity and purification requirements increase significantly

Engineering Contradiction:
Improvereaction optimizationVSAvoidprocess complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent combines multiple reaction steps (hydrogenation and dehydration/isomerization) into a single one-pot process using a bifunctional catalyst that provides both metal sites for hydrogenation and acid sites for dehydration/isomerization. This merging of functions eliminates the need for separate reaction units and intermediate purifications, directly resolving the contradiction between reaction optimization and process complexity.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The bifunctional catalyst serves multiple purposes simultaneously: it catalyzes both hydrogenation and dehydration/isomerization reactions, and its solid support enables easy separation and reuse. This multi-functionality allows the system to perform what previously required multiple specialized units, reducing overall process complexity while maintaining reaction effectiveness.

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

2Productivity

If harsh reaction conditions are used, then reaction rates and conversions improve, but environmental impact and operational costs increase

Engineering Contradiction:
Improvereaction rateVSAvoidenvironmental impact
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent achieves high reaction rates under mild conditions by changing the catalyst parameters - using a bifunctional catalyst with optimized metal particle size (below 50 nm) and specific acid site density on the solid support. This eliminates the need for harsh conditions (high temperature, high pressure, toxic reagents) while maintaining high productivity, thus resolving the contradiction between reaction rate and environmental impact.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The solid bifunctional catalyst can be easily separated from the reaction mixture and reused multiple times without significant loss of activity. This replaces the need for expensive, harsh conditions that would be required to maintain productivity with reusable catalysts, reducing both operational costs and environmental impact.

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

3Manufacturing precision

If multiple purification steps are implemented, then product purity increases, but process time and operational costs increase

Engineering Contradiction:
Improveproduct purityVSAvoidprocess time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The patent extracts the catalyst into a separate solid phase that can be easily removed from the reaction mixture by simple filtration or decantation. This physical separation eliminates the need for complex purification steps while maintaining high product purity, as the solid catalyst does not contaminate the liquid/product phase. The process time is reduced because this simple separation replaces multiple purification operations.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The solid catalyst is recovered after the reaction and can be reused in subsequent reactions. This recovery process is simple and rapid compared to the purification steps that would be required in traditional multi-step processes, simultaneously achieving high product purity and reducing overall process time.

Inventive Principle:
Principle #34Discarding and recovering

4Ease of operation

If a one-pot process is used, then process simplicity and catalyst reuse improve, but achieving high selectivity and yield becomes more challenging

Engineering Contradiction:
Improveprocess simplicityVSAvoidreaction selectivity
Core Design Contradiction:
Ease of operationVSManufacturing precision

Solution Approach 1:

The bifunctional catalyst has spatially differentiated active sites - metal particles for hydrogenation and acid sites on the support for dehydration/isomerization. Each type of site is optimized for its specific function, allowing high selectivity for the desired product pathway even though multiple reactions occur in one pot. This local specialization of catalyst regions enables simultaneous simplicity and precision.

Inventive Principle:
Principle #3Local quality

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 process achieves high yields of advanced intermediates with minimal side products and allows for catalyst reuse, reducing environmental impact and operational costs by eliminating the need for harsh conditions and purification steps.

Implementation Method 1

one-pot hydrogenation and acid-catalysed isomerisation or dehydration of a substrate (I) containing at least a C=C, a C=O

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 2

reacting the substrate with hydrogen (H2) in the presence of a catalyst (III), said catalyst comprising transition metal particles

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 3

acid-catalysed isomerisation or dehydration of a substrate (I)

Methodology Applied
Scientific EffectAcid catalysis: Catalysis

Data Source

PatentEP3221302B1One-pot process using heterogeneous catalyst
Publication Date: 2019.01.09 SOLVAY SPECIALTY POLYMERS ITALY SPA
  • EP3221302B1 patent drawingFigure 1
  • EP3221302B1 patent drawingFigure 2
  • EP3221302B1 patent drawing

AI summary

The present invention relates to a process for the one-pot hydrogenation and dehydration or isomerization of an organic compound, and to a catalyst composition for this process comprising transition metal particles having particle size below 50 nm supported on a material comprising at least one fluorinated polymer (P), wherein polymer (P) bears -SO2X functional groups, X being selected from X' and OM, X' being selected from the groups consisting of F, CI, Br and I; and M being selected from the group consisting of H, and alkaline metal and NH4.