Heterogenized Catalyst on Porous Ceramic for Hydroformylation

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Solution Overview

Problem

Current hydroformylation processes using homogeneous catalysis are costly due to expensive catalysts like rhodium and cobalt, require complex recycling and purification steps, and are hindered by the instability of ligands and solvent consumption, while heterogenized catalysts with ionic liquids are expensive and toxicologically concerning.

Innovation Solution

A hydroformylation process using a catalyst system heterogenized on a porous ceramic support without ionic liquid, comprising a metal from the 8th or 9th group of the periodic table, an organic phosphorus-containing ligand, and a stabilizer with a 2,2,6,6-tetramethylpiperidine unit, applied as a washcoat on a ceramic monolith support, allowing for efficient immobilization and reduced catalyst losses.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If homogeneous catalysis with soluble transition metal catalysts is used, then catalytic activity is maintained, but catalyst losses occur requiring complex recycling steps

Engineering Contradiction:
Improvecatalyst activityVSAvoidcatalyst loss
Core Design Contradiction:
ReliabilityVSLoss of substance

Solution Approach 1:

The catalyst system is extracted from the homogeneous liquid phase and immobilized on a solid support material. The catalytically active composition is applied to the surface and/or in the pores of the support, separating the catalyst from the bulk reaction medium and enabling easy separation by filtration or decantation.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The support material possesses a porous structure that provides high surface area for catalyst immobilization while allowing reactant and product diffusion. The porous ceramic or silica support enables the catalyst to remain accessible to substrates while being retained on the solid phase.

Inventive Principle:
Principle #31Porous materials

2Productivity

If homogeneous catalysis is used, then reaction efficiency is maintained, but product purification becomes complex to remove catalyst residues

Engineering Contradiction:
Improvereaction efficiencyVSAvoidpurification complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The catalyst is extracted from the liquid reaction phase and fixed on a solid support, enabling simple physical separation of catalyst and product through filtration or decantation. This eliminates the need for complex purification steps to remove soluble catalyst residues from the product stream.

Inventive Principle:
Principle #2Taking out (Extraction)

3Reliability

If ionic liquids are used to heterogenize the catalyst, then catalyst immobilization is achieved, but cost and toxicity increase

Engineering Contradiction:
Improvecatalyst immobilizationVSAvoidtoxicity and cost
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The invention replaces expensive and potentially toxic ionic liquids with conventional, inexpensive, and environmentally benign solvents or applies the catalyst directly without additional liquid mediators. This reduces both cost and toxicity while maintaining catalytic functionality.

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

Solution Approach 2:

The invention changes the chemical composition parameters of the immobilization medium, transitioning from ionic liquids to conventional solvents or eliminating the need for liquid immobilization agents entirely. This parameter change reduces harmful factors while preserving the heterogenized catalyst structure.

Inventive Principle:
Principle #35Parameter changes

4Reliability

If ligands are used to stabilize the catalyst, then catalytic stability is improved, but ligand stability under hydroformylation conditions becomes problematic

Engineering Contradiction:
Improvecatalyst stabilityVSAvoidligand stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The catalyst system is localized on the solid support surface with specific ligand compositions optimized for stability under hydroformylation conditions. The local environment on the support provides enhanced stability compared to homogeneous conditions, allowing the use of more stable ligand systems.

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 approach achieves higher conversion rates and product linearity with reduced catalyst costs and environmental concerns, as the catalyst system is stable and efficiently recycled, minimizing solvent usage and by-product formation.

Implementation Method 1

the catalyst system is present in heterogenized form on a support made of a porous ceramic material

Methodology Applied
Scientific EffectAdsorption: Adsorption

Implementation Method 2

a feed mixture which comprises the C2 to C5 olefins, with synthesis gas in the presence of a catalyst system which contains a metal from the 8th or 9th group of the periodic table of the elements, at least one organic phosphorus-containing ligand and a stabilizer is subjected to hydroformylation

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP3632886B1Method for the hydroformylation of short chain olefins using a heterogenised catalyst system without ionic liquid
Publication Date: 2022.06.22 EVONIK OPERATIONS GMBH
  • EP3632886B1 patent drawing
  • EP3632886B1 patent drawing
  • EP3632886B1 patent drawing

AI summary

The invention relates to a process for the hydroformylation of short-chain olefins, in particular C2 to C5 olefins, in which the catalyst system is heterogeneously arranged on a support made of a porous ceramic material, and to equipment for carrying out this process.