Templated Active Material for Hydroformylation Catalyst Recovery

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Solution Overview

Problem

Conventional hydroformylation processes for producing long chain alcohol require high temperatures and pressures, are sensitive to the type of olefin in the feed, and face challenges in catalyst recovery due to the boiling points of catalysts like HCo(CO)4, which are similar to desirable linear aldehydes, necessitating complex product and catalyst recovery stages.

Innovation Solution

The development of templated mesoporous active materials comprising metals from Groups 7-12 of the Periodic Table, with specific metal ratios and pore sizes, which are used to catalyze the production of oxygenates from carbon monoxide and molecular hydrogen at reduced temperatures and pressures, achieving higher selectivity and conversion rates.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Power

If conventional hydroformylation catalysts (e.g., HCo(CO)4) are used, then catalytic activity is achieved, but high temperatures (≥140°C) and high pressures (≥24 MPa) are required

Engineering Contradiction:
Improvecatalytic activityVSAvoidreaction temperature
Core Design Contradiction:
PowerVSTemperature

Solution Approach 1:

The patent changes the physical and chemical parameters of the catalyst system by transitioning from molecular cobalt carbonyl to solid-supported cobalt catalysts with modified ligand environments. This structural parameter change enables the catalyst to function at lower temperatures and pressures while maintaining or improving catalytic activity for hydroformylation reactions

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention employs composite catalyst structures combining cobalt metal centers with organic ligands (such as phosphines or carboxylic acids) supported on solid matrices. This composite approach creates a synergistic system where the support provides structural stability and the ligand environment tunes the electronic properties, enabling reduced reaction conditions while preserving catalytic function

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If cobalt catalysts are used to reduce costs, then catalyst cost is reduced, but high pressure is needed to stabilize the catalyst and improve selectivity

Engineering Contradiction:
Improvecatalyst costVSAvoidcarbon monoxide partial pressure
Core Design Contradiction:
Ease of manufactureVSStress or pressure

Solution Approach 1:

The patent modifies the stabilization mechanism by transitioning from pressure-dependent stabilization of molecular cobalt carbonyl to structural stabilization provided by solid supports and coordinating ligands. This parameter change in the stabilization mechanism allows cobalt catalysts to maintain stability at lower carbon monoxide partial pressures while retaining the cost advantages of cobalt over precious metals

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The solid support and organic ligands act as intermediaries that mediate between the cobalt metal center and the reaction environment. These intermediaries provide structural support and electronic modulation, enabling the cobalt catalyst to function effectively at reduced pressures without requiring the high partial pressures of carbon monoxide that would otherwise be needed

Inventive Principle:
Principle #24Intermediary (Mediator)

3Manufacturing precision

If conventional hydroformylation processes are used, then linear aldehyde production is achieved, but product and catalyst recovery becomes complex due to similar boiling points

Engineering Contradiction:
Improvelinear aldehyde selectivityVSAvoidproduct and catalyst recovery complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent extracts the catalyst from the homogeneous liquid phase and anchors it to a solid support matrix. This extraction of the catalyst into a separate phase (solid support) enables simple filtration or decantation for catalyst recovery, completely eliminating the complex distillation processes that would otherwise be required to separate catalyst from products with similar boiling points

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention exploits phase transition by transforming the catalyst from a soluble molecular species to an insoluble solid-supported catalyst. This phase transition creates a physical separation between catalyst and reaction products, enabling straightforward catalyst recovery through filtration or settling operations while maintaining high linear aldehyde selectivity through controlled reaction conditions

Inventive Principle:
Principle #36Phase transitions

4Productivity

If conventional hydroformylation is used with iso-olefin in feed, then reaction proceeds, but selectivity for linear aldehyde decreases and catalyst recovery becomes more difficult

Engineering Contradiction:
Improvereaction rateVSAvoidlinear aldehyde selectivity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent applies local quality control through the design of specific ligand environments around cobalt centers and controlled pore structures in the solid support. These local structural features create selective steric and electronic environments that favor linear aldehyde formation from both linear and iso-olefin substrates, maintaining high selectivity even when feed composition varies

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention changes the reaction parameters enabled by the solid-supported catalyst system, including operating temperature, pressure, and solvent conditions. These parameter changes optimize the reaction pathway to favor linear aldehyde production while the solid support structure provides additional steric control that maintains selectivity across different olefin isomers in the feed

Inventive Principle:
Principle #35Parameter changes

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

These templated active materials enhance oxygenate production activity and selectivity, allowing for carbon monoxide conversion exceeding 45% and 1-alcohol selectivity above 40% at temperatures ≤250°C and pressures ≤5 MPa, simplifying catalyst recovery and reducing operational complexity.

Implementation Method 1

The templated active material can be used to catalyze a variety of reactions including, but not limited to, the conversion of carbon monoxide and/or carbon dioxide to hydrocarbon and/or oxygenate

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS10159959B2Templated active material
Publication Date: 2018.12.25 EXXONMOBIL CHEMICAL PATENTS INC

AI summary

The invention relates to templated active material, including those deriving order from organic and/or inorganic templating agents. The invention also relates to methods for producing templated active material, and to active material produced by such methods, and the use of such templated active material for producing oxygenate.