Retro-aldol Catalyst Concentration for Ethylene Glycol Selectivity

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Solution Overview

Problem

Current processes for converting aldose-yielding carbohydrates to ethylene glycol using retro-aldol reactions face challenges such as high catalyst usage costs, complex reaction conditions, and inefficiencies in achieving high selectivity and throughput, particularly due to the need for high temperatures and large catalyst amounts.

Innovation Solution

The use of very low concentrations of homogeneous tungsten-containing retro-aldol catalyst in combination with hydrogenation catalysts of specific activities and spatial dispersions, which reduces catalyst costs and minimizes hydrogen starvation, allowing for high selectivity and throughput of ethylene glycol production.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If high concentrations of retro-aldol catalyst are used to achieve high conversion rates, then productivity increases, but catalyst usage costs increase significantly

Engineering Contradiction:
Improveconversion rateVSAvoidcatalyst usage
Core Design Contradiction:
ProductivityVSQuantity of substance

Solution Approach 1:

The patent changes the concentration parameter of the retro-aldol catalyst from high to very low levels (e.g., 0.01-10 ppm versus conventional high concentrations), achieving high conversion rates through optimized reaction conditions rather than catalyst quantity. This resolves the contradiction by decoupling conversion rate from catalyst concentration.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent combines retro-aldol catalyst with hydrogenation catalyst in a composite catalytic system, where the synergistic interaction between the two catalysts enables high productivity at very low retro-aldol catalyst concentrations. The composite material approach allows each catalyst to enhance the other's effectiveness.

Inventive Principle:
Principle #40Composite materials

2Productivity

If high temperatures are used to achieve sufficient reaction rate for retro-aldol conversion, then productivity improves, but selectivity decreases due to side reactions

Engineering Contradiction:
Improvereaction rateVSAvoidselectivity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent optimizes the temperature parameter to a specific range that balances reaction rate and selectivity, avoiding both too-low temperatures (slow reaction) and too-high temperatures (side reactions). This precise parameter control resolves the contradiction between productivity and selectivity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The hydrogenation catalyst acts as an intermediary that quickly converts retro-aldol intermediates to final products, preventing side reactions while maintaining high overall conversion rates. This intermediary function allows the system to operate at temperatures that favor both rate and selectivity.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Productivity

If high throughput is used to minimize capital costs, then equipment costs decrease, but hydrogen starvation occurs reducing selectivity

Engineering Contradiction:
ImprovethroughputVSAvoidselectivity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent introduces hydrogen gas into the reaction system in advance and maintains appropriate hydrogen partial pressure, ensuring hydrogen availability even at high throughput conditions. This preliminary preparation of hydrogen supply prevents hydrogen starvation and maintains selectivity.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent adjusts the hydrogen-to-carbohydrate ratio and hydrogen pressure parameters to ensure sufficient hydrogen supply at high throughput rates, preventing hydrogen starvation while maintaining high productivity and selectivity.

Inventive Principle:
Principle #35Parameter changes

4Reliability

If long runtime is used to achieve stable operations, then reliability improves, but catalyst deactivation increases reducing productivity

Engineering Contradiction:
Improveoperational stabilityVSAvoidcatalyst activity
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent employs a continuous flow system where fresh catalyst is continuously supplied and product is continuously removed, preventing catalyst deactivation and maintaining high activity over extended operational periods. The system serves itself by regenerating catalyst activity through continuous flow conditions.

Inventive Principle:
Principle #25Self-service

Solution Approach 2:

The patent implements continuous catalytic action through continuous flow processing, where the catalyst remains in a constantly active state without interruption or deactivation periods. This continuity maintains both high productivity and operational stability over long runtimes.

Inventive Principle:
Principle #20Continuity of useful action

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 enables high selectivity and economic viability for commercial-scale ethylene glycol production by reducing catalyst usage and stabilizing hydrogenation catalysts, while maintaining high conversion efficiencies and reactor throughput.

Implementation Method 1

the retro-aldol route involves hydrogenation at high pressure, the carbohydrate is converted over a retro-aldol catalyst to intermediates

Methodology Applied
Scientific EffectRetro-aldol reaction: Chemical Bonding

Implementation Method 2

the intermediates are then catalytically converted over a hydrogenation catalyst to ethylene glycol and/or propylene glycol

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 3

The temperatures required for the catalytic retro-aldol reaction are also sufficient to result in other reactions of the carbohydrate... often over 230° C., to provide a sufficient reaction rate

Methodology Applied
Scientific EffectThermal energy: Heating

Implementation Method 4

As the retro-aldol route involves hydrogenation at high pressure, high throughput is desired to minimize capital costs for reactors and associated equipment

Methodology Applied
Scientific EffectHigh pressure: Compression

Data Source

PatentUS11655200B2Continuous processes for the selective conversion of aldohexose-yielding carbohydrate to ethylene glycol using low concentrations of retro-aldol catalyst
Publication Date: 2023.05.23 TECHNIP ENERGIES FRANCE SAS

AI summary

Retro-aldol processes are disclosed that use very low concentrations of retro-aldol catalyst in combination with hydrogenation catalyst of certain activities, sizes and spatial dispersions to obtain the high selectivities to ethylene glycol.