Catalyst Regeneration via Low-Temperature Re-oxidation

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Solution Overview

Problem

Catalysts used in the hydrogenation of aromatic epoxides, such as rhodium and ruthenium, undergo rapid deactivation, making them uneconomical for multiple use cycles due to high temperatures and complex regeneration processes, and existing methods do not effectively retain epoxy groups during the hydrogenation process.

Innovation Solution

A process for re-activating a catalyst used in hydrogenating aromatic epoxide resins involves a low-temperature re-oxidation step using an oxygen-containing gas or air, combined with a solvent wash, which allows for multiple reuse cycles without the need for secondary catalysts or water as a solvent, maintaining high epoxide retention and reaction selectivity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If high temperatures and complex regeneration processes are used to reactivate the catalyst, then the catalyst activity is restored, but the process becomes impractical and uneconomical

Engineering Contradiction:
Improvecatalyst activity restorationVSAvoidregeneration process complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies parameter changes by modifying the regeneration conditions from high temperature (150-600°C) and complex multistep procedures to low temperature (25-100°C) simple air treatment. This transforms the regeneration process from an impractical complex procedure into a feasible simple operation that can be performed between reaction cycles without requiring specialized equipment or extensive time.

Inventive Principle:
Principle #35Parameter changes

2Ease of manufacture

If water is used as a solvent for catalyst regeneration, then the catalyst can be washed and reactivated, but the epoxy groups are hydrolyzed and destroyed

Engineering Contradiction:
Improvecatalyst washing easeVSAvoidepoxy group hydrolysis
Core Design Contradiction:
Ease of manufactureVSObject-generated harmful factors

Solution Approach 1:

The patent applies the inert environment principle by replacing water (which causes hydrolysis) with air (an inert environment for epoxy groups). The catalyst is treated with air at low temperature to remove deactivating substances without causing harmful chemical reactions with the epoxy groups, thus maintaining both ease of regeneration and product integrity.

Inventive Principle:
Principle #39Inert atmosphere (Inert environment)

3Productivity

If the catalyst is used for multiple cycles, then the process becomes more economical, but the catalyst undergoes rapid deactivation reducing activity twice with every subsequent cycle

Engineering Contradiction:
Improveprocess economyVSAvoidcatalyst activity stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent applies self-service by enabling the catalyst to regenerate its own activity through simple air treatment at low temperature between reaction cycles. This self-regeneration capability allows the catalyst to maintain high activity across multiple cycles without requiring external complex regeneration procedures, thus achieving both economic viability and activity stability.

Inventive Principle:
Principle #25Self-service

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

The catalyst activity is restored for multiple cycles, achieving high epoxide retention (>85%) and reaction selectivity (>90%) at low temperatures, making the process more economical and practical for industrial applications.

Implementation Method 1

The catalyst is reactivated by a low-temperature re-oxidation step using an oxygen-containing gas or air

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

combined with a solvent wash

Methodology Applied
Scientific EffectSolvation: Solvation

Implementation Method 3

catalyst used in hydrogenating aromatic epoxide resins

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 4

hydrogenating aromatic epoxide resins to produce an aliphatic epoxide resin

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentEP3116649B1Process for regenerating catalyst used in hydrogenation of aromatic epoxides
Publication Date: 2021.02.17 DOW GLOBAL TECHNOLOGIES LLC
  • EP3116649B1 patent drawingFigure 1~2
  • EP3116649B1 patent drawing
  • EP3116649B1 patent drawing

AI summary

A process for at least partially reactivating the catalytic activity of at least a partially deactivated catalyst following a reaction cycle, the catalyst having been used in a catalytic reaction process for hydrogenating an aromatic epoxide to produce a hydrogenated aliphatic epoxide; said process including contacting the at least partially deactivated catalyst with an oxygen-containing source at a temperature of less than about 100 °C and in the presence of a reactivation solvent for a pre-determined period of time sufficient to at least partially re-oxidize and reactivate the catalyst for further use; and a catalytic reaction process for hydrogenating an aromatic epoxide to produce a hydrogenated aliphatic epoxide including the above reactivating process step; and optionally including a step for washing the deactivated catalyst with a solvent prior to re-oxidizing the deactivated catalyst.