Platinum Catalyst Selectivity in Halonitroaromatic Hydrogenation

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Solution Overview

Problem

Current processes for catalytic hydrogenation of halonitroaromatics face challenges in maintaining selectivity due to dehalogenation, often requiring additional catalyst modifiers that increase costs and introduce metal contaminants, necessitating further separation steps.

Innovation Solution

The process involves using a platinum-containing catalyst on a carbon support, specifically a calcined hydrogenation catalyst without dehalogenation suppressors, with controlled platinum particle size distribution to minimize dehalogenation and reduce the need for extraneous additives, thereby enhancing selectivity and process economics.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If catalyst modifiers or additives are introduced to suppress dehalogenation, then selectivity to haloaminoaromatic product is improved, but process complexity and cost increase

Engineering Contradiction:
Improveselectivity to haloaminoaromatic productVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent removes catalyst modifiers and additives from the hydrogenation system, using only a simple platinum on carbon catalyst without any suppressors or promoters, thereby simplifying the process while maintaining high selectivity through optimized catalyst preparation

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the catalyst preparation parameters, specifically using a simple impregnation method with platinum nitrate followed by drying and calcination at 400-600°C, which produces optimal catalyst activity and selectivity without requiring additional modifiers

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If catalyst modifiers are introduced to suppress dehalogenation, then selectivity to haloaminoaromatic product is improved, but process cost increases

Engineering Contradiction:
Improveselectivity to haloaminoaromatic productVSAvoidprocess cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent eliminates expensive catalyst modifiers and additives from the system, achieving cost reduction by using only platinum metal on carbon support with standard preparation procedures

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent uses a simple, inexpensive catalyst preparation method involving common chemicals like platinum nitrate and nitric acid, avoiding costly specialized modifiers while achieving comparable or superior performance

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

3Manufacturing precision

If catalyst modifiers are introduced to suppress dehalogenation, then selectivity to haloaminoaromatic product is improved, but separation operations increase

Engineering Contradiction:
Improveselectivity to haloaminoaromatic productVSAvoidseparation operations
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent removes all catalyst modifiers and additives from the reaction system, eliminating the source of metal contaminants and undesired reaction products that would require additional separation steps

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The simple platinum on carbon catalyst performs both hydrogenation and suppresses dehalogenation without requiring auxiliary modifiers, and the reaction mixture remains clean without contaminants that would need separation

Inventive Principle:
Principle #25Self-service

4Loss of substance

If dehalogenation suppressors are used, then dehalogenation loss is reduced, but metal contaminants are introduced

Engineering Contradiction:
Improvedehalogenation lossVSAvoidmetal contaminants
Core Design Contradiction:
Loss of substanceVSObject-generated harmful factors

Solution Approach 1:

The patent uses the inherent properties of platinum metal on carbon support to achieve both high hydrogenation activity and suppression of dehalogenation, converting what would be a harmful side reaction into a beneficial selectivity enhancement without introducing contaminants

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The patent uses a simple platinum on carbon catalyst without any additional suppressor chemicals, avoiding the introduction of metal contaminants while still achieving effective dehalogenation suppression through catalyst design

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

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 high selectivity for haloaminoaromatic products with reduced dehalogenation loss, minimizing the use of additional components and subsequent separation processes, leading to improved process economics and stability of the catalyst under various conditions.

Implementation Method 1

The catalytic hydrogenation of halonitroaromatics is a reaction of significant industrial importance because the resulting haloaminoaromatic compounds (e.g., haloanilines) are useful as intermediates

Methodology Applied
Scientific EffectCatalytic hydrogenation: Catalysis

Implementation Method 2

processes for the catalytic hydrogenation of halonitroaromatics such as 2,5-dicloronitrobenzene to 2,5-dichloroaniline

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentUS11820725B2Process for catalytic hydrogenation of halonitroaromatics
Publication Date: 2023.11.21 GHARDA CHEMICALS INTERNATIONAL INC
  • US11820725B2 patent drawing
  • US11820725B2 patent drawing
  • US11820725B2 patent drawing

AI summary

The present invention generally relates to processes for the catalytic hydrogenation of halonitroaromatics. In particular, the present invention includes processes for the catalytic hydrogenation of halonitroaromatics such as 2,5-dicloronitrobenzene to 2,5-dichloroaniline over a platinum-containing catalyst. The present invention also relates to processes for producing 3,6-dichloro-2-methoxybenzoic acid.