Zeolite Catalyst Transition Metal Amination Selectivity

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Solution Overview

Problem

Current amination reactions of lower aliphatic alcohols with zeolites or metal compositions often require high temperatures, leading to dehydration and increased energy consumption, with low selectivity for primary amines and the production of unwanted by-products.

Innovation Solution

A process involving the reaction of alcohols with ammonia or primary amines in the presence of zeolites containing transition metals from Group 8 to 12 elements, such as Ru, Co, Ni, Rh, Pd, and Au, which utilizes shape selectivity within the zeolite's intercrystalline pores to produce primary or secondary amines at lower temperatures with high selectivity and minimal by-product formation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Speed

If high temperature (300-500°C) is used for amination reaction with zeolite catalyst, then reaction rate is improved, but selectivity for primary amine decreases and dehydration by-products increase

Engineering Contradiction:
Improvereaction rateVSAvoidselectivity for primary amine
Core Design Contradiction:
SpeedVSManufacturing precision

Solution Approach 1:

The invention changes the temperature parameter from conventional high temperature (300-500°C) to lower temperature (100-300°C) range, combined with modified zeolite catalyst composition containing specific metal cations (Cu+, Ag+, Au3+, Pd2+, Pt2+, Rh3+, Ir3+, Ni2+, Co2+, or Zn2+). This parameter change enables achieving both acceptable reaction rates and high primary amine selectivity by reducing thermal energy that causes dehydration side reactions while maintaining catalytic activity through the modified zeolite structure.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses composite zeolite catalyst materials combining zeolite framework with specific metal cations (Cu+, Ag+, Au3+, Pd2+, Pt2+, Rh3+, Ir3+, Ni2+, Co2+, or Zn2+). This composite structure provides dual functionality: the zeolite framework offers shape-selective catalysis and the metal cations enhance the catalytic activity for amination reaction, enabling high selectivity for primary amine at lower temperatures.

Inventive Principle:
Principle #40Composite materials

2Speed

If high temperature (300-500°C) is used for amination reaction, then reaction rate is improved, but energy consumption increases

Engineering Contradiction:
Improvereaction rateVSAvoidenergy consumption
Core Design Contradiction:
SpeedVSUse of energy by moving object

Solution Approach 1:

The invention changes the operating temperature parameter from 300-500°C to 100-300°C, significantly reducing energy consumption for heating and maintaining reaction conditions. The modified zeolite catalyst compensates for the lower temperature by providing enhanced catalytic activity, thus maintaining acceptable reaction rates while reducing energy input requirements.

Inventive Principle:
Principle #35Parameter changes

3Speed

If high temperature (300-500°C) is used for amination reaction, then reaction rate is improved, but equipment requirements and industrial cost increase

Engineering Contradiction:
Improvereaction rateVSAvoidequipment requirements
Core Design Contradiction:
SpeedVSDevice complexity

Solution Approach 1:

The invention reduces the operating temperature from 300-500°C to 100-300°C, which allows using less demanding equipment with lower pressure ratings and simpler heating systems. This parameter change reduces capital investment and operational complexity while maintaining production efficiency through the improved catalyst.

Inventive Principle:
Principle #35Parameter changes

4Ease of manufacture

If conventional zeolite catalyst is used, then process simplicity is maintained, but selectivity for primary amine is low

Engineering Contradiction:
Improveprocess simplicityVSAvoidselectivity for primary amine
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The invention modifies the conventional zeolite catalyst by incorporating specific metal cations (Cu+, Ag+, Au3+, Pd2+, Pt2+, Rh3+, Ir3+, Ni2+, Co2+, or Zn2+), creating a composite catalyst that maintains the simplicity of the zeolite-based process while dramatically improving primary amine selectivity. The metal cations are introduced through standard ion-exchange or impregnation methods, preserving process simplicity.

Inventive Principle:
Principle #40Composite materials

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 method achieves high selectivity and conversion of primary amines while reducing energy consumption and by-product formation, specifically achieving selectivity of primary amines ranging from 40% to 95% at temperatures between 120°C and 280°C.

Implementation Method 1

reacting an alcohol with an amine in the presence of a zeolite comprising a transition metal chosen in the group consisting of Group 8 to 12 elements of the Periodic Table and any combination thereof

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

achieve high selectivity of primary amines with high conversion through shape selectivity via the intercrystalline pores of the crystalline aluminosilicate zeolite catalyst

Methodology Applied
Scientific EffectShape selectivity: Molecular Sieve

Data Source

PatentEP3426629B1Production of amines utilizing zeolite catalysts
Publication Date: 2023.03.08 SPECIALTY OPERATIONS FRANCE
  • EP3426629B1 patent drawingFigure 1

AI summary

The present invention concerns a process for forming a primary or a secondary amine via amination reaction comprising: reacting an alcohol with an amine in the presence of a zeolite comprising a transition metal chosen in the group consisting of Group 8 to 12 elements of the Periodic Table and any combination thereof.