Cobalt Catalyst Primary Amine Synthesis Low Temperature

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Solution Overview

Problem

Current methods for synthesizing primary amines are costly and inefficient due to high reaction temperatures, limited substrate selection, and challenges with catalyst selectivity and recycling, hindering industrialization.

Innovation Solution

A method using carbonyl or alcohol compounds as substrates with liquid ammonia or alcohol solutions of ammonia and hydrogen, catalyzed by a cobalt-based catalyst, which enables reductive amination at low temperatures and facilitates catalyst separation and recycling.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If direct amination of alcohol compounds is used, then primary amines can be synthesized, but high reaction temperature (160-250°C) is required which increases energy consumption

Engineering Contradiction:
Improvesynthesis of primary aminesVSAvoidreaction temperature
Core Design Contradiction:
Manufacturing precisionVSUse of energy by moving object

Solution Approach 1:

The patent changes the reaction temperature parameter from high (160-250°C) to low (20-100°C) by introducing a catalyst system comprising cobalt complex and organic base, thereby reducing energy consumption while maintaining synthesis efficiency

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces an intermediary catalyst system (cobalt complex + organic base) that mediates the amination reaction, enabling it to proceed at lower temperatures by providing an alternative reaction pathway with lower activation energy

Inventive Principle:
Principle #24Intermediary (Mediator)

2Use of energy by moving object

If reductive amination of aldehydes and/or ketones is used, then mild conditions (70-150°C) can be achieved, but the reaction substrate has limited selection range and low availability

Engineering Contradiction:
Improvereaction temperatureVSAvoidsubstrate selection range
Core Design Contradiction:
Use of energy by moving objectVSAdaptability or versatility

Solution Approach 1:

The patent creates a universal catalyst system that can catalyze amination reactions for multiple substrate types including aldehydes, ketones, and alcohol compounds, expanding substrate selection range while maintaining mild reaction conditions through the synergistic cobalt complex and organic base

Inventive Principle:
Principle #6Universality (Multi-functionality)

3Productivity

If conventional catalysts are used for primary amine synthesis, then the reaction can proceed, but catalyst preparation cost is high and selectivity is low

Engineering Contradiction:
Improvereaction proceedsVSAvoidcatalyst preparation cost
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent employs inexpensive cobalt complexes and organic bases as catalysts instead of expensive conventional catalysts, significantly reducing catalyst preparation cost while maintaining effective catalysis for primary amine synthesis

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

4Productivity

If conventional catalysts are used for primary amine synthesis, then the reaction can proceed, but difficulty of separating and recycling of the catalyst from the product exists

Engineering Contradiction:
Improvereaction proceedsVSAvoidcatalyst separation and recycling
Core Design Contradiction:
ProductivityVSEase of operation

Solution Approach 1:

The patent utilizes the magnetic properties (analogous to color/change detection) of the cobalt-based catalyst to enable easy separation from the reaction mixture through magnetic field application, simplifying catalyst recovery and recycling operations

Inventive Principle:
Principle #32Color 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

This method achieves high yield and selectivity for primary amines at low temperatures, utilizing a wide range of substrates and reducing industrial costs through the use of an inexpensive, magnetically separable cobalt-based catalyst.

Implementation Method 1

reacting in reaction medium catalyzed by a cobalt-based catalyst to obtain the primary amines

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

the cobalt-based catalyst has a good industrial application prospect because it is magnetic which can facilitate separation and recycling of the catalyst

Methodology Applied
Scientific EffectMagnetism: Magnetism

Implementation Method 3

hydrogen as hydrogen source, and reacting in reaction medium catalyzed by a cobalt-based catalyst

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentUS11766665B2Method for efficiently synthesizing primary amines
Publication Date: 2023.09.26 EAST CHINA UNIV OF SCI & TECH
  • US11766665B2 patent drawing

AI summary

Disclosed is a method for efficiently synthesizing primary amines, which comprises using carbonyl compounds or alcohol compounds as reaction substrate, liquid ammonia or alcohol solutions of ammonia as nitrogen source, and hydrogen as hydrogen source, and reacting in reaction medium catalyzed by a cobalt-based catalyst to obtain the primary amines. Due to high catalytic activity, the method can realize the reductive amination of carbonyl compounds and the hydrogen-borrowing amination of alcohol compounds at low temperatures in a short time to obtain the primary amines with high yield, and is applicable to a wide range of substrates. The obtained primary amines can be used as raw materials with high extra value for producing polymers, medicines, dyes and surfactants. Further, the cobalt-based catalyst has a good industrial application prospect because it is magnetic which can facilitate separation and recycling of the catalyst. Moreover, the inexpensive cobalt-based catalyst can significantly reduce industrialization cost.