Silicoaluminophosphate Catalyst for Lactam Selectivity

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Solution Overview

Problem

Traditional methods for producing lactams, such as caprolactam, using Beckmann rearrangement reactions with acid catalysts like fuming sulfuric acid result in low conversion and selectivity, and produce undesirable byproducts like ammonium sulfate, while gas-phase and liquid-phase reactions with other catalysts also face inefficiencies.

Innovation Solution

The use of silicoaluminophosphate (SAPO) catalysts in liquid-phase Beckmann rearrangement reactions, specifically SAPO-37 with a faujasite-type structure and discrete Brønsted acid sites, to convert oximes into lactams, utilizing an organic nitrile solvent and optimizing silicon and aluminum ratios for enhanced acid site distribution.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If traditional acid catalysts like fuming sulfuric acid are used for Beckmann rearrangement, then high conversion and selectivity for lactams are achieved, but undesirable byproducts like ammonium sulfate are produced

Engineering Contradiction:
Improveselectivity for lactamVSAvoidammonium sulfate byproduct
Core Design Contradiction:
Manufacturing precisionVSObject-generated harmful factors

Solution Approach 1:

The patent changes the chemical parameters of the catalyst system by replacing traditional strong acid catalysts (fuming sulfuric acid) with solid acid catalysts having specific properties (strength, acidity, porosity). This parameter change allows achieving high lactam selectivity while avoiding the formation of ammonium sulfate byproducts, as the solid acid catalysts do not produce the same side reactions as liquid acids.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs solid acid catalysts that can be easily separated from the reaction mixture and potentially reused, replacing the need for large amounts of traditional liquid acids that require neutralization and produce waste. The solid catalysts act as disposable or regenerable components that eliminate harmful byproduct formation.

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

2Productivity

If gas-phase or liquid-phase Beckmann rearrangements are performed with conventional catalysts, then the reaction can proceed, but conversion and selectivity for desired lactam products remain low

Engineering Contradiction:
Improveconversion of oximeVSAvoidselectivity for lactam
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent uses composite solid acid catalysts that combine multiple properties: appropriate acid strength, controlled porosity, and specific surface area characteristics. These composite catalysts integrate the benefits of high activity (for good conversion) and high selectivity (for good manufacturing precision), overcoming the limitations of conventional single-function catalysts.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent optimizes the local properties of the catalyst, specifically the distribution and strength of acid sites within the catalyst structure. By controlling the acidity and porosity at the local level, the catalyst achieves both high conversion rates and high selectivity for the desired lactam product, resolving the contradiction between productivity and manufacturing precision.

Inventive Principle:
Principle #3Local quality

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 conversion and selectivity for lactams like ε-caprolactam and ω-laurolactam, reducing byproduct formation and improving overall reaction efficiency compared to traditional methods.

Implementation Method 1

reacting an oxime in a liquid phase at a temperature beneath 250°C in the presence of a catalyst to produce a lactam, said catalyst comprising a silicon-containing aluminophosphate

Methodology Applied
Scientific EffectAcid catalysis: Catalysis

Data Source

PatentEP2771317B1Liquid phase catalytic beckmann rearrangement of oximes to produce lactams
Publication Date: 2020.12.09 ADVANSIX RESINS & CHEMICALS LLC
  • EP2771317B1 patent drawingFigure 1A~1B
  • EP2771317B1 patent drawingFigure 1C
  • EP2771317B1 patent drawingFigure 2A

AI summary

Methods for producing lactams from oximes by performing a Beckmann rearrangement using a silicoaluminophosphate catalyst are provided. These catalysts may be used in gas phase or liquid phase reactions to convert oximes into lactams. High conversion of oxime and high selectivity for the desired lactams are produced using the disclosed methods, including high conversion and selectivity for epsilon-caprolactam produced from cyclohexanone oxime and high conversion and selectivity for omega-laurolactam produced from cyclododecanone oxime.