Adiabatic Cyclic Ketone Synthesis via Reaction Heat Recovery

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing methods for producing monocyclic ketones using monocyclic olefins and dinitrogen monoxide are costly due to the need for complex heat dissipation systems and high-pressure reactors, which are required to manage the exothermic reaction.

Innovation Solution

A continuous adiabatic process where a mixture of monocyclic olefins and dinitrogen monoxide is reacted at elevated temperatures, with preheating of the reactants to 170-270°C, allowing the heat of reaction to be retained within the system, simplifying reactor design and eliminating the need for external cooling.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If complex heat dissipation systems and high-pressure reactors are used to manage the exothermic reaction, then the reaction can be controlled, but the cost and complexity of the process increases

Engineering Contradiction:
Improvereaction controlVSAvoidheat dissipation systems
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent converts the harmful exothermic heat into a beneficial preheating source for the reactants. The reaction heat is used to preheat the incoming cyclopentene and nitrous oxide, eliminating the need for external heating and simplifying the thermal management system while maintaining reaction control

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

Solution Approach 2:

The reaction system serves itself by using the heat generated during the exothermic reaction to preheat the incoming reactants. This self-heating mechanism eliminates the need for complex external heat dissipation systems and high-pressure reactors, reducing both device complexity and cost

Inventive Principle:
Principle #25Self-service

2Productivity

If external heating systems are used to reach reaction temperature, then the reaction can proceed, but energy efficiency decreases

Engineering Contradiction:
Improvereaction rateVSAvoidenergy efficiency
Core Design Contradiction:
ProductivityVSLoss of energy

Solution Approach 1:

The previously wasted reaction heat is now captured and converted into a useful preheating source. The exothermic heat that would have been lost is instead used to bring the incoming reactants to the required reaction temperature, significantly improving energy efficiency while maintaining high productivity

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

3Productivity

If the reaction temperature is increased to improve yield, then the reaction efficiency increases, but decomposition of products may occur

Engineering Contradiction:
ImproveyieldVSAvoidproduct decomposition
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent optimizes the temperature parameters by using the reaction heat to preheat reactants to the optimal temperature range. This controlled temperature management ensures high reaction efficiency and yield while preventing excessive temperatures that would cause product decomposition

Inventive Principle:
Principle #35Parameter 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 approach reduces the complexity and cost of reactor design, achieving high yields and purity of monocyclic ketones like cyclopentanone and cyclohexanone while maintaining the reaction temperature below decomposition thresholds.

Implementation Method 1

the mixture G1 and/or G2 are preheated to a temperature of 170 to 270 °C before the reaction

Methodology Applied
Scientific EffectHeat exchange: Heat Exchanger

Implementation Method 2

this reaction is carried out adiabatically and the mixture G1 and/or G2 are preheated to a temperature of 170 to 270 °C before the reaction to at least one monocyclic ketone having 4 to 20 carbon atoms, the preheating of mixture G1 and/or G2, necessary thermal energy is at least partially taken from the product stream of the process

Methodology Applied
Scientific EffectAdiabatic heating: Adiabatic Heating

Implementation Method 3

the preheating of mixture G1 and/or G2, necessary thermal energy is at least partially taken from the product stream of the process

Methodology Applied
Scientific EffectHeat exchange: Heat Exchanger

Implementation Method 4

The production of cyclopentanone by the oxidation of cyclopentene with nitrous oxide is a very selective reaction that is highly exothermic

Methodology Applied
Scientific EffectExothermic reaction: Exothermic Reaction

Data Source

PatentEP2334629B1Process for preparing cyclic ketones
Publication Date: 2016.08.10 BASF SE
  • EP2334629B1 patent drawingFigure 1
  • EP2334629B1 patent drawingFigure 2
  • EP2334629B1 patent drawingFigure 3

AI summary

The present invention relates to a process for preparing at least one monocyclic ketone having 4 to 20 carbon atoms by reacting a mixture G1 comprising at least one monocyclic olefin having 4 to 20 carbon atoms with a mixture G2 comprising at least dinitrogen monoxide, this reaction being carried out adiabatically.