Pseudoionone Production via Staged Hydroxide Addition

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Solution Overview

Problem

Current processes for producing pseudoionone and hydroxy pseudoionone have limitations in efficiency and yield, necessitating a more effective method for industrial applications, particularly in achieving increased pseudoionone production.

Innovation Solution

A process involving the preparation of an initial aqueous mixture of acetone, citral, and hydroxide, followed by a reaction to form pseudoionone, hydroxy pseudoionone, and 4-hydroxy-4-methylpentan-2-one, with a subsequent addition of hydroxide to enhance pseudoionone formation, utilizing a continuous process and apparatus design to optimize yield and selectivity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional processes are used for producing pseudoionone, then the production can be maintained at current levels, but the yield and efficiency remain limited

Engineering Contradiction:
Improvepseudoionone production yieldVSAvoidprocess complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent divides the hydroxide addition process into two distinct stages: first adding a first amount of hydroxide to initiate the reaction, then after a specified reaction time, adding a second amount of hydroxide to further drive the reaction. This segmentation of the chemical process into controlled stages resolves the contradiction by enabling higher yield through multiple hydroxide additions while maintaining manageable process complexity through clear temporal separation of addition steps.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent implements periodic action by specifying a reaction time interval between the first and second hydroxide additions. The process involves allowing the reaction to proceed for a defined period after the first addition, then introducing the second amount of hydroxide. This periodic approach maximizes pseudoionone formation during each phase while keeping the overall process structure simple and controllable.

Inventive Principle:
Principle #19Periodic action

2Productivity

If reaction time is extended to increase pseudoionone yield, then production efficiency improves, but time consumption increases

Engineering Contradiction:
Improvepseudoionone formation rateVSAvoidtotal reaction time
Core Design Contradiction:
ProductivityVSLoss of time

Solution Approach 1:

The patent applies periodic action by structuring the reaction as two distinct time phases: an initial reaction period after the first hydroxide addition, followed by a second reaction period after the second hydroxide addition. This periodic structure enables the system to achieve high pseudoionone formation rates during each phase while limiting the total time required, as each phase is optimized for specific reaction progress rather than requiring one continuously extended reaction.

Inventive Principle:
Principle #19Periodic action

Solution Approach 2:

The first hydroxide addition and initial reaction period serve as preliminary action that prepares the reaction mixture for the second hydroxide addition. This preliminary phase establishes optimal conditions that enable the second phase to proceed more efficiently, thereby increasing overall productivity without proportionally increasing total time, as the preliminary action sets up favorable conditions for subsequent rapid reaction.

Inventive Principle:
Principle #10Preliminary action

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

The process achieves a higher yield and selectivity for pseudoionone production, making it more versatile for industrial syntheses, and the apparatus facilitates continuous operation, improving production efficiency and product yield.

Implementation Method 1

preparing a first aqueous mixture comprising first concentrations of acetone, citral and hydroxide... producing a second aqueous mixture by allowing to react for a reaction time the components of the first aqueous mixture so that pseudoionone, hydroxy pseudoionone and 4-hydroxy-4-methylpentan-2-one are formed

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS11396487B2Process of making pseudoionone and hydroxy pseudoionone in aqueous mixtures comprising citral and acetone, comprising adding first and second amounts of hydroxide
Publication Date: 2022.07.26 BASF SE
  • US11396487B2 patent drawing
  • US11396487B2 patent drawing
  • US11396487B2 patent drawing

AI summary

Described is a process of making pseudoionone and hydroxy pseudoionone comprising the steps of (i) preparing a first aqueous mixture comprising first concentrations of acetone, citral and hydroxide, (ii) producing a second aqueous mixture by allowing to react for a reaction time the components of the first aqueous mixture and (iii) producing a third aqueous mixture by adding to the second aqueous mixture a second amount of hydroxide so that an additional amount of pseudoionone is formed in the third aqueous mixture. The invention further suggests an apparatus for making pseudoionone and hydroxy pseudoionone as well as to a respective process and use of said apparatus in making pseudoionone and hydroxy pseudoionone.