Para-thymol Purification via Selective Crystallization

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Solution Overview

Problem

Existing processes for producing 4-isopropyl-3-methyl-phenol from thymol production residues result in low purity and require complex recrystallization or solvent washing, making the process inefficient and costly.

Innovation Solution

A method involving the distillation of thymol and unreacted meta-cresol to obtain a residue, followed by crystallization and separation of 4-isopropyl-3-methyl-phenol using centrifugal forces, eliminating the need for recrystallization and solvent washing, achieving high purity without additional purification steps.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If traditional distillation and recrystallization methods are used to produce 4-isopropyl-3-methyl-phenol, then purity can be improved, but device complexity and process time increase significantly

Engineering Contradiction:
Improvepurity of 4-isopropyl-3-methyl-phenolVSAvoidcomplexity of purification process
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The invention extracts and isolates 4-isopropyl-3-methyl-phenol directly from the distillation residue through selective crystallization, removing it from the complex reaction mixture without requiring multiple purification steps. This extraction approach achieves high purity while simplifying the overall process by eliminating the need for recrystallization and solvent washing operations.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention changes the physical parameters of the system by controlling temperature during crystallization to selectively precipitate 4-isopropyl-3-methyl-phenol from the residue. By adjusting temperature parameters, the process achieves high purity separation without requiring complex purification equipment or multiple processing steps.

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If traditional recrystallization and solvent washing steps are performed, then purity is improved, but productivity decreases due to additional processing time

Engineering Contradiction:
Improvepurity of 4-isopropyl-3-methyl-phenolVSAvoidproduction efficiency
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The invention directly extracts 4-isopropyl-3-methyl-phenol from the distillation residue through selective crystallization, achieving high purity in a single operation. This eliminates the need for time-consuming recrystallization and solvent washing steps, thereby maintaining high productivity while achieving the required purity level.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention performs preliminary separation by distillation to remove thymol and unreacted meta-cresol before crystallization. This preliminary action prepares the residue in advance, allowing direct crystallization of 4-isopropyl-3-methyl-phenol without requiring subsequent recrystallization or washing steps, thus improving productivity.

Inventive Principle:
Principle #10Preliminary action

3Productivity

If simple distillation is used to separate thymol and meta-cresol, then productivity is improved, but manufacturing precision of the final product decreases

Engineering Contradiction:
Improvespeed of separation processVSAvoidpurity of distillation residue
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The invention uses parameter changes during crystallization (temperature control) to achieve selective precipitation of 4-isopropyl-3-methyl-phenol from the distillation residue. This allows the simple distillation step to be sufficient for productivity purposes, while the crystallization step provides the necessary purification precision without requiring complex distillation conditions.

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

The method efficiently produces 4-isopropyl-3-methyl-phenol with a purity of over 90% by weight, significantly reducing the complexity and cost associated with traditional purification methods.

Implementation Method 1

thymol and unreacted meta-cresol are first largely separated off by distillation from a reaction mixture

Methodology Applied
Scientific EffectDistillation: Distillation

Implementation Method 2

the remaining residue is crystallized after adding up to 5% by weight of water

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Implementation Method 3

after slow cooling to room temperature

Methodology Applied
Scientific EffectCooling: Cooling

Implementation Method 4

crystalline 4-isopropyl-3-methylphenol is separated from the liquid phase from the suspension obtained according to step b) by the action of centrifugal forces

Methodology Applied
Scientific EffectCentrifugal separation: Centrifugal Separation

Data Source

PatentEP3207017B1Improved method for producing para-thymol
Publication Date: 2018.09.26 LANXESS DEUTSCHLAND GMBH

AI summary

The invention relates to an improved method for producing 4- isopropyl-3-methyl-phenol (p-thymol) from distillation residues during the production of thymol.