4-Isopropyl-3-Methyl-Phenol Isolation via Distillation and Crystallization

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing processes for producing 4-isopropyl-3-methyl-phenol result in it being obtained as a secondary component amidst many by-products, making its isolation inefficient and complicated.

Innovation Solution

A process involving the alkylation of meta-cresol with propene, where thymol and unreacted meta-cresol are separated by distillation, followed by further distillation and crystallization with added water to isolate 4-isopropyl-3-methyl-phenol, achieving high purity without solvents.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If alkylation of meta-cresol with propene is performed using conventional catalysts, then 4-isopropyl-3-methyl-phenol is formed as a by-product, but it is obtained amidst many other by-products making isolation inefficient and complicated

Engineering Contradiction:
Improveisolation efficiency of 4-isopropyl-3-methyl-phenolVSAvoidcomplexity of separation process
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The separation process is divided into three distinct stages: (1) distillation to separate thymol and unreacted meta-cresol, (2) distillation to separate highly volatile or non-volatile substances, and (3) crystallization to isolate 4-isopropyl-3-methyl-phenol. This segmentation allows each stage to focus on removing specific impurities, progressively purifying the target compound without requiring a single complex separation system.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The process utilizes changes in physical parameters (temperature, pressure, solubility) at different stages. Distillation operates at reduced pressure to separate components based on volatility differences, while crystallization utilizes temperature changes and solubility differences to isolate the target compound. These parameter changes enable efficient separation without complex equipment.

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If multiple distillation and crystallization steps are implemented, then purity of 4-isopropyl-3-methyl-phenol is improved, but process time and energy consumption increase

Engineering Contradiction:
Improvepurity of 4-isopropyl-3-methyl-phenolVSAvoidprocess time
Core Design Contradiction:
Manufacturing precisionVSLoss of time

Solution Approach 1:

The first distillation step performs preliminary separation of thymol and unreacted meta-cresol from the reaction mixture, removing the bulk of major impurities early in the process. This preliminary action reduces the complexity of subsequent separation steps, achieving high purity (85-95%) without requiring excessive number of operation steps.

Inventive Principle:
Principle #10Preliminary action

3Productivity

If conventional distillation without water addition is used, then separation of volatile substances is achieved, but crystallization and further purification are required increasing process complexity

Engineering Contradiction:
Improveefficiency of isolation processVSAvoidnumber of separation steps
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

Water is introduced as an intermediary substance to facilitate crystallization of 4-isopropyl-3-methyl-phenol. The water addition enables formation of pure crystalline product through solubility differences, eliminating the need for additional complex purification steps. This intermediary approach simplifies the overall process by combining separation and crystallization functions.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 efficiently isolates 4-isopropyl-3-methyl-phenol with high purity, overcoming the complexity of separating it from numerous by-products, achieving a purity of 85-95% without the need for solvents.

Implementation Method 1

thymol and unreacted meta-cresol are largely separated from the reaction mixture by distillation

Methodology Applied
Scientific EffectDistillation: Distillation

Implementation Method 2

the distillate obtained in this way after the addition of up to 5 wt. -% water is crystallized

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Data Source

PatentEP2183208B1Dialkyl phenols
Publication Date: 2017.01.25 LANXESS DEUTSCHLAND GMBH

AI summary

The present invention relates to a method for producing 4-isopropyl-3-methyl-phenol by alykylizing meta-cresol, distilling, and crystallizing.