Isolating Dialkylene Phenolic Glycol Ether via Alkali Salt Formation

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Solution Overview

Problem

The existing processes for producing phenolic glycol ethers, such as propylene glycol phenyl ether and ethylene glycol phenyl ether, face challenges in separating higher homolog products from glycosylated phenol impurities due to similar boiling points, leading to impurity levels exceeding 1 weight percent, which fails to meet product quality specifications.

Innovation Solution

A process involving the addition of an alkali metal source to form an alkali phenolic salt with glycosylated phenol impurities, followed by thin film evaporation to separate the dialkylene phenolic glycol ether from the alkali phenolic salt, effectively reducing impurity levels to less than 1 weight percent.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If a second distillation process is used to separate higher homolog products from impurities, then separation is attempted, but the impurities are co-distilled with the desired higher homolog products due to identical boiling points, resulting in failure to meet product quality specifications

Engineering Contradiction:
Improveproduct purityVSAvoidseparation difficulty
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent changes the physical-chemical parameters of the impurities by reacting them with alkali metal to form salts, which fundamentally alters their volatility characteristics. This transforms the separation problem from one based on boiling point differences to one based on phase behavior differences, enabling effective separation through thin film evaporation despite the original identical boiling points

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent utilizes phase transition differences between the desired higher homolog products and the converted impurity salts. The alkali metal salts of glycosylated phenol impurities remain non-volatile under thin film evaporation conditions, while the higher homolog products vaporize and are condensed, achieving separation based on differential phase behavior rather than boiling point differences

Inventive Principle:
Principle #36Phase transitions

2Ease of operation

If conventional distillation is used, then the process is simple to operate, but the boiling points of higher homolog products and impurities are almost identical, making separation ineffective and impurity levels exceed 1 wt. %

Engineering Contradiction:
Improveprocess simplicityVSAvoidseparation efficiency
Core Design Contradiction:
Ease of operationVSManufacturing precision

Solution Approach 1:

The patent performs a preliminary chemical transformation of the impurities into alkali metal salts before the separation step. This preliminary action modifies the impurity properties to create a volatile/non-volatile distinction, enabling subsequent efficient separation while maintaining operational simplicity through a straightforward reaction-evaporation sequence

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The alkali metal acts as an intermediary substance that selectively reacts with the glycosylated phenol impurities to form salts. This intermediary enables separation by creating a fundamental difference in volatility between the desired product and impurities, which then can be separated through thin film evaporation without complex multi-stage distillation

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 allows for the successful separation of dialkylene phenolic glycol ethers from glycosylated phenol impurities, achieving a product with less than 1 weight percent impurities, thus meeting quality specifications by altering the vapor pressure of the impurities and utilizing thin film evaporation for efficient separation.

Implementation Method 1

adding a source of an alkali metal to the mixture to form a phenolic glycol product having an alkali phenolic salt formed from a reaction between the alkali metal and the glycosylated phenol impurities

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Implementation Method 2

separating the dialkylene phenolic glycol ether from the alkali phenolic salt in the phenolic glycol product through a thin film evaporation process

Methodology Applied
Scientific EffectEvaporation: Evaporation

Implementation Method 3

altering the vapor pressure of the impurities and utilizing thin film evaporation for efficient separation

Methodology Applied
Scientific EffectVapor pressure: Vapour Pressure

Data Source

PatentUS20240376034A1Isolation of dialkylene phenolic glycol ether
Publication Date: 2024.11.14 DOW GLOBAL TECHNOLOGIES LLC
  • US20240376034A1 patent drawing
  • US20240376034A1 patent drawing

AI summary

The present disclosure provides a method for isolating dialkylene phenolic glycol ether (DPGE) from a mixture that includes DPGE and glycosylated phenol impurities. The method includes adding a source of an alkali metal to the mixture to form a phenolic glycol product having an alkali phenolic salt formed from a reaction between the alkali metal and the glycosylated phenol impurities; and separating the DPGE from the alkali phenolic salt in the phenolic glycol product through a thin film evaporation process to produce a dialkylene phenolic glycol ether product. The disclosure also includes a phenolic glycol product that includes DPGE; water; glycosylated phenol impurities; a source of alkali metal; and an alkali phenolic salt formed from a reaction between the alkali metal and the glycosylated phenol impurities.