Crude Ethylene Glycol Refining via Esterification of Acid Contaminants

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Solution Overview

Problem

Existing refining processes for crude ethylene glycol streams struggle to efficiently remove acid contaminants like methoxyacetic acid and glycolic acid, which have similar boiling points to desired products, leading to difficulties in distillation and potential product loss or the need for costly additional components to neutralize acids.

Innovation Solution

A process that reacts acid contaminants with monoethylene glycol and diethylene glycol to form esters, which are easier to separate, using catalysts like silica or resin to promote esterification without adding new components, and incorporates water removal steps to drive the equilibrium towards complete conversion.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If distillation is used to remove acid contaminants from crude ethylene glycol stream, then separation of MEG and DEG is achieved, but acid contaminants with similar boiling points cannot be effectively removed

Engineering Contradiction:
Improvepurity of MEG productVSAvoideffectiveness of acid contaminant removal
Core Design Contradiction:
Manufacturing precisionVSReliability

Solution Approach 1:

The patent changes the chemical state of acid contaminants from free acid form to ester form through esterification reaction. This parameter change (chemical form transformation) allows the contaminants to be effectively separated via distillation, as esters have different volatility characteristics compared to the original acids, thereby resolving the contradiction between achieving high purity MEG and effectively removing acid contaminants with similar boiling points

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces an esterification reaction as an intermediary step between the crude ethylene glycol stream and the final distillation process. This intermediary chemical transformation converts difficult-to-remove acid contaminants into separable ester forms, enabling effective purification without directly confronting the boiling point similarity issue in the distillation step

Inventive Principle:
Principle #24Intermediary (Mediator)

2Manufacturing precision

If base is added to neutralize acid components, then acid contaminants are removed, but additional components are introduced requiring greater purging of recycle streams

Engineering Contradiction:
Improveacid content reductionVSAvoidproduct loss from purging
Core Design Contradiction:
Manufacturing precisionVSLoss of substance

Solution Approach 1:

The patent converts the harmful acid contaminants into beneficial ester products through esterification reaction. Instead of using base neutralization which creates salt byproducts and requires purging, the harmful acids are transformed into separable esters that can be removed without introducing new contaminants, thereby eliminating the need for purging recycle streams and preventing product loss

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

Solution Approach 2:

The patent extracts acid contaminants from the system by converting them to esters that can be separated and removed. This extraction approach removes the harmful substances without introducing additional components that would require purging, thus avoiding product loss from recycle stream purging while achieving the desired acid content reduction

Inventive Principle:
Principle #2Taking out (Extraction)

3Quantity of substance

If conventional distillation is used for refining, then MEG and DEG are separated, but acid contaminants with similar boiling points remain in the product

Engineering Contradiction:
Improveseparation efficiency of glycol productsVSAvoidremoval of acid contaminants
Core Design Contradiction:
Quantity of substanceVSManufacturing precision

Solution Approach 1:

The patent performs preliminary esterification of acid contaminants before the distillation process. This preliminary action transforms the acid contaminants into esters with different volatility characteristics, preparing them for effective separation in the subsequent distillation step. This resolves the contradiction by enabling both efficient glycol separation and effective acid contaminant removal through the preliminary chemical transformation

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

This approach effectively reduces acid contaminants to meet product specifications with minimal product loss, allows for recycling of esters, and reduces the need for costly corrosion-resistant materials in separation processes, enhancing process efficiency and yield.

Implementation Method 1

reacting the acid contaminant with the monoethylene glycol in at least one reaction zone to form an ester

Methodology Applied
Scientific EffectEsterification: Chemical Bonding

Implementation Method 2

using catalysts like silica or resin to promote esterification without adding new components

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 3

incorporates water removal steps to drive the equilibrium towards complete conversion

Methodology Applied
Scientific EffectEquilibrium shift:

Implementation Method 4

removing the ester in a separation step

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentUS12522549B2Process for refining a crude ethylene glycol stream
Publication Date: 2026.01.13 JOHNSON MATTHEY DAVY TECHNOLOGIES LTD
  • US12522549B2 patent drawing
  • US12522549B2 patent drawing
  • US12522549B2 patent drawing

AI summary

A process for refining a crude ethylene glycol stream comprising monoethylene glycol and at least one acid contaminant is disclosed. The process comprises reacting the acid contaminant with the monoethylene glycol in at least one reaction zone to form an ester and removing the ester in a separation step.