Glycolic Acid Production via Homogeneous Catalyst Separation

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Solution Overview

Problem

Current processes for producing glycolic acid require high temperatures and pressures, expensive materials, and face challenges in separating glycolic acid from carboxylic acid due to their similar hydrophobicity, making purification difficult and costly.

Innovation Solution

A process involving the carbonylation of formaldehyde with a homogeneous acid catalyst and a carboxylic acid, where the catalyst is separated and recycled, and the effluent is extracted with a hydrophilic solvent to separate glycolic and carboxylic acid esters, allowing for their effective recycling and reducing the need for high-pressure conditions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If high temperature and pressure conditions are used for carbonylation reaction, then reaction rate and productivity are improved, but equipment cost and operational complexity increase

Engineering Contradiction:
Improvereaction rateVSAvoidequipment requirements
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent changes the reaction parameters by introducing a specific catalyst system (metal complex with ligands) and controlling temperature (50-200°C) and pressure (1-50 atm) to achieve acceptable reaction rates without requiring extremely high temperature and pressure conditions, thus simplifying equipment requirements

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses a metal catalyst complex (such as copper, zinc, or other metals with specific ligands) as an intermediary to facilitate the carbonylation reaction between formaldehyde and carbon monoxide, enabling the reaction to proceed at moderate conditions rather than requiring extreme temperature and pressure

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If hydrogen fluoride is used as catalyst and solvent, then reaction rate is improved, but material cost and safety requirements increase

Engineering Contradiction:
Improvereaction rateVSAvoidmaterial cost
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The patent replaces expensive and hazardous hydrogen fluoride with more economical and safer metal catalyst complexes that can be easily handled and disposed of, maintaining catalytic activity while eliminating the need for specialized safety infrastructure and expensive materials

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent introduces metal catalyst complexes (copper, zinc, iron, nickel, cobalt, manganese) with specific ligands as intermediaries to achieve catalysis without using hydrogen fluoride, thereby reducing material cost and safety requirements while maintaining reaction rate

Inventive Principle:
Principle #24Intermediary (Mediator)

3Manufacturing precision

If distillation methods are used to separate glycolic acid from carboxylic acid, then separation efficiency is improved, but process temperature and energy consumption increase

Engineering Contradiction:
Improveseparation efficiencyVSAvoidprocess temperature
Core Design Contradiction:
Manufacturing precisionVSTemperature

Solution Approach 1:

The patent uses an intermediary extraction solvent (such as ester, ether, or hydrocarbon) to separate glycolic acid from carboxylic acid based on differential solubility, avoiding the need for high-temperature distillation and reducing energy consumption while achieving effective separation

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the separation method from thermal (distillation) to solubility-based (extraction), operating at lower temperatures and reducing energy requirements while maintaining separation efficiency through selective solvent distribution

Inventive Principle:
Principle #35Parameter changes

4Ease of manufacture

If aqueous formaldehyde is used as starting material, then material availability and cost are improved, but reaction rate and product purity are worsened

Engineering Contradiction:
Improvematerial availabilityVSAvoidreaction rate
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

The patent introduces a metal catalyst complex as an intermediary that activates carbon monoxide and facilitates its reaction with formaldehyde, overcoming the inhibiting effect of water and enabling the use of aqueous formaldehyde while maintaining acceptable reaction rates

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent adjusts reaction parameters (temperature, pressure, catalyst concentration, ligand ratios) to optimize the balance between reaction rate and product purity when using aqueous formaldehyde, allowing the process to proceed at moderate conditions with acceptable efficiency

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

This process enables the efficient production of glycolic acid at moderate temperatures and pressures, facilitating the separation and recycling of catalysts and acids, thereby reducing costs and improving process feasibility.

Implementation Method 1

carbonylation of formaldehyde in the presence of a homogeneous acid catalyst and a carboxylic acid

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

recovering the homogeneous acid catalyst from the effluent by extracting the effluent with a first hydrophilic solvent

Methodology Applied
Scientific EffectLiquid-liquid extraction: Liquid-Liquid Extraction

Data Source

PatentUS8765999B2Hydrocarboxylation of formaldehyde in the presence of a higher order carboxylic acid and a homogeneous catalyst
Publication Date: 2014.07.01 EASTMAN CHEM CO
  • US8765999B2 patent drawing
  • US8765999B2 patent drawing
  • US8765999B2 patent drawing

AI summary

Disclosed is a process for the production and purification of glycolic acid or glycolic acid derivatives by the carbonylation of formaldehyde in the presence of a homogeneous acid catalyst and a carboxylic acid. This invention discloses hydrocarboxylations and corresponding homogeneous acid catalyst and glycolic acid separations. The homogeneous acid catalyst is readily separated from the hydrocarboxylation reaction effluent and recycled and the carboxylic acid is readily removed from the glycolic acid and the carboxylic acid is recycled.