Reactive Distillation for Formaldehyde Removal from Glycolaldehyde

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Solution Overview

Problem

The presence of formaldehyde in pyrolysis product compositions hinders subsequent chemical transformations due to catalyst poisoning and requires time-consuming separation procedures, leading to reduced yields and inefficiencies in processes like hydrogenation of glycolaldehyde.

Innovation Solution

Subjecting low molecular weight carbonyl compounds to reactive distillation conditions in the presence of an alcohol and a catalyst, which selectively acetalizes and removes formaldehyde, thereby reducing its weight percentage and enabling higher recovery rates of glycolaldehyde and other compounds, facilitating subsequent chemical transformations.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If formaldehyde is present in pyrolysis product compositions, then the composition can be obtained directly from pyrolysis, but subsequent chemical transformations are hindered due to catalyst poisoning and require time-consuming separation procedures

Engineering Contradiction:
Improverate of chemical transformationVSAvoidcatalyst activity
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent applies preliminary action by removing formaldehyde from the pyrolysis product composition before performing subsequent chemical transformations. This is achieved through azeotropic distillation or selective adsorption using molecular sieves, which eliminates the catalyst poison beforehand, allowing hydrogenation and other transformations to proceed efficiently without catalyst deactivation

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent extracts formaldehyde from the reaction mixture using selective adsorption on molecular sieves or through azeotropic distillation. This separation step removes the harmful component (formaldehyde) that causes catalyst poisoning, enabling the main transformation (hydrogenation of glycolaldehyde) to proceed with high catalyst activity and productivity

Inventive Principle:
Principle #2Taking out (Extraction)

2Reliability

If separation procedures are performed to remove formaldehyde, then catalyst poisoning is prevented, but the process becomes time-consuming and yields are reduced

Engineering Contradiction:
Improvecatalyst activityVSAvoidseparation time
Core Design Contradiction:
ReliabilityVSLoss of time

Solution Approach 1:

The patent replaces time-consuming mechanical separation procedures (such as filtration or complex distillation) with more efficient methods: azeotropic distillation that exploits vapor-liquid equilibrium for rapid separation, or selective adsorption on molecular sieves that quickly removes formaldehyde through molecular recognition, significantly reducing separation time while maintaining catalyst activity

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The patent changes physical parameters to facilitate faster separation: using azeotropic distillation alters the volatility parameters of formaldehyde relative to other components, enabling rapid removal. Alternatively, changing the chemical environment by adding molecular sieves creates selective binding parameters that quickly capture formaldehyde, reducing separation time from hours to minutes

Inventive Principle:
Principle #35Parameter changes

3Reliability

If extensive purification is performed to remove formaldehyde, then subsequent transformations can proceed, but the complexity of the process increases

Engineering Contradiction:
Improvetransformation efficiencyVSAvoidpurification process complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent replaces complex multi-step purification sequences with simpler, more elegant solutions: azeotropic distillation that removes formaldehyde in a single operational step, or selective adsorption on molecular sieves that requires minimal equipment and operational complexity, thereby reducing device complexity while ensuring transformation efficiency

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

Solution Approach 2:

The patent extracts formaldehyde using targeted methods that require minimal process complexity: azeotropic distillation with a simple co-solvent addition, or selective adsorption using commercially available molecular sieves. These approaches eliminate the need for complex purification trains, maintaining high transformation efficiency with minimal process complexity

Inventive Principle:
Principle #2Taking out (Extraction)

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 achieves greater than 80% recovery of glycolaldehyde and significantly reduces formaldehyde levels, allowing for previously hindered transformations such as hydrogenation to proceed efficiently, with formaldehyde levels below 0.05% by weight, enabling new reaction conditions and product applications.

Implementation Method 1

formaldehyde is transformed into one or more formaldehyde acetal(s) and removed from the reactive distillation reaction solution by reactive distillation in the presence of at least one alcohol and a catalyst

Methodology Applied
Scientific EffectAcetalization: Chemical Bonding

Implementation Method 2

formaldehyde is transformed into one or more formaldehyde acetal(s) and removed from the reactive distillation reaction solution by reactive distillation

Methodology Applied
Scientific EffectDistillation: Distillation

Implementation Method 3

removed from the reactive distillation reaction solution by reactive distillation

Methodology Applied
Scientific EffectPhase change: Phase Change

Data Source

PatentUS9796649B2Process for removing formaldehyde from a composition comprising glycolaldehyde
Publication Date: 2017.10.24 HALDOR TOPSOE AS

AI summary

A process for reducing the percentage by weight of formaldehyde present in a composition comprising glycolaldehyde, wherein formaldehyde is transformed into one or more formaldehyde acetal(s) and removed from the reactive distillation reaction solution by reactive distillation in the presence of at least one alcohol and a catalyst.