Liquid Phase Hydrogenation for 1,2-Propanediol Purity

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Solution Overview

Problem

Vapour phase hydrogenation processes for converting glycerol to 1,2-propanediol suffer from impurities like hydroxypropanone and 2,4-dimethyl-2-methanol-1,3-dioxolanes, which are difficult to separate from the desired product using conventional distillation due to similar boiling points and reactive nature, leading to impurities formation during purification.

Innovation Solution

Passing the crude vapour phase hydrogenation product stream over a liquid phase hydrogenation using a heterogeneous catalyst under suitable conditions to convert hydroxypropanone and reduce 2,4-dimethyl-2-methanol-1,3-dioxolanes to low ppm levels, allowing high-purity 1,2-propanediol production through conventional distillation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional distillation is used to separate hydroxypropanone from 1,2-propanediol, then separation is attempted, but impurities are formed due to similar boiling points and reactive nature of the compounds

Engineering Contradiction:
Improveproduct purityVSAvoidimpurity formation
Core Design Contradiction:
Manufacturing precisionVSObject-generated harmful factors

Solution Approach 1:

The patent applies preliminary action by performing hydrogenation of hydroxypropanone to 1,2-propanediol before the distillation separation step. This converts the problematic intermediate (hydroxypropanone) into the desired product, eliminating the source of impurity formation during subsequent distillation and enabling high-purity product recovery

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent converts the harmful reactive nature of hydroxypropanone into a benefit by utilizing its hydrogenation to 1,2-propanediol. Instead of attempting to separate the reactive intermediate, the process transforms it into the stable desired product, thereby eliminating impurity formation while maintaining high manufacturing precision

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

2Productivity

If vapour phase hydrogenation is used to convert glycerol to 1,2-propanediol, then reaction rate and selectivity are improved, but impurities like hydroxypropanone and dioxolanes are formed that are difficult to separate

Engineering Contradiction:
Improvereaction rateVSAvoidproduct purity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent performs a second hydrogenation step on the crude vapour phase product to convert remaining hydroxypropanone intermediate into 1,2-propanediol before distillation. This preliminary conversion action ensures that the feedstock for distillation contains minimal impurities, enabling high-purity product recovery while maintaining the high reaction rate benefits of vapour phase hydrogenation

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent maintains continuity of useful action by implementing a sequential process where vapour phase hydrogenation is followed by liquid phase hydrogenation of the crude product. This continuous treatment ensures complete conversion of intermediates to desired product, eliminating impurities while preserving the high productivity achieved in the first hydrogenation step

Inventive Principle:
Principle #20Continuity of useful 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

The process effectively reduces hydroxypropanone and its reaction products to near zero levels, enabling the production of high-purity 1,2-propanediol, suitable for pharmaceutical grades, by preventing unwanted compound formation during distillation.

Implementation Method 1

contacting the crude product phase in the liquid phase with a stream of a hydrogen-containing gas in the presence of a heterogeneous catalyst at suitable temperatures and pressures such that hydroxypropanone present in the crude product stream is converted to the desired propanediol

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 2

contacting the crude product phase in the liquid phase with a stream of a hydrogen-containing gas in the presence of a heterogeneous catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 3

condensing the crude product stream

Methodology Applied
Scientific EffectCondensation: Condensation

Data Source

PatentEP2222623B1Process for the production of 1,2-propanediol
Publication Date: 2016.02.17 JOHNSON MATTHEY DAVY TECHNOLOGIES LTD

AI summary

A process for the removal of hydroxypropane from a crude product stream from the hydrogenation of glycerol, the crude product stream comprising 1,2-propanediol and hydroxypropanone as impurity, the process comprising: (a) where required condensing the crude product stream; and (b) contacting the crude product phase in the liquid phase with a stream of a hydrogen-containing gas in the presence of a heterogeneous catalyst at suitable temperatures and pressures such that hydroxypropanone present in the crude product stream is converted to the desired propanediol.