Reactive Distillation Column for Aromatic Carbonate Production

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Solution Overview

Problem

The existing methods for producing aromatic carbonates face challenges in efficiently shifting the equilibrium of the transesterification reaction and maintaining catalyst activity due to water deactivation, particularly when using phenol as an aromatic hydroxy compound, which often contains residual water.

Innovation Solution

A reactive distillation process is employed where the aromatic hydroxy compound with low water content is fed above the catalyst bed in a reactive distillation column, operated at specific pressure and temperature ranges, to minimize water contact with the heterogeneous catalyst, and includes internals for separation, thereby preventing catalyst deactivation and enhancing product yield.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If phenol is used as aromatic hydroxy compound in transesterification reaction, then the aromatic carbonate production is enabled, but water deactivation of catalyst occurs reducing catalyst activity

Engineering Contradiction:
Improvearomatic carbonate yieldVSAvoidcatalyst activity
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The invention extracts and removes water from the system by introducing a dehydrating agent (molecular sieves or alumina) into the reactive distillation column. This allows the phenol feed containing residual water to be processed while the water is continuously removed, preventing catalyst deactivation and maintaining high catalyst activity throughout the reaction.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention introduces a dehydrating agent as an intermediary substance between the phenol feed and the catalyst bed. This intermediary component absorbs water from the feed stream, protecting the catalyst from water deactivation while allowing the transesterification reaction to proceed efficiently.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Quantity of substance

If conventional transesterification process is used, then the reaction can be carried out with simple equipment, but the equilibrium shift is insufficient reducing product yield

Engineering Contradiction:
Improvearomatic carbonate yieldVSAvoidprocess equipment complexity
Core Design Contradiction:
Quantity of substanceVSDevice complexity

Solution Approach 1:

The invention merges three functions into a single reactive distillation column: (1) transesterification reaction zone with heterogeneous catalyst, (2) distillation zone for separating products and shifting equilibrium, and (3) dehydration zone with dehydrating agent. This integrated system achieves high product yield while avoiding the need for multiple separate reactors and separation units.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The invention utilizes phase transitions and vapor-liquid equilibrium in the distillation column to continuously remove products from the reaction zone. By operating at specific pressure and temperature conditions, the lighter products vaporize and are separated, driving the equilibrium toward product formation and increasing aromatic carbonate yield.

Inventive Principle:
Principle #36Phase transitions

3Productivity

If water is not removed from phenol feed, then the feed preparation is simple, but catalyst deactivation occurs reducing reaction efficiency

Engineering Contradiction:
Improvereaction efficiencyVSAvoidfeed preparation complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The invention implements self-service dehydration where the dehydrating agent (molecular sieves or alumina) is placed directly in the reactive distillation column and automatically removes water from the phenol feed as it enters. This eliminates the need for separate pre-drying units while maintaining high reaction efficiency through continuous in-situ dehydration.

Inventive Principle:
Principle #25Self-service

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 water contact with the catalyst, maintaining its activity and improving the yield of aromatic carbonates by operating the reactive distillation column within defined pressure and temperature conditions, ensuring efficient separation and minimizing additional separation costs.

Implementation Method 1

contacting a stream comprising an aromatic hydroxy compound and water, and a stream comprising a dialkylcarbonate in a reactive distillation column containing a bed of heterogeneous transesterification catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

A reactive distillation process is employed where the aromatic hydroxy compound with low water content is fed above the catalyst bed in a reactive distillation column

Methodology Applied
Scientific EffectDistillation: Distillation

Implementation Method 3

the reactive distillation column contains internals between the top of the catalyst bed and the first feed point

Methodology Applied
Scientific EffectVapor-liquid separation:

Data Source

PatentEP2788314B1A process for producing aromatic carbonates
Publication Date: 2018.05.30 SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ BV
  • EP2788314B1 patent drawingFigure 1

AI summary

This invention provides a method for producing an alkylaryl carbonate comprising: a) contacting a stream comprising an aromatic hydroxy compound and a stream comprising a dialkylcarbonate in a reactive distillation column containing a bed of heterogeneous transesterification catalyst, the bed having a top and a bottom; and b) withdrawing a product stream comprising the alkylaryl carbonate from the reactive distillation column wherein the aromatic hydroxy compound is fed to the column at a first feed point located above the top of the catalyst bed. This invention further provides an apparatus suitable for carrying out this method.