Multistage Alkylaromatics Production via Liquid-Vapor Phase Control

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Solution Overview

Problem

Current processes for producing alkylaromatic compounds, such as ethylbenzene, face challenges with high investment costs and product impurities when using dilute ethylene feeds, particularly due to the formation of undesirable byproducts like xylenes and polyethylated benzenes, and require costly purification of ethylene streams.

Innovation Solution

A multistage reaction system with controlled liquid-to-vapor volume ratios in each reaction zone, utilizing molecular sieves like MCM-22 and its analogues, allows for maximized alkene conversion and minimized byproduct production without the need for interstage separation of alkanes, optimizing the process conditions to operate within a range of 0.5 to 10 volume ratio of liquid to vapor.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If dilute ethylene feeds are used in vapor phase reactors, then investment costs are reduced, but product contains high concentrations of xylene impurities

Engineering Contradiction:
Improveinvestment costsVSAvoidproduct purity
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent changes the phase parameter from vapor phase to liquid phase reaction conditions, operating below the critical temperature of benzene (290°C). This parameter change fundamentally alters the reaction pathway and product distribution, enabling the use of dilute ethylene feeds while achieving high ethylbenzene selectivity and minimizing xylene formation.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent utilizes phase transition by operating in the liquid phase region below the critical temperature of benzene. This phase transition approach allows the system to achieve different reaction characteristics compared to vapor phase, specifically reducing xylene formation while maintaining ethylbenzene production from dilute ethylene feeds.

Inventive Principle:
Principle #36Phase transitions

2Productivity

If vapor phase ethylation is used, then reaction rate is high, but formation of polyethylbenzenes increases requiring additional transalkylation

Engineering Contradiction:
Improvereaction rateVSAvoidpolyethylbenzene formation
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the temperature parameter to operate below the critical temperature of benzene (290°C), which fundamentally alters the reaction kinetics. This temperature parameter change suppresses the chain reactions leading to polyethylbenzene formation while maintaining acceptable ethylbenzene production rates, eliminating the need for additional transalkylation units.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If interstage separation of alkanes is implemented, then alkene conversion is maximized, but device complexity and capital costs increase

Engineering Contradiction:
Improvealkene conversionVSAvoidseparation equipment
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent extracts the alkane (ethane) from the reaction system by operating in the liquid phase where ethane remains dissolved while ethylbenzene product can be continuously removed. This extraction approach maximizes alkene conversion without requiring complex interstage separation equipment, as the phase behavior naturally facilitates product removal and drives reaction equilibrium forward.

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 approach enhances alkene conversion efficiency while reducing byproduct formation and capital and operating costs, allowing for the effective production of alkylaromatic compounds from dilute alkene feeds without the need for costly equipment for interstage separation.

Implementation Method 1

utilizing molecular sieves like MCM-22 and its analogues

Methodology Applied
Scientific EffectAcid catalysis: Catalysis

Implementation Method 2

operating conditions in (b) and (e) are such that the ratio of the volume of liquid to the volume of vapor in each of said first and second reaction zones is from 0.5 to 10

Methodology Applied
Scientific EffectPhase equilibrium: Phase Change

Data Source

PatentEP2029696B1Mixed phase, multistage alkylaromatics production
Publication Date: 2016.11.16 BADGER LICENSING LLC
  • EP2029696B1 patent drawingFigure 1
  • EP2029696B1 patent drawingFigure 2
  • EP2029696B1 patent drawingFigure 3

AI summary

A process is described for producing an alkylaromatic compound in a multistage reaction system comprising at least first and second series-connected alkylation reaction zones each containing an alkylation catalyst. A first feed comprising an alkylatable aromatic compound and a second feed comprising an alkene and one or more alkanes are introduced into said first alkylation reaction zone. The first alkylation reaction zone is operated under conditions of temperature and pressure effective to cause alkylation of the aromatic compound with the alkene in the presence of the alkylation catalyst, the temperature and pressure being such that the aromatic compound is partly in the vapor phase and partly in the liquid phase. An effluent comprising the alkylaromatic compound, unreacted alkylatable aromatic compound, any unreacted alkene and the alkane is withdrawn from the first alkylation reaction zone and then supplied to the second alkylation reaction zone without removal of the alkane. The operating conditions in each of said first and second reaction zones are such that the ratio of the volume of liquid to the volume of vapor in each zone is from about 0.1 to about 10.