Para-xylene Production via Toluene Methylation and Isomerization

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Solution Overview

Problem

The demand for para-xylene exceeds that of benzene and toluene, necessitating the development of aromatics production technologies that maximize para-xylene production while minimizing capital and operating costs.

Innovation Solution

A methylation unit is integrated into a para-xylene production complex to convert toluene and/or benzene into additional xylenes, producing a C8 aromatic product rich in para-xylene with minimal ethylbenzene, allowing for reduced costs in the xylenes separation section and the use of less costly liquid phase processes for isomerization.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional catalytic reformate processing is used, then benzene and toluene are produced, but para-xylene production is insufficient despite high demand

Engineering Contradiction:
Improvepara-xylene productionVSAvoidaromatics production technology
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The process divides the aromatics production into distinct functional units: a methylation unit for converting toluene/benzene to xylenes, a separation unit for recovering para-xylene, and an isomerization unit for converting remaining xylenes to equilibrium distribution. This segmentation allows each unit to be optimized independently for its specific function.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent introduces a methylation unit as an intermediary step between the catalytic reformate production and the final para-xylene recovery. This intermediary converts toluene and benzene into xylenes, which are then separated and isomerized, creating a controlled pathway to maximize para-xylene production.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If methylation unit is added to convert toluene to xylenes, then para-xylene production increases, but capital cost increases

Engineering Contradiction:
Improvepara-xylene productionVSAvoidcapital cost
Core Design Contradiction:
ProductivityVSEase of manufacture

Solution Approach 1:

The methylation unit serves multiple functions: it converts toluene to xylenes, produces a C8 aromatic product rich in para-xylene, and minimizes ethylbenzene formation. This multi-functionality justifies the capital investment by addressing multiple production needs simultaneously.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent changes the chemical parameters of the process by introducing methylation reactions that convert toluene (C7) to xylenes (C8). This parameter change in molecular structure enables the production of higher-value para-xylene while controlling the product distribution through controlled reaction conditions.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If vapor phase isomerization unit is added to avoid ethylbenzene buildup, then xylene isomerization efficiency improves, but device complexity increases

Engineering Contradiction:
Improvexylene isomerization efficiencyVSAvoidisomerization section
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent replaces or supplements liquid phase isomerization with vapor phase isomerization. This substitution changes the physical state of the reaction medium from liquid to vapor, improving isomerization efficiency and avoiding ethylbenzene buildup while maintaining manageable system complexity through established vapor phase catalysis technology.

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

4Ease of manufacture

If less costly liquid phase processes are used for isomerization, then operating cost decreases, but isomerization completeness may be reduced

Engineering Contradiction:
Improveoperating costVSAvoidisomerization completeness
Core Design Contradiction:
Ease of manufactureVSProductivity

Solution Approach 1:

The patent employs dynamic process control in the liquid phase isomerization unit, adjusting residence time, temperature, and catalyst activity to optimize the balance between operating cost and isomerization completeness. The system dynamically adapts to maintain high isomerization efficiency while using the more cost-effective liquid phase process.

Inventive Principle:
Principle #15Dynamics

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 para-xylene production, reduces operational and production costs, and minimizes ethylbenzene buildup by employing a vapor phase isomerization unit or transalkylation, and/or using distillation, membranes, or selective adsorption to separate ethylbenzene.

Implementation Method 1

a methylation unit is added to a para-xylene production complex to convert toluene and/or benzene in a reformate or similar aromatics fraction to additional xylenes

Methodology Applied
Scientific EffectMethylation reaction: Chemical Bonding

Implementation Method 2

the resultant isomerized xylene stream can then be recycled to the para-xylene recovery unit

Methodology Applied
Scientific EffectCatalytic isomerization: Catalysis

Implementation Method 3

para-xylene is recovered from the C8 aromatic hydrocarbon-containing stream and the methylated effluent stream

Methodology Applied
Scientific EffectAdsorption: Adsorption

Implementation Method 4

para-xylene is recovered, generally by adsorption or crystallization

Methodology Applied
Scientific EffectCrystallization: Crystallisation

Implementation Method 5

at least part of the C9+-containing stream is contacted with a transalkylation catalyst under conditions effective to convert C9+-aromatics to C8−-aromatics

Methodology Applied
Scientific EffectTransalkylation reaction: Chemical Bonding

Data Source

PatentUS9738573B2Apparatus for the production of xylenes
Publication Date: 2017.08.22 EXXONMOBIL CHEMICAL PATENTS INC
  • US9738573B2 patent drawing
  • US9738573B2 patent drawing
  • US9738573B2 patent drawing

AI summary

In a process for producing para-xylene, a feed stream comprising C6+ aromatic hydrocarbons is separated into a toluene-containing stream, a C8 aromatic hydrocarbon-containing stream and a C9+ aromatic hydrocarbon-containing stream. The toluene-containing stream is contacted with a methylating agent to convert toluene to xylenes and produce a methylated effluent stream. Para-xylene is recovered from the C8 aromatic hydrocarbon-containing stream and the methylated effluent stream in a para-xylene recovery section to produce a para-xylene depleted stream, which is then contacted with a xylene isomerization catalyst under liquid phase conditions effective to isomerize xylenes in the para-xylene depleted stream and produce an isomerized stream. The C9+-containing stream with a transalkylation catalyst under conditions effective to convert C9+-aromatics to C8−-aromatics and produce a transalkylated stream, which is recycled together with the isomerized stream to the para-xylene recovery section.