Methyl-Aromatic Extraction and Hydrogenolysis Coupling

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Solution Overview

Problem

Current hydrodealkylation processes in the petrochemical industry are inefficient in converting methyl-substituted aromatic compounds, leading to reduced selectivity and yield of valuable methyl compounds, particularly in the production of para-xylene.

Innovation Solution

A process involving an extraction unit to separate methyl-substituted aromatic compounds from a hydrocarbon feedstock, followed by a hydrogenolysis unit that converts C2+ alkyl chains into methyl groups, optimizing the production of methyl-substituted aromatic compounds with enhanced selectivity and yield.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional hydrodealkylation processes are used to convert alkyl-aromatics, then the production of methyl-substituted aromatic compounds occurs, but the selectivity and yield of methyl compounds are reduced due to side demethylation reactions

Engineering Contradiction:
Improveyield of methyl compoundsVSAvoidselectivity of methyl compounds
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The process is divided into two distinct units: an extraction unit that separates methyl-substituted aromatic compounds from the feedstock, and a hydrogenolysis unit that selectively converts C2+ alkyl chains to methyl groups. This segmentation allows each unit to perform its specific function optimally, preventing the demethylation side reactions that occur in conventional single-unit hydrodealkylation processes.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The extraction unit removes methyl-substituted aromatic compounds (such as toluene, xylenes, and trimethylbenzenes) from the hydrocarbon feedstock before the hydrogenolysis step. By taking out these compounds beforehand, they are protected from undergoing unwanted demethylation reactions in the hydrogenolysis unit, thereby improving both selectivity and yield.

Inventive Principle:
Principle #2Taking out (Extraction)

2Productivity

If hydrodealkylation is performed on all alkyl-aromatics, then conversion occurs, but methyl-substituted aromatic compounds are consumed in unwanted demethylation reactions

Engineering Contradiction:
Improveconversion efficiencyVSAvoidloss of methyl compounds
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The extraction unit acts as an intermediary between the feedstock and the hydrogenolysis unit. It selectively extracts and protects methyl-substituted aromatic compounds, allowing the hydrogenolysis unit to focus on converting C2+ alkyl chains to methyl groups without consuming the already-formed methyl compounds through demethylation reactions.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The extraction of methyl-substituted aromatic compounds is performed as a preliminary action before the hydrogenolysis step. This preliminary separation ensures that these compounds do not undergo demethylation during the subsequent hydrogenolysis process, preventing loss of valuable methyl compounds and improving overall conversion efficiency.

Inventive Principle:
Principle #10Preliminary action

3Productivity

If conventional hydrodealkylation units are used, then alkyl groups are converted, but the total amount of methyls available after conversion is not optimized

Engineering Contradiction:
Improveamount of methyls producedVSAvoidprocess configuration
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The conventional single-unit hydrodealkylation process is segmented into two specialized units: an extraction unit and a hydrogenolysis unit. This segmentation allows for optimization of methyl production by protecting methyl-substituted compounds from demethylation, while the increased process complexity is justified by the significant improvement in methyl compound yield and selectivity.

Inventive Principle:
Principle #1Segmentation

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 significantly increases the selectivity and yield of methyl compounds, particularly para-xylene, by reducing side demethylation reactions and focusing on converting alkyl groups with more than two carbon atoms, thereby improving the overall efficiency of the hydrodealkylation unit.

Implementation Method 1

an extraction unit suitable for extracting methyl-substituted aromatic compounds from a hydrocarbon feedstock

Methodology Applied
Scientific EffectLiquid-liquid extraction: Liquid-Liquid Extraction

Implementation Method 2

a hydrogenolysis unit placed downstream of the extraction unit and suitable for converting, into methyl groups, C2+ alkyl chains of aromatic compounds

Methodology Applied
Scientific EffectHydrogenolysis:

Data Source

PatentUS11492311B2Coupling of unit for extracting methyl-substituted aromatics with unit for hydrogenolysing alkyl-aromatics
Publication Date: 2022.11.08 IFP ENERGIES NOUVELLES
  • US11492311B2 patent drawing
  • US11492311B2 patent drawing

AI summary

The present invention relates to a device and a process for converting aromatic compounds, wherein: methyl-substituted aromatic compounds are extracted from a hydrocarbon feedstock (2) comprising aromatic compounds having at least 8 carbon atoms in an extraction unit (1), to produce at least one effluent enriched in methyl-substituted aromatic compounds (3A, 3B) and an effluent depleted in methyl-substituted aromatic compounds (4); and C2+ alkyl chains of the aromatic compounds of the depleted effluent (4) are converted into methyl groups in a hydrogenolysis unit (5) placed downstream of the extraction unit (1), to produce a hydrogenolysis effluent enriched in methyl-substituted aromatic compounds (7).