Three-Stage Catalytic Pyrolysis Oil Upgrading to Xylenes

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Solution Overview

Problem

Conventional processes for upgrading pyrolysis oil to xylenes are complex and insufficient to meet the growing demand, often requiring severe conditions and unable to achieve high yields in a single processing step.

Innovation Solution

A three-stage catalytic process using a slurry reactor with a mixed metal oxide catalyst, a hydrocracking reactor, and a transalkylation reactor in series, converting multi-ring aromatic compounds to xylenes through sequential reactions under mild conditions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Device complexity

If a single-step process is used to convert multi-ring aromatic compounds to xylenes, then the process complexity is reduced, but the xylene yield is insufficient and severe conditions are required

Engineering Contradiction:
Improveprocess complexityVSAvoidxylene yield
Core Design Contradiction:
Device complexityVSProductivity

Solution Approach 1:

The patent divides the single-step conversion process into three sequential reaction stages: (1) hydrogenation of multi-ring aromatic compounds to cyclic alkanes, (2) ring-opening of cyclic alkanes to linear alkanes, and (3) cracking of linear alkanes to produce xylenes. Each stage uses a specific catalyst optimized for that transformation, thereby increasing xylene yield while avoiding the need for severely harsh single-step conditions

Inventive Principle:
Principle #1Segmentation

2Device complexity

If conventional single-step processes are used, then the equipment simplicity is maintained, but the operating conditions become severe

Engineering Contradiction:
Improveequipment simplicityVSAvoidoperating conditions severity
Core Design Contradiction:
Device complexityVSTemperature

Solution Approach 1:

The patent changes the operating parameters at each stage to optimize the reaction conditions. Stage 1 operates at 25-100°C with 1-100 atm H2 pressure using a Cu-based hydrogenation catalyst. Stage 2 operates at 100-200°C with 1-50 atm H2 pressure using a Ru-based ring-opening catalyst. Stage 3 operates at 200-400°C with 1-20 atm H2 pressure using an acidic cracking catalyst. These parameter changes allow mild overall conditions while achieving high xylene yield

Inventive Principle:
Principle #35Parameter changes

3Productivity

If a three-stage catalytic process is used to increase xylene yield, then the production efficiency is improved, but the process complexity increases

Engineering Contradiction:
Improvexylene yieldVSAvoidprocess complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent segments the conversion process into three distinct reaction stages, each with its own catalyst and optimized conditions, thereby achieving high xylene yield through selective transformations at each step

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent uses a multi-functional catalytic system where each catalyst performs a specific function: Cu-based catalyst for hydrogenation, Ru-based catalyst for ring-opening, and acidic catalyst for cracking. This multi-functional approach allows the process to achieve high productivity through coordinated action of specialized catalysts

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

4Productivity

If severe conditions are applied in single-step processes, then the conversion is achieved, but the energy consumption increases

Engineering Contradiction:
Improveconversion efficiencyVSAvoidenergy consumption
Core Design Contradiction:
ProductivityVSUse of energy by moving object

Solution Approach 1:

The patent changes the temperature and pressure parameters at each stage to minimize energy consumption while maintaining high conversion efficiency. The gradual increase in temperature from 25-100°C in stage 1 to 200-400°C in stage 3 allows efficient energy utilization, avoiding the need for severely high temperatures throughout the entire process

Inventive Principle:
Principle #35Parameter changes

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 process increases the yield of xylenes significantly compared to single-step methods, achieving higher production of benzene, toluene, and xylenes while operating under mild conditions, enhancing the efficiency and effectiveness of pyrolysis oil upgrading.

Implementation Method 1

Multi-ring aromatic compounds in the pyrolysis oil can be converted to light aromatic compounds, which can include benzene, toluene, ethylbenzene, xylenes, other aromatic compounds, or combinations of these by various reactions, such as, but not limited to hydrogenation, ring opening

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 2

The slurry reactor may include a mixed metal oxide catalyst and may be operable to convert at least a portion of multi-ring compounds in the pyrolysis oil to the light aromatic compounds

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 3

The hydrocracking reactor may include a hydrocracking catalyst and may be operable to convert at least a portion of the light aromatic compounds to aromatic compounds having six to nine carbon atoms

Methodology Applied
Scientific EffectHydrocracking:

Implementation Method 4

The transalkylation reactor may include a transalkylation catalyst and may be operable to convert at least a portion of the aromatic compounds having 6 to 9 carbon atoms to xylenes

Methodology Applied
Scientific EffectTransalkylation:

Data Source

PatentUS11377400B1Three stage catalytic process for pyrolysis oil upgrading to xylenes
Publication Date: 2022.07.05 SAUDI ARABIAN OIL CO
  • US11377400B1 patent drawing
  • US11377400B1 patent drawing
  • US11377400B1 patent drawing

AI summary

A method for upgrading pyrolysis oil includes contacting a pyrolysis oil feed with hydrogen in the presence of a mixed metal oxide catalyst in a slurry reactor to produce an intermediate stream comprising light aromatic compounds comprising mono-aromatic compounds, di-aromatic compounds, or both, passing the intermediate stream to a hydrocracking reactor, contacting the intermediate stream with hydrogen in the presence of a hydrocracking catalyst in a hydrocracking reactor to produce a hydrocracking effluent comprising aromatic compounds having six to nine carbon atoms, passing the hydrocracking effluent to a transalkylation reactor, and contacting the hydrocracking effluent with hydrogen in the presence of a transalkylation catalyst in the transalkylation reactor to produce a transalkylation effluent comprising xylenes.