Ionic Liquid Pseudo-Fixed Bed Reactor for THDCPD Isomerization

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Solution Overview

Problem

Traditional acidic catalysts in oil refining and petrochemical industries face challenges such as product separation, catalyst recovery, equipment corrosion, and reduced activity due to reactions with support materials, particularly with aluminum trichloride, which loses acidity and activity at high temperatures.

Innovation Solution

The use of a strong acidic ionic liquid with a pseudo-fixed bed reactor for isomerizing tricycloalkanes like endo-tetrahydrodicyclopentadiene (endo-THDCPD) and exo-tetrahydrodicyclopentadiene (exo-THDCPD), where the ionic liquid is immiscible with reactants, allowing for easy separation and adjustable acidity, with a mole fraction of aluminum trichloride between 0.5 to 0.9, and a temperature range of 25-120°C.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If traditional liquid acidic catalysts (AlCl3, HF, H2SO4) are used for isomerization, then catalytic activity is improved, but product separation and catalyst recovery become difficult

Engineering Contradiction:
Improvecatalytic activityVSAvoidproduct separation and catalyst recovery
Core Design Contradiction:
ProductivityVSEase of operation

Solution Approach 1:

The patent changes the physical state of the catalyst from traditional liquid acids to ionic liquid, which has different solubility characteristics. The ionic liquid catalyst forms a separate phase from the organic reactants and products, enabling easy separation while maintaining high catalytic activity. This parameter change in the catalyst's physical and chemical properties resolves the contradiction between activity and separability.

Inventive Principle:
Principle #35Parameter changes

2Ease of operation

If solid acid catalysts are used to improve ease of operation, then contact with reactants becomes difficult, reducing catalytic activity

Engineering Contradiction:
Improvecatalyst handlingVSAvoidcatalytic activity
Core Design Contradiction:
Ease of operationVSProductivity

Solution Approach 1:

The patent employs ionic liquid catalysts that maintain liquid state at reaction temperatures, unlike conventional solid acid catalysts. This parameter change in physical state allows the catalyst to remain mobile and have excellent contact with reactants while still being easily separable due to immiscibility with organic phases, thus resolving the contradiction between ease of operation and catalytic activity.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If aluminum trichloride is loaded onto support materials, then catalyst stability is improved, but acidity decreases due to reaction with surface hydroxyl groups

Engineering Contradiction:
Improvecatalyst stabilityVSAvoidcatalytic activity
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent extracts aluminum trichloride from the traditional supported solid catalyst system and uses it as a standalone ionic liquid catalyst. By removing the support material, the harmful interaction between AlCl3 and surface hydroxyl groups is eliminated, preserving the full acidity and catalytic activity of AlCl3 while the ionic liquid structure provides the necessary stability and ease of separation.

Inventive Principle:
Principle #2Taking out (Extraction)

4Productivity

If high reaction temperature is applied to increase productivity, then reaction rate is improved, but carbon accumulation increases causing activity decline

Engineering Contradiction:
Improvereaction rateVSAvoidcatalyst activity stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent changes the catalyst system to ionic liquid which maintains high catalytic activity at lower temperatures compared to traditional catalysts. This parameter change in the catalyst's thermal stability and activity profile allows conducting reactions at moderate temperatures (25-120°C), achieving good productivity while avoiding the carbon accumulation and deactivation problems associated with high-temperature operations using conventional catalysts.

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 method effectively increases conversion rates and selectivity of THDCPD isomerization and adamantane synthesis, with improved catalyst recovery and reduced corrosion, by leveraging the immiscibility and adjustable properties of the ionic liquid, achieving high reaction activity and product separation efficiency.

Implementation Method 1

isomerizing endo-tetrahydrodicyclopentadiene (endo-THDCPD) with an acidic ionic liquid... isomerizing exo-tetrahydrodicyclopentadiene (exo-THDCPD) with an acidic ionic liquid

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

reactants and reaction products can be easily separated from the ionic liquid catalyst, i.e. they are in an immiscible liquid-liquid biphasic system

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

Data Source

PatentUS8049050B2Method for producing exo-THDCPD and adamantane using pseudo-fixed bed ionic liquid reactor
Publication Date: 2011.11.01 CPC CORPORATION
  • US8049050B2 patent drawing
  • US8049050B2 patent drawing
  • US8049050B2 patent drawing

AI summary

A method for synthesizing exo-tetrahydrodicyclopentadiene (exo-THDCPD) and adamantane is provided, including isomerization of an endo-tetrahydrodicyclopentadiene (endo-THDCPD) as a reaction feed with an acidic ionic liquid of aluminum trichloride in a pseudo-fixed bed ionic liquid reactor. Reactants float as a droplet from bottom to top of the pseudo-fixed bed reactor, and finally are discharged from a side tube. A mole fraction of aluminum trichloride in the acidic ionic liquid of aluminum trichloride is from 0.5 to 0.9, a feeding rate of the reaction feed is 0.1-10 g/min, and a temperature for the isomerization is between 25-120° C.