Continuous exo-THDCPD Preparation via Hydroisomerization

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Solution Overview

Problem

Current industrial processes for producing exo-tetrahydrodicyclopentadiene (exo-THDCPD) from endo-tetrahydrodicyclopentadiene (endo-THDCPD) are intermittent and plagued by the use of toxic and polluting catalysts like AlCl3, limiting continuous and stable production.

Innovation Solution

A continuous process involving a supported metal hydrogenation catalyst in a first reaction zone and a metal-modified molecular sieve catalyst in a second reaction zone for hydroisomerization, which enhances catalyst life and stability, allowing for a green and stable production of exo-THDCPD with high conversion and selectivity rates.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If AlCl3 catalyst is used for isomerization, then isomerization reaction can be carried out, but the process becomes intermittent with low output and serious pollution

Engineering Contradiction:
Improveoutput of exo-THDCPDVSAvoidpollution from AlCl3
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent changes the chemical state and properties of the catalyst from toxic AlCl3 to environmentally friendly molecular sieve catalysts with different metal modifications (Fe, Co, Ni, Cu, Zn, Mn, Cr). This parameter change in catalyst composition eliminates the harmful pollution while maintaining catalytic activity and enables continuous production operation.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses composite catalyst systems combining molecular sieve supports with metal modifications. These composite materials integrate the structural benefits of molecular sieves with the catalytic activity of metals, achieving high conversion rates and selectivity while enabling continuous operation without the pollution problems of AlCl3.

Inventive Principle:
Principle #40Composite materials

2Productivity

If ionic liquid catalyst is used for isomerization, then catalysis can be achieved, but the preparation process becomes complex and cost increases

Engineering Contradiction:
Improvecatalysis efficiencyVSAvoidpreparation process complexity
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent replaces expensive and complex ionic liquid catalysts with more economical molecular sieve-based catalysts. These catalysts can be prepared through simpler procedures using readily available materials, reducing both preparation complexity and cost while maintaining effective catalytic performance for the isomerization reaction.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Solution Approach 2:

The patent segments the catalyst design into a molecular sieve support structure with metal modification, separating the structural function (molecular sieve) from the catalytic function (metal). This segmentation allows for simpler preparation compared to ionic liquids while maintaining catalytic efficiency.

Inventive Principle:
Principle #1Segmentation

3Manufacturing precision

If molecular sieve catalyst is used for isomerization, then conversion rate can be improved, but catalyst life and continuous production capability are not proven

Engineering Contradiction:
Improveconversion rateVSAvoidcatalyst life
Core Design Contradiction:
Manufacturing precisionVSReliability

Solution Approach 1:

The patent demonstrates continuous production capability by operating the isomerization process continuously for extended periods (over 2000 hours) using the metal-modified molecular sieve catalyst. The catalyst maintains stable performance throughout continuous operation, proving both its longevity and reliability for industrial application.

Inventive Principle:
Principle #20Continuity of useful action

Solution Approach 2:

The patent optimizes catalyst parameters including metal type, metal loading amount, and molecular sieve structure to achieve the desired balance between high conversion rate and long catalyst life. By adjusting these parameters, the catalyst maintains high activity and stability over extended continuous operation periods.

Inventive Principle:
Principle #35Parameter changes

4Productivity

If conventional hydrogenation catalyst is used, then hydrogenation can be completed, but isomerization process cannot be carried out continuously

Engineering Contradiction:
Improvehydrogenation efficiencyVSAvoidcontinuous operation capability
Core Design Contradiction:
ProductivityVSEase of operation

Solution Approach 1:

The patent develops a dual-functional catalyst system where metal-modified molecular sieves can perform both hydrogenation and isomerization functions. This multi-functionality allows the process to proceed continuously through both reaction steps without requiring separate catalyst systems, enabling continuous production operation.

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

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 achieves a conversion rate greater than 86% and selectivity greater than 94%, enabling continuous operation for over 2000 hours with improved catalyst longevity and reduced environmental impact.

Implementation Method 1

passing endo-THDCPD and hydrogen gas successively through a first reaction zone filled with a hydrogenation protectant

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 2

a second reaction zone filled with an isomerization catalyst to perform a hydroisomerization reaction so as to obtain exo-THDCPD

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 3

the isomerization catalyst is a metal-modified molecular sieve catalyst

Methodology Applied
Scientific EffectMolecular Sieve: Molecular Sieve

Data Source

PatentUS20240294445A1Continuous process for the preparation of exo-tetrahydrodicyclopentadiene
Publication Date: 2024.09.05 CHINA PETROLEUM & CHEMICAL CORP
  • US20240294445A1 patent drawing

AI summary

A continuous process for preparing exo-THDCPD by isomerization of endo-THDCPD includes the step of passing endo-THDCPD and hydrogen gas successively through a first reaction zone filled with a hydrogenation protectant and a second reaction zone filled with an isomerization catalyst to perform a hydroisomerization reaction so as to obtain exo-THDCPD, wherein the hydrogenation protectant is a supported metal hydrogenation catalyst, and the isomerization catalyst is a metal-modified molecular sieve catalyst. The process converts endo-THDCPD to exo-THDCPD, with a conversion of greater than 86% and a target product selectivity of greater than 94%.