Continuous Tri-Cyclopentadiene Production Process

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Solution Overview

Problem

The production of tri-cyclopentadiene is currently limited by a batch process that results in variations in product quality and requires significant plant downtime for batch switching and equipment cleaning.

Innovation Solution

A process involving feeding a hydrocarbon feed comprising cyclopentadiene and di-cyclopentadiene into a reaction zone, subjecting it to reaction conditions to produce tri-cyclopentadiene, and separating a recycle stream to be fed back into the reaction zone, thereby improving efficiency and reducing variations in product quality.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If a batch process is used to produce tri-cyclopentadiene, then product quality can be controlled, but plant downtime increases and productivity decreases

Engineering Contradiction:
Improveproduct quality consistencyVSAvoidproduction efficiency
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The patent implements a continuous flow reaction process that eliminates batch switching and equipment cleaning downtime. The continuous process maintains steady-state operation with consistent product quality while significantly improving productivity compared to batch processing.

Inventive Principle:
Principle #20Continuity of useful action

Solution Approach 2:

The patent incorporates feedback mechanisms through product quality monitoring and recycle stream integration. Unreacted reactants and intermediates are separated and recycled back to the reaction zone, maintaining consistent product composition and quality while improving overall efficiency.

Inventive Principle:
Principle #23Feedback

2Ease of manufacture

If a batch process is used for tri-cyclopentadiene production, then equipment can be cleaned between batches, but significant plant downtime is required

Engineering Contradiction:
Improveequipment maintenance capabilityVSAvoidplant downtime
Core Design Contradiction:
Ease of manufactureVSLoss of time

Solution Approach 1:

The continuous flow process allows equipment to operate without interruption, eliminating the need for periodic cleaning downtime. Materials flow continuously through the reaction zone, and waste streams are managed continuously, removing the trade-off between maintenance capability and production time.

Inventive Principle:
Principle #20Continuity of useful action

Solution Approach 2:

The patent separates and recovers unreacted reactants and intermediates from the product stream, recycling them back to the reaction zone. This recovery mechanism eliminates the need for complete equipment cleaning between batches, as materials are continuously managed and reused.

Inventive Principle:
Principle #34Discarding and recovering

3Adaptability or versatility

If batch switching is performed, then different products can be produced, but equipment cleaning is required

Engineering Contradiction:
Improveproduct switching capabilityVSAvoidequipment operation complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The continuous flow reactor system is designed to handle multiple products and feedstocks through a single integrated process. The system can switch between different reactions by adjusting parameters rather than requiring physical reconfiguration or cleaning, reducing operational complexity while maintaining versatility.

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

This process enables the production of tri-cyclopentadiene with improved consistency and reduced downtime, facilitating the production of a unique mixture of tri-cyclopentadiene isomers.

Implementation Method 1

subjecting the hydrocarbon feed to reaction conditions sufficient to effect reaction between the cyclopentadiene and the di-cyclopentadiene within the reaction zone to produce an effluent that can include residual cyclopentadiene, residual di-cyclopentadiene, tri-cyclopentadiene, and tetra-cyclopentadiene

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Implementation Method 2

separating from the effluent a recycle stream that can include residual cyclopentadiene and residual di-cyclopentadiene and a first product stream that can include residual di-cyclopentadiene, tri-cyclopentadiene, and tetra-cyclopentadiene

Methodology Applied
Scientific EffectSeparation: Distillation

Data Source

PatentUS20250115537A1Compositions Containing Tri-Cyclopentadiene and Processes for Making Same
Publication Date: 2025.04.10 EXXONMOBIL CHEMICAL PATENTS INC
  • US20250115537A1 patent drawing
  • US20250115537A1 patent drawing
  • US20250115537A1 patent drawing

AI summary

Compositions containing tri-cyclopentadiene and processes for making same. In some embodiments, the composition can include 1 wt % to 6 wt % of TCPD-7; 5 wt % to 25 wt % of TCPD-3; 15 wt % to 30 wt % of TCPD-5; and 55 wt % to 75 wt % of TCPD-1, where all wt % values are based on the combined weight of TCPD-7, TCPD-3, TCPD-5, and TCPD-1 in the composition. In some embodiments, the composition can further include di-cyclopentadiene. In other embodiments, the composition can further include di-cyclopentadiene, tetra-cyclopentadiene, and optionally one or more oligomers heavier than tetra-cyclopentadiene. In some embodiments, the composition can be made via a continuous process.