Isoolefin Dimerization via Catalytic Distillation

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Solution Overview

Problem

Existing dimerization and etherification processes for isoolefins face challenges such as catalyst deactivation, formation of undesirable byproducts, and high separation costs due to impurities and additives, which reduce yield and increase operational costs.

Innovation Solution

A process involving a series of fixed bed reactors and a catalytic distillation reactor system, using a sequence of catalysts to selectively dimerize and etherify isoolefins, with oxygenates acting as both selectivators and reactants, allowing for flexible production between dimerization and etherification modes without intermediate separations.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional dimerization processes use additives (selectivators) to promote dimer selectivity, then dimer selectivity is improved, but catalyst deactivation occurs and separation complexity increases

Engineering Contradiction:
Improvedimer selectivityVSAvoidseparation process complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent removes the need for external additives (selectivators) by using the oxygenate reactant itself to perform the dual function of both reacting with isobutylene to form ether products and simultaneously suppressing unwanted dimerization side reactions. This extraction of the additive function from a separate chemical agent and integration into the main reactant stream simplifies the process by eliminating catalyst deactivation issues and reducing separation complexity.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The oxygenate serves multiple functions simultaneously: it acts as a reactant to form ether products, functions as a selectivator to suppress unwanted dimerization reactions, and provides a mechanism for in-situ catalyst regeneration. This multi-functionality eliminates the need for separate additive streams and simplifies the overall process configuration.

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

2Manufacturing precision

If conventional dimerization processes use additives (selectivators) to promote dimer selectivity, then dimer selectivity is improved, but operational costs increase due to catalyst replacement and regeneration

Engineering Contradiction:
Improvedimer selectivityVSAvoidoperational cost
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The oxygenate reactant performs the selectivator function automatically as part of the main reaction process, eliminating the need for separate additive dosing systems and reducing operational complexity. The process self-regulates selectivity through the inherent reactivity of the oxygenate with isobutylene, reducing catalyst deactivation and minimizing maintenance costs.

Inventive Principle:
Principle #25Self-service

3Manufacturing precision

If conventional processes require intermediate separations between dimerization and etherification, then product purity is improved, but process complexity and operational costs increase

Engineering Contradiction:
Improveproduct purityVSAvoidprocess complexity
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent combines the dimerization and etherification reactions into a single integrated process step where both reactions occur simultaneously in the same reactor system. The oxygenate reacts with isobutylene to form ether products while suppressing unwanted dimerization, eliminating the need for intermediate separation units and reducing overall process complexity.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The oxygenate acts as an intermediary substance that mediates between the competing dimerization and etherification reactions. By controlling the oxygenate-to-isobutylene ratio, the process selectively directs the reaction pathway toward ether formation while suppressing dimerization, achieving product purity without intermediate separations.

Inventive Principle:
Principle #24Intermediary (Mediator)

4Stability of the object's composition

If conventional dimerization processes operate in fixed modes, then process stability is improved, but flexibility to meet varying fuel blending requirements decreases

Engineering Contradiction:
Improveprocess stabilityVSAvoidproduction flexibility
Core Design Contradiction:
Stability of the object's compositionVSAdaptability or versatility

Solution Approach 1:

The patent implements a dynamic process where the oxygenate-to-isobutylene ratio can be adjusted in real-time to meet varying fuel blending requirements. By changing this ratio, the process can flexibly shift between producing higher ether content products for oxygenate-blended fuels and lower ether content products for other applications, while maintaining process stability through controlled reaction conditions.

Inventive Principle:
Principle #15Dynamics

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 approach enhances catalyst productivity, reduces the need for intermediate separations, minimizes the formation of undesirable byproducts, and maintains high isobutylene conversion, thereby improving yield and reducing operational costs while allowing for flexible reaction modes.

Implementation Method 1

Dimerization reactions involve contacting an olefin with a catalyst in order to produce a longer chain molecule

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

the smaller olefin molecules may be etherified so as to increase the oxygen content of the molecule

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 3

separating the dimers of the isoolefins from unreacted oxygenates and unreacted C4s

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentUS20210395178A1Selective dimerization and etherification of isobutylene via catalytic distillation
Publication Date: 2021.12.23 LUMMUS TECHNOLOGY INC
  • US20210395178A1 patent drawing
  • US20210395178A1 patent drawing
  • US20210395178A1 patent drawing

AI summary

A process for the selective dimerization and etherification of isoolefins, including feeding a mixed C4 stream and an oxygenate stream to a first fixed bed reactor containing a first catalyst, producing a first reactor effluent comprising dimers of the isoolefin, unreacted C4s, and unreacted oxygenates. Feeding the first reactor effluent directly to a second fixed bed reactor containing a second catalyst, producing a second reactor effluent containing dimers of the isoolefin, unreacted C4s, and unreacted oxygenates. Feeding the second reactor effluent to a catalytic distillation reactor system containing a third catalyst. Concurrently in the catalyst distillation reactor system reacting unreacted C4s in the presence of the third catalyst to form additional dimers of the isoolefin and/or ethers, and separating the dimers of the isoolefins from unreacted oxygenates and unreacted C4s.