Deactivating Chromium Catalyst By-Product with Beta-Diketone

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Solution Overview

Problem

Current oligomerization processes for producing olefins, such as 1-hexene, face challenges in efficiency and capacity, particularly in separating and managing chromium-containing compounds and beta-diketones, which affects the oxidation state and pyrophoricity of chromium, impacting the production yield and safety.

Innovation Solution

A process involving contacting an olefin with a catalyst system, including a chromium compound, and subsequently with a beta-diketone under specific conditions to alter the chromium's oxidation state, while separating components using vessels like columns or flash vessels to manage the reaction system effluent effectively.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If chromium compound is used as catalyst in oligomerization process, then catalytic activity and product yield are improved, but pyrophoricity and safety hazards increase

Engineering Contradiction:
Improveoligomerization product yieldVSAvoidpyrophoricity of chromium
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The harmful chromium species is extracted from the reaction mixture by contacting with beta-diketone, which selectively binds to chromium to form non-pyrophoric complexes. This separates the harmful component from the productive system while maintaining catalysis benefits.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The pyrophoric chromium byproduct is converted into a beneficial state by reacting it with beta-diketone to form stable, non-pyrophoric chromium complexes. The harmful property is transformed into a safe, separable form that can be easily removed from the system.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

2Reliability

If separation processes are implemented to manage chromium compounds, then safety and product purity are improved, but process complexity and equipment requirements increase

Engineering Contradiction:
Improveprocess safetyVSAvoidseparation equipment requirements
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

Beta-diketone acts as an intermediary reagent that facilitates the separation of chromium from the oligomerization mixture. It mediates the interaction between chromium and separation equipment by forming complexes with specific properties that enable easy removal through standard separation techniques.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The chemical properties of chromium are changed by reacting with beta-diketone, altering its solubility, polarity, and reactivity parameters. This transformation enables separation using conventional equipment without requiring complex specialized systems.

Inventive Principle:
Principle #35Parameter changes

3Object-affected harmful factors

If beta-diketone is added to deactivate chromium, then pyrophoricity is reduced, but additional separation steps and process time are required

Engineering Contradiction:
Improvepyrophoricity reductionVSAvoidseparation process time
Core Design Contradiction:
Object-affected harmful factorsVSLoss of time

Solution Approach 1:

Beta-diketone is introduced during or immediately after the oligomerization reaction to preemptively deactivate any pyrophoric chromium species before they can pose safety risks. This preliminary deactivation prevents potential hazards rather than addressing them after formation.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The beta-diketone treatment is integrated into the continuous flow process, allowing deactivation and separation to occur in-line without interrupting the overall production flow. The useful action of safety enhancement continues throughout the process without significant time loss.

Inventive Principle:
Principle #20Continuity of useful action

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 enhances the production of oligomers by controlling the chromium's oxidation state, reducing pyrophoricity, and improving separation efficiency, thereby increasing yield and safety in olefin oligomerization.

Implementation Method 1

contacting the chromium containing compound with a beta-diketone at conditions capable of changing an oxidation state of chromium

Methodology Applied
Scientific EffectOxidation state change: Redox Reactions

Implementation Method 2

separating light boiling components from heavier boiling components present in the reaction system effluent within a first vessel to form a first vessel overhead stream and a first vessel bottoms stream

Methodology Applied
Scientific EffectDistillation: Distillation

Implementation Method 3

The first vessel comprises a flash vessel

Methodology Applied
Scientific EffectFlash evaporation: Flash Evaporation

Data Source

PatentUS9505675B2Deactivation of a process by-product
Publication Date: 2016.11.29 CHEVRON PHILLIPS CHEMICAL COMPANY LP
  • US9505675B2 patent drawing
  • US9505675B2 patent drawing
  • US9505675B2 patent drawing

AI summary

Processes of forming oligomers are described herein. The processes generally include contacting an olefin and a catalyst system to form an oligomerization product at oligomerization conditions, wherein a reaction system effluent includes components selected from the oligomerization product, a chromium containing compound, or combinations thereof; and contacting the chromium containing compound with a beta-diketone at conditions capable of changing an oxidation state of chromium.