Olefin Composition Isomer Control via Chromium Catalyst

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Solution Overview

Problem

There is a demand for compositions containing decene isomers, particularly those with high 1-decene content, but many applications do not require a high 1-decene feedstock, and there is a need for sources providing mixtures of decene isomers for various uses.

Innovation Solution

A composition comprising at least 76 mol % C10 monoolefins, including specific percentages of 2-butyl-1-hexene, 3-propyl-1-heptene, 4-ethyl-1-octene, and 5-methyl-1-nonene, produced through an ethylene oligomerization process using a catalyst system with a chromium containing compound, a heteroatomic ligand, and an alkylaluminum compound, followed by isolation and potential further purification.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If commercial 1-decene production is optimized for high 1-decene content, then the purity of 1-decene is improved, but the versatility for different applications is worsened because many applications do not require high 1-decene content and can utilize decene isomer mixtures

Engineering Contradiction:
Improve1-decene content purityVSAvoidapplicability to different uses
Core Design Contradiction:
Manufacturing precisionVSAdaptability or versatility

Solution Approach 1:

The patent produces different decene isomer compositions with specific local quality characteristics (different isomer ratios) tailored to different application requirements. By controlling the oligomerization process to produce specific isomer distributions, the composition can be optimized for particular uses without requiring high 1-decene purity for all applications.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent utilizes parameter changes in the oligomerization process (catalyst system composition, reaction conditions) to control the distribution of decene isomers. By adjusting these parameters, the process can produce compositions with varying isomer content to match different application needs, rather than always producing high 1-decene content.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If the ethylene oligomerization process is designed to produce specific decene isomer ratios, then the composition suitability for particular applications is improved, but the process complexity is worsened due to the need for specific catalyst systems and controlled reaction conditions

Engineering Contradiction:
Improvecomposition suitability for applicationsVSAvoidcatalyst system and process complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent employs a universal chromium-based catalyst system that can produce different decene isomer compositions by adjusting reaction parameters rather than requiring separate specialized catalysts for each composition type. This multi-functional catalyst system reduces overall process complexity while maintaining versatility.

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

Solution Approach 2:

The patent achieves different decene isomer compositions by changing process parameters (temperature, pressure, catalyst ratios, reaction time) rather than changing the fundamental catalyst system. This approach to parameter optimization allows flexible composition control without proportionally increasing process complexity.

Inventive Principle:
Principle #35Parameter changes

3Adaptability or versatility

If decene isomer mixtures are produced through ethylene oligomerization, then the need for high 1-decene content is eliminated, but the manufacturing precision of specific isomer ratios is worsened due to the complexity of controlling multiple isomer formations

Engineering Contradiction:
Improveutilization in various applicationsVSAvoidcontrol of isomer ratios
Core Design Contradiction:
Adaptability or versatilityVSManufacturing precision

Solution Approach 1:

The patent employs process monitoring and control mechanisms to track the formation of different decene isomers during oligomerization. By implementing feedback control on reaction parameters, the process can adjust conditions to achieve target isomer ratios, improving manufacturing precision of the mixture composition.

Inventive Principle:
Principle #23Feedback

Solution Approach 2:

The patent uses specific catalyst components and modifiers as intermediaries to control the oligomerization pathway and influence isomer distribution. These intermediary substances help steer the reaction toward desired isomer ratios without requiring direct control of each individual isomer formation pathway.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 effectively produces compositions with the desired decene isomer ratios, addressing the need for decene isomer mixtures suitable for various applications by optimizing the ethylene oligomerization process to achieve specific monoolefin concentrations.

Implementation Method 1

contacting 1) ethylene, 2) a catalyst system comprising i) a chromium containing compound, ii) a heteroatomic ligand, and iii) an alkylaluminum compound, and 3) optionally a reaction system diluent, b) forming an oligomer product comprising 1-hexene and/or 1-octene in a reaction system

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS10435336B2Olefin compositions
Publication Date: 2019.10.08 CHEVRON PHILLIPS CHEMICAL COMPANY LP
  • US10435336B2 patent drawing
  • US10435336B2 patent drawing
  • US10435336B2 patent drawing

AI summary

A composition comprising: a) at least 76 mol % C10 monoolefins, the C10 monoolefins comprising i) at least 3 mol % 2-butyl-1-hexene, ii) at least 8 mol % 3-propyl-1-heptene, iii) at least 6 mol % 4-ethyl-1-octene, and iv) at least 20 mol % 5-methyl-1-nonene; and b) at least 1 mol % C14 monoolefins. A composition comprising at least 95 mol % C10 monoolefins, the C10 monoolefins comprising i) at least 3 mol % 2-butyl-1-hexene, ii) at least 10 mol % 3-propyl-1-heptene, iii) at least 7 mol % 4-ethyl-1-octene, and iv) at least 24 mol % 5-methyl-1-nonene. Processes to prepare a composition comprising at least 76 mol % C10 monoolefins and at least 1 mol % C14 monoolefins, or a composition comprising at least 95 mol % C10 monoolefins, where the C10 monoolefins comprise i) at least 3 mol % 2-butyl-1-hexene, ii) at least 10 mol % 3-propyl-1-heptene, iii) at least 7 mol % 4-ethyl-1-octene, and iv) at least 24 mol % 5-methyl-1-nonene.