Alpha Olefin Fractionation via Isomerization Catalyst

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current alpha-olefin production processes, such as the Alpha-SABLIN process, face challenges in achieving high yields of pure or specification-compliant alpha-olefin fractions, particularly when producing 1-butene and 1-hexene, due to contamination with branched olefins like 2-ethyl-1-butene and 2-ethyl-1-hexene, which have close boiling points, leading to increased separation difficulties and costs.

Innovation Solution

A process involving primary and secondary fractionation steps, where an intermediate step converts 2-ethyl-1-olefins to cis/trans-3-methyl-2-olefins, allowing for easier separation and reducing the undesired conversion of 1-hexene, using a less acidic catalyst or water as a reaction moderator, to minimize product losses and improve yield.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If higher yields of alpha-olefins (40-70% by weight) are produced through oligomerization, then productivity increases, but manufacturing precision deteriorates due to increased contamination with branched olefins

Engineering Contradiction:
Improveyield of alpha-olefinsVSAvoidpurity of alpha-olefin fractions
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The fractionation process is divided into multiple stages: primary fractionation to separate alpha-olefins from the reaction mixture, intermediate isomerization to convert branched olefins, and secondary fractionation to achieve final purification. This segmented approach allows each stage to optimize for its specific function, enabling high overall yield while achieving specification-compliant purity.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

An intermediate isomerization step is introduced before the final fractionation stage. This preliminary action converts the problematic branched olefins (2-ethyl-1-butene, 2-ethyl-1-hexene) into their isomeric forms, which then can be more easily separated in the subsequent fractionation step, thereby improving final product purity without sacrificing yield.

Inventive Principle:
Principle #10Preliminary action

2Device complexity

If direct fractionation is used to separate alpha-olefins from branched olefins, then device complexity is reduced, but manufacturing precision deteriorates due to close boiling points of isomers

Engineering Contradiction:
Improvenumber of process stepsVSAvoidseparation efficiency
Core Design Contradiction:
Device complexityVSManufacturing precision

Solution Approach 1:

An intermediate isomerization step acts as a mediator between the crude reaction mixture and the final fractionation process. This intermediate treatment modifies the branched olefins into forms that are more amenable to separation, effectively bridging the gap between simple fractionation and the need for high purity separation of close-boiling isomers.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The process utilizes changes in chemical parameters (isomerization reactions) to transform the separation challenge. By converting branched olefins through isomerization, the physical properties (boiling point behavior) of the components are altered, making subsequent separation more efficient without requiring excessively complex fractionation systems.

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If conventional fractionation is used to separate close-boiling isomers, then operating costs increase due to multiple distillation stages, but manufacturing precision improves

Engineering Contradiction:
Improvepurity of alpha-olefin fractionsVSAvoidnumber of distillation stages
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The intermediate isomerization step performs a preliminary transformation of branched olefins before they enter the fractionation sequence. This pre-treatment simplifies the subsequent separation task by converting difficult-to-separate branched isomers into forms that can be more readily separated, thereby reducing the number of fractionation stages required while maintaining high purity.

Inventive Principle:
Principle #10Preliminary 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 approach significantly reduces product losses and operating costs by facilitating the separation of alpha-olefin fractions, achieving higher purity and yield with reduced conversion of 1-hexene, thereby meeting market specifications more effectively.

Implementation Method 1

in an intermediate step (3) between the primary fractionation (2) and the secondary fractionation (4), to which at least part of the primary fraction (C) is subjected, the one or more side compounds are at least partly converted to one or more secondary compounds

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

in a primary fractionation (2), a primary fraction (C) is formed using at least a part of the product mixture (B), and in a secondary fractionation (4), a secondary fraction is formed using at least a part of the primary fraction (C)

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentUS11993551B2Process and plant for producing alpha olefins
Publication Date: 2024.05.28 LINDE AG
  • US11993551B2 patent drawing
  • US11993551B2 patent drawing

AI summary

A process (100) for the production of linear alpha-olefins is proposed, wherein ethylene in a feed mixture is subjected to catalytic oligomerization (1) to obtain a product mixture containing alpha-olefins with different chain length and side compounds. In a primary fractionation (2), a primary fraction is formed using at least part of the product mixture, and in a secondary fractionation (4), a secondary fraction is formed using at least part of the primary fraction. The primary fractionation (2) and the secondary fractionation (4) are carried out such that the primary fraction and the secondary fraction predominantly contain one of the alpha-olefins and are low in or free of other alpha-olefins, that the primary fraction contains one or more of the side compounds, and that the secondary fraction is depleted relative to the primary fraction in the one or more side compounds. In an intermediate step (3) between the primary fractionation (2) and the secondary fractionation (4), to which at least part of the primary fraction is subjected, the one or more side compounds are at least partly converted to one or more secondary compounds, and the one or more secondary compounds are at least partly separated in the secondary fractionation (4). The intermediate step (3) is carried out in such a way that not more than 0.8% of the alpha-olefin predominantly contained in the primary fraction or the part thereof subjected to the intermediate step is reacted. The intermediate step is carried out using an alumina-based catalyst.