Unsaturated Polyalpha-Olefin Materials via Metallocene Catalyst

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Solution Overview

Problem

There is a need for unsaturated polyalpha-olefin (PAO) materials that can serve as intermediates for making functionalized PAOs with varying molecular weights and reactivities, as existing methods do not efficiently produce PAOs with desired functional groups and molecular distributions.

Innovation Solution

A mixture of vinylidene, 1,2-di-substituted vinylene, and tri-substituted vinylene olefins with specific isotacticity, molecular weight, and viscosity ranges is produced using a metallocene-compound-based catalyst system, allowing for the creation of PAO materials with differing functional derivatives for multiple uses.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If uPAO is used as intermediate for functionalization, then reactivity is improved, but oxidation stability deteriorates

Engineering Contradiction:
ImprovereactivityVSAvoidoxidation stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent applies parameter changes by precisely controlling the olefin composition ratios (vinylidene: 3-80 mol%, 1,2-di-substituted vinylene: 10-70 mol%, tri-substituted vinylene: 5-60 mol%) and molecular weight parameters (Mn: 100-10,000, PDI: 1.0-2.0) to optimize the balance between reactivity and oxidation stability. This allows the material to serve as an effective functionalization intermediate while maintaining acceptable stability.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If hydrogenation is performed to saturate C=C bonds, then oxidation stability is improved, but reactivity deteriorates

Engineering Contradiction:
Improveoxidation stabilityVSAvoidreactivity
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent applies partial action by maintaining a controlled amount of unsaturation rather than complete saturation. The specified olefin content ranges (vinylidene: 3-80 mol%, 1,2-di-substituted vinylene: 10-70 mol%, tri-substituted vinylene: 5-60 mol%) represent partial hydrogenation or controlled oligomerization that retains sufficient C=C bonds for functionalization while providing adequate oxidation stability for practical use.

Inventive Principle:
Principle #16Partial or excessive action

3Productivity

If vinylidenes and tri-substituted vinylenes are used, then reactivity with functionalization agents is improved, but control over molecular weight distribution deteriorates

Engineering Contradiction:
ImprovereactivityVSAvoidmolecular weight distribution control
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent applies parameter changes by specifying precise molecular weight parameters (number-average molecular weight Mn: 100-10,000 and polydispersity index PDI: 1.0-2.0) in combination with controlled olefin composition. This demonstrates that through careful control of oligomerization conditions and catalyst selection, both high reactivity and good molecular weight distribution control can be achieved simultaneously.

Inventive Principle:
Principle #35Parameter changes

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 enables the production of PAO materials with tailored properties, enhancing their reactivity and suitability for various applications by controlling the concentration and distribution of olefins, thereby facilitating the introduction of specific functional groups.

Implementation Method 1

U.S. Pat. No. 8,748,361 B2 discloses a mixture comprising unsaturated polyalpha-olefin ('uPAO') material made from, e.g., oligomerization of alpha-olefins in the presence of metallocene catalysts

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

In U.S. Pat. No. 8,748,361 B2, mixtures of the uPAOs produced from the polymerization step were subsequently hydrogenated by hydrogen using a hydrogenation catalyst

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentUS10351488B2Unsaturated polyalpha-olefin materials
Publication Date: 2019.07.16 EXXONMOBIL CHEMICAL PATENTS INC
  • US10351488B2 patent drawing
  • US10351488B2 patent drawing
  • US10351488B2 patent drawing

AI summary

Unsaturated polyalpha-olefin (uPAO) materials comprising a mixture of vinylidene olefins, 1,2-di-substituted vinylene olefins, and tri-substituted vinylene olefins. The unsaturated PAO material can be made from alpha-olefin monomer(s) in the presence of a metallocene-compound-based catalyst system. The unsaturated PAO material can be used as intermediate material for making PAO materials having functional groups.