Hydrogenated Polymer Production via Silane and Metal Catalyst

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Solution Overview

Problem

The hydrogenation catalytic activity of titanocene compounds is variable due to difficulties in controlling the specific surface area of sodium hydride and the need for high titanium concentrations, leading to inefficient hydrogenation reactions in conjugated diene-based polymers.

Innovation Solution

A method involving the use of a silane compound with a silyl hydride bond and an organic metal compound, such as a Tebbe-type metallacycle compound, to hydrogenate carbon-carbon double bonds in conjugated diene-based polymers, reducing the need for decalcification and achieving high hydrogenation rates with low catalyst amounts.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If sodium hydride is used as a cocatalyst with titanocene compounds, then hydrogenation catalytic activity can be improved, but the specific surface area of sodium hydride cannot be controlled, leading to variable catalytic activity

Engineering Contradiction:
Improvehydrogenation catalytic activityVSAvoidspecific surface area control
Core Design Contradiction:
ReliabilityVSDifficulty of detecting and measuring

Solution Approach 1:

The patent introduces an organic aluminum compound as an intermediary substance that mediates between the titanocene catalyst and the polymer substrate. This intermediary facilitates the hydrogenation reaction without requiring direct control of sodium hydride's specific surface area, thereby stabilizing the catalytic activity while maintaining high efficiency.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If high titanium concentration is used in the hydrogenation catalyst system, then hydrogenation rate can be improved, but the amount of catalyst residue in the product increases

Engineering Contradiction:
Improvehydrogenation rateVSAvoidcatalyst residue
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The patent changes the concentration parameters of the catalyst system by using low concentrations of both titanocene compound and organic aluminum compound. This parameter adjustment maintains high hydrogenation efficiency while minimizing catalyst residues in the final product, resolving the contradiction between productivity and substance loss.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If conventional Ziegler-Natta catalysts are used for hydrogenation, then catalyst activity can be achieved, but catalyst residue removal operations are required

Engineering Contradiction:
Improvecatalyst activityVSAvoidcatalyst removal operation
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs a disposable catalyst system where the organic aluminum compound and titanocene compound are used in such low concentrations that their residues become negligible. This eliminates the need for complex catalyst removal operations while maintaining effective hydrogenation activity, effectively treating the catalyst as a consumable that degrades to harmless levels.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

4Ease of manufacture

If titanium-based catalysts are used to reduce catalyst residue, then removal operations become simpler, but the hydrogenation catalytic activity becomes variable

Engineering Contradiction:
Improvecatalyst removal operationVSAvoidhydrogenation catalytic activity
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent creates a composite catalyst system combining titanocene compound and organic aluminum compound in specific low concentrations. This composite approach leverages the advantages of both components: the titanium-based catalyst provides ease of removal while the organic aluminum compound stabilizes the catalytic activity, preventing variability and ensuring reliable hydrogenation performance.

Inventive Principle:
Principle #40Composite materials

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 method enables high hydrogenation rates of 95% or more without requiring decalcification, using a highly active hydrogenation catalyst system that produces hydrogenated polymers with minimal catalyst residues.

Implementation Method 1

hydrogenating a carbon-carbon double bond based on a conjugated diene structural unit of a polymer

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Implementation Method 2

As a hydrogenation catalyst on the occasion of hydrogenating a conjugated diene-based polymer, nickel-based or cobalt-based Ziegler-Natta catalysts and so on have hitherto been suitably used

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentUS10526435B2Method for manufacturing hydrogenated polymer
Publication Date: 2020.01.07 KURARAY CO LTD
  • US10526435B2 patent drawing
  • US10526435B2 patent drawing
  • US10526435B2 patent drawing

AI summary

[Problem]Provided is a method for producing an industrially advantageous hydrogenated polymer, whereby a high hydrogenation rate can be achieved by a small use amount therein at a level of not requiring a decalcification process of the catalyst.[Solution]A method for producing a hydrogenated polymer including hydrogenating, with a hydrogen molecule, a carbon-carbon double bond based on a conjugated diene structural unit of a polymer in which at least a part of a living polymer obtained by polymerizing a monomer containing one or more conjugated dienes using an organic alkali metal compound as a polymerization initiator is terminated by a hydrogen molecule, in the presence of a silane compound having at least one silyl hydride bond and an organic metal compound represented by the following general formula (I):wherein R1 to R10 are those as defined in the specification.