Hydrogenated Syndiotactic Dicyclopentadiene Polymer Heat Resistance

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Solution Overview

Problem

Hydrogenated syndiotactic crystalline dicyclopentadiene ring-opening polymers exhibit insufficient heat resistance and industrial producibility due to low melting points and solubility issues, limiting their applications.

Innovation Solution

A dicyclopentadiene ring-opening polymer is synthesized using a tungsten compound-based catalyst, allowing for hydrogenation to achieve a high melting point of 280°C or higher and syndiotacticity greater than 90%, enabling improved heat resistance and industrial scalability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If a hydrogenated ring-opening polymer of dicyclopentadiene is produced with an atactic structure, then the polymer can be obtained easily, but it exhibits insufficient heat resistance and mechanical strength

Engineering Contradiction:
Improveease of productionVSAvoidheat resistance
Core Design Contradiction:
Ease of manufactureVSTemperature

Solution Approach 1:

The patent applies parameter changes by modifying the polymerization conditions and catalyst system to control the tacticity of the polymer. By adjusting parameters such as catalyst type, temperature, and solvent, the patent achieves syndiotactic structure with high heat resistance while maintaining reasonable ease of production.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality by creating a specific syndiotactic structure at the molecular level while maintaining overall polymer processability. The syndiotactic arrangement of hydrogen atoms provides localized crystallinity that enhances heat resistance and mechanical strength without compromising the bulk material's workability.

Inventive Principle:
Principle #3Local quality

2Temperature

If a syndiotactic crystalline structure is introduced to improve heat resistance, then melting point increases, but solubility and processability deteriorate

Engineering Contradiction:
Improvemelting pointVSAvoidsolubility and processability
Core Design Contradiction:
TemperatureVSEase of operation

Solution Approach 1:

The patent uses parameter changes to optimize the balance between crystallinity and solubility. By controlling polymerization temperature, catalyst selection, and molecular weight distribution, the patent achieves a syndiotactic structure with melting point of 160-200°C that maintains adequate solubility in common solvents for processing.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent applies partial action by introducing syndiotactic regularity to a sufficient extent to achieve desired heat resistance, but not to the maximum extent that would completely eliminate solubility. This partial syndiotactic arrangement provides the necessary thermal performance while retaining processability.

Inventive Principle:
Principle #16Partial or excessive action

3Stability of the object's composition

If cis-syndio regularity is achieved using group 6 transition metal catalysts, then solution stability improves, but melting point remains below 260°C limiting heat resistance

Engineering Contradiction:
Improvesolution stabilityVSAvoidmelting point
Core Design Contradiction:
Stability of the object's compositionVSTemperature

Solution Approach 1:

The patent applies parameter changes by optimizing the catalyst system and polymerization conditions to achieve a specific syndiotactic structure that simultaneously improves solution stability and raises melting point to 160-200°C, exceeding the performance of conventional catalysts.

Inventive Principle:
Principle #35Parameter changes

4Temperature

If cis-iso regularity is achieved using group 4 to 6 transition metal catalysts, then high melting point of about 295°C is obtained, but the polymer becomes insoluble in hydrocarbon solvents at room temperature

Engineering Contradiction:
Improvemelting pointVSAvoidsolubility
Core Design Contradiction:
TemperatureVSEase of operation

Solution Approach 1:

The patent applies asymmetry by selecting the syndiotactic structure (alternating arrangement) rather than the isotactic structure (uniform arrangement), which provides different solubility characteristics. The syndiotactic configuration maintains solubility in hydrocarbon solvents while achieving sufficient heat resistance through crystallinity.

Inventive Principle:
Principle #4Asymmetry

Solution Approach 2:

The patent uses parameter changes to achieve the optimal balance between melting point and solubility by controlling the syndiotactic content and molecular weight, resulting in a polymer with melting point of 160-200°C that remains soluble in hydrocarbon solvents for processing.

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

The resulting polymer demonstrates excellent heat resistance, processability, and stability, making it suitable for various applications including optical and thermal materials.

Implementation Method 1

A dicyclopentadiene ring-opening polymer is synthesized using a tungsten compound-based catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

allowing for hydrogenation to achieve a high melting point of 280°C or higher and syndiotacticity greater than 90%

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentEP3269750B1Syndiotactic crystalline dicyclopentadiene ring-opening polymer hydride
Publication Date: 2023.10.18 ZEON CORP
  • EP3269750B1 patent drawing
  • EP3269750B1 patent drawing
  • EP3269750B1 patent drawing

AI summary

The present invention is a hydrogenated syndiotactic crystalline dicyclopentadiene ring-opening polymer having a melting point of 280°C or higher and a syndiotacticity of higher than 90%, and a syndiotactic dicyclopentadiene ring-opening polymer, and a method for producing the syndiotactic dicyclopentadiene ring-opening polymer, and a method for producing the hydrogenated syndiotactic crystalline dicyclopentadiene ring-opening polymer, and a formed article, and a method for producing the formed article. One aspect of the invention provides a hydrogenated syndiotactic crystalline dicyclopentadiene ring-opening polymer having a high melting point of 280°C or higher, and a syndiotacticity of higher than 90%.