Cyclic Olefin Resin Composition for Heat Resistance and Low Dielectric Loss

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Solution Overview

Problem

The dielectric properties of crosslinked cyclic olefin-based copolymers are deteriorated by polar compounds from initiators and oxidation degradation during processing, leading to reduced performance in high-temperature applications.

Innovation Solution

A cyclic olefin-based resin composition combining a specific azo compound, hindered phenol compound, and cyclic olefin copolymer with controlled iodine value and molecular weight, which suppresses the formation of polar compounds and oxidation, maintaining excellent dielectric properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If a cyclic olefin-based copolymer with a crosslinkable group is used for crosslinking, then heat resistance and mechanical properties are improved, but dielectric properties are deteriorated by polar compounds from initiator decomposition

Engineering Contradiction:
Improveheat resistanceVSAvoiddielectric properties
Core Design Contradiction:
TemperatureVSReliability

Solution Approach 1:

The patent changes the chemical composition parameters of the initiator system by selecting specific non-polar initiators (azobisisobutyronitrile, 2,2'-azobis(2-methylpropionitrile), or 2,2'-azobis(2,4-dimethylvaleronitrile)) and controlling their content (0.1-10 parts by mass per 100 parts by mass of copolymer). This parameter optimization minimizes polar decomposition residues while maintaining effective crosslinking, thus preserving dielectric properties while achieving heat resistance.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite material system combining the cyclic olefin-based copolymer with specific non-polar initiators and optional polar compound scavengers. This composite approach allows the crosslinked network to provide heat resistance while the carefully selected components minimize dielectric property deterioration, achieving both requirements simultaneously.

Inventive Principle:
Principle #40Composite materials

2Productivity

If the crosslinked body is exposed to high temperature during processing, then crosslinking is promoted, but dielectric properties are deteriorated due to oxidation degradation

Engineering Contradiction:
Improvecrosslinking efficiencyVSAvoiddielectric properties
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent converts the harmful effect of high-temperature oxidation into a beneficial process by adding polar compound scavengers that specifically capture oxidation degradation products. The oxidation that would normally degrade dielectric properties is instead harnessed to drive crosslinking, while the scavengers remove the harmful polar byproducts, transforming a detrimental effect into a useful one.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The polar compound scavenger acts as an intermediary substance that mediates between the crosslinking process and dielectric property preservation. It intercepts polar compounds generated during high-temperature crosslinking, preventing them from degrading the dielectric properties while allowing the crosslinking reaction to proceed efficiently.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Ease of manufacture

If conventional initiators are used for crosslinking, then crosslinking reaction proceeds, but polar decomposition residues remain and deteriorate dielectric properties

Engineering Contradiction:
Improvecrosslinking processabilityVSAvoiddielectric properties
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent optimizes the chemical structure parameters of the initiator by selecting azo compounds with specific molecular structures (azobisisobutyronitrile, 2,2'-azobis(2-methylpropionitrile), or 2,2'-azobis(2,4-dimethylvaleronitrile)). These structural parameters ensure complete decomposition without leaving polar residues, while maintaining effective crosslinking reactivity and processability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses initiators that are completely consumed during the crosslinking process, leaving no persistent harmful residues. The initiators serve their purpose of generating radicals for crosslinking and then decompose fully into non-polar or volatile products, effectively sacrificing themselves to achieve the crosslinked structure without compromising dielectric properties.

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

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 composition achieves compatibility between heat resistance and dielectric properties, suitable for high-frequency applications with improved stability and reduced dielectric loss.

Implementation Method 1

an azo compound (B) which has an azo group in a molecule

Methodology Applied
Scientific EffectFree radical polymerization: Photopolymerisation

Implementation Method 2

there is a problem that the dielectric properties are deteriorated due to oxidation degradation of the cyclic olefin-based copolymer

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentUS20250215125A1Cyclic olefin-based resin composition, varnish, crosslinked body, film, sheet, circuit board, electronic apparatus, and prepreg
Publication Date: 2025.07.03 MITSUI CHEMICALS INC
  • US20250215125A1 patent drawing
  • US20250215125A1 patent drawing
  • US20250215125A1 patent drawing

AI summary

A cyclic olefin-based resin composition contains a cyclic olefin-based copolymer (A), an azo compound (B) which has an azo group in a molecule and includes no heteroatom other than a nitrogen atom constituting the azo group, and a hindered phenol compound (C), in which an iodine value of the cyclic olefin-based copolymer (A) is in a range of equal to or more than 20 g/100 g and equal to or less than 120 g/100 g, and a number-average molecular weight Mn of the cyclic olefin-based copolymer (A) is in a range of equal to or more than 3,000 and equal to or less than 30,000.