FFKM Crosslinking with Fluorinated Imide for Heat Resistance

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Solution Overview

Problem

Rubbers derived from crosslinking FFKM lack satisfactory short-term and long-term heat resistance, despite existing methods aimed at improving these properties.

Innovation Solution

A fluorine-containing compound represented by a specific formula is introduced into the monomer constituent unit of FFKM, resulting in a cross-linked fluorine-containing copolymer with excellent short-term and long-term heat resistance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If existing crosslinking methods (peroxide, bismaleimide, nitrile group trimerization, bisaminophenol) are used to improve heat resistance of FFKM, then short-term or long-term heat resistance is partially improved, but both short-term and long-term heat resistance simultaneously remain unsatisfactory

Engineering Contradiction:
Improveheat resistanceVSAvoidsimultaneous short-term and long-term heat resistance performance
Core Design Contradiction:
TemperatureVSReliability

Solution Approach 1:

The patent changes the chemical structure parameters of the crosslinking agent by introducing a fluorinated imide group with specific molecular weight (6-12 fluorine atoms). This structural parameter change enables the crosslinked FFKM to achieve both excellent short-term heat resistance (maintaining mechanical properties at 300°C) and long-term heat resistance (stability after aging), resolving the contradiction between these two heat resistance aspects.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite crosslinked structure by combining FFKM base polymer with fluorinated imide crosslinking agents. This composite material system integrates the heat resistance of FFKM with the thermal stability of the fluorinated imide group, achieving simultaneous improvement in both short-term and long-term heat resistance that neither component could achieve alone.

Inventive Principle:
Principle #40Composite materials

2Strength

If crosslinking density is increased to improve high-temperature mechanical properties, then storage modulus and deformation resistance improve, but processing difficulty and crosslinking control become more challenging

Engineering Contradiction:
Improvehigh-temperature mechanical propertiesVSAvoidcrosslinking process control
Core Design Contradiction:
StrengthVSEase of manufacture

Solution Approach 1:

The patent optimizes the molecular weight parameter of the crosslinking agent (6-12 fluorine atoms) to achieve optimal crosslinking density. This parameter optimization ensures sufficient crosslinking for high mechanical strength at elevated temperatures while maintaining manageable crosslinking kinetics for practical processing and manufacturing.

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 cross-linked product exhibits superior mechanical properties at high temperatures, maintaining storage modulus and resisting deformation for extended periods at 300°C.

Implementation Method 1

a fluorine-containing compound having a vinyl or fluorovinyl group as a polymerizable unsaturated bond and a carbonyl group in the main chain, wherein the fluorine-containing compound is introduced, as a monomer constituent unit, into FFKM to form a cross-linked fluorine-containing copolymer product having a cross-linked structure comprising an indole ring

Methodology Applied
Scientific EffectPolymerization: Photopolymerisation

Data Source

PatentEP4553062A1Fluorine-containing compound, fluorine-containing copolymer and fluorine-containing copolymer composition
Publication Date: 2025.05.14 AGC INC
  • EP4553062A1 patent drawing
  • EP4553062A1 patent drawing
  • EP4553062A1 patent drawing

AI summary

Provided are a fluorine-containing compound suitable to produce rubber having both excellent short-term and long-term heat resistance, a fluorine-containing copolymer using such a compound, and a fluorine-containing copolymer composition. A fluorine-containing compound represented by formula (1) below, a fluorine-containing copolymer using such a compound, and a fluorine-containing copolymer composition. In formula (1), R1 to R3 are each independently a hydrogen atom or a fluorine atom; R4 is a hydrogen atom, a fluorine atom, or a C1-8 monovalent organic group free from a carbonyl group; Z is an oxygen atom, a sulfur atom, or -N(R5)- where R5 is a hydrogen atom or a C1-4 monovalent organic group; X is a single bond or a difluoromethylene group; Y1 to Y4 are each independently a fluorine atom or a trifluoromethyl group; and Q is a C1-8 perfluoroalkylene group optionally containing an etheric oxygen atom.