Modified Diphenylguanidine Secondary Accelerator for Rubber Vulcanization

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Solution Overview

Problem

Current guanidine accelerators used in rubber vulcanization, such as diphenylguanidine, release toxic aniline compounds during the process, posing health and environmental risks, and their replacement requires significant adjustments to the vulcanization process.

Innovation Solution

A diphenylguanidine modified with ethylenically unsaturated groups is used as a secondary accelerator, which reacts during vulcanization to integrate cleavage products into the rubber network, minimizing the release of harmful compounds and maintaining process compatibility.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If diphenylguanidine (DPG) is used as a secondary accelerator in vulcanization, then the vulcanization behavior can be adjusted and material properties are improved, but toxic aniline compounds are released during the process

Engineering Contradiction:
Improvevulcanization behavior controlVSAvoidaniline release
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent modifies the chemical structure of diphenylguanidine by introducing ethylenically unsaturated groups (vinyl, allyl, or propargyl substituents on the phenyl rings). This structural parameter change transforms the accelerator molecule so that upon cleavage during vulcanization, the resulting fragments contain reactive double or triple bonds that can participate in crosslinking reactions, thereby preventing the release of free aniline and integrating the cleavage products into the rubber network instead.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent converts the potentially harmful cleavage products of DPG into beneficial crosslinking agents. By introducing ethylenically unsaturated groups, the cleavage fragments with reactive double or triple bonds actively participate in the vulcanization crosslinking process, transforming from harmful byproducts into useful contributors to the rubber network formation, thus eliminating aniline release while maintaining or enhancing vulcanization performance.

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

2Object-generated harmful factors

If DPG is replaced with chemically different substitutes like polyethyleneimine or L-cystine derivatives, then aniline release is avoided, but fundamental adaptation of the vulcanization process is required

Engineering Contradiction:
Improveaniline releaseVSAvoidprocess adaptation requirements
Core Design Contradiction:
Object-generated harmful factorsVSDevice complexity

Solution Approach 1:

The patent creates an intermediary structure that bridges the gap between traditional DPG and alternative accelerators. The modified DPG retains the core diphenylguanidine scaffold and basic nitrogen functionality essential for sulfur accelerator activity, while adding ethylenically unsaturated groups as intermediary elements that prevent aniline release. This allows the substance to function as a familiar DPG-like accelerator without requiring fundamental process changes, unlike completely different substitutes such as polyethyleneimine or amino acid derivatives.

Inventive Principle:
Principle #24Intermediary (Mediator)

3Ease of operation

If guanidine accelerators are used to reduce Mooney viscosity and improve processing, then processing ease is improved, but toxic volatile organic amine compounds are released

Engineering Contradiction:
Improveprocessing easeVSAvoidvolatile organic amine release
Core Design Contradiction:
Ease of operationVSObject-generated harmful factors

Solution Approach 1:

The patent creates a composite molecular structure combining the diphenylguanidine core (responsible for accelerator function and Mooney viscosity reduction) with ethylenically unsaturated side groups (responsible for preventing volatile release through crosslinking). This composite structure integrates two functional elements: the guanidine moiety that provides processing benefits by reducing viscosity, and the unsaturated groups that eliminate harmful emissions by incorporating cleavage products into the crosslinked network.

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

The modified diphenylguanidine effectively reduces aniline release, ensuring safer and more environmentally friendly vulcanization without requiring fundamental changes to the existing process, thereby improving rubber product properties and processing ease.

Implementation Method 1

the cleavage products contain at least one ethylenically unsaturated radical which can react during vulcanization and crosslink with the polymer

Methodology Applied
Scientific EffectCrosslinking: Chemical Bonding

Data Source

PatentEP3587395B1Diphenylguanidine modified with ethylenically unsaturated groups
Publication Date: 2023.08.09 CONTINENTAL REIFEN DEUTSCHLAND GMBH
  • EP3587395B1 patent drawing
  • EP3587395B1 patent drawing
  • EP3587395B1 patent drawing

AI summary

The present invention relates to a diphenylguanidine modified with ethylene unsaturated groups, a rubber compound comprising this modified diphenylguanidine, a process for producing a rubber vulcanizate from this rubber compound, the corresponding rubber vulcanizate, and a rubber product containing this vulcanizate. The present invention further relates to the use of the modified diphenylguanidine as a secondary accelerator in the vulcanization of rubber compounds.