Acridine Rubber Stabilizer for Ozone-Resistant Tire Aging Protection

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Solution Overview

Problem

Existing aging stabilizers for vehicle tires and industrial rubber articles, such as aromatic amines, are carcinogenic and pose health hazards, while also having limitations in solubility and effectiveness against ozone.

Innovation Solution

A novel acridine derivative compound with the general formula I) is developed, which exhibits improved solubility and anti-aging effects compared to traditional aging stabilizers like 6PPD, while having a lower hazard potential.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If traditional aromatic amine aging stabilizers (e.g., 6PPD) are used, then anti-aging protection is provided, but carcinogenic health hazards increase

Engineering Contradiction:
Improveanti-aging protectionVSAvoidcarcinogenic health hazards
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical structure parameters of aging stabilizers by replacing aromatic amine groups with acridine derivatives and other alternative structures (dihydroquinoline, triazine, indoline, isoindoline). This structural parameter change maintains the anti-aging function while eliminating carcinogenic properties, directly resolving the contradiction between reliability and harmful factors.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces multiple alternative stabilizer structures (acridine derivatives, dihydroquinoline, triazine, indoline, isoindoline) that can be used as substitutes for traditional aromatic amines. These alternatives provide comparable protection with lower hazard potential, allowing selection based on specific application requirements while avoiding carcinogenic substances.

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

2Reliability

If aromatic amine stabilizers are used, then oxidation protection is achieved, but solubility in rubber matrix is limited

Engineering Contradiction:
Improveoxidation protectionVSAvoidsolubility in rubber matrix
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent modifies molecular parameters of stabilizers by introducing acridine derivatives with adjusted hydrophobicity and molecular size, dihydroquinoline structures with improved compatibility, and other variants. These parameter changes enhance solubility in the rubber matrix while preserving oxidation protection capabilities, resolving the contradiction between reliability and compositional stability.

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 acridine derivative compound provides comparable or improved anti-aging protection in rubber mixtures, preventing oxidation and ozone reactions, and is less hazardous to health and the environment compared to traditional stabilizers.

Implementation Method 1

polymer chains are shortened right up to liquefaction of the material, or the material subsequently hardens

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

These molecules can react with oxygen or ozone or free radicals formed, such as alkyl, alkoxy and alkylperoxy radicals, and thus scavenge these

Methodology Applied
Scientific EffectFree radical reaction: Redox Reactions

Data Source

PatentUS20250109108A1Compound, rubber blend containing the compound, vehicle tire comprising the rubber blend in at least one component, process for producing the compound, and use of the compound as an ageing protectant and/or antioxidant and/or dye
Publication Date: 2025.04.03 CONTINENTAL REIFEN DEUTSCHLAND GMBH
  • US20250109108A1 patent drawing
  • US20250109108A1 patent drawing
  • US20250109108A1 patent drawing

AI summary

The invention relates to a compound, to a rubber mixture containing the compound, to a vehicle tire comprising the rubber mixture in at least one component, to a process for preparing the compound and to the use of the compound as aging stabilizer and/or antioxidant and/or dye.The compound of the invention has the following formula I): I)where R1 is selected from the group consisting of benzyl and linear, branched and cyclic aliphatic C3 to C12 radicals; and where the R4 and R5 radicals are independently the same or different and are each selected from the group consisting of linear, branched and cyclic aliphatic C1 to C12 radicals, and aryl radicals, cyano radicals, halogen radicals, preferably fluorine, bromine and chlorine, ester radicals, ketone radicals, ether radicals and thioether radicals, where the linear, branched and cyclic aliphatic C1 to C12 radicals and aryl radicals may bear substituents.