Acridinone Rubber Stabilizer for Tire Aging and Ozone Protection

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Solution Overview

Problem

Current aging stabilizers for vehicle tires, such as aromatic amines, are effective but suspected to be carcinogenic, posing health hazards and environmental concerns, and do not adequately prevent oxidation and ozone reactions in rubber materials.

Innovation Solution

A novel acridinone derivative compound with specific structural features is developed, offering improved solubility and protective effects against oxidation while being non-genotoxic and non-mutagenic, replacing traditional aromatic amines in rubber mixtures.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If traditional aromatic amine aging stabilizers (e.g., 6-PPD, IPPD) are used to protect rubber from oxidation and ozone, then effective protection against aging is achieved, but health hazards (carcinogenicity, genotoxicity) and environmental concerns increase

Engineering Contradiction:
Improveprotection against agingVSAvoidhealth hazards
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The invention changes the chemical structure parameters of aging stabilizers by replacing aromatic amine compounds with acridinone derivatives having specific molecular structures (formula I). This structural parameter change maintains the stabilizing function while eliminating genotoxicity and carcinogenicity, thus resolving the contradiction between effectiveness and health safety

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces new acridinone derivative compounds as replaceable alternatives to traditional aromatic amine stabilizers. These new compounds provide the necessary protection function without the harmful long-term effects, effectively replacing the problematic substances while maintaining performance

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

2Reliability

If aromatic amine stabilizers are used to scavenge oxygen and ozone, then oxidation protection is effective, but the substances show carcinogenic potential and blooming tendencies

Engineering Contradiction:
Improveoxidation protectionVSAvoidcarcinogenic potential
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The invention fundamentally changes the chemical composition parameters by developing acridinone derivatives with specific molecular structures (formula I) that differ from traditional aromatic amines. This parameter change eliminates carcinogenic potential while preserving the oxidation scavenging capability, thus resolving the contradiction between protection effectiveness and safety

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The acridinone derivatives act as intermediary substances that perform the same protective function as aromatic amines (scavenging oxygen and ozone) but without the harmful side effects. These intermediary compounds mediate between the need for protection and the requirement for safety, resolving the contradiction

Inventive Principle:
Principle #24Intermediary (Mediator)

3Duration of action of stationary object

If aging stabilizers are added to rubber mixtures to prevent oxidation, then durability is improved, but solubility issues and blooming occur

Engineering Contradiction:
ImprovedurabilityVSAvoidsolubility stability
Core Design Contradiction:
Duration of action of stationary objectVSStability of the object's composition

Solution Approach 1:

The invention changes the physicochemical parameters of the stabilizer molecules by introducing specific structural features in the acridinone derivatives (formula I), including various substituent groups (R1, R2, R3) that can be optimized. This parameter optimization improves solubility in rubber matrices and prevents blooming while maintaining long-term durability

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 acridinone derivative provides enhanced protection against aging and oxidation in rubber materials, reducing health hazards and environmental impact while maintaining or improving the performance of traditional stabilizers.

Implementation Method 1

natural rubber and synthetic polymers (such as IR, BR, SBR, ESBR etc.) but also natural and synthetic oils, fats and lubricants are subject to oxidation reactions which have an adverse effect on the originally desired properties

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 and accordingly protect the rubbers etc. from further oxidation reactions

Methodology Applied
Scientific EffectFree radical reaction: Redox Reactions

Data Source

PatentUS20250100972A1Compound, 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 antiozonant and/or dye
Publication Date: 2025.03.27 CONTINENTAL REIFEN DEUTSCHLAND GMBH
  • US20250100972A1 patent drawing
  • US20250100972A1 patent drawing
  • US20250100972A1 patent drawing

AI summary

A compound, a rubber mixture containing the compound, a vehicle tire comprising the rubber mixture in at least one component, a process for producing the compound and the use of the compound as an aging stabilizer and/or antiozonant and/or dye, in which the compound has the following formula I):wherein R1 is selected from the group consisting of xi) aromatic radicals, wherein the aromatic radicals optionally bear substituents selected from the group consisting of halogen radicals, cyano radicals, ester radicals, ketone radicals, ether radicals and thioether radicals, and xii) linear, branched and cyclic aliphatic C4- to C12-radicals and xiii) combinations of aromatic and aliphatic C1- to C12-radicals.