Antidegradant Compounds for Oxidation-Resistant Vulcanized Rubber

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Solution Overview

Problem

Existing antidegradants for vulcanized rubber and other compositions face challenges in providing long-term efficacy against degradation from environmental factors like light, oxygen, ozone, and mechanical stress, while also maintaining compatibility with other additives and enhancing mechanical fatigue life.

Innovation Solution

The development of compounds represented by Formulae I-VI, which serve as antidegradants, antioxidants, or antiozonants, and are used in conjunction with elastomers, fillers, rubber chemicals, plasticizers, or other antidegradants to enhance the durability and service life of vulcanized elastomeric articles, lubricants, and fuels.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional antidegradants are used in vulcanized rubber articles, then some level of protection against oxidative degradation is provided, but the efficacy diminishes over prolonged periods particularly at exposed surfaces

Engineering Contradiction:
Improveantidegradant efficacyVSAvoidprolonged period efficacy
Core Design Contradiction:
ReliabilityVSDuration of action of stationary object

Solution Approach 1:

The patent modifies the chemical structure of aromatic polyamine antidegradants by varying substituents at specific positions (R1-R11 groups) to enhance stability and efficacy. The structural parameters are changed to optimize resistance against degradation while maintaining protective function over prolonged periods

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent combines multiple antidegradant compounds with elastomers and other additives to create composite compositions that provide synergistic protection. The composite system maintains efficacy at exposed surfaces while also protecting imbedded components from oxidative aging

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If antidegradants are added to protect exposed surfaces, then surface degradation is reduced, but the effectiveness of other additives may be negatively impacted

Engineering Contradiction:
Improvesurface degradation from light, oxygen, ozoneVSAvoidcompatibility with other additives
Core Design Contradiction:
Object-affected harmful factorsVSAdaptability or versatility

Solution Approach 1:

The patent designs antidegradants with specific local chemical properties that allow them to preferentially locate and protect exposed surfaces where degradation occurs most, while maintaining compatibility with other additives in the bulk material through controlled molecular structure and functionality distribution

Inventive Principle:
Principle #3Local quality

3Ease of manufacture

If general purpose elastomers like natural rubber are used in tire applications, then manufacturing and processing are simplified, but the articles are especially prone to degradation from oxygen and ozone

Engineering Contradiction:
Improveprocessing simplicityVSAvoiddegradation from oxygen and ozone
Core Design Contradiction:
Ease of manufactureVSObject-affected harmful factors

Solution Approach 1:

The patent incorporates antidegradant compounds into the elastomer composition before vulcanization to pre-establish protective mechanisms against oxygen and ozone degradation. This preliminary protection is built into the material structure during manufacturing, allowing general purpose elastomers to be used while preventing subsequent environmental degradation

Inventive Principle:
Principle #10Preliminary action

4Duration of action of stationary object

If antidegradants provide protection against oxidative aging, then material service life is extended, but the mechanical fatigue life after service may still be compromised

Engineering Contradiction:
Improveuseful service lifeVSAvoidmechanical fatigue life
Core Design Contradiction:
Duration of action of stationary objectVSDuration of action of moving object

Solution Approach 1:

The patent employs antidegradant compounds that preemptively protect the elastomer matrix from oxidative damage during service, cushioning against the accumulation of degradation products that would otherwise accelerate fatigue and crack propagation. This beforehand protection preserves mechanical integrity for extended periods

Inventive Principle:
Principle #11Beforehand cushioning (Prior cushioning)

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

These compounds effectively inhibit oxidative degradation and improve the mechanical fatigue life of vulcanized rubber articles, while maintaining compatibility with other additives, thus extending the useful service life of the materials.

Implementation Method 1

compounds with antidegradant, e.g., antiozonant, antioxidant and/or antifatigue, properties that are useful additives for vulcanized rubber articles

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

Articles formed from general purpose elastomers such as natural rubber, in particular tires, are especially prone to degradation from both oxygen and ozone

Methodology Applied
Scientific EffectAbsorption: Absorption (physical)

Implementation Method 3

Fatigue and crack propagation are also issues of specific concern, in particular for steel belt edge areas and tire sidewalls which are subject to significant stresses and stretching forces while flexed

Methodology Applied
Scientific EffectFatigue: Fatigue

Data Source

PatentUS20250066304A1Antidegradant compounds and uses thereof
Publication Date: 2025.02.27 FLEXSYS IP HOLDINGS LLC
  • US20250066304A1 patent drawing
  • US20250066304A1 patent drawing
  • US20250066304A1 patent drawing

AI summary

The present disclosure provides compounds represented by Formula (I):or salts or solvates thereof, wherein R1, R2, R4, R5, R6, R7, R8, R9, R10, R11, and X are as defined in the specification. The present disclosure also provides compositions, vulcanized elastomeric articles, lubricant compositions, combustible fuel compositions, and fuel additive compositions comprising a compound disclosed herein. The present disclosure also provides processes for preparing the compositions and vulcanized elastomeric articles described herein. The present disclosure also provides a process for retreading tires using a composition described herein. The present disclosure also provides kits comprising a composition described herein.