5H-Furan-2-One Derivatives Stabilize Organic Materials

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Solution Overview

Problem

There is a need for further technical solutions to stabilize organic materials against degradation induced by heat, light, and oxidation, as existing methods are insufficient.

Innovation Solution

A composition comprising an organic material and a specific group of 5H-dihydro-furan-2-one derivatives, which include compounds with certain structural features that act as stabilizers, are used to prevent degradation by heat, light, and oxidation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing stabilizers are used to protect organic materials, then some stabilization is achieved, but the protection is insufficient against heat, light, and oxidation degradation

Engineering Contradiction:
Improvestabilization effectivenessVSAvoiddegradation from heat, light, oxidation
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the chemical structure of furan-2-one derivatives by varying substituents at positions 4 and 5 (such as alkyl groups, aryl groups, halogens, and their combinations) to optimize stabilizing properties. This structural parameter optimization enables the compounds to effectively scavenge free radicals and inhibit degradation pathways, providing superior protection against thermal, photo-induced, and oxidative degradation compared to existing stabilizers

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite stabilization systems by combining 5H-furan-2-one derivatives with other stabilizing compounds or incorporating them into polymer matrices. This composite approach synergistically enhances the stabilizing effect, where the furan-2-one derivatives work in conjunction with other additives to provide comprehensive protection against multiple degradation mechanisms simultaneously

Inventive Principle:
Principle #40Composite materials

2Reliability

If stabilizers are incorporated into organic materials, then degradation resistance improves, but the complexity of the composition increases

Engineering Contradiction:
Improvedegradation resistanceVSAvoidcomposition complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The 5H-furan-2-one derivatives are designed to perform multiple stabilizing functions simultaneously: they act as primary antioxidants to scavenge free radicals, as secondary antioxidants to decompose hydroperoxides, and as light stabilizers to prevent photo-degradation. This multi-functionality allows a single compound to provide comprehensive protection, reducing the need for multiple separate stabilizing additives and thereby simplifying the overall composition

Inventive Principle:
Principle #6Universality (Multi-functionality)

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 use of these 5H-dihydro-furan-2-one derivatives effectively stabilizes organic materials against thermal, oxidative, and light-induced degradation, enhancing their durability and longevity.

Implementation Method 1

Organic materials are susceptible to degradation, which can be induced by heat, light and/or oxidation

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

Organic materials are susceptible to degradation, which can be induced by heat, light and/or oxidation

Methodology Applied
Scientific EffectThermal degradation: Heating

Implementation Method 3

Organic materials are susceptible to degradation, which can be induced by heat, light and/or oxidation

Methodology Applied
Scientific EffectPhoto-degradation: Absorption (EM radiation)

Data Source

PatentUS10113052B25H-furan-2-one derivatives stabilization of organic material
Publication Date: 2018.10.30 BASF SE
  • US10113052B2 patent drawing
  • US10113052B2 patent drawing
  • US10113052B2 patent drawing

AI summary

A composition, which comprises a) an organic material susceptible to oxidative, thermal or light-induced degradation; and b) a compound of formula I (Formula I) (I) where R1, R2, R3, R4, R5, R6, R7, R8, R9 and R10 are independently from each other H, C1-C8-alkyl, C4-C8-cycloalkyl, phenyl, C1-C4-alkoxy or halogen; n is 1, 2, 3, or 4; and when n is 1 A is —C(=0)-OR′1, —C(=0)-N(R′2)(R′3), —CN, phenyl, which is unsubstituted or substituted by one or more C1-C8-alkyl, C4-C8-alkoxy, C5-C7-cycloalkyl or halogen, —H or —S02-phenyl; when n is 2 A is —C(=0)-0-Z1—O—C(=0)-, —C(=0)-N(R″1)—Z2—N(R″2)—C(=0)- or piperazine-N,N′-biscarbonyl.