Benzofuran Stabilizers for Polyurethane Foam Fire Resistance

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Solution Overview

Problem

There is a need for further stabilization of organic materials against degradation caused by heat, light, and oxidation, particularly in the context of polyurethane foams where flame retardants can compromise oxidation resistance.

Innovation Solution

The use of specific polyglycol bis-[3-(7-tert-butyl-2-oxo-3-phenyl-3H-benzofuran-5-yl)propanoyl] derivatives, which possess asymmetric carbon atoms leading to enantiomers or diastereomers, is proposed as a stabilizer to mitigate degradation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If flame retardants are added to polyurethane foams to meet fire resistance requirements, then fire resistance is improved, but oxidation resistance deteriorates

Engineering Contradiction:
Improvefire resistanceVSAvoidoxidation resistance
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent introduces benzofuran-2-one derivatives as intermediary stabilizer compounds that mediate between the flame retardant and the polyurethane foam matrix. These derivatives scavenge free radicals and reactive oxygen species generated by the flame retardant, preventing oxidative degradation of the polyol while allowing the flame retardant to maintain its fire protection function.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent creates a composite stabilization system combining flame retardants with benzofuran-2-one derivative stabilizers. This composite approach allows the system to simultaneously achieve fire resistance from the flame retardant and oxidation resistance from the stabilizer, resolving the contradiction between these two opposing requirements.

Inventive Principle:
Principle #40Composite materials

2Duration of action of stationary object

If stabilizers are added to protect against heat and oxidation, then durability is improved, but device complexity increases

Engineering Contradiction:
ImprovedurabilityVSAvoidformulation complexity
Core Design Contradiction:
Duration of action of stationary objectVSDevice complexity

Solution Approach 1:

The benzofuran-2-one derivatives are designed as multi-functional stabilizer molecules that simultaneously provide protection against heat degradation, oxidation, and light-induced degradation. This single compound performs multiple stabilization functions, reducing the need for separate additives for each protection type and thereby simplifying the overall formulation.

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

Solution Approach 2:

The patent merges the stabilization functions into a single class of compounds (benzofuran-2-one derivatives) that can be used across different polyurethane foam applications. This consolidation of multiple stabilization roles into one versatile stabilizer type reduces formulation complexity compared to using separate specialized additives for each degradation mechanism.

Inventive Principle:
Principle #5Merging (Combining)

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 derivatives effectively stabilize organic materials against heat, light, and oxidation, enhancing their durability and performance while potentially maintaining fire resistance requirements.

Implementation Method 1

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

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentEP2872496B1Polyglycol bis-[3-(7-tert-butyl-2-oxo-3-phenyl-3h-benzofuran-5-yl-)propanoyl]derivatives as stabilizers of organic material
Publication Date: 2018.02.28 BASF SE
  • EP2872496B1 patent drawing
  • EP2872496B1 patent drawing
  • EP2872496B1 patent drawing

AI summary

The invention relates to a compound of the formula (I-1 ) wherein n is 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24 or 25, R1, R2, R3, R4, R5, R' 1, R' 2, R' 3, R' 4 and R' 5 are each independently from each other H or C1-C8-alkyl. Compounds of the formula (I-1) or stabilizer mixtures containing compounds of the formula (I-1) are especially used for stabilization of polymers against degradation by oxidation, heat or light.