Antioxidant Mixture for Low-Emission Polyurethane Systems

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Solution Overview

Problem

Current antioxidants for synthetic polymers, particularly polyurethanes, do not adequately address oxidative, thermal, and light-induced degradation, failing to meet requirements for lifespan, water absorption, hydrolysis sensitivity, color stability, volatility, migration behavior, compatibility, and light protection.

Innovation Solution

A specific antioxidant mixture comprising hydroxyphenylcarboxylic acid esters and benzofuranone derivatives, which provide effective stabilization against oxidative, thermal, and light-induced degradation in polyurethane systems, especially polyurethane foams, with improved emission behavior and processing characteristics.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional antioxidants are used in polyurethane systems, then some stabilization is provided, but they fail to meet high requirements for lifespan, water absorption, hydrolysis sensitivity, color stability, volatility, migration behavior, compatibility, and light protection

Engineering Contradiction:
Improvestabilization effectivenessVSAvoidperformance requirements coverage
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent combines two different antioxidant compounds (sterically hindered phenol and hydroxyphenylcarboxylic acid ester) into a synergistic mixture that provides comprehensive protection against multiple degradation mechanisms simultaneously, achieving superior performance across all required parameters compared to single antioxidants

Inventive Principle:
Principle #40Composite materials

2Reliability

If antioxidants are added to protect against oxidative degradation, then polymer stability improves, but emissions and fogging increase

Engineering Contradiction:
Improveoxidative stabilityVSAvoidemissions and fogging
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent modifies the chemical structure parameters of the antioxidant molecules, specifically designing compounds with appropriate molecular weights, functional groups, and structural features that provide effective antioxidant protection while maintaining low volatility and minimal emission potential

Inventive Principle:
Principle #35Parameter changes

3Reliability

If stronger antioxidants are used to improve protection, then degradation resistance increases, but processing characteristics and compatibility deteriorate

Engineering Contradiction:
Improvedegradation resistanceVSAvoidprocessing characteristics
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent designs antioxidants with specific local functional groups and structural characteristics that provide targeted protection at critical degradation sites while maintaining overall molecular compatibility with the polyurethane system, ensuring both high effectiveness and good processing characteristics

Inventive Principle:
Principle #3Local quality

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 antioxidant mixture significantly enhances the long-term preservation of polyurethane systems' performance characteristics, reduces emissions and fogging, and maintains low volatile organic compound levels, while being compatible with existing production processes.

Implementation Method 1

synthetic polymers are fundamentally subject to oxidation by oxygen, whereby impurities present in small quantities can often support the oxidation process

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

antioxidants which are suitable for stabilizing synthetic polymers, in particular with a view to providing corresponding polyurethanes

Methodology Applied
Scientific EffectLight absorption: Absorption (EM radiation)

Data Source

PatentEP3067343B1Antioxidants for the preparation of low-emission polyurethane systems
Publication Date: 2018.07.25 EVONIK OPERATIONS GMBH
  • EP3067343B1 patent drawing
  • EP3067343B1 patent drawing
  • EP3067343B1 patent drawing

AI summary

Compound of formula (I) wherein R CH2-CH(RI), CH(R")-CH(R"), CH2-C(RII)2, C(RII)2-C(RII)2, CH2-CH-CH2-RIV, C6H6-CH-CH2, C6H6-C(CH3)-CH2, with RI C2 to C24 alkyl group, alkene group, which may be linear or branched; RII C2 to C24 alkyl group, alkene group, which may be linear or branched; RIII C3 to C6 alkyl group, which is arranged linearly; and RIV OH, Cl, OCH3, OCH2-CH3, O-CH2-CH=CH2, O-CH=CH2 molecular group of one- or multiple-epoxidized fats or oils as mono-, di-, and triglycerides or molecular group of one- or multiple-epoxidized fatty acids or their C1-C24 alkyl esters, R1 and R2 independently of each other straight-chain or branched C1-C8 alkyl, cyclopentyl or cyclohexyl, in particular tert-butyl, q 1, 2 or 3, preferably 2 or 3, in particular 2, n an integer from 1 to 30, preferably an integer from 1 to 10, advantageously 1, 2, 3, 4, 5 or 6, e.g.1, 2, 3 or 4, in particular 1, R3 an n-valent residue of linear or branched C1-C30 alkyl, C2-C30 alkylene, each optionally interrupted by one or more oxygen atoms, or (for n = 1-12) an n-valent residue of C5-C12 cycloalkyl, or a residue R4-[NR5-CqH2q-] p, R4 hydrogen, an n-valent residue of linear or branched C1-C30 alkyl, which optionally is interrupted by one or more -NR5- groups, or (for n = 1-12) an n-valent residue of C5-C12 cycloalkyl, R5 independently hydrogen or methyl or -CqH2q-, preferably hydrogen, and p corresponds to the number of - [NR5-CqH2q-] groups which yields n residues -CqH2q- per molecule, k an integer between 0 and 50, preferably between 10 and 30, m an integer between 0 and 50, e.g. 1-40, and o an integer between 0 and 50, preferably between 0 and 30, in particular 0, with (k+m+o)> 10.