3-phenyl-benzofuran-2-one diphosphite derivatives for organic material stabilization

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Solution Overview

Problem

Current stabilizers for organic materials against heat, light, and oxidation are inadequate in providing comprehensive protection, particularly when used in combination with other additives.

Innovation Solution

A composition comprising a specific group of 3-phenyl-benzofuran-2-one diphosphite derivatives is used as a stabilizer for organic materials, offering protection against thermal, oxidative, and light-induced degradation, and can be combined with other additives like phenolic antioxidants or phosphites to enhance stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional stabilizers are used for organic materials, then some level of protection is provided, but comprehensive protection against heat, light, and oxidation degradation is inadequate

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

Solution Approach 1:

The patent combines multiple stabilizing functions into a single diphosphite derivative molecule. The compound of formula I integrates both phosphite groups (for oxidation resistance) and benzofuran-2-one structural units (for thermal and light stability) within one molecular framework, eliminating the need for separate stabilizer components and providing comprehensive protection against multiple degradation mechanisms simultaneously

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The invention creates a composite molecular structure where two different stabilizing functional groups (phosphite and benzofuran-2-one) are chemically bonded together. This composite approach allows the single molecule to exhibit synergistic stabilization properties that address thermal degradation, oxidative degradation, and light-induced degradation more effectively than conventional single-function stabilizers

Inventive Principle:
Principle #40Composite materials

2Reliability

If higher amounts of additional additives are used to enhance stability, then protection against degradation improves, but the complexity and cost of the composition increases

Engineering Contradiction:
Improvematerial stabilityVSAvoidcomposition complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The diphosphite derivative of formula I serves multiple stabilizing functions simultaneously - it acts as an antioxidant, a thermal stabilizer, and a light stabilizer all in one compound. This multi-functionality reduces the need for multiple separate additive components, simplifying the overall composition while maintaining comprehensive protection against various degradation mechanisms

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

Solution Approach 2:

The patent merges the functions of multiple separate stabilizers (phosphites for oxidation resistance and benzofuran-2-one derivatives for thermal and UV stability) into a single integrated molecule. This consolidation reduces the number of additive components needed in the composition, thereby reducing formulation complexity while achieving synergistic stabilization effects

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

The 3-phenyl-benzofuran-2-one diphosphite derivatives effectively stabilize organic materials against degradation, often reducing the need for higher amounts of additional additives, thereby improving the material's overall stability and performance.

Implementation Method 1

stabilization of an organic material against degradation by heat, light and / or oxidation

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

stabilization of an organic material against degradation by heat

Methodology Applied
Scientific EffectThermal degradation resistance: Thermal Expansion

Implementation Method 3

stabilization of an organic material against degradation by heat, light and / or oxidation

Methodology Applied
Scientific EffectLight absorption: Absorption (EM radiation)

Data Source

PatentEP3177681B13-phenyl-benzofuran-2-one diphosphite derivatives as stabilizers
Publication Date: 2018.09.12 BASF SE
  • EP3177681B1 patent drawing
  • EP3177681B1 patent drawing
  • EP3177681B1 patent drawing

AI summary

The invention relates to a composition comprising an organic material susceptible to oxidative, thermal or light-induced degradation and a compound of formula I-P, I-O or I- M. Further embodiments are a compound of formula I-P, I-O or I-M, a process for protection of the organic material by the compound, the use of the compound against degradation of the organic material, an additive composition comprising the compound, a process for manufacturing the compound and an intermediate involved therein.