Phosphorus-Containing Benzofuran Stabilizers for Polymer Degradation

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Solution Overview

Problem

Existing stabilizers fail to effectively protect organic materials from degradation caused by heat, light, and oxidation, particularly in polymers, oligohydroxy compounds, waxes, and mineral oils, which are prone to thermal, oxidative, and photodegradative processes.

Innovation Solution

A composition comprising specific phosphorus-containing 3-phenyl-benzofuran-2-one derivatives with asymmetric carbon atoms and hindered phosphorus substituents is used to stabilize organic materials, offering protection against thermal, oxidative, and light-induced degradation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional stabilizers (benzofuran-2-one or indolin-2-one derivatives) are used, then the organic material provides basic stabilization, but the protection against thermal, oxidative, and light-induced degradation is insufficient

Engineering Contradiction:

Improvestabilization effectivenessVSAvoiddegradation by heat, light, and oxidation

Core Design Contradiction:

ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the molecular structure of benzofuran-2-one derivatives by introducing phosphorus-containing groups at specific positions, changing the chemical parameters of the stabilizer to enhance its protective capability against thermal, oxidative, and light-induced degradation

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite stabilizer system combining phosphorus-containing groups with benzofuran-2-one core structure, where the phosphorus component synergistically enhances the stabilization performance against multiple degradation mechanisms

Inventive Principle:

Principle #40Composite materials

2Reliability

If phosphorus-containing benzofuran-2-one derivatives with asymmetric carbon atoms are used, then the stability against thermal, oxidative, and light-induced degradation is significantly enhanced, but the structural complexity and synthesis difficulty increase

Engineering Contradiction:

Improveprotection against degradationVSAvoidmolecular structure complexity

Core Design Contradiction:

ReliabilityVSDevice complexity

Solution Approach 1:

The patent introduces asymmetric carbon atoms at the 3-position of the benzofuran-2-one structure, creating chiral centers that provide enhanced stabilization while introducing molecular complexity that requires careful synthesis control

Inventive Principle:

Principle #4Asymmetry

Solution Approach 2:

The phosphorus-containing groups act as intermediary structures that bridge the benzofuran-2-one core with the stabilizing functionality, providing enhanced protection while managing the complexity through structured molecular design

Inventive Principle:

Principle #24Intermediary (Mediator)

3Duration of action of stationary object

If phosphorus-containing benzofuran-2-one derivatives are used as stabilizers, then the organic material achieves improved stability and longevity, but the manufacturing complexity and cost increase

Engineering Contradiction:

Improvelongevity of organic materialVSAvoidsynthesis complexity

Core Design Contradiction:

Duration of action of stationary objectVSEase of manufacture

Solution Approach 1:

The patent incorporates phosphorus-containing groups into the benzofuran-2-one structure during the synthesis process, performing the stabilization function preparation in advance so that the final product achieves enhanced longevity without requiring additional post-processing steps

Inventive Principle:

Principle #10Preliminary action

Data Source

PatentEP3428228B13-phenyl-benzofuran-2-one derivatives containing phosphorus as stabilizers

Publication Date: 2020.11.25 BASF SE

AI summary

The invention relates to a composition comprising an organic material susceptible to oxidative, thermal or light-induced degradation and a compound (101), (102), (103), (104), (105), (106), (107), (108) or (109), which are 3-phenyl-benzofuran-2-one derivatives containing phosphorus. Further embodiments are a compound (101), (102), (103), (104), (105), (106), (107), (108) or (109), a process for protection of the organic material by the compound, the use of the compound for stabilizing the organic material, an additive composition comprising the compound, a process for manufacturing the compound and intermediates involved therein.