Phosphorous Acid Stabilizer for Polyolefin Heat Resistance

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Solution Overview

Problem

Existing phosphorus antioxidants and cyclic phosphites have insufficient effects on stabilizing organic materials against heat and oxygen deterioration, leading to impaired commercial values due to molecular cleavage and crosslinkage.

Innovation Solution

A novel phosphorous acid compound is developed, represented by formula (I), produced by reacting a phenol compound with a phosphorus trihalide, which serves as a stabilizer for thermoplastic resins, particularly polyolefins and engineering plastics, enhancing heat and oxidation stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional phosphorus antioxidants are used, then organic materials can be stabilized to some extent, but the stabilizing effect is insufficient against heat and oxygen deterioration

Engineering Contradiction:
Improvestabilizing effectVSAvoidheat and oxygen deterioration
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the molecular structure of phosphorus antioxidants by introducing specific substituents (aromatic hydrocarbon groups, aliphatic hydrocarbon groups, cyclic hydrocarbon groups) at defined positions (R1-R6) with specific carbon chain lengths (C1-C20), thereby changing the chemical parameters to enhance stabilizing effect against heat and oxygen deterioration

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite antioxidant structures by combining phosphorus core with multiple hydrocarbon substituent groups (aromatic, aliphatic, cyclic) having different properties, resulting in a composite molecular structure that provides superior stabilization against both heat and oxygen deterioration compared to simple phosphorus compounds

Inventive Principle:
Principle #40Composite materials

2Reliability

If cyclic phosphites with carbonyloxyalkylene groups are used, then stabilizing effects are improved compared to conventional phosphorus antioxidants, but the effects are still not satisfactory

Engineering Contradiction:
Improvestabilizing effectVSAvoidheat and oxygen deterioration
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent transitions from cyclic phosphite structure to phosphorus antioxidant structure with specific substituent patterns (R1-R6 groups), changing the fundamental chemical parameters including the presence of hydroxyl groups and specific hydrocarbon chain configurations to achieve superior stabilization effects

Inventive Principle:
Principle #35Parameter changes

3Ease of manufacture

If organic materials are used without adequate stabilizers, then production and use proceed without additional compounds, but molecular cleavage and crosslinkage occur leading to deterioration in strength and physical properties

Engineering Contradiction:
Improvesimplicity of compositionVSAvoidstrength and physical properties
Core Design Contradiction:
Ease of manufactureVSStrength

Solution Approach 1:

The patent employs small molecular weight phosphorus antioxidant compounds (acting as sacrificial protective agents) that are added in small amounts to protect the main organic material, where these small molecules undergo oxidation themselves to prevent deterioration of the bulk material's strength and physical properties

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 phosphorous acid compound significantly improves the heat and oxidation stability of organic materials, preventing deterioration and maintaining their commercial value by inhibiting molecular changes during production and use.

Implementation Method 1

organic materials such as thermoplastic resins, thermosetting resins, natural or synthetic rubbers, mineral oils, lubricants, adhesives, and paints are deteriorated through the action of heat, oxygen or the like during production or use

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

A method for producing the phosphorous acid compound according to item 1 by reacting a phenol compound represented by formula (II-1) with a phosphorus trihalide

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Data Source

PatentEP3257858B1Phosphorous acid compound, method for producing said compound, and use of said compound
Publication Date: 2020.08.26 SUMITOMO CHEM CO LTD
  • EP3257858B1 patent drawing
  • EP3257858B1 patent drawing
  • EP3257858B1 patent drawing

AI summary

The present invention relates to a phosphorous acid compound represented by formula (I): wherein R1 represents a C1-8 alkyl group, a C5-8 cycloalkyl group, a C6-12 alkyl cycloalkyl group, a C7-12 aralkyl group or a C6-12 aryl group; R2 represents a hydrogen atom or a C1-3 alkyl group; and R3 represents a C3-25 alkylene group, a stabilizer for organic materials containing the phosphorous acid compound, a method for stabilizing an organic material in which the phosphorous acid compound is added to the organic material, and a stabilized organic material composition containing an organic material and the phosphorous acid ester compound.