Cycloaliphatic Polyphosphite Stabilizers for Polymer Protection

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Solution Overview

Problem

Conventional organic phosphites used in polymers, such as tris(nonylphenyl)phosphite and tris(2,4-di-t-butylphenyl)phosphite, have raised concerns due to their xeno-estrogenic and bio-accumulative properties, necessitating the development of alternative stabilizers with superior thermal and hydrolytic stability for applications in rubber and plastics.

Innovation Solution

The use of polyphosphites synthesized from cycloaliphatic diols like cyclohexane dimethanol (CHDM) as stabilizers, which provide high phosphorus content and improved antioxidant properties, allowing for the production of solid and liquid polymeric or oligomeric phosphites with enhanced thermal and hydrolytic stability, compatibility in polyolefins, polyurethanes, and PVC.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional organic phosphites (tris(nonylphenyl)phosphite, tris(2,4-di-t-butylphenyl)phosphite) are used as stabilizers, then cost-effective antioxidant protection is provided, but xeno-estrogenic and bio-accumulative environmental concerns arise

Engineering Contradiction:
Improveantioxidant protectionVSAvoidxeno-estrogenic and bio-accumulative properties
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent changes the chemical structure parameters of phosphite stabilizers by replacing alkylphenolic hydroxyl groups with cycloaliphatic diolic hydroxyl groups. This structural parameter change maintains the stabilizing function while eliminating the harmful xeno-estrogenic and bio-accumulative properties associated with conventional alkylphenol-based phosphites

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite phosphite structures by combining cycloaliphatic diol moieties with phosphorus-containing groups. This composite approach produces new phosphite compounds (such as those based on cyclohexane dimethanol) that inherit the antioxidant benefits of phosphites while eliminating the environmental hazards of alkylphenol derivatives

Inventive Principle:
Principle #40Composite materials

2Reliability

If high molecular weight polymeric or oligomeric phosphites are used, then migration and blooming from the polymer is minimized, but synthesis complexity increases

Engineering Contradiction:
Improveresistance to migration and bloomingVSAvoidsynthesis process complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent segments the phosphite molecule into modular components: cycloaliphatic diol units that can polymerize to form high molecular weight structures, and phosphorus-containing stabilizing groups. This segmentation allows the molecule to achieve high molecular weight for reduced migration while maintaining a systematic, manageable synthesis approach through stepwise polymerization reactions

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention introduces dynamic molecular weight control by using cycloaliphatic diols with controlled chain lengths and functionality. This allows the phosphite to exhibit dynamic properties where the molecular weight can be adjusted to optimize both migration resistance and synthesis feasibility, creating a balance between polymer stability and manufacturing complexity

Inventive Principle:
Principle #15Dynamics

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 cycloaliphatic diol-based polyphosphites effectively stabilize organic materials against oxidative and thermal degradation, offering superior performance and stability in various polymer applications while minimizing migration and blooming, and providing excellent color and thermal stability in PVC.

Implementation Method 1

suitable for stabilization of organic materials against oxidative, thermal or actinic degradation

Methodology Applied
Scientific EffectOxidation: Oxidation

Implementation Method 2

At least one purpose associated with the addition of a stabilizer to a polymeric resin is to prevent deterioration of the polymers derived from the resin during processing at high temperatures

Methodology Applied
Scientific EffectThermal energy absorption: Heat Sink

Data Source

PatentUS8981042B2Cycloaliphatic polyphosphite polymer stabilizers
Publication Date: 2015.03.17 DOVER CHEM CORP
  • US8981042B2 patent drawing
  • US8981042B2 patent drawing
  • US8981042B2 patent drawing

AI summary

A polymeric polyphosphite and copolymeric polyphosphite is described which contains a cycloaliphatic moiety, preferably cyclohexane dimethanol, in the polyphosphite backbone chain.