Triazine Ester Stabilizers for Polyolefin Photodegradation

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Solution Overview

Problem

Current polymer stabilizers, such as benzophenone and benzotriazole derivatives, and HALS, while effective to some extent, fail to provide sufficient stability against oxidative action and photodegradation, particularly in polyolefin-based materials like fibers and films, necessitating the development of more effective stabilizing compounds.

Innovation Solution

The introduction of novel triazine compounds with ester groups derived from mono- and dicarboxylic acids, where polyalkylpiperidine units are part of the polyester main chain, enhancing thermal stability and mobility of active light stabilizing groups, thereby improving the stabilizing action.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If polyalkylpiperidine units are incorporated into the polyester main chain, then thermal stability is improved, but the mobility and stabilizing action of active light stabilizing groups is reduced

Engineering Contradiction:
Improvethermal stabilityVSAvoidmobility of active groups
Core Design Contradiction:
TemperatureVSEase of operation

Solution Approach 1:

The molecule is segmented into distinct functional regions: the polyester main chain provides thermal stability, while pendant polyalkylpiperidine groups provide mobile light stabilizing activity. This segmentation allows each part to fulfill its specific function without compromising the other.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

Different parts of the molecule have different properties: the main chain has high thermal stability due to polyester structure, while the pendant groups have high mobility and light stabilizing activity. This local differentiation resolves the contradiction between thermal stability and stabilizing mobility.

Inventive Principle:
Principle #3Local quality

2Ease of manufacture

If traditional stabilizers like benzophenone and benzotriazole derivatives are used, then ease of manufacture is maintained, but stabilizing efficacy against photodegradation and oxidative action is insufficient

Engineering Contradiction:
ImprovemanufacturabilityVSAvoidstabilizing efficacy
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The invention creates a composite molecular structure combining polyester backbone (providing thermal stability and processability) with polyalkylpiperidine pendant groups (providing superior light stabilizing efficacy). This composite approach achieves both manufacturability and high reliability.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The invention changes the molecular parameters from simple aromatic stabilizers to complex polymeric structures with specific pendant groups, thereby enhancing stabilizing efficacy while maintaining manufacturability through established polyester synthesis methods.

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If polyalkylpiperidine groups are blocked in the polymer chain, then structural stability is improved, but light stabilizing activity is reduced

Engineering Contradiction:
Improvestructural stabilityVSAvoidlight stabilizing activity
Core Design Contradiction:
Stability of the object's compositionVSReliability

Solution Approach 1:

The pendant polyalkylpiperidine groups are dynamically positioned outside the rigid polymer chain, allowing them to move freely and access degradation sites. This dynamic positioning maintains both structural stability of the main chain and light stabilizing activity of the pendant groups.

Inventive Principle:
Principle #15Dynamics

Solution Approach 2:

The polyester main chain acts as an intermediary, providing structural stability while the pendant groups act as mobile intermediaries that can migrate to and neutralize free radicals and degradation products, thus maintaining light stabilizing activity.

Inventive Principle:
Principle #24Intermediary (Mediator)

Data Source

PatentUS10759780B2Hindered amines
Publication Date: 2020.09.01 3V SIGMA
  • US10759780B2 patent drawing
  • US10759780B2 patent drawing
  • US10759780B2 patent drawing

AI summary

Disclosed are triazine compounds characterised by ester pendants and polyalkylpiperidine pendants. The compounds according to the invention, either alone or mixed with other known agents, are useful as stabilisers of polymers, especially polyolefins.