Methine Dye Composition for Heat-Stable Polyamide Coloring

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Solution Overview

Problem

Current yellow colorants for plastics, particularly polyamides, lack sufficient thermal and light stability, and often compromise the mechanical properties of polymers, failing to meet the demanding requirements of bulk dyeing processes, especially when combined with glass fibers.

Innovation Solution

Development of new methine dyes with specific structural formulas that provide improved light fastness, thermal stability, and color strength, allowing for transparent or muted yellow to orange colorations in plastics, particularly polyamides, through a process involving aldehydes and acetanilide derivatives under controlled temperature and pressure conditions.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If pigments are used for coloring plastics, then thermal stability is improved, but transparency is lost and mechanical properties worsen

Engineering Contradiction:
Improvethermal stabilityVSAvoidmechanical properties
Core Design Contradiction:
TemperatureVSObject-generated harmful factors

Solution Approach 1:

The patent changes the chemical parameters of the colorant by developing new methine dye molecules with specific structural features (condensed ring systems, particular substituent patterns) that fundamentally alter their thermal stability properties while maintaining solubility and compatibility with polymers

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite approach by combining the chromophoric methine dye structure with specific auxiliary groups and substituents that collectively provide both thermal stability and mechanical property preservation, achieving a synergistic effect in the colorant system

Inventive Principle:
Principle #40Composite materials

2Ease of manufacture

If known yellow dyes are used for polyamide coloring, then coloration is achieved, but thermal and light stability are insufficient

Engineering Contradiction:
Improvecoloring capabilityVSAvoidthermal and light stability
Core Design Contradiction:
Ease of manufactureVSReliability

Solution Approach 1:

The patent systematically varies molecular parameters including the type of condensed rings (aromatic, heterocyclic), the nature of substituents (electron-donating, electron-withdrawing groups), and the overall molecular architecture to achieve optimal balance between coloring strength and stability properties

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces specific local structural features at particular positions on the methine dye molecule, such as specific substituents at defined locations on the ring system, to enhance light and heat stability without compromising the overall coloring performance

Inventive Principle:
Principle #3Local quality

3Productivity

If processing temperature is increased for polyamide bulk dyeing, then coloring efficiency is improved, but colorant degradation increases

Engineering Contradiction:
Improvecoloring efficiencyVSAvoidcolorant degradation
Core Design Contradiction:
ProductivityVSTemperature

Solution Approach 1:

The patent modifies the thermal parameters of the colorant by incorporating structurally robust methine dye cores with high bond dissociation energies and stable aromatic/heterocyclic systems that resist degradation at elevated processing temperatures typical of polyamide manufacturing

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP3470472A1New methine dyes
Publication Date: 2019.04.17 LANXESS DEUTSCHLAND GMBH
  • EP3470472A1 patent drawing
  • EP3470472A1 patent drawing
  • EP3470472A1 patent drawing

AI summary

The present invention relates to novel methine dyes, processes for their production and their use for dyeing plastics, in particular polyamides, wherein yellow to orange colorations with improved lightfastness and improved thermostabilities are obtained.