Polyamide Acid Dye Composition for Fastness and Hue Consistency

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Solution Overview

Problem

Current acid dyes lack improved properties for effective dyeing of organic substrates, particularly natural and synthetic polyamides, in terms of fastness, exhaustion rates, and hue consistency.

Innovation Solution

Development of novel acid dyes with specific chemical structures, including compounds of formula (I), which are synthesized through conventional diazotization and coupling processes, allowing for improved anionic substituents and reaction conditions to achieve high fastness and exhaustion on polyamide fibers.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional acid dyes are used for dyeing polyamides, then the dyeing process is simple, but the fastness and exhaustion rates are insufficient

Engineering Contradiction:
ImprovefastnessVSAvoiddye structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies composite material principle by creating dye molecules with multiple functional groups (azo groups, anionic substituents, specific aromatic structures) combined in a single molecular structure. This composite molecular architecture provides both the desired fastness properties and exhaustion rates while maintaining compatibility with polyamide substrates, resolving the contradiction between performance improvement and structural simplicity.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent employs parameter changes by systematically varying the anionic substituents (such as sulfonate, carboxylate groups) and their positions on the dye molecule, as well as adjusting the azo group configurations. These parameter modifications optimize the balance between fastness, exhaustion rates, and molecular complexity, allowing the dye to achieve superior performance without excessive structural complication.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If novel acid dyes with specific structures are developed, then fastness and exhaustion rates improve, but synthesis complexity increases

Engineering Contradiction:
Improvewet fastnessVSAvoidsynthesis process complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent applies segmentation by dividing the dye synthesis into distinct modular steps: preparation of diazo components, coupling reactions to form azo structures, and subsequent introduction of anionic substituents. Each segment can be optimized independently, and the modular nature allows for systematic variation of structural parameters to achieve desired wet fastness properties while maintaining manageable synthesis complexity.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent utilizes parameter changes by systematically modifying synthesis conditions (temperature, pH, solvent selection, reagent ratios) and molecular parameters (substituent types, positions, and combinations) to optimize wet fastness. These controlled parameter variations enable the achievement of superior performance without requiring overly complex synthesis procedures.

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If conventional diazotization and coupling processes are used, then the synthesis is straightforward, but the hue consistency and fastness are inadequate

Engineering Contradiction:
Improvehue consistencyVSAvoiddye molecular structure
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The patent applies parameter changes by precisely controlling the diazotization conditions (temperature, acid concentration, nitrite addition rate) and coupling parameters (pH, solvent composition, reactant ratios). These controlled parameter variations ensure consistent hue production while the molecular structure incorporates specific anionic substituents and azo group configurations that enhance fastness properties, resolving the contradiction between hue consistency and structural complexity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs feedback mechanisms by monitoring and adjusting synthesis parameters based on intermediate product characteristics. The diazotization and coupling processes are controlled with feedback on pH, temperature, and reaction progress to ensure consistent hue formation. This feedback control allows for precise manipulation of molecular structure parameters to achieve both hue consistency and improved fastness.

Inventive Principle:
Principle #23Feedback

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 novel acid dyes provide excellent light and wet fastness, high exhaustion rates, and consistent hues on polyamide fibers, suitable for various dyeing processes including Inkjet printing, with the ability to produce level dyeings and compatibility with other acid dyes.

Implementation Method 1

both the amine functions of compounds of the formula (II) which are known from the literature are conventionally diazotized and coupled onto totally two equivalents of a compound of the formula (III)

Methodology Applied
Scientific EffectDiazotization: Chemical Bonding

Implementation Method 2

the bis-diazotized diamine is allowed to react with the compound (III), preferably in aqueous solution

Methodology Applied
Scientific EffectAzo coupling: Chemical Bonding

Data Source

PatentEP2307508B1Acid dyes
Publication Date: 2018.09.05 ARCHROMA IP GMBH
  • EP2307508B1 patent drawing
  • EP2307508B1 patent drawing
  • EP2307508B1 patent drawing

AI summary

Acid dyes, a process for their preparation and their use for dyeing organic substrates of the general formula (I) wherein the substituents have the meaning as indicated in the claims.