Metal free reactive dyes, process for the production thereof and their use

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Solution Overview

Problem

Metal-free reactive dyes used for dyeing hydroxyl-, amino-, and/or carboxamido-containing materials face limitations in achieving darker shades such as dark brown, violet, navy, and black with unsatisfactory light fastness.

Innovation Solution

Development of trisazo or tetrakisazo dyes of a specific formula, which are metal-free and exhibit excellent light fastness and overall fastness properties, allowing for the creation of darker shades with good levelness on these materials and their blends.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If metal-free reactive dyes are used for dyeing hydroxyl-, amino-, and/or carboxamido-containing materials, then ecological performance is improved, but light fastness deteriorates and darker shades cannot be achieved

Engineering Contradiction:
Improveecological performanceVSAvoidlight fastness
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent changes the chemical structure parameters of the dye molecules by introducing specific substituents (sulfonato, carboxylato, phosphonato groups) and creating trisazo/tetrakisazo structures with extended conjugation. This structural parameter change enables metal-free dyes to achieve both dark shades and improved light fastness simultaneously, resolving the contradiction between ecological performance and reliability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite dye structures by combining multiple azo groups (trisazo/tetrakisazo) with specific functional groups and aromatic rings in a unified molecular architecture. This composite structure provides both the darkness required for deep shades and the stability needed for light fastness, while maintaining metal-free composition for ecological performance.

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If metal-free reactive dyes are used, then ecological performance is improved, but the ability to achieve darker shades deteriorates

Engineering Contradiction:
Improveecological performanceVSAvoiddyeing depth
Core Design Contradiction:
Object-affected harmful factorsVSQuantity of substance

Solution Approach 1:

The patent extends the conjugated system by incorporating three or four azo groups in the molecular structure, which increases the light absorption capacity and enables darker shades. Simultaneously, the metal-free composition and specific functional groups maintain ecological performance, resolving the contradiction between dyeing depth and ecological performance.

Inventive Principle:
Principle #35Parameter changes

3Object-affected harmful factors

If known metal-free dyes are used, then ecological performance is improved, but overall fastness properties deteriorate

Engineering Contradiction:
Improveecological performanceVSAvoidoverall fastness
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent designs composite dye molecules containing multiple azo groups combined with specific functional groups (sulfonato, carboxylato, phosphonato) that provide both ecological compatibility and enhanced fastness properties. This composite structure achieves excellent overall fastness while maintaining metal-free status for ecological performance.

Inventive Principle:
Principle #40Composite materials

Data Source

PatentEP2861673B1Metal free reactive dyes, process for the production thereof and their use
Publication Date: 2023.08.09 DYSTAR COLOURS DISTRIBUTION GMBH
  • EP2861673B1 patent drawing
  • EP2861673B1 patent drawing
  • EP2861673B1 patent drawing

AI summary

The present invention refers to dyes of the formula (I) and mixtures thereof; in which A, B, a, C, D and b are defined as given in claim, a process for preparing them, and their use for dyeing and printing hydroxyl-, amino-, and/or carboxamido- containing materials.