Metal-Complex Reactive Dyes for Wet-Fast Polyamide Dyeing

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Solution Overview

Problem

Current reactive dyes fail to provide high substantivity, ease of washing off unfixed dye, good color yield, and high reactivity, especially when dyeing synthetic polyamide fibre materials, which requires novel dyes with improved fixing yields and fibre-dye binding stabilities for achieving deep, fast, and brilliant navy blue shades with excellent fastness properties.

Innovation Solution

Development of a reactive dye with a specific formula incorporating chromium, cobalt, or iron, featuring a fibre-reactive radical and a bivalent radical, allowing for high fixing yields and fibre-dye binding stabilities, achieved through a multi-step condensation process involving cyanuric halides and metal complex compounds, resulting in dyes suitable for synthetic polyamide fibre materials.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional reactive dyes are used for dyeing polyamide fibre materials, then deep coloured dyeings can be achieved, but the dyeings are not fast to wetting at elevated temperatures

Engineering Contradiction:
Improvefastness to wettingVSAvoiddyeing process simplicity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent modifies the chemical structure of reactive dyes by introducing specific radical combinations (formula I with defined substituents R1-R7, t-u, and metal complexes Me) to enhance fastness to wetting at elevated temperatures while maintaining dyeing effectiveness on polyamide fibres

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite dye structures combining multiple functional components: azo radicals, naphthalene radicals, metal complexes (chromium, cobalt, or iron), and fibre-reactive radicals with specific leaving groups, forming a multifunctional molecule that simultaneously provides deep coloration and improved wetting fastness

Inventive Principle:
Principle #40Composite materials

2Reliability

If reactive dyes are used to achieve deep coloured dyeings on polyamide, then colour yield improves, but substantivity and ease of washing off unfixed dye are insufficient

Engineering Contradiction:
Improvecolour yieldVSAvoidease of washing off unfixed dye
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent optimizes the balance between substantivity and wash-off properties by carefully selecting the fibre-reactive radical T with specific leaving groups U (halogen, sulfato, carboxy, phosphate, or thiosulfato radicals) that provide controlled reactivity and appropriate ease of washing off unfixed dye while maintaining high colour yield

Inventive Principle:
Principle #35Parameter changes

3Reliability

If known reactive dyes are used, then some requirements are met, but high fixing yields and high fibre-dye binding stabilities cannot be achieved simultaneously

Engineering Contradiction:
Improvefixing yieldVSAvoidfibre-dye binding stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The invention enhances both fixing yield and fibre-dye binding stability by incorporating metal complexes (Me = chromium, cobalt, or iron) coordinated with specific ligands in the dye structure, which strengthen the interaction between the dye and polyamide fibres while maintaining high reactivity and fixing efficiency

Inventive Principle:
Principle #35Parameter changes

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 reactive dyes exhibit excellent all-round fastness properties, including light, wetting, and chlorine fastness, with high reactivity and uniform colour build-up, suitable for microfibres and various textile materials, while maintaining good water-solubility and compatibility with other dyes.

Implementation Method 1

T is a fibre-reactive radical of formula (2f) wherein Hal denotes chlorine or bromine, especially bromine

Methodology Applied
Scientific EffectNucleophilic substitution: Chemical Bonding

Implementation Method 2

a multi-step condensation process involving cyanuric halides and metal complex compounds

Methodology Applied
Scientific EffectCondensation reaction: Chemical Bonding

Data Source

PatentUS9346958B2Reactive dyes, their preparation and their use
Publication Date: 2016.05.24 HUNTSMAN INTERNATIONAL LLC
  • US9346958B2 patent drawing
  • US9346958B2 patent drawing
  • US9346958B2 patent drawing

AI summary

Reactive dyes of, for example, formula (101) especially suitable for dyeing synthetic polyamide fibre materials and which yield dyeings or prints having good wet-fastness properties, and a process for their preparation.