Fibre-Reactive Dyes with Triazine Moieties for Textile Fastness

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Solution Overview

Problem

Current reactive dyes for textile fibers lack sufficient substantivity, ease of washing off unfixed dye, high fixing yields, and all-round fastness properties such as light-fastness and wet-fastness, which are essential for high-quality dyeings and prints.

Innovation Solution

Development of novel reactive dyes with specific molecular structures, including halogen-substituted triazine moieties and fibre-reactive radicals, that enhance substantivity, fixing yields, and stability, allowing for easy removal of unfixed dye and achieving superior fastness properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional reactive dyes are used, then dyeing process can be performed, but substantivity is insufficient and fixing yields are low

Engineering Contradiction:
ImprovesubstantivityVSAvoidfixing yields
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent modifies the chemical structure of reactive dyes by introducing specific radical combinations (sulfonated naphthalene units, triazine moieties, and reactive groups like vinyl sulfone or beta-sulfatoethyl groups). These structural parameter changes enhance both substantivity and fixing yields simultaneously, resolving the contradiction between reliable fiber binding and high productivity in dyeing processes.

Inventive Principle:
Principle #35Parameter changes

2Ease of operation

If conventional reactive dyes are used, then dyeing can proceed, but ease of washing off unfixed dye is poor

Engineering Contradiction:
Improveease of washing offVSAvoidfibre-dye binding stability
Core Design Contradiction:
Ease of operationVSReliability

Solution Approach 1:

The patent employs different reactive groups with specific local properties: vinyl sulfone groups provide strong covalent bonding to cellulose fibers for stability, while beta-sulfatoethyl groups offer hydrolyzable bonds that facilitate washing off of unfixed dye. This local differentiation of bond types within the same dye molecule resolves the contradiction between binding stability and washability.

Inventive Principle:
Principle #3Local quality

3Reliability

If conventional reactive dyes are used, then dyeing process can be completed, but all-round fastness properties are insufficient

Engineering Contradiction:
Improvefastness propertiesVSAvoiddye molecule complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent creates composite dye molecules combining multiple functional units: sulfonated naphthalene chromophores for color, triazine moieties for reactivity, and specific reactive groups for fiber bonding. This composite structure integrates multiple functions (coloration, fixation, fastness) into a single molecular entity, achieving superior all-round fastness properties without requiring separate treatment steps.

Inventive Principle:
Principle #40Composite materials

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 reactive dyes demonstrate improved build-up behavior, high fixation rates, and excellent fastness properties, including light-fastness and wet-fastness, resulting in high-quality dyeings and prints with minimal soaping loss.

Implementation Method 1

Z1 is a fibre-reactive radical of formula (9a), (9b), (9c), (9d), (9e) or (9f)... -SO2-Y (9a), -NH-CO-(CH2)lSO2-Y (9b)... wherein Y being as defined above

Methodology Applied
Scientific EffectCovalent bonding: Chemical Bonding

Implementation Method 2

The novel dyes should especially be distinguished by good build-up behaviour, high fixing yields and high fibre-dye binding stability

Methodology Applied
Scientific EffectChemical adsorption: Adsorption

Data Source

PatentEP2861671B1Fibre-reactive dyes, their preparation and their use
Publication Date: 2018.12.26 HUNTSMAN ADVANCED MATERIALS (SWITZERLAND) GMBH
  • EP2861671B1 patent drawing
  • EP2861671B1 patent drawing
  • EP2861671B1 patent drawing

AI summary

Reactive dyes of formula (1) wherein Q1 and Q2 are each independently of the other hydrogen or unsubstituted or substituted C1-C4alkyl, A is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore, X is halogen, 3- or 4-carboxypyridin-1-yl, or 3- or 4-carbamoylpyridin-1-yl, Y is vinyl or a radical -CH2-CH2-U and U is a group removable under alkaline conditions, and q is the number 1 or 2, are suitable for dyeing and printing cellulosic or amide-group-containing fibre materials.