Copper Complex Reactive Dye for High Fastness and Tinctorial Yield

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Solution Overview

Problem

Current fibre reactive metal complex dyes do not meet the requirements for sufficient substantivity, ease of washing off unfixed dye, high tinctorial yield, and excellent fastness properties, particularly in terms of wash- and chlorine fastness, for blue dyeing and printing of textile fibre materials.

Innovation Solution

Development of a reactive blue dye with a specific copper complex structure, formulated with multiple sulfo groups and suitable salts, which can be combined with other dyes to achieve desired shades, and a process involving diazotization, coupling, and reaction with a Cu(II) salt to create a high-performance dye for textile fibre materials.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If conventional reactive dyes are used, then dyeing can be performed, but tinctorial yield and reactivity are not sufficiently high

Engineering Contradiction:
Improvetinctorial yieldVSAvoidfastness properties
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The patent creates a composite dye structure by forming copper complexes with reactive dye molecules. The copper ion (Cu(II)) acts as a central metal coordinated with the dye ligands, creating a composite material that combines the high reactivity and tinctorial yield of reactive dyes with the enhanced fastness properties of metal complex dyes. This composite structure achieves both high tinctorial yield and excellent fastness properties simultaneously.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional dyes are used, then basic dyeing requirements can be met, but all-round fastness properties including light-fastness and wet-fastness are not sufficient

Engineering Contradiction:
Improveall-round fastness propertiesVSAvoiddye structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The copper complex dye structure serves multiple functions simultaneously: the copper ion provides enhanced light-fastness and wet-fastness, the reactive groups ensure high reactivity and fixation, the sulfo groups provide water solubility and ease of washing, and the overall structure maintains good substantivity. This multi-functional design achieves all-round fastness properties without requiring separate dye components for each function, thereby managing complexity efficiently.

Inventive Principle:
Principle #6Universality (Multi-functionality)

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 new reactive dyes exhibit high compatibility with other dyes, allowing for adjustable shades, high fixing degrees, and improved fastness properties, including enhanced chlorine and wash fastness, while maintaining high tinctorial strength and stability on various fibre materials.

Implementation Method 1

diazotising a compound of the formula (3) to give a diazonium salt and reacting the diazonium salt with a coupling component of formula (4)

Methodology Applied
Scientific EffectDiazotization:

Implementation Method 2

reacting the diazonium salt with a coupling component of formula (4) to give an azo compound of formula (10)

Methodology Applied
Scientific EffectAzo coupling:

Implementation Method 3

reacting a compound of formula (6) with a compound of formula (7) to give a compound of formula (8)

Methodology Applied
Scientific EffectCondensation reaction:

Implementation Method 4

reacting the bisazo dye prepared in step (c) with a Cu(II) salt in aqueous solution

Methodology Applied
Scientific EffectComplexation:

Data Source

PatentUS12006437B2Fibre reactive dyes, their preparation and their use
Publication Date: 2024.06.11 ARCHROMA (SWITZERLAND) GMBH
  • US12006437B2 patent drawing
  • US12006437B2 patent drawing
  • US12006437B2 patent drawing

AI summary

A reactive dye of formulawhereinM is hydrogen, an alkali metal or one equivalent of an alkaline earth metal,Z1 is vinyl, β-sulfatoethyl or the radical —NHCO—(CH2)3—SO2—CH2CH2Cl;R1 denotes H or sulfo; andR2 is H, methyl, methoxy or sulfo,n is the number 3;Y is vinyl or a radical —CH2—CH2-U and U is —Cl or —OSO3H,is suitable for dyeing and printing cellulosic or amide-group-containing fibre materials.