Disperse Azo Dye Composition for Wet-Fast Polyester Blends

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Solution Overview

Problem

Current disperse dyes, particularly those with a 2,4,6-Di-nitro-halogen diazo-component, face limitations in light- and wet-fastness properties, and there is a need for improved fastness on polyester and its blends with other fibers like cellulose, nylon, elastane, and wool.

Innovation Solution

Development of disperse azo dyes with a 2,4,5-Dinitro-fluoro-aniline diazo component and specific aromatic or heteroaromatic coupling components, which enhance wet- and light-fastness and affinity to fibers, resulting in improved dyeing properties on polyester and its blends.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If dyes with 2,4,6-Di-nitro-halogen diazo-component are used, then red and violet disperse dyes can be produced, but light- and wet-fastness properties are insufficient

Engineering Contradiction:
Improvelight- and wet-fastness propertiesVSAvoiddye structure availability
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent changes the substitution pattern parameter from 2,4,6-Di-nitro-halogen to 2,4,5-Dinitro-fluoro, which fundamentally alters the molecular structure's fastness properties while maintaining the disperse dye classification and applicability to polyester fibers

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent combines the 2,4,5-Dinitro-fluoro-aniline diazo component with specific aromatic or heteroaromatic coupling components to create composite dye molecules that achieve superior wash and contact fastness properties compared to conventional dyes

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional disperse dyes are used on polyester blends, then dyeing can be performed, but fastness properties on fibers like cellulose, nylon, elastane and wool are insufficient

Engineering Contradiction:
Improvefastness properties on fiber blendsVSAvoidaffinity to different fiber types
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent designs dye molecules with coupling components that provide multi-functionality, enabling the dyes to bind effectively to various fiber types including polyester, cellulose, nylon, elastane, and wool, thereby achieving universal applicability across different fiber blends while maintaining superior fastness properties

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

3Quantity of substance

If dyes with high affinity to fiber are achieved, then good built up properties are obtained, but this may compromise other fastness properties

Engineering Contradiction:
Improvecolor buildupVSAvoidwet- and light-fastness
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The patent applies local quality by strategically placing the fluoro-substituted nitro groups at specific positions (2,4,5) on the aromatic ring and selecting particular coupling components, creating localized regions of high electron density and specific molecular geometry that simultaneously enhance both fiber affinity for color buildup and molecular stability for wet- and light-fastness

Inventive Principle:
Principle #3Local quality

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 dyes exhibit superior wash and contact fastness, along with excellent color buildup properties, particularly on polyester and polyester-elastane materials, providing deep, level hues with high service fastness.

Implementation Method 1

coupling the diazonium salt obtained in step a) with compounds of formula (2)

Methodology Applied
Scientific EffectAzo coupling reaction: Chemical Bonding

Implementation Method 2

disperse azo dyes with a 2,4,5-Dinitro-fluoro-aniline diazo component and specific aromatic or heteroaromatic coupling components

Methodology Applied
Scientific EffectConjugation: Chemical Bonding

Data Source

PatentEP3060608B1High wet fast disperse dyes and mixtures thereof
Publication Date: 2016.12.21 DYSTAR COLOURS DISTRIBUTION GMBH
  • EP3060608B1 patent drawing
  • EP3060608B1 patent drawing
  • EP3060608B1 patent drawing

AI summary

Dyes of formula (1), their production and their use.