2,4,5-Dinitro-Fluoro Disperse Dyes for Polyester Fastness

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Solution Overview

Problem

Disperse dyes with 2,4,6-Di-nitro-halogen diazo-components have limitations in light- and wet-fastness properties, particularly when used on polyester and its blends with other fibers like cellulose, nylon, elastane, and wool, necessitating the development of dyes with improved fastness characteristics.

Innovation Solution

The use of 2,4,5-Dinitro-fluoro-aniline as a diazo component to create disperse azo dyes and their mixtures, which exhibit enhanced wet- and light-fastness properties on polyester and its blends, along with a high affinity for the fibers, resulting in improved dyeing performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If disperse dyes with 2,4,6-Di-nitro-halogen diazo-components are used, then the dyes can be applied to polyester and its blends, but the light- and wet-fastness properties are insufficient

Engineering Contradiction:
Improvefastness 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 configuration. This parameter change in the molecular structure of the diazo component fundamentally improves the fastness properties while maintaining applicability to polyester and its blends. The specific structural modification transforms the chemical behavior and bonding characteristics of the dye with the fiber.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite dye formulations by combining 2,4,5-Dinitro-fluoro-aniline diazo component with specific coupling components (K) that contain aromatic or heteroaromatic systems. This composite approach, where the unique diazo component is paired with carefully selected coupling agents, produces dyes with synergistic effects that enhance both fastness and affinity properties beyond what single components could achieve alone.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional disperse dyes are used on polyester blends, then the dyeing process is simple, but the wash and contact fastness are poor

Engineering Contradiction:
Improvewash and contact fastnessVSAvoiddye molecular structure
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent modifies key parameters of the diazo component including the position of nitro groups (2,4,5 vs 2,4,6), the type of halogen (fluoro specifically), and the overall substitution pattern. These parameter changes create a molecular structure that forms stronger and more stable bonds with polyester fibers, directly improving wash and contact fastness despite the increased structural complexity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces specific local structural features at critical positions in the dye molecule. The 2,4,5-Dinitro-fluoro configuration creates localized electron distribution patterns and steric arrangements that enhance interaction with specific functional groups in the polyester fiber, providing improved fastness at the molecular interface without requiring complete redesign of the entire dye system.

Inventive Principle:
Principle #3Local quality

3Reliability

If dyes with high affinity to fiber are developed, then color buildup improves, but fastness properties may be compromised

Engineering Contradiction:
Improvefastness propertiesVSAvoiddye uptake by fiber
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent achieves the rare combination of high affinity and high fastness by changing the fundamental parameters of the diazo component structure. The 2,4,5-Dinitro-fluoro configuration creates a molecular architecture that simultaneously enhances both the binding strength (affinity) and the stability of the dye-fiber bond (fastness), breaking the traditional trade-off between these two critical properties.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses composite dye structures where the 2,4,5-Dinitro-fluoro-aniline diazo component is coupled with specific aromatic or heteroaromatic coupling components. This composite structure allows different parts of the molecule to perform different functions: one portion provides high affinity through strong fiber interaction, while another portion ensures high fastness through stable chemical bonding, achieving both properties simultaneously.

Inventive Principle:
Principle #40Composite materials

Data Source

PatentUS10301474B2High wet fast disperse dyes and mixtures thereof
Publication Date: 2019.05.28 DYSTAR COLOURS DISTRIBUTION GMBH
  • US10301474B2 patent drawing
  • US10301474B2 patent drawing
  • US10301474B2 patent drawing

AI summary

Dyes of formula (1)their production and their use are described.