Reactive Dye Composition for High-Fixation Cotton Dyeing

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Solution Overview

Problem

Current reactive dyes for textile fiber materials lack sufficient substantivity, ease of washing off unfixed dye, color yield, and high reactivity, resulting in suboptimal dyeing and printing performance with regards to fixing yields, fiber-dye binding stability, and fastness properties.

Innovation Solution

Development of novel reactive dyes with specific chemical structures, including aliphatic bridging members and halotriazine groups, that enhance substantivity, reactivity, and ease of washing off unfixed dye, allowing for high fixing yields and excellent fastness properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional reactive dyes are used, then dyeing process is simple, but substantivity and fixing yield are insufficient

Engineering Contradiction:
Improvefixing yieldVSAvoiddye structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies composite material principle by combining multiple functional groups (halotriazine, aliphatic bridging member, electron-withdrawing groups) into a single reactive dye molecule. This composite structure integrates substantivity enhancement through halotriazine groups with controlled reactivity via electron-withdrawing groups, achieving high fixing yield while maintaining manageable application process

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent applies local quality principle by introducing electron-withdrawing groups at specific positions on the aromatic ring adjacent to the halotriazine group. This localized structural modification enhances reactivity and fixing yield without requiring complete restructuring of the entire dye molecule, thus improving reliability while limiting complexity increase

Inventive Principle:
Principle #3Local quality

2Reliability

If reactive dyes with high reactivity are used, then fixing yield improves, but ease of washing off unfixed dye deteriorates

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

Solution Approach 1:

The patent applies parameter changes principle by carefully adjusting the electronic parameters of the dye molecule through electron-withdrawing groups. This modifies the reactivity parameter to achieve optimal fixing yield while controlling the rate of reaction to allow sufficient time for washing off unfixed dye, thus balancing fixing efficiency with ease of washing

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If dyes with high substantivity are used, then fiber-dye binding stability improves, but color yield and reactivity decrease

Engineering Contradiction:
Improvefiber-dye binding stabilityVSAvoidcolor yield
Core Design Contradiction:
Stability of the object's compositionVSReliability

Solution Approach 1:

The patent applies merging principle by combining multiple functional groups that individually provide different properties: halotriazine groups for substantivity and fiber-dye binding stability, electron-withdrawing groups for enhanced reactivity and color yield. The merged molecular structure achieves simultaneous improvement in fiber-dye binding stability and color yield that neither group could achieve alone

Inventive Principle:
Principle #5Merging (Combining)

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 exhibit high reactivity, excellent fixing properties, and low soaping loss, with dyeings and prints showing high tinctorial strength, fiber-dye binding stability, and superior fastness to light, wetting, and other environmental factors.

Implementation Method 1

The reactive dyes containing two halotriazine groups described in EP-A 0 458 743 provide dyeings or prints on cellulosic fibre materials having good fastness properties

Methodology Applied
Scientific EffectNucleophilic substitution: Chemical Bonding

Data Source

PatentEP1913094B1Reactive dyes, their preparation and their use
Publication Date: 2012.04.04 HUNTSMAN ADVANCED MATERIALS (SWITZERLAND) GMBH
  • EP1913094B1 patent drawing
  • EP1913094B1 patent drawing
  • EP1913094B1 patent drawing

AI summary

Reactive dyes of formula (1), wherein B is an aliphatic bridging member, R1 is C1-C4alkyl, halogen or an -SO2-Z radical, R2 and R3 are each independently of the other C1-C4alkoxy, R4, R5 and R6 are each independently of the others hydrogen or unsubstituted or substituted C1-C4alkyl, k and q are each independently of the other the number O or 1 , p is the number O, 1 or 2, X1 and X2 are each independently of the other halogen, and T is halogen, a non-fibre-reactive substituent or a fibre-reactive radical of formula (2a), (2b), (2c), (2d), (2e) or (2f), wherein (R7)0-2 denotes from O to 2 identical or different substituents from the group halogen, C1-C4alkyl, C1C4alkoxy and sulfo, Z is vinyl or a -CH2-CH2-U radical and U is a group that is removable under alkaline conditions, Q is a -CH(Hal)-CH2-HaI or -C(Hal)=CH2 group and Hal is halogen, or T is a radical of formula (3), wherein R1, R2, R3, R4, k, p and q each have the definitions given above, are suitable especially for dyeing cotton and yield dyeings having good all-round fastness properties.