Cationic Azacyanine Dyes Oxidative Stability

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Solution Overview

Problem

Existing hair dye technologies face challenges in oxidative dyeing systems, as most dyes are not oxidation-stable, limiting their use in lightening and coloring processes, especially for keratin fibers like human hair.

Innovation Solution

The development of cationic azacyanine dyes with specific chemical structures, such as those represented by formula (I), which are stable in oxidative conditions, enabling non-oxidative dyeing, simultaneous lightening and dyeing, and oxidative coloring of keratin fibers.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional dyes are used in oxidative dyeing systems, then lightening and coloring can be achieved, but the dyes cannot withstand the oxidation process and lose their color stability

Engineering Contradiction:
Improveoxidation stability of dyesVSAvoidapplicability in oxidative dyeing systems
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of azacyanine dyes through specific substitution patterns (introducing electron-donating and electron-withdrawing groups at defined positions) to enhance their oxidation stability. This structural parameter modification enables the dyes to withstand oxidative conditions while maintaining color stability, resolving the contradiction between dye stability and applicability in oxidative systems

Inventive Principle:
Principle #35Parameter changes

2Reliability

If cationic azacyanine dyes with specific substitution patterns are used, then oxidation stability is achieved, but the dyeing process becomes more complex

Engineering Contradiction:
Improveoxidation stabilityVSAvoiddyeing process complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent achieves universality by developing cationic azacyanine dyes that can function in multiple dyeing modes (oxidative and non-oxidative) through a single unified chemical structure with specific substitution patterns. This multi-functionality eliminates the need for separate dye systems for different dyeing processes, reducing overall process complexity while maintaining oxidation stability

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

3Stability of the object's composition

If electron-donating and electron-withdrawing groups are introduced at specific positions of the azacyanine structure, then color stability and oxidation resistance improve, but the synthesis and characterization become more difficult

Engineering Contradiction:
Improvecolor stabilityVSAvoidsynthesis difficulty
Core Design Contradiction:
Stability of the object's compositionVSEase of manufacture

Solution Approach 1:

The patent applies local quality by introducing specific electron-donating and electron-withdrawing groups at precisely defined positions (R1, R2, R3, R4, R5, R6) of the azacyanine molecular structure. This localized functional group placement optimizes color stability and oxidation resistance at critical positions while maintaining overall molecular symmetry and facilitating systematic synthesis through established chemical methods

Inventive Principle:
Principle #3Local quality

Data Source

PatentUS7374583B2Cationic azacyanine dyes and coloring agents containing said dyes
Publication Date: 2008.05.20 WELLA OPERATIONS US LLC
  • US7374583B2 patent drawing
  • US7374583B2 patent drawing
  • US7374583B2 patent drawing

AI summary

The present invention relates to agents containing cationic azacyanine dyes having formula (I) for dyeing fibers, such as, for example, keratin fibers, wool, silk or fleeces, and in particular human hair, as well as to new asymmetrical azacyanine dyes.