Azo Dye Heterocyclic Coupler Ozone Resistance
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Solution Overview
Problem
Current color image recording materials face challenges in achieving high light and environmental gas resistance, particularly ozone resistance, while maintaining satisfactory hues and fastness properties.
Innovation Solution
A novel azo dye with a specific structure, represented by formulas (I) and (II), is developed, incorporating a 5-membered heterocyclic diazo component and ionic hydrophilic groups, including a sulfo group with a lithium counter ion, which enhances color reproduction and fastness to light, heat, humidity, and ozone.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Illumination intensity
If conventional couplers (phenols, naphthols, anilines) are used for azo dyes, then satisfactory hues are achieved, but light fastness and ozone resistance are poor
Solution Approach 1:
The invention changes the chemical structure parameters of the coupler by using nitrogen-containing heterocyclic compounds (pyridine, pyrimidine, triazine rings) instead of conventional phenolic or naphtholic couplers. This structural parameter change fundamentally alters the dye's resistance to oxidation while maintaining color properties, directly resolving the contradiction between light fastness and hue stability.
Solution Approach 2:
The invention creates a composite molecular structure combining the diazo component with nitrogen-containing heterocyclic couplers, forming a new class of azo dyes with enhanced stability. This composite approach integrates the chromophoric azo group with the stabilizing heterocyclic ring system, achieving both good hue and superior light/ozone resistance.
2Object-affected harmful factors
If pyridine couplers are used to improve ozone resistance, then fastness to oxidizing gases improves, but hue satisfaction and overall fastness properties remain insufficient
Solution Approach 1:
The nitrogen-containing heterocyclic couplers serve multiple functions simultaneously: they provide the necessary hue characteristics, enhance ozone resistance through the stable heterocyclic ring structure, and improve overall light and heat fastness. This multi-functionality resolves the contradiction by making a single coupler type effective for all fastness requirements.
Solution Approach 2:
The invention optimizes specific parameters of the heterocyclic couplers, including the type of nitrogen-containing ring (pyridine, pyrimidine, triazine), substitution patterns, and coupling positions, to achieve the optimal balance between hue quality and comprehensive fastness properties including ozone, light, and heat resistance.
3Reliability
If dyes are developed to satisfy high levels of multiple requirements (solubility, hue, fastness, resistance), then comprehensive performance improves, but it becomes extremely difficult to obtain such dyes
Solution Approach 1:
The invention establishes a systematic approach by changing the fundamental parameter of the coupler structure to nitrogen-containing heterocyclic compounds. This single parameter change produces cascading benefits across multiple performance dimensions (ozone resistance, light fastness, hue stability) while maintaining relatively simple synthesis procedures, thus improving comprehensive performance without excessively increasing manufacturing difficulty.
Data Source
AI summary
An azo dye represented by formula (II) as defined in the specification, a process of producing the same and a coloring composition containing the azo dye.