Phthalimido Disperse Azo Dyes for Fast Blue Textile Dyeing
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Solution Overview
Problem
Current disperse azo dyes used for hydrophobic textile materials do not consistently meet requirements for light fastness, washing fastness, and perspiration resistance, particularly in blue shades.
Innovation Solution
Development of disperse dyes with a phthalimido-substituted aniline coupling component, specifically designed to enhance fastness properties through a diazo component and coupling process, suitable for both exhaust and thermosol processes, and applicable in discharge printing.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If conventional disperse azo dyes are used for hydrophobic textile materials, then the dyeing process is simple and cost-effective, but the fastness properties to light, washing, and perspiration are insufficient
Solution Approach 1:
The patent applies parameter changes by modifying the molecular structure parameters of disperse azo dyes. Specifically, it introduces phthalimido-substituted aniline coupling components with controlled alkyl chain lengths (C1-C12) and substituent positions, which systematically alters the dye's chemical properties to achieve superior fastness to light, washing, and perspiration while maintaining compatibility with hydrophobic fiber materials
Solution Approach 2:
The patent employs composite material principles by creating complex dye molecules composed of multiple functional components: diazo components, phthalimido-substituted aniline coupling components, and various substituent groups (R1-R9). This composite molecular structure combines the benefits of different chemical groups to achieve both excellent fastness properties and affinity for hydrophobic fibers
2Reliability
If dyes with improved fastness properties are developed, then the durability of dyeings is enhanced, but the complexity of dye preparation and synthesis increases
Solution Approach 1:
The patent applies segmentation by dividing the complex dye molecule into distinct functional segments: the diazo component (Ar-NH2), the phthalimido-substituted aniline coupling component (formula 2), and various substituent groups. This segmentation allows for modular synthesis where each component can be prepared separately and then assembled through standardized diazotization and coupling reactions, simplifying the overall manufacturing process
Solution Approach 2:
The patent uses intermediary compounds in the synthesis process. The phthalimido-substituted aniline coupling component serves as a key intermediary that facilitates the formation of the final azo dye structure. This intermediary approach allows for controlled reaction pathways and intermediate purification steps, making the overall synthesis more manageable despite the complexity of the final molecule
3Productivity
If conventional azo dyes are used, then the dyeing process is straightforward, but the build-up performance in exhaust and thermosol processes is insufficient
Solution Approach 1:
The patent optimizes build-up performance by carefully adjusting structural parameters of the dye molecules. The alkyl chain lengths (C1-C12), positions of substituents (R1-R9), and types of functional groups are precisely controlled to enhance the dye's affinity for hydrophobic fibers and its performance in exhaust and thermosol processes, achieving excellent build-up without requiring complex application procedures
Data Source
AI summary
The present invention relates to disperse azo dyes based on a phthalimido-substituted aniline coupling component and an aromatic-carbocyclic or an aromatic-heterocyclic diazo component, to a process for the preparation of such dyes and to their use in the dyeing or printing of semi-synthetic and, especially, synthetic hydrophobic fibre materials, more especially textile materials.


