Disperse Azo Dye Composition for Light- and Wash-Fast Textiles
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Solution Overview
Problem
Current azo dyes based on N-Alkyl-1,1,3-triox-2,3-dihydrobenzisothiazoles do not meet modern requirements for light fastness and washing fastness, particularly in dyeing synthetic and semi-synthetic hydrophobic textile materials.
Innovation Solution
Development of azo dyes with specific structural formulas, utilizing N-alkyl saccharines as the diazotizing component, which exhibit excellent light fastness and washing fastness properties, prepared through a process involving diazotization and coupling with various coupling components, and applied in dyeing or printing of synthetic and semi-synthetic hydrophobic fibre materials.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If conventional azo dyes based on N-Alkyl-1,1,3-triox-2,3-dihydrobenzisothiazoles are used, then the dyeing process is simple and cost-effective, but the light fastness and washing fastness are insufficient
Solution Approach 1:
The patent changes the chemical parameters of the diazotizing component by introducing specific substituents (R1 = C1-C6 alkyl, benzyl, allyl, -CnH2n-COOR, or -CnH2n-CN; X = nitro, cyano, or halogen; Y = hydrogen, nitro, cyano, or halogen) at positions 5 and/or 7 of the saccharin ring. These parameter changes in the molecular structure directly improve the light fastness and washing fastness while maintaining the fundamental dyeing process simplicity
Solution Approach 2:
The patent creates composite dye structures by coupling the modified saccharin diazonium component with various coupling components (K) from benzene, naphthalene, pyrazolone, 6-hydroxypyridone-(2), or acetoacetic acid arylamide series. This composite approach combines the improved stability of the saccharin core with the coloring properties of different coupling components, achieving both high fastness and diverse application
2Reliability
If new dye structures with improved fastness are developed, then light fastness and washing fastness improve, but the manufacturing process becomes more complex
Solution Approach 1:
The patent segments the dye synthesis into two distinct stages: first, preparing the diazotizing component from N-alkyl saccharines with specific substituents; second, coupling this component with various coupling components. This segmentation allows each stage to be optimized independently, maintaining ease of manufacture while achieving improved fastness properties
Solution Approach 2:
The patent uses the N-alkyl saccharin derivative as an intermediary compound that can be pre-synthesized and stored, then converted to the active diazonium form during the coupling stage. This intermediary approach simplifies the overall manufacturing process by separating the complex substituent installation from the final dye formation, making both stages more manageable and easier to control
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 new azo dyes provide excellent light fastness, washing fastness, and rubbing fastness, suitable for use in polyester and other hydrophobic textile materials, maintaining color integrity and performance across various processing forms and methods.
Implementation Method 1
diazotizing a compound of formula (3) according to a conventional method and then coupling the diazotized compound with a coupling component of formula K-H
Implementation Method 2
coupling the diazotized compound with a coupling component of formula K-H
Data Source
AI summary
The present invention relates to dyes of formula (1), wherein either A is -CO- and Q is -SO2- or A is -SO2- and Q is -CO-, R1 denotes C1-C6alkyl, benzyl, allyl, -CnH2n-COOR Or -CnH2n-CN, wherein n is a number from 1 to 3 and R represents hydrogen or C1-C6alkyl; X is nitro, cyano or halogen; Y is hydrogen, nitro, cyano or halogen, and K is the radical of a coupling component of the benzene, naphthalene, pyrazolone; 6-hydroxypyridone-(2) or acetoacetic acid arylamide series, and to the process for the preparation thereof and to the use thereof in dyeing or printing semi-synthetic and especially synthetic hydrophobic fibre materials, more especially textile materials.