Anthrapyridone Dyes for Inkjet Printing Stability
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Solution Overview
Problem
Current purple dyes used in inkjet printing fail to meet requirements for color purity, brilliance, light fastness, ozone resistance, solubility, and viscosity when printing on various recording materials, including polymer-based and nanoporous surfaces, leading to suboptimal image quality and stability.
Innovation Solution
Development of new anthrapyridone dyes with a specific general formula that are highly water-soluble, lightfast, and ozone-resistant, allowing for the production of inks that maintain spectral integrity on diverse recording materials, combined with greenish blue-green and lemon yellow dyes for maximum color reproduction.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If conventional purple dyes are used in inkjet printing, then they can be applied to various recording materials, but they fail to achieve sufficient color brilliance, light fastness, and ozone resistance
Solution Approach 1:
The patent modifies the molecular structure of anthrapyridone dyes by changing substituent parameters (introducing electron-donating groups like alkoxy and hydroxyl groups at specific positions) to simultaneously improve color brilliance through extended conjugation and enhance stability through intramolecular hydrogen bonding, resolving the contradiction between color intensity and durability
Solution Approach 2:
The invention creates composite dye molecules combining anthrapyridone core structure with specific aromatic substituents (naphthol, phenol groups) that provide both high color brilliance through extended chromophore systems and superior light/ozone resistance through stabilizing functional groups, achieving multiple performance requirements simultaneously
2Quantity of substance
If dyes are used to achieve high solubility in aqueous inks, then they can be easily applied, but they may cause aggregation on the recording material surface (bronzing)
Solution Approach 1:
The patent introduces hydrophilic groups (hydroxyl, alkoxy) at specific local positions on the dye molecule while maintaining hydrophobic aromatic cores, creating amphiphilic structures that provide adequate solubility in aqueous media while preventing excessive aggregation on hydrophobic recording material surfaces through balanced local polarity distribution
Solution Approach 2:
The dye molecules act as intermediaries between the aqueous ink medium and the recording material surface, with their amphiphilic structure allowing them to solubilize in water while their aromatic cores interact favorably with the recording material, preventing unwanted aggregation through controlled interfacial behavior
3Illumination intensity
If dyes are used to produce high optical density images, then color intensity is improved, but viscosity of the aqueous ink increases
Solution Approach 1:
The patent optimizes molecular weight and structural parameters of the dye by using moderate-sized aromatic substituents rather than large bulky groups, maintaining high optical density through extended conjugation while limiting viscosity increase by controlling molecular size and shape to reduce intermolecular interactions in the aqueous ink
Data Source
AI summary
Anthrapyridone dyes (I) are new. Anthrapyridone dyes of formula (I) are new. X : H, chloro, bromo or 1-8C alkyl; R 1H or 1-8C alkyl; R 2H, SO 3M, chloro, bromo, alkoxy group having up to 12 C (optionally substituted), where the substituents are COOM, OH, OCH 3, halo, COOCH 3 and COOCH 2CH 3, or aromatic aryloxy group (optionally substituted), where the substituents are COOM, SO 3M, OCH 3, halo, COOCH 3 or COOCH 2CH 3; R 3, R 4H, fluoro, chloro, bromo, NH 2, 1-6C alkyl or 1-6C alkoxy, aliphatic amide (optionally substituted) or sulfonamide group each having up to 12C, or aromatic amide (optionally substituted) or sulfonamide group each having up to 20C, where the substituents are COOM, SO 3M, OCH 3, CH 3, CH 2CH 3, Cl, Br, COOCH 3 or COOCH 2CH 3; n : 0-2; and M : H, metal cation or ammonium cation (optionally substituted by one or more alkyl or optionally substituted alkyl or hydroxyalkoxyalkyl groups each having 1-18C). Independent claims are included for: (1) the preparation of (I); (2) recording text and images on recording sheets and for dyeing and printing natural or synthetic fiber materials, nanoporous materials, leather and aluminum by applying (I) to it; (3) liquid dye preparations comprising at least one anthrapyridone dye or a mixture of (I); and (4) recording liquid comprising at least one anthrapyridone dye or a mixture of (I). [Image].