Water-Soluble Azo Dye for High Light Resistance Ink

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Solution Overview

Problem

Ink-jet recording technologies face challenges in achieving high light resistance for recorded images, particularly with water-soluble dyes which tend to degrade under various light exposures, leading to discoloration.

Innovation Solution

A water-soluble azo compound represented by specific formulae and their salts, incorporated into an ink with a water-soluble organic solvent, is used for ink-jet recording, enhancing light resistance and image quality.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Illumination intensity

If water-soluble dyes are used for ink-jet recording, then color saturation is improved, but light resistance deteriorates

Engineering Contradiction:
Improvecolor saturationVSAvoidlight resistance
Core Design Contradiction:
Illumination intensityVSReliability

Solution Approach 1:

The patent modifies the chemical structure of azo dyes by introducing specific substituents (sulfonate groups, hydroxyl groups, and aromatic hydrocarbon groups) to change the parameters of the dye molecule. This structural modification enables the dye to simultaneously achieve high color saturation and improved light resistance, resolving the contradiction between these two properties.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite dye structure by combining azo groups with specific aromatic hydrocarbon groups and hydrophilic groups. This composite molecular structure integrates the color-generating capability of azo dyes with the light stability of aromatic structures, achieving both high color saturation and light resistance.

Inventive Principle:
Principle #40Composite materials

2Quantity of substance

If conventional yellow coloring matters are used, then water solubility and vividness are improved, but light resistance deteriorates

Engineering Contradiction:
Improvewater solubilityVSAvoidlight resistance
Core Design Contradiction:
Quantity of substanceVSReliability

Solution Approach 1:

The patent changes the chemical parameters of yellow coloring matters by incorporating sulfonate groups and hydroxyl groups into the azo dye structure. These parameter changes enhance water solubility while the aromatic hydrocarbon groups simultaneously provide light resistance, overcoming the limitations of conventional yellow dyes.

Inventive Principle:
Principle #35Parameter changes

3Speed

If porous white inorganic substance is added to recording medium, then drying speed is improved, but light resistance deteriorates

Engineering Contradiction:
Improvedrying speedVSAvoidlight resistance
Core Design Contradiction:
SpeedVSReliability

Solution Approach 1:

The patent uses the improved azo dye as an intermediary substance between the porous white inorganic substance and the final recorded image. The dye's enhanced light resistance compensates for the light-induced discoloration that occurs in recording media with porous inorganic substances, allowing rapid drying to be maintained while preserving image stability.

Inventive Principle:
Principle #24Intermediary (Mediator)

Data Source

PatentEP3533841B1Water-soluble azo compound or salt thereof, ink and recording medium
Publication Date: 2024.12.11 NIPPON KAYAKU CO LTD
  • EP3533841B1 patent drawing
  • EP3533841B1 patent drawing
  • EP3533841B1 patent drawing

AI summary

Provided are a compound represented by formula (1) or a salt thereof, and an ink comprising the same. In formula (1): Q's independently represent a halogen atom; R11 and R12 independently represent an alkyl group substituted by an ionic hydrophilic group; and A1 represents a C1-C3 alkoxy-substituted alkylamino group, etc.