Rinsable Dye Composition Balancing Solubility and Substantivity

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Solution Overview

Problem

Existing fugitive dye formulations rely solely on solubilizing groups to enhance washability, neglecting substantivity, which limits the degree of fugitivity and requires scrubbing with soap or detergent for removal, whereas rinsability, allowing dye removal by water rinsing, is desired for convenience and cost-effectiveness in applications like art supplies and textile marking.

Innovation Solution

Formulating dyestuff compounds with conjugated aryl rings and surfactant polymeric chains that counteract substantivity by incorporating acidic ionic groups or salts, and capping solubilizing groups with neutralizing basic ions to reduce substrate affinity, along with auxochromes extending the conjugated system for deep, intense colors and varied gradations.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If solubilizing groups are incorporated to enhance washability, then water solubility is improved, but substantivity increases requiring scrubbing with soap or detergent for removal

Engineering Contradiction:
Improvewater solubilityVSAvoidease of removal
Core Design Contradiction:
Quantity of substanceVSEase of operation

Solution Approach 1:

The dye molecule is segmented into distinct functional components: chromophoric groups for color, solubilizing groups (sulfonic acid) for water solubility, and surfactant polymeric groups for counteracting substantivity. This segmentation allows each component to perform its specific function independently, resolving the contradiction between solubility and ease of removal.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention creates a composite dye structure combining organic dyestuff compounds with inorganic sulfonic acid groups and polymeric surfactant chains. This composite material integrates multiple properties: the chromophore provides color, the sulfonic acid provides solubility, and the polymeric surfactant provides low substantivity, achieving both water solubility and ease of removal simultaneously.

Inventive Principle:
Principle #40Composite materials

2Ease of operation

If surfactant polymeric groups are used to counteract substantivity, then ease of removal is improved, but color intensity may be reduced

Engineering Contradiction:
Improveease of removalVSAvoidcolor intensity
Core Design Contradiction:
Ease of operationVSIllumination intensity

Solution Approach 1:

Different regions of the dye molecule are assigned different qualities: the chromophoric aryl rings provide intense color through extended conjugation, while the polymeric surfactant groups attached to specific positions on the chromophore provide low substantivity. This local differentiation allows color intensity and ease of removal to coexist without compromising either property.

Inventive Principle:
Principle #3Local quality

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 approach results in rinsable dyes that can be easily removed by water, offering practical advantages in convenience and reducing production time and costs, with enhanced color intensity and gradations, suitable for various applications.

Implementation Method 1

attaching dyestuff compounds comprising conjugated aryl rings to one or more polymeric or copolymeric alkyleneoxy chains, which act as surfactants and counteract the substantivity of the dyestuff compound

Methodology Applied
Scientific EffectSurfactant: Surfactant

Implementation Method 2

The more extended the conjugated system is, i.e., the greater the number of alternating single and double bonds, the longer will be the peak electromagnetic absorption wavelength λmax of the compound

Methodology Applied
Scientific EffectAbsorption (EM radiation): Absorption (EM radiation)

Data Source

PatentUS8653247B2Rinsable dyes and methods for their preparation
Publication Date: 2014.02.18 SPECTRA COLORS CORP
  • US8653247B2 patent drawing
  • US8653247B2 patent drawing
  • US8653247B2 patent drawing

AI summary

Rinsable dyes with improved fugitivity are formulated by attaching dyestuff compounds with amine-capped sulfonic solubilizing groups to commercially available ethoxylated aniline, so that the surfactant effect of the ethoxylated aniline counteracts the substantivity of the dyestuff compound, while the neutralization of the sulfonic solubilizing groups reduces substantivity.