Phenol-Free Color Developer for Heat-Sensitive Recording Material

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Solution Overview

Problem

Existing heat-sensitive recording materials with non-phenolic color developers, such as sulfonylureas, face challenges in chemical stability, especially in the presence of water, leading to decomposition over a wide pH range, and are costly to produce due to complex synthesis and high raw material requirements, affecting their durability and economic viability.

Innovation Solution

A heat-sensitive recording material comprising a carrier substrate with a heat-sensitive color-forming layer containing a phenol-free color developer of the formula (I), where Ar is an aryl or benzyl radical, and a color former of triphenylmethane, fluoran, azaphthalide, or fluorene type, allowing for cost-effective production through one-step synthesis and maintaining performance properties like thermal responsiveness and surface whiteness.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If non-phenolic color developers (sulfonylureas) are used to improve image durability and resistance to hydrophobic substances, then the printed image stability is improved, but the chemical stability of the unprinted material deteriorates due to decomposition in the presence of water

Engineering Contradiction:
Improveprinted image stabilityVSAvoidchemical stability of unprinted material
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent changes the chemical structure parameters of the color developer by introducing specific molecular groups (aryl, benzyl, aryloxy, benzyloxy, arylamino, or benzylamino radicals) attached to the sulfonylurea core. This structural modification alters the chemical stability properties, allowing the developer to maintain both printed image stability and resistance to hydrophobic substances while improving chemical stability in the unprinted state by reducing decomposition in the presence of water.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If complex multi-step synthesis is used to produce non-phenolic color developers, then the performance characteristics (image stability, resistance to hydrophobic substances) are improved, but the production cost and manufacturing complexity increase

Engineering Contradiction:
Improveimage stabilityVSAvoidsynthesis process complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent segments the color developer molecule into distinct functional components: a sulfonylurea core structure and detachable aromatic substituents (aryl, benzyl, aryloxy, benzyloxy, arylamino, or benzylamino radicals). This segmentation allows for simplified synthesis by assembling these modular components through one-step reactions, reducing the complexity of the overall synthesis process while maintaining the performance characteristics of image stability and resistance to hydrophobic substances.

Inventive Principle:
Principle #1Segmentation

3Object-affected harmful factors

If phenol-free color developers are used to avoid toxic (bis)phenolic chemicals, then the safety and durability are improved, but the production cost increases due to complex synthesis and expensive raw materials

Engineering Contradiction:
Improvetoxicity of (bis)phenolic chemicalsVSAvoidproduction cost
Core Design Contradiction:
Object-affected harmful factorsVSEase of manufacture

Solution Approach 1:

The patent employs cost-effective raw materials and simplifies the synthesis process to one-step reactions, making the production of phenol-free color developers economically viable. By using readily available aromatic compounds and eliminating the need for complex multi-step synthesis, the production cost is reduced while maintaining the safety advantage of avoiding toxic (bis)phenolic chemicals. The simplified process makes the phenol-free developer economically competitive with traditional phenolic developers.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

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 material achieves balanced application-related properties, including high image stability under harsh conditions, resistance to hydrophobic agents, and economic efficiency, with improved durability and stability of both unprinted and printed images, even after long-term storage and exposure to environmental factors.

Implementation Method 1

The heat-sensitive color-forming layer typically contains a color former and a color developer, which react with each other under the influence of heat, resulting in color development

Methodology Applied
Scientific EffectThermal reaction: Heating

Data Source

PatentEP3274184B1Heat-sensitive recording material
Publication Date: 2021.05.05 PAPIERFABRIK AUGUST KOEHLER SE
  • EP3274184B1 patent drawing
  • EP3274184B1 patent drawing
  • EP3274184B1 patent drawing

AI summary

The invention relates to a heat-sensitive recording material, comprising a supporting substrate and a heat-sensitive color-forming layer, which contains at least one color former and at least one phenol-free color developer, characterized in that the at least one color developer is a compound of formula (I), wherein Ar is an aryl residue, a heteroaryl residue, or a benyzl residue and Y is an aryl residue, a heteroaryl residue, a benzyl residue, an aryloxy residue, a heteroaryloxy residue, a benzyloxy residue, an arylamino residue, a heteroarylamino residue, or a benzylamino residue. The invention further relates to a method for producing said heat-sensitive recording material.