Phenol-Free Sulfonylurea Color Developer for Heat-Sensitive Recording

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Heat-sensitive recording materials using non-phenolic color developers face challenges in maintaining print density and resistance, especially when exposed to hydrophobic substances and extreme storage conditions, due to hydrolytic decomposition and interaction with plasticizers or adhesives.

Innovation Solution

A heat-sensitive recording material incorporating a specific phenol-free color developer with a sulfonylurea structure, where the Ar-SO2-NH-C6H4-SO2-NH-CO-NH-Ar configuration provides enhanced durability and stability, maintaining print quality even after long-term storage under harsh conditions without the need for special additives.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If non-phenolic color developers are used to improve image durability and reduce toxicity concerns, then image stability and safety are improved, but writing performance and print density are reduced due to hydrolytic decomposition

Engineering Contradiction:
Improveimage stabilityVSAvoidwriting performance
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent modifies the chemical structure of non-phenolic color developers by introducing specific substituents (electron-withdrawing groups like -SO2R, -SO2NR'2, -COOR, -CN, -NO2 at positions 5 and 6 of the benzene ring) to change the chemical parameters and reduce hydrolytic decomposition, thereby improving writing performance while maintaining image stability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite chemical structure combining the sulfonylurea scaffold with specific aromatic substituents containing electron-withdrawing groups, forming a composite color developer molecule that achieves both high image stability and excellent writing performance

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If conventional non-phenolic color developers are used to avoid toxic phenolic substances, then safety is improved, but resistance to hydrophobic substances like plasticizers and adhesives deteriorates

Engineering Contradiction:
Improvetoxicity resistanceVSAvoidimage resistance
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent introduces specific electron-withdrawing substituents at positions 5 and 6 of the benzene ring in the color developer structure, changing the chemical parameters to enhance resistance against hydrophobic substances like plasticizers and adhesives, thereby improving image durability without compromising safety

Inventive Principle:
Principle #35Parameter changes

3Productivity

If color developers with high thermal sensitivity are used to achieve good print density, then writing performance is improved, but storage stability deteriorates due to hydrolytic decomposition under heat and humidity

Engineering Contradiction:
Improvethermal sensitivityVSAvoidstorage stability
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The patent modifies the chemical structure by introducing electron-withdrawing groups at positions 5 and 6 of the benzene ring, which changes the chemical parameters to reduce hydrolytic decomposition under heat and humidity, thereby improving storage stability while maintaining high thermal sensitivity and writing performance

Inventive Principle:
Principle #35Parameter changes

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 excellent durability and long-term storage stability, with minimal loss in optical density and a higher starting temperature, ensuring high image density and resistance to hydrophobic substances like plasticizers.

Implementation Method 1

The heat-sensitive color-forming layer usually contains a color former and a color developer, which react with each other under the influence of heat and thus lead to color development.

Methodology Applied
Scientific EffectThermal reaction: Exothermic Reaction

Implementation Method 2

Sulfonylureas tend to undergo hydrolytic decomposition reactions in the presence of water, moisture and/or heat

Methodology Applied
Scientific EffectHydrolytic decomposition: Hydrolysis

Data Source

PatentEP3898247B1Heat-sensitive recording material
Publication Date: 2022.11.02 KOEHLER PAPER SE
  • EP3898247B1 patent drawing
  • EP3898247B1 patent drawing
  • EP3898247B1 patent drawing

AI summary

Described are colour developers of formula (I) Ar1-SO2-NH-C6H4-SO2-C6H4-NH-CO-NH-Ar2 (I), a heat-sensitive recording material, comprising a base substrate and also a heat-sensitive, colour-forming layer comprising at least one colour former and at least one phenol-free colour developer, the at least one colour developer being the compound of formula (I), and a method for producing this heat-sensitive recording material.