Manganese Salen Curing Accelerator for Oxidative Resins

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Solution Overview

Problem

Current curing accelerators for oxidative polymerization-type unsaturated resins either rely on carcinogenic cobalt compounds, are costly, or result in prolonged drying times, and lack versatility for use in general-purpose printing inks and coatings.

Innovation Solution

A mixture of a fatty acid manganese salt and a salen-based compound, which is highly soluble in organic solvents, is used to accelerate curing while preventing wrinkling and shrinkage, offering improved performance comparable to cobalt metallic soaps without the use of cobalt.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If cobalt metallic soap is used as a curing accelerator, then drying performance is improved, but carcinogenicity and cost increase

Engineering Contradiction:
Improvedrying performanceVSAvoidcarcinogenicity
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent replaces expensive and harmful cobalt metallic soap with a combination of manganese metallic soap and bipyridyl compound. This substitution uses cheaper, non-carcinogenic materials to achieve the same curing accelerator function, eliminating the harmful effects while maintaining productivity.

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

Solution Approach 2:

The patent introduces bipyridyl compound as an intermediary that works synergistically with manganese metallic soap to achieve cobalt-level drying performance. The bipyridyl compound mediates the catalytic activity, allowing manganese (a safe and cheap metal) to perform the function previously exclusive to cobalt.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If large amount of cobalt metallic soap is used to improve drying performance, then surface drying rate increases, but wrinkling and shrinkage occur

Engineering Contradiction:
Improvesurface drying rateVSAvoidsurface uniformity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent changes the chemical parameters of the curing accelerator system by using manganese metallic soap combined with bipyridyl compound instead of cobalt metallic soap. This parameter change allows achieving high surface drying rate without the excessive reactivity that causes wrinkling and shrinkage.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite curing accelerator system combining manganese metallic soap and bipyridyl compound. This composite approach balances the reactivity to achieve fast drying while preventing surface defects, overcoming the limitations of single-component systems.

Inventive Principle:
Principle #40Composite materials

3Object-affected harmful factors

If manganese metallic soap and bipyridyl combination is used to avoid cobalt, then carcinogenicity is reduced, but drying time increases

Engineering Contradiction:
ImprovecarcinogenicityVSAvoiddrying time
Core Design Contradiction:
Object-affected harmful factorsVSLoss of time

Solution Approach 1:

The patent optimizes the dynamic interaction between manganese metallic soap and bipyridyl compound to achieve fast curing kinetics. The bipyridyl compound enhances the catalytic activity of manganese, making the drying process as fast as cobalt-based systems while maintaining safety advantages.

Inventive Principle:
Principle #15Dynamics

Solution Approach 2:

The patent adjusts the stoichiometric ratio and chemical structure parameters of the manganese-bipyridyl system to maximize drying speed. By optimizing these parameters, the system achieves practical drying times comparable to cobalt metallic soap while eliminating carcinogenicity.

Inventive Principle:
Principle #35Parameter changes

4Productivity

If tetradentate ligand complex is used for phenolic compounds, then curability is improved, but versatility decreases due to limited solubility and phenol requirement

Engineering Contradiction:
ImprovecurabilityVSAvoidsystem compatibility
Core Design Contradiction:
ProductivityVSAdaptability or versatility

Solution Approach 1:

The patent creates a universal curing accelerator system using manganese metallic soap and bipyridyl compound that works with various resin types including polyesters, acrylics, and vinyls. This system replaces the phenol-specific tetradentate ligand complex, expanding applicability to general-purpose printing inks and coating materials.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent uses bipyridyl compound as a versatile intermediary that forms soluble complexes with manganese and works across different resin systems. This intermediary approach eliminates the need for phenolic compounds while maintaining high curability, achieving both speed and versatility.

Inventive Principle:
Principle #24Intermediary (Mediator)

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 solution provides a fast curing time, high curing performance, and versatility for outdoor use, addressing the concerns of carcinogenicity and cost associated with cobalt compounds, while ensuring solubility in common solvents and preventing surface defects.

Implementation Method 1

a curing accelerator containing a fatty acid manganese salt (A) and a compound (B) represented by general formula (1)... accelerate curing while preventing wrinkling and shrinkage

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

oxidative polymerization-type unsaturated resin... oxidative polymerization drying-type printing inks and coating materials

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentEP3020766B1Curing accelerator for oxidation polymerized unsaturated resin, printing ink, and coating material
Publication Date: 2019.11.20 DIC CORP
  • EP3020766B1 patent drawing
  • EP3020766B1 patent drawing
  • EP3020766B1 patent drawing

AI summary

There is provided a highly versatile curing accelerator for an oxidative polymerization-type unsaturated resin that is highly soluble in organic solvents, can be used outdoors, and has a curing performance equal to or higher than the curing performance of cobalt metallic soaps, which are feared to have an influence on the human body, without the use of any cobalt metallic soap. There are also provided a printing ink and a coating material that use the above curing accelerator. Specifically, the curing accelerator for an oxidative polymerization-type unsaturated resin that is used contains a fatty acid manganese salt (A) and a compound (B) represented by formula (1) below, (wherein R1 and R4 are each a hydrogen atom, a hydrocarbon group, a hydrocarbonoxy group, or an amino group, R2 and R5 are each a hydrogen atom, a hydrocarbon group, a hydrocarbonoxy group, a hydrocarbonoxycarbonyl group, a cyano group, a nitro group, or a halogen atom, R3 and R6 are each a hydrogen atom or a hydrocarbon group, and R7 is a divalent hydrocarbon group, and wherein R1 and R2 may form a ring, and and R5 may form a ring).