UV-Curable Ink Aldehyde Reduction via Acid Additives

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Solution Overview

Problem

Current UV-curable ink and coating compositions using acylphosphine oxide photoinitiators face challenges with high levels of migratable decomposition products, particularly aldehydes, which limit their application in low migration printing and coating, especially in food packaging where contamination risks are high.

Innovation Solution

Incorporating acids, such as organic or inorganic acids generated by photo-acid generators, into the UV-curable compositions to reduce the production of aldehydes like mesitaldehyde during the curing process, thereby minimizing contamination risks.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If acylphosphine oxide photoinitiators are used in UV-curable compositions, then curing efficiency is improved, but aldehyde decomposition products are generated causing migration and contamination

Engineering Contradiction:
Improvecuring efficiencyVSAvoidaldehyde decomposition products
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent applies this principle by using the acylphosphine oxide photoinitiator's inherent photodecomposition reaction to generate carboxylic acid as a beneficial byproduct. This carboxylic acid then acts to suppress further aldehyde formation and migration, effectively converting the harmful photodecomposition into a beneficial self-regulating system that maintains low migration levels while preserving high curing efficiency.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

2Ease of operation

If high amounts of monofunctional monomers are used in UV-curable compositions, then ease of application is improved, but residual monomers remain after curing causing migration and contamination

Engineering Contradiction:
Improveease of applicationVSAvoidresidual monomers
Core Design Contradiction:
Ease of operationVSObject-generated harmful factors

Solution Approach 1:

The patent applies this principle by changing the functional parameter of the monomer from monofunctional to polyfunctional. This parameter change increases crosslinking density and cure completeness, thereby reducing residual monomers and their migration potential, while still maintaining ease of application through the UV-curable system.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If acylphosphine oxide and ketosulphone photoinitiators are used together, then curing performance is improved, but detrimental effects on composition stability occur

Engineering Contradiction:
Improvecuring performanceVSAvoidcomposition stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent applies this principle by extracting the ketosulphone photinitiator from the composition while retaining the acylphosphine oxide photoinitiator. The acylphosphine oxide alone provides sufficient curing performance and has the additional benefit of generating carboxylic acid that suppresses aldehyde migration, thereby eliminating the stability issues associated with ketosulphone while maintaining curing effectiveness.

Inventive Principle:
Principle #2Taking out (Extraction)

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 incorporation of acids significantly reduces the amount of aldehydes produced by acylphosphine oxide photoinitiators, enhancing the suitability of these compositions for low migration applications by minimizing contamination risks and allowing increased concentrations of acylphosphine oxide photoinitiators, thus improving their use in sensitive printing and coating processes.

Implementation Method 1

the production of photodecomposition products from the photoinitiator, and especially aldehydes

Methodology Applied
Scientific EffectPhotodecomposition: Photodissociation

Implementation Method 2

the amount of aldehyde produced by an acylphosphine oxide during UV-cure of the ink or coating compositions is reduced by incorporation of an acid into the compositions

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Implementation Method 3

UV-curable ink and coating compositions

Methodology Applied
Scientific EffectPhotopolymerization: Photopolymerisation

Data Source

PatentUS11267977B2UV-curable compositions comprising acylphosphine oxide photoinitiators
Publication Date: 2022.03.08 SUN CHEMICAL CORP
  • US11267977B2 patent drawing

AI summary

The present invention is drawn to UV-curable ink and coating compositions comprising acylphosphine oxide photoinitiators and acids. The acids may be inorganic or organic acids, or acids generated by a photoacid generator during UV-cure. Incorporation of the acids into the UV-curable ink and coating compositions results in a reduction of migratable aldehydes that are produced by acylphosphine oxide photoinitiators during UV-cure. The ink and coating compositions are particularly useful for use in applications N that require low migration of low molecular weight materials, such as, for example, food packaging.