Methylene Malonate Coatings for Ambient Curing

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Existing methods for producing methylene malonates suffer from issues such as unwanted polymerization, formation of undesirable side products, low yields, and inefficiencies, limiting their use in commercial applications, particularly in the development of coatings and inks that require high-speed, energy-free curing and are environmentally compatible.

Innovation Solution

The development of polymerizable ink and coating systems using multifunctional methylene malonates that can cure without energy input, with a low catalyst loading, and are designed to be environmentally and biologically compatible, utilizing a system comprising methylene malonate monomers, polymerization activators, and optional coloring agents, allowing for ambient curing and cross-linking.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If traditional methods are used to produce methylene malonates, then synthesis can be performed with conventional equipment, but unwanted polymerization occurs and yields are low

Engineering Contradiction:
Improvepolymerization controlVSAvoidyield
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent applies preliminary anti-action by adding polymerization inhibitors to the reaction system before polymerization can occur. The inhibitors are introduced at the synthesis stage to prevent unwanted polymerization of methylene malonate monomers, thereby controlling the reaction reliability while maintaining high yields.

Inventive Principle:
Principle #9Preliminary anti-action

Solution Approach 2:

The patent employs parameter changes by optimizing reaction conditions including temperature control, solvent selection, and catalyst concentration to prevent polymerization while maximizing yield. The synthesis is conducted under specific parameter ranges that favor monomer formation over polymerization.

Inventive Principle:
Principle #35Parameter changes

2Ease of operation

If energy input (heat or light) is used for curing, then polymerization can be activated, but energy consumption increases and thermally sensitive substrates are damaged

Engineering Contradiction:
Improvecuring activationVSAvoidenergy input
Core Design Contradiction:
Ease of operationVSUse of energy by moving object

Solution Approach 1:

The patent applies self-service by designing a system where the substrate itself provides the activation mechanism for polymerization. The substrate surface or associated components generate the necessary activation energy through ambient means, eliminating the need for external heat or light sources and enabling curing of thermally sensitive materials.

Inventive Principle:
Principle #25Self-service

Solution Approach 2:

The patent replaces thermal and optical activation systems with a chemical or ambient activation mechanism. Instead of using heaters, ovens, or UV lamps, the system utilizes ambient conditions or substrate-intrinsic properties to initiate and complete polymerization.

Inventive Principle:
Principle #28Mechanics substitution (Replace mechanical system)

3Ease of manufacture

If conventional coatings with solvents are used, then application can be performed with standard equipment, but solvent volatilization requires energy and environmental control

Engineering Contradiction:
Improveapplication processVSAvoidsolvent volatilization energy
Core Design Contradiction:
Ease of manufactureVSLoss of energy

Solution Approach 1:

The patent applies taking out by completely removing solvents from the coating formulation. The system uses 100% solids reactive compositions that apply as viscous materials and cure through polymerization without solvent evaporation, eliminating the energy loss associated with solvent volatilization and the need for controlled drying environments.

Inventive Principle:
Principle #2Taking out (Extraction)

4Reliability

If two part condensation polymerization systems are used, then cross-linking can be achieved, but complex mixing and metering systems are required

Engineering Contradiction:
Improvecross-linkingVSAvoidmixing and metering systems
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies merging by combining multiple functional components into a single-part system. The coating formulation integrates all necessary reactive components, cross-linking agents, and catalysts in one homogeneous composition that cures through a single application step, eliminating the need for complex two-part mixing and metering equipment.

Inventive Principle:
Principle #5Merging (Combining)

5Productivity

If high catalyst loading is used, then polymerization rate increases, but leaching of non-bound chemical elements increases

Engineering Contradiction:
Improvepolymerization rateVSAvoidcatalyst leaching
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent applies parameter changes by optimizing catalyst concentration to minimal effective levels and selecting catalyst types with low leaching potential. The system achieves adequate polymerization rates through optimized formulation chemistry rather than high catalyst loading, thereby reducing harmful leaching.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite materials by incorporating catalyst support structures or encapsulated catalyst systems that minimize leaching. The catalyst is integrated into the coating matrix in a way that maintains activity while preventing release of non-bound chemical elements.

Inventive Principle:
Principle #40Composite materials

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

These systems enable the creation of 100% solids coatings and inks that cure instantly at ambient temperatures, reducing energy consumption and solvent use, while being environmentally friendly and suitable for a wide range of substrates, including thermally sensitive materials, thus overcoming the limitations of traditional methods.

Implementation Method 1

The polymerizable compositions are amenable to chain-building and/or cross-linking polymerization by anionic or free radical initiation

Methodology Applied
Scientific EffectPolymerization:

Implementation Method 2

comprising a polymerizable composition and an activating agent; wherein the polymerizable composition is activated by the activating agent without energy input

Methodology Applied
Scientific EffectChemical activation: Catalysis

Data Source

PatentEP2831185B1Ink and coating formulations and polymerizable systems for producing the same
Publication Date: 2019.09.25 SIRRUS
  • EP2831185B1 patent drawing
  • EP2831185B1 patent drawing

AI summary

Ink and coating compositions, printing and coating processes, and printed and coated substrates utilizing a polymerizable composition comprising one or more di-activated vinyl compounds, with the proviso that said a di-activated vinyl compound is not a cyanoacrylate. Exemplary compositions include methylene malonates, methylene beta-ketoesters, methylene beta-diketones, dialkyl disubstituted vinyls, and dihaloalkyl disubstituted vinyls. Exemplary compositions are polymerizable at ambient temperatures.