Amine-Modified Acrylic Resin for Fluorocarbon Coatings

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Solution Overview

Problem

Existing fluorocarbon coating compositions with high fluorocarbon resin content have high viscosities and require expensive monomers like 3-(2-methacryloxyethyl)-2,2-spirocyclohexyl oxazolidine (MESO) to achieve optimal weathering and chemical resistance, making them costly and difficult to manufacture.

Innovation Solution

A method of forming an acrylic resin by polymerizing non-functional and epoxy-functional acrylic monomers, reacting an amino compound with the epoxy-functional monomer to introduce amine and hydroxyl functionalities, which reduces viscosity and enhances cross-linking, allowing for the use of commercially available and inexpensive monomers.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If high fluorocarbon resin content is used to achieve optimal weathering and chemical resistance, then coating performance is improved, but viscosity increases making the coating difficult to apply

Engineering Contradiction:
Improveweathering and chemical resistanceVSAvoidviscosity
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent changes the chemical structure parameters of the binder resin by introducing amino groups and hydroxyl groups through reaction with epoxy-functional monomers. This chemical modification allows the resin to maintain low viscosity while providing the necessary binding functionality for high fluorocarbon resin content coatings.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite binder resin system combining acrylic polymer backbone with amino compound side chains containing hydroxyl groups. This composite structure provides both the viscosity-reducing amine functionality and the cross-linking-capable hydroxyl groups, enabling high fluorocarbon resin content while maintaining processability.

Inventive Principle:
Principle #40Composite materials

2Ease of operation

If expensive monomers like MESO are used to lower viscosity and improve pigment wetting, then coating performance is improved, but manufacturing cost increases

Engineering Contradiction:
Improveviscosity and pigment wettingVSAvoidmanufacturing cost
Core Design Contradiction:
Ease of operationVSEase of manufacture

Solution Approach 1:

The patent replaces expensive, difficult-to-obtain MESO monomers with cheaper, commercially available amino compounds and epoxy-functional acrylic monomers. This substitution maintains the desired viscosity-reducing and pigment-wetting effects while significantly lowering raw material costs and manufacturing complexity.

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

Solution Approach 2:

The patent changes the monomer selection parameters from specialized, expensive MESO to common, inexpensive amino compounds combined with epoxy-functional monomers. This parameter change in material selection achieves the same functional outcomes (viscosity reduction, pigment wetting) at lower cost.

Inventive Principle:
Principle #35Parameter changes

3Ease of operation

If acrylic resins are modified with polyimides, amino groups, or epoxy groups to lower viscosity, then viscosity is reduced, but cross-linking performance and overall coating performance deteriorate

Engineering Contradiction:
ImproveviscosityVSAvoidcross-linking performance
Core Design Contradiction:
Ease of operationVSReliability

Solution Approach 1:

The patent merges multiple functionalities into a single modified acrylic resin structure: the amino groups from the amino compound provide viscosity reduction, while the hydroxyl groups introduced via epoxy ring-opening provide cross-linking capability. This merging eliminates the need for separate modification steps and ensures both viscosity control and cross-linking performance.

Inventive Principle:
Principle #5Merging (Combining)

Solution Approach 2:

The patent creates a composite structure where acrylic polymer chains are grafted with amino compound side chains containing hydroxyl groups. This composite architecture simultaneously provides the viscosity-reducing amine functionality and the cross-linking-capable hydroxyl groups, overcoming the limitations of single-function modifications.

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

The resulting acrylic resin lowers the viscosity of fluorocarbon coating compositions, reduces manufacturing costs, and provides improved pigment wetting characteristics and cross-linking, replacing the need for expensive MESO-based resins while maintaining or exceeding their performance.

Implementation Method 1

At least one amino compound having a cyclic, heterocyclic, alkyl, or heteroalkyl structure substituted with a primary or secondary amine group is reacted with the epoxy functional acrylic monomer such that the primary or secondary amine opens the epoxy group to obtain the acrylic resin having amine functionality and hydroxyl functionality

Methodology Applied
Scientific EffectEpoxy ring-opening reaction: Chemical Bonding

Data Source

PatentUS7956144B2Acrylic resin for use in fluorocarbon coating compositions and method of forming the same
Publication Date: 2011.06.07 PPG INDUSTRIES OHIO INC
  • US7956144B2 patent drawing
  • US7956144B2 patent drawing
  • US7956144B2 patent drawing

AI summary

An acrylic resin and method of forming the acrylic resin for use in fluorocarbon coating compositions are disclosed. The fluorocarbon coating composition generally comprises a fluorocarbon resin, a cross-linking agent, and the acrylic resin. The acrylic resin comprises the reaction product of (1) at least one non-functional acrylic monomer, (2) at least one epoxy functional acrylic monomer having an epoxy group, and (3) at least one functional acrylic monomer different than (2). At least one amino compound having a cyclic, heterocyclic, alkyl, or heteroalkyl structure substituted with a primary or secondary amine group is reacted with the epoxy functional acrylic monomer (2) such that the primary or secondary amine opens the epoxy group to obtain the acrylic resin having amine functionality and hydroxyl functionality.