Norbornane Amine Coating for Pot Life Balance

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Solution Overview

Problem

Current coating compositions for automotive and truck exteriors face challenges in achieving a balance between pot life and curing time while maintaining desirable properties such as hardness, gloss, and weatherability, with existing solutions either having inadequate pot life, rapid curing, or detrimental effects on volatile organic compound emissions and film durability.

Innovation Solution

A coating composition comprising a polyisocyanate crosslinking agent and an isocyanate-reactive component, specifically amine functional compounds with cycloaliphatic norbornane derivatives, which form a binder that provides a balance of pot life and curing time, offering excellent adhesion, weatherability, and resistance to UV degradation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If reactive amine compounds are used to improve curing rate, then the cure rate increases, but pot life becomes unacceptably short

Engineering Contradiction:
Improvecure rateVSAvoidpot life
Core Design Contradiction:
ProductivityVSLoss of time

Solution Approach 1:

The patent modifies the chemical structure of amine compounds by introducing cycloaliphatic norbornane derivatives with specific molecular weights and functional groups. This structural parameter change allows the amine to react with isocyanates at an optimized rate, achieving acceptable cure speed while maintaining sufficient pot life for application and rework.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention uses composite amine formulations combining cycloaliphatic norbornane derivatives with specific alkyl substitutions. This composite approach creates a balanced reactivity profile where the molecular structure provides both adequate reaction speed with isocyanates and sufficient stability during the application window, resolving the contradiction between cure rate and pot life.

Inventive Principle:
Principle #40Composite materials

2Loss of time

If solvents are added to improve pot life, then pot life increases, but VOC emissions increase

Engineering Contradiction:
Improvepot lifeVSAvoidVOC emissions
Core Design Contradiction:
Loss of timeVSObject-generated harmful factors

Solution Approach 1:

The patent extracts the need for solvent additives by modifying the core amine compound structure itself. The cycloaliphatic norbornane derivative with specific molecular weight and functional groups provides inherent pot life extension without requiring volatile organic solvents, thus eliminating VOC emissions while maintaining acceptable working time.

Inventive Principle:
Principle #2Taking out (Extraction)

3Loss of time

If catalysts are added to improve pot life, then pot life increases, but film durability deteriorates

Engineering Contradiction:
Improvepot lifeVSAvoidfilm durability
Core Design Contradiction:
Loss of timeVSReliability

Solution Approach 1:

The invention removes the need for catalyst additives by incorporating catalyst-compatible functional groups directly into the cycloaliphatic amine structure. This allows the system to achieve extended pot life through molecular design rather than catalyst addition, preserving film durability and weatherability.

Inventive Principle:
Principle #2Taking out (Extraction)

4Ease of manufacture

If polyaspartic acid derivatives are used, then coating composition is formed, but balance of pot life and curing time is inadequate

Engineering Contradiction:
Improvecoating composition formationVSAvoidcuring time
Core Design Contradiction:
Ease of manufactureVSLoss of time

Solution Approach 1:

The patent changes the chemical parameters of the aspartic acid derivative by incorporating cycloaliphatic norbornane rings with specific substitution patterns. This structural modification adjusts the steric hindrance and electronic properties, creating a compound that forms coating compositions easily while achieving balanced pot life and curing time characteristics.

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 composition achieves a protective clear finish with excellent balance of pot life and cure characteristics, providing good gloss, distinctness of image, and resistance to UV degradation, while ensuring adhesion to metal substrates and allowing for subsequent processing without damaging the finish.

Implementation Method 1

The composition comprises a binder of a polyisocyanate crosslinking agent and an isocyanate-reactive component having at least one compound having the following formula

Methodology Applied
Scientific EffectChemical reaction between amine and isocyanate groups: Chemical Bonding

Implementation Method 2

The primer coatings exhibit excellent adhesion to metal substrates, in particular, aluminum and steel substrates

Methodology Applied
Scientific EffectAdhesion: Adhesive

Implementation Method 3

particularly when reinforced with ultraviolet light absorbers and screeners and hindered amine light stabilizers

Methodology Applied
Scientific EffectUV absorption: Absorption (EM radiation)

Data Source

PatentUS7608303B2Durable coating compositions containing aspartic amine compounds
Publication Date: 2009.10.27 AXALTA COATING SYSTEMS IP CO LLC
  • US7608303B2 patent drawing
  • US7608303B2 patent drawing
  • US7608303B2 patent drawing

AI summary

A coating composition comprising a binder ofa. polyisocyanate crosslinking agent;b. an isocyanate-reactive component having at least one compound having the following formula:wherein n on average is 1.7 to 2 and X stands for a cycloaliphatic norbornane derivative containing methylene amine groups of formula (II)either alone, as combinations of these, and/or as mixtures of isomers of these, in which the exact point of attachment and orientation of —CH2— group to the NH group and R20—R22 to the norbornane scaffold can vary and mixtures of compounds and isomers are commonly utilized by this invention; two component compositions and articles coated with the novel composition also are part of the invention.