Acetoacetate End-Capped Polyol for Isocyanate-Free Polymers

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Solution Overview

Problem

The use of isocyanate-derived polyurethanes poses safety, environmental, and health concerns, prompting the need for sustainable alternatives that maintain mechanical and chemical properties without relying on isocyanates.

Innovation Solution

Development of an acetoacetate end-capped polyester polyol that can be used to create polymer compositions through a C-Michael addition reaction with acrylates, forming isocyanate-free polymers with balanced flexibility, tensile strength, hardness, and hydrolysis resistance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If isocyanate-derived polyurethanes are used to achieve mechanical and chemical properties, then performance is improved, but safety and environmental concerns worsen

Engineering Contradiction:
Improvemechanical and chemical propertiesVSAvoidsafety and environmental concerns
Core Design Contradiction:
StrengthVSObject-affected harmful factors

Solution Approach 1:

The invention changes the chemical composition parameters by using acetoacetate end-capped polyols with specific molecular weight ranges (1,000-5,000 g/mol) and hydroxyl values (20-80 mg KOH/g) to achieve polyurethane-like mechanical properties without isocyanates. This parameter modification allows the polymer to maintain strength while eliminating harmful isocyanate components.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite polymer system combining acetoacetate end-capped polyol with diisocyanate and chain extenders to form a crosslinked network that mimics traditional polyurethane structure. This composite approach achieves the desired mechanical properties through synergistic material combination while avoiding direct isocyanate-polyol reaction hazards.

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If isocyanate-free alternatives are used to improve safety and environmental properties, then harmful factors are reduced, but mechanical and chemical properties may worsen

Engineering Contradiction:
Improvesafety and environmental propertiesVSAvoidmechanical and chemical properties
Core Design Contradiction:
Object-affected harmful factorsVSStrength

Solution Approach 1:

The invention optimizes physical parameters including molecular weight (1,000-5,000 g/mol), hydroxyl value (20-80 mg KOH/g), and acetoacetate content (5-50%) to achieve the necessary mechanical strength. These parameter adjustments ensure the isocyanate-free polymer reaches performance levels comparable to traditional polyurethanes.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention introduces acetoacetate end-capping groups at specific locations (terminal positions) of the polyol chains to provide localized reactivity and crosslinking capability. This local quality enhancement enables the polymer to achieve adequate mechanical properties without requiring isocyanates throughout the entire molecular structure.

Inventive Principle:
Principle #3Local quality

3Ease of manufacture

If traditional polyol structures are used to maintain simplicity, then ease of manufacture is improved, but performance in isocyanate-free systems worsens

Engineering Contradiction:
Improveprocess simplicityVSAvoidpolymer performance
Core Design Contradiction:
Ease of manufactureVSStrength

Solution Approach 1:

The invention performs preliminary end-capping of polyol chains with acetoacetate groups before the main polymerization reaction. This preliminary action prepares the polyol with appropriate reactivity and structural characteristics needed for isocyanate-free crosslinking, simplifying the overall manufacturing process while ensuring adequate polymer performance.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The acetoacetate end-capped polyol acts as an intermediary between simple polyol structures and high-performance polymer requirements. It provides the necessary functional groups for crosslinking while maintaining the simplicity of polyol-based manufacturing processes, bridging the gap between ease of manufacture and polymer performance.

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 acetoacetate end-capped polyester polyol enables the production of isocyanate-free polymers with improved mechanical and chemical properties, offering a sustainable alternative to traditional polyurethanes while maintaining performance in various applications, including coatings and adhesives.

Implementation Method 1

the use of which is facilitated by the composition of the end-capped polyol. Michael addition (or Michael reaction) chemistry is believed to offer an alternative sustainable process by which useful polymers could be prepared in the absence of isocyanate

Methodology Applied
Scientific EffectC-Michael addition reaction: Chemical Bonding

Data Source

PatentUS20240191024A1Coatings, adhesives and elastomers utilising acetoacetate end-capped polyol
Publication Date: 2024.06.13 CARGILL BIOINDUSTRIAL UK LTD
  • US20240191024A1 patent drawing

AI summary

The present invention relates to an acetoacetate end-capped polyester polyol, a polymer comprising the end capped polyol and the uses of such end-capped polyol containing materials. The invention also relates to methods of making a polymer composition comprising the acetoacetate end-capped polyester polyol.