Polyurethane Adhesive with Terminal Dioxolenone Groups for Low-Temperature Reactivity

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Solution Overview

Problem

Existing polyurethane-based adhesive compositions face challenges with reactivity at low temperatures, toxicity of polyisocyanates, and environmental concerns, requiring improved formulations for better performance and safety.

Innovation Solution

A polyurethane (PP2) with terminal 5-alkyl-1,3-dioxolen-2-one groups and a multi-component system comprising this polyurethane, which reacts with amino compounds at low temperatures, eliminating the need for toxic polyisocyanates and enhancing reactivity and mechanical properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If polyisocyanates are used in polyurethane synthesis, then reactivity and adhesive performance are improved, but toxicity and environmental hazards increase

Engineering Contradiction:
Improveadhesive performanceVSAvoidtoxicity
Core Design Contradiction:
StrengthVSObject-affected harmful factors

Solution Approach 1:

The patent extracts and removes the toxic polyisocyanate component from the adhesive system while maintaining the desired adhesive performance through alternative chemistry. The polyurethane prepolymer is synthesized without requiring polyisocyanates in the final mixture, eliminating the harmful substance while preserving functionality.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent introduces an intermediary substance (polyurethane prepolymer with specific terminal groups) that mediates between the desired adhesive performance and the elimination of toxic polyisocyanates. This intermediary enables the reaction to proceed effectively without the harmful catalyst.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of manufacture

If polyisocyanates are stored and handled, then adhesive composition preparation is enabled, but complex safety measures and storage requirements are needed

Engineering Contradiction:
Improveadhesive composition preparationVSAvoidsafety measures
Core Design Contradiction:
Ease of manufactureVSDevice complexity

Solution Approach 1:

The patent removes polyisocyanates from the storage and handling requirements by pre-synthesizing the polyurethane prepolymer. This extraction eliminates the need for complex safety infrastructure while maintaining the ability to prepare adhesive compositions.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent performs preliminary synthesis of the polyurethane prepolymer before use, converting the toxic polyisocyanate chemistry into a safer form in advance. This preliminary action eliminates the need for ongoing safety measures during storage and handling.

Inventive Principle:
Principle #10Preliminary action

3Productivity

If mixing temperature is increased to improve reaction rate, then reactivity increases, but energy consumption and operational complexity increase

Engineering Contradiction:
Improvereaction rateVSAvoidmixing temperature
Core Design Contradiction:
ProductivityVSUse of energy by stationary object

Solution Approach 1:

The patent changes the chemical parameters of the reaction system by using specific terminal groups on the polyurethane prepolymer that enable low-temperature reactivity. This parameter change allows the reaction to proceed rapidly at room temperature or below, eliminating the need for heating.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite chemical system combining the polyurethane prepolymer with specific amino compounds that work synergistically at low temperatures. This composite approach enables high reactivity without thermal energy input.

Inventive Principle:
Principle #40Composite materials

4Object-affected harmful factors

If polyurethane compositions are made human- and environmentally-friendly by eliminating polyisocyanates, then safety is improved, but reactivity at low temperatures decreases

Engineering Contradiction:
ImprovesafetyVSAvoidreactivity at low temperature
Core Design Contradiction:
Object-affected harmful factorsVSProductivity

Solution Approach 1:

The patent changes the chemical parameters by introducing specific terminal groups (5-alkyl-1,3-dioxolen-2-one-4-yl) on the polyurethane prepolymer that confer enhanced low-temperature reactivity. This parameter modification maintains safety while restoring productivity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops a composite system where the modified polyurethane prepolymer works in conjunction with amino compounds to achieve high reactivity at low temperatures without polyisocyanates. The synergistic interaction compensates for the elimination of toxic substances.

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 solution provides polyurethane-based compositions with improved reactivity at low temperatures, reduced toxicity, and enhanced mechanical performance, suitable for use in adhesive applications without the need for hazardous materials, ensuring environmental safety and ease of use.

Implementation Method 1

the reaction of the (2-oxo-1,3-dioxolan-4-yl) groups of component A with the primary and/or secondary amine groups of component B

Methodology Applied
Scientific EffectChemical reaction: Chemical Bonding

Data Source

PatentEP3713981B1Polyurethane with (5-alkyl -1,3-dioxolen-2-one-4-yl) end groups and uses thereof
Publication Date: 2021.06.02 BOSTIK SA(FR)
  • EP3713981B1 patent drawing
  • EP3713981B1 patent drawing
  • EP3713981B1 patent drawing

AI summary

The present invention relates to a polyurethane (PP2) comprising at least two end functions T of formula (I) and at least one divalent unit of formula (II), as well as its uses, in particular for preparing adhesive compositions.