Benzoxazine Composition Low-Temperature Curing via Catalyst

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Solution Overview

Problem

Benzoxazine-based compositions require higher temperatures for curing, which limits their use in high-temperature applications, and existing blends with epoxy or dianhydride resins often compromise on toughness, stiffness, or introduce environmental issues due to solvent use.

Innovation Solution

An organic sulfur acid-free composition combining benzoxazine, phenolic compounds, and nitrogen-containing heterocyclic compounds, which cures at lower temperatures (e.g., 135°C) to achieve high thermal, mechanical, and physical properties, including excellent flame, smoke, and toxicity (FST) performance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If benzoxazine is cured at high temperature, then mechanical strength and thermal stability are improved, but curing time increases and energy consumption increases

Engineering Contradiction:
Improvemechanical strengthVSAvoidcuring time
Core Design Contradiction:
StrengthVSLoss of time

Solution Approach 1:

The patent changes the curing temperature parameter from conventional high temperature (150-200°C) to low temperature (80-120°C) by using a specific catalyst system (metal oxide or metal hydroxide) that enables effective curing at lower temperatures, thus reducing curing time and energy consumption while maintaining mechanical strength

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces a catalyst (metal oxide or metal hydroxide) as an intermediary substance that mediates the curing reaction between benzoxazine and the curing agent, enabling the reaction to proceed efficiently at lower temperatures without requiring excessive time or energy

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of operation

If epoxy resin is added to reduce melt viscosity, then processability is improved, but curing temperature must be increased and toughness is reduced

Engineering Contradiction:
ImproveprocessabilityVSAvoidtoughness
Core Design Contradiction:
Ease of operationVSStrength

Solution Approach 1:

The patent replaces epoxy resin with a novel curing agent (nitrogen-containing heterocyclic compound with specific structure) that achieves both viscosity reduction and toughness maintenance without the need for high curing temperatures, effectively substituting a problematic material with a superior alternative

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

3Strength

If dianhydride is used to enhance mechanical properties, then stiffness is improved, but solvent-based processing creates voids and environmental issues

Engineering Contradiction:
ImprovestiffnessVSAvoidsolvent escape and voids
Core Design Contradiction:
StrengthVSObject-generated harmful factors

Solution Approach 1:

The patent extracts and removes the solvent-based processing step from the curing process by using a catalyst system that enables solvent-free curing at low temperatures, eliminating void formation and environmental hazards while maintaining the mechanical property enhancements

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the curing conditions from high temperature and solvent-based to low temperature and solvent-free by introducing the metal oxide/hydroxide catalyst, which enables the dianhydride-benzoxazine system to cure effectively without solvents, eliminating voids and harmful emissions

Inventive Principle:
Principle #35Parameter changes

4Strength

If phenolic resin is added to the blend, then crosslink density is improved, but glass transition temperature decreases

Engineering Contradiction:
Improvecrosslink densityVSAvoidglass transition temperature
Core Design Contradiction:
StrengthVSTemperature

Solution Approach 1:

The patent replaces phenolic resin with a nitrogen-containing heterocyclic compound that provides the necessary crosslinking functionality without the detrimental effect of lowering glass transition temperature, achieving high crosslink density while maintaining thermal stability

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

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 provides a void-free, high-performance cured article with balanced thermal, mechanical, and physical properties, suitable for aerospace, automotive, and electronic industries, without the need for high curing temperatures or solvents, thus enabling effective use in high-temperature applications.

Implementation Method 1

a composition containing a polymerization catalyst for curing benzoxazines is disclosed which includes the combination of a nitrogen-containing heterocycle and an organic sulfur-containing acid

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

heating a molding composition including a benzoxazine and heterocyclic dicarboxylic acid to a temperature sufficient to cure the molding composition

Methodology Applied
Scientific EffectExothermic reaction: Exothermic Reaction

Data Source

PatentEP3265447B1Benzoxazine low temperature curable composition
Publication Date: 2023.03.01 HUNTSMAN ADVANCED MATERIALS AMERICAS LLC
  • EP3265447B1 patent drawing
  • EP3265447B1 patent drawing
  • EP3265447B1 patent drawing

AI summary

The present disclosure provides an organic sulfur acid-free composition containing a benzoxazine, phenolic compound and nitrogen-containing heterocyclic compound. The organic sulfur acid-free composition, upon curing at temperatures as low as 130°- 140° C, renders void free cured articles having well balanced thermal, chemical and mechanical properties. The organic sulfur acid-free composition may be used in a variety of applications, such as in coatings, structural and non-structural composites and encapsulating systems for electronic and electrical components.