Polyhydroxyurethane Microparticles via Cyclic Carbonate and Amine Reaction

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Solution Overview

Problem

Current methods for producing polyurethane microparticles are limited by the use of hazardous isocyanate compounds and lack of processes that incorporate carbon dioxide, which are essential for reducing greenhouse gas emissions and achieving narrow particle size distribution for diverse industrial applications.

Innovation Solution

A process for producing polyhydroxyurethane microparticles using a reaction between a 5-membered cyclic carbonate compound and an amine compound, where the reaction is conducted in an inert liquid with a dispersant, allowing for the incorporation of carbon dioxide into the polymer structure and achieving a narrow particle size distribution of 0.1 µm to 300 µm.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If isocyanate compounds are used as raw materials for producing polyurethane microparticles, then the microparticles can be produced with desired properties, but the process involves hazardous materials that are difficult to handle and require strict safety measures

Engineering Contradiction:
Improveease of handling raw materialsVSAvoidhazardous nature of isocyanate compounds
Core Design Contradiction:
Ease of manufactureVSObject-affected harmful factors

Solution Approach 1:

The patent replaces hazardous isocyanate compounds with non-toxic carbon dioxide and amine compounds. The harmful isocyanate route is abandoned in favor of a safer alternative that uses environmentally benign materials (carbon dioxide) to achieve the same polyurethane microparticle production goal, thereby converting a harmful process into a beneficial one.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The patent introduces cyclic carbonate compounds as intermediate substances that react with amine compounds to form polyurethane microparticles. This intermediary approach avoids direct use of hazardous isocyanates while still achieving the desired chemical transformation, with the cyclic carbonate serving as a safe mediator in the synthesis pathway.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If conventional polymerization methods are used to produce polyurethane microparticles, then production can proceed with established processes, but carbon dioxide is not incorporated into the polymer structure

Engineering Contradiction:
Improveproduction efficiencyVSAvoidcarbon dioxide emissions
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The patent transforms carbon dioxide, a harmful greenhouse gas, into a useful raw material for producing polyurethane microparticles. By incorporating CO2 into the polymer structure through reaction with amine compounds, the process converts a waste emission into a valuable resource, achieving both production efficiency and environmental benefit.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The patent changes the chemical composition parameters of the polymer by incorporating carbon dioxide units into the polyurethane structure. This parameter change (adding CO2-derived groups) differentiates the product from conventional polyurethanes and enables simultaneous achievement of productivity and reduced carbon emissions.

Inventive Principle:
Principle #35Parameter changes

3Adaptability or versatility

If a broad particle size distribution is produced, then more diverse applications might be possible, but the functionality and effectiveness of the microparticles are reduced

Engineering Contradiction:
Improverange of applicationsVSAvoidparticle size distribution
Core Design Contradiction:
Adaptability or versatilityVSManufacturing precision

Solution Approach 1:

The patent optimizes reaction parameters (temperature, pressure, catalyst amount, reactant ratios) to control and narrow the particle size distribution. By precisely adjusting these parameters, the process achieves uniform microparticles with consistent sizes, thereby improving manufacturing precision while maintaining versatility for various applications.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs catalysts and controlled reaction conditions that provide feedback mechanisms to regulate particle formation. The catalytic system and reaction kinetics work together to self-regulate the polymerization process, ensuring uniform particle sizes are achieved without requiring complex external control systems.

Inventive Principle:
Principle #23Feedback

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

This process enables the production of polyhydroxyurethane microparticles with a narrow particle size distribution and high carbon dioxide content, offering improved resource efficiency and environmental benefits while providing spherical microparticles suitable for various industrial applications.

Implementation Method 1

a polymer that makes up the polymer microparticles has in a structure thereof at least one of two types of chemical structure units represented by the following formulas (1) and (2), and -O-CO- bonds that make up the chemical structure units, respectively, have been derived from carbon dioxide

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Implementation Method 2

homogeneously dispersing these compounds in the inert liquid with a dispersant contained therein

Methodology Applied
Scientific EffectDispersion: Dispersion (of waves)

Implementation Method 3

heating the resulting dispersion to react both the compounds

Methodology Applied
Scientific EffectHeating: Heating

Data Source

PatentEP2706078B1Polyhydroxyurethane microparticles, and process for producing same
Publication Date: 2020.06.10 DAINICHISEIKA COLOR & CHEMICALS MFG CO LTD
  • EP2706078B1 patent drawingFigure 1
  • EP2706078B1 patent drawingFigure 2
  • EP2706078B1 patent drawingFigure 3

AI summary

A problem is to provide polyhydroxyurethane microparticles, which have a narrow particle size distribution and are applicable to a wide range of use. Provided are polyhydroxyurethane microparticles which are spherical polymer microparticles having particle sizes of 0.1 µm to 300 µm. A polymer that makes up the polymer microparticles has in a structure thereof chemical structure units represented by the following formula (1) and/or chemical structure units represented by the following formula (2). In the chemical structure units (1) and (2), -O-CO- bonds have been derived from carbon dioxide.