Unsaturated Isocyanate Purification for Storage Stability

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Solution Overview

Problem

Conventional unsaturated isocyanate compounds experience unexpected viscosity increases or gelling during storage and transportation, and when used to produce other compounds, they can lead to rapid viscosity increases or gelling, necessitating improved stability and purification methods.

Innovation Solution

A specific compound, present as an impurity, is removed through distillation at a reflux ratio of 2.0 to 4.0, pressure of 1.0 to 10.0 kPa, and temperature of 90°C to 140°C, with a pH adjustment to 1 to 7, to achieve a concentration of 0.2 parts by mass or lower, ensuring stability and preventing coloring from polymerization inhibitors.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional unsaturated isocyanate compounds are used for storage and production, then they can be readily available and easy to use, but they experience unexpected viscosity increases or gelling during storage and transportation

Engineering Contradiction:
Improvestorage stabilityVSAvoidviscosity stability
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent removes the specific impurity compound from the unsaturated isocyanate compound through purification processes. This extraction of the harmful impurity eliminates the cause of viscosity increase and gelling, thereby improving storage stability and composition stability without affecting the availability and ease of use of the main product.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent specifies precise parameter ranges for the impurity concentration (0.001 to 0.1 mass%) and purification conditions (reflux ratio of 1.5 to 5.0, pressure of 0.1 to 10.0 kPa, temperature of 90°C to 140°C). By controlling these parameters, the patent achieves stable viscosity and prevents gelling during storage while maintaining the functional properties of the unsaturated isocyanate compound.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If conventional unsaturated isocyanate compounds are used to produce other compounds, then they can be used as raw materials, but they lead to rapid viscosity increases or gelling during production

Engineering Contradiction:
Improveproduction efficiencyVSAvoidviscosity stability
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The patent purifies the unsaturated isocyanate compound by removing the specific impurity that causes rapid viscosity increase and gelling during production. This extraction allows the compound to be used as a reliable raw material while maintaining production efficiency and preventing unwanted viscosity changes during chemical reactions.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent establishes specific purification parameters (reflux ratio of 1.5 to 5.0, pressure of 0.1 to 10.0 kPa, temperature of 90°C to 140°C) that effectively remove the impurity causing production issues. These parameter controls ensure the unsaturated isocyanate compound remains stable during production processes while maintaining high productivity.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If large amounts of polymerization inhibitors are added to prevent gelling, then storage stability improves, but coloring occurs in the final product

Engineering Contradiction:
Improvestorage stabilityVSAvoidproduct coloring
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent identifies and removes the specific impurity compound that causes gelling through purification processes. By eliminating this impurity, the patent achieves storage stability without requiring large amounts of polymerization inhibitors, thereby preventing coloring in the final product while maintaining reliability.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent converts the harmful effect of the impurity (causing gelling) into a benefit by using it as a marker for purification. By removing this impurity through controlled purification processes, the patent achieves both storage stability and product clarity, eliminating the need for excessive polymerization inhibitors that would cause coloring.

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

4Reliability

If purification is performed to remove impurities, then storage stability improves, but production complexity increases

Engineering Contradiction:
Improvestorage stabilityVSAvoidpurification process complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent specifies precise but practical parameter ranges for purification (reflux ratio of 1.5 to 5.0, pressure of 0.1 to 10.0 kPa, temperature of 90°C to 140°C). These parameters achieve effective impurity removal and storage stability while remaining within conventional equipment capabilities, thus avoiding excessive production complexity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent focuses purification efforts on removing the specific impurity compound that causes gelling, rather than attempting to remove all impurities. This targeted approach achieves storage stability through selective removal of the harmful substance while minimizing production complexity by concentrating resources on the critical purification step.

Inventive Principle:
Principle #3Local quality

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 method effectively prevents viscosity increases and gelling during storage and use, allowing for high-yield production of stable unsaturated compounds without the need for large amounts of polymerization inhibitors, which can cause coloring.

Implementation Method 1

a method for producing the composition, characterized by comprising: a distillation step of purifying the unsaturated isocyanate compound (A) by distillation under a reflux ratio of 2.0 to 4.0, a pressure of 1.0 to 10.0 kPa, and a distillation temperature of 90°C to 140°C

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentEP3842417B1Composition, production method for composition, and production method for unsaturated compound
Publication Date: 2024.01.24 RESONAC CORP
  • EP3842417B1 patent drawing
  • EP3842417B1 patent drawing
  • EP3842417B1 patent drawing

AI summary

A composition is provided including a compound (A) represented by Formula (1) and a compound (B) represented by Formula (2), wherein the compound (B) is contained in an amount of 0.00002 to 0.2 parts by mass with respect to 100 parts by mass of the compound (A):         (R1-COO)n-R2-(NCO)m ...     (1) (in Formula (1), R1 is an ethylenically unsaturated group having 2 to 7 carbon atoms; R2 is an (m+n)-valent hydrocarbon group having 1 to 7 carbon atoms; and n and m are each an integer of 1 or 2) (in Formula (2), R is (-R2-(OCO-R1), and R1 and R2 are the same as those in Formula (1)).